US20040192565A1 - Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same - Google Patents
Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same Download PDFInfo
- Publication number
- US20040192565A1 US20040192565A1 US10/402,170 US40217003A US2004192565A1 US 20040192565 A1 US20040192565 A1 US 20040192565A1 US 40217003 A US40217003 A US 40217003A US 2004192565 A1 US2004192565 A1 US 2004192565A1
- Authority
- US
- United States
- Prior art keywords
- lubricating oil
- oil composition
- lubricating
- fatty acid
- acid ester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 188
- 239000000203 mixture Substances 0.000 title claims abstract description 176
- 239000000446 fuel Substances 0.000 title claims description 38
- 238000000034 method Methods 0.000 title claims description 33
- 238000002485 combustion reaction Methods 0.000 title claims description 18
- 239000003921 oil Substances 0.000 claims abstract description 146
- -1 C75 fatty acid ester Chemical class 0.000 claims abstract description 109
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 71
- 239000000194 fatty acid Substances 0.000 claims abstract description 71
- 229930195729 fatty acid Natural products 0.000 claims abstract description 71
- 239000003607 modifier Substances 0.000 claims abstract description 52
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 33
- 230000001050 lubricating effect Effects 0.000 claims abstract description 33
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 46
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 12
- 244000060011 Cocos nucifera Species 0.000 claims description 10
- 239000003760 tallow Substances 0.000 claims description 10
- 235000017060 Arachis glabrata Nutrition 0.000 claims description 9
- 244000105624 Arachis hypogaea Species 0.000 claims description 9
- 235000010777 Arachis hypogaea Nutrition 0.000 claims description 9
- 235000018262 Arachis monticola Nutrition 0.000 claims description 9
- 241000283153 Cetacea Species 0.000 claims description 9
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 9
- 240000007817 Olea europaea Species 0.000 claims description 9
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 claims description 9
- 235000004443 Ricinus communis Nutrition 0.000 claims description 9
- 239000003346 palm kernel oil Substances 0.000 claims description 9
- 235000019865 palm kernel oil Nutrition 0.000 claims description 9
- 235000020232 peanut Nutrition 0.000 claims description 9
- IRTOOLQOINXNHY-UHFFFAOYSA-N 1-(2-aminoethylamino)ethanol Chemical compound CC(O)NCCN IRTOOLQOINXNHY-UHFFFAOYSA-N 0.000 claims description 8
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 claims description 8
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 8
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 8
- 229940102253 isopropanolamine Drugs 0.000 claims description 8
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 229920000742 Cotton Polymers 0.000 claims 8
- 244000068988 Glycine max Species 0.000 claims 8
- 235000010469 Glycine max Nutrition 0.000 claims 8
- 241000208818 Helianthus Species 0.000 claims 8
- 235000003222 Helianthus annuus Nutrition 0.000 claims 8
- 229940043237 diethanolamine Drugs 0.000 claims 7
- 235000019198 oils Nutrition 0.000 description 118
- 238000012360 testing method Methods 0.000 description 74
- 230000001133 acceleration Effects 0.000 description 47
- 239000003981 vehicle Substances 0.000 description 40
- 239000010705 motor oil Substances 0.000 description 36
- 239000008186 active pharmaceutical agent Substances 0.000 description 19
- 150000004665 fatty acids Chemical class 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 14
- 150000002148 esters Chemical class 0.000 description 14
- 239000000654 additive Substances 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 125000005456 glyceride group Chemical group 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 239000003963 antioxidant agent Substances 0.000 description 7
- 235000006708 antioxidants Nutrition 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 239000001993 wax Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000003240 coconut oil Substances 0.000 description 6
- 235000019864 coconut oil Nutrition 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000000314 lubricant Substances 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000010689 synthetic lubricating oil Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 238000005461 lubrication Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000005078 molybdenum compound Substances 0.000 description 4
- 150000002752 molybdenum compounds Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000003750 conditioning effect Effects 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 150000002193 fatty amides Chemical class 0.000 description 3
- 238000012423 maintenance Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical compound C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- 150000003626 triacylglycerols Chemical class 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- CIRMGZKUSBCWRL-LHLOQNFPSA-N (e)-10-[2-(7-carboxyheptyl)-5,6-dihexylcyclohex-3-en-1-yl]dec-9-enoic acid Chemical compound CCCCCCC1C=CC(CCCCCCCC(O)=O)C(\C=C\CCCCCCCC(O)=O)C1CCCCCC CIRMGZKUSBCWRL-LHLOQNFPSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 2
- SZAQZZKNQILGPU-UHFFFAOYSA-N 2-[1-(2-hydroxy-3,5-dimethylphenyl)-2-methylpropyl]-4,6-dimethylphenol Chemical compound C=1C(C)=CC(C)=C(O)C=1C(C(C)C)C1=CC(C)=CC(C)=C1O SZAQZZKNQILGPU-UHFFFAOYSA-N 0.000 description 2
- 241000282813 Aepyceros melampus Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 2
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical class C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012990 dithiocarbamate Substances 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 239000003502 gasoline Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 238000002372 labelling Methods 0.000 description 2
- 239000010699 lard oil Substances 0.000 description 2
- 239000010688 mineral lubricating oil Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 235000021313 oleic acid Nutrition 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920001748 polybutylene Polymers 0.000 description 2
- 229920006389 polyphenyl polymer Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 235000011044 succinic acid Nutrition 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 238000012956 testing procedure Methods 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- 239000001195 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid Substances 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- RDAGYWUMBWNXIC-UHFFFAOYSA-N 1,2-bis(2-ethylhexyl)benzene Chemical class CCCCC(CC)CC1=CC=CC=C1CC(CC)CCCC RDAGYWUMBWNXIC-UHFFFAOYSA-N 0.000 description 1
- YEYQUBZGSWAPGE-UHFFFAOYSA-N 1,2-di(nonyl)benzene Chemical class CCCCCCCCCC1=CC=CC=C1CCCCCCCCC YEYQUBZGSWAPGE-UHFFFAOYSA-N 0.000 description 1
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- RLPSARLYTKXVSE-UHFFFAOYSA-N 1-(1,3-thiazol-5-yl)ethanamine Chemical compound CC(N)C1=CN=CS1 RLPSARLYTKXVSE-UHFFFAOYSA-N 0.000 description 1
- AOPDRZXCEAKHHW-UHFFFAOYSA-N 1-pentoxypentane Chemical class CCCCCOCCCCC AOPDRZXCEAKHHW-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- GSOYMOAPJZYXTB-UHFFFAOYSA-N 2,6-ditert-butyl-4-(3,5-ditert-butyl-4-hydroxyphenyl)phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 GSOYMOAPJZYXTB-UHFFFAOYSA-N 0.000 description 1
- QHPKIUDQDCWRKO-UHFFFAOYSA-N 2,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 QHPKIUDQDCWRKO-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- XQESJWNDTICJHW-UHFFFAOYSA-N 2-[(2-hydroxy-5-methyl-3-nonylphenyl)methyl]-4-methyl-6-nonylphenol Chemical compound CCCCCCCCCC1=CC(C)=CC(CC=2C(=C(CCCCCCCCC)C=C(C)C=2)O)=C1O XQESJWNDTICJHW-UHFFFAOYSA-N 0.000 description 1
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 1
- ATZAVTLKDRBHTB-UHFFFAOYSA-N 2-aminoethanol dodecanoic acid 2-(2-hydroxyethylamino)ethanol Chemical compound C(CCCCCCCCCCC)(=O)O.C(O)CN.C(CCCCCCCCCCC)(=O)O.N(CCO)CCO.C(CCCCCCCCCCC)(=O)O ATZAVTLKDRBHTB-UHFFFAOYSA-N 0.000 description 1
- AKNMPWVTPUHKCG-UHFFFAOYSA-N 2-cyclohexyl-6-[(3-cyclohexyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound OC=1C(C2CCCCC2)=CC(C)=CC=1CC(C=1O)=CC(C)=CC=1C1CCCCC1 AKNMPWVTPUHKCG-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 1
- YFHKLSPMRRWLKI-UHFFFAOYSA-N 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl-6-methylphenol Chemical compound CC(C)(C)C1=C(O)C(C)=CC(SC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 YFHKLSPMRRWLKI-UHFFFAOYSA-N 0.000 description 1
- BGWNOSDEHSHFFI-UHFFFAOYSA-N 2-tert-butyl-4-[(3-tert-butyl-4-hydroxy-5-methylphenyl)methylsulfanylmethyl]-6-methylphenol Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CSCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 BGWNOSDEHSHFFI-UHFFFAOYSA-N 0.000 description 1
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
- MQWCQFCZUNBTCM-UHFFFAOYSA-N 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methylphenyl)sulfanyl-4-methylphenol Chemical compound CC(C)(C)C1=CC(C)=CC(SC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O MQWCQFCZUNBTCM-UHFFFAOYSA-N 0.000 description 1
- BKZXZGWHTRCFPX-UHFFFAOYSA-N 2-tert-butyl-6-methylphenol Chemical compound CC1=CC=CC(C(C)(C)C)=C1O BKZXZGWHTRCFPX-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- NUCFNMOPTGEHQA-UHFFFAOYSA-N 3-bromo-2h-pyrazolo[4,3-c]pyridine Chemical compound C1=NC=C2C(Br)=NNC2=C1 NUCFNMOPTGEHQA-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 description 1
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 description 1
- CLPFFLWZZBQMAO-UHFFFAOYSA-N 4-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile Chemical compound C1=CC(C#N)=CC=C1C1N2C=NC=C2CCC1 CLPFFLWZZBQMAO-UHFFFAOYSA-N 0.000 description 1
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 1
- KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical group OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- 241001133760 Acoelorraphe Species 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 241000273930 Brevoortia tyrannus Species 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- SLCHBKXGTJBMOQ-UHFFFAOYSA-N C(O)CN.C(CCCCCCCCCCCCCCCCC)(=O)O.N(CCO)CCO.C(CCCCCCCCCCCCCCCCC)(=O)O.C(O)CN.C(CCCCCCCCCCCCCCC)(=O)O.N(CCO)CCO.C(CCCCCCCCCCCCCCC)(=O)O Chemical compound C(O)CN.C(CCCCCCCCCCCCCCCCC)(=O)O.N(CCO)CCO.C(CCCCCCCCCCCCCCCCC)(=O)O.C(O)CN.C(CCCCCCCCCCCCCCC)(=O)O.N(CCO)CCO.C(CCCCCCCCCCCCCCC)(=O)O SLCHBKXGTJBMOQ-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- HBEMHMNHYDTVRE-UHFFFAOYSA-N ClC(CCCCCCCCCCCCCCCCC(=O)OC)(Cl)Cl Chemical compound ClC(CCCCCCCCCCCCCCCCC(=O)OC)(Cl)Cl HBEMHMNHYDTVRE-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 1
- 235000021353 Lignoceric acid Nutrition 0.000 description 1
- CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 244000021150 Orbignya martiana Species 0.000 description 1
- 235000014643 Orbignya martiana Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- WERKSKAQRVDLDW-ANOHMWSOSA-N [(2s,3r,4r,5r)-2,3,4,5,6-pentahydroxyhexyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO WERKSKAQRVDLDW-ANOHMWSOSA-N 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000013556 antirust agent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000010480 babassu oil Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- WLLCYXDFVBWGBU-UHFFFAOYSA-N bis(8-methylnonyl) nonanedioate Chemical compound CC(C)CCCCCCCOC(=O)CCCCCCCC(=O)OCCCCCCCC(C)C WLLCYXDFVBWGBU-UHFFFAOYSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 238000013480 data collection Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229940100539 dibutyl adipate Drugs 0.000 description 1
- LMODBLQHQHXPEI-UHFFFAOYSA-N dibutylcarbamothioylsulfanylmethyl n,n-dibutylcarbamodithioate Chemical compound CCCCN(CCCC)C(=S)SCSC(=S)N(CCCC)CCCC LMODBLQHQHXPEI-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical class CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- AHMZKMOWTURMQK-UHFFFAOYSA-N hexyl-(4-methylpentan-2-yloxy)-silyloxysilane Chemical compound CCCCCC[SiH](O[SiH3])OC(C)CC(C)C AHMZKMOWTURMQK-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000003879 lubricant additive Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002691 malonic acids Chemical class 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002751 molybdenum Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 229920002114 octoxynol-9 Polymers 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 238000005325 percolation Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000010499 rapseed oil Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000003079 shale oil Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- JZALLXAUNPOCEU-UHFFFAOYSA-N tetradecylbenzene Chemical class CCCCCCCCCCCCCCC1=CC=CC=C1 JZALLXAUNPOCEU-UHFFFAOYSA-N 0.000 description 1
- MQHSFMJHURNQIE-UHFFFAOYSA-N tetrakis(2-ethylhexyl) silicate Chemical compound CCCCC(CC)CO[Si](OCC(CC)CCCC)(OCC(CC)CCCC)OCC(CC)CCCC MQHSFMJHURNQIE-UHFFFAOYSA-N 0.000 description 1
- ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/042—Mixtures of base-materials and additives the additives being compounds of unknown or incompletely defined constitution only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/126—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/08—Amides
- C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/54—Fuel economy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
Definitions
- the present invention relates generally to lubricating oil compositions and to methods for improving fuel economy in an internal combustion engine using same. More particularly, the present invention is directed to the use of an ashless friction modifier in lubricating oil compositions and methods to improve the fuel economy in an internal combustion engine such as a gasoline or diesel internal combustion engine employing the lubricating oil compositions.
- the viscosity grade of an engine oil is a key feature when selecting a lubricating oil.
- the lubricating oil is typically chosen according to both the climatic temperatures to which the engine is exposed, and the temperatures and shear conditions under which the engine operates. Thus, the oil must be of sufficiently low viscosity at ambient temperatures to provide adequate lubrication upon cold starting of the engine, and capable of maintaining sufficient viscosity to lubricate the engine when it is under a full operating load.
- SAE J300 The Society of Automotive Engineers classification system, SAE J300, defines engine oil grade viscosity specifications. Single grades are designated as SAE 20, 30, 40, 50, and 60 grade, and are defined by a low shear rate kinematic viscosity range at 100° C. (ASTM D445), as well as a minimum high shear rate viscosity at 150° C. (such as ASTM D4683, CEC L-36-A-90, or ASTM D5481).
- Engine oils designated as SAE 0W through 25W have been classified according to their low temperature cranking viscosities (ASTM D5293), low temperature pumping viscosities (ASTM4684), and a minimum kinematic viscosity at 100° C.
- Multigrade oils meet both the high and low temperature viscosity requirements indicated in their nomenclature.
- an engine oil designated as SAE 5W-30 possesses the viscometric characteristics of SAE 30 motor oils as well as the low temperature viscometric qualities of SAE 5W.
- a lubricating oil should be chosen with the appropriate high temperature kinematic and high shear rate viscosities for a given engine type and operating conditions in an effort to prevent the engine wear and oil consumption that can be associated with inadequate boundary layer lubrication and oil thinning, respectively.
- the maximum low temperature cranking and pumping viscosities of the lubricant should match the requirements imposed by the environment in which the engine will be operated.
- the maximum low temperature viscosity limits of a given oil grade are intended to define the oil's ability to facilitate engine starting in cold weather, and to ensure the ready flow of cold oil to the oil pump, thereby minimizing the potential of engine damage due to insufficient lubrication.
- a variety of compounds have been proposed as additives for lubricating oils to enhance the ability of the oils to, for example, disperse contaminants, resist oxidation, and reduce friction which, in turn, assist in increasing the fuel economy of the engine.
- oil soluble molybdenum compounds such as, for example, molybdenum dithiocarbamate, have been found to be useful as friction modifying additives in lubricants.
- This class of molybdenum compounds can provide enhanced fuel economy by reducing friction in internal combustion engines, but their long term friction reduction benefit during the service interval may be compromised given their efficacy as lubricant antioxidants.
- molybdenum compounds serve as antioxidants when added to the engine. It is well known that lubricating oils are partially oxidized when contacted with oxygen at elevated temperatures for long periods. The oxidation in motor oils is particularly acute in the modern internal combustion engine that is designed to operate under heavy workloads and at elevated temperatures. Accordingly, as the lubricating oil undergoes oxidation the molybdenum compounds will, in turn, be consumed as an antioxidant thus limiting their use as a friction modifier in the engine.
- a lubricating oil composition which comprises (a) an oil of lubricating viscosity having a kinematic viscosity of about 2 to 10.5 cSt at 100° C. and (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C 4 to about C 75 fatty acid ester and an alkanolamine.
- a method for improving the fuel economy of an internal combustion engine which comprises operating the engine with a lubricating oil composition comprising (a) an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to 10.5 cSt at 100° C. and (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C 4 to about C 75 fatty acid ester and an alkanolamine.
- An alternative embodiment of the present invention is a lubricating oil composition
- a lubricating oil composition comprising (a) an oil of lubricating viscosity having a kinematic viscosity of about 2 to 10. cSt at 100° C. and comprising about 55 to about 85 weight percent of a first lubricating oil, and about 15 to about 45 weight percent of a second lubricating oil wherein the kinematic viscosity of the second lubricating oil is lower than the kinematic viscosity of the first lubricating oil at 100° C.; and (b) about 0.5 to about 5.0 weight percent, based on the total weight of the lubricating oil composition, of an ashless friction modifier comprising a reaction product of a C 4 to about C 75 fatty acid ester and an alkanolamine.
- a second alternative embodiment of the present invention is a lubricating oil composition comprising:
- an oil of lubricating viscosity having a kinematic viscosity of about 2 to 10.5 cSt at 100° C. comprising:
- a first lubricating oil comprising an oil of lubricating viscosity having a kinematic viscosity of 9.3 to about 16.3 cSt at a temperature of 100° C.
- a second lubricating oil comprising an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to less than or equal to 9.3 cSt at a temperature of 100° C., wherein the kinematic viscosity of the second lubricating oil is lower than the kinematic viscosity of the first lubricating oil at 100° C.; and,
- a preferred alternative embodiment of the present invention is a lubricating oil composition
- a lubricating oil composition comprising (a) an oil of lubricating viscosity and (b) 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of an ashless friction modifier comprising a reaction product of a C 4 to about C 75 fatty acid ester and an alkanolamine.
- a particularly preferred alternative embodiment of the present invention is a lubricating oil composition
- a lubricating oil composition comprising (a) an oil of lubricating viscosity viscosity having a kinematic viscosity of about 2 to 10.5 cSt at 100° C. and (b) 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of an ashless friction modifier comprising a reaction product of a C 4 to about C 75 fatty acid ester and an alkanolamine.
- glycosylide refers to glycerides that are derived from natural, i.e., animal or plant, sources, and to glycerides that are synthetically produced.
- Glycerides are esters of glycerol (a trihydric alcohol) and fatty acids in which one or more of the hydroxyl groups of glycerol are esterified with the carboxyl groups of fatty acids containing from about 4 to about 75 carbon atoms and preferably from about 6 to about 24 carbon atoms.
- the fatty acids can be saturated or unsaturated, linear, branched or cyclic monocarboxylic acids.
- triglyceride When three hydroxyl groups are esterified, the resulting glyceride is denoted a “triglyceride”. When only one or two of the hydroxyl groups are esterified, the resulting products are denoted “monoglycerides” and “diglycerides”, respectively.
- Natural glycerides are mixed glycerides comprising triglycerides and minor amounts, e.g., from about 0.1 to about 40 mole percent, of mono- and diglycerides. Natural glycerides include, e.g., coconut and soybean oils. Synthetically produced glycerides are synthesized by the condensation reaction between glycerol and a fatty acid or mixture of fatty acids containing from about 6 to about 24 carbon atoms.
- the fatty acid can be a saturated or unsaturated, linear, branched or cyclic monocarboxylic acid or mixture thereof.
- the fatty acid itself can be derived from natural, i.e., plant or animal, sources. Examples include, but are not limited to, caproic, caprylic, capric, lauric, myristic, palmitic, stearic, arachidic, oleic, linoleic and linolenic acids, and mixtures of any of the foregoing.
- the synthetically produced glycerides will contain from about 80 to about 100 mole percent triglycerides with the balance, if any, representing from about 0 to about 20 mole percent mono and di-glycerides, present in admixture with triglycerides.
- the present invention is based on the unexpected and surprising discovery that the fuel economy of an internal combustion engine in addition to wear protection at low temperatures is improved while also reducing emissions when employing the foregoing lubricating oil compositions.
- FIG. 1 is a graphical representation of the speed vs. time of an EPA-75 Test Cycle.
- FIG. 2 is a graphical representation of the speed vs. time of an EPA Highway Fuel Economy Driving Schedule.
- FIG. 3 is a diagram of the experimental setup for the High Frequency Reciprocating Rig (HFRR) Test.
- FIG. 4 is a graphical representation of the results of the HFRR test for the lubricating oil compositions of Examples 2 and 4 and Comparative Examples B and C.
- FIG. 5 a is a graphical representation of low temperature operability for the cold starting cranking test (ASTM D5293) for the lubricating oil composition of Example 2 versus a SAE 10W-30 grade oil of Comparative Example C.
- FIG. 5 b is a graphical representation of low temperature operability for the cold starting pumpability test (ASTM D4684) for the lubricating oil composition of Example 2 versus a SAE 10W-30 grade oil of Comparative Example C.
- a lubricating oil composition which comprises (a) an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to 10.5 cSt and preferably from about 2 to less than 10 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C. and (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C 4 to about C 75 fatty acid ester and an alkanolamine.
- any suitable oil may be used provided it meets the requirements of having a kinematic viscosity in the range of about 2 to 10.5 cSt and preferably from about 2 to less than 10 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C.
- the oil is selected from one or more natural oils, synthetic oils or mixtures thereof which meets the foregoing kinematic viscosity requirements at 100° C.
- Useful natural oils include mineral lubricating oils such as, for example, liquid petroleum oils, solvent-treated or acid-treated mineral lubricating oils of the paraffinic, naphthenic or mixed paraffinic-naphthenic types, oils derived from coal or shale, animal oils, vegetable oils (e.g., castor oils and lard oil), and the like.
- mineral lubricating oils such as, for example, liquid petroleum oils, solvent-treated or acid-treated mineral lubricating oils of the paraffinic, naphthenic or mixed paraffinic-naphthenic types, oils derived from coal or shale, animal oils, vegetable oils (e.g., castor oils and lard oil), and the like.
- Useful synthetic lubricating oils include, but are not limited to, hydrocarbon oils and halo-substituted hydrocarbon oils such as polymerized and interpolymerized olefins, e.g., polybutylenes, polypropylenes, propylene-isobutylene copolymers, chlorinated polybutylenes, poly(1-hexenes), poly(1-octenes), poly(1-decenes), and the like and mixtures thereof; alkylbenzenes such as dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di(2-ethylhexyl)-benzenes, and the like; polyphenyls such as biphenyls, terphenyls, alkylated polyphenyls, and the like; alkylated diphenyl ethers and alkylated diphenyl sulfides and the derivative, analog
- oils include, but are not limited to, oils made by polymerizing olefins of less than 5 carbon atoms such as ethylene, propylene, butylenes, isobutene, pentene, and mixtures thereof. Methods of preparing such polymer oils are well known to those skilled in the art.
- Additional useful synthetic hydrocarbon oils include liquid polymers of alpha olefins having the proper viscosity.
- Especially useful synthetic hydrocarbon oils are the hydrogenated liquid oligomers of C 6 to C 12 alpha olefins such as, for example, 1-decene trimer.
- Another class of useful synthetic lubricating oils include, but are not limited to, alkylene oxide polymers, i.e., homopolymers, interpolymers, and derivatives thereof where the terminal hydroxyl groups have been modified by, for example, esterification or etherification.
- oils are exemplified by the oils prepared through polymerization of ethylene oxide or propylene oxide, the alkyl and amyl ethers of these polyoxyalkylene polymers (e.g., methyl poly propylene glycol ether having an average molecular weight of 1,000, diphenyl ether of polyethylene glycol having a molecular weight of 500-1000, diethyl ether of polypropylene glycol having a molecular weight of 1,000-1,500, etc.) or mono- and polycarboxylic esters thereof such as, for example, the acetic esters, mixed C 3 -C 8 fatty acid esters, or the C 13 Oxo acid diester of tetraethylene glycol.
- the alkyl and amyl ethers of these polyoxyalkylene polymers e.g., methyl poly propylene glycol ether having an average molecular weight of 1,000, diphenyl ether of polyethylene glycol having a molecular weight of 500-1000, diethyl
- Yet another class of useful synthetic lubricating oils include, but are not limited to, the esters of dicarboxylic acids e.g., phthalic acid, succinic acid, alkyl succinic acids, alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, adipic acid, linoleic acid dimer, malonic acids, alkyl malonic acids, alkenyl malonic acids, etc., with a variety of alcohols, e.g., butyl alcohol, hexyl alcohol, dodecyl alcohol, 2-ethylhexyl alcohol, ethylene glycol, diethylene glycol monoether, propylene glycol, etc.
- dicarboxylic acids e.g., phthalic acid, succinic acid, alkyl succinic acids, alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fuma
- esters include dibutyl adipate, di(2-ethylhexyl)sebacate, di-n-hexyl fumarate, dioctyl sebacate, diisooctyl azelate, diisodecyl azelate, dioctyl phthalate, didecyl phthalate, dieicosyl sebacate, the 2-ethylhexyl diester of linoleic acid dimer, the complex ester formed by reacting one mole of sebacic acid with two moles of tetraethylene glycol and two moles of 2-ethylhexanoic acid and the like.
- Esters useful as synthetic oils also include, but are not limited to, those made from monocarboxylic acids having from about 5 to about 12 carbon atoms and polyols and polyol ethers such as neopentyl glycol, trimethylol propane, pentaerythritol, dipentaerythritol, tripentaerythritol, and the like.
- Silicon-based oils such as, for example, polyalkyl-, polyaryl-, polyalkoxy- or polyaryloxy-siloxane oils and silicate oils, comprise another useful class of synthetic lubricating oils. Specific examples of these include, but are not limited to, tetraethyl silicate, tetra-isopropyl silicate, tetra-(2-ethylhexyl) silicate, tetra-(4-methyl-hexyl)silicate, tetra-(p-tert-butylphenyl)silicate, hexyl-(4-methyl-2-pentoxy)disiloxane, poly(methyl)siloxanes, poly(methylphenyl)siloxanes, and the like.
- Still yet other useful synthetic lubricating oils include, but are not limited to, liquid esters of phosphorous containing acids, e.g., tricresyl phosphate, trioctyl phosphate, diethyl ester of decane phosphionic acid, etc., polymeric tetrahydrofurans and the like.
- the lubricating oil may be derived from unrefined, refined and rerefined oils, either natural, synthetic or mixtures of two or more of any of these of the type disclosed hereinabove.
- Unrefined oils are those obtained directly from a natural or synthetic source (e.g., coal, shale, or tar sands bitumen) without further purification or treatment.
- Examples of unrefined oils include, but are not limited to, a shale oil obtained directly from retorting operations, a petroleum oil obtained directly from distillation or an ester oil obtained directly from an esterification process, each of which is then used without further treatment.
- Refined oils are similar to the unrefined oils except they have been further treated in one or more purification steps to improve one or more properties.
- These purification techniques are known to those of skill in the art and include, for example, solvent extractions, secondary distillation, acid or base extraction, filtration, percolation, hydrotreating, dewaxing, etc.
- Rerefined oils are obtained by treating used oils in processes similar to those used to obtain refined oils.
- Such rerefined oils are also known as reclaimed or reprocessed oils and often are additionally processed by techniques directed to removal of spent additives and oil breakdown products.
- Lubricating oil base stocks derived from the hydroisomerization of wax may also be used, either alone or in combination with the aforesaid natural and/or synthetic base stocks.
- Such wax isomerate oil is produced by the hydroisomerization of natural or synthetic waxes or mixtures thereof over a hydroisomerization catalyst.
- Natural waxes are typically the slack waxes recovered by the solvent dewaxing of mineral oils, synthetic waxes are typically the wax produced by the Fischer-Tropsch process.
- the ashless friction modifier for use in the foregoing lubricating oil composition of the present invention comprises a reaction product of an about C 4 to about C 75 and preferably about C 6 to about C 24 fatty acid ester, and an alkanolamine.
- the fatty acid ester for use in forming the reaction product herein can be, for example, glycerol fatty acid esters, i.e., glycerides derived from natural sources such as, for example, beef tallow oil, lard oil, palm oil, castor oil, cottonseed oil, corn oil, peanut oil, soybean oil, sunflower oil, olive oil, whale oil, menhaden oil, sardine oil, coconut oil, palm kernel oil, babassu oil, rape oil, soya oil and the like with coconut oil being preferred for use herein.
- glycerol fatty acid esters i.e., glycerides derived from natural sources such as, for example, beef tallow oil, lard oil, palm oil, castor oil, cottonseed oil, corn oil, peanut oil, soybean oil, sunflower oil, olive oil, whale oil, menhaden oil, sardine oil, coconut oil, palm kernel oil, babassu oil, rape oil, soya oil and the like with
- the glycerol fatty acid esters will contain from about C 4 to about C 75 and preferably contain about C 6 to about C 24 fatty acid esters, i.e., several fatty acid moieties, the number and type varying with the source of the oil.
- Fatty acids are a class of compounds containing a long hydrocarbon chain and a terminal carboxylate group and are characterized as unsaturated or saturated depending upon whether a double bond is present in the hydrocarbon chain. Therefore, an unsaturated fatty acid has at least one double bond in its hydrocarbon chain whereas a saturated fatty acid has no double bonds in its fatty acid chain.
- the acid is saturated.
- Examples of unsaturated fatty acids include, myristoleic acid, palmitoleic acid, oleic acid, linolenic acid, and the like.
- Examples of saturated fatty acids include caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, and the like.
- the acid moiety may be supplied in a fully esterfied compound or one which is less than fully esterfied, e.g., glyceryl tri-stearate, or glyceryl di-laurate and glyceryl mono-oleate, respectively.
- Esters of polyols including diols and polyalkylene glycols can also be employed such as, for example, esters of mannitol, sorbitol, pentaerytherol, polyoxyethylene polyol and the like.
- the alkanolamine employed in the reaction product herein can be, for example, a primary or secondary amine which possesses at least one hydroxy group.
- the expression “alkanolamine” is used in its broadest sense to include compounds containing at least one primary or secondary amine and at least one hydroxy group, e.g, monoalkanolamines, dialkanolamines, and so forth. It is believed that any alkanolamine can be used, although preferred alkanolamines are lower alkanolamines, generally having from about two to about 6 carbon atoms.
- the alkanolamine can possess O or N functionality in addition to one amino group (that group being a primary or secondary amino group) and at least one hydroxy group.
- the alkanolamine preferably possesses the general formula
- R is hydrogen or an aminoalkyl group with the alkyl having from one to about six carbon atoms
- R′ is a lower hydrocarbyl generally having from about two to about six carbon atoms
- “a” is 0 or 1.
- Suitable alkanolamines include, but are not limited to, monoethanolamine, diethanolamine, propanolamine, isopropanolamine, dipropanolamine, di-isopropanolamine, butanolamine, aminoethylaminoethanol such as 2-(2-aminoethylamino) ethanol. Mixtures of two or more alkanolamines can be employed. Diethanolamine is highly preferred for use in accordance with the practice of the present invention.
- the reaction may be effected by heating the fatty acid ester and alkanolamine in equivalent quantities to produce the desired product and then added to the oil component.
- the reaction can be effected by heating the fatty acid ester and alkanolamine in the presence of one or more of the aforementioned lubricating oils.
- the reaction may typically be effected by maintaining the reactants at a temperature of from about 100° C. to 200° C., and preferably from about 120° C. to about 150° C. for about 1 to about 10 hours, and preferably about 4 hours.
- the reaction can be solventless or carried out in a solvent, preferably one which is compatible with the ultimate composition in which the product is to be used.
- Particularly useful solvents include at least aromatic solvents such as, for example, Aromatic-100, Aromatic-150, Shellsolv AB, Avjet, toluene, xylene, and mixtures thereof.
- Typical reaction products which may be employed in the practice of this invention may include those formed from esters having, for example, the following acid moieties and alkanolamines: TABLE I Acid Moiety in Ester Amine Lauric Acid Propanolamine Lauric Acid Diethanolamine Lauric Acid Ethanolamine Lauric Acid Dipropanolamine Palmitic Acid Diethanolamine Palmitic Acid Ethanolamine Stearic Acid Diethanolamine Stearic Acid Ethanolamine
- Other useful mixed reaction products with alkanolamines may be formed from the acid component of the following oils: coconut, babassu, palm kernel, palm, olive, castor, peanut, rape, beef tallow, lard, whale blubber, corn, tall, cottonseed, etc.
- the desired reaction product may be prepared by the reaction of (i) a fatty acid ester of a polyhydroxy compound (wherein some or all of the OH groups are esterified) and (ii) diethanolamine.
- the preferred fatty acid ester is coconut oil which contains the following acid moieties: TABLE II Fatty Acid Moiety Weight Percent Caprylic 8.0 Capric 7.0 Lauric 48.0 Myristic 17.5 Palmitic 8.2 Stearic 2.0 Oleic 6.0 Linoleic 2.5
- reaction product constitutes a complex mixture of compounds including at least fatty amides, fatty acid esters, fatty acid ester-amides, unreacted starting reactants, free fatty acids, amines, glycerol, and partial fatty acid esters of glycerol (i.e., mono- and di-glycerides).
- fatty amides are formed when the amine group of the alkanolamine reacts with the carboxyl group of a fatty acid while fatty acid esters are formed when one or more hydroxyl groups of the alkanolamine react with the carboxyl group of a fatty acid.
- Fatty acid ester-amides are formed when both the amine and hydroxyl group of alkanolamine react with carboxyl groups of fatty acids.
- a representation of the various amounts of the various compounds constituting the complex mixture of the reaction product is as follows: about 5-65 mole % of fatty amide, about 3-30 mole % fatty acid ester, about 5-65 mole % fatty acid ester-amide, about 0.1-50 mole % partial fatty acid ester, about 0.1-30 mole % glycerol, about 0.1-30 mole % free fatty acids, about 0.1-30 mole % charge alkanolamine, about 0.1-30 mole % charge glycerides, etc. It is not necessary to isolate one or more specific components of the product mixture. Indeed, the reaction product mixture is preferably employed as is in the additive composition of this invention.
- the foregoing ashless friction modifiers can be utilized in the lubricating oil compositions of the present invention in effective amounts which impart significant friction modifying credit characteristics to the oils. Accordingly, concentration of additive ordinarily ranging from about 0.5 to about 5.0 weight percent and preferably from 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, can be used herein.
- An alternative embodiment of the present invention is a lubricating oil composition
- a lubricating oil composition comprising (a) an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to 10.5 cSt and preferably from about 2 to less than 10 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C.
- the first and second lubricating oils of the alternative embodiment can be any of the aforementioned natural oils, synthetic oils or mixtures thereof, provided that the resulting oil of lubricating viscosity has a kinematic viscosity in the range of about 2 to 10.5 cSt, preferably from about 2 to less than 10.0 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C. as well as the requirement that the second lubricating oil has a lower kinematic viscosity at 100° C. than the kinematic viscosity at 100° C. of the first lubricating oil.
- the first lubricating oil will be an oil of lubricating viscosity having a kinematic viscosity of at least 9.3 cSt at 100° C., preferably from 9.3 to about 16.3 cSt and most preferably from 9.3 to about 12.5 cSt at a temperature of 100° C.
- the first lubricating oil can be any of the aforementioned natural oils, synthetic oils or mixtures thereof, provided it meets the foregoing kinematic viscosity requirements at 100° C.
- the first lubricating oil is selected so that the oil meets the requirements of a SAE 10W, SAE 15W, SAE 20W, SAE 25W and SAE 40W grades (e.g., SAE 10W, SAE 10W-20, SAE 10W-30, SAE 10W-40 and/or SAE 10W-50 and/or SAE 15W, SAE 15W-20, SAE 15W-30, SAE 15W-40 and/or SAE 15W-50) and the like and mixtures thereof
- the first lubricating oil is selected so that the oil meets the requirements of the SAE 10W and/or SAE 15W grades with a SAE 10W-30 being most preferred.
- the second lubricating oil of the alternative embodiment can be an oil of lubricating viscosity having a kinematic viscosity of from about 2 cSt to less than or equal to 9.3 cSt, preferably from about 2 to less than 9.3 cSt and most preferably from about 5.6 to less than 9.3 cSt at 100° C.
- the second lubricating oil can be any of the aforementioned natural oils, synthetic oils or mixtures thereof, provided it meets the foregoing kinematic viscosity requirements at 100° C.
- the second lubricating oil is selected so that the oil meets the requirements of the SAE 0W or SAE 5W grades (e.g., SAE 0W, SAE 0W-20, SAE 0W-30, SAE 0W-40, SAE 0W-50 and/or SAE 0W-60, and/or SAE 5W, SAE 5W-20, SAE 5W-30, SAE 5W-40, SAE 5W-50 and/or SAE 5W-60) or mixtures thereof with a SAE 5W-20 being most preferred.
- SAE 0W or SAE 5W grades e.g., SAE 0W, SAE 0W-20, SAE 0W-30, SAE 0W-40, SAE 0W-50 and/or SAE 0W-60
- SAE 5W grades e.g., SAE 0W, SAE 0W-20, SAE 0W-30, SAE 0W-40, SAE 0W-50 and/or SAE 0W-60
- the foregoing alternative lubricating oil composition can be formed by adding the first lubricating oil, second lubricating oil and the foregoing ashless friction modifier either sequentially or simultaneously.
- the alternative lubricating oil composition is formed by first mixing the foregoing ashless friction modifier in an effective amount ranging from about 1.5 to about 15 weight percent and preferably from 4 to about 12.5 weight percent, based on the total weight of the mixture with the second lubricating oil and then adding the mixture to the first lubricating oil composition.
- Yet another alternative embodiment of the present invention is a lubricating oil composition
- a lubricating oil composition comprising (a) an oil of lubricating viscosity and (b) from 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of the foregoing ashless friction modifier.
- the oil of lubricating viscosity can be any of the aforementioned natural oils, synthetic oils or mixtures thereof
- the lubricating oil compositions disclosed herein can be admixed with other conventional additives to enhance performance.
- the lubricating oil compositions can be blended with metal detergents, antioxidants, anti-wear agents, rust inhibitors, dehazers, demulsifiers, metal deactivators, viscosity index improvers, pour point depressants, antifoaming agents, co-solvents, package compatibilisers, deodorants and metallic-based additives such as metallic combustion improvers, anti-knock compounds, anti-icing additives, corrosion-inhibitors, dyes, and the like, at the usual levels in accordance with well known practice.
- the following non-limiting examples are of some of the additives that can be favorably employed in the lubricating oil compositions of the present invention.
- Metal detergents sulfurized or unsulfurized alkyl or alkenyl phenates, alkyl or alkenyl aromatic sulfonates, sulfurized or unsulfurized metal salts of multi-hydroxy alkyl or alkenyl aromatic compounds, alkyl or alkenyl hydroxy aromatic sulfonates, sulfurized or unsulfurized alkyl or alkenyl naphthenates, metal salts of alkanoic acids, metal salts of an alkyl or alkenyl multiacid, and chemical and physical mixtures thereof
- Antioxidants reduce the tendency of mineral oils to deteriorate in service which deterioration is evidenced by the products of oxidation such as sludge and varnish-like deposits on the metal surfaces and by an increase in viscosity.
- anti-oxidants useful in the present invention include, but are not limited to, phenol type (phenolic) oxidation inhibitors, such as 4,4′-methylene-bis(2,6-di-tert-butylphenol), 4,4′-bis(2,6-di-tert-butylphenol), 4,4′-bis(2-methyl-6-tert-butylphenol), 2,2′-methylene-bis(4-methyl-6-tert-butyl-phenol), 4,4′-butylidene-bis(3-methyl-6-tert-butylphenol), 4,4′-isopropylidene-bis(2,6-di-tert-butylphenol), 2,2′-methylene-bis(4-methyl-6-nonylphenol), 2,2′-isobutylidene-bis(4,6-dimethylphenol), 2,2′-methylene-bis(4-methyl-6-cyclohexylphenol), 2,6-di-tert-butyl-4-methylphenol, 2,6-
- Anti-wear agents As their name implies, these agents reduce wear of moving metallic parts. Examples of such agents include, but are not limited to, phosphates, phosphites, carbamates, esters, sulfur containing compounds, and molybdenum complexes.
- Nonionic polyoxyethylene surface active agents polyoxyethylene lauryl ether, polyoxyethylene higher alcohol ether, polyoxyethylene nonyl phenyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene octyl stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene sorbitol monostearate, polyoxyethylene sorbitol mono-oleate, and polyethylene glycol mono-oleate.
- stearic acid and other fatty acids dicarboxylic acids, metal soaps, fatty acid amine salts, metal salts of heavy sulfonic acid, partial carboxylic acid ester of polyhydric alcohol, and phosphoric ester.
- Demulsifiers addition product of alkylphenol and ethylene oxide, polyoxyethylene alkyl ether, and polyoxyethylene sorbitan ester.
- EP agents Extreme pressure agents: zinc dialkyldithiophosphate (primary alkyl, secondary alkyl, and aryl type), sulfurized oils, diphenyl sulfide, methyl trichlorostearate, chlorinated naphthalene, fluoroalkylpolysiloxane, and lead naphthenate.
- EP agents zinc dialkyldithiophosphate (primary alkyl, secondary alkyl, and aryl type), sulfurized oils, diphenyl sulfide, methyl trichlorostearate, chlorinated naphthalene, fluoroalkylpolysiloxane, and lead naphthenate.
- Friction modifiers fatty alcohol, fatty acid, amine, borated ester, and other esters.
- Multifunctional additives sulfurized oxymolybdenum dithiocarbamate, sulfurized oxymolybdenum organo phosphorodithioate, oxymolybdenum monoglyceride, oxymolybdenum diethylate amide, amine-molybdenum complex compound, and sulfur-containing molybdenum complex compound.
- Viscosity index improvers polymethacrylate type polymers, ethylene-propylene copolymers, styrene-isoprene copolymers, hydrated styrene-isoprene copolymers, polyisobutylene, and dispersant type viscosity index improvers.
- Foam inhibitors alkyl methacrylate polymers and dimethyl silicone polymers.
- the lubricating oil compositions of the present invention are particularly useful when added to an internal combustion engine including both gasoline engines, e.g., spark-ignition engines, and diesel engines, e.g., compression-ignition engines, for lubricating the engine, e.g., the high wear areas of the engine such as, for example, wear interfaces or contacts of such as, for example, piston rings/cylinder liner region, valve train components such as cam lobes, tappets, followers, valve tips, rocker arms, rocker arm mechanisms, and the like.
- the lubricating oil compositions containing the ashless friction modifier of this invention can be used to operate a variety of engines and in any other application where lubrication is needed, provided it meets the requirements of that application.
- a mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed.
- a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 cSt at 100° C.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.27 cSt.
- a mixture of 12% by weight of the ashless friction modifier of Example 1 with 88% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed.
- a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 at 100° C.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.38 cSt.
- a mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed.
- a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity at 100° C. of 10.41 cSt.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 9.73 cSt.
- a mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed.
- a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity of 10.33 cSt at 100° C.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 9.75 cSt.
- a mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed.
- a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity of 10.77 cSt at 100° C.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.01 cSt.
- a mixture of 4% by weight of Molybdenum Dithiocarbamate (MoDTC) with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed.
- a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.23 cSt at 100° C.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.21 cSt.
- a lubricating oil mixture was formed containing 25% by volume of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. and 75% by volume of SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 cSt at 100° C., and no friction modifier.
- the kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.29 cSt.
- a lubricating oil was prepared containing the SAE 10W-30 API SL motor oil of Example 2 having a kinematic viscosity of 11.25 cSt at 100° C., and no friction modifier.
- the vehicle fuel economy test was conducted to evaluate the fuel economy performance of lubricating oil compositions within the scope of the present invention versus lubricating oil compositions outside the scope of this invention.
- Vehicles representative of those found in the U.S. market were run on a chassis dynamometer using the EPA-75 cold start test cycle and the Highway Fuel Economy Test (HWFET) cycle testing protocols. Emissions were measured and fuel economy calculated for each vehicle using the carbon balance method as prescribed by the Federal Test Procedure set forth at the web sites http://www.epa.gov/otaq/mpg.htm and http://www.epa.gov/otaq/mpg/40p0600.pdf.
- HWFET Highway Fuel Economy Test
- testing vehicles used in the examples consisted of vehicles manufactured from two different car manufacturers from North America set forth below in Table III. TABLE III Make Model Year Engine Toyota Camry 1997 2.2 L I-4 Chevrolet Impala 2001 3.4 L V-6
- each vehicle Prior to being used for testing, each vehicle had to be prepared to nullify the possible confounding effects of any friction modifier additive that may have been present in the vehicle's previous oil charges. To accomplish this, a series of oil flushes were performed using a high detergent diesel oil formulation. The final oil charge for each vehicle before testing was with a commonly used viscosity grade, SAE 10W-30. The oil was conditioned by driving the test vehicle for a minimum of 50 miles.
- the EPA-75 test (cold engine start) and the HWFET test (normal operating temperature) were used to evaluate all vehicles for this program. These tests are described in the Code of Federal Regulations (CFR), Title 40.
- the test cycles were used to define the city (EPA-75) and highway fuel economy used for new vehicle fuel economy certification.
- the EPA-75 test cycle consisted of about 11.1 miles of driving at an average speed of about 21.3 mph and a maximum speed of about 56.7 mph as depicted graphically in FIG. 1.
- the HWFET test cycle consisted of about 10.2 miles of driving at an average speed of about 48.1 mph and a maximum speed of about 60 mph as depicted graphically in FIG. 2.
- a one day “HWFET only” program consisted of eight HWFETs using the vehicle's normal oil charge followed by four HWFETs in which the oil charge contained the respective lubricating oil composition of Examples 2 and 3 and the lubricating oil compositions of Comparative Examples A and B.
- the second protocol was a three day evaluation that consisted of an EPA-75 with eight HWFETs conducted each of the three days.
- the immediate fuel economy improvements for the one day program were calculated from the average fuel economy (MPG) of the first eight HWFETs with the initial oil charge relative to the average fuel economy of the last four HWFETs in which the oil charge contained the respective lubricating oil composition of Examples 2 and 3 and the lubricating oil compositions of Comparative Examples A and B.
- MPG average fuel economy
- the three day evaluation was used to determine immediate cold start fuel economy and immediate highway fuel economy.
- the High Frequency Reciprocating Rig (HFRR) testing method may be used to evaluate the friction modifying characteristics and anti-wear capability of new and used lubricants by modifying the operating conditions of the testing method.
- the HFRR testing method used herein consisted of a flat steel disc immersed in a bath of the test fluid. A load was applied to a 6 mm steel ball that oscillated across the steel disc at a selected frequency for a specified test time. The friction coefficient was monitored during the course of test. It is to be understood that the standard deviation of the friction coefficient results in the Bench Friction Test equals 0.0187. Examples have been assessed with the modifications of this bench technique described below.
- HFRR wear test conditions were chosen in order to enhance friction modifying performance discrimination.
- Lubricant test samples were blended with 50% by volume ISOPAR M (a reference HFRR solvent). The load was set at 600 grams. The stroke length was 2000 microns and the frequency was 50 Hertz. The test was conducted at 60° C. for 3 hours.
- the friction coefficients were obtained for the respective lubricating oil compositions of Examples 2 and 4 and the respective lubricating oil compositions of Comparative Examples B and C and are shown in FIG. 4. According to these results, the friction modifying capability of the oil compositions of Examples 2 and 4 versus Comparative Examples B and C, respectively, were significantly improved.
- Example 2 The low temperature operability of the lubricating oil composition of Example 2 compared to a SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 cSt at 100° C. (Comparative Example C) was measured using the industry standard test methods described in ASTM D5293 (Cold Cranking Simulator) and ASTM D4684 (Mini Rotary Viscometer). As depicted in FIGS. 5 a and 5 b , the low temperature properties of the lubricating oil composition of Example 2, relative to the SAE 10W-30 alone, was significantly improved.
- a test to measure power and acceleration was modeled after a procedure developed by the Coordinating Research Step (CRC) workshop, (CRC Project No. CM-137-99) which is discussed hereinbelow.
- An indoor vehicle chassis dynamometer equipped with a data acquisition system allowed for the absorption of power transmitted by the driving wheels of the test vehicle. The rate of power absorption varies with speed and simulates a real road driving experience.
- the data acquisition system collects speed, distance, and power data. The rate of data collection was 100 samples per second.
- a mechanical stop was installed in the vehicle to ensure repeatable throttle positioning during the dynamometer test.
- the throttle stop was set such that the maximum opening was approximately 25% as recorded using a scan tool.
- the vehicle and chassis dynamometer were warmed up together on the day of testing. The tires were examined and their pressure set to the maximum recommended by the manufacturer.
- a series of acceleration conditioning runs were conducted, followed by the reference test accelerations and oil additive test accelerations. Warm-up consisted of driving the vehicle on the dynamometer between the speeds of 50 and 60 mph for one hour. This yielded a uniform operation temperature for the vehicle and test equipment.
- test acceleration set base fuel and test oil. Record oil sump temperature at start and end of test set.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Description
- 1. Technical Field
- The present invention relates generally to lubricating oil compositions and to methods for improving fuel economy in an internal combustion engine using same. More particularly, the present invention is directed to the use of an ashless friction modifier in lubricating oil compositions and methods to improve the fuel economy in an internal combustion engine such as a gasoline or diesel internal combustion engine employing the lubricating oil compositions.
- 2. Description of Related Art
- The viscosity grade of an engine oil is a key feature when selecting a lubricating oil. The lubricating oil is typically chosen according to both the climatic temperatures to which the engine is exposed, and the temperatures and shear conditions under which the engine operates. Thus, the oil must be of sufficiently low viscosity at ambient temperatures to provide adequate lubrication upon cold starting of the engine, and capable of maintaining sufficient viscosity to lubricate the engine when it is under a full operating load.
- The Society of Automotive Engineers classification system, SAE J300, defines engine oil grade viscosity specifications. Single grades are designated as
SAE - A lubricating oil should be chosen with the appropriate high temperature kinematic and high shear rate viscosities for a given engine type and operating conditions in an effort to prevent the engine wear and oil consumption that can be associated with inadequate boundary layer lubrication and oil thinning, respectively. Similarly, to afford low temperature engine protection, the maximum low temperature cranking and pumping viscosities of the lubricant should match the requirements imposed by the environment in which the engine will be operated. The maximum low temperature viscosity limits of a given oil grade are intended to define the oil's ability to facilitate engine starting in cold weather, and to ensure the ready flow of cold oil to the oil pump, thereby minimizing the potential of engine damage due to insufficient lubrication.
- In addition to selecting the appropriate multigrade oil, it is also necessary for the internal combustion engine to have its oil changed periodically in order to maintain the efficiency and mechanical integrity of the engine. However, it is common for oil change intervals to lag behind other service intervals since consumers can view oil changes as one of the more inconvenient and, in some cases, costly regular maintenance aspects of vehicle ownership. Typically, recommended oil service intervals have been extended with the introduction of higher quality base stocks and better lubricant additive packages. Yet regular oil changes still tend to lag behind other maintenance items such as, for example, air filter replacement, brake replacement, etc. The problem therefore is to further improve the lubricant technology in order to help counteract the impact of this vehicle maintenance problem.
- There has also been an increasing concern in recent years to improve the fuel economy performance of an internal combustion engine, particularly that of passenger car engines and diesel fuel engines. The viscosity of the engine oil is one factor that influences fuel economy. The lower the oil's viscosity, the lower the viscous drag on the engine and hence the better the fuel economy performance. However, the lower viscosity grade oils must still provide adequate lubrication to protect the engine.
- A variety of compounds have been proposed as additives for lubricating oils to enhance the ability of the oils to, for example, disperse contaminants, resist oxidation, and reduce friction which, in turn, assist in increasing the fuel economy of the engine. For example, oil soluble molybdenum compounds such as, for example, molybdenum dithiocarbamate, have been found to be useful as friction modifying additives in lubricants. This class of molybdenum compounds can provide enhanced fuel economy by reducing friction in internal combustion engines, but their long term friction reduction benefit during the service interval may be compromised given their efficacy as lubricant antioxidants.
- One problem associated with the use of molybdenum compounds is that they serve as antioxidants when added to the engine. It is well known that lubricating oils are partially oxidized when contacted with oxygen at elevated temperatures for long periods. The oxidation in motor oils is particularly acute in the modern internal combustion engine that is designed to operate under heavy workloads and at elevated temperatures. Accordingly, as the lubricating oil undergoes oxidation the molybdenum compounds will, in turn, be consumed as an antioxidant thus limiting their use as a friction modifier in the engine.
- It is believed by applicants that 0.8 weight percent of a friction modifier based on the reaction product of coconut oil and diethanolamine has been sold commercially in a SAE 10W-30 engine oil composition having a typical kinematic viscosity of 11 centiStoke (cSt) at 100° C. However, the use of a high viscosity engine oil with a low amount of friction modifier limits the fuel economy benefit and low temperature properties of the composition.
- It would therefore be desirable to provide a lubricating oil composition which provides significantly improved fuel economy and wear protection, which results in a reduction in emissions.
- The present invention provides lubricating oil compositions and methods for improving the fuel economy of an internal combustion engine employing the lubricating oil compositions. Thus, in accordance with a first embodiment of the present invention, a lubricating oil composition is provided which comprises (a) an oil of lubricating viscosity having a kinematic viscosity of about 2 to 10.5 cSt at 100° C. and (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- Further in accordance with the present invention is a method for improving the fuel economy of an internal combustion engine which comprises operating the engine with a lubricating oil composition comprising (a) an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to 10.5 cSt at 100° C. and (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- An alternative embodiment of the present invention is a lubricating oil composition comprising (a) an oil of lubricating viscosity having a kinematic viscosity of about 2 to 10. cSt at 100° C. and comprising about 55 to about 85 weight percent of a first lubricating oil, and about 15 to about 45 weight percent of a second lubricating oil wherein the kinematic viscosity of the second lubricating oil is lower than the kinematic viscosity of the first lubricating oil at 100° C.; and (b) about 0.5 to about 5.0 weight percent, based on the total weight of the lubricating oil composition, of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- A second alternative embodiment of the present invention is a lubricating oil composition comprising:
- (a) an oil of lubricating viscosity having a kinematic viscosity of about 2 to 10.5 cSt at 100° C. comprising:
- (i) a first lubricating oil comprising an oil of lubricating viscosity having a kinematic viscosity of 9.3 to about 16.3 cSt at a temperature of 100° C.; and,
- (ii) a second lubricating oil comprising an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to less than or equal to 9.3 cSt at a temperature of 100° C., wherein the kinematic viscosity of the second lubricating oil is lower than the kinematic viscosity of the first lubricating oil at 100° C.; and,
- (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- A preferred alternative embodiment of the present invention is a lubricating oil composition comprising (a) an oil of lubricating viscosity and (b) 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- A particularly preferred alternative embodiment of the present invention is a lubricating oil composition comprising (a) an oil of lubricating viscosity viscosity having a kinematic viscosity of about 2 to 10.5 cSt at 100° C. and (b) 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- Methods for improving the fuel economy of an internal combustion engine which comprises operating the engine with the foregoing alternative lubricating oil composition are also provided.
- All kinematic viscosity measurements herein at a temperature of 100° C. are made with ASTM standard ASTM D445.
- The term “glyceride” as used herein refers to glycerides that are derived from natural, i.e., animal or plant, sources, and to glycerides that are synthetically produced. Glycerides are esters of glycerol (a trihydric alcohol) and fatty acids in which one or more of the hydroxyl groups of glycerol are esterified with the carboxyl groups of fatty acids containing from about 4 to about 75 carbon atoms and preferably from about 6 to about 24 carbon atoms. The fatty acids can be saturated or unsaturated, linear, branched or cyclic monocarboxylic acids. Where three hydroxyl groups are esterified, the resulting glyceride is denoted a “triglyceride”. When only one or two of the hydroxyl groups are esterified, the resulting products are denoted “monoglycerides” and “diglycerides”, respectively. Natural glycerides are mixed glycerides comprising triglycerides and minor amounts, e.g., from about 0.1 to about 40 mole percent, of mono- and diglycerides. Natural glycerides include, e.g., coconut and soybean oils. Synthetically produced glycerides are synthesized by the condensation reaction between glycerol and a fatty acid or mixture of fatty acids containing from about 6 to about 24 carbon atoms. The fatty acid can be a saturated or unsaturated, linear, branched or cyclic monocarboxylic acid or mixture thereof. The fatty acid itself can be derived from natural, i.e., plant or animal, sources. Examples include, but are not limited to, caproic, caprylic, capric, lauric, myristic, palmitic, stearic, arachidic, oleic, linoleic and linolenic acids, and mixtures of any of the foregoing. The synthetically produced glycerides will contain from about 80 to about 100 mole percent triglycerides with the balance, if any, representing from about 0 to about 20 mole percent mono and di-glycerides, present in admixture with triglycerides.
- Among other factors, the present invention is based on the unexpected and surprising discovery that the fuel economy of an internal combustion engine in addition to wear protection at low temperatures is improved while also reducing emissions when employing the foregoing lubricating oil compositions.
- FIG. 1 is a graphical representation of the speed vs. time of an EPA-75 Test Cycle.
- FIG. 2 is a graphical representation of the speed vs. time of an EPA Highway Fuel Economy Driving Schedule.
- FIG. 3 is a diagram of the experimental setup for the High Frequency Reciprocating Rig (HFRR) Test.
- FIG. 4 is a graphical representation of the results of the HFRR test for the lubricating oil compositions of Examples 2 and 4 and Comparative Examples B and C.
- FIG. 5a is a graphical representation of low temperature operability for the cold starting cranking test (ASTM D5293) for the lubricating oil composition of Example 2 versus a
SAE 10W-30 grade oil of Comparative Example C. - FIG. 5b is a graphical representation of low temperature operability for the cold starting pumpability test (ASTM D4684) for the lubricating oil composition of Example 2 versus a
SAE 10W-30 grade oil of Comparative Example C. - In a first embodiment of the present invention, a lubricating oil composition is provided which comprises (a) an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to 10.5 cSt and preferably from about 2 to less than 10 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C. and (b) a friction modifying effective amount of an ashless friction modifier comprising a reaction product of a C4 to about C75 fatty acid ester and an alkanolamine.
- In formulating the lubricating oil composition of the first embodiment, any suitable oil may be used provided it meets the requirements of having a kinematic viscosity in the range of about 2 to 10.5 cSt and preferably from about 2 to less than 10 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C. In practice, this means that the oil is selected from one or more natural oils, synthetic oils or mixtures thereof which meets the foregoing kinematic viscosity requirements at 100° C. Useful natural oils include mineral lubricating oils such as, for example, liquid petroleum oils, solvent-treated or acid-treated mineral lubricating oils of the paraffinic, naphthenic or mixed paraffinic-naphthenic types, oils derived from coal or shale, animal oils, vegetable oils (e.g., castor oils and lard oil), and the like.
- Useful synthetic lubricating oils include, but are not limited to, hydrocarbon oils and halo-substituted hydrocarbon oils such as polymerized and interpolymerized olefins, e.g., polybutylenes, polypropylenes, propylene-isobutylene copolymers, chlorinated polybutylenes, poly(1-hexenes), poly(1-octenes), poly(1-decenes), and the like and mixtures thereof; alkylbenzenes such as dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di(2-ethylhexyl)-benzenes, and the like; polyphenyls such as biphenyls, terphenyls, alkylated polyphenyls, and the like; alkylated diphenyl ethers and alkylated diphenyl sulfides and the derivative, analogs and homologs thereof and the like.
- Other useful synthetic lubricating oils include, but are not limited to, oils made by polymerizing olefins of less than 5 carbon atoms such as ethylene, propylene, butylenes, isobutene, pentene, and mixtures thereof. Methods of preparing such polymer oils are well known to those skilled in the art.
- Additional useful synthetic hydrocarbon oils include liquid polymers of alpha olefins having the proper viscosity. Especially useful synthetic hydrocarbon oils are the hydrogenated liquid oligomers of C6 to C12 alpha olefins such as, for example, 1-decene trimer.
- Another class of useful synthetic lubricating oils include, but are not limited to, alkylene oxide polymers, i.e., homopolymers, interpolymers, and derivatives thereof where the terminal hydroxyl groups have been modified by, for example, esterification or etherification. These oils are exemplified by the oils prepared through polymerization of ethylene oxide or propylene oxide, the alkyl and amyl ethers of these polyoxyalkylene polymers (e.g., methyl poly propylene glycol ether having an average molecular weight of 1,000, diphenyl ether of polyethylene glycol having a molecular weight of 500-1000, diethyl ether of polypropylene glycol having a molecular weight of 1,000-1,500, etc.) or mono- and polycarboxylic esters thereof such as, for example, the acetic esters, mixed C3-C8 fatty acid esters, or the C13Oxo acid diester of tetraethylene glycol.
- Yet another class of useful synthetic lubricating oils include, but are not limited to, the esters of dicarboxylic acids e.g., phthalic acid, succinic acid, alkyl succinic acids, alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, adipic acid, linoleic acid dimer, malonic acids, alkyl malonic acids, alkenyl malonic acids, etc., with a variety of alcohols, e.g., butyl alcohol, hexyl alcohol, dodecyl alcohol, 2-ethylhexyl alcohol, ethylene glycol, diethylene glycol monoether, propylene glycol, etc. Specific examples of these esters include dibutyl adipate, di(2-ethylhexyl)sebacate, di-n-hexyl fumarate, dioctyl sebacate, diisooctyl azelate, diisodecyl azelate, dioctyl phthalate, didecyl phthalate, dieicosyl sebacate, the 2-ethylhexyl diester of linoleic acid dimer, the complex ester formed by reacting one mole of sebacic acid with two moles of tetraethylene glycol and two moles of 2-ethylhexanoic acid and the like.
- Esters useful as synthetic oils also include, but are not limited to, those made from monocarboxylic acids having from about 5 to about 12 carbon atoms and polyols and polyol ethers such as neopentyl glycol, trimethylol propane, pentaerythritol, dipentaerythritol, tripentaerythritol, and the like.
- Silicon-based oils such as, for example, polyalkyl-, polyaryl-, polyalkoxy- or polyaryloxy-siloxane oils and silicate oils, comprise another useful class of synthetic lubricating oils. Specific examples of these include, but are not limited to, tetraethyl silicate, tetra-isopropyl silicate, tetra-(2-ethylhexyl) silicate, tetra-(4-methyl-hexyl)silicate, tetra-(p-tert-butylphenyl)silicate, hexyl-(4-methyl-2-pentoxy)disiloxane, poly(methyl)siloxanes, poly(methylphenyl)siloxanes, and the like. Still yet other useful synthetic lubricating oils include, but are not limited to, liquid esters of phosphorous containing acids, e.g., tricresyl phosphate, trioctyl phosphate, diethyl ester of decane phosphionic acid, etc., polymeric tetrahydrofurans and the like.
- The lubricating oil may be derived from unrefined, refined and rerefined oils, either natural, synthetic or mixtures of two or more of any of these of the type disclosed hereinabove. Unrefined oils are those obtained directly from a natural or synthetic source (e.g., coal, shale, or tar sands bitumen) without further purification or treatment. Examples of unrefined oils include, but are not limited to, a shale oil obtained directly from retorting operations, a petroleum oil obtained directly from distillation or an ester oil obtained directly from an esterification process, each of which is then used without further treatment. Refined oils are similar to the unrefined oils except they have been further treated in one or more purification steps to improve one or more properties. These purification techniques are known to those of skill in the art and include, for example, solvent extractions, secondary distillation, acid or base extraction, filtration, percolation, hydrotreating, dewaxing, etc. Rerefined oils are obtained by treating used oils in processes similar to those used to obtain refined oils. Such rerefined oils are also known as reclaimed or reprocessed oils and often are additionally processed by techniques directed to removal of spent additives and oil breakdown products.
- Lubricating oil base stocks derived from the hydroisomerization of wax may also be used, either alone or in combination with the aforesaid natural and/or synthetic base stocks. Such wax isomerate oil is produced by the hydroisomerization of natural or synthetic waxes or mixtures thereof over a hydroisomerization catalyst.
- Natural waxes are typically the slack waxes recovered by the solvent dewaxing of mineral oils, synthetic waxes are typically the wax produced by the Fischer-Tropsch process.
- The ashless friction modifier for use in the foregoing lubricating oil composition of the present invention comprises a reaction product of an about C4 to about C75 and preferably about C6 to about C24 fatty acid ester, and an alkanolamine.
- The fatty acid ester for use in forming the reaction product herein can be, for example, glycerol fatty acid esters, i.e., glycerides derived from natural sources such as, for example, beef tallow oil, lard oil, palm oil, castor oil, cottonseed oil, corn oil, peanut oil, soybean oil, sunflower oil, olive oil, whale oil, menhaden oil, sardine oil, coconut oil, palm kernel oil, babassu oil, rape oil, soya oil and the like with coconut oil being preferred for use herein.
- The glycerol fatty acid esters will contain from about C4 to about C75 and preferably contain about C6 to about C24 fatty acid esters, i.e., several fatty acid moieties, the number and type varying with the source of the oil. Fatty acids are a class of compounds containing a long hydrocarbon chain and a terminal carboxylate group and are characterized as unsaturated or saturated depending upon whether a double bond is present in the hydrocarbon chain. Therefore, an unsaturated fatty acid has at least one double bond in its hydrocarbon chain whereas a saturated fatty acid has no double bonds in its fatty acid chain. Preferably, the acid is saturated. Examples of unsaturated fatty acids include, myristoleic acid, palmitoleic acid, oleic acid, linolenic acid, and the like. Examples of saturated fatty acids include caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, and the like.
- The acid moiety may be supplied in a fully esterfied compound or one which is less than fully esterfied, e.g., glyceryl tri-stearate, or glyceryl di-laurate and glyceryl mono-oleate, respectively. Esters of polyols including diols and polyalkylene glycols can also be employed such as, for example, esters of mannitol, sorbitol, pentaerytherol, polyoxyethylene polyol and the like.
- The alkanolamine employed in the reaction product herein can be, for example, a primary or secondary amine which possesses at least one hydroxy group. The expression “alkanolamine” is used in its broadest sense to include compounds containing at least one primary or secondary amine and at least one hydroxy group, e.g, monoalkanolamines, dialkanolamines, and so forth. It is believed that any alkanolamine can be used, although preferred alkanolamines are lower alkanolamines, generally having from about two to about 6 carbon atoms. The alkanolamine can possess O or N functionality in addition to one amino group (that group being a primary or secondary amino group) and at least one hydroxy group. The alkanolamine preferably possesses the general formula
- RN(R′OH)2-aHa
- wherein R is hydrogen or an aminoalkyl group with the alkyl having from one to about six carbon atoms, R′ is a lower hydrocarbyl generally having from about two to about six carbon atoms and “a” is 0 or 1. Suitable alkanolamines include, but are not limited to, monoethanolamine, diethanolamine, propanolamine, isopropanolamine, dipropanolamine, di-isopropanolamine, butanolamine, aminoethylaminoethanol such as 2-(2-aminoethylamino) ethanol. Mixtures of two or more alkanolamines can be employed. Diethanolamine is highly preferred for use in accordance with the practice of the present invention.
- The reaction may be effected by heating the fatty acid ester and alkanolamine in equivalent quantities to produce the desired product and then added to the oil component. Alternatively, the reaction can be effected by heating the fatty acid ester and alkanolamine in the presence of one or more of the aforementioned lubricating oils. The reaction may typically be effected by maintaining the reactants at a temperature of from about 100° C. to 200° C., and preferably from about 120° C. to about 150° C. for about 1 to about 10 hours, and preferably about 4 hours. The reaction can be solventless or carried out in a solvent, preferably one which is compatible with the ultimate composition in which the product is to be used. Particularly useful solvents include at least aromatic solvents such as, for example, Aromatic-100, Aromatic-150, Shellsolv AB, Avjet, toluene, xylene, and mixtures thereof.
- Typical reaction products which may be employed in the practice of this invention may include those formed from esters having, for example, the following acid moieties and alkanolamines:
TABLE I Acid Moiety in Ester Amine Lauric Acid Propanolamine Lauric Acid Diethanolamine Lauric Acid Ethanolamine Lauric Acid Dipropanolamine Palmitic Acid Diethanolamine Palmitic Acid Ethanolamine Stearic Acid Diethanolamine Stearic Acid Ethanolamine - Other useful mixed reaction products with alkanolamines may be formed from the acid component of the following oils: coconut, babassu, palm kernel, palm, olive, castor, peanut, rape, beef tallow, lard, whale blubber, corn, tall, cottonseed, etc.
- In one preferred aspect of this invention, the desired reaction product may be prepared by the reaction of (i) a fatty acid ester of a polyhydroxy compound (wherein some or all of the OH groups are esterified) and (ii) diethanolamine.
- The preferred fatty acid ester is coconut oil which contains the following acid moieties:
TABLE II Fatty Acid Moiety Weight Percent Caprylic 8.0 Capric 7.0 Lauric 48.0 Myristic 17.5 Palmitic 8.2 Stearic 2.0 Oleic 6.0 Linoleic 2.5 - Representative of the preparation of the reaction product from fatty acid esters and alkanolamines is the preparation disclosed in Schlict et al. U.S. Pat. No. 4,729,769, the contents of which are incorporated herein by reference.
- It will be readily understood and appreciated by those skilled in the art that the reaction product constitutes a complex mixture of compounds including at least fatty amides, fatty acid esters, fatty acid ester-amides, unreacted starting reactants, free fatty acids, amines, glycerol, and partial fatty acid esters of glycerol (i.e., mono- and di-glycerides). For example, fatty amides are formed when the amine group of the alkanolamine reacts with the carboxyl group of a fatty acid while fatty acid esters are formed when one or more hydroxyl groups of the alkanolamine react with the carboxyl group of a fatty acid. Fatty acid ester-amides are formed when both the amine and hydroxyl group of alkanolamine react with carboxyl groups of fatty acids. In general, a representation of the various amounts of the various compounds constituting the complex mixture of the reaction product is as follows: about 5-65 mole % of fatty amide, about 3-30 mole % fatty acid ester, about 5-65 mole % fatty acid ester-amide, about 0.1-50 mole % partial fatty acid ester, about 0.1-30 mole % glycerol, about 0.1-30 mole % free fatty acids, about 0.1-30 mole % charge alkanolamine, about 0.1-30 mole % charge glycerides, etc. It is not necessary to isolate one or more specific components of the product mixture. Indeed, the reaction product mixture is preferably employed as is in the additive composition of this invention.
- The foregoing ashless friction modifiers can be utilized in the lubricating oil compositions of the present invention in effective amounts which impart significant friction modifying credit characteristics to the oils. Accordingly, concentration of additive ordinarily ranging from about 0.5 to about 5.0 weight percent and preferably from 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, can be used herein.
- An alternative embodiment of the present invention is a lubricating oil composition comprising (a) an oil of lubricating viscosity having a kinematic viscosity in the range of about 2 to 10.5 cSt and preferably from about 2 to less than 10 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C. and comprising from about 55 to about 85 weight percent of a first lubricating oil, and about 15 to about 45 weight percent of a second lubricating oil wherein the kinematic viscosity of the second lubricating oil is lower than the kinematic viscosity of the first lubricating oil at 100° C.; and (b) from about 0.5 to about 5 weight percent and preferably from 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of the foregoing ashless friction modifier.
- The first and second lubricating oils of the alternative embodiment can be any of the aforementioned natural oils, synthetic oils or mixtures thereof, provided that the resulting oil of lubricating viscosity has a kinematic viscosity in the range of about 2 to 10.5 cSt, preferably from about 2 to less than 10.0 cSt and most preferably from about 3.8 to less than or equal to 9.3 cSt at 100° C. as well as the requirement that the second lubricating oil has a lower kinematic viscosity at 100° C. than the kinematic viscosity at 100° C. of the first lubricating oil. In general, the first lubricating oil will be an oil of lubricating viscosity having a kinematic viscosity of at least 9.3 cSt at 100° C., preferably from 9.3 to about 16.3 cSt and most preferably from 9.3 to about 12.5 cSt at a temperature of 100° C. Accordingly, the first lubricating oil can be any of the aforementioned natural oils, synthetic oils or mixtures thereof, provided it meets the foregoing kinematic viscosity requirements at 100° C. It is particularly advantageous that the first lubricating oil is selected so that the oil meets the requirements of a
SAE 10W, SAE 15W, SAE 20W, SAE 25W and SAE 40W grades (e.g.,SAE 10W,SAE 10W-20,SAE 10W-30,SAE 10W-40 and/orSAE 10W-50 and/or SAE 15W, SAE 15W-20, SAE 15W-30, SAE 15W-40 and/or SAE 15W-50) and the like and mixtures thereof Preferably, the first lubricating oil is selected so that the oil meets the requirements of theSAE 10W and/or SAE 15W grades with aSAE 10W-30 being most preferred. - The second lubricating oil of the alternative embodiment can be an oil of lubricating viscosity having a kinematic viscosity of from about 2 cSt to less than or equal to 9.3 cSt, preferably from about 2 to less than 9.3 cSt and most preferably from about 5.6 to less than 9.3 cSt at 100° C. Accordingly, the second lubricating oil can be any of the aforementioned natural oils, synthetic oils or mixtures thereof, provided it meets the foregoing kinematic viscosity requirements at 100° C. Preferably the second lubricating oil is selected so that the oil meets the requirements of the SAE 0W or SAE 5W grades (e.g., SAE 0W, SAE 0W-20, SAE 0W-30, SAE 0W-40, SAE 0W-50 and/or SAE 0W-60, and/or SAE 5W, SAE 5W-20, SAE 5W-30, SAE 5W-40, SAE 5W-50 and/or SAE 5W-60) or mixtures thereof with a SAE 5W-20 being most preferred.
- The foregoing alternative lubricating oil composition can be formed by adding the first lubricating oil, second lubricating oil and the foregoing ashless friction modifier either sequentially or simultaneously. Preferably, the alternative lubricating oil composition is formed by first mixing the foregoing ashless friction modifier in an effective amount ranging from about 1.5 to about 15 weight percent and preferably from 4 to about 12.5 weight percent, based on the total weight of the mixture with the second lubricating oil and then adding the mixture to the first lubricating oil composition.
- Yet another alternative embodiment of the present invention is a lubricating oil composition comprising (a) an oil of lubricating viscosity and (b) from 1 to about 4.5 weight percent, based on the total weight of the lubricating oil composition, of the foregoing ashless friction modifier. The oil of lubricating viscosity can be any of the aforementioned natural oils, synthetic oils or mixtures thereof
- If desired, all of the lubricating oil compositions disclosed herein can be admixed with other conventional additives to enhance performance. For example, the lubricating oil compositions can be blended with metal detergents, antioxidants, anti-wear agents, rust inhibitors, dehazers, demulsifiers, metal deactivators, viscosity index improvers, pour point depressants, antifoaming agents, co-solvents, package compatibilisers, deodorants and metallic-based additives such as metallic combustion improvers, anti-knock compounds, anti-icing additives, corrosion-inhibitors, dyes, and the like, at the usual levels in accordance with well known practice. The following non-limiting examples are of some of the additives that can be favorably employed in the lubricating oil compositions of the present invention.
- 1. Metal detergents: sulfurized or unsulfurized alkyl or alkenyl phenates, alkyl or alkenyl aromatic sulfonates, sulfurized or unsulfurized metal salts of multi-hydroxy alkyl or alkenyl aromatic compounds, alkyl or alkenyl hydroxy aromatic sulfonates, sulfurized or unsulfurized alkyl or alkenyl naphthenates, metal salts of alkanoic acids, metal salts of an alkyl or alkenyl multiacid, and chemical and physical mixtures thereof
- 2. Antioxidants: Antioxidants reduce the tendency of mineral oils to deteriorate in service which deterioration is evidenced by the products of oxidation such as sludge and varnish-like deposits on the metal surfaces and by an increase in viscosity. Examples of anti-oxidants useful in the present invention include, but are not limited to, phenol type (phenolic) oxidation inhibitors, such as 4,4′-methylene-bis(2,6-di-tert-butylphenol), 4,4′-bis(2,6-di-tert-butylphenol), 4,4′-bis(2-methyl-6-tert-butylphenol), 2,2′-methylene-bis(4-methyl-6-tert-butyl-phenol), 4,4′-butylidene-bis(3-methyl-6-tert-butylphenol), 4,4′-isopropylidene-bis(2,6-di-tert-butylphenol), 2,2′-methylene-bis(4-methyl-6-nonylphenol), 2,2′-isobutylidene-bis(4,6-dimethylphenol), 2,2′-methylene-bis(4-methyl-6-cyclohexylphenol), 2,6-di-tert-butyl-4-methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,4-dimethyl-6-tert-butyl-phenol, 2,6-di-tert-1-dimethylamino-p-cresol, 2,6-di-tert-4-(N,N′-dimethylaminomethylphenol), 4,4′-thiobis(2-methyl-6-tert-butylphenol), 2,2′-thiobis(4-methyl-6-tert-butylphenol), bis(3-methyl-4-hydroxy-5-tert-butylbenzyl)-sulfide, and bis(3,5-di-tert-butyl-4-hydroxybenzyl). Other types of oxidation inhibitors include metal dithiocarbamate (e.g., zinc dithiocarbamate), and methylenebis(dibutyldithiocarbamate).
- 3. Anti-wear agents: As their name implies, these agents reduce wear of moving metallic parts. Examples of such agents include, but are not limited to, phosphates, phosphites, carbamates, esters, sulfur containing compounds, and molybdenum complexes.
- 4. Rust Inhibitors (Anti-Rust Agents)
- a) Nonionic polyoxyethylene surface active agents: polyoxyethylene lauryl ether, polyoxyethylene higher alcohol ether, polyoxyethylene nonyl phenyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene octyl stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene sorbitol monostearate, polyoxyethylene sorbitol mono-oleate, and polyethylene glycol mono-oleate.
- b) Other compounds: stearic acid and other fatty acids, dicarboxylic acids, metal soaps, fatty acid amine salts, metal salts of heavy sulfonic acid, partial carboxylic acid ester of polyhydric alcohol, and phosphoric ester.
- 5. Demulsifiers: addition product of alkylphenol and ethylene oxide, polyoxyethylene alkyl ether, and polyoxyethylene sorbitan ester.
- 6. Extreme pressure agents (EP agents): zinc dialkyldithiophosphate (primary alkyl, secondary alkyl, and aryl type), sulfurized oils, diphenyl sulfide, methyl trichlorostearate, chlorinated naphthalene, fluoroalkylpolysiloxane, and lead naphthenate.
- 7. Friction modifiers: fatty alcohol, fatty acid, amine, borated ester, and other esters.
- 8. Multifunctional additives: sulfurized oxymolybdenum dithiocarbamate, sulfurized oxymolybdenum organo phosphorodithioate, oxymolybdenum monoglyceride, oxymolybdenum diethylate amide, amine-molybdenum complex compound, and sulfur-containing molybdenum complex compound.
- 9. Viscosity index improvers: polymethacrylate type polymers, ethylene-propylene copolymers, styrene-isoprene copolymers, hydrated styrene-isoprene copolymers, polyisobutylene, and dispersant type viscosity index improvers.
- 10. Pour point depressants: polymethyl methacrylate.
- 11. Foam inhibitors: alkyl methacrylate polymers and dimethyl silicone polymers.
- The lubricating oil compositions of the present invention are particularly useful when added to an internal combustion engine including both gasoline engines, e.g., spark-ignition engines, and diesel engines, e.g., compression-ignition engines, for lubricating the engine, e.g., the high wear areas of the engine such as, for example, wear interfaces or contacts of such as, for example, piston rings/cylinder liner region, valve train components such as cam lobes, tappets, followers, valve tips, rocker arms, rocker arm mechanisms, and the like. However, it will be understood that the lubricating oil compositions containing the ashless friction modifier of this invention can be used to operate a variety of engines and in any other application where lubrication is needed, provided it meets the requirements of that application.
- The following non-limiting examples are illustrative of the present invention.
- 1. Preparation of Ashless Friction Modifier
- Crude coconut oil (525.6 g—0.8 moles) was heated to about 60° C. Diethanolamine (151.2 g—1.44 moles) was added with stirring. The mixture was then heated under nitrogen to 120° C. and held at 120° C. for 4 hours and polish-filtered at 100°-120° C. The product was quantitatively isolated as a yellow semi-solid containing a nitrogen content of 2.9% and base number TBN target of 9.
- II. Preparation of Lubricating Oil Compositions
- A mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed. Next, a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 cSt at 100° C. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.27 cSt. - A mixture of 12% by weight of the ashless friction modifier of Example 1 with 88% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed. Next, a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 at 100° C. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.38 cSt. - A mixture of 1% by weight of the ashless friction modifier of Example 1 with 99% by weight of the
SAE 10W-30 API SL motor oil of Example 2 having a kinematic viscosity of 11.25 cSt at 100° C. was formed. - A mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed. Next, a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity at 100° C. of 10.41 cSt. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 9.73 cSt. - A mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed. Next, a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity of 10.33 cSt at 100° C. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 9.75 cSt. - A mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed. Next, a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity of 10.77 cSt at 100° C. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.01 cSt. - A mixture of 4% by weight of Molybdenum Dithiocarbamate (MoDTC) with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. was formed. Next, a lubricating oil composition was prepared containing 25% by volume of the above mixture and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.23 cSt at 100° C. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.21 cSt. - A lubricating oil mixture was formed containing 25% by volume of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. and 75% by volume of
SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 cSt at 100° C., and no friction modifier. The kinematic viscosity of the resulting lubricating oil composition at 100° C. was 10.29 cSt. - A lubricating oil was prepared containing the
SAE 10W-30 API SL motor oil of Example 2 having a kinematic viscosity of 11.25 cSt at 100° C., and no friction modifier. - III. Vehicle Fuel Economy Test
- The vehicle fuel economy test was conducted to evaluate the fuel economy performance of lubricating oil compositions within the scope of the present invention versus lubricating oil compositions outside the scope of this invention. Vehicles representative of those found in the U.S. market were run on a chassis dynamometer using the EPA-75 cold start test cycle and the Highway Fuel Economy Test (HWFET) cycle testing protocols. Emissions were measured and fuel economy calculated for each vehicle using the carbon balance method as prescribed by the Federal Test Procedure set forth at the web sites http://www.epa.gov/otaq/mpg.htm and http://www.epa.gov/otaq/mpg/40p0600.pdf.
- The testing vehicles used in the examples consisted of vehicles manufactured from two different car manufacturers from North America set forth below in Table III.
TABLE III Make Model Year Engine Toyota Camry 1997 2.2 L I-4 Chevrolet Impala 2001 3.4 L V-6 - Prior to being used for testing, each vehicle had to be prepared to nullify the possible confounding effects of any friction modifier additive that may have been present in the vehicle's previous oil charges. To accomplish this, a series of oil flushes were performed using a high detergent diesel oil formulation. The final oil charge for each vehicle before testing was with a commonly used viscosity grade,
SAE 10W-30. The oil was conditioned by driving the test vehicle for a minimum of 50 miles. - The EPA-75 test (cold engine start) and the HWFET test (normal operating temperature) were used to evaluate all vehicles for this program. These tests are described in the Code of Federal Regulations (CFR),
Title 40. The test cycles were used to define the city (EPA-75) and highway fuel economy used for new vehicle fuel economy certification. The EPA-75 test cycle consisted of about 11.1 miles of driving at an average speed of about 21.3 mph and a maximum speed of about 56.7 mph as depicted graphically in FIG. 1. The HWFET test cycle consisted of about 10.2 miles of driving at an average speed of about 48.1 mph and a maximum speed of about 60 mph as depicted graphically in FIG. 2. - Testing was performed on a Clayton chassis dynamometer in conjunction with a Horiba emissions bench utilizing a constant volume sampling (CVS) unit. Fuel economy was calculated via emissions analysis using the carbon balance methods outlined in the CFR as discussed above. Before taking emissions data on the vehicles, the engines were run for one hour at 50 mph to allow the oil and transmission fluid temperatures to stabilize. In addition, the hood was lowered and the external cooling fan was adjusted in order to control the oil temperature at or near 245° F. Once a vehicle was fully warmed up, the evaluation sequence began.
- Two testing protocols were applied. A one day “HWFET only” program consisted of eight HWFETs using the vehicle's normal oil charge followed by four HWFETs in which the oil charge contained the respective lubricating oil composition of Examples 2 and 3 and the lubricating oil compositions of Comparative Examples A and B. The second protocol was a three day evaluation that consisted of an EPA-75 with eight HWFETs conducted each of the three days.
- The immediate fuel economy improvements for the one day program were calculated from the average fuel economy (MPG) of the first eight HWFETs with the initial oil charge relative to the average fuel economy of the last four HWFETs in which the oil charge contained the respective lubricating oil composition of Examples 2 and 3 and the lubricating oil compositions of Comparative Examples A and B. The three day evaluation was used to determine immediate cold start fuel economy and immediate highway fuel economy.
- The procedure was otherwise designed using standard engineering practices to minimize variability and provide a true measure of the effect on fuel economy using the oil composition of the present invention. Important features of this testing procedure included minimizing engine restarts, ensuring that the vehicle was adequately prepared prior to running evaluations, performing the complete fuel economy test in one single event, and multiple oil flushes.
- IV. Vehicle Fuel Economy Test Results
- Fuel economy test results for the respective lubricating oil compositions of Examples 2 and 3 and the lubricating oil compositions of Comparative Examples A and B are set forth below in Table IV. While the vehicle test program was intended to minimize experimental degrees of freedom, the observed variation in performance data may reflect test reproducibility/repeatability as well as differences in engine response sensitivity to the invention.
TABLE IV Vehicle Number Sample HWFET (Avg.) EPA-75 Cold Start Toyota Camry T81 Comp. Ex. A 2.05% Not Conducted Toyota Camry T82 Comp. Ex. A 2.32% Not Conducted Toyota Camry T81 Example 2 2.05% Not Conducted Toyota Camry T82 Example 2 0.96% Not Conducted Toyota Camry T81 Comp. Ex. B 0.24% Not Conducted Toyota Camry T82 Comp. Ex. B 0.64% Not Conducted Toyota Camry T82 Example 3 2.74% 2.82% Chevy Impala L55 Example 3 3.37%a No Change Toyota Camry T82 Example 3 1.71% 0.83% - As these data demonstrate, the respective lubricating oil compositions of Examples 2 and 3 (within the scope of this invention) provided significantly improved fuel economy benefits over the lubricating oil composition of Comparative Example B which contained only a mixture of a
SAE 10W-30 and SAE 5W-20 oil with no additional ashless friction modifier. - V. Bench Friction Test
- Although known as a diesel fuel lubricity test, the High Frequency Reciprocating Rig (HFRR) testing method may be used to evaluate the friction modifying characteristics and anti-wear capability of new and used lubricants by modifying the operating conditions of the testing method. As shown in FIG. 3, the HFRR testing method used herein consisted of a flat steel disc immersed in a bath of the test fluid. A load was applied to a 6 mm steel ball that oscillated across the steel disc at a selected frequency for a specified test time. The friction coefficient was monitored during the course of test. It is to be understood that the standard deviation of the friction coefficient results in the Bench Friction Test equals 0.0187. Examples have been assessed with the modifications of this bench technique described below.
- Bench Test Details
- HFRR wear test conditions were chosen in order to enhance friction modifying performance discrimination. Lubricant test samples were blended with 50% by volume ISOPAR M (a reference HFRR solvent). The load was set at 600 grams. The stroke length was 2000 microns and the frequency was 50 Hertz. The test was conducted at 60° C. for 3 hours. The friction coefficients were obtained for the respective lubricating oil compositions of Examples 2 and 4 and the respective lubricating oil compositions of Comparative Examples B and C and are shown in FIG. 4. According to these results, the friction modifying capability of the oil compositions of Examples 2 and 4 versus Comparative Examples B and C, respectively, were significantly improved.
- VI. Low Temperature Operability Improvement
- The low temperature operability of the lubricating oil composition of Example 2 compared to a
SAE 10W-30 API SL motor oil having a kinematic viscosity of 11.25 cSt at 100° C. (Comparative Example C) was measured using the industry standard test methods described in ASTM D5293 (Cold Cranking Simulator) and ASTM D4684 (Mini Rotary Viscometer). As depicted in FIGS. 5a and 5 b, the low temperature properties of the lubricating oil composition of Example 2, relative to theSAE 10W-30 alone, was significantly improved. - VII. Vehicle Acceleration And Power Tests
- Acceleration and power measurements were obtained for the lubricating oil composition of Example 2 versus the lubricating oil composition of Comparative Example C using a chassis dynamometer, a 2002 Jeep Grand Cherokee having a 4.7 liter engine, and a 2002 Honda Accord having a 3.0 liter VTEC engine. The vehicle test procedure was modeled after the Coordinating Research Counsel method CRC Project No. CM-1 37-99 as discussed below. The vehicles were accelerated through ¼ mile distances at a part throttle setting while time and power measurements were obtained.
- A set of reference tests were first conducted in which the engine sumps contained the
SAE 10W-30 motor oil as described in Example 2.At the end of the reference accelerations, 25% (volume) of the oil was removed from the crankcase, replaced with the equivalent amount of the mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. (described in Example 2) and acceleration data was then acquired for this oil charge under the same vehicle operating conditions. - The sequence of testing and results are shown in Table V. The four tests described were conducted on four separate days. Performance differences that are statistically significant are noted in the table.
TABLE V Power and Acceleration Measurements Percent Percent Improvement Percent Improvement in Improvement in ¼ mile Test Acceleration in ¼ mile Average Number Vehicle Test Description 10-35 mph Acceleration Horsepower 1 2002 Jeep Example 2 2.7 0.6 2.0 Grand versus (statistically (statistically (statistically Cherokee 100 % SAE 10 W-significant) significant) significant) (4.7 L) 30 Motor Oil 2 2002 Jeep 100 % SAE 10 W-0.3 0.0 0.3 Grand 30 Motor Oil (not (not Cherokee versus statistically statistically (4.7 L) 100 % SAE 10 W-significant) significant) 30 Motor Oil 3 2002 Jeep Example 2 1.5 0.4 1.4 Grand versus (statistically (statistically (statistically Cherokee 100 % SAE 10 W-significant) significant) significant) (4.7 L) 30 Motor Oil 4 2002 Example 2 0.3 0.1 0.3 Honda versus (not (statistically (statistically Accord 100 % SAE 10 W-statistically significant) significant) (3.0 L 30 Motor Oil significant) VTEC) - Testing Procedure
- A test to measure power and acceleration was modeled after a procedure developed by the Coordinating Research Counsel (CRC) workshop, (CRC Project No. CM-137-99) which is discussed hereinbelow. An indoor vehicle chassis dynamometer equipped with a data acquisition system allowed for the absorption of power transmitted by the driving wheels of the test vehicle. The rate of power absorption varies with speed and simulates a real road driving experience. The data acquisition system collects speed, distance, and power data. The rate of data collection was 100 samples per second.
- The vehicle's on board self-diagnostics were examined for stored or current trouble codes before initiating the test. If required, the necessary repairs were made before proceeding. Engine preparation continued with oil flushing, followed by a fresh charge of test oil. The oil flushing process used to thoroughly purge the engine oil system consisted of draining and changing the oil and filter a number of times. Upon each introduction of flush oil, a distance of 50 miles is driven to circulate the oil before draining. The last oil flush is conducted using the test oil. The final charge of
test oil 100% SAE 10W-30 Motor Oil (as described in example 2) followed the oil flushes. The test oil is then broken in by driving thevehicle 100 miles. - A mechanical stop was installed in the vehicle to ensure repeatable throttle positioning during the dynamometer test. For this work, the throttle stop was set such that the maximum opening was approximately 25% as recorded using a scan tool. The vehicle and chassis dynamometer were warmed up together on the day of testing. The tires were examined and their pressure set to the maximum recommended by the manufacturer. A series of acceleration conditioning runs were conducted, followed by the reference test accelerations and oil additive test accelerations. Warm-up consisted of driving the vehicle on the dynamometer between the speeds of 50 and 60 mph for one hour. This yielded a uniform operation temperature for the vehicle and test equipment.
- Four sets of part throttle accelerations were conducted to stabilize the vehicle for acceleration style running. Each set consisted of eight accelerations. A vehicle “Key off”/“Key on” event occured at the start of each set. At the conclusion of the acceleration conditioning runs, a “Key off”/“Key on” event was executed and the vehicle traveled for one mile at speeds between 50 and 60 mph. Once the vehicle was at rest, a “Key off”/“Key on” event occured, followed by the reference test accelerations. The first phase of a test acceleration set consisted of three accelerations in order for initial stabilization to occur. If the fourth acceleration time was greater than the third acceleration time, four additional accelerations were carried out. The last six of these eight accelerations constituted the data set for the analysis. If the fourth acceleration time was less than the third, then the stabilization process continued until an acceleration was greater than that just preceding it. Once this occured, four additional accelerations were acquired to complete the test sequence. As before, the last six accelerations constitute the data set for the analysis.
- Once the reference acceleration tests were completed, the vehicle's engine was turned off. In this case, 25% of the vehicle's oil charge was replaced to form the oil composition of Example 2. The acceleration data for this test oil were acquired using the same protocol described for the reference runs. A section from a procedural run sheet used for this type of work follows to better illustrate the engine test method.
- Test
- 1) Warm up chassis dynamometer and test vehicle by running test vehicle for one hour at 50 to 60 mph at chassis load.
- Acceleration Conditioning
- 2) Key off/Key on
- 3) Do 8 accelerations
- 4) Key off/Key on
- 5) Do 8 accelerations
- 6) Key off/Key on
- 7) Do 8 accelerations
- 8) Key off/Key on
- 9) Do 8 accelerations
- 10) Key off/Key on
- 11) Drive one mile at 50-60 mph, chassis load
- 12) Key off/Key on
- Test Accelerations
- 13) Conduct test acceleration set (base fuel and test oil). Record oil sump temperature at start and end of test set.
- 14) Key off
- 15) Draw one quart of oil from test vehicle, (save as sample, see sample labeling), and replace with 25% (volume) of the mixture of 4% by weight of the ashless friction modifier of Example 1 with 96% by weight of SAE 5W-20 API SL motor oil having a kinematic viscosity of 8.8 cSt at 100° C. (described in Example 2)
- 16) Key on
- 17) Drive one mile at 50- 60 mph, chassis load.
- 18) Key off/Key on
- 19) Conduct test acceleration set
- 20) Draw one quart oil sample from test vehicle and label. See sample labeling.
- Test Complete
- Test Acceleration Criteria
- Three initial accelerations were conducted and if the time for the fourth acceleration measured greater than the time for the third acceleration, four additional accelerations were conducted. If the time for the fourth acceleration measured less than the time for the third acceleration, accelerations were repeated until the time for the most recent acceleration was greater than the time for the previous acceleration. When this occured, an additional four accelerations were conducted.
- It will be understood that various modifications may be made to the embodiments disclosed herein. Therefore the above description should not be construed as limiting, but merely as exemplifications of preferred embodiments. For example, the functions described above and implemented as the best mode for operating the present invention are for illustration purposes only. Other arrangements and methods may be implemented by those skilled in the art without departing from the scope and spirit of this invention. Moreover, those skilled in the art will envision other modifications within the scope and spirit of the claims appended hereto.
Claims (50)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/402,170 US20040192565A1 (en) | 2003-03-28 | 2003-03-28 | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same |
CA002461894A CA2461894A1 (en) | 2003-03-28 | 2004-03-25 | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same |
EP04251795A EP1462509A3 (en) | 2003-03-28 | 2004-03-26 | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same |
SG200401884A SG116537A1 (en) | 2003-03-28 | 2004-03-26 | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engineusing same. |
JP2004097114A JP2004300440A (en) | 2003-03-28 | 2004-03-29 | Lubricating oil composition and method using the same for improving fuel economy in internal combustion engine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/402,170 US20040192565A1 (en) | 2003-03-28 | 2003-03-28 | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same |
Publications (1)
Publication Number | Publication Date |
---|---|
US20040192565A1 true US20040192565A1 (en) | 2004-09-30 |
Family
ID=32825041
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/402,170 Abandoned US20040192565A1 (en) | 2003-03-28 | 2003-03-28 | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same |
Country Status (5)
Country | Link |
---|---|
US (1) | US20040192565A1 (en) |
EP (1) | EP1462509A3 (en) |
JP (1) | JP2004300440A (en) |
CA (1) | CA2461894A1 (en) |
SG (1) | SG116537A1 (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20060105920A1 (en) * | 2004-11-16 | 2006-05-18 | Dalman David A | Performance-enhancing additives for lubricating oils |
EP1688476A1 (en) | 2005-01-31 | 2006-08-09 | Chevron Oronite Company LLC | Lubricating base oil compositions and methods for improving fuel economy in an internal combustion engine using same |
US20080255011A1 (en) * | 2007-04-10 | 2008-10-16 | Marc-Andre Poirier | Fuel economy lubricant compositions |
US20120247412A1 (en) * | 2011-03-31 | 2012-10-04 | Chevron Oronite Company Llc | Method for improving fuel economy of a heavy duty diesel engine |
WO2013162961A1 (en) | 2012-04-23 | 2013-10-31 | Pratt & Whitney Services Pte Ltd. | Shot tube plunger tip portion |
WO2013176802A1 (en) * | 2012-05-23 | 2013-11-28 | Chemtura Corporation | Lubricants comprising 2-hydroxyalkylamide friction modifying compositions |
US20160130524A1 (en) * | 2013-12-23 | 2016-05-12 | Exxonmobil Research And Engineering Company | Low viscosity ester lubricant and method for using |
US10072230B2 (en) | 2012-05-23 | 2018-09-11 | Chemtura Corporation | Method for reducing engine wear with lubricants comprising 2-hydroxyalkylamide friction modifying/anti-wear compositions |
WO2019079170A1 (en) | 2017-10-16 | 2019-04-25 | Lanxess Solutions Us Inc. | Synergy and enhanced performance retention with organic and molybdenum based friction modifier combination |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR102332496B1 (en) * | 2021-01-11 | 2021-12-01 | 고은봉 | Lubricant Composition and Method for Preparing Lubricant Composition |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2018758A (en) * | 1932-05-03 | 1935-10-29 | Standard Oil Dev Co | Lubricating composition and process for making the same |
US4269606A (en) * | 1976-08-13 | 1981-05-26 | Phillips Petroleum Company | Fuel and lubricant additives from acid treated mixtures of vegetable oil derived amides and esters |
US4439336A (en) * | 1978-11-13 | 1984-03-27 | Ethyl Corporation | Lubricant composition containing mixed fatty acid ester and amide of diethanolamine |
US4729769A (en) * | 1986-05-08 | 1988-03-08 | Texaco Inc. | Gasoline compositions containing reaction products of fatty acid esters and amines as carburetor detergents |
US4889647A (en) * | 1985-11-14 | 1989-12-26 | R. T. Vanderbilt Company, Inc. | Organic molybdenum complexes |
US4913741A (en) * | 1989-06-29 | 1990-04-03 | Solvay Construction Materials, Inc. | Chemical additive for hydraulic cement mixes |
US4921624A (en) * | 1988-06-03 | 1990-05-01 | Ferro Corporation | Modified fatty amides and sulfurized fatty oils as lubricant additives |
US5942475A (en) * | 1996-09-06 | 1999-08-24 | Exxon Chemical Patents Inc. | Engine oil lubricants formed from complex alcohol esters |
US6245725B1 (en) * | 1998-12-24 | 2001-06-12 | Asahi Denka Kogyo K.K. | Lubricating compositions |
US20030009930A1 (en) * | 2000-03-31 | 2003-01-16 | Derosa Thomas F. | Fuel additive composition for improving delivery of friction modifier |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4208293A (en) * | 1978-11-13 | 1980-06-17 | Ethyl Corporation | Improved crankcase lubricant composition |
US4960530A (en) * | 1988-03-31 | 1990-10-02 | Ethyl Petroleum Additives, Inc. | Lubricating oil composition |
CA1325420C (en) * | 1988-03-31 | 1993-12-21 | Armgard Kohler Everett | Lubricating oil composition |
JPH108079A (en) * | 1996-06-19 | 1998-01-13 | Kao Corp | Lubricating oil additive for engine and lubricating oil composition for engine |
JPH1053788A (en) * | 1996-08-12 | 1998-02-24 | Idemitsu Kosan Co Ltd | Lubricating oil composition for diesel engines |
JP4112070B2 (en) * | 1998-03-31 | 2008-07-02 | 新日本石油株式会社 | Lubricating oil composition for internal combustion engines |
JP2002309275A (en) * | 2001-04-13 | 2002-10-23 | Nippon Oil Corp | Gasoline engine system |
-
2003
- 2003-03-28 US US10/402,170 patent/US20040192565A1/en not_active Abandoned
-
2004
- 2004-03-25 CA CA002461894A patent/CA2461894A1/en not_active Abandoned
- 2004-03-26 SG SG200401884A patent/SG116537A1/en unknown
- 2004-03-26 EP EP04251795A patent/EP1462509A3/en not_active Withdrawn
- 2004-03-29 JP JP2004097114A patent/JP2004300440A/en active Pending
Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2018758A (en) * | 1932-05-03 | 1935-10-29 | Standard Oil Dev Co | Lubricating composition and process for making the same |
US4269606A (en) * | 1976-08-13 | 1981-05-26 | Phillips Petroleum Company | Fuel and lubricant additives from acid treated mixtures of vegetable oil derived amides and esters |
US4439336A (en) * | 1978-11-13 | 1984-03-27 | Ethyl Corporation | Lubricant composition containing mixed fatty acid ester and amide of diethanolamine |
US4889647A (en) * | 1985-11-14 | 1989-12-26 | R. T. Vanderbilt Company, Inc. | Organic molybdenum complexes |
US4729769A (en) * | 1986-05-08 | 1988-03-08 | Texaco Inc. | Gasoline compositions containing reaction products of fatty acid esters and amines as carburetor detergents |
US4921624A (en) * | 1988-06-03 | 1990-05-01 | Ferro Corporation | Modified fatty amides and sulfurized fatty oils as lubricant additives |
US4913741A (en) * | 1989-06-29 | 1990-04-03 | Solvay Construction Materials, Inc. | Chemical additive for hydraulic cement mixes |
US5942475A (en) * | 1996-09-06 | 1999-08-24 | Exxon Chemical Patents Inc. | Engine oil lubricants formed from complex alcohol esters |
US6245725B1 (en) * | 1998-12-24 | 2001-06-12 | Asahi Denka Kogyo K.K. | Lubricating compositions |
US20030009930A1 (en) * | 2000-03-31 | 2003-01-16 | Derosa Thomas F. | Fuel additive composition for improving delivery of friction modifier |
US6743266B2 (en) * | 2000-03-31 | 2004-06-01 | Texaco, Inc. | Fuel additive composition for improving delivery of friction modifier |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20060105920A1 (en) * | 2004-11-16 | 2006-05-18 | Dalman David A | Performance-enhancing additives for lubricating oils |
EP1688476A1 (en) | 2005-01-31 | 2006-08-09 | Chevron Oronite Company LLC | Lubricating base oil compositions and methods for improving fuel economy in an internal combustion engine using same |
US20080255011A1 (en) * | 2007-04-10 | 2008-10-16 | Marc-Andre Poirier | Fuel economy lubricant compositions |
US7989408B2 (en) | 2007-04-10 | 2011-08-02 | Exxonmobil Research And Engineering Company | Fuel economy lubricant compositions |
EP2691500A4 (en) * | 2011-03-31 | 2014-03-12 | Chevron Oronite Co | Method for improving fuel economy of a heavy duty diesel engine |
US20120247412A1 (en) * | 2011-03-31 | 2012-10-04 | Chevron Oronite Company Llc | Method for improving fuel economy of a heavy duty diesel engine |
WO2012134763A3 (en) * | 2011-03-31 | 2013-01-03 | Chevron Oronite Company Llc | Method for improving fuel economy of a heavy duty diesel engine |
CN103415601A (en) * | 2011-03-31 | 2013-11-27 | 雪佛龙奥伦耐有限责任公司 | Method for improving fuel economy of a heavy duty diesel engine |
WO2013162961A1 (en) | 2012-04-23 | 2013-10-31 | Pratt & Whitney Services Pte Ltd. | Shot tube plunger tip portion |
WO2013176802A1 (en) * | 2012-05-23 | 2013-11-28 | Chemtura Corporation | Lubricants comprising 2-hydroxyalkylamide friction modifying compositions |
US9562207B2 (en) | 2012-05-23 | 2017-02-07 | Chemtura Corporation | Lubricants comprising 2-hydroxyalkylamide friction modifying compositions |
US10072230B2 (en) | 2012-05-23 | 2018-09-11 | Chemtura Corporation | Method for reducing engine wear with lubricants comprising 2-hydroxyalkylamide friction modifying/anti-wear compositions |
US20160130524A1 (en) * | 2013-12-23 | 2016-05-12 | Exxonmobil Research And Engineering Company | Low viscosity ester lubricant and method for using |
US10208269B2 (en) * | 2013-12-23 | 2019-02-19 | Exxonmobil Research And Engineering Company | Low viscosity ester lubricant and method for using |
WO2019079170A1 (en) | 2017-10-16 | 2019-04-25 | Lanxess Solutions Us Inc. | Synergy and enhanced performance retention with organic and molybdenum based friction modifier combination |
US11466227B2 (en) | 2017-10-16 | 2022-10-11 | Lanxess Corporation | Synergy and enhanced performance retention with organic and molybdenum based friction modifier combination |
Also Published As
Publication number | Publication date |
---|---|
SG116537A1 (en) | 2005-11-28 |
JP2004300440A (en) | 2004-10-28 |
CA2461894A1 (en) | 2004-09-28 |
EP1462509A2 (en) | 2004-09-29 |
EP1462509A3 (en) | 2005-06-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5291862B2 (en) | Lubricating base oil composition and method for improving fuel consumption of internal combustion engine using the same | |
EP2041248B1 (en) | Method of lubricating an internal combustion engine and improving the efficiency of the emissions control system of the engine | |
CA2488910C (en) | Method of lubricating an internal combustion engine and improving the efficiency of the emissions control system of the engine | |
JP7387593B2 (en) | Low viscosity lubricating oil composition | |
EP2300579B1 (en) | Lubricating oil additive and lubricating oil composition containing same | |
CN101517047A (en) | Lubricating oil composition and method of improving efficiency of emissions control system | |
EP2342313B1 (en) | Lubricating oil composition | |
US20040192565A1 (en) | Lubricating oil compositions and methods for improving fuel economy in an internal combustion engine using same | |
EP2297284B1 (en) | Lubricating oil additive and lubricating oil composition containing same | |
SG193357A1 (en) | Method for improving fuel economy of a heavy duty diesel engine | |
EP3802751B1 (en) | Method for preventing or reducing low speed pre-ignition in direct injected spark-ignited engines with silane-containing lubricant | |
US20130137616A1 (en) | Low phosphorus lubricating oil composition having lead corrosion control | |
JP2022549623A (en) | Lubricating oil composition for hybrid vehicle | |
EP2553060B1 (en) | Use of titanium compounds for improving copper corrosion performance | |
CA3041927A1 (en) | Lubricating oil compositions and method for preventing or reducing low speed pre-ignition in direct injected spark-ignited engines | |
KR20230118992A (en) | Reaction products of organic amines and glycidol and their use as friction modifiers | |
KR20230041713A (en) | Lubricating oil composition containing salicylate for hybrid vehicles | |
CA3128820A1 (en) | Composition and method for preventing or reducing low speed pre-ignition in direct injected spark-ignited engines |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: TEXACO, INC., CALIFORNIA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:THIEL, C. YVONNE;HAYDEN, THOMAS E.;LEISENRING, ROGER L.;AND OTHERS;REEL/FRAME:015304/0151;SIGNING DATES FROM 20030328 TO 20030529 Owner name: TEXACO DEVELOPMENT CORPORATION, CALIFORNIA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:THIEL, C. YVONNE;HAYDEN, THOMAS E.;LEISENRING, ROGER L.;AND OTHERS;REEL/FRAME:015304/0151;SIGNING DATES FROM 20030328 TO 20030529 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- AFTER EXAMINER'S ANSWER OR BOARD OF APPEALS DECISION |