WO1992013060A2 - Binder systems for bar soaps - Google Patents
Binder systems for bar soaps Download PDFInfo
- Publication number
- WO1992013060A2 WO1992013060A2 PCT/US1992/000192 US9200192W WO9213060A2 WO 1992013060 A2 WO1992013060 A2 WO 1992013060A2 US 9200192 W US9200192 W US 9200192W WO 9213060 A2 WO9213060 A2 WO 9213060A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- frcm
- bar
- monoglyceride
- acid
- fatty acid
- Prior art date
Links
- 239000011230 binding agent Substances 0.000 title claims abstract description 27
- 239000000344 soap Substances 0.000 title claims description 24
- 239000004014 plasticizer Substances 0.000 claims abstract description 36
- 239000003599 detergent Substances 0.000 claims abstract description 35
- 235000021588 free fatty acids Nutrition 0.000 claims abstract description 35
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 31
- 150000008051 alkyl sulfates Chemical class 0.000 claims abstract description 24
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 18
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 13
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 9
- 239000000203 mixture Chemical class 0.000 claims description 40
- 239000004094 surface-active agent Substances 0.000 claims description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- -1 alkyl sulfosuccinates Chemical class 0.000 claims description 22
- 239000011734 sodium Substances 0.000 claims description 12
- 229910052708 sodium Inorganic materials 0.000 claims description 12
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 11
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 9
- 239000000194 fatty acid Substances 0.000 claims description 9
- 229930195729 fatty acid Natural products 0.000 claims description 9
- 150000004665 fatty acids Chemical class 0.000 claims description 9
- 229920003023 plastic Polymers 0.000 claims description 9
- 239000004033 plastic Substances 0.000 claims description 9
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 8
- 239000002304 perfume Substances 0.000 claims description 6
- 229920001282 polysaccharide Polymers 0.000 claims description 6
- 239000005017 polysaccharide Substances 0.000 claims description 6
- 235000021355 Stearic acid Nutrition 0.000 claims description 5
- 150000004676 glycans Chemical class 0.000 claims description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 5
- 239000008117 stearic acid Substances 0.000 claims description 5
- 239000005639 Lauric acid Substances 0.000 claims description 4
- 239000004909 Moisturizer Substances 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 230000001333 moisturizer Effects 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000003086 colorant Substances 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 235000000346 sugar Nutrition 0.000 claims description 3
- 125000005456 glyceride group Chemical group 0.000 claims description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 7
- 150000002194 fatty esters Chemical class 0.000 claims 2
- 150000002195 fatty ethers Chemical class 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 150000008163 sugars Chemical class 0.000 claims 2
- 239000004698 Polyethylene Substances 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 229940045998 sodium isethionate Drugs 0.000 claims 1
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 24
- 230000000052 comparative effect Effects 0.000 description 16
- 125000002091 cationic group Chemical group 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- 239000011159 matrix material Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 239000002689 soil Substances 0.000 description 7
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 6
- 210000003491 skin Anatomy 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 229920002594 Polyethylene Glycol 8000 Polymers 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 229920006317 cationic polymer Polymers 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- 150000002466 imines Chemical class 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 230000008591 skin barrier function Effects 0.000 description 4
- 150000003626 triacylglycerols Chemical class 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 229940075507 glyceryl monostearate Drugs 0.000 description 3
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 229920013683 Celanese Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229920002907 Guar gum Polymers 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- 241000282372 Panthera onca Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000665 guar gum Substances 0.000 description 2
- 235000010417 guar gum Nutrition 0.000 description 2
- 229960002154 guar gum Drugs 0.000 description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
- 230000003116 impacting effect Effects 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 150000004804 polysaccharides Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000011120 smear test Methods 0.000 description 2
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001059 synthetic polymer Polymers 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 2
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical group O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 description 1
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical class O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 229920000926 Galactomannan Polymers 0.000 description 1
- 241000695274 Processa Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 229920003118 cationic copolymer Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 229940106135 cellulose Drugs 0.000 description 1
- 229940081733 cetearyl alcohol Drugs 0.000 description 1
- MYSWGUAQZAJSOK-UHFFFAOYSA-N ciprofloxacin Chemical compound C12=CC(N3CCNCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYSWGUAQZAJSOK-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 230000001932 seasonal effect Effects 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- 229940045885 sodium lauroyl sarcosinate Drugs 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
- C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3707—Polyethers, e.g. polyalkyleneoxides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/16—Sulfonic acids or sulfuric acid esters; Salts thereof derived from divalent or polyvalent alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
Definitions
- TECHNICAL FIELD This invention relates to cleansing bars based on synthetic surfactants and to processes of making them.
- One object of this invention is to provide a personal cleans ⁇ ing syndet bar composition which exhibits improved lather and reduced bar messiness, while not sacrificing the processability of the syndet bar.
- This invention relates to an improved processable, mild personal cleansing syndet bar comprising: at least about 18% by weight long chain alkyl sulfate having essentially saturated C15-C22' preferably Ci ⁇ -Cis, alkyl chains, preferably cetearyl sulfate, and a selected three-component plasticizer binder system. preferably comprising a mixture of monoglyceride, fatty acid, and polyethylene glycol for improved lather and improved bar messiness.
- DETAILED DESCRIPTION OF THE INVENTION A mild synthetic surfactant-based (syndet) bar with improved processability, good lather and/or reduced messiness is indeed an advance in this art.
- the present invention provides such an improved syndet bar comprising: (1) from about 18% to about 55%, preferably from about 20% to about 45%, of Ci5-C22 > preferably C16-C18, essentially saturated long chain alkyl sulfates (syn ⁇ thetic surfactant); (2) from about 14% to about 50%, preferably from about 15% to about 40% of a binder system of selected plasti- cizers as set forth hereinafter in detail; and (3) from about 2% to about 10%, preferably from about 2% to about 8%, more prefer ⁇ ably 2% to about 4%, water.
- the preferred syndet bar also con ⁇ tains from about 10% to about 45%, preferably from about 15% to about 40%, of a high lathering, mild surfactant; and from 0% to about 20%, preferably from about 5% to about 15%, sodium soap.
- a synbar comprising two separate components: the matrix and the actives.
- the matrix provides the physical charac ⁇ teristics (processability and bar messiness) while the actives provide lathering and mild properties.
- the matrix if not chosen correctly, can impede lather generation, cause poor bar feel, increase or decrease wear rate beyond an acceptable level, and/or reduce product mildness.
- the actives must be chosen so as to provide acceptable levels of lathering without negatively impacting mildness, a tradeoff in formulations.
- bar matrix plasticizer materials such as triglycerides, fatty alcohols, etc., which tend to form a sufficiently plastic matrix. but also tend to depress lather potential.
- Other commonly used additive matrix materials such as salts, polysaccharides, etc., tend to make an overly brittle and water-soluble matrix that induces poor bar messiness performance.
- An important element of the present invention is a three- component plastic binder system which comprises three selected categories of plasticizers: (a) one that is water-insoluble at room temperature (25'C) on the order of Ci6-C]8 alkyl mono ⁇ glyceride; (b) one that is partially water-soluble at room tem- - • ⁇ perature on the order of C15-C18 free fatty acid; and (c) one that is water-soluble at room temperature on the order of PEG 8000.
- plasticizers as used herein are organic materials that soften the bar matrix and make it less brittle.
- the plasticizers them ⁇ selves are typically soft plastic materials at normal room te - 15 peratures of from about 15 ⁇ C to about 30"C, preferably 25 ⁇ C.
- the terms "monoglycerides,” “free fatty acid,” and “PEG” as used herein will broadly represent the cate ⁇ gories of the three-component binder system of this invention, unless otherwise specified.
- the preferred selected plasticizers (plastics) are a mixture of: (a) fatty acid monoglyceride, (b) fatty acid, and (c) poly ⁇ ethylene (or polypropylene) glycol.
- the syndet bar of this invention contains from about 14% to about 50%, preferably from about 15% to about 40%, of total plasticizers.
- the preferred 5 binder system preferably contains at least: 2% C15-C22 fatty acid monoglyceride (mono), 2% polyethylene glycols (PEG) (or poly ⁇ propylene glycol (PPG)), and 10% C10-C20 free fatty acid (FFA), preferably C12-C18 FFA.
- the molecular weights of the PEG and PPG and PEG/PPG can 0 range from about 1,000 up to about 200,000.
- a mixture of FFA is preferred.
- the FFA contains a ratio of C16-C20 FFA to C10-C1 FFA of from about 4:1 to about 1:1.
- a mixture of stearic and 1auric having a ratio of about 4:1 to 1:1 is more preferred, and a ratio of about 2.5:1 to 1:1 is even more preferred.
- plasticizers can be substituted with equivalent plasticizers, e.g., paraffin, fatty alcohol, sugar, tallow alcohol ethoxylates (TAE), e.g., TAEso * TAEs, etc., and mixtures thereof.
- plasticizers e.g., paraffin, fatty alcohol, sugar, tallow alcohol ethoxylates (TAE), e.g., TAEso * TAEs, etc.
- TAEso * TAEs e.g., TAEs, etc.
- Other plasticizers are identified ⁇ *" the published literature, such as J. Amer. Oil Chem. Soc. 1982. 59, 442.
- the binder system can contain several plasticizers.
- plasticizers used in the syndet bars of tne present invention are set out.
- the preferred ranges are from about 4% to about 8% monoglyceride; from about 3% to about 7% PEG
- the level of monoglyceride can range from about 2% to about 15%, preferably from about 3% to about 10%, by weight of the bar.
- the level of PEG can range from about 2% to about
- the level of free fatty acid can range from about 10% to about 30%, preferably fror about 14% to about 25%, by weight of the bar.
- the monoglyceride. PEG and FFA in Table 1 can be replaced in whole or in part wif 1 selected paraffin, sucrose, and fatty alcohol, respectively.
- the level of free fatty acid is preferably about equal to or greater than the sum of tne levels of the monoglyceride and the PEG (or PPG).
- the preferred ratio of monoglyceride to PEG is about 2:1 to about 1:1, as set out in Table 2.
- M.W.: c f D E3 and PPG are, respectively, about 1,000-20,000 (preferably -i.GCO t: about 10,000) and 2,000-15,000. and are set out in Table 3.
- the preferred monoglyceride compositions contain lower levels of impurities, di- and triglycerides, and shorter chained glycer- ides. See Tables 4 and 5. The more preferred monoglyceride is
- binder systems for bar compositions are set out to show several levels of the key plasti- cizers of the present invention.
- Experimental Binder System Examples C and E do not contain all three of the key plasticizers.
- Binder System Example D makes a superior syndet bar. It contains all three key plasticizer ingredients. See Examples 3 and 4 in Tables 10 and 11.
- the "Other” column in Table 6 is the balance of the non-plastic bar ingredients such as surfactant, soap, etc.
- a bar of the present invention containing 14% of a ono/PEG/FFA 2/2/10% binder system can contain other selected plasticizers, e.g., fatty alcohols, waxes, etc.
- the bars of the present invention can contain several plasticizers. The key is to balance the three-component system.
- the long chain alkyl sulfate (hereinafter including its long chain equivalent synthetic surfactants) is key and is defined herein, as comprising long chain alkyl chains at a level of at least about 90%, preferably about 93%, and more preferably about 97%.
- the long chain alkyl sulfate (and its equivalent) is derived from corresponding saturated straight chain alcohols.
- the preferred alkyl sulfate has a ratio of C 6-C18 alkyl chains in the range of from about 100% Ci6 to about 100% C ⁇ 8 by weight.
- C16-C18 alkyl sulfate is SIPON ® EC-Ill (formerly SIPEX ® EC-Ill), sodium cetearyl sulfate, which is approximately 60% Ci6 and 36% Ci ⁇ - SIPON ® EC-Ill is sold by Alcolac Company, Baltimore, MD 21226.
- Another source is Henkel Corp., Ambler, PA 19002.
- Henkel's sodium cetearyl sulfate, LANETTE E is an estimated 50-50% C16-C18 alkyl sulfate sold as an e ulsifier.
- long chain surfactants which are equivalents to the long chain alkyl sulfate (mostly insoluble) could serve as either full or partial replacements for the long chain alkyl sulfate.
- long chain isethionates examples include long chain isethionates, sarcosinates, glyceryl ether sulfonates, etc.
- the acyl esters of isethionic acid salts, with esters of acyl isethionates and no more than 25% or lower C14 acyl groups are also useful.
- Preferred is stearoyl isethioniate with C1 3%; C ⁇ 6 50%; and Ci ⁇ 47%.
- syndet bar means that the "bar” has more synthetic surfactant than soap unless otherwise specified.
- AS syndet bar means a syndet bar containing alkyl sulfate surfactant or its equivalent, unless otherwise specified.
- long chain means C15 and C22> preferably C16-C20. and mixtures thereof.
- surfactant mildness can be measured by a skin barrier destruction test which is used to assess the irri- tancy potential of surfactants. In this test the milder the surfactant, the lesser the skin barrier is destroyed. Skin barrier destruction is measured by the relative amount of radio- labeled water ( H-H20) which passes from the test solution through the skin epidermis into the physiological buffer contained in the diffusate chamber. This test is described by T.J. Franz in the J. Invest. Dermatol.. 1975, 64, pp. 190-195; and in U.S. Pat. No.
- a preferred syndet bar comprises: about 20-45% of cetearyl sulfate; 5-15% soap; and about 1-35%, preferably about 5-30%, moisturizer; 10-50% plasticizers; and 2-10%, preferably 3-8%, water.
- the synthetic detergent surfactant system in the bars should contain the long chain alkyl sulfate and the total balance of the surfactant system at a ratio of about 2:1 to 1:2, more preferably about 1:1.
- detergent surfactants can be used; particularly from about 10% to about 50%, preferably from about 15% to about 40%, of a high lathering or lather enhancing surfactant, especially mild ones, e.g., sodium lauroyl sarcosinate, alkylglycerylether sul- fonate, and sulfonated fatty acids.
- a "high lathering surfactant” is one which lathers better than the long chain alkyl sulfate.
- surfactants include limited amounts of other alkyl sulfates, anionic acyl sarcosinates, methyl acyl taurates, N-acyl glutamates, acyl isethionates, alkyl sulfosuc- cinates, alkyl phosphate esters, ethoxylated alkyl phosphate esters, trideceth sulfates, protein condensates, mixtures of ethoxylated alkyl sulfates and alkyl a ine oxides, betaines, sultaines, and mixtures thereof.
- alkyl ether sulfates with 1 to 12 ethoxy groups, especially ammonium and sodium lauryl ether sulfates.
- Alkyl chains for these other surfactants are Cs-C 2 > preferably Cio-Cis- Alkyl glyco- sides and methyl glucose esters are preferred mild nonionics which may be mixed with other mild anionic or amphoteric surfactants in the compositions of this invention.
- the bars of this invention can have up to about 10% of shorter chain or traditional (coconut) alkyl sulfates and still maintain the mildness requirement of the bar.
- the preferred cation in the AS salt is sodium. However, other cations such as triethanolammonium (TEA), ammonium, and K, etc., are also usable.
- cationic polymer includes naturally and synthetically derived cationic polymers.
- CN means coconut and “T” means tallow herein, unless otherwise specified. All percentages and proportions are by weight, unless otherwise specified.
- a preferred synbar contains a mixture of polyethylene glycol and monoglyceride at a ratio of from 1:4 to 4:1.
- the preferred polyethylene glycol has a molecular weight greater than 1,000.
- the preferred monoglyceride has a di- and triglyceride content below 20% of the total monoglyceride and an alkyl chain length distribution of at least about 50% C15 or longer alkyl chain.
- a preferred AS syndet bar also contains from about 10% to about 35% moisturizer, preferably one selected, from glycerin and free fatty acid or mixtures thereof.
- the free fatty acid serves the purpose as moisturizing and plasticizer ingredient.
- the syndet bar of this invention may comprise 0% to about 5% of a suitably fast hydrating cationic polymer.
- the polymers have molecular weights of from about 1000 to about 3,000.000.
- the cationic polymer (skin conditioning agent) is selected from the group consisting of: (I) cationic polysaccharides;
- members of the cationic polysaccharide class include the cationic hydroxyethyl cellulose JR 400 made by Union Carbide Corporation; the cationic starches Stalok ® 100, 200, 300 and 400 made by Staley, Inc.; the cationic galactomannans based on guar gum of the Galactasol 800 series by Henkel , Inc.. and the Jaguar series by Celanese Corporation.
- members of the class of copolymers of saccharides and synthetic cationic monomers include those composed of cel- lulose derivatives (e.g., hydroxyethyl cellulose) and N,N-d ⁇ - allyl ,N-N-dialkyl ammonium chloride available from National Starcn
- the cationic synthetic polymers useful in the present ir-vention are cationic polyalkylene imines, ethoxypolyal ylene imines, and pol [N-[-3-(dimethylammonio)propyl]-N'-[3-(ethylene ⁇ oxyethylene dimethylammonio)propyl]urea dichloride] the latter of which is available from Miranol Chemical Company, Inc.. under t ⁇ e trademark of Miranol A-15, CAS Reg. No. 68555-35-2.
- Preferred cationic polymeric skin conditioning agents of tne present invention are those cationic polysaccharides of t e cationic guar gum class with molecular weights of 1,000 to 3,000,000. More preferred molecular weights are from 2.500 t; 350,000. These polymers have a polysaccharide backbone comprised of galactomannan units and a degree of cationic substitution ranging from about 0.04 per anhydroglucose unit to about 0.80 per anhydroglucose unit with the substituent cationic group being the adduct of 2,3-epoxypropyltrimethyl ammonium chloride to the natural polysaccharide backbone.
- the polymer must have characteristics, either structural or physical which allow it to be suitably and fully hydrated and subsequently well incorporated into the soap matrix.
- perfumes can be used in formu ⁇ lating the skin cleansing products, generally at a level of from about 0.1% to about 1.5% of the composition.
- Alcohols, hydro- tropes, colorants, and fillers such as talc, clay, calcium car ⁇ bonate and dextrin can also be used.
- Cetearyl alcohol is a mixture of cetyl and stearyl alcohols.
- Preservatives e.g., sodium ethylenediaminetetraacetate (EDTA), generally at a level of less than 1% of the composition, can be incorporated in the cleansing products to prevent color and odor degradation.
- Anti ⁇ bacterials can also be incorporated, usually at levels up to 1.5%.
- the following patents disclose or refer to such ingredients and formulations which can be used in the soap/synbars of this inven- tion, and are incorporated herein by reference:
- the syndet bars of this invention have a pH of from 4 to 9 in a 1% aqueous solution.
- the preferred pH is 5 to 8, more prefer ⁇ ably about 7.
- Alathon dish Place bar centrally on "Alathon" dish containing 5 ml of distilled water. Rock dish to break water tension.
- the Alathon dish was selected as being a standard, readily available (in U.S.) dish with low ridges.
- Judging Bar Smear - Each judge grades soap bar smear by fingering the bar and taking into account both types of smear and amount of smear.
- the handwash lather test is used to provide in-use lather volume measurements for the lather performance of skin cleansing bars. The test measures both the ultimate lather volume generated and the volume which is generated after a very short lathering period (to reflect lathering ease). The lather volumes are generated under soil-loaded conditions.
- Synthetic soil is used for the soil-loaded lather volume test reported herein. Its formula and procedure for making it are set out below.
- the water source should be medium hardness (6-9 grain/gallon) for most testing, although water of lower and higher hardness can be used for special purposes.
- AGS paste can be at ambient temperature or preheated to 150 ⁇ F (65"C).
- the crutcher mix is dried and cooled using a combination flash chamber and chill roll or chill belt.
- the crutcher mix is first heated to approximately 300'F (149'C) by a heat exchanger and then flash dried in a chamber above the chill roll or chill belt. From the flash chamber the hot, dried mix is extruded onto the chill roll or chill belt.
- the chill belt or chill roll provides a uniform, thin, cool (85-95'F, 29-35'C) product in flake or chip form. Typical moisture for the flake is 1-10%, preferably about 2-4.5%.
- the ways to regulate the moisture in the order of preference, are (1) increasing or decreasing steam pressure on the heat exchanger; (2) increasing or decreasing crutcher mix rate to the heat exchanger; and (3) increasing or decreasing crutcher mix temperature to the heat exchanger. Amalgamating
- the flakes are weighed and mixed in a batch amalgamator to obtain uniform flake size. Preweighed perfume is added to the flakes and mixed in the amalgamator to obtain the desired finished product perfume level. The perfumed flakes are transferred to the mix hopper or directly to the plodder. Milling (Optional)
- the 3-roll soap mills are set up with the first roll at 120°F (49'C) and the other two mills at about 44'F (7'C).
- the material is passed through the mills several times to provide a homogeneous mixture of perfume and dried flakes.
- the plodder is set up with the barrel temperature at about 125'F (52'C) and the nose temperature at 120'F (49'C).
- the ideal plodder is a dual stage plodder that allows use of a vacuum of about 15-25 inches of Hg.
- the plugs should be cut in 5" sections and stamped with a cold die block using die liquor such as alcohol, if appropriate.
- Comparative Experimental Examples 1 and 2 are the control bars for assessing lather and/or smear of the bar of this inven ⁇ tion.
- Comparative Example 1 is typical of an alkyl sulfate-based product disclosed in commonly assigned, copending U.S. Pat. Application Ser. No. 07/605,614, supra.
- Examples 3 and 4 de ⁇ scribed below have improved smears compared to Comparative Example 1, without sacrificing processability and lather properties as Comparative Example 2. Note that Comparative Examples 1 and 2 lack one of the essential plasticizers of the binder system of the present invention.
- Example 3 demonstrates the surprising benefits of incor ⁇ porating a small amount of a non-surfactant, water-soluble plasti ⁇ cizer (e.g., PEG-8000) with a comparatively water-insoluble plasticizer (such as monoglyceride) and a partially water-soluble plasticizer, free fatty acid.
- a non-surfactant water-soluble plasti ⁇ cizer
- a comparatively water-insoluble plasticizer such as monoglyceride
- a partially water-soluble plasticizer free fatty acid.
- Comparative Experimental Example 2 with 10% glyceryl monostearate plus 19% free fatty acid, has improved smear but poor lather when compared to Comparative Experimental Example 1.
- Example 3 which has 6% glyceryl mono- stearate and 4% PEG-8000 (a ratio of about 1.5:1), has unex ⁇ pectedly good lather and good smear.
- the low level of PEG-8000 provides in Example 3 improved lather over
- Comparative Experimental Example 1 is good for lather, but marginal in smear.
- Comparative Experimental Example 2 is good in smear, but marginal in lather.
- Example 3 has lathers of 4.0 and 4.75 vs. 2.0 and 2.0 of Comparative Experimental Example 2.
- Comparative Experimental Example 2 has improved smear with respect to Comparative Example 1. Surprisingly, Example 3 has both improved lather and improved bar smears.
- Example 4 is a highly preferred bar of the present invention with slightly reduced lathers compared to Example 3, but with improved smears (not shown).
- Comparative Experimental Examples 5 and 6 show that a free fatty acid component containing more lauric acid than stearic acid adversely affects lather.
- Examples 3 and 4 have unexpectedly superior lather over Experimental Examples 5 and 6.
- Examples 3 and 4 are highly preferred syndet bars which have improved lather and improved smear while still being highly processable. The level of the water in the above syndet bars stabilizes upon storage at about 2%-3%.
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- Engineering & Computer Science (AREA)
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Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US64734091A | 1991-01-28 | 1991-01-28 | |
US647,340 | 1991-01-28 |
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WO1992013060A2 true WO1992013060A2 (en) | 1992-08-06 |
WO1992013060A3 WO1992013060A3 (en) | 1992-10-15 |
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---|---|---|---|
PCT/US1992/000192 WO1992013060A2 (en) | 1991-01-28 | 1992-01-13 | Binder systems for bar soaps |
Country Status (9)
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CN (1) | CN1063894A (en) |
AR (1) | AR244796A1 (en) |
AU (1) | AU1350192A (en) |
IE (1) | IE920240A1 (en) |
MA (1) | MA22403A1 (en) |
MX (1) | MX9200332A (en) |
TR (1) | TR26616A (en) |
TW (1) | TW215456B (en) |
WO (1) | WO1992013060A2 (en) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994021778A1 (en) * | 1993-03-16 | 1994-09-29 | Unilever Plc | Synthetic detergent bar and manufacture thereof |
AU673096B2 (en) * | 1993-08-20 | 1996-10-24 | Ecolab Inc. | Solid cleaner |
GB2309977A (en) * | 1996-02-12 | 1997-08-13 | Unilever Plc | Non-soap detergent bar resistant to breakage |
WO1997034992A1 (en) * | 1996-03-18 | 1997-09-25 | Unilever Plc | Bar composition comprising copolymer mildness actives |
WO1997040132A1 (en) * | 1996-04-24 | 1997-10-30 | Unilever Plc | Bar composition comprising nonionic polymeric surfactants as mildness enhancement agents |
WO1997040131A1 (en) * | 1996-04-24 | 1997-10-30 | Unilever Plc | Synthetic bar composition comprising alkoxylated surfactants |
US5945389A (en) * | 1994-05-10 | 1999-08-31 | The Proctor & Gamble Company | Personal cleansing soap-synthetic bar compositions with low levels of nonionic, polyethylene/polypropylene glycol polymers for improved mildness |
US5981464A (en) * | 1998-01-26 | 1999-11-09 | Lever Brothers Company, Division Of Conopco, Inc. | Adjuvant composition |
US6028042A (en) * | 1994-03-15 | 2000-02-22 | Lever Brothers Company | Synthetic bar comprising high levels of alkylene oxide as structurant prepared by simple mix process |
US6074998A (en) * | 1998-01-26 | 2000-06-13 | Lever Brothers Company | Bar compositions comprising amphiphilic polyol ester structurant which releases oil |
DE19926527A1 (en) * | 1999-06-10 | 2000-12-14 | Goldwell Gmbh | Aqueous detergent mixture comprises anionic surfactant forming the majority of the total surfactant content, 8-22C acyl aminocarboxylic acid (salt) and glycerin mono-10-18C-fatty acid ester |
US6251843B1 (en) | 1994-03-15 | 2001-06-26 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Synthetic detergent bar and manufacture thereof |
WO2006066655A1 (en) * | 2004-12-22 | 2006-06-29 | Unilever Plc | Plasticized article for treating the skin |
EP1829955A1 (en) * | 2006-03-03 | 2007-09-05 | Sebapharma GmBH & Co. | Syndet cleansing bar |
EP1829956A1 (en) | 2006-03-03 | 2007-09-05 | Sebapharma GmBH & Co. | Syndet cleansing bar |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
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AU668887B2 (en) * | 1991-10-07 | 1996-05-23 | Nephin | A solid cleansing bar |
CN111164194B (en) * | 2017-10-05 | 2022-10-25 | 路博润先进材料公司 | Structured unit dose cleaning products |
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FR1059351A (en) * | 1952-06-30 | 1954-03-24 | Chimex Sa | Thermoplastic composition for acid toilet bar |
DD32812A1 (en) * | 1962-11-20 | 1965-07-05 | Process for improving the processability of mixtures of components of personal body cleansers | |
US3376229A (en) * | 1964-12-11 | 1968-04-02 | Lever Brothers Ltd | Synthetic detergent bar |
ZA677791B (en) * | 1966-12-29 | |||
US4234464A (en) * | 1979-04-09 | 1980-11-18 | Gaf Corporation | Detergent bar composition and binder therefor |
US4543204A (en) * | 1983-08-17 | 1985-09-24 | Colgate-Palmolive Company | Sodium higher fatty alkyl sulfate detergent laundry bars and process for manufacture thereof |
DE3707035A1 (en) * | 1987-03-05 | 1988-09-15 | Henkel Kgaa | MOLDED DETERGENTS |
-
1992
- 1992-01-13 WO PCT/US1992/000192 patent/WO1992013060A2/en active Application Filing
- 1992-01-13 AU AU13501/92A patent/AU1350192A/en not_active Abandoned
- 1992-01-15 TW TW81100238A patent/TW215456B/zh active
- 1992-01-24 TR TR7092A patent/TR26616A/en unknown
- 1992-01-27 AR AR32169092A patent/AR244796A1/en active
- 1992-01-27 MX MX9200332A patent/MX9200332A/en unknown
- 1992-01-27 IE IE920240A patent/IE920240A1/en not_active Application Discontinuation
- 1992-01-28 MA MA22689A patent/MA22403A1/en unknown
- 1992-01-28 CN CN 92100701 patent/CN1063894A/en active Pending
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994021778A1 (en) * | 1993-03-16 | 1994-09-29 | Unilever Plc | Synthetic detergent bar and manufacture thereof |
AU694728B2 (en) * | 1993-03-16 | 1998-07-30 | Unilever Plc | Synthetic detergent bar and manufacture thereof |
AU673096B2 (en) * | 1993-08-20 | 1996-10-24 | Ecolab Inc. | Solid cleaner |
US6251843B1 (en) | 1994-03-15 | 2001-06-26 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Synthetic detergent bar and manufacture thereof |
US6028042A (en) * | 1994-03-15 | 2000-02-22 | Lever Brothers Company | Synthetic bar comprising high levels of alkylene oxide as structurant prepared by simple mix process |
US5945389A (en) * | 1994-05-10 | 1999-08-31 | The Proctor & Gamble Company | Personal cleansing soap-synthetic bar compositions with low levels of nonionic, polyethylene/polypropylene glycol polymers for improved mildness |
GB2309977A (en) * | 1996-02-12 | 1997-08-13 | Unilever Plc | Non-soap detergent bar resistant to breakage |
WO1997034992A1 (en) * | 1996-03-18 | 1997-09-25 | Unilever Plc | Bar composition comprising copolymer mildness actives |
WO1997040132A1 (en) * | 1996-04-24 | 1997-10-30 | Unilever Plc | Bar composition comprising nonionic polymeric surfactants as mildness enhancement agents |
US5795852A (en) * | 1996-04-24 | 1998-08-18 | Lever Brothers Company, Division Of Conopco, Inc. | Bar composition comprising nonionic polymeric surfacing as mildness enhancement agents |
WO1997040131A1 (en) * | 1996-04-24 | 1997-10-30 | Unilever Plc | Synthetic bar composition comprising alkoxylated surfactants |
US5981464A (en) * | 1998-01-26 | 1999-11-09 | Lever Brothers Company, Division Of Conopco, Inc. | Adjuvant composition |
US6074998A (en) * | 1998-01-26 | 2000-06-13 | Lever Brothers Company | Bar compositions comprising amphiphilic polyol ester structurant which releases oil |
DE19926527A1 (en) * | 1999-06-10 | 2000-12-14 | Goldwell Gmbh | Aqueous detergent mixture comprises anionic surfactant forming the majority of the total surfactant content, 8-22C acyl aminocarboxylic acid (salt) and glycerin mono-10-18C-fatty acid ester |
WO2006066655A1 (en) * | 2004-12-22 | 2006-06-29 | Unilever Plc | Plasticized article for treating the skin |
US7851425B2 (en) | 2004-12-22 | 2010-12-14 | Conopco, Inc. | Plasticized article for treating the skin |
EP1829955A1 (en) * | 2006-03-03 | 2007-09-05 | Sebapharma GmBH & Co. | Syndet cleansing bar |
EP1829956A1 (en) | 2006-03-03 | 2007-09-05 | Sebapharma GmBH & Co. | Syndet cleansing bar |
Also Published As
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WO1992013060A3 (en) | 1992-10-15 |
MX9200332A (en) | 1992-10-01 |
IE920240A1 (en) | 1992-07-29 |
TW215456B (en) | 1993-11-01 |
AU1350192A (en) | 1992-08-27 |
CN1063894A (en) | 1992-08-26 |
MA22403A1 (en) | 1992-10-01 |
TR26616A (en) | 1995-03-15 |
AR244796A1 (en) | 1993-11-30 |
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