WO1991019777A1 - Concentre tensioactif liquide pouvant etre verse et pompe - Google Patents
Concentre tensioactif liquide pouvant etre verse et pompe Download PDFInfo
- Publication number
- WO1991019777A1 WO1991019777A1 PCT/EP1991/001104 EP9101104W WO9119777A1 WO 1991019777 A1 WO1991019777 A1 WO 1991019777A1 EP 9101104 W EP9101104 W EP 9101104W WO 9119777 A1 WO9119777 A1 WO 9119777A1
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- WIPO (PCT)
- Prior art keywords
- alkyl
- formula
- surfactant mixture
- acid
- mixture according
- Prior art date
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- 239000012141 concentrate Substances 0.000 title abstract description 3
- 239000007788 liquid Substances 0.000 title description 9
- 239000000203 mixture Substances 0.000 claims abstract description 40
- -1 alkyl glycoside Chemical class 0.000 claims abstract description 27
- 229930182470 glycoside Natural products 0.000 claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 239000002253 acid Substances 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 7
- 239000003513 alkali Substances 0.000 claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 239000012459 cleaning agent Substances 0.000 claims abstract description 4
- 229910006127 SO3X Inorganic materials 0.000 claims abstract description 3
- 230000008030 elimination Effects 0.000 claims abstract description 3
- 238000003379 elimination reaction Methods 0.000 claims abstract description 3
- 239000004094 surface-active agent Substances 0.000 claims description 22
- 239000003599 detergent Substances 0.000 claims description 12
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 9
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 6
- 239000003945 anionic surfactant Substances 0.000 claims description 6
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005642 Oleic acid Substances 0.000 claims description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 4
- 230000009969 flowable effect Effects 0.000 claims description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 4
- 238000006384 oligomerization reaction Methods 0.000 claims description 4
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 claims description 4
- 238000006277 sulfonation reaction Methods 0.000 claims description 4
- FKLSONDBCYHMOQ-UHFFFAOYSA-N 9E-dodecenoic acid Natural products CCC=CCCCCCCCC(O)=O FKLSONDBCYHMOQ-UHFFFAOYSA-N 0.000 claims description 2
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 2
- 235000021319 Palmitoleic acid Nutrition 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- XZJZNZATFHOMSJ-KTKRTIGZSA-N cis-3-dodecenoic acid Chemical compound CCCCCCCC\C=C/CC(O)=O XZJZNZATFHOMSJ-KTKRTIGZSA-N 0.000 claims description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-QXMHVHEDSA-N gadoleic acid Chemical compound CCCCCCCCCC\C=C/CCCCCCCC(O)=O LQJBNNIYVWPHFW-QXMHVHEDSA-N 0.000 claims description 2
- 229930182478 glucoside Natural products 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 abstract description 6
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 125000001421 myristyl 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])[H] 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- MWJUYGQNYQVTIP-KTKRTIGZSA-N (z)-2-sulfooctadec-9-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCC(C(O)=O)S(O)(=O)=O MWJUYGQNYQVTIP-KTKRTIGZSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical class CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- WQZGKKKJIJFFOK-CBPJZXOFSA-N D-Gulose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O WQZGKKKJIJFFOK-CBPJZXOFSA-N 0.000 description 1
- WQZGKKKJIJFFOK-WHZQZERISA-N D-aldose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-WHZQZERISA-N 0.000 description 1
- WQZGKKKJIJFFOK-IVMDWMLBSA-N D-allopyranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@H](O)[C@@H]1O WQZGKKKJIJFFOK-IVMDWMLBSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 208000007976 Ketosis Diseases 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001323 aldoses Chemical class 0.000 description 1
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- SRBFZHDQGSBBOR-STGXQOJASA-N alpha-D-lyxopyranose Chemical compound O[C@@H]1CO[C@H](O)[C@@H](O)[C@H]1O SRBFZHDQGSBBOR-STGXQOJASA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000002704 decyl group Chemical group [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])* 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002951 idosyl group Chemical class C1([C@@H](O)[C@H](O)[C@@H](O)[C@H](O1)CO)* 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 150000002584 ketoses Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 230000003287 optical effect Effects 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
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000001180 sulfating effect Effects 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000010457 zeolite 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- 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
- 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
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
Definitions
- the present invention relates to concentrated surfactant mixtures of alkyl glycosides, sulfofatty acid salts and alkyl sulfates as stable, easily pourable, pumpable liquids and their use as premixes (compounds) for the production of liquid detergents and cleaners.
- alkyl glycosides with long-chain alkyl groups belong to the nonionic surfactants.
- the skilled person also knows, as for example in A.. Schwartz, J.W. Perry, Surface Active Agents, Vol. I, Interscience Publishers, 1949, page 372, described that surfactant mixtures generally have synergistic effects and often have better cleaning properties than would result from the sum of the values of the individual components.
- Detergents which contain alkyl glycosides in combination with at least one conventional anionic surfactant are described in European patent application EP 70074. Detergents which contain alkyl glycosides and anionic surfactants are also known from European patent application EP 92 877. Furthermore, liquid detergents are known from European patent application EP 105556, which contain alkyl glycosides, certain other nonionic surfactants and anionic surfactants. From the international patent application WO 86/2943, alkyl detergent-containing liquid detergents are known which contain conventional anionic surfactants.
- the individual components are generally used as flowable solutions, each of which contains a substance or which, as premixes, so-called compounds, consist of several substances which are customary in the finished compositions.
- the components provided for the mixture to give the finished composition should have the highest possible active substance and at the same time be easy to handle, that is to say they should be as flowable and easy to pump as possible and have the highest possible storage stability.
- Alkyl glycosides are usually obtained as highly viscous pastes. The object of the present invention was to develop a liquid, flowable, pumpable and storage-stable surfactant mixture from an alkyl glycoside paste.
- This object is achieved by an aqueous mixture of certain amounts of alkyl glycoside, sulfofatty acid salt and alkyl sulfate.
- the compounds according to the invention are aqueous neutral or basic mixtures which essentially consist of an alkyl glycoside and 2 different synthetic anionic surfactants, a sulfofatty acid salt and an alkyl sulfate, the alkyl glycoside having the formula I,
- R 1 is an alkyl radical with 8 to 22 C atoms
- G is a glycose unit and n is a number between 1 and 10
- the sulfofatty acid salt is a mixture of compounds of the formula II
- A is SO3X and B is OH or A is OH and B is S ⁇ 3X
- X is an alkali or ammonium ion
- 1 is a number greater than 0, m 0, 1 or 2
- p is a number greater than 0 and the sum of 1, m and p is 8 to 20, with unsaturated compounds resulting from such compounds by formal elimination of a molar equivalent of water
- the alkyl sulfate has the formula III
- R2 is an alkyl radical having 8 to 22 carbon atoms and Y is an alkali metal or ammonium ion, and the compounds being 30 to 50% by weight of water, 10 to 30% by weight, preferably 17 to 25% by weight of the alkyl glycoside, 1 to 20% by weight, preferably 3 to 15% by weight of the sulfofatty acid acid and 10 to 20% by weight, preferably 12 to 18% by weight, of the alkyl sulfate.
- the alkyl glycosides suitable for the surfactant mixtures according to the invention and their preparation are described, for example, in European Patent Applications EP 92355, EP 301 298, EP 357 969 and EP 362 671 or the US Pat. No. 3547828.
- glycoside components ((G) n in formula I) of such alkyl glycosides are oligomers or polymers from naturally occurring aldose or ketose monomers, in particular glucose, mannose, fructose, galactose, talose, gulose, old rose , Allose, Idose, Ribose, Arabinose, Xylose and Lyxose.
- the oligomers consisting of such glycosidically linked monomers are characterized not only by the type of sugar they contain, but also by their number, the so-called degree of oligomerization.
- the degree of oligomerization (n in formula I) generally assumes fractional numerical values as the quantity to be determined analytically; it is between 1 and 10, for the alkyl glycosides preferably used below 1.5, in particular between 1.2 and 1.4.
- the preferred monomer building block is glucose because of its good availability.
- the alkyl part (R 1 in formula I) of the alkyl glycosides contained in the surfactant mixtures according to the invention preferably also originates from easily accessible derivatives of renewable raw materials, in particular from fatty alcohols, although branched-chain primary alcohols, in particular so-called oxo alcohols, for example nonyl, undecyl or tridecyl - Alcohols, can be used for the production of usable alkyl glycosides.
- the primary alcohols with linear octyl, decyl, dodecyl, tetradecyl, hexadecyl or octadecyl radicals and their are particularly useful.
- the alkyl glycosides can contain small amounts, for example 1 to 2%, of unconverted long-chain alcohol, which does not have a disadvantageous effect on the properties of the surfactant mixtures produced therewith.
- the sulfofatty acid salts suitable for incorporation into the compounds according to the invention are neutralized derivatives of a double bond containing fatty acids. These include in particular the sulfonation products of lauroleic acid, myristoleic acid, palmitoleic acid, oleic acid, gadoleic acid and erucic acid.
- Such sulfofatty acid salts are obtained by reacting the unsaturated fatty acids with a sulfonating agent, in particular sulfur trioxide, and subsequent neutralization and hydrolysis with customary bases, which include, in particular, the aqueous solutions of alkali and ammonium hydroxides by known processes, as described, for example, in British Patent GB 1278 421 or European Patent Application EP 371 369.
- a sulfonating agent in particular sulfur trioxide
- customary bases which include, in particular, the aqueous solutions of alkali and ammonium hydroxides by known processes, as described, for example, in British Patent GB 1278 421 or European Patent Application EP 371 369.
- customary bases which include, in particular, the aqueous solutions of alkali and ammonium hydroxides by known processes, as described, for example, in British Patent GB 1278 421 or European Patent Application EP 371 369.
- Suitable sulfates for use in the surfactant mixtures according to the invention are the sulfation products of the abovementioned alcohols.
- the derivatives of fatty alcohols with 8 to 22 C atoms, in particular with 12 to 16 C atoms, are also particularly suitable in this case.
- the alkyl sulfates can be prepared in a known manner by reaction of the corresponding alcohol component with a customary sulfating reagent, in particular sulfur trioxide or chlorosulfonic acid, and subsequent neutralization, preferably with alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium bases.
- the surfactant mixtures according to the invention are prepared by simply mixing the three individual components, which are present as such or preferably in aqueous solution.
- the mixtures according to the invention are notable for their low viscosities, their ponds, flowability and pumpability and their high storage stability.
- the viscosity of the compounds is generally 300 Pa.s to 15000 mPa.s.
- the compounds according to the invention can be used, directly or after dilution with water, for technical applications, for example as flotation aids or drilling fluids. However, they are preferably used as premixes for the production of liquid detergents and cleaning agents, which include, in particular, mild detergents, wool detergents and dishwashing detergents, but also shampoos. Such agents can be prepared in a simple manner by diluting the compounds with water to the desired active substance concentration.
- builder substances such as zeolites and layered silicates, corrosion inhibitors, bleaching agents, bleach activators, optical brighteners, enzymes, graying inhibitors, antimicrobial active ingredients, water-miscible solvents, abrasives, Foam stabilizers, preservatives, pH regulators, dyes and fragrances as well as additional surfactants are possible.
- the surfactant mixtures M1 to M3 according to the invention characterized in Table 1 by their composition and the compositions VI to V3 used in comparative tests were prepared.
- the surfactant mixtures M1 to M3 according to the invention had pH values (10% by weight aqueous solution) from 9.4 to 9.6 and the viscosities given in Table 2.
- Mixture V3 was a solid, tough gel both at room temperature and at 1 ° C., the viscosity of which could not be determined.
- Samples of the mixtures M1 to M3 according to the invention were stored for 60 days at 1 ° C., 10 ° C. or 40 ° C. without a decisive change in the consistency (deposition of crystals or the appearance of several liquid phases) being observed.
- Ci2-14-alkyl glucoside degree of oligomerization 1.4
- B disodium salt of sulfo oleic acid
- C Na-Ci2 / 14-alkyl sulfate (Texapon ( R ) LS, manufacturer Henkel)
- Table 2 Viscosities (20 ° C, ball drop viscosity according to Höppler)
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Auxiliary Weaving Apparatuses, Weavers' Tools, And Shuttles (AREA)
Abstract
Les concentrés se composent essentiellement de 30 à 50 % en poids d'eau, de 10 à 30 % en poids d'un alkylglucoside de formule R1-O(G)n, dans laquelle R1 désigne un reste alkyle avec 8 à 22 atomes de C, G une unité glucose et n un nombre de 1 à 10, de 1 à 20 % en poids d'un sel d'acide gras sulfonique, qui est un mélange de composés de formule (II) où A désigne un reste SO¿3?X- et B un reste OH, ou A un reste OH- et B un reste SO3X-, X un ion alcalin ou un ion ammonium, l un nombre plus grand que 0, m = 0, 1 ou 2 et p un nombre plus grand que 0 et la somme de l, m et p est comprise entre 8 et 20, avec des liaisons non saturées résultant de ces liaisons par élimination formelle d'un équivalent molaire de l'eau, et de 10 à 20 % en poids d'un sulfate d'alkyle de formule R?2-O-SO¿3Y, dans laquelle R2 désigne un reste alkyle avec 8 à 22 atomes de C et Y un ion alcalin ou un ion ammonium. Les mélanges de tensioactifs sont employés comme prémélanges (compounds) stables, coulants et pompables, de préférence pour la fabrication de produits de lavage ou de nettoyage.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP91510333A JPH05507951A (ja) | 1990-06-21 | 1991-06-13 | 注入出およびポンプ使用可能な液体状界面活性剤濃厚物 |
| KR1019920703295A KR930701580A (ko) | 1990-06-21 | 1991-06-13 | 액체이며, 자유-유동성이고 펌핑가능한 계면 활성제 농축액 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4019790.5 | 1990-06-21 | ||
| DE4019790A DE4019790A1 (de) | 1990-06-21 | 1990-06-21 | Fluessige alkylglykosidhaltige tensidmischung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1991019777A1 true WO1991019777A1 (fr) | 1991-12-26 |
Family
ID=6408808
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1991/001104 WO1991019777A1 (fr) | 1990-06-21 | 1991-06-13 | Concentre tensioactif liquide pouvant etre verse et pompe |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0535061A1 (fr) |
| JP (1) | JPH05507951A (fr) |
| KR (1) | KR930701580A (fr) |
| CN (1) | CN1057406A (fr) |
| CA (1) | CA2086003A1 (fr) |
| DE (1) | DE4019790A1 (fr) |
| WO (1) | WO1991019777A1 (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0611024A3 (fr) * | 1993-02-10 | 1995-03-15 | Auf Analytik Umwelttech Forsch | Composés chimiques tensioactifs à partir de la biomasse microbienne. |
| WO1995009691A1 (fr) * | 1993-10-05 | 1995-04-13 | Brigitte Olschewski | Composes a activite chimique interfaciale issus de produits de depart a post-croissance |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE502525C2 (sv) * | 1993-03-23 | 1995-11-06 | Berol Nobel Ab | Användning av alkylglykosid som tensid vid rengöring av hårda ytor samt komposition för detta ändamål |
| DE19848549A1 (de) * | 1998-10-21 | 2000-04-27 | Cognis Deutschland Gmbh | Nichtionische Tensidmischungen |
| US8809392B2 (en) | 2008-03-28 | 2014-08-19 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| CN102105443B (zh) | 2008-03-28 | 2014-05-28 | 埃科莱布有限公司 | 磺基过氧羧酸、它们的制备和用作漂白剂和抗微生物剂的方法 |
| US8871807B2 (en) | 2008-03-28 | 2014-10-28 | Ecolab Usa Inc. | Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids |
| US9321664B2 (en) | 2011-12-20 | 2016-04-26 | Ecolab Usa Inc. | Stable percarboxylic acid compositions and uses thereof |
| WO2013148200A1 (fr) | 2012-03-30 | 2013-10-03 | Ecolab Usa Inc. | Utilisation de l'acide peracétique/peroxyde d'hydrogène et d'agents réducteurs de peroxyde pour le traitement des fluides de forage, des fluides frac, des eaux refoulées et des eaux usées |
| US8822719B1 (en) | 2013-03-05 | 2014-09-02 | Ecolab Usa Inc. | Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring |
| US10165774B2 (en) | 2013-03-05 | 2019-01-01 | Ecolab Usa Inc. | Defoamer useful in a peracid composition with anionic surfactants |
| US20140256811A1 (en) | 2013-03-05 | 2014-09-11 | Ecolab Usa Inc. | Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids |
| CN104087990A (zh) * | 2014-06-17 | 2014-10-08 | 宁国新博能电子有限公司 | 一种用于铜线镀镍的化学处理液 |
| CN105062705A (zh) * | 2015-08-14 | 2015-11-18 | 浙江赞宇科技股份有限公司 | 一种无水乙氧基化烷基硫酸盐浓缩物及其制备方法与装置 |
| US12096768B2 (en) | 2019-08-07 | 2024-09-24 | Ecolab Usa Inc. | Polymeric and solid-supported chelators for stabilization of peracid-containing compositions |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4839098A (en) * | 1987-02-25 | 1989-06-13 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
| EP0349906A2 (fr) * | 1988-07-07 | 1990-01-10 | Henkel Kommanditgesellschaft auf Aktien | Mélange détergent contenant des agents tensioactifs non ioniques et anioniques, et son utilisation |
| EP0355551A2 (fr) * | 1988-08-16 | 1990-02-28 | Henkel Kommanditgesellschaft auf Aktien | Agent de lavage et de nettoyage sous forme de pâte et son procédé de préparation |
-
1990
- 1990-06-21 DE DE4019790A patent/DE4019790A1/de not_active Withdrawn
-
1991
- 1991-06-13 CA CA002086003A patent/CA2086003A1/fr not_active Abandoned
- 1991-06-13 JP JP91510333A patent/JPH05507951A/ja active Pending
- 1991-06-13 WO PCT/EP1991/001104 patent/WO1991019777A1/fr not_active Application Discontinuation
- 1991-06-13 EP EP91911245A patent/EP0535061A1/fr not_active Withdrawn
- 1991-06-13 KR KR1019920703295A patent/KR930701580A/ko not_active Withdrawn
- 1991-06-20 CN CN91104171A patent/CN1057406A/zh active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4839098A (en) * | 1987-02-25 | 1989-06-13 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
| EP0349906A2 (fr) * | 1988-07-07 | 1990-01-10 | Henkel Kommanditgesellschaft auf Aktien | Mélange détergent contenant des agents tensioactifs non ioniques et anioniques, et son utilisation |
| EP0355551A2 (fr) * | 1988-08-16 | 1990-02-28 | Henkel Kommanditgesellschaft auf Aktien | Agent de lavage et de nettoyage sous forme de pâte et son procédé de préparation |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0611024A3 (fr) * | 1993-02-10 | 1995-03-15 | Auf Analytik Umwelttech Forsch | Composés chimiques tensioactifs à partir de la biomasse microbienne. |
| WO1995009691A1 (fr) * | 1993-10-05 | 1995-04-13 | Brigitte Olschewski | Composes a activite chimique interfaciale issus de produits de depart a post-croissance |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2086003A1 (fr) | 1991-12-22 |
| CN1057406A (zh) | 1992-01-01 |
| KR930701580A (ko) | 1993-06-12 |
| JPH05507951A (ja) | 1993-11-11 |
| DE4019790A1 (de) | 1992-01-02 |
| EP0535061A1 (fr) | 1993-04-07 |
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