CA2086003A1 - Liquid, pourable and pumpable tenside concrete - Google Patents
Liquid, pourable and pumpable tenside concreteInfo
- Publication number
- CA2086003A1 CA2086003A1 CA002086003A CA2086003A CA2086003A1 CA 2086003 A1 CA2086003 A1 CA 2086003A1 CA 002086003 A CA002086003 A CA 002086003A CA 2086003 A CA2086003 A CA 2086003A CA 2086003 A1 CA2086003 A1 CA 2086003A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- weight
- formula
- surfactant mixture
- acid
- 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
- 239000007788 liquid Substances 0.000 title description 16
- 239000000203 mixture Substances 0.000 claims abstract description 36
- -1 alkyl glycoside Chemical class 0.000 claims abstract description 28
- 229930182470 glycoside Natural products 0.000 claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- 239000003599 detergent Substances 0.000 claims abstract description 21
- 239000002253 acid Substances 0.000 claims abstract description 12
- 150000008051 alkyl sulfates Chemical class 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 7
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 6
- 230000008030 elimination Effects 0.000 claims abstract description 4
- 238000003379 elimination reaction Methods 0.000 claims abstract description 4
- 229910006127 SO3X Inorganic materials 0.000 claims abstract 4
- 239000004094 surface-active agent Substances 0.000 claims description 22
- 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
- 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
- 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
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000012141 concentrate Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 5
- 239000013543 active substance Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution 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
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical group 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
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000004851 dishwashing Methods 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
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 150000002338 glycosides Chemical class 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
- 239000000126 substance Substances 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
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 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
- WQZGKKKJIJFFOK-VSOAQEOCSA-N L-altropyranose Chemical compound OC[C@@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-VSOAQEOCSA-N 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
- 239000003082 abrasive agent Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001323 aldoses Chemical class 0.000 description 1
- 239000003513 alkali Substances 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
- 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
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 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
- 238000005553 drilling Methods 0.000 description 1
- 239000000975 dye Substances 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
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000002454 idoses Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002584 ketoses Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 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
- 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
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000002994 raw material Substances 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
- 239000002904 solvent Substances 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 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
- 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
Landscapes
- 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
Abstract The concentrates consist essentially of 30 to 50% by weight water, 10 to 30% by weight of an alkyl glycoside corresponding to the formula R1-O(G)n, in which R1 is a C8-22 alkyl radical, G is a glycose unit and n is a number of 1 to 10, 1 to 20% by weight of a sulfofatty acid salt which is a mixture of compounds corresponding to the formula CH3-(CH2)1-?-(CH2)m-?-(CH2)p-CO2X
in which A is an SO3X group and B is an OH group or A is an OH group and B is an SO3X group, X is an alkali metal or ammonium ion, 1 is a number of greater than 0, m is 0, 1 or 2 and p is a number of greater than 0 and the sum total of 1, m and p is from 8 to 20, with unsaturated compounds emanating from compounds such as these by formal elimination of 1 mol equivalent of water, and 10 to 20% by weight of an alkyl sulfate corresponding to the formula R2-O-SO3Y, in which R2 is a C8-22 alkyl radical and Y is an alkali metal or ammonium ion. The detergent mixtures are used as storable, free-flowing and pumpable compounds, preferably for the production of detergents.
in which A is an SO3X group and B is an OH group or A is an OH group and B is an SO3X group, X is an alkali metal or ammonium ion, 1 is a number of greater than 0, m is 0, 1 or 2 and p is a number of greater than 0 and the sum total of 1, m and p is from 8 to 20, with unsaturated compounds emanating from compounds such as these by formal elimination of 1 mol equivalent of water, and 10 to 20% by weight of an alkyl sulfate corresponding to the formula R2-O-SO3Y, in which R2 is a C8-22 alkyl radical and Y is an alkali metal or ammonium ion. The detergent mixtures are used as storable, free-flowing and pumpable compounds, preferably for the production of detergents.
Description
D 9122 PCT 2~86003 29.01.1991 A liouid free-flowina and pumpable surfactant conçe~
This invention relates to concentrated surfactant mixtures of alkyl glycosides, sulfoffatty acid salts and alkyl sulfates in the form of stable, free flowing and pumpable liquids and to their use as compounds for the production of liquid detergents.
It has long been known that alkyl glycosides contain-ing long-chain alkyl groups are nonionic surfactants. The expert also knows (as described, for example, in A.M.
Schwartz, J.W. Perry, sur~ace Active Agents, Vol. 1, Interscience Publishers, 1949, page 372) that surfactant mixtures generally show synergistic effects and often have detergent properties better than the sum total of the values of the individual components.
Detergents containing alkyl glycosides in combination with at least one typical anionic surfactant are described in European patent application EP 070 074. Detergents containing alkyl glycosides and anionic surfactants are also known from ~uropean patent application EP 092 877. In addition, liquid detergents containing alkyl glycosides, certain other nonionic surfactants and anionic surfactants are known from European patent application EP 105 556.
Liquid detergents containing alkyl glycosides and typical anionic surfactants are known from International patent application W0 86/02943.
2S In the production of liquid detergents, the individual components are generally used in the form of free-flowinq solutions which each contain one substance or which, as so-called compounds, consist of several substances typically encountered in detergents. The components intended for mixing to the final detergent should have as high an active substance content as possible and, at the same time, should be easy to handle, i.e. they should be free-flowing and readily pumpable and should have high stability in storage.
Alkyl glycosides are normally obtained in the form of highly viscous pastes.
The problem addressed by the present invention was to develop a liquid, free-flowing, pumpable and storable sur-factant mixture from an alkyl glycoside paste.
This problem has been solved by an aqueous mixture of certain quantities of alkyl glycoside, sulfofatty acid sal~
and alkyl sulfate.
The compounds according to the invention are aqueous, neutral or basic mixtures consisting essentially of an alkyl glycoside and two different synthetic anionic surfac-tants, a sulfofatty acid salt and an alkyl sulfate, the alkyl glycoside oorresponding to formula I
R -O (G) n (I) in which R1 is a C~22 alkyl radical, G i9 a glycose unit and n is a number of 1 to 10, the sulfofatty acid salt being a mixture of compounds corresponding to formula II
A B
2S l l CH3-(CH2)1-CH-(CH2)m-CH-(CH2)p-CO2X (II) in which A is an S03X group and B is an OH group or A is an OH group and B is an S03X group, X is an alkali metal or ammonium ion, 1 is a number of greater than 0, m is 0, 1 or 2 and p is a number of greater than O and the sum total of 1, m and p is from 8 to 20, with unsaturated compounds emanating from compounds such as these by formal elimination of 1 mol equivalent of water, and the alkyl sulfate corresponding to formula III
20~6003 R2-0-S03Y (III) in which R2 i5 a C322 alkyl radical and Y i5 an alkali metal or ammonlum ion, the compounds containing 30 to 50% by weight water, 10 to 30% by weight and preferably 17 to 25% by weight alkyl glycoside, 1 to 20% by weight and preferably 3 to 15% by weight sulfofatty acid salt and 10 to 20% by weight and preferably 12 to 18% by weight alkyl sulfate.
The alkyl glycosides suitable for the surfactant mixtures according to the invention and their production are described, for example, in European patent applications EP 92 355, EP 301 298, EP 357 969 and EP 3~2 671 or in US-PS 3,547,828. The glycoside components ((G)~ in formula I) of these alkyl glycosides are oligomers or polymers of naturally occurring aldose or ketose monomers, including in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allose, idose, ribose, arabinose, xylose and lyxose. The oligomers consisting of these glycoside-bonded monomers are characterized not only by the type of sugar present therein, but also by their number, the so-called degree of oligomerization. As an analytically determined guantity, the degree of oligomerization (n in formula I) is generally a broken number and is in the range from 1 to 10 and, in the case of the al~yl glycosides preferably used, is below 1.5 and, more particularly, in the range from 1.2 to 1.4. By virtue of its ready avail-ability, glucose is the preferred monomer unit.
The alkyl moiety (R' in formula I) of the alkyl glycosides present in the surfactant mixtures according to the invention also emanates preferably from readily avail-able derivatives of renewable raw materials, more particu-larly from fatty alcohols, although branched-chain primary alcohol~, particularly so-called oxo alcohols, for example nonyl, undecyl or tridecyl alcohols, may also be used for 20~G003 the production of suitable al~yl glycosldes. Primary alcohols containing linear octyl, decyl, dodecyl, tetra-decyl, hexadecyl or octadecyl groups and mixture thereof are particularly useful. Particularly suitable alkyl glycosides contain a coconut oil fatty alkyl radical, i.e.
mixtures in which essentially Rl = dodecyl and R1 = tetra-decyl.
From their production, the alkyl glycosides may contain small quantitiesj for example 1 to 2%, of unreacted long-chain alcohol which does not adversely affect the properties of the surfactant mixtures produced with them.
The sulfofatty acid salts suitable for incorporation in the compounds according to the invention are neutralized derivatives of fatty acids containing one double bond.
These include in particular the sulfonation products of lauroleic acid, myristoleic acid, palmitoleic acid, oleic acid, gadoleic acid and erucic acid. Sulfofatty acid salts such as these are prepared in known manner (as described, for example, in GB-PS 1,278,421 or European patent applica-tion EP 371 369) by reaction of the unsaturated fatty acids with a sulfonating agent, more particularly sulfur triox-ide, and subsequent neutralization and hydrolysis with typical bases, including in particular aqueous solutions of alkali metal and ammonium hydroxides. The end products formed are mixtures of the fatty acids corresponding to formula II bearing one sulfo group and one hydroxy group with unsaturated fatty acid~ bearing one sulfo group which are formed therefrom by formal elimination of 1 mol equi-valent of water. The compounds according to the invention preferably contain the neutralized sulfonation product of oleic acid.
Alkyl sulfates suitable for use in the surfactant mixtures according to the invention are the sulfation products of the above-mentioned alcohols. The derivatives of C~22 fatty alcohols and, more particularly, Cl2l~ fatty alcohols are also particularly suitable in this case. The alkyl sulfates may be prepared in known manner by reaction of the corresponding alcohol component with a typical sul-fating agent, more particularly sulfur trioxide or chloro-sulfonic acid, and subsequent neutralization, preferablywith alkali bases, ammonium bases or alkyl- or hydroxy-alkyl-substituted ammonium bases.
The surfactant mixtures according to the invention are produced simply by mixing the three individual components which may be present as such or preferably in aqueous solution.
The mixtures according to the invention are distin-guished by their low viscosities, their free flow and pump-ability and their high stability in storage. The viscosity of the compounds is generally in the range from 300 mPa.s to 15,000 mPa.s.
The compounds according to the invention may be used for industrial applications, for example as flotation aids or drilling fluids, either directly or after dilution with water. However, they are preferably used as compounds for the production of liquid detergents, including in particu-lar light-duty detergents, wool detergents and dishwashing detergents and also shampoos. The detergents in guestion may readily be produced by dilution of the compounds with water to the desired active substance concentration. Other constituents of the type typically encountered in deter-gents of the type in question may be added and include, in particular, builders, such as zeolites and layer silicates, corrosion inhibitors, bleaches, bleach activators, optical brighteners, enzymes, redeposition inhibitors, antimicrobi-al agents, water-miscible solvents, abrasives, foam stabil-izers, preservatives, pH regulators, dyes and fragrances and additional surfactants.
Examples Example 1 Surfactant mixtures ~1 to M3 according to the inven-tion characterized by their composition in Table 1 belowand comparison surfactant mixtures Cl to C3 were prepared simply by mixing the components which were present in the form of aqueous solutions.
Surfactant mixtures Ml to M3 according to the inven-tion had pH values (10% by weight aqueous solution) of 9.4to 9.6 and the viscosities shown in Table 2. Mixture C3 was a gel which was solid and viscous both at room tempera-ture and at 1C and of which the viscosity could not be determined.
Samples of mixtures M1 to ~3 according to the inven-tion were stored for 60 days at l-C, lO-C or 40 C without any major change in consistency (precipitation of crystals or appearance of several liquid phases).
~able 1:
Composition of the surfactant mixtures [% by weight]
Ml M2 M3 Cl C2 C3 A 24.0 20.4 23.0 50.0 40.0 21.8 B 3.6 12.0 6.0 - 12.0 -C 16.1 13.1 15.4 - - 14.5 Ether sulfatea) - - - - - 9.1 Water -------- ad 100 a): Sulfated Cl2~l~ alkyl 3x-ethoxylate, Na salt (Texapon-N, a product of Henkel KGaA)A: C12ll~ alkyl glucoside, degree of oligomerization 1.4 L: Disodium salt of sulfo-oleic acid C: Na Cl2/l~ alkyl sulfate ~Texapon- LS, a product of Henkel KGaA) Table 2:
Viscosities (20 C, Hoppler falling ball viscosimeter) Ml ~2 M3 Cl C2 Viscosity (20C) 11,850 410 10,350 28,850 12,170 ~mPa.s]
Optical appearance Clear Clear Clear Clear Clear (room temperature) liquid liquid liquid liquid liquid Optical appearance Clear Clear Clear Solid Solid (+l-C) liquid liquid liquid mass mass Example 2: Detergent performance Solutions containing 0.15 g active substance per liter solution were prepared from mixtures Ml to ~3 and Cl to C3 by dilution with water. Detergent performance was demon-strated by the saucer test described by H.-J. Lehmann in "Fette, Seifen, Anstrichmittel", 74 (1972), 163. Saucers were soiled with beef tallow (2 g/saucer). The water used had a hardness of 3-Gh (30 mg CaO/liter) and 16-Gh (160 mg CaO/liter) and a temperature of 50-C. After storage for 24 hours at room temperature, the soiled saucers were rinsed with a rotating dishwashing brush. In every case, the detergent performance of the compounds according to the invention was at least equal to that of the comparison mixtures.
This invention relates to concentrated surfactant mixtures of alkyl glycosides, sulfoffatty acid salts and alkyl sulfates in the form of stable, free flowing and pumpable liquids and to their use as compounds for the production of liquid detergents.
It has long been known that alkyl glycosides contain-ing long-chain alkyl groups are nonionic surfactants. The expert also knows (as described, for example, in A.M.
Schwartz, J.W. Perry, sur~ace Active Agents, Vol. 1, Interscience Publishers, 1949, page 372) that surfactant mixtures generally show synergistic effects and often have detergent properties better than the sum total of the values of the individual components.
Detergents containing alkyl glycosides in combination with at least one typical anionic surfactant are described in European patent application EP 070 074. Detergents containing alkyl glycosides and anionic surfactants are also known from ~uropean patent application EP 092 877. In addition, liquid detergents containing alkyl glycosides, certain other nonionic surfactants and anionic surfactants are known from European patent application EP 105 556.
Liquid detergents containing alkyl glycosides and typical anionic surfactants are known from International patent application W0 86/02943.
2S In the production of liquid detergents, the individual components are generally used in the form of free-flowinq solutions which each contain one substance or which, as so-called compounds, consist of several substances typically encountered in detergents. The components intended for mixing to the final detergent should have as high an active substance content as possible and, at the same time, should be easy to handle, i.e. they should be free-flowing and readily pumpable and should have high stability in storage.
Alkyl glycosides are normally obtained in the form of highly viscous pastes.
The problem addressed by the present invention was to develop a liquid, free-flowing, pumpable and storable sur-factant mixture from an alkyl glycoside paste.
This problem has been solved by an aqueous mixture of certain quantities of alkyl glycoside, sulfofatty acid sal~
and alkyl sulfate.
The compounds according to the invention are aqueous, neutral or basic mixtures consisting essentially of an alkyl glycoside and two different synthetic anionic surfac-tants, a sulfofatty acid salt and an alkyl sulfate, the alkyl glycoside oorresponding to formula I
R -O (G) n (I) in which R1 is a C~22 alkyl radical, G i9 a glycose unit and n is a number of 1 to 10, the sulfofatty acid salt being a mixture of compounds corresponding to formula II
A B
2S l l CH3-(CH2)1-CH-(CH2)m-CH-(CH2)p-CO2X (II) in which A is an S03X group and B is an OH group or A is an OH group and B is an S03X group, X is an alkali metal or ammonium ion, 1 is a number of greater than 0, m is 0, 1 or 2 and p is a number of greater than O and the sum total of 1, m and p is from 8 to 20, with unsaturated compounds emanating from compounds such as these by formal elimination of 1 mol equivalent of water, and the alkyl sulfate corresponding to formula III
20~6003 R2-0-S03Y (III) in which R2 i5 a C322 alkyl radical and Y i5 an alkali metal or ammonlum ion, the compounds containing 30 to 50% by weight water, 10 to 30% by weight and preferably 17 to 25% by weight alkyl glycoside, 1 to 20% by weight and preferably 3 to 15% by weight sulfofatty acid salt and 10 to 20% by weight and preferably 12 to 18% by weight alkyl sulfate.
The alkyl glycosides suitable for the surfactant mixtures according to the invention and their production are described, for example, in European patent applications EP 92 355, EP 301 298, EP 357 969 and EP 3~2 671 or in US-PS 3,547,828. The glycoside components ((G)~ in formula I) of these alkyl glycosides are oligomers or polymers of naturally occurring aldose or ketose monomers, including in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allose, idose, ribose, arabinose, xylose and lyxose. The oligomers consisting of these glycoside-bonded monomers are characterized not only by the type of sugar present therein, but also by their number, the so-called degree of oligomerization. As an analytically determined guantity, the degree of oligomerization (n in formula I) is generally a broken number and is in the range from 1 to 10 and, in the case of the al~yl glycosides preferably used, is below 1.5 and, more particularly, in the range from 1.2 to 1.4. By virtue of its ready avail-ability, glucose is the preferred monomer unit.
The alkyl moiety (R' in formula I) of the alkyl glycosides present in the surfactant mixtures according to the invention also emanates preferably from readily avail-able derivatives of renewable raw materials, more particu-larly from fatty alcohols, although branched-chain primary alcohol~, particularly so-called oxo alcohols, for example nonyl, undecyl or tridecyl alcohols, may also be used for 20~G003 the production of suitable al~yl glycosldes. Primary alcohols containing linear octyl, decyl, dodecyl, tetra-decyl, hexadecyl or octadecyl groups and mixture thereof are particularly useful. Particularly suitable alkyl glycosides contain a coconut oil fatty alkyl radical, i.e.
mixtures in which essentially Rl = dodecyl and R1 = tetra-decyl.
From their production, the alkyl glycosides may contain small quantitiesj for example 1 to 2%, of unreacted long-chain alcohol which does not adversely affect the properties of the surfactant mixtures produced with them.
The sulfofatty acid salts suitable for incorporation in the compounds according to the invention are neutralized derivatives of fatty acids containing one double bond.
These include in particular the sulfonation products of lauroleic acid, myristoleic acid, palmitoleic acid, oleic acid, gadoleic acid and erucic acid. Sulfofatty acid salts such as these are prepared in known manner (as described, for example, in GB-PS 1,278,421 or European patent applica-tion EP 371 369) by reaction of the unsaturated fatty acids with a sulfonating agent, more particularly sulfur triox-ide, and subsequent neutralization and hydrolysis with typical bases, including in particular aqueous solutions of alkali metal and ammonium hydroxides. The end products formed are mixtures of the fatty acids corresponding to formula II bearing one sulfo group and one hydroxy group with unsaturated fatty acid~ bearing one sulfo group which are formed therefrom by formal elimination of 1 mol equi-valent of water. The compounds according to the invention preferably contain the neutralized sulfonation product of oleic acid.
Alkyl sulfates suitable for use in the surfactant mixtures according to the invention are the sulfation products of the above-mentioned alcohols. The derivatives of C~22 fatty alcohols and, more particularly, Cl2l~ fatty alcohols are also particularly suitable in this case. The alkyl sulfates may be prepared in known manner by reaction of the corresponding alcohol component with a typical sul-fating agent, more particularly sulfur trioxide or chloro-sulfonic acid, and subsequent neutralization, preferablywith alkali bases, ammonium bases or alkyl- or hydroxy-alkyl-substituted ammonium bases.
The surfactant mixtures according to the invention are produced simply by mixing the three individual components which may be present as such or preferably in aqueous solution.
The mixtures according to the invention are distin-guished by their low viscosities, their free flow and pump-ability and their high stability in storage. The viscosity of the compounds is generally in the range from 300 mPa.s to 15,000 mPa.s.
The compounds according to the invention may be used for industrial applications, for example as flotation aids or drilling fluids, either directly or after dilution with water. However, they are preferably used as compounds for the production of liquid detergents, including in particu-lar light-duty detergents, wool detergents and dishwashing detergents and also shampoos. The detergents in guestion may readily be produced by dilution of the compounds with water to the desired active substance concentration. Other constituents of the type typically encountered in deter-gents of the type in question may be added and include, in particular, builders, such as zeolites and layer silicates, corrosion inhibitors, bleaches, bleach activators, optical brighteners, enzymes, redeposition inhibitors, antimicrobi-al agents, water-miscible solvents, abrasives, foam stabil-izers, preservatives, pH regulators, dyes and fragrances and additional surfactants.
Examples Example 1 Surfactant mixtures ~1 to M3 according to the inven-tion characterized by their composition in Table 1 belowand comparison surfactant mixtures Cl to C3 were prepared simply by mixing the components which were present in the form of aqueous solutions.
Surfactant mixtures Ml to M3 according to the inven-tion had pH values (10% by weight aqueous solution) of 9.4to 9.6 and the viscosities shown in Table 2. Mixture C3 was a gel which was solid and viscous both at room tempera-ture and at 1C and of which the viscosity could not be determined.
Samples of mixtures M1 to ~3 according to the inven-tion were stored for 60 days at l-C, lO-C or 40 C without any major change in consistency (precipitation of crystals or appearance of several liquid phases).
~able 1:
Composition of the surfactant mixtures [% by weight]
Ml M2 M3 Cl C2 C3 A 24.0 20.4 23.0 50.0 40.0 21.8 B 3.6 12.0 6.0 - 12.0 -C 16.1 13.1 15.4 - - 14.5 Ether sulfatea) - - - - - 9.1 Water -------- ad 100 a): Sulfated Cl2~l~ alkyl 3x-ethoxylate, Na salt (Texapon-N, a product of Henkel KGaA)A: C12ll~ alkyl glucoside, degree of oligomerization 1.4 L: Disodium salt of sulfo-oleic acid C: Na Cl2/l~ alkyl sulfate ~Texapon- LS, a product of Henkel KGaA) Table 2:
Viscosities (20 C, Hoppler falling ball viscosimeter) Ml ~2 M3 Cl C2 Viscosity (20C) 11,850 410 10,350 28,850 12,170 ~mPa.s]
Optical appearance Clear Clear Clear Clear Clear (room temperature) liquid liquid liquid liquid liquid Optical appearance Clear Clear Clear Solid Solid (+l-C) liquid liquid liquid mass mass Example 2: Detergent performance Solutions containing 0.15 g active substance per liter solution were prepared from mixtures Ml to ~3 and Cl to C3 by dilution with water. Detergent performance was demon-strated by the saucer test described by H.-J. Lehmann in "Fette, Seifen, Anstrichmittel", 74 (1972), 163. Saucers were soiled with beef tallow (2 g/saucer). The water used had a hardness of 3-Gh (30 mg CaO/liter) and 16-Gh (160 mg CaO/liter) and a temperature of 50-C. After storage for 24 hours at room temperature, the soiled saucers were rinsed with a rotating dishwashing brush. In every case, the detergent performance of the compounds according to the invention was at least equal to that of the comparison mixtures.
Claims (8)
1. An aqueous, free-flowing and pumpable surfactant mixture containing an alkyl glycoside and two different synthetic anionic surfactants, characterized in that it consists essentially of 30 to 50% by weight water, 10 to 30% by weight of an alkyl glycoside corresponding to formula I
R1-O(G)n (I) in which R1 is a C8-22 alkyl radical, G is a glycose unit and n is a number of 1 to 10, 1 to 20% by weight of a sulfofatty acid salt which is a mixture of compounds corresponding to formula II
CH3-(CH2)1-?-(CH2)m-?-(CH2)p-CO2X (II) in which A is an SO3X group and B is an OH group or A is an OH group and B is an SO3X group, X is an alkali metal or ammonium ion, 1 is a number of greater than 0, m is 0, 1 or 2 and p is a number of greater than 0 and the sum total of 1, m and p is from 8 to 20, with unsaturated compounds emanating from compounds such as these by formal elimination of 1 mol equivalent of water, and 10 to 20% by weight of an alkyl sulfate corresponding to formula III
R2-O-SO3Y (III) in which R2 is a C8-22 alkyl radical and Y is an alkali metal or ammonium ion.
R1-O(G)n (I) in which R1 is a C8-22 alkyl radical, G is a glycose unit and n is a number of 1 to 10, 1 to 20% by weight of a sulfofatty acid salt which is a mixture of compounds corresponding to formula II
CH3-(CH2)1-?-(CH2)m-?-(CH2)p-CO2X (II) in which A is an SO3X group and B is an OH group or A is an OH group and B is an SO3X group, X is an alkali metal or ammonium ion, 1 is a number of greater than 0, m is 0, 1 or 2 and p is a number of greater than 0 and the sum total of 1, m and p is from 8 to 20, with unsaturated compounds emanating from compounds such as these by formal elimination of 1 mol equivalent of water, and 10 to 20% by weight of an alkyl sulfate corresponding to formula III
R2-O-SO3Y (III) in which R2 is a C8-22 alkyl radical and Y is an alkali metal or ammonium ion.
2. A surfactant mixture as claimed in claim 1, charac-terized in that it contains 17 to 25% by weight alkyl glycoside, 3 to 15% by weight sulfofatty acid salt and 12 to 18% by weight alkyl sulfate.
3. A surfactant mixture as claimed in claim 1 or 2, characterized in that the alkyl glycoside corresponding to formula (I) has a degree of oligomerization n below 1.5 and preferably from 1.2 to 1.4.
4. A surfactant mixture as claimed in any of claims 1 to 3, characterized in that the alkyl glycoside of formula (I) is an alkyl glucoside.
5. A surfactant mixture as claimed in any of claims 1 to 4, characterized in that the sulfofatty acid salt is the neutralized sulfonation product of lauroleic acid, myris-toleic acid, palmitoleic acid, oleic acid, gadoleic acid or erucic acid.
6. A surfactant mixture as claimed in any of claims 1 to 4, characterized in that the sulfofatty acid salt is the neutralized sulfonation product of oleic acid.
7. A surfactant mixture as claimed in any of claims 1 to 6, characterized in that the alkyl sulfate of formula (III) contains an alkyl radical R2 with 12 to 16 carbon atoms.
8. The use of the surfactant mixture claimed in any of claims 1 to 7 as a storable, free-flowing and pumpable compound for the production of detergents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4019790.5 | 1990-06-21 | ||
| DE4019790A DE4019790A1 (en) | 1990-06-21 | 1990-06-21 | LIQUID ALKYL GLYCOSIDE-CONTAINING SURFACTANT |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2086003A1 true CA2086003A1 (en) | 1991-12-22 |
Family
ID=6408808
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002086003A Abandoned CA2086003A1 (en) | 1990-06-21 | 1991-06-13 | Liquid, pourable and pumpable tenside concrete |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0535061A1 (en) |
| JP (1) | JPH05507951A (en) |
| KR (1) | KR930701580A (en) |
| CN (1) | CN1057406A (en) |
| CA (1) | CA2086003A1 (en) |
| DE (1) | DE4019790A1 (en) |
| WO (1) | WO1991019777A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104087990A (en) * | 2014-06-17 | 2014-10-08 | 宁国新博能电子有限公司 | Chemical treatment liquid used for nickel plating of copper wire |
| US12096768B2 (en) | 2019-08-07 | 2024-09-24 | Ecolab Usa Inc. | Polymeric and solid-supported chelators for stabilization of peracid-containing compositions |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4304550A1 (en) * | 1993-02-10 | 1994-08-11 | A U F Analytik Umwelttechnik F | Interfaces chemically active compounds from microbial biomass |
| SE502525C2 (en) * | 1993-03-23 | 1995-11-06 | Berol Nobel Ab | Use of alkyl glycoside as surfactant in cleaning hard surfaces and composition for this purpose |
| DE4334689A1 (en) * | 1993-10-05 | 1995-04-06 | Max Olschewski | Interface chemically active compounds from renewable raw materials |
| DE19848549A1 (en) * | 1998-10-21 | 2000-04-27 | Cognis Deutschland Gmbh | Nonionic surfactant mixture useful for making laundry detergent, e.g. liquid detergent, consists of tetradecyl- and hexadecyl-oligoglucosides with specified ratio and low average degree of polymerization |
| US8809392B2 (en) | 2008-03-28 | 2014-08-19 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| AU2009230713C1 (en) * | 2008-03-28 | 2018-08-02 | Ecolab Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| 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 |
| US9926214B2 (en) | 2012-03-30 | 2018-03-27 | Ecolab Usa Inc. | Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water |
| 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 |
| CN105062705A (en) * | 2015-08-14 | 2015-11-18 | 浙江赞宇科技股份有限公司 | Anhydrous ethoxylated alkyl sulfate concentrate as well as preparation method and device thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3706015A1 (en) * | 1987-02-25 | 1988-11-17 | Henkel Kgaa | LIQUID DETERGENT |
| DE3822997A1 (en) * | 1988-07-07 | 1990-01-18 | Henkel Kgaa | DETERGENT MIXTURE FROM NON-IONIC AND ANIONIC SURFACES AND THEIR USE |
| DE3827778A1 (en) * | 1988-08-16 | 1990-02-22 | Henkel Kgaa | PASTE-SHAPED DETERGENT AND CLEANING AGENT AND METHOD FOR PRODUCING THE SAME |
-
1990
- 1990-06-21 DE DE4019790A patent/DE4019790A1/en not_active Withdrawn
-
1991
- 1991-06-13 CA CA002086003A patent/CA2086003A1/en not_active Abandoned
- 1991-06-13 EP EP91911245A patent/EP0535061A1/en not_active Withdrawn
- 1991-06-13 KR KR1019920703295A patent/KR930701580A/en not_active Withdrawn
- 1991-06-13 WO PCT/EP1991/001104 patent/WO1991019777A1/en not_active Application Discontinuation
- 1991-06-13 JP JP91510333A patent/JPH05507951A/en active Pending
- 1991-06-20 CN CN91104171A patent/CN1057406A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104087990A (en) * | 2014-06-17 | 2014-10-08 | 宁国新博能电子有限公司 | Chemical treatment liquid used for nickel plating of copper wire |
| US12096768B2 (en) | 2019-08-07 | 2024-09-24 | Ecolab Usa Inc. | Polymeric and solid-supported chelators for stabilization of peracid-containing compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| KR930701580A (en) | 1993-06-12 |
| DE4019790A1 (en) | 1992-01-02 |
| WO1991019777A1 (en) | 1991-12-26 |
| EP0535061A1 (en) | 1993-04-07 |
| JPH05507951A (en) | 1993-11-11 |
| CN1057406A (en) | 1992-01-01 |
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| JPH0311810B2 (en) |
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| Date | Code | Title | Description |
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