DE19741911C1 - Fatty acid polyglycol ester sulphate as foam booster for surfactants - Google Patents
Fatty acid polyglycol ester sulphate as foam booster for surfactantsInfo
- Publication number
- DE19741911C1 DE19741911C1 DE19741911A DE19741911A DE19741911C1 DE 19741911 C1 DE19741911 C1 DE 19741911C1 DE 19741911 A DE19741911 A DE 19741911A DE 19741911 A DE19741911 A DE 19741911A DE 19741911 C1 DE19741911 C1 DE 19741911C1
- Authority
- DE
- Germany
- Prior art keywords
- fatty acid
- ether
- sulfates
- alkyl
- surfactants
- 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.)
- Expired - Fee Related
Links
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 48
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 48
- 239000000194 fatty acid Substances 0.000 title claims abstract description 48
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 43
- 239000006260 foam Substances 0.000 title claims abstract description 30
- 229920001522 polyglycol ester Polymers 0.000 title claims abstract description 23
- 239000004094 surface-active agent Substances 0.000 title claims description 24
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 title abstract 2
- 229910021653 sulphate ion Inorganic materials 0.000 title abstract 2
- -1 oxypropylene group Chemical group 0.000 claims abstract description 31
- 239000003599 detergent Substances 0.000 claims abstract description 13
- 238000005187 foaming Methods 0.000 claims abstract description 10
- 239000002280 amphoteric surfactant Substances 0.000 claims abstract description 7
- 125000000129 anionic group Chemical group 0.000 claims abstract description 7
- 125000002091 cationic group Chemical group 0.000 claims abstract description 7
- 239000002888 zwitterionic surfactant Substances 0.000 claims abstract description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 5
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 5
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 5
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 4
- 239000003513 alkali Substances 0.000 claims abstract description 3
- 125000005210 alkyl ammonium group Chemical group 0.000 claims abstract description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 25
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 17
- 229920000151 polyglycol Polymers 0.000 claims description 9
- 239000010695 polyglycol Substances 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 150000002170 ethers Chemical class 0.000 claims description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000000344 soap Substances 0.000 claims description 4
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 2
- RRBZUCWNYQUCTR-UHFFFAOYSA-N 2-(aminoazaniumyl)acetate Chemical class NNCC(O)=O RRBZUCWNYQUCTR-UHFFFAOYSA-N 0.000 claims description 2
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical class CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- 229920000136 polysorbate Polymers 0.000 claims description 2
- 229940068965 polysorbates Drugs 0.000 claims description 2
- 239000003531 protein hydrolysate Substances 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 125000005207 tetraalkylammonium group Chemical group 0.000 claims description 2
- 150000003626 triacylglycerols Chemical class 0.000 claims description 2
- BCFOOQRXUXKJCL-UHFFFAOYSA-N 4-amino-4-oxo-2-sulfobutanoic acid Chemical class NC(=O)CC(C(O)=O)S(O)(=O)=O BCFOOQRXUXKJCL-UHFFFAOYSA-N 0.000 claims 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims 1
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000002563 ionic surfactant Substances 0.000 claims 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims 1
- APVPOHHVBBYQAV-UHFFFAOYSA-N n-(4-aminophenyl)sulfonyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 150000003568 thioethers Chemical class 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 abstract description 2
- 125000006353 oxyethylene group Chemical group 0.000 abstract 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 12
- 239000005639 Lauric acid Substances 0.000 description 6
- 235000013162 Cocos nucifera Nutrition 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 230000001180 sulfating effect Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- SIOLDWZBFABPJU-UHFFFAOYSA-N isotridecanoic acid Chemical compound CC(C)CCCCCCCCCC(O)=O SIOLDWZBFABPJU-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000004005 nitrosamines Chemical class 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 210000002374 sebum Anatomy 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- CUXYLFPMQMFGPL-WPOADVJFSA-N (9Z,11E,13E)-octadeca-9,11,13-trienoic acid Chemical compound CCCC\C=C\C=C\C=C/CCCCCCCC(O)=O CUXYLFPMQMFGPL-WPOADVJFSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-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
- GHPCICSQWQDZLM-UHFFFAOYSA-N 1-(4-chlorophenyl)sulfonyl-1-methyl-3-propylurea Chemical compound CCCNC(=O)N(C)S(=O)(=O)C1=CC=C(Cl)C=C1 GHPCICSQWQDZLM-UHFFFAOYSA-N 0.000 description 1
- OXEDXHIBHVMDST-UHFFFAOYSA-N 12Z-octadecenoic acid Natural products CCCCCC=CCCCCCCCCCCC(O)=O OXEDXHIBHVMDST-UHFFFAOYSA-N 0.000 description 1
- VKELSQNRSVJHGR-UHFFFAOYSA-N 4-oxo-4-sulfooxybutanoic acid Chemical class OC(=O)CCC(=O)OS(O)(=O)=O VKELSQNRSVJHGR-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- CNVZJPUDSLNTQU-UHFFFAOYSA-N Petroselaidic acid Natural products CCCCCCCCCCCC=CCCCCC(O)=O CNVZJPUDSLNTQU-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- LQJBNNIYVWPHFW-QXMHVHEDSA-N gadoleic acid Chemical compound CCCCCCCCCC\C=C/CCCCCCCC(O)=O LQJBNNIYVWPHFW-QXMHVHEDSA-N 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229940031674 laureth-7 Drugs 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- AQWHMKSIVLSRNY-UHFFFAOYSA-N trans-Octadec-5-ensaeure Natural products CCCCCCCCCCCCC=CCCCC(O)=O AQWHMKSIVLSRNY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2669—Non-metals or compounds thereof
- C08G65/2672—Nitrogen or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2615—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen the other compounds containing carboxylic acid, ester or anhydride groups
-
- 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
- C11D1/02—Anionic compounds
- C11D1/37—Mixtures of compounds all of which are anionic
-
- 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
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic 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
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- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
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- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
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- C11D1/02—Anionic compounds
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- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
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Abstract
Description
Die Erfindung betrifft stark schäumende Detergensgemische mit einem Gehalt an niedrigalkoxylierten Fettsäurepolyglycolestersulfaten sowie die Verwendung dieser Stoffe als Schaumbooster für Tensid mischungen.The invention relates to strongly foaming detergent mixtures containing low alkoxylated Fatty acid polyglycol ester sulfates and the use of these substances as foam boosters for surfactants blends.
In einer Vielzahl von Tensidanwendungen wird vom Verbraucher ein ausgeprägtes Schaumvermögen gewünscht. Ein Haarwaschmittel beispielsweise, das beim Shampoonieren eine nicht ausreichende Menge möglichst cremigen und beständigen Schaums produziert, hat kaum Aussicht im Markt zu be stehen; gleiches gilt für manuelle Geschirrspülmittel, auch wenn ein direkter Zusammenhang zwischen Schaumvermögen und Reinigungsleistung in vielen Fällen gar nicht nachweisbar ist. Ein Hersteller der artiger Produkte wird zwar in erster Linie bemüht sein, Formulierungen zu entwickeln, die den anwen dungstechnischen Anforderungen beispielsweise an Reinigungsleistung und Hautverträglichkeit ent sprechen, nichtsdestotrotz muß er aber auch den Schaumeigenschaften Rechnung tragen. Nun zeich nen sich nicht alle Tensidmischungen, die aus anwendungstechnischer Sicht zufriedenstellend und auch unter ökonomischer Betrachtung vertretbar sind, durch zufriedenstellendes Schaumvermögen aus. In dem einen Fall ist der Basisschaum zwar hoch, zerfällt jedoch rasch, im anderen Fall ist es genau umgekehrt, d. h. das Anschäumverhalten ist zwar eher durchschnittlich, der Schaum bleibt je doch lange Zeit stabil. Wenn diese Eigenschaften sich dann doch einmal vorteilhaft miteinander ver binden lassen, stellt man fest, daß die Mischungen entweder keine Wasserhärte oder Ölbelastung ver tragen. Demzufolge ist die Zahl der Tensidkombinationen, die dieses komplexe Anforderungsprofil er füllen, eher gering, weswegen im Markt stets die gleichen Formulierungen gefunden werden. Eine Mög lichkeit dieses Problem zu umgehen, besteht darin, Tensidformulierungen mit Additiven zu versehen, sogenannten Schaumboostern, die die Schaumeigenschaften der Mischungen günstig beeinflussen. Eine typische Gruppe von Verbindungen, die hierzu herangezogen werden können, sind die Fett säurealkanolamide, die jedoch den Nachteil aufweisen, daß sie selbst keine Tensideigenschaften aufweisen, also beispielsweise keinen Beitrag zum Reinigungsvermögen liefern, und zudem noch im Verdacht stehen, Spuren an Nitrosaminen enthalten zu können, was für Anwendungen, bei denen die Zubereitungen mit der menschlichen Haut in Kontakt kommen, absolut unerwünscht ist.In a variety of surfactant applications, the consumer has a pronounced foaming power wanted. For example, a shampoo that is not sufficient when shampooing Producing as much creamy and stable foam as possible has little prospect in the market stand; The same applies to manual dishwashing detergents, even if there is a direct connection between Foaming capacity and cleaning performance is in many cases not detectable. A manufacturer of the like products will primarily endeavor to develop formulations that the user technical requirements for cleaning performance and skin compatibility speak, but nevertheless he must also take the foam properties into account. Now draw not all surfactant mixtures that are satisfactory from an application point of view are also acceptable from an economic point of view, due to satisfactory foaming power out. In one case, the base foam is high, but disintegrates quickly, in the other it is exactly the opposite, d. H. the foaming behavior is rather average, the foam remains but stable for a long time. If these properties are mutually beneficial can bind, it is found that the mixtures either no water hardness or oil pollution ver carry. Accordingly, the number of surfactant combinations that meet this complex profile of requirements fill, rather low, which is why the same formulations are always found in the market. A possibility to avoid this problem is to add additives to surfactant formulations, So-called foam boosters, which have a favorable influence on the foam properties of the mixtures. A typical group of compounds that can be used for this are the fats Acid alkanolamides, which, however, have the disadvantage that they themselves have no surfactant properties have, so for example make no contribution to the cleaning ability, and also in Are suspected of being able to contain traces of nitrosamines, which is for applications in which the Preparations come into contact with human skin, which is absolutely undesirable.
In diesem Zusammenhang sei auf die Patentschrift US 4,412,944 (Alcolac) verwiesen, aus der stark schäumende Reinigungsmittel bekannt sind, die neben anderen Tensiden Fettsäurepolyglycolester sulfate mit 6 bis 100 Alkylenoxideinheiten enthalten. Gegenstand der GB-PS 1498692 (Ciba-Geigy) sind Detegensgemische mit einem Gehalt an sulfatierten Ölsäureethoxylaten.In this connection, reference is made to US Pat. No. 4,412,944 (Alcolac), from which stark foaming cleaning agents are known which, in addition to other surfactants, include fatty acid polyglycol esters contain sulfates with 6 to 100 alkylene oxide units. Subject of GB-PS 1498692 (Ciba-Geigy) are detergent mixtures containing sulfated oleic acid ethoxylates.
Die komplexe Aufgabe der Erfindung hat somit darin bestanden, oberflächenaktive Zubereitungen zur Verfügung zu stellen, die frei von den oben geschilderten Nachteilen sind. Speziell galt es Schaum booster zu finden, die sowohl den Basisschaum als auch die Schaumbeständigkeit einer möglichst großen Zahl von Tensiden verbessern, und dies auch in Gegenwart von Wasserhärte und Ölbelastung.The complex object of the invention was therefore to prepare surface-active preparations To be available that are free from the disadvantages described above. Foam was especially important to find boosters that have both the base foam and the foam resistance of one Improve large number of surfactants, even in the presence of water hardness and oil pollution.
Gegenstand der Erfindung sind stark schäumende Detergensgemische, enthaltend
The invention relates to strongly foaming detergent mixtures containing
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a) Fettsäurepolyglycolestersulfate der Formel (I),
R1COO(AO)XSO3X (I)
in der R1CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, x für Zahlen von durchschnittlich 1 bis 3 und AO für einen CH2CH2O-, CH2CH(CH3)O- und/oder CH(CH3)CH2O-Rest und X für ein Alkali- und/oder Erdalkalimetall, Am monium, Alkylammonium, Alkanolammonium oder Glucammonium steht, unda) fatty acid polyglycol ester sulfates of the formula (I),
R 1 COO (AO) X SO 3 X (I)
in the R 1 CO for a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, x for numbers from 1 to 3 on average and AO for a CH 2 CH 2 O-, CH 2 CH (CH 3 ) O- and / or CH (CH 3 ) CH 2 O radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, and - b) weitere anionische, nichtionische, kationische, amphotere und/oder zwitterionische Tenside,b) further anionic, nonionic, cationic, amphoteric and / or zwitterionic surfactants,
mit der Maßgabe, daß das Gewichtsverhältnis der Komponenten (a) und (b) 90 : 10 bis 10 : 90 beträgt.with the proviso that the weight ratio of components (a) and (b) is 90:10 to 10:90.
Überraschenderweise wurde gefunden, daß niedrigalkoxylierte Fettsäurepolyglycolestersulfate, die selbst über keine ausgeprägten Schaumeigenschaften verfügen, Schaumbooster darstellen, also so wohl den Basisschaum als auch die Schaumstabilität anderer Tenside in synergistischer Weise verbes sern. Die Erfindung schließt die Erkenntnis mit ein, daß diese synergistischen Effekte auch in hartem Wasser und in Gegenwart von Ölbelastung (Sebum) erhalten werden und für ein breites Spektrum von Tensiden gelten. Ein weiterer Vorteil der Erfindung besteht darin, daß die Fettsäurepolyglycolester solu bilisierende Eigenschaften besitzen und so die Formulierung von ansonsten in kaltem Wasser eher schwerlöslichen Tensiden verbessern. Zudem besitzen die Schaumbooster hinreichende Detergens eigenschaften, so daß sie im Gegensatz beispielsweise zu Alkanolamiden einen Beitrag zum Reini gungsvermögen liefern. Schließlich sind die Stoffe aus hautkosmetischer Sicht unbedenklich, biologisch leicht abbaubar und natürlich frei von Nitrosaminen.Surprisingly, it was found that low alkoxylated fatty acid polyglycol ester sulfates, the themselves have no pronounced foam properties, are foam boosters, so like this probably the base foam as well as the foam stability of other surfactants in a synergistic way ser. The invention includes the knowledge that these synergistic effects also in hard Water and in the presence of oil pollution (sebum) can be obtained and for a wide range of Surfactants apply. Another advantage of the invention is that the fatty acid polyglycol ester solu possess bilizing properties and thus the formulation of otherwise in cold water improve poorly soluble surfactants. The foam boosters also have sufficient detergent properties, so that, in contrast to, for example, alkanolamides, they contribute to the cleaning deliver ability. After all, the substances are harmless from the skin cosmetic point of view, organic easily degradable and of course free of nitrosamines.
Fettsäurepolyglycolestersulfate werden durch Sulfatierung der entsprechenden Fettsäurepolyglycol ester hergestellt. Diese wiederum sind nach den einschlägigen präparativen Verfahren der organischen Chemie erhältlich. Hierzu wird Ethylenoxid, Propylenoxid oder deren Gemisch - in random- oder Block verteilung - an die entsprechenden Fettsäuren angelagert, wobei diese Reaktion säurekatalysiert, vor zugsweise aber in Gegenwart von Basen, wie z. B. Natriummethylat oder calciniertem Hydrotalcit er folgt. Wird ein Alkoxylierungsgrad von 1 gewünscht, können die Zwischenprodukte auch durch Vereste rung der Fettsäuren mit einem entsprechenden Alkylenglycol hergestellt werden. Die Sulfatierung der Fettsäurepolyglycolester kann in an sich bekannter Weise mit Chlorsulfonsäure oder vorzugsweise gasförmigem Schwefeltrioxid durchgeführt werden, wobei das molare Einsatzverhältnis zwischen Fett säurepolyglycolester und Sulfatierungsmittel im Bereich von 1 : 0,95 bis 1 : 1,2, vorzugsweise 1 : 1 bis 1 : 1,1 und die Reaktionstemperatur 30 bis 80 und vorzugsweise 50 bis 60°C betragen kann. Es ist ferner möglich, die Fettsäurepolyglycolester zu untersulfatieren, d. h. deutlich weniger Sulfatierungs mittel einzusetzen, als dies für eine vollständige Umsetzung stöchiometrisch erforderlich wäre. Wählt man beispielsweise molare Einsatzmengen von Fettsäurepolyglycolester zu Sulfatierungsmittel von 1 : 0,5 bis 1 : 0,95 werden Mischungen von Fettsäurepolyglycolestersulfaten und Fettsäurepolyglycol estern erhalten, die für eine ganze Reihe von Anwendungen ebenfalls vorteilhaft sind. Um eine Hydrolyse zu vermeiden ist es dabei sehr wichtig, die Neutralisation bei einem pH-Wert im Bereich von 5 bis 9, vorzugsweise 7 bis 8 durchzuführen. Typische Beispiele für geeignete Ausgangsstoffe sind die Anlagerungsprodukte von 1 bis 3 Mol Ethylenoxid und/oder Propylenoxid, vorzugsweise aber die Addukte mit 1 Mol Ethylenoxid oder 1 Mol Propylenoxid an Capronsäure, Caprylsäure, 2-Ethyl hexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeo stearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, die dann wie oben beschrieben sulfatiert und neutralisiert werden. Vorzugsweise werden Fettsäurepolyglycolestersulfate der Formel (I) eingesetzt, in der R1CO für einen Acylrest mit 12 bis 18 Kohlenstoffatomen, x für durchschnittlich 1 oder 2, AO für eine CH2CH2O-Gruppe und X für Natrium oder Ammonium steht, wie beispielsweise Laurinsäure+1EO-sulfat-Natriumsalz, Laurinsäure+1EO- sulfat-Ammoniumsalz, Kokos-fettsäure+1EO-sulfat-Natriumsalz, Kokosfettsäure+1EO-sulfat-Ammo niumsalz, Talgfettsäure+1EO-sulfat-Natriumsalz, Talgfettsäure+1EO-sulfat-Ammoniumsalz sowie de ren Mischungen. Fatty acid polyglycol ester sulfates are produced by sulfating the corresponding fatty acid polyglycol esters. These in turn can be obtained using the relevant preparative processes in organic chemistry. For this purpose, ethylene oxide, propylene oxide or a mixture thereof - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases such as, for. B. sodium methylate or calcined hydrotalcite it follows. If a degree of alkoxylation of 1 is desired, the intermediates can also be prepared by esterifying the fatty acids with an appropriate alkylene glycol. The sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se using chlorosulfonic acid or preferably gaseous sulfur trioxide, the molar ratio between fatty acid polyglycol ester and sulfating agent being in the range from 1: 0.95 to 1: 1.2, preferably 1: 1 to 1: 1.1 and the reaction temperature can be 30 to 80 and preferably 50 to 60 ° C. It is also possible to undersulfate the fatty acid polyglycol esters, ie to use significantly less sulfating agents than would be required stoichiometrically for a complete reaction. For example, if one chooses molar amounts of fatty acid polyglycol ester to sulfating agent from 1: 0.5 to 1: 0.95, mixtures of fatty acid polyglycol ester sulfates and fatty acid polyglycol esters are obtained, which are also advantageous for a whole range of applications. In order to avoid hydrolysis, it is very important to carry out the neutralization at a pH in the range from 5 to 9, preferably 7 to 8. Typical examples of suitable starting materials are the addition products of 1 to 3 moles of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mole of ethylene oxide or 1 mole of propylene oxide with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid , Palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are then sulfated and neutralized as described above. Fatty acid polyglycol ester sulfates of the formula (I) are preferably used in which R 1 CO stands for an acyl radical having 12 to 18 carbon atoms, x for an average of 1 or 2, AO for a CH 2 CH 2 O group and X for sodium or ammonium, such as for example lauric acid + 1EO sulfate sodium salt, lauric acid + 1EO sulfate ammonium salt, coconut fatty acid + 1EO sulfate sodium salt, coconut fatty acid + 1EO sulfate ammonium salt, tallow fatty acid + 1EO sulfate sodium salt, tallow fatty acid + 1EO sulfate Ammonium salt and their mixtures.
Als oberflächenaktive Stoffe können nichtionische, anionische, kationische und/oder amphotere bzw. amphotere Tenside enthalten sein. Typische Beispiele für anionische Tenside sind Seifen, Alkylben zolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Glycerinethersulfonate, α-Methyl estersulfonate, Sulfofettsäuren, Alkylsulfate, Fettalkoholethersulfate, Glycerinethersulfate, Hydroxy mischethersulfate, Monoglycerid(ether)sulfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfo succinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren und deren Salze, Amidethercarbonsäuren und deren Salzen, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, N-Acylaminosäuren wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acylaspartate, Alkyloligoglucosidsulfate, Proteinfettsäurekondensate (insbesondere pflanzliche Pro dukte auf Weizenbasis) und Alkyl(ether)phosphate. Sofern die anionischen Tenside Polyglycolether ketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologen verteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsäurepolyglycolester, Fettsäureamidpolyglycolether, Fettaminpolygly colether, alkoxylierte Triglyceride, Mischether bzw. Mischformale, gegebenenfalls partiell oxidierte Alk(en)yloligoglykoside bzw. Glucoronsäurederivate, Fettsäure-N-alkylglucamide, Proteinhydrolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäureester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für kationische Tenside sind quartäre Tetraalkylammoniumverbindungen und Esterquats, insbesondere quaternierte Difettsäuretrialkanolamin- oder Difettsäuremethyldiethanolamin estersalze. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkyl amidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Bei den ge nannten Tensiden handelt es sich ausschließlich um bekannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf einschlägige Übersichtsarbeiten beispielsweise J. Falbe (ed.), "Sur factants in Consumer Products", Springer Verlag, Berlin, 1987, S. 54-124 oder J. Falbe (ed.), "Katalysatoren, Tenside und Mineralöladditive", Thieme Verlag, Stuttgart, 1978, S. 123-217 ver wiesen. Die Detergensmischungen können die Komponenten (a) und (b) vorzugsweise im Gewichtsverhältnis 75 : 25 bis 25 : 75 und insbesondere im Verhältnis 60 : 40 bis 40 : 60 enthalten. Bevorzugte binäre bzw. ternäre Kombinationen sind die von Laurinsäure- bzw. Kokosfettsäure+1EO- sulfat-Natrium- bzw. -Ammoniumsalz mit Alkylethersulfaten, Fettsäuremonoglyceridsulfaten, Alkyloligo glucosiden und/oder Betainen. Nonionic, anionic, cationic and / or amphoteric or amphoteric surfactants may be included. Typical examples of anionic surfactants are soaps, alkylbenes benzenesulfonates, alkanesulfonates, olefinsulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl estersulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfo succinates, mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, amide ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, Fatty acid taurides, N-acylamino acids such as acyl lactylates, acyl tartrates, acyl glutamates and Acyl aspartates, alkyl oligoglucoside sulfates, protein fatty acid condensates (especially vegetable pro wheat-based products) and alkyl (ether) phosphates. If the anionic surfactants polyglycol ether chains contain, these can be a conventional, but preferably a narrowed homolog have distribution. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, Alkylphenol polyglycol ether, fatty acid polyglycol ester, fatty acid amide polyglycol ether, fatty amine polygly colethers, alkoxylated triglycerides, mixed ethers or mixed formals, optionally partially oxidized Alk (en) yl oligoglycosides or glucoronic acid derivatives, fatty acid N-alkyl glucamides, protein hydrolyzates (especially vegetable products based on wheat), polyol fatty acid esters, sugar esters, sorbitan esters, Polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, these have a conventional, but preferably a narrowed homolog distribution. Typical examples of cationic surfactants are quaternary tetraalkylammonium compounds and Ester quats, especially quaternized difatty acid trialkanolamine or difatty acid methyl diethanolamine ester salts. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. With the ge named surfactants are only known compounds. Regarding structure and The production of these substances is based on relevant reviews, for example J. Falbe (ed.), "Sur factants in Consumer Products ", Springer Verlag, Berlin, 1987, pp. 54-124 or J. Falbe (ed.), "Catalysts, surfactants and mineral oil additives", Thieme Verlag, Stuttgart, 1978, pp. 123-217 ver grasslands. The components (a) and (b) can preferably be used in the detergent mixtures Weight ratio 75:25 to 25:75 and in particular in a ratio of 60:40 to 40:60. Preferred binary or ternary combinations are those of lauric acid or coconut fatty acid + 1EO- sulfate sodium or ammonium salt with alkyl ether sulfates, fatty acid monoglyceride sulfates, alkyl oligo glucosides and / or betaines.
Die Fettsäurepolyglycolestersulfate der Formel (I) verbessern das Anschäumverhalten und die Schaumbeständigkeit einer großen Zahl von Tensiden auch dann noch in synergistischer Weise, wenn Wasserhärte und Ölbelastung zugegen sind. Ein weiterer Gegenstand der Erfindung betrifft daher ihre Verwendung als Schaumbooster zur Verbesserung der Schaumeigenschaften anionischer, nichtioni scher, kationischer und/oder amphoterer bzw. zwitterionischer Tenside.The fatty acid polyglycol ester sulfates of the formula (I) improve the foaming behavior and Foam resistance of a large number of surfactants even in a synergistic manner if Water hardness and oil pollution are present. Another object of the invention therefore relates to their Use as a foam booster to improve the foam properties of anionic, non-ionic shear, cationic and / or amphoteric or zwitterionic surfactants.
Zur Untersuchung des Schaumverhaltens wurden 10 Gew.-%ige wäßrige Tensidlösungen (21°dH, + 1
Gew.-% Sebum) hergestellt und das Schaumvolumen gemäß DIN-Norm 53 902, Teil 1 bestimmt. Bei
dieser Methode wird der Schaum durch 30 Sekunden langes Schlagen der flüssigen Probe in einem
Standzylinder mit einer an einem Stiel befestigten, waagerecht ausgerichteten gelochten Platte er
zeugt. Das entstandene Schaumvolumen wird unmittelbar nach dem Beendigen des Schlagens, sowie
nach 1, 5 und 20 min gemessen. Die Ergebnisse sind in den Tabellen 1 bis 3 zusammengefaßt.
Folgende Tenside wurden eingesetzt (Mengenangaben als Gew.-%).
To investigate the foam behavior, 10% by weight aqueous surfactant solutions (21 ° dH, + 1% by weight sebum) were prepared and the foam volume was determined in accordance with DIN standard 53 902, part 1. In this method, the foam is generated by beating the liquid sample in a standing cylinder for 30 seconds with a horizontally aligned perforated plate attached to a handle. The resulting foam volume is measured immediately after stopping, as well as after 1, 5 and 20 minutes. The results are summarized in Tables 1 to 3. The following surfactants were used (quantitative data as% by weight).
- 1. Sodium Laureth Sulfate (Texapon® NSO, Henkel KGaA)1. Sodium Laureth Sulfate (Texapon® NSO, Henkel KGaA)
- 2. Cocosmonoglyceridsulfat-Natriumsalz (Plantapon® CMGS, Henkel KGaA)2. Coconut monoglyceride sulfate sodium salt (Plantapon® CMGS, Henkel KGaA)
- 3. Laureth-7 Ethercarbonsäure-Natriumsalz3. Laureth-7 ether carboxylic acid sodium salt
- 4. Coco Glucosides (Plantacare® APG 1200, Henkel KGaA)4. Coco Glucosides (Plantacare® APG 1200, Henkel KGaA)
- 5. Laurinsäure-N-methylglucamid5. Lauric acid N-methylglucamide
- 6. Cocamidopropyl Betaine (Dehyton® PK, Henkel KGaA)6. Cocamidopropyl betaine (Dehyton® PK, Henkel KGaA)
- 7. Laurinsäure+1EO-sulfat-Natriumsalz7. Lauric acid + 1EO sulfate sodium salt
- 8. Kokosfettsäure+1EO-sulfat-Ammoniumsalz8. Coconut fatty acid + 1EO sulfate ammonium salt
Claims (7)
- a) Fettsäurepolyglycolestersulfate der Formel (I),
R1COO(AO)XSO3X (1)
in der R1CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, x für Zahlen von durchschnittlich 1 bis 3 und AO für einen CH2CH2O-, CH2CH(CH3)O- und/oder CH(CH3)CH2O-Rest und X für ein Alkali- und/oder Erd alkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht, und - b) weitere anionische, nichtionische, kationische, amphotere und/oder zwitterionische Tenside,
- a) fatty acid polyglycol ester sulfates of the formula (I),
R 1 COO (AO) X SO 3 X (1)
in the R 1 CO for a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, x for numbers from 1 to 3 on average and AO for a CH 2 CH 2 O-, CH 2 CH (CH 3 ) O- and / or CH (CH 3 ) CH 2 O radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, and - b) further anionic, nonionic, cationic, amphoteric and / or zwitterionic surfactants,
Priority Applications (38)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19741911A DE19741911C1 (en) | 1997-09-25 | 1997-09-25 | Fatty acid polyglycol ester sulphate as foam booster for surfactants |
| EP98945252A EP1007619A1 (en) | 1997-08-25 | 1998-08-17 | Hard soap containing fatty acid polyglycol ester sulphates |
| EP98945253A EP1007614A1 (en) | 1997-08-25 | 1998-08-17 | Heavily foaming detergent mixtures containing fatty acid polyglycol ester sulphates |
| US09/486,401 US6498268B1 (en) | 1997-08-25 | 1998-08-17 | Method for producing alkylene glycol esters with limited homologue distribution |
| EP98948836A EP1007620A1 (en) | 1997-08-25 | 1998-08-17 | Syndet soaps containing fatty acid polyglycol ester sulfate |
| PCT/EP1998/005213 WO1999009942A1 (en) | 1997-08-25 | 1998-08-17 | Use of fatty acid polyglycol ester sulphates |
| DE59803990T DE59803990D1 (en) | 1997-08-25 | 1998-08-17 | USE OF FATTY ACID POLYGLYCOLESTER SULFATES |
| PCT/EP1998/005212 WO1999010459A1 (en) | 1997-08-25 | 1998-08-17 | Method for producing water- and dust-free anion tenside granules |
| AU92631/98A AU9263198A (en) | 1997-08-25 | 1998-08-17 | Heavily foaming detergent mixtures containing fatty acid polyglycol ester sulphates |
| PCT/EP1998/005207 WO1999010470A1 (en) | 1997-08-25 | 1998-08-17 | Use of fatty acid polyglycol ester sulphates |
| ES98946355T ES2186229T3 (en) | 1997-08-25 | 1998-08-17 | PROCEDURE FOR THE OBTAINING OF ALKYL CHOLESTERS WITH LIMITED DISTRIBUTION OF HOMOLOGIES. |
| EP98946355A EP1007500B1 (en) | 1997-08-25 | 1998-08-17 | Method for producing alkylene glycol esters with limited homologue distribution |
| AT98946355T ATE227702T1 (en) | 1997-08-25 | 1998-08-17 | METHOD FOR PRODUCING ALKYLENE GLYCOL ESTERS WITH RESTRICTED HOMOLOGEN DISTRIBUTION |
| US09/486,340 US6235696B1 (en) | 1997-08-25 | 1998-08-17 | Heavily foaming detergent mixtures containing fatty acid polyglycol ester sulphates |
| PCT/EP1998/005208 WO1999009938A1 (en) | 1997-08-25 | 1998-08-17 | Cosmetic agents containing fatty acid polyglycol ester sulphates |
| PCT/EP1998/005206 WO1999010471A1 (en) | 1997-08-25 | 1998-08-17 | Solid detergents containing fatty acid polyglycol ester sulphates and solid builders |
| JP2000507777A JP2001514306A (en) | 1997-08-25 | 1998-08-17 | Synthetic makeup soap containing fatty acid polyglycol ester sulfate |
| PCT/EP1998/005186 WO1999009943A1 (en) | 1997-08-25 | 1998-08-17 | Sunscreening agent containing fatty acid polyglycol ester sulphates |
| PCT/EP1998/005202 WO1999010458A1 (en) | 1997-08-25 | 1998-08-17 | Aqueous agents for cleaning hard surfaces |
| JP2000507334A JP2001513535A (en) | 1997-08-25 | 1998-08-17 | Use of fatty acid polyglycol ester sulfate |
| PCT/EP1998/005210 WO1999010461A1 (en) | 1997-08-25 | 1998-08-17 | Heavily foaming detergent mixtures containing fatty acid polyglycol ester sulphates |
| EP98943891A EP1007613A1 (en) | 1997-08-25 | 1998-08-17 | Method for producing water- and dust-free anion tenside granules |
| EP98946359A EP1006992B1 (en) | 1997-08-25 | 1998-08-17 | Use of fatty acid polyglycol ester sulphates |
| PCT/EP1998/005204 WO1999010309A1 (en) | 1997-08-25 | 1998-08-17 | Method for producing alkylene glycol esters with limited homologue distribution |
| CA002301507A CA2301507A1 (en) | 1997-08-25 | 1998-08-17 | Method for producing alkylene glycol esters with limited homologue distribution |
| DE59806292T DE59806292D1 (en) | 1997-08-25 | 1998-08-17 | METHOD FOR PRODUCING ALKYLENE GLYCOLESTERS WITH RESTRICTED HOMOLOGOUS DISTRIBUTION |
| PCT/EP1998/005205 WO1999010469A1 (en) | 1997-08-25 | 1998-08-17 | Hard soap containing fatty acid polyglycol ester sulphates |
| PCT/EP1998/005201 WO1999010463A1 (en) | 1997-08-25 | 1998-08-17 | Aqueous agents for washing dishes by hand |
| JP2000507778A JP2001514307A (en) | 1997-08-25 | 1998-08-17 | Hard soap containing fatty acid polyglycol ester sulfate |
| PCT/EP1998/005211 WO1999009935A2 (en) | 1997-08-25 | 1998-08-17 | Cosmetic preparations containing fatty acid polyglycol ester sulphates and polymers |
| PCT/EP1998/005189 WO1999010468A1 (en) | 1997-08-25 | 1998-08-17 | Syndet soaps containing fatty acid polyglycol ester sulfate |
| PCT/EP1998/005187 WO1999009944A1 (en) | 1997-08-25 | 1998-08-17 | Aqueous nacreous lustre dispersions |
| JP2000507640A JP2001514160A (en) | 1997-08-25 | 1998-08-17 | Preparation of alkylene glycol esters with narrow homolog distribution |
| US09/486,138 US6300297B1 (en) | 1997-08-25 | 1998-08-17 | Hard soap containing fatty acid polyglycol ester sulphates |
| PCT/EP1998/005199 WO1999010457A1 (en) | 1997-08-25 | 1998-08-17 | Method for stabilising aqueous ester sulphate tensides |
| PCT/EP1998/005203 WO1999010460A1 (en) | 1997-08-25 | 1998-08-17 | Flowable tenside preparations containing fatty acid polyglycol ester sulphates |
| JP2000507770A JP2001514302A (en) | 1997-08-25 | 1998-08-17 | Highly foamable detergent mixtures containing fatty acid polyglycol ester sulfate |
| PCT/EP1998/005200 WO1999009940A1 (en) | 1997-08-25 | 1998-08-17 | Method for permanently deforming keratin fibres |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19741911A DE19741911C1 (en) | 1997-09-25 | 1997-09-25 | Fatty acid polyglycol ester sulphate as foam booster for surfactants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19741911C1 true DE19741911C1 (en) | 1999-01-14 |
Family
ID=7843318
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19741911A Expired - Fee Related DE19741911C1 (en) | 1997-08-25 | 1997-09-25 | Fatty acid polyglycol ester sulphate as foam booster for surfactants |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE19741911C1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999049006A1 (en) * | 1998-03-25 | 1999-09-30 | Henkel Kommanditgesellschaft Auf Aktien | Fatty acid oligo-alkylene glycol ester sulfates in aqueous tenside solutions |
| CN104672113A (en) * | 2015-03-12 | 2015-06-03 | 中国科学院广州能源研究所 | Preparation method of fatty ester sulphonate |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1498692A (en) * | 1975-01-29 | 1978-01-25 | Ciba Geigy Ag | Detergent composition |
| US4412944A (en) * | 1980-02-12 | 1983-11-01 | Alcolac, Inc. | High foaming, low eye irritation cleaning compositions containing ethoxylated anionic (C13-C30) sulphates |
-
1997
- 1997-09-25 DE DE19741911A patent/DE19741911C1/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1498692A (en) * | 1975-01-29 | 1978-01-25 | Ciba Geigy Ag | Detergent composition |
| US4412944A (en) * | 1980-02-12 | 1983-11-01 | Alcolac, Inc. | High foaming, low eye irritation cleaning compositions containing ethoxylated anionic (C13-C30) sulphates |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999049006A1 (en) * | 1998-03-25 | 1999-09-30 | Henkel Kommanditgesellschaft Auf Aktien | Fatty acid oligo-alkylene glycol ester sulfates in aqueous tenside solutions |
| CN104672113A (en) * | 2015-03-12 | 2015-06-03 | 中国科学院广州能源研究所 | Preparation method of fatty ester sulphonate |
| CN104672113B (en) * | 2015-03-12 | 2016-06-08 | 中国科学院广州能源研究所 | A kind of preparation method of fatty acid ester sulfonate |
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Free format text: HENSEN, HERMANN, DR., 42781 HAAN, DE BERNECKER, ULLRICH, DR., 52393 HUERTGENWALD, DE KAHRE, JOERG, DR., 42799 LEICHLINGEN, DE SEIPEL, WERNER, 40723 HILDEN, DE TESMANN, HOLGER, DR., 41363 JUECHEN, DE ENGELS, THOMAS, DR., 50226 FRECHEN, DE RATHS, HANS-CHRISTIAN, DR., 40789 MONHEIM, DE FABRY, BERND, DR., 41352 KORSCHENBROICH, DE |
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Owner name: COGNIS DEUTSCHLAND GMBH, 40589 DUESSELDORF, DE |
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Owner name: COGNIS DEUTSCHLAND GMBH & CO. KG, 40589 DUESSELDOR |
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