EP0771346B1 - Verwendung von detergensgemischen - Google Patents
Verwendung von detergensgemischen Download PDFInfo
- Publication number
- EP0771346B1 EP0771346B1 EP95943495A EP95943495A EP0771346B1 EP 0771346 B1 EP0771346 B1 EP 0771346B1 EP 95943495 A EP95943495 A EP 95943495A EP 95943495 A EP95943495 A EP 95943495A EP 0771346 B1 EP0771346 B1 EP 0771346B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fatty acid
- alkyl
- acid
- carbon atoms
- group containing
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 18
- 239000003599 detergent Substances 0.000 title claims description 10
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000002453 shampoo Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical group 0.000 claims description 2
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 34
- 239000000194 fatty acid Substances 0.000 description 34
- 229930195729 fatty acid Natural products 0.000 description 34
- 150000004665 fatty acids Chemical class 0.000 description 32
- -1 ether carboxylic acids Chemical class 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 239000006260 foam Substances 0.000 description 11
- 239000003945 anionic surfactant Substances 0.000 description 7
- 238000005187 foaming Methods 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 229920000151 polyglycol Polymers 0.000 description 5
- 239000010695 polyglycol Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 4
- 235000013311 vegetables Nutrition 0.000 description 4
- 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 3
- 229920001661 Chitosan Polymers 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 229940075554 sorbate Drugs 0.000 description 3
- WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 description 2
- 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
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-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
- 239000005639 Lauric acid Substances 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003093 cationic surfactant 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
- 239000008103 glucose Substances 0.000 description 2
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 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
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 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
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 239000003531 protein hydrolysate Substances 0.000 description 2
- 238000006268 reductive amination reaction Methods 0.000 description 2
- 238000012552 review Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000002888 zwitterionic surfactant Substances 0.000 description 2
- 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 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
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- OXLXSOPFNVKUMU-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical compound CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC OXLXSOPFNVKUMU-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-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
- RRBZUCWNYQUCTR-UHFFFAOYSA-N 2-(aminoazaniumyl)acetate Chemical class NNCC(O)=O RRBZUCWNYQUCTR-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- PVXPPJIGRGXGCY-DJHAAKORSA-N 6-O-alpha-D-glucopyranosyl-alpha-D-fructofuranose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@](O)(CO)O1 PVXPPJIGRGXGCY-DJHAAKORSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical class CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 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
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
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- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
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- 230000009044 synergistic interaction Effects 0.000 description 1
- 239000003760 tallow Substances 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
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0094—High foaming compositions
-
- 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
- C11D1/652—Mixtures of anionic compounds with carboxylic amides or alkylol 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
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
Definitions
- the invention relates to the use of detergent mixtures with synergistic enhancement of Cleaning and foaming power, containing fatty acid N-alkylpolyhydroxyalkylamides and sulfosuccinates for the production of hair shampoos.
- Fatty acid N-alkylpolyhydroxyalkylamides and in particular fatty acid N-methylglucamides are nonionic surfactants which are used, for example, for the production of hand dishwashing detergents because of their good application profile.
- the use of these substances has been the subject of a large number of publications. Their use as a thickener is known, for example, from European patent application EP-A1 0285768 (Hüls).
- French published patent application FR-A 1580491 (Henkel) describes aqueous detergent mixtures based on sulfates and / or sulfonates, nonionic surfactants and, if appropriate, soaps, which contain fatty acid N-alkylglucamides as foam regulators.
- EP-A 0112046 discloses well foaming detergent compositions comprising dialkyl sulfosuccinates and fatty acid dialkanolamides which can be used in shampoos.
- Preparations are also known from international patent application WO 93/21293 , which can contain N-containing surfactants, sulfosuccinates and a Diels-Alder adduct. The mixtures can also be used as shampoos.
- fatty acid N-alkylpolyhydroxyalkylamides can also be used in combination have cleaning and foaming power with other preferably anionic surfactants, that are not always satisfactory.
- the object of the invention was then to provide detergent mixtures based on fatty acid N-alkylpolyhydroxyalkylamides for the manufacture of hair shampoos that are available through a have improved cleaning and foaming power without this advantage due to reduced performance must be paid for in other properties relevant to application technology.
- the fatty acid N-alkylpolyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride; they follow the formula (I) : in which R 1 CO stands for an aliphatic acyl radical with 6 to 22 carbon atoms, R 2 for an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms and [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups.
- R 1 CO stands for an aliphatic acyl radical with 6 to 22 carbon atoms
- R 2 for an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms
- [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxy
- the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
- the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides as represented by the formula (II) :
- the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (II) in which R 2 is an alkyl group and R 1 CO is the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, Oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arachic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
- Fatty acid N-alkylglucamides of the formula (II) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C 12/14 coconut fatty acid or a corresponding derivative are particularly preferred.
- the polyhydroxyalkylamides can also be derived from maltose and palatinose.
- Sulfosuccinates which are also referred to as sulfosuccinic acid esters, are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry. They follow formula (III) in which R 3 is an alkyl and / or alkenyl radical having 6 to 22 carbon atoms, R 4 is R 3 or X, m and n independently of one another are 0 or numbers from 1 to 10 and X is an alkali or alkaline earth metal, ammonium, Alkylammonium or Glucammonium stands.
- R 3 is an alkyl and / or alkenyl radical having 6 to 22 carbon atoms
- R 4 is R 3 or X
- m and n independently of one another are 0 or numbers from 1 to 10
- X is an alkali or alkaline earth metal, ammonium, Alkylammonium or Glucammonium stands.
- maleic acid but preferably maleic anhydride, which are esterified in the
- the mono / diester ratio can be adjusted by varying the amount of alcohol and the temperature.
- bisulfite is added, which is usually carried out in the solvent methanol.
- Typical examples are sulfosuccinic acid monoesters and / or diesters in the form of their sodium salts which are derived from fatty alcohols having 8 to 18, preferably 8 to 10 or 12 to 14, carbon atoms; the fatty alcohols can be etherified with an average of 1 to 10 and preferably 1 to 5 moles of ethylene oxide and have both a conventional and preferably a narrowed homolog distribution.
- Examples include di-n-octyl sulfosuccinate and monolauryl 3EO sulfosuccinate in the form of their sodium salts.
- the preparation of the mixtures which are preferably aqueous and then have a solids content of 5 up to 70, preferably 25 to 50 wt .-%, is usually done by stirring aqueous Solutions, pastes or concentrates of the input materials, if necessary at a slightly elevated temperature.
- aqueous Solutions pastes or concentrates of the input materials, if necessary at a slightly elevated temperature.
- spray-dried powder of the two components and then paste or solutions of both ingredients together spray drying and / or subject to granulation. All of these cases are purely mechanical processes, a chemical reaction does not take place.
- the hair shampoos can be 10 to 30% by weight on the agent - contain detergent mixtures as well as usual auxiliaries and additives.
- the shampoos can primarily contain other anionic, nonionic, cationic, amphoteric and / or zwitterionic surfactants as auxiliaries and additives.
- anionic surfactants are alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether, ⁇ -methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, Glycerol ether, Hydroxymischethersulfate, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps , Ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcos,
- anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
- Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polygylcol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, alk (en) yloligoglycosides, fatty acid-N-alkylglucamides, protein hydrolysate, sorbate ester products, in particular vegetable ester ester-based sorbate products, especially vegetable-based ester esters, sorbate-based ester products (especially vegetable-based ester esters).
- nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
- Typical examples of cationic surfactants are quaternary ammonium compounds and ester quats, in particular quaternized fatty acid trialkanolamine ester salts.
- Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds.
- the shampoos can contain emulsifiers such as alkoxylated fatty alcohols or sorbitan esters as auxiliaries and additives.
- emulsifiers such as alkoxylated fatty alcohols or sorbitan esters as auxiliaries and additives.
- Superfatting agents may be used such as polyethoxylated lanolin derivatives, lecithin derivatives and fatty acid alkanolamides, the latter also serving as foam stabilizers.
- Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinyl pyrrolidone, and electrolytes such as sodium chloride and ammonium chloride.
- Biogenic active substances are understood to mean, for example, plant extracts, protein hydrolyzates and vitamin complexes.
- Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds.
- Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentadiol or sorbic acid.
- Suitable pearlizing agents are, for example, glycol distearic esters, such as ethylene, but also fatty acid monoglycol esters.
- the dyes which can be used are the substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication " Cosmetic Dyes” by the Dye Commission of the German Research Foundation, published by Verlag Chemie, Weinheim, 1984, pp . 81-106 . These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
- the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40,% by weight, based on the composition.
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)
- Cosmetics (AREA)
Description
Hinsichtlich der Verfahren zu ihrer Herstellung sei auf die US-Patentschriften US 1,985,424, US 2,016,962 und US 2703798 sowie die Internationale Patentanmeldung WO 92/06984 verwiesen. Eine Übersicht zu diesem Thema von H.Kelkenberg findet sich in Tens.Surf.Det. 25 8 (1988). Vorzugsweise leiten sich die Fettsäure-N-alkylpolyhydroxyalkylamide von reduzierenden Zuckern mit 5 oder 6 Kohlenstoffatomen, insbesondere von der Glucose ab. Die bevorzugten Fettsäure-N-alkylpolyhydroxyalkylamide stellen daher Fettsäure-N-alkylglucamide dar, wie sie durch die Formel (II) wiedergegeben werden: Vorzugsweise werden als Fettsäure-N-alkylpolyhydroxyalkylamide Glucamide der Formel (II) eingesetzt, in der R2 für eine Alkylgruppe steht und R1CO für den Acylrest der Capronsäure, Caprylsäure, Caprinsäure, Laurinsäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Arachinsäure, Gadoleinsäure, Behensäure oder Erucasäure bzw. derer technischer Mischungen steht. Besonders bevorzugt sind Fettsäure-N-alkylglucamide der Formel (II), die durch reduktive Aminierung von Glucose mit Methylamin und anschließende Acylierung mit Laurinsäure oder C12/14-Kokosfettsäure bzw. einem entsprechenden Derivat erhalten werden. Weiterhin können sich die Polyhydroxyalkylamide auch von Maltose und Palatinose ableiten.
Basisschaum und Schaumzerfall | ||||||||
Zusammensetzung/Performance | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 |
C 12/14-Kokosfettsäure-N-methylglucamid | 80 | 70 | 60 | 50 | 40 | 30 | 25 | 20 |
Sulfobernsteinsäuremono-n-octylester-Dinatriumsalz | 20 | 30 | 40 | 50 | 60 | 70 | 75 | 80 |
Schaumhöhe | ||||||||
- Basisschaum | 620 | 630 | 640 | 650 | 680 | 680 | 680 | 510 |
- nach 5 min | 500 | 520 | 530 | 560 | 580 | 580 | 580 | 560 |
Basisschaum und Schaumzerfall | |||||||||
Zusammensetzung/Performance | V1 | V2 | V3 | V4 | V5 | V6 | V7 | V8 | V9 |
C 12/14-Kokosfettsäure-N-methylglucamid | 100 | - | - | - | - | 40 | 40 | 40 | - |
Sulfobernsteinsäuremono-n-octylester-Dinatriumsalz | - | 100 | - | - | - | - | - | - | 60 |
Dodecylbenzolsulfonat-Natriumsalz | - | - | 100 | - | - | 60 | - | - | 40 |
Talgfettsäuremethylestersulfonat-Natriumsalz | - | - | - | 100 | - | - | 60 | - | - |
C12114-Kokosalkyl+7EO-ethercarbonsäure-Natriumsalz | - | - | - | - | 100 | - | - | 60 | - |
Schaumhöhe | |||||||||
- Basisschaum | 450 | 500 | 600 | 550 | 550 | 500 | 475 | 475 | 500 |
- nach 5 min | 325 | 400 | 280 | 210 | 350 | 300 | 180 | 300 | 400 |
Haarshampoo-Rezeptur | |
Sodium Laureth Sulfate (Texapon K 14S) | 15,0 |
Kokosfettsäure-N-methylglucamid | 3,0 |
Sodium Laureth Sulfosuccinate (Texapon SB3) | 12,0 |
Hydrolyzed Collagen (Nutrilan L) | 3,0 |
Wasser | 77,0 |
Claims (5)
- Verwendung von Detergensgemischen, enthaltend(a) Fettsäure-N-alkylpolyhydroxyalkylamide und(b) Sulfosuccinate
- Verwendung nach Anspruch 1, dadurch gekennzeichnet, daß man Fettsäure-N-alkylpolyhydroxyalkylamide der Formel (I) einsetzt, in der R1CO für einen aliphatischen Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 für einen Alkyloder Hydroxyalkylrest mit 1 bis 4 Kohlenstoffatomen und [Z] für einen linearen oder verzweigten Polyhydroxyalkylrest mit 3 bis 12 Kohlenstoffatomen und 3 bis 10 Hydroxylgruppen steht.
- Verwendung nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß man als Komponente(a) Fettsäure-N-alkylglucamide einsetzt.
- Verwendung nach den Ansprüchen 1 bis 3, dadurch gekennzeichnet, daß man als Komponente
- Verwendung nach den Ansprüchen 1 bis 4, dadurch gekennzeichnet, daß man die Komponenten (a) und (b) im Gewichtsverhältnis 50 : 50 bis 25 : 75 einsetzt.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4425449A DE4425449A1 (de) | 1994-07-19 | 1994-07-19 | Detergensgemische mit verbesserter Reinigungsleistung |
DE4425449 | 1994-07-19 | ||
PCT/EP1995/002677 WO1996002620A1 (de) | 1994-07-19 | 1995-07-10 | Detergensgemische mit verbesserter reinigungsleistung |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0771346A1 EP0771346A1 (de) | 1997-05-07 |
EP0771346B1 true EP0771346B1 (de) | 1999-10-20 |
Family
ID=6523534
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95943495A Expired - Lifetime EP0771346B1 (de) | 1994-07-19 | 1995-07-10 | Verwendung von detergensgemischen |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0771346B1 (de) |
DE (2) | DE4425449A1 (de) |
ES (1) | ES2138762T3 (de) |
WO (1) | WO1996002620A1 (de) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9800850D0 (en) * | 1998-01-15 | 1998-03-11 | Courtaulds Plc | Methods of manufacturing and collecting cellulosic particles |
GB0509810D0 (en) * | 2005-05-16 | 2005-06-22 | Reckitt Benckiser Nv | Aqueous cleaning compositions |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ206211A (en) * | 1982-11-16 | 1986-04-11 | Unilever Plc | Foaming liquid detergent compositions containing sulphosuccinic acid esters |
AU664159B2 (en) * | 1990-09-28 | 1995-11-09 | Procter & Gamble Company, The | Detergent containing alkyl sulfate and polyhydroxy fatty acid amide surfactants |
DE4301358C2 (de) * | 1992-01-30 | 1995-08-10 | Hermann Scheler | Verpackungsfreies Waschmittel, insbesondere Körper- und/oder Textilwaschmittel |
GB9207799D0 (en) * | 1992-04-09 | 1992-05-27 | Procter & Gamble | Aqueous compositions |
EP0572723A1 (de) * | 1992-06-02 | 1993-12-08 | The Procter & Gamble Company | Strukturierte Flüssigwaschmittelzusammensetzungen |
DE4224714A1 (de) * | 1992-07-27 | 1994-02-03 | Henkel Kgaa | Schäumende Detergensgemische |
US5545354A (en) * | 1992-09-01 | 1996-08-13 | The Procter & Gamble Company | Liquid or gel dishwashing detergent containing a polyhydroxy fatty acid amide, calcium ions and an alkylpolyethoxypolycarboxylate |
EP0665874A1 (de) * | 1992-10-13 | 1995-08-09 | The Procter & Gamble Company | Flüssige oder gelhaltige waschmittelzusammensetzung für geschirrspülmittel das polyhydroxyfettsäureamid und bestimmte elemente enthält |
DE4238211C2 (de) * | 1992-11-12 | 1997-11-13 | Henkel Kgaa | Verwendung von Detergensgemischen, enthaltend kationische Zuckertenside und weitere Tenside, zur Herstellung von Avivagemitteln |
DE4315810A1 (de) * | 1993-05-12 | 1994-11-17 | Henkel Kgaa | Wäßrige Detergensgemische |
KR960703565A (ko) * | 1993-07-28 | 1996-08-31 | 존 알 데이비 | 인체용품용 진주화제 기저 농축물 및 그 제조방법(pearlescent based concentrate for personal care products) |
-
1994
- 1994-07-19 DE DE4425449A patent/DE4425449A1/de not_active Withdrawn
-
1995
- 1995-07-10 ES ES95943495T patent/ES2138762T3/es not_active Expired - Lifetime
- 1995-07-10 DE DE59507095T patent/DE59507095D1/de not_active Expired - Fee Related
- 1995-07-10 WO PCT/EP1995/002677 patent/WO1996002620A1/de active IP Right Grant
- 1995-07-10 EP EP95943495A patent/EP0771346B1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ES2138762T3 (es) | 2000-01-16 |
DE4425449A1 (de) | 1996-01-25 |
WO1996002620A1 (de) | 1996-02-01 |
EP0771346A1 (de) | 1997-05-07 |
DE59507095D1 (de) | 1999-11-25 |
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