DE19756454C1 - Surface-active compositions, especially cosmetics, containing glycerol carbonate as emulsifier - Google Patents
Surface-active compositions, especially cosmetics, containing glycerol carbonate as emulsifierInfo
- Publication number
- DE19756454C1 DE19756454C1 DE19756454A DE19756454A DE19756454C1 DE 19756454 C1 DE19756454 C1 DE 19756454C1 DE 19756454 A DE19756454 A DE 19756454A DE 19756454 A DE19756454 A DE 19756454A DE 19756454 C1 DE19756454 C1 DE 19756454C1
- Authority
- DE
- Germany
- Prior art keywords
- fatty
- acid
- carbon atoms
- esters
- alcohols
- 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
- JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 239000002537 cosmetic Substances 0.000 title claims abstract description 14
- 239000003995 emulsifying agent Substances 0.000 title claims abstract description 12
- 239000000203 mixture Substances 0.000 title abstract description 31
- 238000002360 preparation method Methods 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
- 229920002545 silicone oil Polymers 0.000 claims abstract description 10
- -1 alkyl ether sulfates Chemical class 0.000 claims description 74
- 125000004432 carbon atom Chemical group C* 0.000 claims description 62
- 239000000194 fatty acid Substances 0.000 claims description 55
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 54
- 229930195729 fatty acid Natural products 0.000 claims description 54
- 150000004665 fatty acids Chemical class 0.000 claims description 44
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 38
- 150000002148 esters Chemical class 0.000 claims description 34
- 150000002191 fatty alcohols Chemical class 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 18
- 150000005690 diesters Chemical class 0.000 claims description 15
- 229920005862 polyol Polymers 0.000 claims description 15
- 235000011187 glycerol Nutrition 0.000 claims description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 13
- 239000001993 wax Substances 0.000 claims description 13
- 150000003077 polyols Chemical class 0.000 claims description 12
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 9
- 239000004359 castor oil Substances 0.000 claims description 9
- 235000019438 castor oil Nutrition 0.000 claims description 9
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 9
- 238000007142 ring opening reaction Methods 0.000 claims description 9
- 150000001298 alcohols Chemical class 0.000 claims description 8
- 125000005456 glyceride group Chemical group 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 125000002091 cationic group Chemical group 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 6
- 150000002576 ketones Chemical class 0.000 claims description 6
- 229920000223 polyglycerol Polymers 0.000 claims description 6
- 150000005846 sugar alcohols Polymers 0.000 claims description 6
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 229930182478 glucoside Natural products 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- 235000021317 phosphate Nutrition 0.000 claims description 5
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 5
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 4
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 4
- 239000004166 Lanolin Substances 0.000 claims description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
- 239000007957 coemulsifier Substances 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 150000002192 fatty aldehydes Chemical class 0.000 claims description 3
- 150000002195 fatty ethers Chemical class 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 150000003138 primary alcohols Chemical class 0.000 claims description 3
- 150000003626 triacylglycerols Chemical class 0.000 claims description 3
- 229940114072 12-hydroxystearic acid Drugs 0.000 claims description 2
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 150000001934 cyclohexanes Chemical class 0.000 claims description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
- 229960005150 glycerol Drugs 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims description 2
- 229960003656 ricinoleic acid Drugs 0.000 claims description 2
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 2
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 235000019198 oils Nutrition 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 1
- 239000008158 vegetable oil Substances 0.000 claims 1
- 238000005282 brightening Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 18
- 239000000126 substance Substances 0.000 description 15
- 239000002253 acid Substances 0.000 description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 11
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- 239000003925 fat Substances 0.000 description 9
- 235000019197 fats Nutrition 0.000 description 9
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 8
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 8
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 8
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 8
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 8
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 8
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 7
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 7
- 150000002170 ethers Chemical class 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 7
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 6
- SAQPWCPHSKYPCK-UHFFFAOYSA-N carbonic acid;propane-1,2,3-triol Chemical compound OC(O)=O.OCC(O)CO SAQPWCPHSKYPCK-UHFFFAOYSA-N 0.000 description 6
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 6
- SIOLDWZBFABPJU-UHFFFAOYSA-N isotridecanoic acid Chemical compound CC(C)CCCCCCCCCC(O)=O SIOLDWZBFABPJU-UHFFFAOYSA-N 0.000 description 6
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 6
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 description 6
- 229920000151 polyglycol Polymers 0.000 description 6
- 239000010695 polyglycol Substances 0.000 description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
- 235000021357 Behenic acid Nutrition 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 239000005642 Oleic acid Substances 0.000 description 5
- 235000021355 Stearic acid Nutrition 0.000 description 5
- 229940116226 behenic acid Drugs 0.000 description 5
- 229920001577 copolymer Chemical compound 0.000 description 5
- 210000004209 hair Anatomy 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000008117 stearic acid Substances 0.000 description 5
- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 4
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 4
- CFOQKXQWGLAKSK-UHFFFAOYSA-N 13-docosen-1-ol Natural products CCCCCCCCC=CCCCCCCCCCCCCO CFOQKXQWGLAKSK-UHFFFAOYSA-N 0.000 description 4
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 4
- 229920001661 Chitosan Polymers 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 4
- 239000005639 Lauric acid Substances 0.000 description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 229960000541 cetyl alcohol Drugs 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 229960000735 docosanol Drugs 0.000 description 4
- 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 4
- 239000000975 dye Substances 0.000 description 4
- 230000001804 emulsifying effect Effects 0.000 description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 4
- 239000002563 ionic surfactant Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- 229940055577 oleyl alcohol Drugs 0.000 description 4
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 239000001384 succinic acid Substances 0.000 description 4
- 235000000346 sugar Nutrition 0.000 description 4
- 239000011975 tartaric acid Substances 0.000 description 4
- 235000002906 tartaric acid Nutrition 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 3
- BZANQLIRVMZFOS-ZKZCYXTQSA-N (3r,4s,5s,6r)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCOC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O BZANQLIRVMZFOS-ZKZCYXTQSA-N 0.000 description 3
- 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 3
- 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 3
- OWEGWHBOCFMBLP-UHFFFAOYSA-N 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)-3,3-dimethylbutan-2-one Chemical compound C1=CN=CN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 OWEGWHBOCFMBLP-UHFFFAOYSA-N 0.000 description 3
- OXEDXHIBHVMDST-UHFFFAOYSA-N 12Z-octadecenoic acid Natural products CCCCCC=CCCCCCCCCCCC(O)=O OXEDXHIBHVMDST-UHFFFAOYSA-N 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 3
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 3
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 3
- 102000008186 Collagen Human genes 0.000 description 3
- 108010035532 Collagen Proteins 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
- 208000001840 Dandruff Diseases 0.000 description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 3
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 3
- 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 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 235000021314 Palmitic acid Nutrition 0.000 description 3
- CNVZJPUDSLNTQU-UHFFFAOYSA-N Petroselaidic acid Natural products CCCCCCCCCCCC=CCCCCC(O)=O CNVZJPUDSLNTQU-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 244000098338 Triticum aestivum Species 0.000 description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 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 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 229940081733 cetearyl alcohol Drugs 0.000 description 3
- 229960003344 climbazole Drugs 0.000 description 3
- 229920001436 collagen Polymers 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 3
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- CGIHFIDULQUVJG-UHFFFAOYSA-N phytantriol Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C(O)CO CGIHFIDULQUVJG-UHFFFAOYSA-N 0.000 description 1
- CGIHFIDULQUVJG-VNTMZGSJSA-N phytantriol Natural products CC(C)CCC[C@H](C)CCC[C@H](C)CCC[C@@](C)(O)[C@H](O)CO CGIHFIDULQUVJG-VNTMZGSJSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229950001046 piroctone Drugs 0.000 description 1
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000003996 polyglycerol polyricinoleate Substances 0.000 description 1
- 235000010958 polyglycerol polyricinoleate Nutrition 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229960003471 retinol Drugs 0.000 description 1
- 235000020944 retinol Nutrition 0.000 description 1
- 239000011607 retinol Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/32—Heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/34—Free of silicones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
Description
Die Erfindung befindet sich auf dem Gebiet der Kosmetik und betrifft die Verwendung von Glycerincar bonat als Emulgator, Ersatzstoff für Siliconöle sowie Avivagemittel.The invention is in the field of cosmetics and relates to the use of glycerol car bonat as an emulsifier, substitute for silicone oils and finishing agents.
Aus dem Stand der Technik sind eine Vielzahl von Verbindungen bekannt, die über emulgierende Ei genschaften verfügen; besondere Bedeutung kommt dabei nichtionischen Tensiden, wie z. B. Fettalko holpolyglycolethern zu. Im Zuge verschärfter wirtschaftlicher Anforderungen an "intelligente" kosme tische Rohstoffe besteht aber Bedarf an Stoffen, die nicht nur über emulgierende Eigenschaften verfü gen, sondern in den Endformulierungen weitere Aufgaben übernehmen können. Ziel ist es, auf diese Weise die Zahl der Einzelkomponenten zu vermindern, um die Zubereitungen mit vermindertem tech nischen Aufwand und zu niedrigeren Kosten herstellen zu können. Ein besonderes Interesse besteht an Emulgatoren, die es erlauben, auch ansonsten schwer zu emulgierende Wirkstoffe, wie etwa den Antischuppenwirkstoff Climbazol, in Formulierungen stabil einzuarbeiten, und die gleichzeitig in kosme tischen Zubereitungen Siliconöle ersetzen oder wenigstens teilersetzen können, d. h. über ausrei chende avivierende und antistatische Eigenschaften verfügen. Die Aufgabe der vorliegenden Erfindung hat darin bestanden, solche "Multifunktionsverbindungen" zur Verfügung zu stellen.A large number of compounds are known from the prior art which have an emulsifying egg dispose of properties; Of particular importance is nonionic surfactants, such as. B. fatty alcohol holpolyglycolethers too. In the course of stricter economic requirements for "intelligent" cosmos However, there is a need for raw materials that do not only have emulsifying properties but can take on further tasks in the final formulations. The goal is on this Way to reduce the number of individual components to the preparations with reduced tech to be able to produce niche effort and at lower costs. There is a special interest on emulsifiers that allow active ingredients that are otherwise difficult to emulsify, such as the Anti-dandruff climbazole, stable to incorporate in formulations, and at the same time in kosme table preparations can replace or at least partially replace silicone oils, d. H. over enough adequate anti-static and anti-static properties. The object of the present invention consisted of providing such "multifunctional connections".
Gegenstand der Erfindung ist die Verwendung von Glycerincarbonat als Emulgator zur Herstellung von oberflächenaktiven Zubereitungen, wie beispielsweise kosmetischen Mitteln, Wasch-, Spül- und Reini gungsmitteln, Avivagemitteln sowie Lacken und Farben. The invention relates to the use of glycerol carbonate as an emulsifier for the production of surface-active preparations, such as cosmetic agents, washing, rinsing and cleaning agents agents, finishing agents and lacquers and paints. Â
Überraschenderweise wurde gefunden, daß Glycerincarbonat ausgezeichnete emulgierende Eigen schaften aufweist und es insbesondere auch gestattet, ansonsten schwer emulgierbare Wirkstoffe sta bil und trübungsfrei in Formulierungen einzuarbeiten. Ein weiterer Vorteil besteht darin, daß Glycerin carbonat eine Multifunktionsverbindung darstellt, d. h. abgesehen von seinen emulgierenden Eigen schaften ist Glycerincarbonat weiterhin vor allem für die Herstellung von kosmetischen Zubereitungen von Interesse, da es unerwarteterweise auch die insbesondere für langes Haar wichtige Trockenkämm barkeit verbessert und dabei sogar die für diesen Zweck bekannten Siliconöle des Marktes übertrifft.Surprisingly, it has been found that glycerol carbonate has excellent emulsifying properties has properties and in particular also allows active substances which are otherwise difficult to emulsify to be worked into bil formulations without turbidity. Another advantage is that glycerin carbonate is a multifunctional compound, d. H. aside from its emulsifying properties Glycerine carbonate is still mainly used for the production of cosmetic preparations of interest, since it is also unexpectedly the dry comb, which is particularly important for long hair Availability improved and even surpasses the silicone oils known for this purpose on the market.
Glycerincarbonat wird in der Regel durch Umesterung von Dimethylcarbonat oder Diethylcarbonat mit Glycerin hergestellt. Der Anteil von Glycerincarbonat an den oberflächenaktiven Mitteln kann 1 bis 50, vorzugsweise 5 bis 30 und insbesondere 10 bis 25 Gew.-% betragen.Glycerol carbonate is usually obtained by transesterification of dimethyl carbonate or diethyl carbonate Made glycerin. The proportion of glycerol carbonate in the surfactants can be 1 to 50 preferably 5 to 30 and in particular 10 to 25 wt .-%.
Das Glycerincarbonat kann in den oberflächenaktiven Mitteln zusammen mit anionischen, nichtioni schen, kationischen sowie amphoteren bzw. zwitterionischen Tensiden eingesetzt werden. Typische Beispiele für anionische Tenside sind Seifen, Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Glycerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Fett alkoholethersulfate, Glycerinethersulfate, Fettsäureethersulfate, Hydroxymischethersulfate, Monogly cerid(ether)sulfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkyl sulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren und deren Salze, Fettsäureisethio nate, Fettsäuresarcosinate, Fettsäuretauride, N-Acylaminosäuren, wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acylaspartate, Alkyloligoglucosidsulfate, Proteinfettsäurekondensate (insbesondere pflanzliche Produkte auf Weizenbasis) und Alkyl(ether)phosphate. Sofern die anioni schen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise je doch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsäurepolyglycolester, Fettsäureamid polyglycolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Mischether bzw. Mischformale, ge gebenenfalls partiell oxidierte Alk(en)yloligoglykoside bzw. Glucoronsäurederivate, Fettsäure-N-alkyl glucamide, Proteinhydrolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäure ester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Poly glycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für kationische Tenside sind quartäre Ammoni umverbindungen und Esterquats, insbesondere quaternierte Fettsäuretrialkanolaminestersalze. Typi sche Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Bei den genannten Tensi den handelt es sich ausschließlich um bekannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf einschlägige Übersichtsarbeiten beispielsweise J. Falbe (ed.), "Surfactants 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 verwiesen. Vorzugs weise wird das Glycerincarbonat zusammen mit Alkylethersulfaten und/oder Alkyl- und/oder Alkenyloli goglykosiden eingesetzt. Das Gewichtsverhältnis Glycerincarbonat zu den Tensiden kann 99 : 1 bis 1 : 99, insbesondere 90 : 10 bis 10 : 90, vorzugsweise 75 : 25 bis 25 : 75 und besonders bevorzugt 60 : 40 bis 40 : 60 betragen. Der Anteil der Tenside an den Mitteln kann im Bereich von 1 bis 50, vorzugsweise 5 bis 30 und insbesondere 15 bis 25 Gew.-% liegen.The glycerol carbonate can be in the surfactants together with anionic, nonioni , cationic and amphoteric or zwitterionic surfactants are used. Typical Examples of anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, Alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fat alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, hydroxy mixed ether sulfates, monogly cerid (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethio nates, 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 products based on wheat) and alkyl (ether) phosphates. If the anioni containing surfactants polyglycol ether chains, these can be conventional, preferably each but have a narrow homolog distribution. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, ge 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 Poly contain glycol ether chains, these can be a conventional, but preferably a restricted one Have homolog distribution. Typical examples of cationic surfactants are quaternary ammonia compounds and ester quats, especially quaternized fatty acid trialkanolamine ester salts. Typi  Examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, Aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. With the mentioned tensi These are only known connections. In terms of structure and manufacture these substances can be found in relevant reviews, for example, J. Falbe (ed.), "Surfactants in Consumer Products ", Springer Verlag, Berlin, 1987, pp. 54-124 or J. Falbe (ed.)," Catalysts, Tenside und Mineralöladditive ", Thieme Verlag, Stuttgart, 1978, pp. 123-217. Preferred the glycerol carbonate is used together with alkyl ether sulfates and / or alkyl and / or alkenyloli goglycosides used. The weight ratio of glycerol carbonate to the surfactants can be 99: 1 to 1:99, in particular 90:10 to 10:90, preferably 75:25 to 25:75 and particularly preferably 60:40 up to 40:60. The proportion of surfactants in the compositions can range from 1 to 50, preferably 5 to 30 and in particular 15 to 25% by weight.
Das Glycerincarbonat kann zusammen mit Ölkörpern zur Herstellung von oberflächenaktiven Mitteln, speziell kosmetischen Zubereitungen eingesetzt werden. Als Ölkörper kommen beispielsweise Guer betalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren mit linearen C6-C22-Fettalkoholen, Ester von verzweigten C6-C13- Carbonsäuren mit linearen C6-C22-Fettalkoholen, Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen (wie z. B. Propylenglycol, Dimerdiol oder Trimertriol) und/oder Guerbetalko holen, Triglyceride auf Basis C6-C10-Fettsäuren, flüssige Mono-/Di-/Triglyceridmischungen auf Basis von C6-C18-Fettsäuren, Ester von C6-C22-Fettalkoholen und/oder Guerbetalkoholen mit aromatischen Carbonsäuren, insbesondere Benzoesäure, Ester von C2-C12-Dicarbonsäuren mit linearen oder ver zweigten Alkoholen mit 1 bis 22 Kohlenstoffatomen oder Polyolen mit 2 bis 10 Kohlenstoffatomen und 2 bis 6 Hydroxylgruppen, pflanzliche Öle, verzweigte primäre Alkohole, substituierte Cyclohexane, lineare C6-C22-Fettalkoholcarbonate, Guerbetcarbonate, Ester der Benzoesäure mit linearen und/oder ver zweigten C6-C22-Alkoholen (z. B. Finsolv® TN), Dialkylether, Ringöffnungsprodukte von epoxidierten Fettsäureestern mit Polyolen, Siliconöle und/oder aliphatische bzw. naphthenische Kohlenwasserstoffe in Betracht. Der Anteil der Ölkörper an den oberflächenaktiven Mitteln kann 5 bis 85, vorzugsweise 10 bis 70 und insbesondere 15 bis 50 Gew.-% betragen.The glycerol carbonate can be used together with oil bodies for the production of surface-active agents, especially cosmetic preparations. Guer betalkohole based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C 6 -C 22 fatty acids with linear C 6 -C 22 fatty alcohols, esters of branched C 6 -C 13 - Carboxylic acids with linear C 6 -C 22 fatty alcohols, esters of linear C 6 -C 22 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohol, triglycerides based on C 6 -C 10 fatty acids, liquid mono- / di- / triglyceride mixtures based on C 6 -C 18 fatty acids, esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, esters of C 2 -C 12 dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups spicy oils, branched primary alcohols, substituted cyclohexanes, linear C 6 -C 22 fatty alcohol carbonates, Guerbet carbonates, esters of benzoic acid with linear and / or branched C 6 -C 22 alcohols (e.g. B. Finsolv® TN), dialkyl ethers, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons. The proportion of the oil bodies in the surface-active agents can be 5 to 85, preferably 10 to 70 and in particular 15 to 50% by weight.
Das Glycerincarbonat kann zusammen mit Co-Emulgatoren eingesetzt werden. Hierzu kommen beiÂ
spielsweise nichtionogene Tenside aus mindestens einer der folgenden Gruppen in Frage:
The glycerine carbonate can be used together with co-emulsifiers. For example, nonionic surfactants from at least one of the following groups can be used:
- 1. Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe;1. Addition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear Fatty alcohols with 8 to 22 carbon atoms, on fatty acids with 12 to 22 carbon atoms and on alkylphenols with 8 to 15 carbon atoms in the alkyl group;
- 2. C12/18-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin;2. C 12/18 fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol;
- 3. Glycerinmono- und -diester und Sorbitanmono- und -diester von gesättigten und ungesättigten Fettsäuren mit 6 bis 22 Kohlenstoffatomen und deren Ethylenoxidanlagerungsprodukte;3. Glycerol mono- and diesters and sorbitan mono- and diesters of saturated and unsaturated Fatty acids with 6 to 22 carbon atoms and their ethylene oxide addition products;
- 4. Alkylmono- und -oligoglycoside mit 8 bis 22 Kohlenstoffatomen im Alkylrest und deren ethoxy lierte Analoga;4. Alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxy analogs;
- 5. Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;5. Addition products of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
- 6. Polyol- und insbesondere Polyglycerinester, wie z. B. Polyglycerinpolyricinoleat, Polyglycerinpoly- 12-hydroxystearat oder Polyglycerindimerat. Ebenfalls geeignet sind Gemische von Verbin dungen aus mehreren dieser Substanzklassen;6. Polyol and especially polyglycerol esters, such as. B. polyglycerol polyricinoleate, polyglycerol poly 12-hydroxystearate or polyglycerol dimerate. Mixtures of Verbin are also suitable doses from several of these classes of substances;
- 7. Anlagerungsprodukte von 2 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;7. Addition products of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;
- 8. Partialester auf Basis linearer, verzweigter, ungesättigter bzw. gesättigter C6/22-Fettsäuren, Ricinolsäure sowie 12-Hydroxystearinsäure und Glycerin, Polyglycerin, Pentaerythrit, Dipenta erythrit, Zuckeralkohole (z. B. Sorbit), Alkylglucoside (z. B. Methylglucosid, Butylglucosid, Lauryl glucosid) sowie Polyglucoside (z. B. Cellulose);8. partial esters based on linear, branched, unsaturated or saturated C 6/22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. Methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose);
- 9. Mono-, Di- und Trialkylphosphate sowie Mono-, Di- und/oder Tri-PEG-alkylphosphate;9. mono-, di- and trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates;
- 10. Wollwachsalkohole;10. wool wax alcohols;
- 11. Polysiloxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate;11. Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
- 12. Mischester aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol gemäß DE-PS 11 65 574 und/oder Mischester von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyo len, vorzugsweise Glycerin sowie12. Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 11 65 574 and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methylglucose and polyo len, preferably glycerin and
- 13. Polyalkylenglycole.13. Polyalkylene glycols.
Die Anlagerungsprodukte von Ethylenoxid und/oder von Propylenoxid an Fettalkohole, Fettsäuren, Alkylphenole, Glycerinmono- und -diester sowie Sorbitanmono- und -diester von Fettsäuren oder an Ricinusöl stellen bekannte, im Handel erhältliche Produkte dar. Es handelt sich dabei um Homologen gemische, deren mittlerer Alkoxylierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/oder Propylenoxid und Substrat, mit denen die Anlagerungsreaktion durchgeführt wird, entspricht. C12/18-Fettsäuremono- und -diester von Anlagerungsprodukten von Ethylenoxid an Glycerin sind aus DE 20 24 051 PS als Rückfettungsmittel für kosmetische Zubereitungen bekannt.The adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters as well as sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are homologous mixtures of which average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out. C 12/18 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 20 24 051 PS as refatting agents for cosmetic preparations.
C8/18-Alkylmono- und -oligoglycoside, ihre Herstellung und ihre Verwendung sind aus dem Stand der Technik bekannt. Ihre Herstellung erfolgt insbesondere durch Umsetzung von Glucose oder Oligosac chariden mit primären Alkoholen mit 8 bis 18 C-Atomen. Bezüglich des Glycosidrestes gilt, daß sowohl Monoglycoside, bei denen ein cyclischer Zuckerrest glycosidisch an den Fettalkohol gebunden ist, als auch oligomere Glycoside mit einem Oligomerisationsgrad bis vorzugsweise etwa 8 geeignet sind. Der Oligomerisierungsgrad ist dabei ein statistischer Mittelwert, dem eine für solche technischen Produkte übliche Homologenverteilung zugrunde liegt.C 8/18 alkyl mono- and oligoglycosides, their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms. Regarding the glycoside residue, both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to about 8 are suitable. The degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
Weiterhin können als Emulgatoren zwitterionische Tenside verwendet werden. Als zwitterionische Ten side werden solche oberflächenaktiven Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine Carboxylat- und eine Sulfonatgruppe tragen. Beson ders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl-N,N-dimethyl ammoniumglycinate, beispielsweise das Kokosalkyldimethylammoniumglycinat, N-Acylamino-propyl- N,N-dimethylammoniumglycinate, beispielsweise das Kokosacylaminopropyldimethylammoniumgly cinat, und 2-Alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhydroxyethylcarboxymethylglycinat. Besonders bevorzugt ist das unter der CTFA-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid- Derivat. Ebenfalls geeignete Emulgatoren sind ampholytische Tenside. Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer C8/18-Alkyl- oder -Acyl gruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder -SO3H- Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampho lytische Tenside sind N-Alkylglycine, N-Alkylpropionsäuren, N-Alkylaminobuttersäuren, N-Alkyliminodi propionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2-Alkyl aminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkyl gruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Ko kosacylaminoethylaminopropionat und das C12/18-Acylsarcosin. Neben den ampholytischen kommen auch quartäre Emulgatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methyl quaternierte Difettsäuretriethanolaminester-Salze, besonders bevorzugt sind. Der Anteil der Co- Emulgatoren an den oberflächenaktiven Mitteln kann 1 bis 25, vorzugsweise 3 bis 15 und insbesondere 5 bis 10 Gew.-% betragen.Zwitterionic surfactants can also be used as emulsifiers. Zwitterionic ten-side refers to those surface-active compounds which have at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule. Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethyl ammonium glycinate, for example the coconut alkyl dimethyl ammonium glycinate, N-acylamino propyl-N, N-dimethyl ammonium glycinate, for example the coconut acyl aminopropyl dimethyl ammonium glycine, and 2-alkyl 3-alkyl carboxylmethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. The fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a C 8/18 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and are capable of forming internal salts . Examples of suitable ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkyl aminopropionic acid and alkyl amino acetic acid each with about 8 up to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are the N-coconut alkyl aminopropionate, the cocosylaminoethyl aminopropionate and the C 12/18 acyl sarcosine. In addition to the ampholytic emulsifiers, quaternary emulsifiers are also suitable, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred. The proportion of co-emulsifiers in the surface-active agents can be 1 to 25, preferably 3 to 15 and in particular 5 to 10% by weight.
Ein besonderer Vorteil des erfindungsgemäß zu verwendenden Glycerincarbonats besteht darin, daß es mit seiner Hilfe gelingt, ansonsten nur sehr schwer zu emulgierende Wirkstoffe stabil und trübungs frei in Formulierungen einzuarbeiten. Unter geeigneten biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherolacetat, Tocopherolpalmitat, Ascorbinsäure, Desoxyribonucleinsäure, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säuren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte und Vitaminkomplexe zu verstehen. Als Antischuppenmittel können Octopirox und Zinkpyrethion und insbesondere Climbazol eingesetzt werden. Der Anteil der Wirkstoffe an den oberflächenaktiven Mitteln kann 0,1 bis 5, vorzugsweise 0,5 bis 3 und insbesondere 1 bis 2 Gew.-% betragen.A particular advantage of the glycerol carbonate to be used according to the invention is that it succeeds with his help, otherwise very difficult to emulsify active ingredients stable and cloudy free to incorporate into formulations. Examples of suitable biogenic active ingredients are Tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, Bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, understand essential oils, plant extracts and vitamin complexes. As an anti-dandruff agent Octopirox and zinc pyrethione and in particular climbazole can be used. The proportion of active ingredients  0.1 to 5, preferably 0.5 to 3 and in particular 1 to 2 % By weight.
Glycerincarbonat eignet sich auch insbesondere als Emulgator für Perlglanzwachse, insbesondere
zusammen mit Alkylglucosiden und Siliconölen. Als Perlglanzwachse kommen beispielsweise in Frage:
Alkylenglycolester; Fettsäurealkanolamide; Partialglyceride; Ester von mehrwertigen, gegebenenfalls
hydroxysubstituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen; Fettstoffe, wie
beispielsweise Fettalkohole, Fettketone, Fettaldehyde, Fettether und Fettcarbonate, die in Summe minÂ
destens 24 Kohlenstoffatome aufweisen; Fettsäuren; Ringöffnungsprodukte von Olefinepoxiden mit 12
bis 22 Kohlenstoffatomen mit Fettalkoholen mit 12 bis 22 Kohlenstoffatomen und/oder Polyolen mit 2
bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen sowie deren Mischungen.
Glycerol carbonate is also particularly suitable as an emulsifier for pearlescent waxes, in particular together with alkyl glucosides and silicone oils. Pearlescent waxes, for example, are: alkylene glycol esters; Fatty acid alkanolamides; Partial glycerides; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms; Fatty acids; Ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.
-
- Alkylenglycolester. Bei den Alkylenglycolestern handelt es sich üblicherweise um Mono- und/oder
Diester von Alkylenglycolen, die der Formel (II) folgen,
R3CO(OA)nOR4 (II)
in der R3CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R4 für Wasserstoff oder R3CO und A für einen linearen oder verzweigten Al kylenrest mit 2 bis 4 Kohlenstoffatomen und n für Zahlen von 1 bis 5 steht. Typische Beispiele sind Mono- und/oder Diester von Ethylenglycol, Propylenglycol, Diethylenglycol, Dipropylenglycol, Trie thylenglycol oder Tetraethylenglycol mit Fettsäuren mit 6 bis 22, vorzugsweise 12 bis 18 Kohlen stoffatomen als da sind: Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Öl säure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen. Besonders be vorzugt ist der Einsatz von Ethylenglycolmono- und/oder -distearat.- alkylene glycol esters. The alkylene glycol esters are usually mono- and / or diesters of alkylene glycols which follow the formula (II)
R 3 CO (OA) n OR 4 (II)
in the R 3 CO for a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, R 4 for hydrogen or R 3 CO and A for a linear or branched alkylene radical with 2 to 4 carbon atoms and n for numbers from 1 to 5 stands. Typical examples are mono- and / or diesters of ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol or tetraethylene glycol with fatty acids with 6 to 22, preferably 12 to 18 carbon atoms as there are: 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. The use of ethylene glycol mono- and / or distearate is particularly preferred. -
- Fettsäurealkanolamide. Fettsäurealkanolamide, die als Perlglanzwachse in Frage kommen, folgen
der Formel (III),
R5CO-NR6-B-OH (III)
in der R5CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R6 für Wasserstoff oder einen gegebenenfalls hydroxysubstituierten Alkylrest mit 1 bis 4 Kohlenstoffatomen und B für eine lineare oder verzweigte Alkylengruppe mit 1 bis 4 Kohlenstoffatomen steht. Typische Beispiele sind Kondensationsprodukte von Ethanolamin, Methyl ethanolamin, Diethanolamin, Propanolamin, Methylpropanolamin und Dipropanolamin sowie deren Mischungen mit Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotride cansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensäure, Elaeostearinsäure, Arachinsäure, Gadolein säure, Behensäure und Erucasäure sowie deren technische Mischungen. Besonders bevorzugt ist der Einsatz von Stearinsäureethanolamid.- fatty acid alkanolamides. Fatty acid alkanolamides which can be used as pearlescent waxes follow the formula (III),
R 5 CO-NR 6 -B-OH (III)
in which R 5 CO represents a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, R 6 represents hydrogen or an optionally hydroxyl-substituted alkyl radical having 1 to 4 carbon atoms and B represents a linear or branched alkylene group having 1 to 4 carbon atoms. Typical examples are condensation products of ethanolamine, methyl ethanolamine, diethanolamine, propanolamine, methylpropanolamine and dipropanolamine and their mixtures with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotride canoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, oleic acid, isostearic acid, isostearic acid, isostearic acid, Petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. The use of stearic acid ethanolamide is particularly preferred. -
- Partialglyceride. Partialglyceride, die über Perlglanzeigenschaften verfügen, stellen Mono- und/oder
Diester des Glycerins mit Fettsäuren, nämlich beispielsweise Capronsäure, Caprylsäure, 2-
Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, PalmÂ
oleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, LinoÂ
lensäure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deÂ
ren technische Mischungen dar. Sie folgen der Formel (IV),
in der R7CO für einen linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R8 und R9 unabhängig voneinander für Wasserstoff oder R7CO, x, y und z in Summe für 0 oder für Zahlen von 1 bis 30 und X für ein Alkali- oder Erdalkalimetall mit der Maßgabe steht, daß mindestens einer der beiden Reste R8 und R9 Wasserstoff darstellt. Typische Beispiele sind Laurinsäuremonoglycerid, Laurinsäurediglycerid, Kokosfettsäuremonoglycerid, Kokosfettsäuretriglycerid, Palmitinsäuremono glycerid, Palmitinsäuretriglycerid, Stearinsäuremonoglycerid, Stearinsäurediglycerid, Isostearinsäu remonoglycerid, Isostearinsäurediglycerid, Ölsäuremonoglycerid, Ölsäurediglycerid, Talgfettsäure monoglycerid, Talgfettsäurediglycerid, Behensäuremonoglycerid, Behensäurediglycerid, Erucasäu remonoglycerid, Erucasäurediglycerid sowie deren technische Gemische, die untergeordnet aus dem Herstellungsprozeß noch geringe Mengen an Triglycerid enthalten können.- partial glycerides. Partial glycerides which have pearlescent properties are mono- and / or diesters of glycerol with fatty acids, namely for example caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palm oleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid Petroselinic acid, linoleic acid, linseed acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. They follow the formula (IV),
in which R 7 CO for a linear or branched acyl radical having 6 to 22 carbon atoms, R 8 and R 9 independently of one another for hydrogen or R 7 CO, x, y and z in total for 0 or for numbers from 1 to 30 and X for is an alkali or alkaline earth metal with the proviso that at least one of the two radicals R 8 and R 9 is hydrogen. Typical examples are lauric acid, lauric, coconut fatty, coconut fatty acid triglyceride, Palmitinsäuremono glyceride, Palmitinsäuretriglycerid, oleic, stearic acid diglyceride, Isostearinsäu monoglyceride, Isostearinsäurediglycerid, oleic acid diglyceride, monoglyceride monoglyceride tallow, Talgfettsäurediglycerid, behenic acid, Behensäurediglycerid, Erucasäu monoglyceride, Erucasäurediglycerid and technical mixtures thereof, the minor product of the manufacturing process can still contain small amounts of triglyceride. - - Mehrwertige Carbonsäure- und Hydroxycarbonsäureester. Als Perlglanzwachse kommen wei terhin Ester von mehrwertigen, gegebenenfalls hydroxysubstituierten Carbonsäuren mit Fettalko holen mit 6 bis 22 Kohlenstoffatomen in Frage. Als Säurekomponente dieser Ester kommen bei spielsweise Malonsäure, Maleinsäure, Fumarsäure, Adipinsäure, Sebacinsäure, Azelainsäure, Do decandisäure, Phthalsäure, Isophthalsäure und insbesondere Bernsteinsäure sowie Äpfelsäure, Citronensäure und insbesondere Weinsäure und deren Mischungen in Betracht. Die Fettalkohole enthalten 6 bis 22, vorzugsweise 12 bis 18 und insbesondere 16 bis 18 Kohlenstoffatome in der Al kylkette. Typische Beispiele sind Capronalkohol, Caprylalkohol, 2-Ethylhexylalkohol, Caprinalkohol, Laurylalkohol, Isotridecylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Linolylalkohol, Linolenylalkohol, Elaeostearylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol und Brassi dylalkohol sowie deren technische Mischungen. Die Ester können als Voll- oder Partialester vorlie gen, vorzugsweise werden Mono- und vor allem Diester der Carbon- bzw. Hydroxycarbonsäuren eingesetzt. Typische Beispiele sind Bernsteinsäuremono- und -dilaurylester, Bernsteinsäuremono- und -dicetearlyester, Bernsteinsäuremono- und -distearylester, Weinsäuremono- und -dilaurylester, Weinsäuremono- und dikokosalkylester, Weinsäuremono- und -dicetearylester, Citronensäuremo no-, -di- und -trilaurylester, Citronensäuremono-, -di- und -trikokosalkylester sowie Citronensäure mono-, -di- und -tricetearylester.- Polyvalent carboxylic and hydroxycarboxylic esters. As pearlescent waxes come white further esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohol fetch with 6 to 22 carbon atoms. As an acid component of these esters come in for example malonic acid, maleic acid, fumaric acid, adipic acid, sebacic acid, azelaic acid, Do. decanedioic acid, phthalic acid, isophthalic acid and in particular succinic acid and malic acid, Citric acid and especially tartaric acid and mixtures thereof. The fatty alcohols  contain 6 to 22, preferably 12 to 18 and in particular 16 to 18 carbon atoms in the Al alkyl chain. Typical examples are capronic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, Lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, Isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, Elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassi dyl alcohol and their technical mixtures. The esters can exist as full or partial esters gene, preferably mono- and especially diesters of carboxylic or hydroxycarboxylic acids used. Typical examples are succinic acid mono- and dilauryl esters, succinic acid mono- and dicetearlyesters, succinic acid mono- and distearyl esters, tartaric acid mono- and dilauryl esters, Tartaric acid mono- and dicoco alkyl esters, tartaric acid mono- and dicetearyl esters, citric acid mo no-, -di and -trilaurylester, citric acid mono-, -di and -trikokosalkylester and citric acid mono-, di- and tricetearyl esters.
-
- Fettalkohole. Als weitere Gruppe von Perlglanzwachsen können langkettige Fettalkohole eingeÂ
setzt werden, die der Formel (V) folgen,
R10OH (V)
in der R10 für einen linearen Alkylrest mit 24 bis 48, vorzugsweise 32 bis 36 Kohlenstoffatomen steht. Bei den genannten Stoffen handelt es sich in der Regel um Oxidationsprodukte langkettiger Paraffine.- fatty alcohols. Long-chain fatty alcohols which follow the formula (V) can be used as a further group of pearlescent waxes,
R 10 OH (V)
in which R 10 represents a linear alkyl radical having 24 to 48, preferably 32 to 36, carbon atoms. The substances mentioned are usually oxidation products of long-chain paraffins. -
-Â Fettketone. Fettketone, die als Komponente (a) in Betracht kommen, folgen vorzugsweise der
Formel (VI),
R11-CO-R12 (VI)
in der R11 und R12 unabhängig voneinander für Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlen stoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 24 und vorzugsweise 32 bis 48 Kohlenstoffatome aufweisen. Die Ketone können nach Verfahren des Stands der Technik herge stellt werden, beispielsweise durch Pyrolyse der entsprechenden Fettsäure-Magnesiumsalze. Die Ketone können symmetrisch oder unsymmetrisch aufgebaut sein, vorzugsweise unterscheiden sich die beiden Reste R11 und R12 aber nur um ein Kohlenstoffatom und leiten sich von Fettsäuren mit 16 bis 22 Kohlenstoffatomen ab. Dabei zeichnet sich Stearon durch besonders vorteilhafte Perlglanzei genschaften aus. - fat ketones. Fat ketones which are suitable as component (a) preferably follow the formula (VI),
R 11 -CO-R 12 (VI)
in which R 11 and R 12 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms. The ketones can be prepared by methods known in the art, for example by pyrolysis of the corresponding fatty acid magnesium salts. The ketones can be symmetrical or asymmetrical, but the two radicals R 11 and R 12 preferably differ only by one carbon atom and are derived from fatty acids having 16 to 22 carbon atoms. Stearon is characterized by particularly advantageous pearlescent properties. -
-Â Fettaldehyde. Als Perlglanzwachse geeignete Fettaldehyde entsprechen der Formel (VII),
R13COH (VII)
in der R13CO für einen linearen oder verzweigten Acylrest mit 24 bis 48, vorzugsweise 28 bis 32 Kohlenstoffatomen steht.- fatty aldehydes. Fatty aldehydes suitable as pearlescent waxes correspond to the formula (VII)
R 13 COH (VII)
in which R 13 CO represents a linear or branched acyl radical having 24 to 48, preferably 28 to 32, carbon atoms. -
-Â Fettether. Als Perlglanzwachse kommen ferner Fettether der Formel (VIII) in Frage,
R14-O-R15 (VIII)
in der R14 und R15 unabhängig voneinander für Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlen stoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 24 und vorzugsweise 32 bis 48 Kohlenstoffatome aufweisen. Fettether der genannten Art werden üblicherweise durch saure Kondensation der entsprechenden Fettalkohole hergestellt. Fettether mit besonders vorteilhaften Perlglanzeigenschaften werden durch Kondensation von Fettalkoholen mit 16 bis 22 Kohlenstoff atomen, wie beispielsweise Cetylalkohol, Cetearylalkohol, Stearylalkohol, Isostearylalkohol, Oleylal kohol, Behenylalkohol und/oder Erucylalkohol erhalten.- fatty ether. Also suitable as pearlescent waxes are fatty ethers of the formula (VIII)
R 14 -OR 15 (VIII)
in which R 14 and R 15 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms. Fat ethers of the type mentioned are usually prepared by acidic condensation of the corresponding fatty alcohols. Fat ethers with particularly advantageous pearlescent properties are obtained by condensation of fatty alcohols having 16 to 22 carbon atoms, such as, for example, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol. -
-Â Fettcarbonate. Als Perlglanzwachse kommen weiterhin Fettcarbonate der Formel (IX) in Betracht,
R16O-CO-OR17 (IX)
in der R16 und R17 unabhängig voneinander für Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlenstoff atomen stehen, mit der Maßgabe, daß sie in Summe mindestens 24 und vorzugsweise 32 bis 48 Kohlenstoffatome aufweisen. Die Stoffe werden erhalten, indem man beispielsweise Dimethyl- oder Diethylcarbonat mit den entsprechenden Fettalkoholen in an sich bekannter Weise umestert. Dem zufolge können die Fettcarbonate symmetrisch oder unsymmetrisch aufgebaut sein. Vorzugsweise werden jedoch Carbonate eingesetzt, in denen R16 und R18 gleich sind und für Alkylreste mit 16 bis 22 Kohlenstoffatomen stehen. Besonders bevorzugt sind Umesterungsprodukte von Dimethyl- bzw. Diethylcarbonat mit Cetylalkohol, Cetearylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Behenylalkohol und/oder Erucylalkohol in Form ihrer Mono- und Diester bzw. deren technischen Mischungen.- fat carbonates. Fatty carbonates of the formula (IX) are also suitable as pearlescent waxes,
R 16 O-CO-OR 17 (IX)
in which R 16 and R 17 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms. The substances are obtained by transesterifying, for example, dimethyl or diethyl carbonate with the corresponding fatty alcohols in a manner known per se. Accordingly, the fatty carbonates can be constructed symmetrically or asymmetrically. However, carbonates are preferably used in which R 16 and R 18 are identical and represent alkyl radicals having 16 to 22 carbon atoms. Transesterification products of dimethyl or diethyl carbonate with cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol in the form of their mono- and diesters or their technical mixtures are particularly preferred. -
- Fettsäuren. Für diesen Zweck kommen aliphatische, gegebenenfalls hydroxysubstituierte CarbonÂ
säuren mit 16 bis 22 Kohlenstoffe in Frage, wie beispielsweise Stearinsäure, Cetylstearinsäure, HyÂ
droxystearinsäure und Behensäure sowie deren technische Gemische.
- 1. Epoxidringöffnungsprodukte. Bei den Ringöffnungsprodukten handelt es sich um bekannte StofÂ
fe, die üblicherweise durch säurekatalysierte Umsetzung von endständigen oder innenständigen
Olefinepoxiden mit aliphatischen Alkoholen hergestellt werden. Die Reaktionsprodukte folgen vorÂ
zugsweise der Formel (X),
in der R18 und R19 für Wasserstoff oder einen Alkylrest mit 10 bis 20 Kohlenstoffatomen steht, mit der Maßgabe, daß die Summe der Kohlenstoffatome von R18 und R19 im Bereich von 10 bis 20 liegt und R20 für einen Alkyl- und/oder Alkenylrest mit 12 bis 22 Kohlenstoffatomen und/oder den Rest ei nes Polyols mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen steht. Typische Beispiele sind Ringöffnungsprodukte von α-Dodecenepoxid, α-Hexadecenepoxid, α-Octadecenepoxid, α- Eicosenepoxid, α-Docosenepoxid, i-Dodecenepoxid, i-Hexadecenepoxid, i-Octadecenepoxid, i- Eicosenepoxid und/oder i-Docosenepoxid mit Laurylalkohol, Kokosfettalkohol, Myristylalkohol, Ce tylalkohol, Cetearylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petrose linylalkohol, Linolylalkohol, Linolenylalkohol, Behenylalkohol und/oder Erucylalkohol. Vorzugsweise werden Ringöffnungsprodukte von Hexa- und/oder Octadecenepoxiden mit Fettalkoholen mit 16 bis 18 Kohlenstoffatomen eingesetzt. Werden anstelle der Fettalkohole Polyole für die Ringöffnung ein gesetzt, so handelt es sich beispielsweise um folgende Stoffe: Glycerin; Alkylenglycole, wie bei spielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Po lyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton; techni sche Oligoglyceringemische mit einem Eigenkondensationsgrad von 1,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%; Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipenta erythrit; Niedrigalkylglucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie bei spielsweise Methyl- und Butylglucosid; Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie bei spielsweise Sorbit oder Mannit, Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose; Aminozucker, wie beispielsweise Glucamin.
- 1. Epoxy ring opening products. The ring opening products are known substances which are usually prepared by acid-catalyzed reaction of terminal or internal olefin epoxides with aliphatic alcohols. The reaction products preferably follow formula (X)
in which R 18 and R 19 represent hydrogen or an alkyl radical having 10 to 20 carbon atoms, with the proviso that the sum of the carbon atoms of R 18 and R 19 is in the range from 10 to 20 and R 20 represents an alkyl and / or alkenyl radical having 12 to 22 carbon atoms and / or the radical of a polyol having 2 to 15 carbon atoms and 2 to 10 hydroxyl groups. Typical examples are ring opening products of α-dodecenepoxide, α-hexadecenepoxide, α-octadecenepoxide, α-eicosenepoxide, α-docosenepoxide, i-dodecenepoxide, i-hexadecenepoxide, i-octadecenepoxide, i-eicosenepoxide and / or i-docoholalkosenepoxy with lauryl alcoholose epoxy with lauryl alcoholose epoxide with lauryl alcoholose epoxy with lauryl alcoholose epoxy with lauryl alcohol dose epoxy , Myristyl alcohol, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petrose linyl alcohol, linolyl alcohol, linolenyl alcohol, behenyl alcohol and / or erucyl alcohol. Ring opening products of hexa- and / or octadecene epoxides with fatty alcohols having 16 to 18 carbon atoms are preferably used. If polyols are used for the ring opening instead of the fatty alcohols, these are, for example, the following substances: glycerol; Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight; Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside; Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol, sugars with 5 to 12 carbon atoms, such as glucose or sucrose; Aminosugars such as glucamine.
- 1. Epoxidringöffnungsprodukte. Bei den Ringöffnungsprodukten handelt es sich um bekannte StofÂ
fe, die üblicherweise durch säurekatalysierte Umsetzung von endständigen oder innenständigen
Olefinepoxiden mit aliphatischen Alkoholen hergestellt werden. Die Reaktionsprodukte folgen vorÂ
zugsweise der Formel (X),
Der Anteil der Perlglanzwachse an den oberflächenaktiven Mitteln kann im Fall von Perlglanzkonzen traten 5 bis 50 und vorzugsweise 10 bis 35 Gew.-% betragen. Im Fall von Endprodukten, wie etwa Perlglanzshampoos liegt die Konzentration niedriger, nämlich bei 0,5 bis 5 und vorzugsweise 1 bis 2 Gew.-%. The share of pearlescent waxes in the surface-active agents can be used in the case of pearlescent concentrates occurred 5 to 50 and preferably 10 to 35 wt .-%. In the case of end products, such as Pearlescent shampoos have a lower concentration, namely 0.5 to 5 and preferably 1 to 2 % By weight. Â
Glycerincarbonat besitzt ausgezeichnete avivierende und antistatische Eigenschaften und übertrifft darin sogar die bekannten Siliconverbindungen des Marktes. Zwei weitere Gegenstände der Erfindung betreffen daher seine Verwendung als Ersatzstoff für Siliconöle in kosmetischen und/oder pharmazeuti schen Zubereitungen sowie als Avivagemittel zur Herstellung von kosmetischen Zubereitungen, in de nen es in Mengen von 1 bis 50, vorzugsweise 3 bis 30 und insbesondere 5 bis 25 Gew.-% enthalten sein kann.Glycerine carbonate has excellent anti-static and anti-static properties and exceeds including the well-known silicone compounds on the market. Two further objects of the invention therefore relate to its use as a substitute for silicone oils in cosmetics and / or pharmaceuticals formulations and as a finishing agent for the production of cosmetic preparations, in de contain it in amounts of 1 to 50, preferably 3 to 30 and in particular 5 to 25% by weight can be.
Bei den erfindungsgemäßen Zubereitungen handelt es sich vorzugsweise um kosmetische Mittel, wie beispielsweise Haarshampoos, Haarlotionen, Schaumbäder, Cremes oder Lotionen, die ferner als weitere Hilfs- und Zusatzstoffe Überfettungsmittel, Stabilisatoren, Konsistenzgeber, Verdickungsmittel, Kationpolymere, Siliconverbindungen, Filmbildner, Konservierungsmittel, Hydrotrope, Solubilisatoren, UV-Lichtschutzfilter, Insektenrepellentien, Selbstbräuner, Parfümöle, Farbstoffe und dergleichen ent halten können.The preparations according to the invention are preferably cosmetic agents such as For example, hair shampoos, hair lotions, bubble baths, creams or lotions, which are also used as other auxiliaries and additives superfatting agents, stabilizers, consistency agents, thickeners, Cation polymers, silicone compounds, film formers, preservatives, hydrotropes, solubilizers, UV light protection filters, insect repellents, self-tanners, perfume oils, dyes and the like can hold.
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie poly ethoxylierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monoglyceride und Fett säurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren die nen. Als Konsistenzgeber kommen in erster Linie Fettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und daneben Partialglyceride in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Polysaccha ride, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulo se und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -di-ester von Fett säuren, Polyacrylate, (z. B. Carbopole® von Goodrich oder Synthalene® von Sigma), Polyacrylamide, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkohol ethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside sowie Elektrolyte wie Koch salz und Ammoniumchlorid.Substances such as lanolin and lecithin and poly ethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fat Acid alkanolamides are used, the latter simultaneously serving as foam stabilizers nen. The main consistency agents are fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides. A combination of these is preferred Substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or Polyglycerol poly-12-hydroxystearates. Suitable thickeners are, for example, polysaccha ride, especially xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulo se and hydroxyethyl cellulose, as well as higher molecular weight polyethylene glycol mono- and di-esters of fat acids, polyacrylates (e.g. Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, Polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, Esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as Koch salt and ammonium chloride.
Geeignete kationische Polymere sind beispielsweise kationische Cellulosederivate, wie z. B. eine quaternierte Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400® von Amerchol erhält lich ist, kationische Stärke, Copolymere von Diallylammoniumsalzen und Acrylamiden, quaternierte Vinylpyrrolidon/Vinylimidazol-Polymere, wie z. B. Luviquat® (BASF), Kondensationsprodukte von Poly glycolen und Aminen, quaternierte Kollagenpolypeptide, wie beispielsweise Lauryldimonium hydroxy propyl hydrolyzed collagen (Lamequat®L/Grünau), quaternierte Weizenpolypeptide, Polyethylenimin, kationische Siliconpolymere, wie z. B. Amidomethicone, Copolymere der Adipinsäure und Dimethyl aminohydroxypropyldiethylentriamin (Cartaretine®/Sandoz), Copolymere der Acrylsäure mit Dime thyldiallylammoniumchlorid (Merquat® 550/Chemviron), Polyaminopolyamide, wie z. B. beschrieben in der FR-A 2252840 sowie deren vernetzte wasserlöslichen Polymere, kationische Chitinderivate wie beispielsweise quaterniertes Chitosan, gegebenenfalls mikrokristallin verteilt, Kondensationsprodukte aus Dihalogenalkylen, wie z. B. Dibrombutan mit Bisdialkylaminen, wie z. B. Bis-Dimethylamino-1,3- propan, kationischer Guar-Gum, wie z. B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 der Firma Ce lanese, quaternierte Ammoniumsalz-Polymere, wie z. B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ- 1 der Firma Miranol.Suitable cationic polymers are, for example, cationic cellulose derivatives, such as. Legs quaternized hydroxyethyl cellulose obtained from Amerchol under the name Polymer JR 400® Lich, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized Vinyl pyrrolidone / vinyl imidazole polymers, such as. B. Luviquat® (BASF), condensation products from Poly  glycols and amines, quaternized collagen polypeptides such as lauryldimonium hydroxy propyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as. B. amidomethicones, copolymers of adipic acid and dimethyl aminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with Dime thyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, such as. B. described in FR-A 2252840 and its crosslinked water-soluble polymers, cationic chitin derivatives such as for example quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, such as. B. dibromobutane with bisdialkylamines, such as. B. bis-dimethylamino-1,3- propane, cationic guar gum, such as B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Ce lane quaternized ammonium salt polymers, such as. B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ- 1 from Miranol.
Geeignete Siliconverbindungen sind beispielsweise Dimethylpolysiloxane, Methylphenylpolysiloxane, cyclische Silicone sowie amino-, fettsäure-, alkohol-, polyether-, epoxy-, fluor-, glykosid- und/oder al kylmodifizierte Siliconverbindungen, die bei Raumtemperatur sowohl flüssig als auch harzförmig vor liegen können. Typische Beispiele für Fette sind Glyceride, als Wachse kommen u. a. Bienenwachs, Carnaubawachs, Candelillawachs, Montanwachs, Paraffinwachs oder Mikrowachse gegebenenfalls in Kombination mit hydrophilen Wachsen, z. B. Cetylstearylalkohol oder Partialglyceriden in Frage. Als Stabilisatoren können Metallsalze von Fettsäuren, wie z. B. Magnesium-, Aluminium- und/oder Zink stearat eingesetzt werden. Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quaterniertes Chitosan, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Poly mere der Acrylsäurereihe, quaternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen. Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineral stoffe, Pemulen sowie alkylmodifizierte Carbopoltypen (Goodrich) dienen.Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones as well as amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or al alkyl modified silicone compounds that are both liquid and resinous at room temperature can lie. Typical examples of fats are glycerides. a. Beeswax, Carnauba wax, candelilla wax, montan wax, paraffin wax or micro waxes if necessary in Combination with hydrophilic waxes, e.g. B. cetylstearyl alcohol or partial glycerides in question. As Stabilizers can metal salts of fatty acids, such as. B. magnesium, aluminum and / or zinc stearate can be used. Common film formers are, for example, chitosan, microcrystalline Chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, poly mers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or their salts and similar compounds. Montmorillonite and clay mineral can be used as swelling agents for aqueous phases substances, Pemulen and alkyl-modified carbopol types (Goodrich) are used.
Unter UV-Lichtschutzfiltern sind organische Substanzen zu verstehen, die in der Lage sind, ultraÂ
violette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z. B.
Wärme wieder abzugeben. UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche SubstanÂ
zen sind z. B. zu nennen:
UV light protection filters are organic substances that are able to absorb ultra violet rays and absorb the energy in the form of longer-wave radiation, e.g. B. to release heat again. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances are z. B. To name:
- -Â 3-Benzylidencampher und dessen Derivate, z. B. 3-(4-Methylbenzyliden)campher;- 3-Benzylidene camphor and its derivatives, e.g. B. 3- (4-methylbenzylidene) camphor;
- - 4-Aminobenzoesäurederivate, vorzugsweise 4-(Dimethylamino)benzoesäure-2-ethylhexylester, 4- (Dimethylamino)benzoesäure-2-octylester und 4-(Dimethylamino)benzoesäureamylester;- 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid 2-ethylhexyl ester, 4- 2-octyl (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
- - Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxyzimtsäureiso pentylester, 2-Cyano-3-phenyl-zimtsäure-2-ethylhexylester (Octocrylene);- Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, iso-4-methoxycinnamate pentyl ester, 2-cyano-3-phenyl-cinnamic acid 2-ethylhexyl ester (octocrylene);
- - Ester der Salicylsäure, vorzugsweise Salicylsäure-2-ethylhexylester, Salicylsäure-4-isopropylben zylester, Salicylsäurehomomenthylester; - Esters of salicylic acid, preferably salicylic acid 2-ethylhexyl ester, salicylic acid 4-isopropylbene methyl ester, salicylic acid homomethyl ester; Â
- - Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-meth oxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon;- Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-meth oxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
- - Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzmalonsäuredi-2-ethylhexylester;- Esters of benzalmalonic acid, preferably di-2-ethylhexyl 4-methoxybenzmalonate;
- -Â Triazinderivate, wie z. B. 2,4,6-Trianilino-(p-carbo-2'-ethyl-1'-hexyloxy)-1,3,5-triazin und Octyltriazon;- Triazine derivatives, such as. B. 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine and octyltriazone;
- -Â Propan-1,3-dione, wie z. B. 1-(4-tert.Butylphenyl)-3-(4'methoxyphenyl)propan-1,3-dion.Propane-1,3-diones, such as e.g. B. 1- (4-tert-Butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione.
Als wasserlösliche Substanzen kommen in Frage:
Possible water-soluble substances are:
- - 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsalze;- 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, Alkanolammonium and glucammonium salts;
- - Sulfonsäurederivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzophenon-5-sul fonsäure und ihre Salze;- Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sul fonic acid and its salts;
- - Sulfonsäurederivate des 3-Benzylidencamphers, wie z. B. 4-(2-Oxo-3-bornylidenmethyl)benzolsul fonsäure und 2-Methyl-5-(2-oxo-3-bornyliden)sulfonsäure und deren Salze.- Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-Oxo-3-bornylidenemethyl) benzenesul fonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.
Als typische UV-A-Filter kommen insbesondere Derivate des Benzoylmethans in Frage, wie beispiels weise 1-(4'-tert.Butylphenyl)-3-(4'-methoxyphenyl)propan-1,3-dion oder 1-Phenyl-3-(4'-isopropylphenyl) propan-1,3-dion. Die UV-A und UV-B-Filter können selbstverständlich auch in Mischungen eingesetzt werden. Neben den genannten löslichen Stoffen kommen für diesen Zweck auch unlösliche Pigmente, nämlich feindisperse Metalloxide bzw. Salze in Frage, wie beispielsweise Titandioxid, Zinkoxid, Eisen oxid, Aluminiumoxid, Ceroxid, Zirkoniumoxid, Silicate (Talk), Bariumsulfat und Zinkstearat. Die Partikel sollten dabei einen mittleren Durchmesser von weniger als 100 nm, vorzugsweise zwischen 5 und 50 nm und insbesondere zwischen 15 und 30 nm aufweisen. Sie können eine sphärische Form aufweisen, es können jedoch auch solche Partikel zum Einsatz kommen, die eine ellipsoide oder in sonstiger Wei se von der sphärischen Gestalt abweichende Form besitzen. Neben den beiden vorgenannten Grup pen primärer Lichtschutzstoffe können auch sekundäre Lichtschutzmittel vom Typ der Antioxidantien eingesetzt werden, die die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV-Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Superoxid-Dismutase, Tocopherole (Vitamin E) und Ascorbinsäure (Vitamin C). Weitere geeignete UV-Licht-Schutzfilter sind der Übersicht von P. Finkel in SÖFW-Journal 122, 543 (1996) zu entnehmen.Derivatives of benzoylmethane, such as, for example, are particularly suitable as typical UV-A filters wise 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione or 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione. The UV-A and UV-B filters can of course also be used in mixtures become. In addition to the soluble substances mentioned, insoluble pigments are also used for this purpose, namely finely dispersed metal oxides or salts, such as titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate. The particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape However, it is also possible to use particles which are ellipsoidal or otherwise they have a shape deviating from the spherical shape. In addition to the two aforementioned groups Pen primary light stabilizers can also be secondary light stabilizers of the antioxidant type are used that interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are superoxide dismutase, tocopherols (Vitamin E) and ascorbic acid (vitamin C). Other suitable UV light protection filters are in the overview by P. Finkel in SÖFW-Journal 122, 543 (1996).
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope, wie beispielsweise Ethanol, IsoproÂ
pylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorÂ
zugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Typische Beispiele sind
To improve the flow behavior, hydrotropes such as ethanol, isopropyl alcohol, or polyols can also be used. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
- -Â Glycerin; - glycerin; Â
- -Â Alkylenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton;Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, Hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
- - technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1,5 bis 10 wie etwa tech nische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%;- Technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as tech niche diglycerin mixtures with a diglycerol content of 40 to 50% by weight;
- -Â Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, Pentaerythritol and dipentaerythritol;
- - Niedrigalkylglucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispiels weise Methyl- und Butylglucosid;- Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as wise methyl and butyl glucoside;
- -Â Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
- -Â Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;- Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
- -Â Aminozucker, wie beispielsweise Glucamin.- aminosugars, such as glucamine.
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Para bene, Pentandiol oder Sorbinsäure. Als Insekten-Repellentien kommen N,N-Diethyl-m-touluamid, 1,2- Pentandiol oder Insect repellent 3535 in Frage, als Selbstbräuner eignet sich Dihydroxyaceton.Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, para benzene, pentanediol or sorbic acid. As insect repellents there are N, N-diethyl-m-touluamid, 1,2- Pentanediol or Insect repellent 3535 in question, dihydroxyacetone is suitable as a self-tanner.
Als Parfümöle seien genannt die Extrakte von Blüten (Lavendel, Rosen, Jasmin, Neroli), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Frucht schalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Angelica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemon gras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Moschus, Zibet und Castoreum. Als synthetische bzw. halbsynthetische Par fümöle kommen Ambroxan, Eugenol, Isoeugenol, Citronellal, Hydroxycitronellal, Geraniol, Citronellol, Geranylacetat, Citral, Ionon und Methylionon in Betracht.Perfume oils include extracts from flowers (lavender, roses, jasmine, neroli), stems and Leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, oranges), roots (mace, angelica, celery, cardamom, costus, iris, Calmus), woods (sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemon grass, sage, thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and balsams (Galbanum, Elemi, Benzoe, Myrrh, Olibanum, Opoponax). Furthermore animal raw materials come in Question, such as musk, civet and castoreum. As a synthetic or semi-synthetic par Ambroxan, Eugenol, Isoeugenol, Citronellal, Hydroxycitronellal, Geraniol, Citronellol, Geranyl acetate, citral, ionone and methyl ionone.
Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen ver wendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoff kommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S. 81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.As dyes, the substances suitable and approved for cosmetic purposes can be used be used, such as the dye in the publication "Cosmetic Colorants" Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106 are put together. These dyes are usually used in concentrations of 0.001 to 0.1 % By weight, based on the mixture as a whole.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann durch übliche Kalt- oder Heißprozesse erfol gen; vorzugsweise arbeitet man nach der Phaseninversionstemperatur-Methode. The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight on the middle - amount. The agents can be produced by customary cold or hot processes gene; the phase inversion temperature method is preferably used. Â
- - Beispiel 1, Vergleichsbeispiel V1. Untersucht wurde die Naßkämmbarkeit bei Anwendung einer erfindungsgemäßen Haarkur mit Glycerincarbonat und einer Vergleichsmischung mit Siliconöl. Der Vergleich zeigt, daß die Rezeptur mit Glycerincarbonat deutlich wirksamer ist.- Example 1, comparative example V1. Wet combability was examined when using a hair treatment according to the invention with glycerol carbonate and a comparison mixture with silicone oil. Of the Comparison shows that the recipe with glycerol carbonate is significantly more effective.
- - Beispiel 2, Vergleichsbeispiel V2. In eine Rezeptur mit und ohne Glycerincarbonat wurde der Antischuppenwirkstoff Climbazol unter Erwärmen eingearbeitet. Die erfindungsgemäße Formu lierung 2 war dabei klar und blieb auch bei Lagerung bei 40°C über mindestens 4 Wochen stabil. Die Vergleichsrezeptur V2 war trüb und entmischte sich innerhalb von wenigen Stunden.- Example 2, Comparative Example V2. In a recipe with and without glycerine carbonate, the Anti-dandruff climbazole incorporated while heating. The Formu invention Lation 2 was clear and remained stable for at least 4 weeks even when stored at 40 ° C. The comparison formulation V2 was cloudy and segregated within a few hours.
- - Beispiele 3 bis 5. Die erfindungsgemäßen Zubereitungen geben Beispielformulierungen für Haar kuren mit Glycerincarbonat als Emulgator wieder.- Examples 3 to 5. The preparations according to the invention give example formulations for hair cure again with glycerine carbonate as emulsifier.
Die Ergebnisse sind in Tabelle 1 zusammengefaßt.The results are summarized in Table 1.
Claims (9)
- 1. Anlagerungsprodukten von 2 bis 30 Mol Ethylenoxid und/oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe;
- 2. C12/18-Fettsäuremono- und -diestern von Anlagerungsprodukten von 1 bis 30 Mol Ethylen oxid an Glycerin;
- 3. Glycerinmono- und -diestern und Sorbitanmono- und -diestern von gesättigten und ungesät tigten Fettsäuren mit 6 bis 22 Kohlenstoffatomen und deren Ethylenoxidanlagerungsproduk ten;
- 4. Alkylmono- und -oligoglycosiden mit 8 bis 22 Kohlenstoffatomen im Alkylrest und deren eth oxylierten Analoga;
- 5. Anlagerungsprodukten von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;
- 6. Polyolestern;
- 7. Anlagerungsprodukten von 2 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;
- 8. Partialestern auf Basis linearer, verzweigter, ungesättigter bzw. gesättigter C6/22-Fettsäuren, Ricinolsäure sowie 12-Hydroxystearinsäure und Glycerin, Polyglycerin, Pentaerythrit, Di pentaerythrit, Zuckeralkoholen, Alkylglucosiden sowie Polyglucosiden;
- 9. Trialkylphosphaten sowie Mono-, Di- und/oder Tri-PEG-alkylphosphaten;
- 10. Wollwachsalkoholen;
- 11. Polysiloxan-Polyalkyl-Polyether-Copolymeren bzw. entsprechenden Derivaten;
- 12. Mischestern aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol und/oder Misch estern von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyolen sowie
- 13. Polyalkylenglycolen.
- 1. Addition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms and with alkylphenols with 8 to 15 carbon atoms in the alkyl group ;
- 2. C 12/18 fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol;
- 3. glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and their ethylene oxide addition products;
- 4. alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their eth oxylated analogs;
- 5. Addition products of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
- 6. polyol esters;
- 7. Addition products of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;
- 8. partial esters based on linear, branched, unsaturated or saturated C 6/22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols, alkyl glucosides and polyglucosides;
- 9. trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates;
- 10. wool wax alcohols;
- 11. Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
- 12. Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols as well
- 13. Polyalkylene glycols.
- 1. Alkylenglycolestern,
- 2. Fettsäurealkanolamiden,
- 3. Partialglyceriden,
- 4. Estern von mehrwertigen, gegebenenfalls hydroxysubstituierte Carbonsäuren mit Fettalko holen mit 6 bis 22 Kohlenstoffatomen,
- 5. Fettalkoholen, Fettketonen, Fettaldehyden, Fettethern und/oder Fettcarbonaten, die in Sum me mindestens 24 Kohlenstoffatome aufweisen,
- 6. Fettsäuren und Hydroxyfettsäuren mit 16 bis 22 Kohlenstoffatomen; sowie
- 7. Ringöffnungsprodukten von Olefinepoxiden mit 12 bis 22 Kohlenstoffatomen mit Fettalko holen mit 12 bis 22 Kohlenstoffatomen und/oder Polyolen mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen.
- 1. alkylene glycol esters,
- 2. fatty acid alkanolamides,
- 3. partial glycerides,
- 4. esters of polyhydric, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms,
- 5. fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and / or fatty carbonates, which in total have at least 24 carbon atoms,
- 6. fatty acids and hydroxy fatty acids with 16 to 22 carbon atoms; such as
- 7. Ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohol fetch with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19756454A DE19756454C1 (en) | 1997-12-18 | 1997-12-18 | Surface-active compositions, especially cosmetics, containing glycerol carbonate as emulsifier |
| PCT/EP1998/008010 WO1999032216A1 (en) | 1997-12-18 | 1998-12-09 | Use of cyclic carbonates |
| JP2000525198A JP2001526106A (en) | 1997-12-18 | 1998-12-09 | Use of cyclic carbonate |
| EP98965795A EP1042055A1 (en) | 1997-12-18 | 1998-12-09 | Use of cyclic carbonates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19756454A DE19756454C1 (en) | 1997-12-18 | 1997-12-18 | Surface-active compositions, especially cosmetics, containing glycerol carbonate as emulsifier |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19756454C1 true DE19756454C1 (en) | 1999-06-17 |
Family
ID=7852481
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19756454A Expired - Fee Related DE19756454C1 (en) | 1997-12-18 | 1997-12-18 | Surface-active compositions, especially cosmetics, containing glycerol carbonate as emulsifier |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1042055A1 (en) |
| JP (1) | JP2001526106A (en) |
| DE (1) | DE19756454C1 (en) |
| WO (1) | WO1999032216A1 (en) |
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| DE102007060530A1 (en) | 2007-12-13 | 2009-09-17 | Henkel Ag & Co. Kgaa | Hair conditioning agents with cationic behenyl compounds and selected silicones and / or cosmetic oils |
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| DE102008019340A1 (en) | 2008-04-16 | 2009-10-22 | Henkel Ag & Co. Kgaa | Hair treatment with cloudberry fruit extract |
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| DE102008030660A1 (en) | 2008-07-01 | 2010-01-07 | Henkel Ag & Co. Kgaa | Agent for keratin-containing fibers containing at least one specific cellulose and at least one additional film-forming and / or setting polymer |
| DE102008031715A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008030661A1 (en) | 2008-07-01 | 2010-01-07 | Henkel Ag & Co. Kgaa | Keratin-containing fibers containing at least one specific betaine compound and at least one film-forming and / or setting polymer |
| DE102008031748A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031701A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031700A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008032851A1 (en) | 2008-07-14 | 2010-01-21 | Henkel Ag & Co. Kgaa | Medium with natural dye |
| DE102008032179A1 (en) | 2008-07-09 | 2010-01-21 | Henkel Ag & Co. Kgaa | Surfactant-containing composition, useful for cleaning the skin, comprises a film former and a beneficial substance comprising UV filter substances or tanning agents |
| DE102008034388A1 (en) | 2008-07-23 | 2010-01-28 | Henkel Ag & Co. Kgaa | Surfactant-containing composition with special emulsifier mixture |
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| DE102008036073A1 (en) | 2008-08-04 | 2010-02-11 | Henkel Ag & Co. Kgaa | Detergent with terpolymer |
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| DE102008037633A1 (en) | 2008-08-14 | 2010-02-18 | Henkel Ag & Co. Kgaa | Cosmetic composition containing oil from the fruits of the Sumac family |
| DE102008038106A1 (en) | 2008-08-18 | 2010-02-25 | Henkel Ag & Co. Kgaa | Keratin-containing fiber composition comprising at least one specific amphiphilic cationic polymer and at least one specific additional film-forming anionic and / or setting anionic polymer |
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| DE102008048438A1 (en) | 2008-09-23 | 2010-03-25 | Henkel Ag & Co. Kgaa | Compositions for reducing breakage of keratinic fibers |
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| DE102008050430A1 (en) | 2008-10-08 | 2010-04-15 | Henkel Ag & Co. Kgaa | Anti-dandruff and anti-relapse shampoo |
| DE102008053034A1 (en) | 2008-10-24 | 2010-04-29 | Henkel Ag & Co. Kgaa | Use of hydroxycinnamic acids and their derivatives and / or plant extracts for the treatment of body odor |
| DE102009028085A1 (en) | 2009-07-29 | 2010-05-06 | Henkel Ag & Co. Kgaa | Use of a combination comprising olive oil and a protein hydrolysate in an aqueous hair treatment composition for reducing and/or preventing split ends and/or hair breakage |
| DE102008059480A1 (en) | 2008-11-28 | 2010-06-02 | Henkel Ag & Co. Kgaa | Agent, useful e.g. to treat keratin fibers, comprises amphiphilic, cationic polymer having e.g. pyrrolidin-2-one structural unit, film-forming cationic/stabilizing cationic polymer, and film-forming non-ionic/stabilizing non-ionic polymer |
| DE102009028443A1 (en) | 2009-08-11 | 2010-06-10 | Henkel Ag & Co. Kgaa | Cosmetic hair cleaning agent, useful to improve wet and dry hair, and as e.g. liquid soaps and shampoos, comprises mild surfactant from anionic and amphoteric/zwitterionic surfactant, and seed oil of Pentaclethra macroloba plant |
| WO2010063678A2 (en) | 2008-12-01 | 2010-06-10 | Henkel Ag & Co. Kgaa | Novel deodorants and antiperspirants having hair growth inhibiting effect |
| DE102008059479A1 (en) | 2008-11-28 | 2010-06-10 | Henkel Ag & Co. Kgaa | Agent, useful e.g. to treat human hair, comprises an amphiphilic, cationic polymer having pyrrolidin-2-one-, azepan-2-one- or nitrogen containing- structural unit, and a film-forming cationic and/or stabilizing cationic polymer |
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| DE102009002538A1 (en) | 2009-04-21 | 2010-10-28 | Henkel Ag & Co. Kgaa | Perming and hair styling methods for modern hairstyles |
| DE102009002883A1 (en) | 2009-05-06 | 2010-11-11 | Henkel Ag & Co. Kgaa | Scalp-friendly and scalp-soothing shampoos and conditioners |
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| DE102009026899A1 (en) | 2009-06-10 | 2010-12-16 | Henkel Ag & Co. Kgaa | Cosmetic cleanser with deodorant effect |
| DE102009027052A1 (en) | 2009-06-19 | 2010-12-23 | Henkel Ag & Co. Kgaa | Antiperspirant compositions with silver citrate |
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| DE102009027361A1 (en) | 2009-06-30 | 2011-01-05 | Henkel Ag & Co. Kgaa | Hair protection cosmetic II |
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| EP1562538B1 (en) * | 2002-11-07 | 2010-11-03 | L'Oréal | Cosmetic composition comprising at least one specific cyclic carbonate which may be polymerised |
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| DE102007053953A1 (en) | 2007-11-09 | 2009-05-14 | Henkel Ag & Co. Kgaa | Styling agent with high moisture retention III |
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| WO2009060020A1 (en) | 2007-11-09 | 2009-05-14 | Henkel Ag & Co. Kgaa | Agent containing ester compound having a fatty alcohol component |
| DE102007053950A1 (en) | 2007-11-09 | 2009-05-14 | Henkel Ag & Co. Kgaa | Agent with bioflavonoid |
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| DE102019214516A1 (en) | 2018-12-28 | 2020-07-02 | Henkel Ag & Co. Kgaa | Use of sodium chloride in percarbonate-based bleaches for use on human hair |
| US11052027B2 (en) | 2018-12-28 | 2021-07-06 | Henkel Ag & Co. Kgaa | Use of sodium chloride in bleaching agents based on percarbonate for human hair application |
| DE102019217142A1 (en) | 2018-12-28 | 2020-07-02 | Henkel Ag & Co. Kgaa | Bleaching agent in an ALU sachet |
| DE102019105162A1 (en) | 2018-12-28 | 2020-07-02 | Henkel Ag & Co. Kgaa | Thickening system in a bleaching agent containing percarbonate |
| DE102020210772A1 (en) | 2020-08-26 | 2022-03-03 | Henkel Ag & Co. Kgaa | Odor-absorbing active ingredient combination for deodorants |
| GB2603982A (en) | 2020-08-26 | 2022-08-24 | Henkel Ag & Co Kgaa | Aluminum free deodorant |
| DE102020214720A1 (en) | 2020-11-24 | 2022-05-25 | Henkel Ag & Co. Kgaa | Low-water agent for the oxidative coloring of keratin fibers with perborate, microbial gum and anionic cellulose |
| DE202023103065U1 (en) | 2023-06-04 | 2023-12-06 | Lailuma Fanara | Plant-based hair treatment products for topical application |
| DE102023114644A1 (en) | 2023-06-04 | 2024-12-05 | Leiluma Fanara | Plant-based hair treatment products for topical application |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2001526106A (en) | 2001-12-18 |
| WO1999032216A1 (en) | 1999-07-01 |
| EP1042055A1 (en) | 2000-10-11 |
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| 8100 | Publication of patent without earlier publication of application | ||
| D1 | Grant (no unexamined application published) patent law 81 | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: COGNIS DEUTSCHLAND GMBH, 40589 DUESSELDORF, DE |
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| 8327 | Change in the person/name/address of the patent owner |
Owner name: COGNIS DEUTSCHLAND GMBH & CO. KG, 40589 DUESSELDOR |
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| 8339 | Ceased/non-payment of the annual fee |