DE10044662A1 - Cosmetic or pharmaceutical composition e.g. useful for skin cleansing or acne treatment, comprise salicylic acid, alkyl and/or alkenyl oligoglycosides and alkyl ether sulfates - Google Patents
Cosmetic or pharmaceutical composition e.g. useful for skin cleansing or acne treatment, comprise salicylic acid, alkyl and/or alkenyl oligoglycosides and alkyl ether sulfatesInfo
- Publication number
- DE10044662A1 DE10044662A1 DE2000144662 DE10044662A DE10044662A1 DE 10044662 A1 DE10044662 A1 DE 10044662A1 DE 2000144662 DE2000144662 DE 2000144662 DE 10044662 A DE10044662 A DE 10044662A DE 10044662 A1 DE10044662 A1 DE 10044662A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- alkyl
- weight
- preparations according
- alcohol
- 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.)
- Withdrawn
Links
- -1 alkyl ether sulfates Chemical class 0.000 title claims abstract description 108
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 40
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 229960004889 salicylic acid Drugs 0.000 title claims abstract description 23
- 125000003342 alkenyl group Chemical group 0.000 title claims abstract description 18
- 239000002537 cosmetic Substances 0.000 title claims abstract description 16
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 208000002874 Acne Vulgaris Diseases 0.000 title description 2
- 206010000496 acne Diseases 0.000 title description 2
- 239000000194 fatty acid Substances 0.000 claims abstract description 75
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 74
- 229930195729 fatty acid Natural products 0.000 claims abstract description 74
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 62
- 125000005456 glyceride group Chemical group 0.000 claims abstract description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 50
- 238000002360 preparation method Methods 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 33
- 239000000126 substance Substances 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 15
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 10
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 claims description 9
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 8
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 7
- 125000002091 cationic group Chemical group 0.000 claims description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 6
- 239000005642 Oleic acid Substances 0.000 claims description 6
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 235000021357 Behenic acid Nutrition 0.000 claims description 5
- 239000002280 amphoteric surfactant Substances 0.000 claims description 5
- 229940116226 behenic acid Drugs 0.000 claims description 5
- 235000000346 sugar Nutrition 0.000 claims description 5
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 4
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 4
- HJVKLVGLKNGYGQ-UHFFFAOYSA-N 20-methylhenicosanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCCCCCC(O)=O HJVKLVGLKNGYGQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 claims description 2
- DMBUODUULYCPAK-UHFFFAOYSA-N 1,3-bis(docosanoyloxy)propan-2-yl docosanoate Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCCCC DMBUODUULYCPAK-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 description 37
- 235000002639 sodium chloride Nutrition 0.000 description 29
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 28
- 235000019441 ethanol Nutrition 0.000 description 28
- 239000003921 oil Substances 0.000 description 25
- 235000019198 oils Nutrition 0.000 description 25
- 239000000047 product Substances 0.000 description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 23
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 21
- 150000002191 fatty alcohols Chemical class 0.000 description 21
- 150000003839 salts Chemical class 0.000 description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- 239000001993 wax Substances 0.000 description 19
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 18
- 229940055577 oleyl alcohol Drugs 0.000 description 18
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 17
- 239000003205 fragrance Substances 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 15
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 14
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 12
- 229920005862 polyol Polymers 0.000 description 12
- 150000001298 alcohols Chemical class 0.000 description 11
- 229910019142 PO4 Inorganic materials 0.000 description 10
- 235000021317 phosphate Nutrition 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 235000011187 glycerol Nutrition 0.000 description 9
- 150000003077 polyols Chemical class 0.000 description 9
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 8
- 235000013162 Cocos nucifera Nutrition 0.000 description 8
- 244000060011 Cocos nucifera Species 0.000 description 8
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 8
- 239000003925 fat Substances 0.000 description 8
- 235000019197 fats Nutrition 0.000 description 8
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 8
- 239000002304 perfume Substances 0.000 description 8
- 229920000151 polyglycol Polymers 0.000 description 8
- 239000010695 polyglycol Substances 0.000 description 8
- 229920001296 polysiloxane Polymers 0.000 description 8
- 230000001166 anti-perspirative effect Effects 0.000 description 7
- 239000003213 antiperspirant Substances 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
- 150000002576 ketones Chemical class 0.000 description 7
- 235000019645 odor Nutrition 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 6
- 150000008051 alkyl sulfates Chemical class 0.000 description 6
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 6
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 6
- 239000004359 castor oil Substances 0.000 description 6
- 235000019438 castor oil Nutrition 0.000 description 6
- 239000002781 deodorant agent Substances 0.000 description 6
- 150000005690 diesters Chemical class 0.000 description 6
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 6
- 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 description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000000787 lecithin Substances 0.000 description 6
- 235000010445 lecithin Nutrition 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 108090000765 processed proteins & peptides Proteins 0.000 description 6
- 102000004196 processed proteins & peptides Human genes 0.000 description 6
- 108090000623 proteins and genes Proteins 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000004166 Lanolin Substances 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 241000282372 Panthera onca Species 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 150000001299 aldehydes Chemical class 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 235000019388 lanolin Nutrition 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 235000021313 oleic acid Nutrition 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 5
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 4
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 4
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 4
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 4
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 4
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 4
- UYWQUFXKFGHYNT-UHFFFAOYSA-N Benzylformate Chemical compound O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 4
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 4
- 229920001661 Chitosan Polymers 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
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 4
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- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
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- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 4
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- BTJXBZZBBNNTOV-UHFFFAOYSA-N Linalyl benzoate Chemical compound CC(C)=CCCC(C)(C=C)OC(=O)C1=CC=CC=C1 BTJXBZZBBNNTOV-UHFFFAOYSA-N 0.000 description 4
- UUQHKWMIDYRWHH-UHFFFAOYSA-N Methyl beta-orcinolcarboxylate Chemical group COC(=O)C1=C(C)C=C(O)C(C)=C1O UUQHKWMIDYRWHH-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 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
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
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- 229940019836 cyclamen aldehyde Drugs 0.000 description 4
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- 150000003626 triacylglycerols Chemical class 0.000 description 4
- 239000000341 volatile oil Substances 0.000 description 4
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 4
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- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
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- 239000011780 sodium chloride Substances 0.000 description 1
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- 150000003410 sphingosines Chemical class 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- ARCJQKUWGAZPFX-UHFFFAOYSA-N stilbene oxide Chemical compound O1C(C=2C=CC=CC=2)C1C1=CC=CC=C1 ARCJQKUWGAZPFX-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 150000001629 stilbenes Chemical class 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 125000005555 sulfoximide group Chemical group 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
- 210000000106 sweat gland Anatomy 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- WXNSGPDUGJZHHI-ZCXUNETKSA-N tetradecyl (z)-docos-13-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCC\C=C/CCCCCCCC WXNSGPDUGJZHHI-ZCXUNETKSA-N 0.000 description 1
- HBPNTDBLHQHPLH-UHFFFAOYSA-N tetradecyl 16-methylheptadecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC(C)C HBPNTDBLHQHPLH-UHFFFAOYSA-N 0.000 description 1
- AVKVDDQTHIQFSC-UHFFFAOYSA-N tetradecyl docosanoate Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC AVKVDDQTHIQFSC-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229940094937 thioredoxin Drugs 0.000 description 1
- 108060008226 thioredoxin Proteins 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 125000002640 tocopherol group Chemical class 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- FQAZRHVERGEKOS-UHFFFAOYSA-N tripropan-2-yl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)OC(=O)CC(O)(C(=O)OC(C)C)CC(=O)OC(C)C FQAZRHVERGEKOS-UHFFFAOYSA-N 0.000 description 1
- ODHUFJLMXDXVRC-UHFFFAOYSA-N tripropyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCOC(=O)CC(O)(C(=O)OCCC)CC(=O)OCCC ODHUFJLMXDXVRC-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 229940057402 undecyl alcohol Drugs 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229940071566 zinc glycinate Drugs 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- UOXSXMSTSYWNMH-UHFFFAOYSA-L zinc;2-aminoacetate Chemical compound [Zn+2].NCC([O-])=O.NCC([O-])=O UOXSXMSTSYWNMH-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
-
- 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
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/60—Salicylic acid; Derivatives thereof
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- 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
- A61K8/60—Sugars; Derivatives thereof
-
- 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
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
Abstract
Description
Gegenstand der Erfindung sind pharmazeutische und/oder kosmetische Zubereitungen, enthaltend (a) Salicylsäure oder ein physiologisch verträgliches Salz oder Derivat davon, (b) Alkyl- und/oder Alkenyloligoglykoside, und (c) Alkylethersulfate.The invention relates to pharmaceutical and / or cosmetic preparations containing (a) Salicylic acid or a physiologically acceptable salt or derivative thereof, (b) alkyl and / or Alkenyl oligoglycosides, and (c) alkyl ether sulfates.
Salicylsäure enthaltende kosmetische und/oder pharmazeutischen Zubereitungen, die zur Reinigung und Pflege der menschlichen Haut und/oder zur Behandlung von Erkrankungen wie z. B. Akne eingesetzt werden, gehören zum Stand der Technik (z. B. EP 0987011; WO 95/13048; WO 98/33471; US 4,608,370; 5,296,476; 4,318,907). Sie enthalten in der Regel ein oder mehrere oberflächenaktive Substanzen, insbesondere auf Basis von Tensiden, wie beispielsweise anionischen, amphoteren oder kationischen Tensiden. Andere Zubereitungen enthalten hohe Konzentrationen an Alkoholen (US 3,265,571; US 4,608,370) wie z. B. Isopropylalkohol oder Ethanol, die die Haut austrocknen, Reizungen erzeugen können und lediglich eine geringe Viskosität aufweisen. Am Markt besteht gegenwärtig das bisher unbefriedigte Interesse an Zubereitungen, die eine große Menge an Salicylsäure auf der Haut ablagern und gleichzeitig ein klares Erscheinungsbild besitzen, die Austrocknung der Haut verhindern, eine gute dermatologische Verträglichkeit bei hoher Produktstabilität besitzen und aufgeschäumt werden können.Cosmetic and / or pharmaceutical preparations containing salicylic acid, for cleaning and care of human skin and / or for the treatment of diseases such. B. Acne used belong to the prior art (e.g. EP 0987011; WO 95/13048; WO 98/33471; U.S. 4,608,370; 5,296,476; 4,318,907). They usually contain one or more surfactants Substances, in particular based on surfactants, such as anionic, amphoteric or cationic surfactants. Other preparations contain high concentrations of alcohols (US 3,265,571; US 4,608,370) such. B. isopropyl alcohol or ethanol, which dry out the skin, irritation can produce and have only a low viscosity. This currently exists on the market So far unsatisfied interest in preparations that have a large amount of salicylic acid on the skin deposit and at the same time have a clear appearance, prevent the skin from drying out, have good dermatological compatibility with high product stability and foamed can be.
Die komplexe Aufgabe der Erfindung hat somit darin bestanden, Salicylsäure enthaltende kosmetische und oder pharmazeutische Zubereitungen zur Verfügung zu stellen, welche hohe Mengen an Salicylsäure auf der Haut ablagern, über eine gute Reinigungswirkung verfügen, die Austrocknung der Haut verhindern, bzw. trockene Haut befeuchten, ein gutes Schaum bzw. Anschäumvermögen besitzen und eine gute dermatologische Verträglichkeit bei hoher Produktstabilität aufweisen. Des weiteren sollten sie wahlweise als klare als auch als trübe Zubereitungen formuliert werden können, deren Viskosität über einen weiten Bereich variiert werden kann. The complex object of the invention was therefore cosmetic containing salicylic acid and or to provide pharmaceutical preparations which contain high amounts of Deposit salicylic acid on the skin, have a good cleansing effect, drying out the Prevent skin or moisturize dry skin, have good foam or foaming power and have good dermatological compatibility with high product stability. Furthermore if they can be formulated as clear as well as cloudy preparations, their Viscosity can be varied over a wide range.
Gegenstand der Erfindung sind kosmetische und/oder pharmazeutische Zubereitungen, enthaltend
The invention relates to cosmetic and / or pharmaceutical preparations containing
- a) Salicylsäure und/oder deren Derivate,a) salicylic acid and / or its derivatives,
- b) Alkyl- und/oder Alkenyloligoglykoside,b) alkyl and / or alkenyl oligoglycosides,
- c) Alkylethersulfate und gegebenenfallsc) alkyl ether sulfates and optionally
- d) Fettsäurepartialglyceride.d) fatty acid partial glycerides.
Überraschenderweise wurde gefunden, dass Alkyl- und/oder Alkylenoligoglykoside und Alkylether sulfate enthaltende Zubereitungen einen hohen Anteil der darin enthaltenen Salicylsäure (im weiteren wird der Begriff Salicylsäure sowohl für die freie Säure, deren Salze und auch deren Derivate verwendet) während der Anwendung auf der Haut abscheiden können, der über eine Absenkung des pH-Wertes noch weiter erhöht werden kann. Zusätzlich verfügen diese Zubereitungen über eine gute Reinigungswirkung, verhindern die Austrocknung der Haut bzw. befeuchten trockene Haut und verfügen über eine gute dermatologische Verträglichkeit bei einer hervorragenden Produktstabilität. Die Stabilität wird auch durch die Zugabe von Säuren nicht beeinträchtigt, obwohl durch die Absenkung des pH-Wertes erfahrungsgemäß eine Hydrolyse der Alkylethersulfate zu erwarten wäre. Darüber hinaus weisen sie ein gutes Schaum bzw. Anschäumvermögen sowie eine hohe Viskosität auf Die Viskosität der erfindungsgemäßen Zubereitungen kann über einen weiten Bereich variiert werden und sie können wahlweise als klare und auch trübe Zubereitungen formuliert werden.Surprisingly, it was found that alkyl and / or alkylene oligoglycosides and alkyl ethers Preparations containing sulfates contain a high proportion of the salicylic acid contained therein (hereinafter The term salicylic acid is used both for the free acid, its salts and its derivatives used) can deposit on the skin during use, via a lowering of the pH can be increased even further. In addition, these preparations have a good one Cleaning effect, prevent the skin from drying out or moisturize dry skin and have good dermatological compatibility with excellent product stability. The Stability is also not affected by the addition of acids, although by lowering the Experience has shown that a pH of a hydrolysis of the alkyl ether sulfates would be expected. Furthermore they have good foam or foaming power and high viscosity. The viscosity The preparations according to the invention can be varied over a wide range and they can optionally formulated as clear and cloudy preparations.
Salicylsäure (I) und deren Derivate wie z. B. Natrium-Salicylat, Kalium-Salicylat oder auch
4-Aminosalicylsäure, 5-Aminosalicylsäure oder die in der EP 0 987 011 A1 offenbarten Verbindungen,
auf die hiermit ausdrücklich Bezug genommen wird, können aufgrund ihrer pharmakologischen
Eigenschaften bei den erfindungsgemäßen Zubereitungen eingesetzt werden.
Salicylic acid (I) and its derivatives such as As sodium salicylate, potassium salicylate or also 4-aminosalicylic acid, 5-aminosalicylic acid or the compounds disclosed in EP 0 987 011 A1, to which express reference is hereby made, can be used in the preparations according to the invention due to their pharmacological properties.
Für die erfindungsgemäßen Zubereitungen ist Salicylsäure bevorzugt. Besonders bevorzugt sind die gut wasserlöslichen Salze der Salicylsäure wie Natrium-Salicylat oder Kalium-Salicylat. Salicylic acid is preferred for the preparations according to the invention. Those are particularly preferred readily water-soluble salts of salicylic acid such as sodium salicylate or potassium salicylate.
Die erfindungsgemäßen Zubereitungen können die Salicylsäure, und/oder deren Derivate in Mengen von 0,1 bis 10, vorzugsweise 0,5 bis 5 und insbesondere 2 bis 2,5 Gew.-% - bezogen auf die Zubereitung und berechnet als Feststoff - enthalten.The preparations according to the invention can contain the salicylic acid and / or its derivatives in quantities from 0.1 to 10, preferably 0.5 to 5 and in particular 2 to 2.5% by weight, based on the Preparation and calculated as a solid - included.
Alkyl- und Alkenyloligoglykoside, welche die Komponente (b) bilden, stellen bekannte nichtionische
Tenside dar, die der Formel (II) folgen,
Alkyl and alkenyl oligoglycosides which form component (b) are known nonionic surfactants which follow the formula (II),
R1O-[G]p (II)
R 1 O- [G] p (II)
in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht. Sie können nach den einschlägi gen Verfahren der präparativen organischen Chemie erhalten werden. Stellvertretend für das umfang reiche Schrifttum sei hier auf die Schriften EP 0 301 298 A1 und WO 90/03977 verwiesen.in which R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10. They can be obtained according to the relevant preparative organic chemistry processes. As a representative of the extensive literature, reference is made to the documents EP 0 301 298 A1 and WO 90/03977.
Die Alkyl- und/oder Alkenyloligoglykoside können sich von Aldosen bzw. Ketosen mit 5 oder 6 Kohlen stoffatomen, vorzugsweise der Glucose ableiten. Die bevorzugten Alkyl- und/ oder Alkenyloligoglyko side sind somit Alkyl- und/oder Alkenyloligoglucoside.The alkyl and / or alkenyl oligoglycosides can differ from aldoses or ketoses with 5 or 6 carbons derived atoms, preferably glucose. The preferred alkyl and / or alkenyl oligoglycos side are thus alkyl and / or alkenyl oligoglucosides.
Die Indexzahl p in der allgemeinen Formel (II) gibt den Oligomerisierungsgrad (DP), d. h. die Verteilung von Mono- und Oligoglykosiden an und steht für eine Zahl zwischen 1 und 10. Während p in einer ge gebenen Verbindung stets ganzzahlig sein muß und hier vor allem die Werte p = 1 bis 6 annehmen kann, ist der Wert p für ein bestimmtes Alkyloligoglykosid eine analytisch ermittelte rechnerische Größe, die meistens eine gebrochene Zahl darstellt.The index number p in the general formula (II) indicates the degree of oligomerization (DP), i.e. H. the distribution of mono- and oligoglycosides and stands for a number between 1 and 10. While p in a ge given connection must always be an integer and above all assume the values p = 1 to 6 can, the value p for a certain alkyl oligoglycoside is an analytically calculated value, which is mostly a fractional number.
Vorzugsweise werden Alkyl- und/oder Alkenyloligoglykoside mit einem mittleren Oligomerisierungsgrad p von 1,1 bis 3,0 eingesetzt.Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization are preferred p used from 1.1 to 3.0.
Aus anwendungstechnischer Sicht sind solche Alkyl- und/oder Alkenyloligoglykoside bevorzugt, deren Oligomerisierungsgrad kleiner als 1,7 ist und insbesondere zwischen 1,2 und 1,4 liegt.From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose Degree of oligomerization is less than 1.7 and is in particular between 1.2 and 1.4.
Der Alkyl- bzw. Alkenylrest R1 kann sich von primären Alkoholen mit 4 bis 11, vorzugsweise 8 bis 10 Kohlenstoffatomen ableiten. Typische Beispiele sind Butanol, Capronalkohol, Caprylalkohol, Caprinal kohol und Undecylalkohol sowie deren technische Mischungen, wie sie beispielsweise bei der Hydrie rung von technischen Fettsäuremethylestern oder im Verlauf der Hydrierung von Aldehyden aus der Roelen'schen Oxosynthese erhalten werden.The alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
Bevorzugt sind Alkyloligoglucoside der Kettenlänge C8-C10 (DP = 1 bis 3), die als Vorlauf bei der destillativen Auftrennung von technischem C8-C18-Kokosfettalkohol anfallen und mit einem Anteil von weniger als 6 Gew.-% C12-Alkohol verunreinigt sein können sowie Alkyloligoglucoside auf Basis tech nischer C9/11-Oxoalkohole (DP = 1 bis 3).Alkyl oligoglucosides of chain length C 8 -C 10 (DP = 1 to 3) are preferred, which are obtained as a preliminary step in the separation of technical C 8 -C 18 coconut fatty alcohol by distillation and with a proportion of less than 6% by weight of C 12 - Alcohol may be contaminated and alkyl oligoglucosides based on technical C 9/11 oxo alcohols (DP = 1 to 3).
Der Alkyl- bzw. Alkenylrest R1 kann sich ferner auch von primären Alkoholen mit 12 bis 22, vorzugs weise 12 bis 14 Kohlenstoffatomen ableiten. Typische Beispiele sind Laurylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petro selinylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol, Brassidylalkohol sowie deren technische Gemische, die wie oben beschrieben erhalten werden können. Bevorzugt sind Al kyloligoglucoside auf Basis von gehärtetem C12/14-Kokosalkohol mit einem DP von 1 bis 3 und Laurylglucosid.The alkyl or alkenyl radical R 1 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petro selinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hardened C 12/14 coconut alcohol with a DP of 1 to 3 and lauryl glucoside are preferred.
Die erfindungsgemäßen Zubereitungen können die Alkyl- und Alkenyloligoglykoside in Mengen von 0,1 bis 50, vorzugsweise 0,5 bis 20 und insbesondere 0,5 bis 10 Gew.-% - bezogen auf die Zubereitung und berechnet als Feststoff - enthalten.The preparations according to the invention can contain the alkyl and alkenyl oligoglycosides in amounts of 0.1 up to 50, preferably 0.5 to 20 and in particular 0.5 to 10% by weight, based on the preparation and calculated as a solid - included.
Alkylethersulfate ("Ethersulfate") stellen bekannte anionische Tenside dar, die großtechnisch durch
SO3- oder Chlorsulfonsäure(CSA)-Sulfatierung von Fettalkohol- oder Oxoalkoholpolyglycolethern und
nachfolgende Neutralisation hergestellt werden. Im Sinne der Erfindung kommen Ethersulfate in Be
tracht, die der Formel (III) folgen,
Alkyl ether sulfates ("ether sulfates") are known anionic surfactants which are produced on an industrial scale by SO 3 - or chlorosulfonic acid (CSA) sulfation of fatty alcohol or oxo alcohol polyglycol ethers and subsequent neutralization. For the purposes of the invention, ether sulfates are considered which follow the formula (III)
R2O-(CH2CH2O)mSO3X (III)
R 2 O- (CH 2 CH 2 O) m SO 3 X (III)
in der R2 für einen linearen oder verzweigten Alkyl- und/oder Alkenylrest mit 6 bis 22 Kohlenstoff atomen, m für Zahlen von 1 bis 10 und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht. Typische Beispiele sind die Sulfate von Anlagerungsprodukten von durchschnittlich 1 bis 10 und insbesondere 2 bis 5 Mol Ethylenoxid an Capronalkohol, Caprylalkohol, 2-Ethylhexylalkohol, Caprinalkohol, Laurylalkohol, Isotridecylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol und Brassidylalkohol sowie deren technische Mischungen in Form ihrer Natrium- und/oder Magnesiumsalze. Die Ethersulfate können dabei sowohl eine konventionelle als auch eine eingeengte Homologenverteilung aufweisen. Besonders bevorzugt ist der Einsatz von Ethersulfaten auf Basis von Addukten von durchschnittlich 2 bis 3 Mol Ethylenoxid an technische C12/14- bzw. C12/18-Kokosfettalkoholfraktionen in Form ihrer Natrium- und/oder Magnesiumsalze.in which R 2 represents a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, m represents numbers from 1 to 10 and X represents an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium. Typical examples are the sulfates of addition products with an average of 1 to 10 and in particular 2 to 5 mol ethylene oxide onto capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, oleyl alcohol, Arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures in the form of their sodium and / or magnesium salts. The ether sulfates can have both a conventional and a narrow homolog distribution. It is particularly preferred to use ether sulfates based on adducts of an average of 2 to 3 mol ethylene oxide with technical C 12/14 or C 12/18 coconut fatty alcohol fractions in the form of their sodium and / or magnesium salts.
Die erfindungsgemäßen Zubereitungen können die Alkylethersulate in Mengen von 0,1 bis 50, vorzugsweise 0,5 bis 20 und insbesondere 0,5 bis 10 Gew.-% - bezogen auf die Zubereitung und berechnet als Feststoff - enthalten. The preparations according to the invention can contain the alkyl ether sulfates in amounts of 0.1 to 50 preferably 0.5 to 20 and in particular 0.5 to 10 wt .-% - based on the preparation and calculated as a solid - included.
Bei den ausgewählten Fettsäurepartialglyceriden, welche die fakultative Komponente (d) bilden, handelt es sich um bekannte Stoffe, die nach den einschlägigen Verfahren der präparativen organischen Chemie hergestellt werden können. Fettsäurepartialglyceride, d. h. in der Regel technische Mischungen von Mono- und Diglyceriden werden üblicherweise durch Umesterung der entsprechenden Triglyceride mit Glycerin oder durch gezielte Veresterung von Fettsäuren erhalten. Die Abtrennung von nichtumgesetzten Ausgangsstoffe sowie die Anreicherung von Monoglyceriden in den Gemischen erfolgt in der Regel über eine Molekulardestillation.For the selected fatty acid partial glycerides, which form the optional component (d), These are known substances that use the relevant preparative procedures organic chemistry can be produced. Fatty acid partial glycerides, i.e. H. usually technical Mixtures of mono- and diglycerides are usually obtained by transesterification of the corresponding ones Triglycerides obtained with glycerin or by targeted esterification of fatty acids. The separation of unreacted starting materials and the enrichment of monoglycerides in the mixtures is usually carried out by molecular distillation.
Typische Beispiele für geeignete Partialglyceride sind Hydroxystearinsäuremonoglycerid, Hydroxystearinsäurediglycerid, Isostearinsäuremonoglycerid, Isostearinsäurediglycerid, Ölsäuremono glycerid, Ölsäurediglycerid, Ricinolsäuremoglycerid, Ricinolsäurediglycerid, Linolsäuremonoglycerid, Linolsäurediglycerid, Linolensäuremonoglycerid, Linolensäurediglycerid, Erucasäuremonoglycerid, Erucasäurediglycerid, Weinsäuremonoglycerid, Weinsäurediglycerid, Citronensäuremonoglycerid, Citronendiglycerid, Äpfelsäuremonoglycerid, Äpfelsäurediglycerid sowie deren technische Gemische, die untergeordnet aus dem Herstellungsprozeß noch geringe Mengen an Triglycerid enthalten können. Ebenfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol Ethylenoxid an die genannten Partialglyceride.Typical examples of suitable partial glycerides are hydroxystearic acid monoglyceride, Hydroxystearic acid diglyceride, isostearic acid monoglyceride, isostearic acid diglyceride, oleic acid mono glyceride, oleic acid diglyceride, ricinoleic acid moglyceride, ricinoleic acid diglyceride, linoleic acid monoglyceride, Linoleic acid diglyceride, linolenic acid monoglyceride, linolenic acid diglyceride, erucic acid monoglyceride, Erucic acid diglyceride, tartaric acid monoglyceride, tartaric acid diglyceride, citric acid monoglyceride, Citric diglyceride, malic acid monoglyceride, malic acid diglyceride and their technical mixtures, which may still contain small amounts of triglyceride from the manufacturing process. Addition products of 1 to 30, preferably 5 to 10, mol of ethylene oxide are also suitable the partial glycerides mentioned.
Die Partialglyceride der vorliegenden Erfindung werden vorzugsweise durch Veresterung von Glycerin mit Ölsäure, Isostearinsäure, Behensäure oder Isobehensäure hergestellt. Besonders bevorzugt ist Glyceryloleat.The partial glycerides of the present invention are preferably obtained by esterifying glycerin with oleic acid, isostearic acid, behenic acid or isobehenic acid. Is particularly preferred Glyceryl.
Bei der Isobehensäure handelt es sich um die gehärtete Monomerfraktion, die bei der Dimerisierung von Erucasäure anfällt. Die Erfindung schließt die Erkenntnis ein, dass technische Mono-/Diglycerid- Mischungen in der Anwendung eine noch bessere dermatologische Verträglichkeit als die reinen Monoglyceride zeigen. Demzufolge sind solche technischen Fettsäuremono-/diglyceride bevorzugt, die eine molares Verhältnis von Mono- zu Diester im Bereich von 10 : 90 bis 90 : 10 und insbesondere 80 : 20 bis 50 : 50 aufweisen.Isobehenic acid is the hardened monomer fraction used in dimerization of erucic acid. The invention includes the knowledge that technical mono- / diglyceride Mixtures in use have an even better dermatological tolerance than the pure ones Show monoglycerides. Accordingly, those technical fatty acid mono- / diglycerides are preferred that a molar ratio of mono- to diester in the range from 10:90 to 90:10 and in particular 80: 20 to 50: 50.
Die erfindungsgemäßen Zubereitungen können die Partialglyceride in Mengen von 0 bis 30, vor zugsweise 0,25 bis 10 und insbesondere 0,4 bis 5 Gew.-% - bezogen auf die Zubereitung und berechnet als Feststoff - enthalten.The preparations according to the invention can pre-partial glycerides in amounts of 0 to 30 preferably 0.25 to 10 and in particular 0.4 to 5 wt .-% - based on the preparation and calculated as a solid - included.
Die erfindungsgemäßen Zubereitungen zeichnen sich durch eine hohe Reinigungswirkung und ein gutes Schaum- bzw. Anschäumvermögen aus. Sie verhindern die Austrocknung der Haut bzw. befeuchten trockene Haut und besitzen eine gute dermatologische Verträglichkeit bei einer guten Produktstabilität. Sie besitzen eine hohe Viskosität und können sowohl als klare als auch als trübe Zubereitungen formuliert werden.The preparations according to the invention are notable for a high cleaning action and good foaming or foaming power. They prevent the skin from drying out or moisturize dry skin and have good dermatological tolerance with a good one Product stability. They have a high viscosity and can be both clear and cloudy Preparations are formulated.
Eine typische kosmetische und/oder pharmazeutische Zubereitung setzt sich wie folgt zusammen:
A typical cosmetic and / or pharmaceutical preparation is composed as follows:
- a) 0,1 bis 10 Gew.-%, bevorzugt 0,5 bis 5 Gew.-%, insbesondere 2 bis 2,5 Gew.-% Salicylsäure,a) 0.1 to 10% by weight, preferably 0.5 to 5% by weight, in particular 2 to 2.5% by weight salicylic acid,
- b) 0,1 bis 50 Gew.-%, bevorzugt 0,5 bis 20 Gew.-%, insbesondere 0,5 bis 10 Gew.-% Alkyl- und/oder Alkenyloligoglykoside,b) 0.1 to 50% by weight, preferably 0.5 to 20% by weight, in particular 0.5 to 10% by weight Alkyl and / or alkenyl oligoglycosides,
- c) 0,1 bis 50 Gew.-%, bevorzugt 0,5 bis 20 Gew.-%, insbesondere 0,5 bis 10 Gew.-% Alkyl ethersulfate,c) 0.1 to 50 wt .-%, preferably 0.5 to 20 wt .-%, in particular 0.5 to 10 wt .-% alkyl ether sulfates,
- d) 0 bis 30 Gew.-%, vorzugsweise 0,25 bis 10 Gew.-% und insbesondere 0,4 bis 5 Gew.-% Fettsäurepartialglyceride,d) 0 to 30% by weight, preferably 0.25 to 10% by weight and in particular 0.4 to 5% by weight Fatty acid,
- e) 0 bis 30 Gew.-% Betaine unde) 0 to 30% by weight betaines and
- f) 0 bis 10 Gew.-% Polymeref) 0 to 10% by weight of polymers
mit der Maßgabe, dass sich die Mengenangaben mit Wasser und gegebenenfalls weiteren Hilfs- und Zusatzstoffen zu 100 Gew.-% ergänzen.with the proviso that the quantities indicated with water and possibly other auxiliary and Add additives to 100% by weight.
Die erfindungsgemäßen Zubereitungen, wie beispielsweise Haarshampoos, Haarlotionen, Schaumbä der, Duschbäder, Rasierschäume, Gele und Lotionen können ferner als weitere Hilfs- und Zusatzstoffe milde Tenside, Ölkörper, Emulgatoren, Perlglanzwachse, Konsistenzgeber, Verdickungsmittel, Überfettungsmittel, Stabilisatoren, Polymere, Siliconverbindungen, Fette, Wachse, Lecithine, Phospholipide, biogene Wirkstoffe, UV-Lichtschutzfaktoren, Antioxidantien, Deodorantien, Antitranspirantien, Antischuppenmittel, Filmbildner, Quellmittel, Insektenrepellentien, Selbstbräuner, Tyrosininhibitoren (Depigmentierungsmittel), Hydrotrope, Solubilisatoren, Konservierungsmittel, Parfümöle, Farbstoffe und dergleichen enthalten.The preparations according to the invention, such as hair shampoos, hair lotions, foam baths The, shower baths, shaving foams, gels and lotions can also be used as additional auxiliaries and additives mild surfactants, oil bodies, emulsifiers, pearlescent waxes, consistency agents, thickeners, Superfatting agents, stabilizers, polymers, silicone compounds, fats, waxes, lecithins, Phospholipids, biogenic agents, UV light protection factors, antioxidants, deodorants, Antiperspirants, antidandruff agents, film formers, swelling agents, insect repellents, self-tanners, Tyrosine inhibitors (depigmenting agents), hydrotropes, solubilizers, preservatives, Perfume oils, dyes and the like included.
Mit Hilfe von z. B. Konsistenzgebern, Verdickungsmitteln und Polymeren oder Gemischen davon werden die erfindungsgemäßen Zubereitungen auf eine Viskosität von 2000 bis 25000 eingestellt, gemessen bei 20°C mit Hilfe eines Brookfield-Viskosimeters nach 60 Sekunden (Modell RVF, Spindel Nr. 5, 10 Upm).With the help of z. B. consistency agents, thickeners and polymers or mixtures thereof the preparations according to the invention are adjusted to a viscosity of 2000 to 25000, measured at 20 ° C using a Brookfield viscometer after 60 seconds (model RVF, spindle No. 5, 10 rpm).
Bevorzugt sind Zubereitungen mit Viskositäten von 6000 bis 22000, besonders bevorzugt von 8000 bis 19000 mPa.s, insbesondere 11000 bis 17000 mPa.s. Preparations with viscosities from 6000 to 22000, particularly preferably from 8000 to, are preferred 19000 mPa.s, in particular 11000 to 17000 mPa.s.
Als oberflächenaktive Stoffe können weiterhin anionische, nichtionische, kationische und/oder amphotere bzw. amphotere Tenside enthalten sein, deren Anteil an den Mitteln üblicherweise bei etwa 1 bis 70, vorzugsweise 5 bis 50 und insbesondere 10 bis 30 Gew.-% beträgt. Typische Beispiele für anionische Tenside sind Seifen, Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Glycerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Glycerinethersulfate, Fett säureethersulfate, Hydroxymischethersulfate, Monoglycerid(ether)sulfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren und deren Salze, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, N-Acylaminosäuren, wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acylaspartate, Al kyloligoglucosidsulfate, Proteinfettsäurekondensate (insbesondere pflanzliche Produkte auf Weizenba sis) und Alkyl(ether)phosphate. Sofern die anionischen Tenside Polyglycoletherketten enthalten, kön nen diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolygly colether, Fettsäurepolyglycolester, Fettsäureamidpolyglycolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Mischether bzw. Mischformale, gegebenenfalls partiell oxidierte Alk(en)yloligoglykoside bzw. Glucoronsäurederivate, Fettsäure-N-alkylglucamide, Proteinhydrolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäureester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können diese eine kon ventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für kationische Tenside sind quartäre Ammoniumverbindungen, wie beispielsweise das Dimethyldistearylammoniumchlorid, und Esterquats, insbesondere quaternierte Fettsäuretrialkanol aminestersalze. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkyl amidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Bei den genannten Tensiden 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. Typische Beispiele für besonders geeignete milde, d. h. besonders hautverträgliche Tenside sind Fettalkoholpolyglycolethersulfate, Monoglyceridsulfate, Mono- und/oder Dialkylsulfosuccinate, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Fettsäureglutamate, α-Olefinsulfonate, Ethercarbonsäuren, Fettsäureglucamide, Alkylamidobetaine, Amphoacetale und/oder Proteinfettsäure kondensate, letztere vorzugsweise auf Basis von Weizenproteinen. Anionic, nonionic, cationic and / or Amphoteric or amphoteric surfactants are included, the proportion of which is usually at about 1 to 70, preferably 5 to 50 and in particular 10 to 30% by weight. Typical examples of anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, Glycerin ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, glycerin ether sulfates, fat acid ether sulfates, hydroxy mixed ether sulfates, monoglyceride (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 isethionates, fatty acid sarcosinates, fatty acid taurides, N-acylamino acids, such as, for example, acyl lactylates, acyl tartrates, acyl glutamates and acyl aspartates, Al kyloligoglucoside sulfates, protein fatty acid condensates (especially vegetable products based on wheat ba sis) and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, These have a conventional, but preferably a narrow homolog distribution. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polygly colether, fatty acid polyglycol ester, fatty acid amide polyglycol ether, fatty amine polyglycol ether, alkoxylated Triglycerides, mixed ethers or mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or glucoronic acid derivatives, fatty acid N-alkylglucamides, protein hydrolyzates (especially vegetable Wheat based products), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and Amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a con conventional, but preferably have a narrow homolog distribution. Typical examples for cationic surfactants are quaternary ammonium compounds, such as that Dimethyldistearylammonium chloride, and ester quats, especially quaternized fatty acid trialkanol aminestersalze. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. Both The surfactants mentioned are exclusively known compounds. In terms of structure and the production of these substances is based on relevant reviews, for example J. Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J. Falbe (ed.), "Catalysts, surfactants and mineral oil additives", Thieme Verlag, Stuttgart, 1978, pp. 123-217 directed. Typical examples of particularly suitable mild, i.e. H. particularly skin-friendly surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, Fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, α-olefin sulfonates, Ether carboxylic acids, fatty acid glucamides, alkyl amido betaines, amphoacetals and / or protein fatty acid condensates, the latter preferably based on wheat proteins.
Als Ölkörper kommen beispielsweise Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vor zugsweise 8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen bzw. Ester von verzweigten C6-C13-Carbonsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen, wie z. B. Myristylmyristat, Myristylpalmitat, Myristylstearat, Myristylisostearat, Myristyloleat, Myristylbehenat, Myristylerucat, Cetylmyristat, Cetylpalmitat, Cetylstearat, Cetylisostearat, Cetyloleat, Cetylbehenat, Cetylerucat, Stearylmyristat, Stearylpalmitat, Stearylstearat, Stearylisostearat, Stearyloleat, Stearylbehenat, Stearylerucat, Isostearylmyristat, Isostearylpalmitat, Isostearylstearat, Isostearylisostearat, Isostearyloleat, Isostearylbehenat, Isostearyloleat, Oleylmyristat, Oleylpalmitat, Oleylstearat, Oleylisostearat, Oleyloleat, Oleylbehenat, Oleylerucat, Behenylmyristat, Behenylpalmitat, Behenylstearat, Behenylisostearat, Behenyloleat, Behenylbehenat, Behenylerucat, Erucylmyristat, Erucylpalmitat, Erucylstearat, Erucylisostearat, Erucyloleat, Erucylbehenat und Erucylerucat. Daneben eignen sich Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von C18-C38-Alkylhy droxycarbonsäuren mit linearen oder verzweigten C6-C22-Fettalkoholen (vgl. DE 197 56 377 A1), insbesondere Dioctyl Malate, Ester von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen (wie z. B. Propylenglycol, Dimerdiol oder Trimertriol) und/oder Guerbetalkoholen, Triglyceride auf Basis C6-C10-Fettsäuren, flüssige Mono-/Di-/Triglyceridmischungen auf Basis von C6-C18-Fettsäuren (vgl. EP 97/00434), Ester von C6-C22-Fettalkoholen und/oder Guerbetalkoholen mit aromatischen Carbonsäuren, insbesondere Benzoesäure, Ester von C2-C12-Dicarbonsäuren mit linearen oder verzweigten 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 und verzweigte C6-C22-Fettalkoholcarbonate, wie z. B. Dicaprylyl Carbonate (Cetiol® CC), Guer betcarbonate auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 C Atomen, Ester der Benzoesäure mit linearen und/oder verzweigten C6-C22-Alkoholen (z. B. Finsolv® TN), lineare oder verzweigte, symmetrische oder unsymmetrische Dialkylether mit 6 bis 22 Kohlenstoffatomen pro Alkylgruppe, wie z. B. Dicaprylyl Ether (Cetiol® OE), Ringöffnungsprodukte von epoxidierten Fettsäu reestern mit Polyolen, Siliconöle (Cyclomethicone, Siliciummethicontypen u. a.) und/oder aliphatische bzw. naphthenische Kohlenwasserstoffe, wie z. B. wie Squalan, Squalen oder Dialkylcyclohexane in Be tracht.Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C 6 -C 22 fatty acids with linear or branched C 6 -C 22 fatty alcohols or esters of branched C 6 - C 13 carboxylic acids with linear or branched C 6 -C 22 fatty alcohols, such as. B. myristyl myristate, myristyl palmitate, myristyl stearate, Myristylisostearat, myristyl, Myristylbehenat, Myristylerucat, cetyl myristate, cetyl palmitate, cetyl stearate, Cetylisostearat, cetyl oleate, cetyl behenate, Cetylerucat, Stearylmyristat, stearyl palmitate, stearyl stearate, Stearylisostearat, stearyl oleate, stearyl behenate, Stearylerucat, isostearyl, isostearyl palmitate, Isostearylstearat, isostearyl isostearate, Isostearyloleat, isostearyl behenate, Isostearyloleat, oleyl, oleyl palmitate, oleyl stearate, oleyl isostearate, oleate, Oleylbehenat, oleyl, behenyl myristate, behenyl, behenyl, Behenylisostearat, behenyl oleate, behenyl, erucyl, erucyl, erucyl, erucyl, erucyl, erucyl, erucyl behenate and erucyl. In addition, esters of linear C 6 -C 22 fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of C 18 -C 38 alkyl hydroxy carboxylic acids with linear or branched C 6 -C 22 fatty alcohols (cf. DE 197 56 377 A1), in particular dioctyl malates, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C 6 -C 10 fatty acids, liquid mono- / Di- / triglyceride mixtures based on C 6 -C 18 fatty acids (cf. EP 97/00434), 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, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear and branched C 6 -C 22 fatty acids alcohol carbonates, such as B. Dicaprylyl carbonates (Cetiol® CC), Guer betcarbonate based on fatty alcohols with 6 to 18, preferably 8 to 10 C atoms, esters of benzoic acid with linear and / or branched C 6 -C 22 alcohols (e.g. Finsolv ® TN), linear or branched, symmetrical or asymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, such as. B. dicaprylyl ether (Cetiol® OE), ring opening products of epoxidized fatty acid reesters with polyols, silicone oils (cyclomethicones, silicon methicone types, etc.) and / or aliphatic or naphthenic hydrocarbons, such as. B. like squalane, squalene or dialkylcyclohexanes in Be.
Als Emulgatoren kommen beispielsweise nichtionogene Tenside aus mindestens einer der folgenden
Gruppen in Frage:
Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:
- - 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, an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe sowie Alkylamine mit 8 bis 22 Kohlenstoffatomen im Alkylrest;- 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, with fatty acids with 12 to 22 carbon atoms, with alkylphenols with 8 up to 15 carbon atoms in the alkyl group and alkylamines with 8 to 22 carbon atoms in the alkyl radical;
- - Ethoxylierte Analoga von Alkyl- und/oder Alkenyloligoglykosiden mit 8 bis 22 Kohlenstoffatomen im Alk(en)ylrest;- Ethoxylated analogues of alkyl and / or alkenyl oligoglycosides with 8 to 22 carbon atoms in the Alk (en) yl;
- - Anlagerungsprodukte von 1 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;- Adducts of 1 to 15 moles of ethylene oxide with castor oil and / or hydrogenated castor oil;
- - Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;- Adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;
- - Partialester von Sorbitan mit ungesättigten, linearen oder gesättigten, verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid;- Partial esters of sorbitan with unsaturated, linear or saturated, branched fatty acids 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms as well their adducts with 1 to 30 moles of ethylene oxide;
- - Partialester von Polyglycerin (durchschnittlicher Eigenkondensationsgrad 2 bis 8), Polyethylenglycol (Molekulargewicht 400 bis 5000), Trimethylolpropan, Pentaerythrit, Zuckeralkoholen (z. B. Sorbit), Alkylglucosiden (z. B. Methylglucosid, Butylglucosid, Laurylglucosid) sowie Polyglucosiden (z. B. Cellulose) mit gesättigten und/oder ungesättigten, linearen oder verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid;Partial esters of polyglycerol (average degree of self-condensation 2 to 8), Polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, Sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) as well as polyglucosides (e.g. cellulose) with saturated and / or unsaturated, linear or branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids with 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
- - Mischester aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol gemäß DE 11 65 574 PS und/oder Mischester von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyolen, vorzugsweise Glycerin oder Polyglycerin;- Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE 11 65 574 PS and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerin or polyglycerin;
- - Mono-, Di- und Trialkylphosphate sowie Mono-, Di- und/oder Tri-PEG-alkylphosphate und deren Salze;- Mono-, di- and trialkyl phosphates as well as mono-, di- and / or tri-PEG-alkyl phosphates and their salts;
- - Wollwachsalkohole;- lanolin alcohol;
- - Polysiloxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate;- Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
- - Block-Copolymere z. B. Polyethylenglycol-30 Dipolyhydroxystearate;- Block copolymers e.g. B. Polyethylene glycol 30 dipolyhydroxystearate;
- - Polymeremulgatoren, z. B. Pemulen-Typen (TR-1, TR-2) von Goodrich;- polymer emulsifiers, e.g. B. Pemulen types (TR-1, TR-2) from Goodrich;
- - Polyalkylenglycole sowie- Polyalkylene glycols as well
- - Glycerincarbonat.- glycerol.
Die Anlagerungsprodukte von Ethylenoxid und/oder von Propylenoxid an Alkyl- und/oder Alkenyloligoglycoside, Fettalkohole, Fettsäuren, Alkylphenole oder an Ricinusöl stellen bekannte, im Handel erhältliche Produkte dar. Es handelt sich dabei um Homologengemische, deren mittlerer Alkoxylierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/oder Propylenoxid und Sub strat, 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 Rückfet tungsmittel für kosmetische Zubereitungen bekannt.The addition products of ethylene oxide and / or of propylene oxide onto alkyl and / or alkenyl oligoglycosides, fatty alcohols, fatty acids, alkylphenols or onto castor oil are known, commercially available products. These are mixtures of homologs whose average degree of alkoxylation is the ratio of the quantities of ethylene oxide and / or propylene oxide and substrate, with which the addition reaction is carried out, corresponds. 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.
Als Sorbitanester kommen Sorbitanmonoisostearat, Sorbitansesquiisostearat, Sorbitandiisostearat, Sorbitantriisostearat, Sorbitanmonooleat, Sorbitansesquioleat, Sorbitandioleat, Sorbitantrioleat, Sorbitanmonoerucat, Sorbitansesquierucat, Sorbitandierucat, Sorbitantrierucat, Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitansesquihydroxystearat, Sorbitandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, Sorbitansesquitartrat, Sorbitanditartrat, Sorbitantritartrat, Sorbitanmonocitrat, Sorbitansesquicitrat, Sorbitandleitrat, Sorbitantricitrat, Sorbitanmonomaleat, Sorbitansesquimaleat, Sorbitandimaleat, Sorbitantrimaleat sowie deren technische Gemische. Ebenfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol Ethylenoxid an die genannten Sorbitanester.Sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, Sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, Sorbitan monoerucate, sorbitan sesquierucate, sorbitan dierucate, sorbitan trierucate, sorbitan monoricin oleate, Sorbitan sesquicinoleate, sorbitan diricinoleate, sorbitan triricinoleate, sorbitan monohydroxystearate, Sorbitan sesquihydroxystearate, sorbitan dihydroxy stearate, sorbitan trihydroxystearate, Sorbitan monotartrate, sorbitan sesquitartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, Sorbitan sesquicitrate, sorbitan dandrate, sorbitan tricitrate, sorbitan monomaleate, sorbitan sesquimaleate, Sorbitan maleate, sorbitan trimaleate and their technical mixtures. Are also suitable Addition products of 1 to 30, preferably 5 to 10, moles of ethylene oxide to the above Sorbitan.
Typische Beispiele für geeignete Polyglycerinester sind Polyglyceryl-2 Dipolyhydroxystearate (Dehymuls® PGPH), Polyglycerin-3-Diisostearate (Lameform® TGI), Polyglyceryl-4 Isostearate (Isolan® GI 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010/90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Cremophor® GS 32) und Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Isostearate sowie deren Gemische.Typical examples of suitable polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearate (Lameform® TGI), polyglyceryl-4 isostearate (Isolan® GI 34), polyglyceryl-3 oleates, diisostearoyl polyglyceryl-3 diisostearate (Isolan® PDI), Polyglyceryl-3 methylglucose distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 distearate (Cremophor® GS 32) and Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Isostearate and their mixtures.
Beispiele für weitere geeignete Polyolester sind die gegebenenfalls mit 1 bis 30 Mol Ethylenoxid umgesetzten Mono-, Di- und Triester von Trimethylolpropan oder Pentaerythrit mit Laurinsäure, Kokosfettsäure, Talgfettsäure, Palmitinsäure, Stearinsäure, Ölsäure, Behensäure und dergleichen.Examples of other suitable polyol esters are those optionally with 1 to 30 moles of ethylene oxide reacted mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, Coconut fatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like.
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-dimethylam moniumglycinate, beispielsweise das Kokosalkyldimethylammoniumglycinat, N-Acylaminopropyl-N,N-di methylammoniumglycinate, beispielsweise das Kokosacylaminopropyldimethylammoniumglycinat, und 2-Alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhydroxyethylcarboxymethylglycinat.Zwitterionic surfactants can also be used as emulsifiers. As a zwitterionic ten Side are those surface-active compounds that have at least one in the molecule carry quaternary ammonium group and at least one carboxylate and one sulfonate group. Beson Other suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylam monium glycinates, for example the coco alkyl dimethyl ammonium glycinate, N-acylaminopropyl-N, N-di methylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or Acyl group and the coconut acylaminoethyl hydroxyethyl carboxymethyl glycinate.
Besonders bevorzugt ist das unter der CTFA-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid-Derivat.The one known under the CTFA name Cocamidopropyl Betaine is particularly preferred Fatty acid amide derivative.
Ebenfalls geeignete Emulgatoren sind ampholytische Tenside. Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer C8/18-Alkyl- oder -Acylgruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder -SO3H-Gruppe enthal ten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N-Alkylpropionsäuren, N-Alkylaminobuttersäuren, N-Alkyliminodipropionsäuren, N-Hy droxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2-Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkylgruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropio nat und das C12/18-Acylsarcosin.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-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 C atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-coconut alkylaminopropionate, coconut acylaminoethylaminopropionate and C 12/18 acyl sarcosine.
Schließlich kommen auch Kationtenside als Emulgatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methylquaternierte Difettsäuretriethanolaminester-Salze, besonders bevor zugt sind.Finally, cationic surfactants are also suitable as emulsifiers, those of the Esterquats, preferably methylquaternized difatty acid triethanolamine ester salts, especially before are moving.
Unter der Bezeichnung "Esterquats" werden im allgemeinen quatemierte Fettsäuretriethanolaminester salze verstanden. Es handelt sich dabei um bekannte Stoffe, die man nach den einschlägigen Metho den der präparativen organischen Chemie erhalten kann, in diesem Zusammenhang sei auf die Inter nationale Patentanmeldung WO 91/01295 (Henkel) verwiesen, nach der man Triethanolamin in Ge genwart von unterphosphoriger Säure mit Fettsäuren partiell verestert, Luft durchleitet und anschlie ßend mit Dimethylsulfat oder Ethylenoxid quaterniert. Aus der Deutschen Patentschrift DE 43 08 794 C1 (Henkel) ist überdies ein Verfahren zur Herstellung fester Esterquats bekannt, bei dem man die Qua ternierung von Triethanolaminestern in Gegenwart von geeigneten Dispergatoren, vorzugsweise Fettal koholen, durchführt. Übersichten zu diesem Thema sind beispielsweise von R. Puchta et al. in Tens. Surf. Det., 30, 186 (1993), M. Brock in Tens. Surf. Det. 30, 394 (1993), R. Lagerman et al. in J. Am. Oil. Chem. Soc., 71, 97 (1994) sowie I. Shapiro in Cosm. Toil. 109, 77 (1994) erschienen.Quaternized fatty acid triethanolamine esters are generally referred to as "esterquats" understood salt. These are known substances that are used according to the relevant metho that can be obtained from preparative organic chemistry, in this context reference is made to Inter national patent application WO 91/01295 (Henkel), according to which triethanolamine in Ge presence of hypophosphorous acid partially esterified with fatty acids, air is passed through and then quaternized with dimethyl sulfate or ethylene oxide. From German patent DE 43 08 794 C1 (Henkel) is also known a process for the preparation of solid ester quats, in which the Qua ternation of triethanolamine esters in the presence of suitable dispersants, preferably fatty alcohols alcohol, performs. Overviews on this topic are, for example, by R. Puchta et al. in Tens. Surf. Det., 30, 186 (1993), M. Brock in Tens. Surf. Det. 30, 394 (1993), R. Lagerman et al. in J. Am. Oil. Chem. Soc., 71, 97 (1994) and I. Shapiro in Cosm. Toil. 109, 77 (1994).
Die quaternierten Fettsäuretriethanolaminestersalze folgen der Formel (IV),
The quaternized fatty acid triethanolamine ester salts follow the formula (IV)
in der R3CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R4 und R5 unabhängig voneinander für Wasserstoff oder R3CO, R6 für einen Alkylrest mit 1 bis 4 Kohlenstoffatomen oder eine (CH2CH2O)qH-Gruppe, m, n und p in Summe für 0 oder Zahlen von 1 bis 12, q für Zahlen von 1 bis 12 und X für Halo genid, Alkylsulfat oder Alkylphosphat steht. Typische Beispiele für Esterquats, die im Sinne der Erfin dung Verwendung finden können, sind Produkte auf Basis von Capronsäure, Caprylsäure, Caprin säure, Laurinsäure, Myristinsäure, Palmitinsäure, Isostearinsäure, Stearinsäure, Ölsäure, Elaidinsäure, Arachinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, wie sie beispiels weise bei der Druckspaltung natürlicher Fette und Öle anfallen. Vorzugsweise werden technische C12/18-Kokosfettsäuren und insbesondere teilgehärtete C16/18-Talg- bzw. Palmfettsäuren sowie elaidin säurereiche C16/18-Fettsäureschnitte eingesetzt. Zur Herstellung der quaternierten Ester können die Fettsäuren und das Triethanolamin im molaren Verhältnis von 1,1 : 1 bis 3 : 1 eingesetzt werden. Im Hinblick auf die anwendungstechnischen Eigenschaften der Esterquats hat sich ein Einsatzverhältnis von 1,2 : 1 bis 2,2 : 1, vorzugsweise 1,5 : 1 bis 1,9 : 1 als besonders vorteilhaft erwiesen. Die bevor zugten Esterquats stellen technische Mischungen von Mono-, Di- und Triestern mit einem durchschnitt lichen Veresterungsgrad von 1,5 bis 1,9 dar und leiten sich von technischer C16/18-Talg- bzw. Palmfett säure (Iodzahl 0 bis 40) ab. Aus anwendungstechnischer Sicht haben sich quatemierte Fettsäuretriet hanolaminestersalze der Formel (IV) als besonders vorteilhaft erwiesen, in der R3CO für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R4 für R3CO, R5 für Wasserstoff, R6 für eine Methylgruppe, m, n und p für 0 und X für Methylsulfat steht. Entsprechende Produkte sind unter der Marke Dehyquart® AU (Cognis Deutschland GmbH) im Handel.in which R 3 CO stands for an acyl radical with 6 to 22 carbon atoms, R 4 and R 5 independently of one another for hydrogen or R 3 CO, R 6 for an alkyl radical with 1 to 4 carbon atoms or a (CH 2 CH 2 O) q H- Group, m, n and p in total for 0 or numbers from 1 to 12, q for numbers from 1 to 12 and X for halide, alkyl sulfate or alkyl phosphate. Typical examples of ester quats which can be used in the sense of the inven tion are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachic acid, behenic acid and erucic acid and their technical mixtures how they occur, for example, in the pressure splitting of natural fats and oils. Technical C 12/18 coconut fatty acids and in particular partially hardened C 16/18 tallow or palm fatty acids and elaidic acid-rich C 16/18 fatty acid cuts are preferably used. The fatty acids and the triethanolamine can be used in a molar ratio of 1.1: 1 to 3: 1 to produce the quaternized esters. With regard to the application properties of the ester quats, an application ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1, has proven to be particularly advantageous. The preferred esterquats are technical mixtures of mono-, di- and triesters with an average degree of esterification of 1.5 to 1.9 and are derived from technical C 16/18 tallow or palm fatty acid (iodine number 0 to 40 ). From a technical point of view, quaternized fatty acid triethanolamine ester salts of the formula (IV) have proven to be particularly advantageous in which R 3 CO for an acyl radical having 16 to 18 carbon atoms, R 4 for R 3 CO, R 5 for hydrogen, R 6 for a methyl group, m, n and p are 0 and X is methyl sulfate. Corresponding products are on the market under the Dehyquart® AU brand (Cognis Deutschland GmbH).
Neben den quatemierten Fettsäuretriethanolaminestersalzen kommen als Esterquats ferner auch qua
ternierte Estersalze von Fettsäuren mit Diethanolalkylaminen der Formel (V) in Betracht,
In addition to the quaternized fatty acid triethanolamine ester salts, quaternized ester salts of fatty acids with diethanolalkylamines of the formula (V) are also suitable as esterquats.
in der R3CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R4 für Wasserstoff oder R3CO, R7 und R8 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen, m und n in Summe für 0 oder Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.in which R 3 CO for an acyl radical with 6 to 22 carbon atoms, R 4 for hydrogen or R 3 CO, R 7 and R 8 independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.
Als weitere Gruppe geeigneter Esterquats sind schließlich die quaternierten Estersalze von Fettsäuren
mit 1,2-Dihydroxypropyldialkylaminen der Formel (VI) zu nennen,
Finally, the quaternized ester salts of fatty acids with 1,2-dihydroxypropyl dialkylamines of the formula (VI) should be mentioned as a further group of suitable ester quats,
in der R3CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R4 für Wasserstoff oder R3CO, R7, R8 und R9 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen, m und n in Summe für 0 oder Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.in which R 3 CO for an acyl radical with 6 to 22 carbon atoms, R 4 for hydrogen or R 3 CO, R 7 , R 8 and R 9 independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.
Des weiteren kommen als Esterquats noch Stoffe in Frage, bei denen die Ester- durch eine
Amidbindung ersetzt ist und die vorzugsweise basierend auf Diethylentriamin der Formel (VII) folgen,
Furthermore, suitable ester quats are substances in which the ester bond is replaced by an amide bond and which preferably follow the formula (VII) based on diethylene triamine,
in der R3CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R4 für Wasserstoff oder R3CO, R6 und R7 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen und X für Halogenid, Alkylsulfat oder Alkylphosphat steht. Derartige Amidesterquats sind beispielsweise unter der Marke Incroquat® (Croda) im Markt erhältlich.in which R 3 CO is an acyl radical having 6 to 22 carbon atoms, R 4 is hydrogen or R 3 CO, R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms and X is halide, alkyl sulfate or alkyl phosphate. Such amide ester quats are available on the market, for example, under the Incroquat® (Croda) brand.
Schließlich kommen als Esterquats auch Stoffe in Frage, die auf Basis von ethoxyliertem Ricinusöl oder
dessen Härtungsprodukten erhältlich sind und vorzugsweise der Formel (VIII) folgen,
Finally, suitable esterquats are also substances which are obtainable on the basis of ethoxylated castor oil or its hardening products and preferably follow the formula (VIII)
in der R8CO für einen gesättigten und/oder ungesättigten ethoxylierten Hydroxyacylrest mit 16 bis 22, vorzugsweise 18 Kohlenstoffatomen sowie 1 bis 50 Oxyethyleneinheiten, A für einen linearen oder verzweigten Alkylenrest mit 1 bis 6 Kohlenstoffatomen, R9, R10 und R11 unabhängig voneinander für Wasserstoff oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, R12 für einen Alkylrest mit 1 bis 4 Kohlenstoffatomen oder einen Benzylrest und X für Halogen, Alkylsulfat oder Alkylphosphat steht.in which R 8 CO for a saturated and / or unsaturated ethoxylated hydroxyacyl radical having 16 to 22, preferably 18 carbon atoms and 1 to 50 oxyethylene units, A for a linear or branched alkylene radical having 1 to 6 carbon atoms, R 9 , R 10 and R 11 independently one another represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R 12 represents an alkyl radical having 1 to 4 carbon atoms or a benzyl radical and X represents halogen, alkyl sulfate or alkyl phosphate.
Hinsichtlich der Auswahl der bevorzugten Fettsäuren und des optimalen Veresterungsgrades gelten die für (IV) genannten Beispiele auch für die Esterquats der Formeln (V) bis (VIII).With regard to the selection of the preferred fatty acids and the optimal degree of esterification, the for examples mentioned for (IV) also for the esterquats of the formulas (V) to (VIII).
Zur Herstellung der Esterquats der Formeln (IV) bis (VIII) kann sowohl von Fettsäuren als auch den entsprechenden Triglyceriden ausgegangen werden. Ein solches Verfahren, das stellvertretend für den entsprechenden Stand der Technik genannt werden soll, wird in der europäischen Patentschrift EP 0750606 B1 (Cognis) vorgeschlagen. Ebenfalls ist es möglich, die Kondensation der Alkanolamine mit den Fettsäuren in Gegenwart definierter Mengen an Dicarbonsäuren, wie z. B. Oxalsäure, Malonsäure, Bernsteinsäure, Maleinsäure, Fumarsäure, Glutarsäure, Adipinsäure, Sorbinsäure, Pimelinsäure, Azelainsäure, Sebacinsäure und/oder Dodecandisäure durchzuführen. Auf diese Weise kommt es zur einer partiell oligomeren Struktur der Esterquats, was sich insbesondere bei Mitverwendung von Adipinsäure auf die Klarlöslichkeit der Produkte vorteilhaft auswirken kann. Entsprechende Produkte unter der Marke Dehyquart® D 6003 (Cognis Deutschland GmbH) sind im Handel erhältlich und werden beispielsweise in der Europäischen Patentschrift EP 0770594 B1 (Cognis) beschrieben. Üblicherweise gelangen die Esterquats in Form 50 bis 90 Gew.-%iger alkoholischer Lösungen in den Handel, die bei Bedarf problemlos mit Wasser verdünnt werden können.To produce the esterquats of the formulas (IV) to (VIII), both fatty acids and corresponding triglycerides are assumed. Such a process, which is representative of the corresponding prior art is to be mentioned in the European patent EP 0750606 B1 (Cognis) proposed. It is also possible to use the condensation of the alkanolamines the fatty acids in the presence of defined amounts of dicarboxylic acids, such as. B. oxalic acid, malonic acid, Succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, sorbic acid, pimelic acid, Azelaic acid, sebacic acid and / or dodecanedioic acid to perform. In this way it comes to a partially oligomeric structure of the ester quats, which is particularly evident when using Adipic acid can have a beneficial effect on the clear solubility of the products. Corresponding products under the brand Dehyquart® D 6003 (Cognis Deutschland GmbH) are commercially available described, for example, in European Patent EP 0770594 B1 (Cognis). Usually the esterquats come in the form of 50 to 90 wt .-% alcoholic solutions on the market, which Can be easily diluted with water as needed.
Typische Beispiele für Fette sind Glyceride, d. h. feste oder flüssige pflanzliche oder tierische Produkte,
die im wesentlichen aus gemischten Glycerinestern höherer Fettsäuren bestehen, als Wachse kommen
u. a. natürliche Wachse, wie z. B. Candelillawachs, Carnaubawachs, Japanwachs, Espartograswachs,
Korkwachs, Guarumawachs, Reiskeimölwachs, Zuckerrohrwachs, Ouricurywachs, Montanwachs,
Bienenwachs, Schellackwachs, Walrat, Lanolin (Wollwachs), Bürzelfett, Ceresin, Ozokerit (Erdwachs),
Petrolatum, Paraffinwachse, Mikrowachse; chemisch modifizierte Wachse (Hartwachse), wie z. B.
Montanesterwachse, Sasolwachse, hydrierte Jojobawachse sowie synthetische Wachse, wie z. B.
Polyalkylenwachse und Polyethylenglycolwachse in Frage. Neben den Fetten kommen als Zusatzstoffe
auch fettähnliche Substanzen, wie Lecithine und Phospholipide in Frage. Unter der Bezeichnung
Lecithine versteht der Fachmann diejenigen Glycero-Phospholipide, die sich aus Fettsäuren, Glycerin,
Phosphorsäure und Cholin durch Veresterung bilden. Lecithine werden in der Fachwelt daher auch
häufig als Phosphatidylcholine (PC) bezeichnet und folgen der allgemeinen Formel
Typical examples of fats are glycerides, ie solid or liquid vegetable or animal products which essentially consist of mixed glycerol esters of higher fatty acids. Natural waxes, such as, for example, B. candelilla wax, carnauba wax, japan wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walnut, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), petrolatum, paraffin waxes chemically modified waxes (hard waxes), such as. B. Montanester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as. B. polyalkylene waxes and polyethylene glycol waxes in question. In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives. The person skilled in the art understands the term lecithins as those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often referred to in the art as phosphatidylcholines (PC) and follow the general formula
wobei R13 typischerweise für lineare aliphatische Kohlenwasserstoffreste mit 15 bis 17 Kohlenstoffato men und bis zu 4 cis-Doppelbindungen steht. Als Beispiele für natürliche Lecithine seien die Kephaline genannt, die auch als Phosphatidsäuren bezeichnet werden und Derivate der 1,2-Diacyl-sn-giycerin-3-phosphorsäuren darstellen. Dem gegenüber versteht man unter Phospholipiden gewöhnlich Mono- und vorzugsweise Diester der Phosphorsäure mit Glycerin (Glycerinphosphate), die allgemein zu den Fet ten gerechnet werden. Daneben kommen auch Sphingosine bzw. Sphingolipide in Frage. where R 13 is typically linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds. Examples of natural lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids. In contrast, phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats. In addition, sphingosines or sphingolipids are also suitable.
Als Perlglanzwachse kommen beispielsweise in Frage: Alkylenglycolester, speziell Ethylenglycoldi stearat; Fettsäurealkanolamide, speziell Kokosfettsäurediethanolamid; Partialglyceride, speziell Stea rinsäuremonoglycerid; Ester von mehrwertigen, gegebenenfalls hydroxysubstituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen, speziell langkettige Ester der Weinsäure; Fettstoffe, wie beispielsweise Fettalkohole, Fettketone, Fettaldehyde, Fettether und Fettcarbonate, die in Summe min destens 24 Kohlenstoffatome aufweisen, speziell Lauron und Distearylether; Fettsäuren wie Stearin säure, Hydroxystearinsäure oder Behensäure, 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.Pearlescent waxes, for example, are: alkylene glycol esters, especially ethylene glycol di stearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stea rinsäuremonoglycerid; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids Fatty alcohols with 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances like for example fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total min have at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearin acid, hydroxystearic acid or behenic acid, 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.
Als Konsistenzgeber kommen in erster Linie Fettalkohole oder Hydroxyfettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen, Fettalkoholdispersionen [KE3498, KE3598, Lanette® CO (C16-C18 Fettalkoholdispersion] und daneben Partialglyceride, Fettsäuren oder Hydroxyfettsäuren in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten.The main consistency factors are fatty alcohols or hydroxyfatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms, fatty alcohol dispersions [KE3498, KE3598, Lanette® CO (C 16 -C 18 fatty alcohol dispersion] and also partial glycerides, fatty acids or hydroxyfatty acids. One is preferred Combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates.
Geeignete Verdickungsmittel sind beispielsweise Aerosil-Typen (hydrophile Kieselsäuren), Polysaccha ride, insbesondere Xanthan-Gum, Guar-Guar, Hydroxypropyl-Guar (Jaguar® HP 105) der Firma Rhodia, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner hö hermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, 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 bei spielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologen verteilung sowie Elektrolyte wie Kochsalz und Ammoniumchlorid. Bevorzugt ist Hydroxypropyl-Guar (Jaguar® HP 105).Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccha ride, especially xanthan gum, guar guar, hydroxypropyl guar (Jaguar® HP 105) from Rhodia, Agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, furthermore hermolecular polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g. Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinylpyrrolidone, Surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols as in for example pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with restricted homologues distribution as well as electrolytes such as table salt and ammonium chloride. Hydroxypropyl guar is preferred (Jaguar® HP 105).
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie polyethoxy lierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monoglyceride und Fettsäureal kanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen. Substances such as lanolin and lecithin and polyethoxy can be used as superfatting agents lated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid al kanolamides are used, the latter also serving as foam stabilizers.
Als Stabilisatoren können Metallsalze von Fettsäuren, wie z. B. Magnesium-, Aluminium- und/oder Zinkstearat bzw. -ricinoleat eingesetzt werden.Metal salts of fatty acids, such as. B. magnesium, aluminum and / or Zinc stearate or ricinoleate can be used.
Geeignete kationische Polymere sind beispielsweise kationische Gellulosederivate, wie z. B. eine quatemierte 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 (Gluadin® WQT(M)), Polyethylenimin, kationische Siliconpolymere, wie z. B. Amodimethicone, Copolymere der Adipinsäure und Dimethylaminohydroxypropyldiethylentriamin (Cartaretine®/Sandoz), Copolymere der Acrylsäure mit Dimethyldiallylammoniumchlorid (Merquat® 550/Chemviron), Polyaminopolyamide, wie z. B. beschrieben in der FR 2252840 A 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, Jaguar® C 162 der Firma Celanese, Cosmedia Guar C 261 und C 261 N, quaternierte Ammo niumsalz-Polymere, wie z. B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 der Firma Miranol. Bevorzugt sind quaternierte Hydroxyethylcellulose, Copolymere der Acrylsäure mit Dimethyl diallylammoniumchlorid und quaternierte Weizenpolypeptide oder eine Mischung davon.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 (Gluadin® WQT (M)), polyethyleneimine, cationic silicone polymers such as B. amodimethicones, copolymers of Adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of Acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, such as z. B. described in FR 2252840 A and their crosslinked water-soluble polymers, cationic Chitin derivatives such as 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 e.g. B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16, Jaguar® C 162 from Celanese, Cosmedia Guar C 261 and C 261 N, quaternized Ammo nium salt polymers such. B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol. Quaternized hydroxyethyl cellulose, copolymers of acrylic acid with dimethyl are preferred diallylammonium chloride and quaternized wheat polypeptides or a mixture thereof.
Als anionische, zwitterionische, amphotere und nichtionische Polymere kommen beispielsweise PEG-120 Methylglucosedioleat wie Antil® 120, Vinylacetat/Crotonsäure-Copolymere, Vinylpyrroli don/Vinylacrylat-Copolymere, Vinylacetat/Butylmaleat/Isobornylacrylat-Copolymere, Methylvinyl ether/Maleinsäureanhydrid-Copolymere und deren Ester, unvernetzte und mit Polyolen vernetzte Poly acrylsäuren, Acrylamidopropyltrimethylammoniumchlorid/Acrylat-Copolymere, Octylacrylamid/Methyl methacrylat/tert.Butylaminoethylmethacrylat/2-Hydroxyproyl-methacrylat-Copolymere, Polyvinylpyrroli don, Vinylpyrrolidon/Vinylacetat-Copolymere, Vinylpyrrolidon/Dimethylaminoethylmethacrylat/Vinyl caprolactam-Terpolymere sowie gegebenenfalls derivatisierte Celluloseether und Silicone in Frage. Weitere geeignete Polymere und Verdickungsmittel sind in Cosmetics & Toiletries Vol. 108, Mai 1993, Seite 95ff aufgeführt. Bevorzugt ist PEG-120 Methylglucosedioleat. Examples of anionic, zwitterionic, amphoteric and nonionic polymers are PEG-120 methyl glucose dioleate such as Antil® 120, vinyl acetate / crotonic acid copolymers, vinyl pyrrole don / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, uncrosslinked and polyols crosslinked poly acrylic acids, acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrole don, vinyl pyrrolidone / vinyl acetate copolymers, vinyl pyrrolidone / dimethylaminoethyl methacrylate / vinyl caprolactam terpolymers and optionally derivatized cellulose ethers and silicones in question. Other suitable polymers and thickeners are in Cosmetics & Toiletries Vol. 108, May 1993, page 95ff. PEG-120 methyl glucose dioleate is preferred.
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. Weiterhin geeignet sind Simethicone, bei denen es sich um Mischungen aus Dimethico nen mit einer durchschnittlichen Kettenlänge von 200 bis 300 Dimethylsiloxan-Einheiten und hydrierten Silikaten handelt. Eine detaillierte Übersicht über geeignete flüchtige Silicone findet sich zudem von Todd et al. in Cosm. Toil. 91, 27 (1976).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. Simethicones, which are mixtures of Dimethico, are also suitable nen with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated Silicates. A detailed overview of suitable volatile silicones can also be found at Todd et al. in cosm. Toil. 91, 27 (1976).
Unter UV-Lichtschutzfaktoren sind beispielsweise bei Raumtemperatur flüssig oder kristallin vorlie
gende organische Substanzen (Lichtschutzfilter) zu verstehen, die in der Lage sind, ultraviolette Strah
len zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z. B. Wärme wie
der abzugeben. UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z. B.
zu nennen:
Under UV light protection factors are to be understood, for example, liquid or crystalline organic substances (light protection filters) at room temperature, which are able to absorb ultraviolet rays and absorb the energy in the form of longer-wave radiation, e.g. B. to give off heat like that. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances such. B. To name:
- - 3-Benzylidencampher bzw. 3-Benzylidennorcampher und dessen Derivate, z. B. 3-(4-Methylbenzy liden)campher wie in der EP 0693471 B1 beschrieben;- 3-benzylidene camphor or 3-benzylidene norcampher and its derivatives, e.g. B. 3- (4-Methylbenzy liden) camphor as described in EP 0693471 B1;
- - 4-Aminobenzoesäurederivate, vorzugsweise 4-(Dimethylamino)benzoesäure-2-ethylhexylester, 4-(Dimethylamino)benzoesäure-2-octylester und 4-(Dimethylamino)benzoesäureamylester;4-aminobenzoic acid derivatives, preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 4- (dimethylamino) benzoic acid 2-octyl ester and 4- (dimethylamino) benzoic acid amyl ester;
- - Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxyzimtsäurepro pylester, 4-Methoxyzimtsäureisoamylester, 2-Cyano-3,3-phenylzimtsäure-2-ethylhexylester (Octo crylene);- Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, 4-methoxycinnamate pro pylester, 4-methoxycinnamic acid isamyl ester, 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octo crylene);
- - 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;
- - Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-me thoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon;- Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-me thoxy-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;
- - Triazinderivate, wie z. B. 2,4,6-Trianilino-(p-carbo-2'-ethyl-1'-hexyloxy)-1,3,5-triazin und Octyl Triazon, wie in der EP 0818450 A1 beschrieben oder Dioctyl Butamido Triazone (Uvasorb® HEB);- Triazine derivatives, such as. B. 2,4,6-Trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine and octyl Triazon, as described in EP 0818450 A1 or dioctyl butamido triazone (Uvasorb® HEB);
- - 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;
- - Ketotricyclo(5.2.1.0)decan-Derivate, wie in der EP 0694521 B1 beschrieben.- Ketotricyclo (5.2.1.0) decane derivatives, as described in EP 0694521 B1.
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-sulfonsäure und ihre Salze;- Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
- - Sulfonsäurederivate des 3-Benzylidencamphers, wie z. B. 4-(2-Oxo-3-bornylidenmethyl)benzol sulfonsäure 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) benzene sulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and its 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, 4-tert.-Butyl-4'-methoxydibenzoyl methan (Parsol 1789), 1-Phenyl-3-(4'-isopropylphenyl)-propan-1,3-dion sowie Enaminverbindungen, wie beschrieben in der DE 197 12 033 A1 (BASF). Die UV-A- und UV-B-Filter können selbstverständlich auch in Mischungen eingesetzt werden. Besonders günstige Kombinationen bestehen aus den Derivaten des Benzoylmethans, z. B. 4-tert.-Butyl-4'-methoxydibenzoylmethan (Parsol 1789) und 2-Cyano-3,3-phenylzimtsäure-2-ethylhexylester (Octocrylene) in Kombination mit Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester und/oder 4-Methoxyzimtsäurepropylester und/oder 4-Methoxyzimtsäureisoamylester. Vorteilhaft werden derartige Kombinationen mit wasserlöslichen Filtern wie z. B. 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsalze kombiniert.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, 4-tert-butyl-4'-methoxydibenzoyl methane (Parsol 1789), 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione and enamine compounds, as described in DE 197 12 033 A1 (BASF). The UV-A and UV-B filters can of course can also be used in mixtures. Particularly favorable combinations consist of the Derivatives of benzoylmethane, e.g. B. 4-tert-butyl-4'-methoxydibenzoylmethane (Parsol 1789) and 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene) in combination with ester of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate and / or propyl 4-methoxycinnamate and / or 4-methoxycinnamate. Such combinations with water-soluble ones are advantageous Filters such as B. 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, Combined alkylammonium, alkanolammonium and glucammonium salts.
Neben den genannten löslichen Stoffen kommen für diesen Zweck auch unlösliche Lichtschutzpigmente, nämlich feindisperse Metalloxide bzw. Salze in Frage. Beispiele für geeignete Metalloxide sind insbesondere Zinkoxid und Titandioxid und daneben Oxide des Eisens, Zirkoniums, Siliciums, Mangans, Aluminiums und Cers sowie deren Gemische. Als Salze können Silicate (Talk), Bariumsulfat oder Zinkstearat eingesetzt werden. Die Oxide und Salze werden in Form der Pigmente für hautpflegende und hautschützende Emulsionen und dekorative Kosmetik verwendet. 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 Weise von der sphärischen Gestalt abweichende Form besitzen. Die Pigmente können auch oberflächenbehandelt, d. h. hydrophilisiert oder hydrophobiert vorliegen. Typische Beispiele sind gecoatete Titandioxide, wie z. B. Titandioxid T 805 (Degussa) oder Eusolex® T2000 (Merck). Als hydrophobe Coatingmittel kommen dabei vor allem Silicone und dabei speziell Trialkoxyoctylsilane oder Simethicone in Frage. In Sonnenschutzmitteln werden bevorzugt sogenannte Mikro- oder Nanopigmente eingesetzt. Vorzugsweise wird mikronisiertes Zinkoxid verwendet. Weitere geeignete UV-Lichtschutzfilter sind der Übersicht von P. Finkel in SÖFW-Journal 122, 543 (1996) sowie Parfümerie und Kosmetik 3 (1999), Seite 11ff zu entnehmen. In addition to the soluble substances mentioned, there are also insoluble ones for this purpose Light protection pigments, namely finely dispersed metal oxides or salts in question. Examples of suitable ones Metal oxides are in particular zinc oxide and titanium dioxide and also oxides of iron, zirconium, Silicon, manganese, aluminum and cerium and their mixtures. Silicates (talc), Barium sulfate or zinc stearate can be used. The oxides and salts come in the form of the pigments used for skin-care and skin-protecting emulsions and decorative cosmetics. 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 Have a shape that differs from the spherical shape. The pigments can too surface treated, d. H. are hydrophilized or hydrophobized. Typical examples are coated titanium dioxides, such as, for. B. Titanium dioxide T 805 (Degussa) or Eusolex® T2000 (Merck). As Hydrophobic coating agents come primarily from silicones and especially trialkoxyoctylsilanes or Simethicone in question. So-called micro- or Nanopigments used. Micronized zinc oxide is preferably used. More suitable UV light protection filters are the overview by P. Finkel in SÖFW-Journal 122, 543 (1996) as well Perfumery and Cosmetics 3 (1999), page 11ff.
Neben den beiden vorgenannten Gruppen primärer Lichtschutzstoffe können auch sekundäre Licht schutzmittel vom Typ der Antioxidantien eingesetzt werden, die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV-Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Aminosäuren (z. B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z. B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Carnosin, D-Carnosin, L-Carnosin und deren Derivate (z. B. Anserin), Carotinoide, Carotine (z. B. α-Carotin, β-Carotin, Lycopin) und deren Derivate, Chlorogensäure und deren Derivate, Liponsäure und deren Derivate (z. B. Dihydroliponsäure), Auro thioglucose, Propylthiouracil und andere Thiole (z. B. Thioredoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-Linoleyl-, Cholesteryl- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distearylthiodipro pionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z. B. Buthioninsulfoximine, Homocysteinsulfoximin, Butionin sulfone, Penta-, Hexa-, Heptathioninsulfoximin) in sehr geringen verträglichen Dosierungen (z. B. pmol bis µmol/kg), ferner (Metall)-Chelatoren (z. B. α-Hydroxyfettsäuren, Palmitinsäure, Phytinsäure, Lac toferrin), α-Hydroxysäuren (z. B. Citronensäure, Milchsäure, Äpfelsäure), Huminsäure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und de ren Derivate (z. B. γ-Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Vitamin C und Derivate (z. B. Ascorbylpalmitat, Mg- Ascorbylphosphat, Ascorbylacetat), Tocopherole und Derivate (z. B. Vitamin-E-acetat), Vitamin A und Derivate (Vitamin-A-palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, α-Glycosylrutin, Ferulasäure, Furfurylidenglucitol, Carnosin, Butylhydroxytoluol, Butylhydroxyanisol, Nordihydroguajak harzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, Harnsäure und deren Derivate, Man nose und deren Derivate, Superoxid-Dismutase, Zink und dessen Derivate (z. B. ZnO, ZnSO4), Selen und dessen Derivate (z. B. Selen-Methionin), Stilbene und deren Derivate (z. B. Stilbenoxid, trans-Stil benoxid) und die erfindungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genannten Wirkstoffe.In addition to the two aforementioned groups of primary light stabilizers, secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (e.g. dihydroliponic acid), Auro thioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl) , Oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and sulfoximine compounds (e.g. buthioninsulfoxim , Homocysteine sulfoximine, Butionin sulfone, Penta-, Hexa-, Heptathioninsulfoximi n) in very low tolerable doses (e.g. B. pmol to µmol / kg), further (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lac toferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid , Biliary extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) and coniferyl benzoate of benzoin, rutinic acid and its derivatives, α-Glycosylrutin, ferulic acid, furfurylidene glucitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajak resin acid, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, man nose and its derivatives, superoxide dismutase, zinc vate (e.g. ZnO, ZnSO 4 ), selenium and its derivatives (e.g. B. selenium methionine), stilbenes and their derivatives (z. B. stilbene oxide, trans-style benoxid) and the derivatives suitable according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active ingredients.
Unter biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherolacetat, Tocopherolpalmitat, Ascorbinsäure, Desoxyribonucleinsäure, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säu ren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte und Vitaminkomplexe zu verstehen. Examples of biogenic active ingredients are tocopherol, tocopherol acetate, tocopherol palmitate, Ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acid ren, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamin complexes to understand.
Kosmetische Deodorantien (Desodorantien) wirken Körpergerüchen entgegen, überdecken oder beseitigen sie. Körpergerüche entstehen durch die Einwirkung von Hautbakterien auf apokrinen Schweiß, wobei unangenehm riechende Abbauprodukte gebildet werden. Dementsprechend enthalten Deodorantien Wirkstoffe, die als keimhemmende Mittel, Enzyminhibitoren, Geruchsabsorber oder Geruchsüberdecker fungieren. Als keimhemmende Mittel sind grundsätzlich alle gegen grampositive Bakterien wirksamen Stoffe geeignet, wie z. B. 4-Hydroxybenzoesäure und ihre Salze und Ester, N-(4-Chlorphenyl)-N'-(3,4-dichlorphenyl)harnstoff, 2,4,4'-Trichlor-2'-hydroxydiphenylether (Triclosan), 4-Chlor-3,5-dimethylphenol, 2,2'-Methylen-bis(6-brom-4-chlorphenol), 3-Methyl-4-(1-methylethyl)phenol, 2-Benzyl-4-chlorphenol, 3-(4-Chlorphenoxy)-1,2-propandiol, 3-Iod-2-propinylbutylcarbamat, Chlorhexidin, 3,4,4'-Trichlorcarbonilid (TTC), antibakterielle Riechstoffe, Thymol, Thymianöl, Eugenol, Nelkenöl, Menthol, Minzöl, Farnesol, Phenoxyethanol, Glycerinmonocaprinat, Glycerinmonocaprylat, Glycerinmonolaurat (GML), Diglycerinmonocaprinat (DMC), Salicylsäure-N-alkylamide wie z. B. Salicylsäure-n-octylamid oder Salicylsäure-n-decylamid.Cosmetic deodorants (deodorants) counteract, mask or mask body odors eliminate them. Body odors arise from the action of skin bacteria on apocrine Sweat, producing unpleasant smelling breakdown products. Accordingly included Deodorants active ingredients that act as germ inhibitors, enzyme inhibitors, or odor absorbers Odor maskers act. As anti-germ agents, all are basically against gram-positive Suitable bacteria-effective substances, such as. B. 4-hydroxybenzoic acid and its salts and esters, N- (4-chlorophenyl) -N '- (3,4-dichlorophenyl) urea, 2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylene-bis (6-bromo-4-chlorophenol), 3-methyl-4- (1-methylethyl) phenol, 2-benzyl-4-chlorophenol, 3- (4-chlorophenoxy) -1,2-propanediol, 3-iodo-2-propynyl butyl carbamate, Chlorhexidine, 3,4,4'-trichlorocarbonilide (TTC), antibacterial fragrances, thymol, thyme oil, eugenol, Clove oil, menthol, mint oil, farnesol, phenoxyethanol, glycerol monocaprinate, glycerol monocaprylate, Glycerol monolaurate (GML), diglycerol monocaprinate (DMC), salicylic acid N-alkylamides such as B. Salicylic acid n-octylamide or salicylic acid n-decylamide.
Als Enzyminhibitoren sind beispielsweise Esteraseinhibitoren geeignet. Hierbei handelt es sich vor zugsweise um Trialkylcitrate wie Trimethylcitrat, Tripropylcitrat, Triisopropylcitrat, Tributylcitrat und ins besondere Triethylcitrat (Hydagen® CAT, Henkel KGaA, Düsseldorf/FRG). Die Stoffe inhibieren die Enzymaktivität und reduzieren dadurch die Geruchsbildung. Weitere Stoffe, die als Esteraseinhibitoren in Betracht kommen, sind Sterolsulfate oder -phosphate, wie beispielsweise Lanosterin-, Cholesterin-, Campesterin-, Stigmasterin- und Sitosterinsulfat bzw -phosphat, Dicarbonsäuren und deren Ester, wie beispielsweise Glutarsäure, Glutarsäuremonoethylester, Glutarsäurediethylester, Adipinsäure, Adipin säuremonoethylester, Adipinsäurediethylester, Malonsäure und Malonsäurediethylester, Hydroxycarbonsäuren und deren Ester wie beispielsweise Citronensäure, Äpfelsäure, Weinsäure oder Weinsäure diethylester, sowie Zinkglycinat.Esterase inhibitors, for example, are suitable as enzyme inhibitors. This is before preferably around trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and ins special triethyl citrate (Hydagen® CAT, Henkel KGaA, Düsseldorf / FRG). The substances inhibit the Enzyme activity and thereby reduce odor. Other substances that act as esterase inhibitors sterol sulfates or phosphates, such as lanosterol, cholesterol, Campesterin, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as for example glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipine acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarboxylic acids and their esters such as citric acid, malic acid, tartaric acid or tartaric acid diethyl ester, and zinc glycinate.
Als Geruchsabsorber eignen sich Stoffe, die geruchsbildende Verbindungen aufnehmen und weitge hend festhalten können. Sie senken den Partialdruck der einzelnen Komponenten und verringern so auch ihre Ausbreitungsgeschwindigkeit. Wichtig ist, daß dabei Parfums unbeeinträchtigt bleiben müs sen. Geruchsabsorber haben keine Wirksamkeit gegen Bakterien. Sie enthalten beispielsweise als Hauptbestandteil ein komplexes Zinksalz der Ricinolsäure oder spezielle, weitgehend geruchsneutrale Duftstoffe, die dem Fachmann als "Fixateure" bekannt sind, wie z. B. Extrakte von Labdanum bzw. Styrax oder bestimmte Abietinsäurederivate. Als Geruchsüberdecker fungieren Riechstoffe oder Par fümöle, die zusätzlich zu ihrer Funktion als Geruchsüberdecker den Deodorantien ihre jeweilige Duftnote verleihen. Als Parfümöle seien beispielsweise genannt Gemische aus natürlichen und synthe tischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten, Stengeln und Blättern, Früchten, Fruchtschalen, Wurzeln, Hölzern, Kräutern und Gräsern, Nadeln und Zweigen sowie Harzen und Bal samen. Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z. B. Ben zylacetat, p-tert.-Butylcyclohexylacetat, Linalylacetat, Phenylethylacetat, Linalylbenzoat, Benzylformiat, Allylcyclohexylpropionat, Styrallylpropionat und Benzylsalicylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z. B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z. B. die Jonone und Methylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Phenylethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riech stoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringe rer Flüchtigkeit, die meist als Aromakomponenten verwendet werden, eignen sich als Parfümöle, z. B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Galbanumöl, Labdanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydromyrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzyl aceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citro nenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, β-Damascone, Geraniumöl Bourbon, Cyclohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessigsäure, Geranylacetat, Benzylacetat, Rosenoxid, Romilat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.Suitable as odor absorbers are substances which absorb odor-forming compounds and are widely used can hold on. They lower the partial pressure of the individual components and thus reduce them also their speed of propagation. It is important that perfumes remain unaffected sen. Odor absorbers are not effective against bacteria. For example, they contain as The main ingredient is a complex zinc salt of ricinoleic acid or a special, largely odorless Fragrances known to the person skilled in the art as "fixators", such as, for. B. extracts of labdanum or Styrax or certain abietic acid derivatives. Fragrance agents or par act as odor maskers for, in addition to their function as odor maskers, the deodorants their respective Give fragrance. Perfume oils include, for example, mixtures of natural and synthetic table fragrances. Natural fragrances are extracts of flowers, stems and leaves, fruits, Fruit peels, roots, woods, herbs and grasses, needles and branches as well as resins and bal seed. Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, Ketones, alcohols and hydrocarbons. Fragrance compounds of the ester type are e.g. B. Ben cyanoacetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, Allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate. The ethers include, for example Benzyl ethyl ether, to the aldehydes z. B. the linear alkanals with 8 to 18 carbon atoms, citral, Citronellal, Citronellyloxyacetaldehyde, Cyclamenaldehyde, Hydroxycitronellal, Lilial and Bourgeonal, too the ketones e.g. B. the Jonone and methyl cedryl ketone, to the alcohols anethole, citronellol, eugenol, Isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, belong to the hydrocarbons mainly the terpenes and balms. However, mixtures of different scents are preferred substances that together create an appealing fragrance. Essential oils also low Rer volatility, which are mostly used as aroma components, are suitable as perfume oils, for. B. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, Vetiver oil, oliban oil, galbanum oil, labdanum oil and lavandin oil. Bergamot oil, Dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamenaldehyde, linalool, boisambrene forte, ambroxan, indole, hedione, sandelice, citro nenoil, mandarin oil, orange oil, allylamyl glycolate, cyclover valley, lavandin oil, muscatel sage oil, β-Damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilate, irotyl and Floramat used alone or in mixtures.
Antitranspirantien (Antiperspirantien) reduzieren durch Beeinflussung der Aktivität der ekkrinen
Schweißdrüsen die Schweißbildung, und wirken somit Achselnässe und Körpergeruch entgegen.
Wässrige oder wasserfreie Formulierungen von Antitranspirantien enthalten typischerweise folgende
Inhaltsstoffe:
Antiperspirants (antiperspirants) reduce sweat formation by influencing the activity of the eccrine sweat glands and thus counteract armpit wetness and body odor. Aqueous or anhydrous formulations of antiperspirants typically contain the following ingredients:
- - adstringierende Wirkstoffe,- astringent active ingredients,
- - Ölkomponenten,- oil components,
- - nichtionische Emulgatoren,- nonionic emulsifiers,
- - Co-Emulgatoren,- Co-emulsifiers,
- - Konsistenzgeber,- consistency factors,
- - Hilfsstoffe wie z. B. Verdicker oder Komplexierungsmittel und/oder- auxiliaries such. B. thickeners or complexing agents and / or
- - nichtwässrige Lösungsmittel wie z. B. Ethanol, Propylenglykol und/oder Glycerin.- non-aqueous solvents such as As ethanol, propylene glycol and / or glycerin.
Als adstringierende Antitranspirant-Wirkstoffe eignen sich vor allem Salze des Aluminiums, Zirkoniums
oder des Zinks. Solche geeigneten antihydrotisch wirksamen Wirkstoffe sind z. B. Aluminiumchlorid,
Aluminiumchlorhydrat, Aluminiumdichlorhydrat, Aluminiumsesquichlorhydrat und deren Komplexverbin
dungen z. B. mit Propylenglycol-1,2. Aluminiumhydroxyallantoinat, Aluminiumchloridtartrat, Aluminium-
Zirkonium-Trichlorohydrat, Aluminium-Zirkonium-tetrachlorohydrat, Aluminium-Zirkonium-pentachlo
rohydrat und deren Komplexverbindungen z. B. mit Aminosäuren wie Glycin. Daneben können in
Antitranspirantien übliche öllösliche und wasserlösliche Hilfsmittel in geringeren Mengen enthalten sein.
Solche öllöslichen Hilfsmittel können z. B. sein:
Salts of aluminum, zirconium or zinc are particularly suitable as astringent antiperspirant active ingredients. Such suitable antiperspirant active ingredients are e.g. B. aluminum chloride, aluminum chlorohydrate, aluminum dichlorohydrate, aluminum sesquichlorohydrate and their complex connections z. B. with propylene glycol-1,2. Aluminum hydroxyallantoinate, aluminum chloride tartrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlo crude hydrate and their complex compounds z. B. with amino acids such as glycine. In addition, conventional oil-soluble and water-soluble auxiliaries can be present in smaller amounts in antiperspirants. Such oil-soluble aids can e.g. B. be:
- - entzündungshemmende, hautschützende oder wohlriechende ätherische Öle,- anti-inflammatory, skin-protecting or fragrant essential oils,
- - synthetische hautschützende Wirkstoffe und/oder- synthetic skin-protecting agents and / or
- - öllösliche Parfümöle.- oil-soluble perfume oils.
Übliche wasserlösliche Zusätze sind z. B. Konservierungsmittel, wasserlösliche Duftstoffe, pH-Wert-Stellmittel, z. B. Puffergemische, wasserlösliche Verdickungsmittel, z. B. wasserlösliche natürliche oder synthetische Polymere wie z. B. Xanthan-Gum, Hydroxyethylcellulose, Polyvinylpyrrolidon oder hochmolekulare Polyethylenoxide.Usual water-soluble additives are e.g. B. preservatives, water-soluble fragrances, pH adjusting agent, e.g. B. buffer mixtures, water-soluble thickeners, e.g. B. water-soluble natural or synthetic polymers such as B. xanthan gum, hydroxyethyl cellulose, polyvinyl pyrrolidone or high molecular weight polyethylene oxides.
Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quaterniertes Chito san, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen.Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chito san, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
Als Antischuppenwirkstoffe kommen Pirocton Olamin (1-Hydroxy-4-methyl-6-(2,4,4-trimythylpentyl)-2- (1H)-pyridinonmonoethanolaminsalz), Baypival® (Climbazole), Ketoconazol®, 4-Acetyl-1-{-4-[2-(2.4- dichlorphenyl)r-2-(1H-imidazol-1-ylmethyl)-1,3-dioxylan-c-4-yl]methoxyphenyl}piperazin, Ketoconazol, Elubiol, Selendisulfid, Schwefel kolloidal, Schwefelpolyehtylenglykolsorbitanmonooleat, Schwefelrizinolpolyehtoxylat, Schwefelteer Destillate, Salicylsäure (bzw. in Kombination mit Hexachlorophen), Undexylensäure Monoethanolamid Sulfosuccinat Na-Salz, Lamepon® UD (Protein- Undecylensäurekondensat), Zinkpyrithion, Aluminiumpyrithion und Magnesiumpyrithion/Dipyrithion-Magnesiumsulfat in Frage. Piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (1H) -pyridinone monoethanolamine salt), Baypival® (climbazole), Ketoconazol®, 4-acetyl-1 - {- 4- [2- (2.4- dichlorophenyl) r-2- (1H-imidazol-1-ylmethyl) -1,3-dioxylan-c-4-yl] methoxyphenyl} piperazine, ketoconazole, Elubiol, selenium disulfide, sulfur colloidal, sulfur polyethylene glycol sorbitan monooleate, Sulfuric ricinole polyhexylate, sulfur tar distillates, salicylic acid (or in combination with Hexachlorophene), undexylenic acid monoethanolamide sulfosuccinate sodium salt, Lamepon® UD (protein Undecylenic acid condensate), zinc pyrithione, aluminum pyrithione and Magnesium pyrithione / dipyrithione magnesium sulfate in question.
Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineralstoffe, Pemulen sowie alkyl modifizierte Carbopoltypen (Goodrich) dienen. Weitere geeignete Polymere bzw. Quellmittel können der Übersicht von R. Lochhead in Cosm. Toil. 108, 95 (1993) entnommen werden.Montmorillonite, clay minerals, pemulene and alkyl can be used as swelling agents for aqueous phases modified carbopol types (Goodrich) are used. Other suitable polymers or swelling agents can the overview by R. Lochhead in Cosm. Toil. 108, 95 (1993).
Als Insekten-Repellentien kommen N,N-Diethyl-m-toluamid, 1,2-Pentandiol oder Ethyl Butylacetyl aminopropionate in Frage.As insect repellents there are N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl butylacetyl aminopropionate in question.
Als Selbstbräuner eignet sich Dihydroxyaceton. Als Tyrosinhinbitoren, die die Bildung von Melanin verhindern und Anwendung in Depigmentierungsmitteln finden, kommen beispielsweise Arbutin, Kojisäure, Cumarinsäure und Ascorbinsäure (Vitamin C) in Frage.Dihydroxyacetone is suitable as a self-tanner. As tyrosine inhibitors that prevent the formation of melanin prevent and find use in depigmenting agents, for example arbutin, Kojic acid, coumaric acid and ascorbic acid (vitamin C) in question.
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope, wie beispielsweise Ethanol, Isopro
pylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugs
weise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Die Polyole können noch
weitere funktionelle Gruppen, insbesondere Aminogruppen, enthalten bzw. mit Stickstoff modifiziert
sein. 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. The polyols can also contain further functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
- - Glycerin;- glycerol;
- - 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 technische 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 technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
- - 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;
- - Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
- - Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;- Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
- - Aminozucker, wie beispielsweise Glucamin;- aminosugars such as glucamine;
- - Dialkoholamine, wie Diethanolamin oder 2-Amino-1,3-propandiol.- Dialcohol amines, such as diethanolamine or 2-amino-1,3-propanediol.
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Parabene, Pentandiol oder Sorbinsäure sowie die in Anlage 6, Teil A und B der Kosmetikverordnung aufgeführten weiteren Stoffklassen.Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, Pentanediol or sorbic acid and those listed in Appendix 6, Parts A and B of the Cosmetics Ordinance other substance classes.
Als Parfümöle seien genannt Gemische aus natürlichen und synthetischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten (Lilie, Lavendel, Rosen, Jasmin, Neroli, Ylang-Ylang), 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 (Pinien-, Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemongras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Bal samen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Roh stoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindun gen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z. B. Benzylacetat, Phenoxyethylisobutyrat, p-tert.-Bu tylcyclohexylacetat, Linalylacetat, Dimethylbenzylcarbinylacetat, Phenylethylacetat, Linalylbenzoat, Benzylformiat, Ethylmethylphenylglycinat, Allylcyclohexylpropionat, Styrallylpropionat und Benzylsa licylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z. B. die linearen Alka nale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z. B. die Jonone, α-Isomethylionon und Me thylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Pheny lethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Bal same. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aro makomponenten verwendet werden, eignen sich als Parfümöle, z. B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Galbanu möl, Labolanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydromyrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, β-Damascone, Geraniumöl Bourbon, Cyclohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessig säure, Geranylacetat, Benzylacetat, Rosenoxid, Romillat, Irotyl und Floramat allein oder in Mischun gen, eingesetzt.Perfume oils include mixtures of natural and synthetic fragrances. natural Fragrance substances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), 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 (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, Lemongrass, sage, thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and bal seeds (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Furthermore animal raw come substances in question, such as civet and castoreum. Typical synthetic fragrance compounds gen are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are e.g. B. benzyl acetate, phenoxyethyl isobutyrate, p-tert-Bu tylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, Benzyl formate, ethyl methylphenyl glycinate, allyl cyclohexyl propionate, styrallyl propionate and benzylsa salicylate. The ethers include, for example, benzyl ethyl ether, the aldehydes z. B. the linear Alka nals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, Hydroxycitronellal, Lilial and Bourgeonal, to the ketones z. B. the Jonone, α-isomethylionon and Me thylcedryl ketone, to the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, pheny ethyl alcohol and terpineol, the hydrocarbons mainly include terpenes and bal same. However, preference is given to using mixtures of different fragrances that work together generate an appealing fragrance. Also essential oils of lower volatility, mostly as an aro Mac components are used as perfume oils, e.g. B. sage oil, chamomile oil, clove oil, Lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanu mole, labolanum oil and lavandin oil. Bergamot oil, dihydromyrcenol, lilial, lyral, Citronellol, phenylethyl alcohol, α-hexyl cinnamaldehyde, geraniol, benzylacetone, cyclamen aldehyde, Linalool, Boisambrene Forte, Ambroxan, Indole, Hedione, Sandelice, lemon oil, mandarin oil, orange oil, Allylamyl glycolate, cyclover valley, lavandin oil, muscatel sage oil, β-damascone, geranium oil bourbon, Cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, phenylacetic acid acid, geranyl acetate, benzyl acetate, rose oxide, romillate, irotyl and floramate alone or in mixtures gene, used.
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 from 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.
Die erfindungsgemäßen Mischungen 1 bis 7 und die Vergleichsmischungen V1 und V2 werden wie folgt hergestellt. Die entsprechende Menge Polymer JR 400 wurde in Wasser gelöst. Anschließend wurde das Natrium-Salz der Salicylsäure zugegeben. Danach wurden die Tenside in die Wasserphase eingearbeitet. Der pH-Wert wurde mit Citronensäure eingestellt.Mixtures 1 to 7 according to the invention and comparative mixtures V1 and V2 are as follows manufactured. The appropriate amount of Polymer JR 400 was dissolved in water. Then was the sodium salt of salicylic acid added. After that, the surfactants were in the water phase incorporated. The pH was adjusted with citric acid.
Im Anschluß wurde die Viskosität (mPa.s) bei Raumtemperatur mit Hilfe eines Brookfield-Viskosimeters nach 60 Sekunden (Modell RVF, Spindel Nr. 5, 10 Upm) bestimmt. Die Ergebnisse sind in Tabelle 1 zusammengefasst. The viscosity (mPa.s) was then measured at room temperature using a Brookfield viscometer after 60 seconds (model RVF, spindle No. 5, 10 rpm). The Results are summarized in Table 1.
Claims (10)
- a) Salicylsäure und/oder deren Derivate davon,
- b) Alkyl- und/oder Alkenyloligoglykoside,
- c) Alkylethersulfate und gegebenenfalls
- d) Fettsäurepartialglyceride.
- a) salicylic acid and / or its derivatives thereof,
- b) alkyl and / or alkenyl oligoglycosides,
- c) alkyl ether sulfates and optionally
- d) fatty acid partial glycerides.
R1O-[G]p (II)
in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zucker rest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht.2. Preparations according to claim 1, characterized in that they contain as component (b) alkyl and / or alkenyl oligoglycosides of the formula (II),
R 1 O- [G] p (II)
in which R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10.
R1O-(CH2CH2O)mSO3X (III)
in der R1 für einen linearen oder verzweigten Alkyl- und/oder Alkenylrest mit 6 bis 22 Kohlenstof fatomen, n für Zahlen von 1 bis 10 und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht.3. Preparations according to claims 1 and / or 2, characterized in that they contain as component (c) alkyl ether sulfates of the formula (III),
R 1 O- (CH 2 CH 2 O) m SO 3 X (III)
in which R 1 is a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, n is a number from 1 to 10 and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
- a) 0,1 bis 10 Gew.-% Salicylsäure,
- b) 0,5 bis 50 Gew.-% Alkyl- und/oder Alkenyloligoglykoside,
- c) 0,1 bis 50 Gew.-% Alkylethersulfate,
- d) 0 bis 30 Gew.-% Fettsäurepartialglyceride,
- e) 0 bis 30 Gew.-% Betaine und
- f) 0 bis 10 Gew.-% Polymere
- a) 0.1 to 10% by weight of salicylic acid,
- b) 0.5 to 50% by weight of alkyl and / or alkenyl oligoglycosides,
- c) 0.1 to 50% by weight of alkyl ether sulfates,
- d) 0 to 30% by weight of fatty acid partial glycerides,
- e) 0 to 30% by weight betaines and
- f) 0 to 10% by weight of polymers
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2000144662 DE10044662A1 (en) | 2000-09-09 | 2000-09-09 | Cosmetic or pharmaceutical composition e.g. useful for skin cleansing or acne treatment, comprise salicylic acid, alkyl and/or alkenyl oligoglycosides and alkyl ether sulfates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2000144662 DE10044662A1 (en) | 2000-09-09 | 2000-09-09 | Cosmetic or pharmaceutical composition e.g. useful for skin cleansing or acne treatment, comprise salicylic acid, alkyl and/or alkenyl oligoglycosides and alkyl ether sulfates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10044662A1 true DE10044662A1 (en) | 2002-03-21 |
Family
ID=7655657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2000144662 Withdrawn DE10044662A1 (en) | 2000-09-09 | 2000-09-09 | Cosmetic or pharmaceutical composition e.g. useful for skin cleansing or acne treatment, comprise salicylic acid, alkyl and/or alkenyl oligoglycosides and alkyl ether sulfates |
Country Status (1)
| Country | Link |
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| DE (1) | DE10044662A1 (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1374845A1 (en) * | 2002-06-19 | 2004-01-02 | Cognis Iberia, S.L. | Cosmetic preparations |
| FR2898810A1 (en) * | 2006-03-24 | 2007-09-28 | Seppic Sa | Improving the ocular tolerance of a topical composition e.g. foaming and/or detergent compositions comprises incorporating a polyol-glycoside compound in the composition |
| WO2010033494A3 (en) * | 2008-09-16 | 2010-08-12 | Tria Beauty, Inc. | Compositions, methods, devices, and systems for skin care |
| US8709003B2 (en) | 2003-02-25 | 2014-04-29 | Tria Beauty, Inc. | Capacitive sensing method and device for detecting skin |
| US8777935B2 (en) | 2004-02-25 | 2014-07-15 | Tria Beauty, Inc. | Optical sensor and method for identifying the presence of skin |
| US9687671B2 (en) | 2008-04-25 | 2017-06-27 | Channel Investments, Llc | Optical sensor and method for identifying the presence of skin and the pigmentation of skin |
| US10342617B2 (en) | 2003-02-25 | 2019-07-09 | Channel Investments, Llc | Phototherapy device thermal control apparatus and method |
| US11123276B2 (en) | 2018-02-28 | 2021-09-21 | L'oreal | Cosmetic compositions |
| US11376207B2 (en) | 2017-10-31 | 2022-07-05 | L'oreal | Hair care compositions |
-
2000
- 2000-09-09 DE DE2000144662 patent/DE10044662A1/en not_active Withdrawn
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1374845A1 (en) * | 2002-06-19 | 2004-01-02 | Cognis Iberia, S.L. | Cosmetic preparations |
| US8709003B2 (en) | 2003-02-25 | 2014-04-29 | Tria Beauty, Inc. | Capacitive sensing method and device for detecting skin |
| US10342617B2 (en) | 2003-02-25 | 2019-07-09 | Channel Investments, Llc | Phototherapy device thermal control apparatus and method |
| US10342618B2 (en) | 2003-02-25 | 2019-07-09 | Channel Investments, Llc | Self-contained, eye-safe hair-regrowth-inhibition apparatus and method |
| US8777935B2 (en) | 2004-02-25 | 2014-07-15 | Tria Beauty, Inc. | Optical sensor and method for identifying the presence of skin |
| FR2898810A1 (en) * | 2006-03-24 | 2007-09-28 | Seppic Sa | Improving the ocular tolerance of a topical composition e.g. foaming and/or detergent compositions comprises incorporating a polyol-glycoside compound in the composition |
| WO2007110526A3 (en) * | 2006-03-24 | 2007-11-15 | Seppic Sa | New method of improving the ocular tolerance of foaming and/or detergent compositions for skin use |
| US7902135B2 (en) | 2006-03-24 | 2011-03-08 | Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic | Method of improving the ocular tolerance of foaming and/or detergent compositions for skin use |
| US9687671B2 (en) | 2008-04-25 | 2017-06-27 | Channel Investments, Llc | Optical sensor and method for identifying the presence of skin and the pigmentation of skin |
| WO2010033494A3 (en) * | 2008-09-16 | 2010-08-12 | Tria Beauty, Inc. | Compositions, methods, devices, and systems for skin care |
| US11376207B2 (en) | 2017-10-31 | 2022-07-05 | L'oreal | Hair care compositions |
| US11123276B2 (en) | 2018-02-28 | 2021-09-21 | L'oreal | Cosmetic compositions |
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