JP4878461B2 - Hair cosmetics - Google Patents
Hair cosmetics Download PDFInfo
- Publication number
- JP4878461B2 JP4878461B2 JP2005255590A JP2005255590A JP4878461B2 JP 4878461 B2 JP4878461 B2 JP 4878461B2 JP 2005255590 A JP2005255590 A JP 2005255590A JP 2005255590 A JP2005255590 A JP 2005255590A JP 4878461 B2 JP4878461 B2 JP 4878461B2
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- JP
- Japan
- Prior art keywords
- hair
- group
- mass
- acid
- stock solution
- 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.)
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- 239000003676 hair preparation Substances 0.000 title description 7
- 229920001296 polysiloxane Polymers 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 239000002537 cosmetic Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 11
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 239000011550 stock solution Substances 0.000 claims description 9
- 239000003380 propellant Substances 0.000 claims description 7
- 239000000443 aerosol Substances 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- -1 benzyl ester Chemical class 0.000 description 19
- 229920001577 copolymer Polymers 0.000 description 13
- 238000011282 treatment Methods 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 10
- 125000004122 cyclic group Chemical group 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- LEEDMQGKBNGPDN-UHFFFAOYSA-N 2-methylnonadecane Chemical compound CCCCCCCCCCCCCCCCCC(C)C LEEDMQGKBNGPDN-UHFFFAOYSA-N 0.000 description 6
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 4
- 239000003915 liquefied petroleum gas Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 125000000542 sulfonic acid group Chemical group 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 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 3
- WDAMBYSXNWEYGB-UHFFFAOYSA-M bis(2-hexyldecyl)-dimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCC(CCCCCC)C[N+](C)(C)CC(CCCCCC)CCCCCCCC WDAMBYSXNWEYGB-UHFFFAOYSA-M 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000003750 conditioning effect Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 230000007794 irritation Effects 0.000 description 3
- 150000002596 lactones Chemical class 0.000 description 3
- 239000001630 malic acid Substances 0.000 description 3
- 235000011090 malic acid Nutrition 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 125000005375 organosiloxane group Chemical group 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 2
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 2
- 229920001661 Chitosan Polymers 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 2
- 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 2
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- 150000003997 cyclic ketones Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 230000037308 hair color Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
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- 229930195733 hydrocarbon Natural products 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
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- 238000007151 ring opening polymerisation reaction Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 230000007480 spreading Effects 0.000 description 2
- 229940032094 squalane Drugs 0.000 description 2
- 229940031439 squalene Drugs 0.000 description 2
- 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 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- BJDAUCLANVMIOB-UHFFFAOYSA-N (3-decanoyloxy-2,2-dimethylpropyl) decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCC BJDAUCLANVMIOB-UHFFFAOYSA-N 0.000 description 1
- AICVNPFGQRNUCD-UHFFFAOYSA-N (3-dodecanoyloxy-2,2-dimethylpropyl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCCCC AICVNPFGQRNUCD-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 229920003067 (meth)acrylic acid ester copolymer Polymers 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
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- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
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- NMGPHUOPSWFUEB-UHFFFAOYSA-N 2-(butylamino)ethyl 2-methylprop-2-enoate Chemical compound CCCCNCCOC(=O)C(C)=C NMGPHUOPSWFUEB-UHFFFAOYSA-N 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
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- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 1
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- 125000001302 tertiary amino group Chemical group 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- SZEMGTQCPRNXEG-UHFFFAOYSA-M trimethyl(octadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C SZEMGTQCPRNXEG-UHFFFAOYSA-M 0.000 description 1
- CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
本発明は、ジオール誘導体を含む毛髪化粧料であって、毛髪への塗布直後から良好な滑り性を付与することができ、かつ濡れている状態から乾いた状態まで良好なくし通りを示し、乾燥後の毛髪のベタツキを抑え、滑り性とツヤを与えることができ、かつ毛髪を機械的刺激から保護することのできる毛髪化粧料に関する。 The present invention is a hair cosmetic containing a diol derivative, which can impart good slippery immediately after application to the hair, and shows good passage from a wet state to a dry state. It is related with the hair cosmetics which can suppress the stickiness of hair, can give slipperiness and luster, and can protect hair from mechanical irritation.
近年、カラーリングやパーマの流行に伴い、ヘアカラー、パーマネントウェーブ等の化学処理、及びブラッシングによる摩擦、ドライヤーによる乾燥等の物理処理の影響で、毛髪の損傷が増加し、毛髪のパサつきが生じてまとまらない、ツヤがなくなる、指通りが悪い等の問題が生じている。そのため、毛髪の湿潤時・乾燥時の両場面において、毛髪に対し良好な滑り性を付与することや、毛髪をブラッシング等の機械的摩擦から保護して損傷を防止することが求められている。 In recent years, with the trend of coloring and permanents, hair damage has increased due to chemical treatments such as hair color and permanent wave, and physical treatments such as friction by brushing and drying with a dryer. Problems such as incoherence, loss of gloss, and poor fingering have occurred. Therefore, in both the wet and dry scenes of hair, it is required to impart good slipperiness to the hair and to protect the hair from mechanical friction such as brushing to prevent damage.
上記のように、毛髪を機械的摩擦から保護し、また乾燥後に滑り性を与えるためには、一般に毛髪化粧料に各種油剤を配合する方法が用いられている。しかし、毛髪に十分な滑らかさを与えるためには、通常、油剤を多く使用することが好ましい一方で、油剤量を増加すると、毛髪に均一に付着せず、べたつきや光沢の悪化を招くという問題があった。特に、カラーリングやパーマネントウェーブ処理により損傷した毛髪には、損傷の激しい毛先部分と根元の健常な部分が混在し、毛先部分に必要な量の油剤を配合した毛髪化粧料では、根元部分がべたついてしまう傾向にある。 As described above, in order to protect hair from mechanical friction and to give slipperiness after drying, generally, a method of blending various oils into hair cosmetics is used. However, in order to give sufficient smoothness to the hair, it is usually preferable to use a large amount of an oil agent. On the other hand, if the amount of the oil agent is increased, it does not adhere uniformly to the hair, causing stickiness and deterioration of gloss. was there. In particular, hair that has been damaged by coloring or permanent wave treatment contains a mixture of severely damaged hair ends and healthy roots. Tend to be sticky.
そこで、べたつきを抑えつつ毛髪を保護すべく、特定のジオール誘導体を配合した毛髪化粧料が提案されている(例えば、特許文献1、特許文献2参照)。しかしながら、損傷の進んだ毛髪においては、毛髪のきしみ感や処理時の指通りの重たさを感じやすい上、損傷の激しい毛先部分のきしみ感や指通りの重たさを無くし、毛髪を保護し、かつ滑り性を付与するには十分でなかった。 Therefore, hair cosmetics containing specific diol derivatives have been proposed in order to protect hair while suppressing stickiness (see, for example, Patent Document 1 and Patent Document 2). However, in damaged hair, it is easy to feel the squeaky feeling of the hair and the weight of the fingers during the treatment, while eliminating the squeaky feeling of the severely damaged hair tips and the weight of the fingers. It was not sufficient to protect and impart slipperiness.
本発明は、毛髪を処理した直後より物理的刺激から毛髪を保護することができ、かつ高い滑り性、ツヤ、指通り性、まとまり性を付与し、しかも、処理時のきしみ感、指通りの重たさがなく、乾燥中から乾燥の一日後においても根元から毛先までべたつきのない毛髪化粧料を提供することを目的とする。 The present invention can protect the hair from physical irritation immediately after the hair is treated, and imparts high slipperiness, gloss, fingering, and coherence, and also has a squeaky feeling during the treatment. An object of the present invention is to provide a hair cosmetic that is not heavy and has no stickiness from the root to the end of the hair even after one day of drying.
本発明者らは、特定の油剤を組み合わせて配合することにより、上記課題が解決されることを見出した。 The present inventors have found that the above problem can be solved by blending specific oils in combination.
本発明は、次の成分(A)〜(D)を含有する毛髪化粧料を提供するものである。
(A) 一般式(1)で表されるジオール誘導体
The present invention provides a hair cosmetic containing the following components (A) to (D).
(A) Diol derivative represented by the general formula (1)
〔式中、R1は、水素原子又は炭素数1〜3のアルキル基を示し、R2は、水素原子、炭素数1〜3のアルキル基又は水酸基を示し、X1は、R3又はR3C=O(R3は炭素数6〜12の直鎖又は分岐鎖のアルキル基)を示し、X2は、水素原子又はR4C=O(R4は炭素数6〜12の直鎖又は分岐鎖のアルキル基)を示し、n及びmは、1〜3の整数を示す。〕
(B) 粘度が3000〜10000mm2/sであるジメチルポリシロキサン
(C) オルガノポリシロキサンセグメントのケイ素原子の少なくとも1個に、ヘテロ原子を含むアルキレン基を介して、下記一般式(2)
[Wherein, R 1 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R 2 represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyl group, and X 1 represents R 3 or R 3 C═O (R 3 is a linear or branched alkyl group having 6 to 12 carbon atoms), X 2 is a hydrogen atom or R 4 C═O (R 4 is a linear chain having 6 to 12 carbon atoms) Or a branched alkyl group), and n and m each represent an integer of 1 to 3. ]
(B) Dimethylpolysiloxane having a viscosity of 3000-10000 mm 2 / s
(C) At least one silicon atom of the organopolysiloxane segment is bonded to the following general formula (2) via an alkylene group containing a hetero atom.
〔式中、R5は水素原子、炭素数1〜22のアルキル基、シクロアルキル基、アラルキル基又はアリール基を示し、pは2又は3の数を示す。〕
で表される繰り返し単位からなるポリ(N-アシルアルキレンイミン)が結合してなり、該オルガノポリシロキサンセグメントと該ポリ(N-アシルアルキレンイミン)セグメントとの質量比が98/2〜40/60であり、質量平均分子量が50,000〜500,000であるオルガノポリシロキサン
(D) 炭素数1〜4の低級アルコール
[Wherein, R 5 represents a hydrogen atom, an alkyl group having 1 to 22 carbon atoms, a cycloalkyl group, an aralkyl group or an aryl group, and p represents a number of 2 or 3. ]
A poly (N-acylalkyleneimine) comprising repeating units represented by the formula is bonded, and the mass ratio of the organopolysiloxane segment to the poly (N-acylalkyleneimine) segment is 98/2 to 40/60. An organopolysiloxane having a weight average molecular weight of 50,000 to 500,000
(D) C1-C4 lower alcohol
本発明の毛髪化粧料は、毛髪を処理した直後より物理的刺激から毛髪を保護することができ、かつ高い滑り性、ツヤ、指通り性、まとまり性を付与し、しかも、処理時のきしみ感、指通りの重たさがなく、乾燥中から乾燥の一日後においても根元から毛先までべたつきがない。 The hair cosmetic composition of the present invention can protect the hair from physical irritation immediately after the treatment of the hair, imparts high slipperiness, gloss, fingering property, and cohesiveness, and has a squeaky feeling during the treatment. There is no weight on the fingers, and there is no stickiness from the root to the tip of the hair even during the day after drying.
<(A):一般式(1)で表される化合物>
成分(A)の一般式(1)で表される化合物のR1及びR2としては、炭素数1〜3のアルキル基が好ましく、R3及びR4としては、炭素数6〜12の分岐鎖のアルキル基が好ましい。具体的には、ジカプリン酸ネオペンチルグリコール、ジ-2-エチルヘキサン酸ネオペンチルグリコール、ジラウリン酸ネオペンチルグリコール、2-エチルヘキシルグリセリンエーテル 2,2-ジメチルオクタノエート、モノ-2-エチルヘキサン酸ネオペンチルグリコール、3-メチルペンタン-1,3,5-トリオール モノ-2-エチルヘキサノエート、3-メチルペンタン-1,3,5-トリオール ビス(2-エチルヘキサノエート)、2-メチル-2-プロピル-1,3-プロパンジオール ビス(2-エチルヘキサノエート)、1,6-ヘキサンジオール ビス(2,2-ジメチルオクタノエート)、2-エチルヘキシルグリセリルエーテル-2-エチルヘキサノエートが挙げられる。一般式(1)で表される化合物は、エステル類、特にネオペンチルグリコール類であることが好ましい。
<(A): Compound represented by the general formula (1)>
R 1 and R 2 of the compound represented by the general formula (1) of component (A) are preferably alkyl groups having 1 to 3 carbon atoms, and R 3 and R 4 are branched groups having 6 to 12 carbon atoms. Chain alkyl groups are preferred. Specifically, neopentyl glycol dicaprate, neopentyl glycol di-2-ethylhexanoate, neopentyl glycol dilaurate, 2-ethylhexylglycerin ether 2,2-dimethyloctanoate, mono-2-ethylhexanoate neo Pentyl glycol, 3-methylpentane-1,3,5-triol mono-2-ethylhexanoate, 3-methylpentane-1,3,5-triol bis (2-ethylhexanoate), 2-methyl- 2-propyl-1,3-propanediol bis (2-ethylhexanoate), 1,6-hexanediol bis (2,2-dimethyloctanoate), 2-ethylhexyl glyceryl ether-2-ethylhexanoate Is mentioned. The compound represented by the general formula (1) is preferably an ester, particularly neopentyl glycol.
成分(A)の化合物は、2種以上を併用することもでき、またその含有量は、べとつかず滑らかな仕上がりが得られる観点から、全組成中に0.1〜10質量%、特に0.5〜8質量%が好ましい。 The compound of component (A) can be used in combination of two or more, and the content thereof is 0.1 to 10% by mass, particularly 0.5 to 8% by mass in the total composition from the viewpoint of obtaining a smooth finish without stickiness. % Is preferred.
<(B):ジメチルポリシロキサン>
成分(B)のジメチルポリシロキサンは、粘度(25℃)が3000〜10000mm2/sのものである。成分(B)の粘度は、べたつき感を抑制する観点から、3000〜8000mm2/s、特に4000〜7000mm2/sが好ましい。このようなジメチルポリシロキサンの市販品としては、KF96A-5000cs、KF96H-6000cs〔以上、信越化学工業(株)〕、TSF451-5000A、TSF451-6000A〔以上、GE東芝シリコーン(株)〕、SH200C-5000CS〔東レ・ダウコーニング・シリコーン(株)〕が挙げられる。また、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン等の液状の環状シリコーンとの混合物として市販されているものを用いてもよい。更に界面活性剤と併用してエマルションの形態にしたものも用いることができる。
<(B): Dimethylpolysiloxane>
The component (B) dimethylpolysiloxane has a viscosity (25 ° C.) of 3000 to 10,000 mm 2 / s. The viscosity of component (B), from the viewpoint of suppressing stickiness, 3000~8000mm 2 / s, particularly 4000~7000mm 2 / s are preferred. Commercially available products of such dimethylpolysiloxane include KF96A-5000cs, KF96H-6000cs (and above, Shin-Etsu Chemical Co., Ltd.), TSF451-5000A, TSF451-6000A (and above, GE Toshiba Silicone), SH200C- 5000CS [Toray Dow Corning Silicone Co., Ltd.]. Moreover, you may use what is marketed as a mixture with liquid cyclic silicones, such as octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane. Furthermore, what was used together with surfactant and made into the form of the emulsion can also be used.
成分(B)のジメチルポリシロキサンは2種以上を併用してもよく、またその含有量(混合物又はエマルションの形態で用いる場合は、粘度3000〜10000mm2/sのジメチルポリシロキサン自体の含有量)は、光沢を与える効果、べたつかず滑らかな仕上がりが得られる観点から、全組成中に0.5〜15質量%、特に2〜10質量%が好ましい。 Two or more kinds of component (B) dimethylpolysiloxane may be used in combination, and the content thereof (when used in the form of a mixture or emulsion, the content of dimethylpolysiloxane itself having a viscosity of 3000 to 10,000 mm 2 / s) Is preferably from 0.5 to 15% by mass, particularly preferably from 2 to 10% by mass, based on the total composition, from the viewpoint of providing an effect of gloss and achieving a smooth finish without stickiness.
<(C):オルガノポリシロキサン>
成分(C)のオルガノポリシロキサンは、前記一般式(2)で表される繰り返し単位からなるポリ(N-アシルアルキレンイミン)のセグメントが、オルガノポリシロキサンセグメントのケイ素原子の少なくとも1個に、ヘテロ原子を含むアルキレン基を介して結合してなるものである。R1は、好ましくはメチル基又はエチル基である。
<(C): Organopolysiloxane>
In the organopolysiloxane of component (C), the segment of poly (N-acylalkyleneimine) composed of the repeating unit represented by the general formula (2) is heterogeneous to at least one silicon atom of the organopolysiloxane segment. It is formed by bonding via an alkylene group containing an atom. R 1 is preferably a methyl group or an ethyl group.
成分(C)のオルガノポリシロキサンにおいて、オルガノポリシロキサンセグメントとポリ(N-アシルアルキレンイミン)セグメントとの質量比は、98/2〜40/60であるが、94/6〜60/40であるのが好ましく、また質量平均分子量は、50,000〜500,000であるが、100,000〜300,000であるのが好ましい。 In the organopolysiloxane of component (C), the mass ratio of the organopolysiloxane segment to the poly (N-acylalkyleneimine) segment is 98/2 to 40/60, but is 94/6 to 60/40. The mass average molecular weight is preferably 50,000 to 500,000, but preferably 100,000 to 300,000.
オルガノポリシロキサンセグメントとポリ(N-アシルアルキレンイミン)との結合において介在するヘテロ原子を含むアルキレン基としては、窒素原子、酸素原子及び/又はイオウ原子を1〜3個含む炭素数2〜20のアルキレン基が挙げられる。その具体例としては、 The alkylene group containing a hetero atom intervening in the bond between an organopolysiloxane segment and poly (N-acylalkyleneimine) has 2 to 20 carbon atoms containing 1 to 3 nitrogen atoms, oxygen atoms and / or sulfur atoms. An alkylene group is mentioned. As a specific example,
等が挙げられる。特に、窒素原子を含む炭素数2〜5のアルキレン基が好ましい。また、R5で示されるシクロアルキル基としては炭素数3〜6のものが挙げられ、アラルキル基としてはフェニルアルキル、ナフチルアルキル等が挙げられ、アリール基としてはフェニル、ナフチル、アルキル置換フェニル等が挙げられる。 Etc. In particular, a C2-C5 alkylene group containing a nitrogen atom is preferable. Examples of the cycloalkyl group represented by R 5 include those having 3 to 6 carbon atoms, examples of the aralkyl group include phenylalkyl and naphthylalkyl, and examples of the aryl group include phenyl, naphthyl, and alkyl-substituted phenyl. Can be mentioned.
成分(C)のオルガノポリシロキサンは、公知の方法により製造することができ、例えば特開平7-133352号公報に記載の方法に従って、下記一般式(3) The organopolysiloxane of component (C) can be produced by a known method, for example, according to the method described in JP-A-7-133352, the following general formula (3)
〔式中、R6は同一又は異なって、炭素数1〜22の飽和アルキル基又はフェニル基を示し、R7及びR8はそれぞれR6と同一の基を示すか又は下記式 [Wherein, R 6 is the same or different and represents a saturated alkyl group having 1 to 22 carbon atoms or a phenyl group, and R 7 and R 8 each represent the same group as R 6 , or
で表される基を示し、R9は上記式で表される基を示し、sは100〜4000の整数を示し、tは1〜300の整数を示す。〕
で表されるオルガノポリシロキサンと下記一般式(4)
R 9 represents a group represented by the above formula, s represents an integer of 100 to 4000, and t represents an integer of 1 to 300. ]
And an organopolysiloxane represented by the following general formula (4)
〔式中、R5及びpは前記と同義である。〕
で表される環状イミノエーテルを開環重合して得られる末端反応性ポリ(N-アシルアルキレンイミン)とを反応させることにより製造される。
[Wherein, R 5 and p are as defined above. ]
It is produced by reacting a terminal reactive poly (N-acylalkyleneimine) obtained by ring-opening polymerization of a cyclic imino ether represented by the formula:
ここで、環状イミノエーテル(4)の開環重合は、例えばLiebigs Ann. Chem., p996〜p1009(1974)に記載の方法に従って行うことができる。重合開始剤は、求電子反応性の強い化合物、例えばベンゼンスルホン酸、p-トルエンスルホン酸、トリフルオロメタンスルホン酸、トリフルオロ酢酸、硫酸等の強酸のメチル、エチル、3-プロペニル、ベンジルエステルなどを用いることができる。特に、トルエンスルホン酸アルキルエステル、硫酸ジアルキルエステル、トリフルオロメタンスルホン酸アルキルエステル等を好ましく用いることができる。環状イミノエーテル(4)として例えば2-置換-2-オキサゾリンを用いれば、ポリ(N-アシルエチレンイミン)(式(2)中、p=2に相当)が得られ、2-置換-ジヒドロ-2-オキサジンを用いれば、ポリ(N-アシルプロピレンイミン)(式(2)中、p=3に相当)が得られる。上記ポリ(N-アシルアルキレンイミン)の分子鎖の分子量は、好ましくは150〜50,000、より好ましくは500〜10,000である。 Here, the ring-opening polymerization of the cyclic iminoether (4) can be carried out according to the method described in, for example, Liebigs Ann. Chem., P996-p1009 (1974). The polymerization initiator is a compound having strong electrophilic reactivity, such as methyl, ethyl, 3-propenyl, benzyl ester, etc. of strong acid such as benzenesulfonic acid, p-toluenesulfonic acid, trifluoromethanesulfonic acid, trifluoroacetic acid, sulfuric acid and the like. Can be used. In particular, toluenesulfonic acid alkyl ester, sulfuric acid dialkyl ester, trifluoromethanesulfonic acid alkyl ester, and the like can be preferably used. When, for example, 2-substituted-2-oxazoline is used as the cyclic iminoether (4), poly (N-acylethyleneimine) (corresponding to p = 2 in formula (2)) is obtained, and 2-substituted-dihydro- When 2-oxazine is used, poly (N-acylpropyleneimine) (corresponding to p = 3 in formula (2)) is obtained. The molecular weight of the molecular chain of the poly (N-acylalkylenimine) is preferably 150 to 50,000, more preferably 500 to 10,000.
上記ポリ(N-アシルアルキレンイミン)鎖とシリコーン鎖との連結方法には、カルボキシル基と水酸基との縮合によるエステルの形成反応;カルボキシル基とアミノ基との縮合によるアミドの形成反応;ハロゲン化アルキル基と1級、2級あるいは3級アミノ基とによる2級、3級あるいは4級アンモニウムの形成反応;Si−H基のビニル基への付加反応;エポキシ基とアミノ基とによるβ-ヒドロキシアミン形成反応など多くの手法を利用することができる。このうち、特開平2-276824号公報、特開平4-85334号公報、特開平4-85335号公報、特開平4-96933号公報等に開示されているように、環状イミノエーテルをカチオン開環重合して得られる末端反応性ポリ(N-アシルアルキレンイミン)に式(3)で表されるオルガノポリシロキサン、すなわち側鎖に前記置換基を有する変性オルガノポリシロキサンを反応させる方法が簡便かつ有効である。 The poly (N-acylalkyleneimine) chain and the silicone chain are linked by ester formation reaction by condensation of carboxyl group and hydroxyl group; amide formation reaction by condensation of carboxyl group and amino group; alkyl halide Reaction of primary, secondary or tertiary amino group with secondary, tertiary or quaternary ammonium; addition reaction of Si-H group to vinyl group; β-hydroxyamine with epoxy group and amino group Many techniques such as formation reactions can be used. Of these, as disclosed in JP-A-2-276824, JP-A-4-85334, JP-A-4-85335, JP-A-4-96933, etc. The method of reacting the end-reactive poly (N-acylalkylenimine) obtained by polymerization with the organopolysiloxane represented by the formula (3), that is, the modified organopolysiloxane having the above substituent in the side chain, is simple and effective. It is.
アミノ基を含有するオルガノポリシロキサンと、環状イミノエーテルのカチオン重合で得たポリ(N-アシルアルキレンイミン)の反応性末端との反応は、例えば以下のようにして行うことができる。開始剤を極性溶媒、好適にはアセトニトリル、バレロニトリル、ジメチルホルムアミド、ジメチルアセトアミド、クロロホルム、塩化メチレン、塩化エチレン、酢酸エチル、酢酸メチル等の単独溶媒、あるいは必要に応じて他の溶媒との混合溶媒に溶かし、40〜150℃、好適には60〜100℃に昇温する。そこに上記一般式(4)で表される環状イミノエーテルを一括投入、あるいは反応が激しい場合には滴下し、重合を行う。重合の進行はガスクロマトグラフィーなどの分析機器でモノマーである環状イミノエーテルの残存量を定量することにより追跡することができる。環状イミノエーテルが消費され重合が終了しても、生長末端の活性種は反応性を維持している。ポリマーを単離することなく、引き続き、このポリマー溶液と分子内にアミノ基を含有するオルガノポリシロキサンとを混合し、5〜100℃、好ましくは20〜60℃の条件で反応させる。混合割合は所望により適宜選ぶことができるが、オルガノポリシロキサン中のアミノ基1モルに対してポリ(N-アシルアルキレンイミン)0.1〜1.3モル当量の割合で反応させるのが好ましい以上の如き反応によって、ポリジメチルシロキサンにポリ(N-アシルアルキレンイミン)セグメントの付いたブロックコポリマー又はグラフトポリマーを得ることができる。 The reaction between the organopolysiloxane containing an amino group and the reactive terminal of poly (N-acylalkylenimine) obtained by cationic polymerization of a cyclic imino ether can be performed, for example, as follows. Initiator is a polar solvent, preferably acetonitrile, valeronitrile, dimethylformamide, dimethylacetamide, chloroform, methylene chloride, ethylene chloride, ethyl acetate, methyl acetate, etc., or a mixed solvent with other solvents as required And heated to 40 to 150 ° C, preferably 60 to 100 ° C. The cyclic imino ether represented by the general formula (4) is charged all at once, or dropped when the reaction is intense, and polymerization is carried out. The progress of the polymerization can be traced by quantifying the residual amount of the cyclic imino ether as a monomer with an analytical instrument such as gas chromatography. Even when the cyclic imino ether is consumed and the polymerization is completed, the active species at the growing end maintain the reactivity. Without isolating the polymer, this polymer solution and the organopolysiloxane containing an amino group in the molecule are mixed and reacted at 5 to 100 ° C., preferably 20 to 60 ° C. The mixing ratio can be appropriately selected as desired, but it is preferable to react at a ratio of 0.1 to 1.3 molar equivalents of poly (N-acylalkylenimine) with respect to 1 mol of amino group in the organopolysiloxane. A block copolymer or graft polymer having poly (N-acylalkylenimine) segments on polydimethylsiloxane can be obtained.
成分(C)のオルガノポリシロキサンとしては、ポリ(N-ホルミルエチレンイミン)オルガノシロキサン、ポリ(N-アセチルエチレンイミン)オルガノシロキサン、ポリ(N-プロピオニルエチレンイミン)オルガノシロキサン等が挙げられる。 Examples of the organopolysiloxane of component (C) include poly (N-formylethyleneimine) organosiloxane, poly (N-acetylethyleneimine) organosiloxane, poly (N-propionylethyleneimine) organosiloxane, and the like.
成分(C)は、2種以上を併用してもよく、またその含有量は、成分(A)と(B)による毛髪改質効果を減殺することなく、毛髪を処理した直後からきしみ感、指通りの重たさを発現することなく滑り性を付与できる点から、本発明の毛髪化粧料中の0.1〜10質量%が好ましく、更には0.2〜5質量%が好ましい。 Component (C) may be used in combination of two or more, and the content thereof is squeaky immediately after the hair is treated without diminishing the hair modifying effect of components (A) and (B). From the point which can provide slipperiness without expressing the weight of a finger, 0.1-10 mass% in the hair cosmetics of this invention is preferable, Furthermore, 0.2-5 mass% is preferable.
成分(D)の炭素数1〜4の低級アルコールとしては、特にエタノールが好ましい。成分(D)は、2種以上を併用することもでき、またその含有量は、成分(C)を可溶化し均一なのび、広がりを促進する観点から、1〜95質量%、更には30〜95質量%、特に50〜90質量%が好ましい。 As the lower alcohol having 1 to 4 carbon atoms of component (D), ethanol is particularly preferable. Ingredient (D) may be used in combination of two or more, and the content thereof is 1 to 95% by mass, and further 30% from the viewpoint of solubilizing and uniformly spreading component (C) and promoting spreading. It is preferably -95% by mass, particularly 50-90% by mass.
<その他の成分>
本発明の毛髪化粧料には、成分(B)の高粘度ジメチルポリシロキサンに加え、成分(E)として、粘度(25℃)が10〜100mm2/sの低粘度ジメチルポリシロキサンを含有することができる。成分(E)の含有量は、高い滑り性と光沢を同時に与えることができる点から、0.1〜10質量%、特に0.5〜8質量%が好ましい。
<Other ingredients>
The hair cosmetic composition of the present invention contains a low-viscosity dimethylpolysiloxane having a viscosity (25 ° C.) of 10 to 100 mm 2 / s as the component (E) in addition to the high-viscosity dimethylpolysiloxane of the component (B). Can do. The content of the component (E) is preferably from 0.1 to 10% by mass, particularly preferably from 0.5 to 8% by mass, from the viewpoint that high slipperiness and gloss can be simultaneously provided.
本発明の毛髪化粧料には、溶剤の可溶化、分散性等を含めた系の安定性、及び感触向上の点から、界面活性剤を含有させることができる。界面活性剤としては、カチオン界面活性剤、非イオン界面活性剤、両性界面活性剤、アニオン界面活性剤のいずれをも使用できる。 The hair cosmetic composition of the present invention may contain a surfactant from the viewpoints of system stability including solubilization and dispersibility of the solvent, and improvement in touch. As the surfactant, any of a cationic surfactant, a nonionic surfactant, an amphoteric surfactant, and an anionic surfactant can be used.
カチオン界面活性剤としては、次の一般式(5)で表される第4級アンモニウム塩が挙げられる。 Examples of the cationic surfactant include quaternary ammonium salts represented by the following general formula (5).
〔式中、R10及びR11は各々独立して水素原子、炭素数1〜28のアルキル基、ヒドロキシアルキル基、ピリジル基又はベンジル基を示すが、同時に水素原子、ベンジル基及び炭素数1〜3の低級アルキル基から選ばれる二者である場合を除く。R12及びR13は各々独立して炭素数1〜4のアルキル基若しくはヒドロキシアルキル基、又は−(CH2−CH(R14)O)qH(ここで、R14は水素原子又は炭素数1〜4のアルキル基を示し、qは1〜20の数である。An-はアニオンを示す。〕 [Wherein, R 10 and R 11 each independently represent a hydrogen atom, an alkyl group having 1 to 28 carbon atoms, a hydroxyalkyl group, a pyridyl group, or a benzyl group. Except for the case of two selected from three lower alkyl groups. R 12 and R 13 are each independently an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group, or — (CH 2 —CH (R 14 ) O) q H (where R 14 is a hydrogen atom or a carbon number) An alkyl group of 1 to 4 and q is a number of 1 to 20. An − represents an anion.]
ここで、R10としては、炭素数8〜28のアルキル基又はヒドロキシアルキル基が好ましく、特に炭素数16〜24、更には炭素数22のアルキル基、特に直鎖アルキル基が好ましい。またR11としては、炭素数1〜4のアルキル基若しくはヒドロキシアルキル基、ベンジル基、又は炭素数8〜22のアルキル基若しくはヒドロキシアルキル基が好ましい。R12及びR13としては、炭素数1〜4のアルキル基が好ましい。アニオンAn-としては、塩化物イオン、臭化物イオン等のハロゲン化物イオン;エチル硫酸イオン、炭酸メチルイオン等の有機アニオン等が挙げられ、ハロゲン化物イオン、特に塩化物イオンが好ましい。 Here, R 10 is preferably an alkyl group having 8 to 28 carbon atoms or a hydroxyalkyl group, particularly preferably an alkyl group having 16 to 24 carbon atoms, more preferably an alkyl group having 22 carbon atoms, and particularly preferably a linear alkyl group. R 11 is preferably an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group, a benzyl group, or an alkyl group having 8 to 22 carbon atoms or a hydroxyalkyl group. R 12 and R 13 are preferably an alkyl group having 1 to 4 carbon atoms. Examples of the anion An - include halide ions such as chloride ions and bromide ions; organic anions such as ethyl sulfate ions and methyl carbonate ions. Halide ions, particularly chloride ions are preferred.
カチオン界面活性剤としては、塩化ラウリルトリメチルアンモニウム、塩化ミリスチルトリメチルアンモニウム、塩化セチルトリメチルアンモニウム、塩化ステアリルトリメチルアンモニウム、塩化アラキルトリメチルアンモニウム、塩化ベヘニルトリメチルアンモニウム、臭化セチルトリメチルアンモニウム、臭化ステアリルトリメチルアンモニウム、臭化ベヘニルトリメチルアンモニウム、塩化2-デシルテトラデシルトリメチルアンモニウム、塩化2-ドデシルヘキサデシルトリメチルアンモニウム等のモノ長鎖アルキル四級アンモニウム塩;塩化ジセチルジメチルアンモニウム、塩化ジステアリルジメチルアンモニウム、塩化ジココイルジメチルアンモニウム、塩化ジ(2-ヘキシルデシル)ジメチルアンモニウム等の塩化ジアルキル(C12-18)ジメチルアンモニウム塩;塩化ステアリルジメチルベンジルアンモニウム等が挙げられ、特に塩化セチルトリメチルアンモニウム、塩化ステアリルトリメチルアンモニウム、塩化ベヘニルトリメチルアンモニウム、塩化ジアルキル(C12〜18)ジメチルアンモニウムが好ましい。 Cationic surfactants include lauryl trimethyl ammonium chloride, myristyl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, aralkyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, cetyl trimethyl ammonium bromide, stearyl trimethyl ammonium bromide, Mono long chain alkyl quaternary ammonium salts such as behenyltrimethylammonium bromide, 2-decyltetradecyltrimethylammonium chloride, 2-dodecylhexadecyltrimethylammonium chloride; dicetyldimethylammonium chloride, distearyldimethylammonium chloride, dicocoyldimethyl chloride Dialkyl chlorides such as ammonium and di (2-hexyldecyl) dimethylammonium chloride (C12-18) Ammonium salts; include stearyl dimethyl benzyl ammonium chloride, especially cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, dialkyl chloride (C12-18) dimethyl ammonium are preferred.
また、本発明の毛髪化粧料には、コンディショニング効果の更なる向上のため、成分(B)、(C)及び(E)以外の各種変性シリコーン類を含有させることができる。これらのシリコーン類としては、ポリエーテル変性シリコーン、アミノ変性シリコーン、カルボキシ変性シリコーン、脂肪酸変性シリコーン、アルコール変性シリコーン、脂肪族アルコール変性シリコーン、エポキシ変性シリコーン、フッ素変性シリコーン、アルキル変性シリコーン等が挙げられる。なかでも、ポリエーテル変性シリコーン、アミノ変性シリコーンが好ましい。 The hair cosmetic composition of the present invention may contain various modified silicones other than the components (B), (C) and (E) for further improving the conditioning effect. Examples of these silicones include polyether modified silicone, amino modified silicone, carboxy modified silicone, fatty acid modified silicone, alcohol modified silicone, aliphatic alcohol modified silicone, epoxy modified silicone, fluorine modified silicone, alkyl modified silicone and the like. Of these, polyether-modified silicone and amino-modified silicone are preferable.
ポリエーテル変性シリコーンは、ポリオキシエチレン・メチルポリシロキサン共重合体、ポリ(オキシエチレン・オキシプロピレン)メチルポリシロキサン共重合体の総称であり、毛髪に滑らかさを付与することができる。ポリエーテル変性シリコーンは、種々のHLBを有するものが知られており、市販品としては、シリコーンKF351A、同KF353A、同KF6008、同KF6016、同KF6011、同KF6012〔以上、信越化学工業(株)〕、SH3771C、同3773C、同3775C〔以上、東レ・ダウコーニング・シリコーン(株)〕等が挙げられる。 Polyether-modified silicone is a general term for polyoxyethylene / methylpolysiloxane copolymer and poly (oxyethylene / oxypropylene) methylpolysiloxane copolymer, and can impart smoothness to hair. Polyether-modified silicones are known to have various HLBs, and commercially available products include silicone KF351A, KF353A, KF6008, KF6016, KF6011, KF6012, and Shin-Etsu Chemical Co., Ltd. SH3771C, 3773C, 3775C [above, Toray Dow Corning Silicone Co., Ltd.].
アミノ変性シリコーンは、毛髪にしっとり感を付与できる点で、平均分子量が約3,000〜100,000の、アモジメチコーン(Amodimethicone)の名称でCTFA辞典(米国,Cosmetic Ingredient Dictionary)第3版中に記載されているもの又はそのエマルションが好ましく、市販品としては、アモジメチコーンエマルションSM8704C、8500 Conditioning Agent〔以上、東レ・ダウコーニング・シリコーン(株)〕、KT-1989〔GE東芝シリコーン(株)〕等が挙げられる。 Amino-modified silicone has a mean molecular weight of about 3,000-100,000 and is described in the 3rd edition of the CTFA Dictionary (US, Cosmetic Ingredient Dictionary) under the name of Amodimethicone. Or an emulsion thereof is preferable, and examples of the commercially available product include Amodimethicone Emulsion SM8704C, 8500 Conditioning Agent [above, Toray Dow Corning Silicone Co., Ltd.], KT-1989 [GE Toshiba Silicone Co., Ltd.], and the like.
これら、成分(B)、(C)及び(E)以外の各種変性シリコーン類は、単独で又は2種以上を組み合わせて使用することができる。これらの変性シリコーン類の含有量は、指通り性や、べたつき感のなさの点から、本発明の毛髪化粧料中の0.05〜20質量%が好ましく、更には0.1〜10質量%、特に0.5〜5質量%が好ましい These modified silicones other than components (B), (C) and (E) can be used alone or in combination of two or more. The content of these modified silicones is preferably from 0.05 to 20% by mass, more preferably from 0.1 to 10% by mass, particularly from 0.5 to 10% by mass in the hair cosmetic composition of the present invention, from the viewpoint of fingering and non-stickiness. 5% by mass is preferred
本発明の毛髪化粧料には、更に、毛髪の内部改質(空洞補修など)効果、セット持ち向上効果、まとまり改善効果の点から、有機ジカルボン酸又はその塩を加えることができる。有機ジカルボン酸としては、炭素数2〜8のものが好ましく、具体的にはマロン酸、コハク酸、グルタル酸、アジピン酸、マレイン酸、フマル酸、フタル酸、シュウ酸、リンゴ酸、酒石酸等が挙げられる。これらのうち、炭素数3以上であるもの、特にヒドロキシジカルボン酸であるリンゴ酸、酒石酸のほか、マロン酸、コハク酸が好ましいものとして挙げられ、とりわけリンゴ酸が好ましい。これら有機ジカルボン酸の塩としては、アルカリ金属、アルカリ土類金属、アンモニア、有機アミン化合物との塩が挙げられる。 Furthermore, organic dicarboxylic acid or a salt thereof can be added to the hair cosmetic composition of the present invention from the viewpoint of the effect of internal modification (such as cavity repair) of hair, the effect of improving set retention, and the effect of improving unity. As the organic dicarboxylic acid, those having 2 to 8 carbon atoms are preferable, and specifically, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, phthalic acid, oxalic acid, malic acid, tartaric acid and the like. Can be mentioned. Among these, those having 3 or more carbon atoms, particularly malic acid and tartaric acid which are hydroxydicarboxylic acids, malonic acid and succinic acid are preferred, and malic acid is particularly preferred. Examples of salts of these organic dicarboxylic acids include salts with alkali metals, alkaline earth metals, ammonia, and organic amine compounds.
これら有機ジカルボン酸は、2種以上を併用してもよく、その含有量は、毛髪の内部改質(空洞補修など)効果、セット持ち向上効果、まとまり改善効果の点から、本発明の毛髪化粧料中の0.001〜20質量%が好ましく、更には0.005〜15質量%、特に0.01〜10質量%が好ましい。 These organic dicarboxylic acids may be used in combination of two or more, and the content thereof is the hair makeup of the present invention from the viewpoint of the effect of internal reforming of hair (such as cavity repair), the effect of improving set retention, and the effect of improving unity. 0.001 to 20% by mass in the material is preferable, 0.005 to 15% by mass, particularly 0.01 to 10% by mass is preferable.
本発明の毛髪化粧料には、更に、次の(i)〜(v)から選ばれる有機溶剤を含むことができる。
(i) 一般式(6)で表される化合物
The hair cosmetic composition of the present invention may further contain an organic solvent selected from the following (i) to (v).
(i) Compound represented by general formula (6)
〔式中、R15は水素原子、炭素数1〜6のアルキル基、又は基R16−Ph−R17−(R16は水素原子、メチル基又はメトキシ基;R17は結合手又は炭素数1〜3の飽和若しくは不飽和の二価の炭化水素基;Phはパラフェニレン基)を示し、Y及びZは水素原子又は水酸基を示し、a、b及びcは0〜5の整数を示す。ただし、a=b=0であるときは、Zは水酸基であり、またR15は水素原子及び基R16−Ph−のいずれでもない。〕 [Wherein R 15 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a group R 16 —Ph—R 17 — (R 16 is a hydrogen atom, methyl group or methoxy group; R 17 is a bond or carbon number 1 to 3 saturated or unsaturated divalent hydrocarbon groups; Ph is a paraphenylene group), Y and Z are hydrogen atoms or hydroxyl groups, and a, b and c are integers of 0 to 5. However, when a = b = 0, Z is a hydroxyl group, and R 15 is neither a hydrogen atom nor a group R 16 —Ph—. ]
(ii) 窒素原子に炭素数1〜18のアルキル基が結合したN-アルキルピロリドン (ii) N-alkylpyrrolidone having a C1-C18 alkyl group bonded to a nitrogen atom
(iii) 炭素数2〜4のアルキレンカーボネート (iii) C2-C4 alkylene carbonate
(iv) 分子量200〜5000のポリプロピレングリコール (iv) Polypropylene glycol with a molecular weight of 200-5000
(v) 一般式(7)、(8)又は(9)で表されるラクトン又は環状ケトン (v) Lactone or cyclic ketone represented by general formula (7), (8) or (9)
具体的には、(i)としては、例えばa=b=0でかつZが水酸基の場合、エタノール、1-プロパノール、2-プロパノール、ブタノール、イソブタノール等の一価のアルコール類;エチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3-ブタンジオール、グリセリン等の多価アルコール類;基R16−Ph−R17−を有するものとして、ベンジルアルコール、シンナミルアルコール、フェネチルアルコール、p-アニシルアルコール、p-メチルベンジルアルコール、フェノキシエタノール、2-ベンジルオキシエタノール等の芳香族アルコール類等が挙げられる。更に、メチルカルビトール、エチルカルビトール、プロピルカルビトール、ブチルカルビトール、トリエチレングリコールモノエチルエーテル、トリエチレングリコールモノブチルエーテル等が挙げられる。 Specifically, as (i), for example, when a = b = 0 and Z is a hydroxyl group, monovalent alcohols such as ethanol, 1-propanol, 2-propanol, butanol and isobutanol; ethylene glycol, Polyhydric alcohols such as propylene glycol, dipropylene glycol, 1,3-butanediol, and glycerin; benzyl alcohol, cinnamyl alcohol, phenethyl alcohol, p-anisyl having the group R 16 —Ph—R 17 — Aromatic alcohols such as alcohol, p-methylbenzyl alcohol, phenoxyethanol, 2-benzyloxyethanol and the like can be mentioned. Furthermore, methyl carbitol, ethyl carbitol, propyl carbitol, butyl carbitol, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether and the like can be mentioned.
(ii)としては、N-メチルピロリドン、N-オクチルピロリドン、N-ラウリルピロリドン等が挙げられる。 Examples of (ii) include N-methylpyrrolidone, N-octylpyrrolidone, N-laurylpyrrolidone and the like.
(iii)としては、エチレンカーボネート、プロピレンカーボネート等が挙げられる。 Examples of (iii) include ethylene carbonate and propylene carbonate.
(iv)のポリプロピレングリコールとしては、特に分子量200〜1000のものが好ましい。 As the polypropylene glycol (iv), those having a molecular weight of 200 to 1000 are particularly preferred.
(v)において、一般式(7)〜(9)中のR18及びR19としては、直鎖、分岐鎖又は環状のアルキル基、水酸基、スルホン酸基、リン酸基、カルボキシ基、フェニル基、スルホアルキル基、リン酸アルキル基、カルボキシアルキル基等が好ましく、なかでもγ-ラクトンの場合にはγ位、δ-ラクトンの場合にはδ位(すなわちヘテロ酸素原子の隣接メチレン)に置換した、炭素数1〜6の直鎖又は分岐鎖のアルキル基、例えばメチル基、エチル基、プロピル基、イソプロピル基、ブチル基等が好ましい。また、化合物(7)〜(9)の水溶性を増大させたい場合には、R18又はR19としてスルホン酸基、リン酸基、カルボキシ基等の酸性基やこれらが置換したアルキル基を有するのが好ましい。(v)のうち、ラクトンとしては、γ-ブチロラクトン、γ-カプロラクトン、γ-バレロラクトン、δ-バレロラクトン、δ-カプロラクトン、δ-ヘプタノラクトン等が挙げられるが、ラクトンの安定性の点から、γ-ラクトン、特にγ-ブチロラクトン、γ-カプロラクトンが好ましい。(v)のうち、環状ケトンとしては、シクロペンタノン、シクロヘキサノン、シクロヘプタノン、4-メチルシクロヘプタノン等が挙げられる。 In (v), R 18 and R 19 in the general formulas (7) to (9) are linear, branched or cyclic alkyl groups, hydroxyl groups, sulfonic acid groups, phosphoric acid groups, carboxy groups, phenyl groups. , A sulfoalkyl group, an alkyl phosphate group, a carboxyalkyl group, etc. are preferable. In particular, in the case of γ-lactone, the γ-position is substituted, and in the case of δ-lactone, the δ-position (that is, the methylene adjacent to the hetero oxygen atom) C1-C6 linear or branched alkyl groups such as methyl, ethyl, propyl, isopropyl and butyl groups are preferred. When it is desired to increase the water solubility of the compounds (7) to (9), R 18 or R 19 has an acidic group such as a sulfonic acid group, a phosphoric acid group or a carboxy group, or an alkyl group substituted with these. Is preferred. Among (v), examples of the lactone include γ-butyrolactone, γ-caprolactone, γ-valerolactone, δ-valerolactone, δ-caprolactone, δ-heptanolactone, and the like, from the viewpoint of lactone stability. Γ-lactone, particularly γ-butyrolactone and γ-caprolactone are preferred. Among (v), examples of the cyclic ketone include cyclopentanone, cyclohexanone, cycloheptanone, 4-methylcycloheptanone and the like.
有機溶剤は、2種以上を併用してもよい。これらの有機溶剤のうち、特に(i)の芳香族アルコール、多価アルコール、(iii)のアルキレンカーボネート、(iv)のポリプロピレングリコールが好ましく、少なくとも1種類の芳香族系の有機溶剤を用いることがより好ましい。 Two or more organic solvents may be used in combination. Of these organic solvents, (i) aromatic alcohols, polyhydric alcohols, (iii) alkylene carbonates, and (iv) polypropylene glycols are preferred, and at least one aromatic organic solvent may be used. More preferred.
有機溶剤の含有量は、本発明の毛髪化粧料中に0.01〜20質量%が好ましく、更には0.1〜15質量%、特に0.5〜10質量%が好ましい。 The content of the organic solvent is preferably 0.01 to 20% by mass, more preferably 0.1 to 15% by mass, and particularly preferably 0.5 to 10% by mass in the hair cosmetic composition of the present invention.
本発明の毛髪化粧料には、更に、乾燥後の毛髪のまとまり感向上のため、油剤を含むことができる。油剤としては、スクワレン、スクワラン、流動イソパラフィン、軽質流動イソパラフィン、重質流動イソパラフィン、α-オレフィンオリゴマー、流動パラフィン、シクロパラフィン等の炭化水素類;ヒマシ油、カカオ油、ミンク油、アボカド油、オリーブ油等のグリセリド類;ミツロウ、鯨ロウ、ラノリン、マイクロクリスタリンワックス、セレシンワックス、カルナウバロウ等のロウ類;セチルアルコール、オレイルアルコール、ステアリルアルコール、イソステアリルアルコール、2-オクチルドデカノール等の高級アルコール類;ミリスチン酸オクチルドデシル、ラウリン酸ヘキシル、乳酸セチル、モノステアリン酸プロピレングリコール、オレイン酸オレイル、2-エチルヘキサン酸ヘキサデシル、イソノナン酸イソノニル、イソノナン酸トリデシル等のエステル類;カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘニン酸、オレイン酸、ヤシ油脂肪酸、イソステアリル酸、イソパルミチン酸等の高級脂肪酸類;その他イソステアリルグリセリルエーテル、ポリオキシプロピレンブチルエーテルなどが挙げられる。これらの中で、炭化水素類、特にスクワレン、スクワラン、流動イソパラフィン、軽質流動イソパラフィン、重質流動イソパラフィン、α-オレフィンオリゴマー等の分岐炭化水素類が特に好ましい。 The hair cosmetic composition of the present invention may further contain an oil agent for improving the feeling of unity of the hair after drying. Oils include hydrocarbons such as squalene, squalane, liquid isoparaffin, light liquid isoparaffin, heavy liquid isoparaffin, α-olefin oligomer, liquid paraffin, cycloparaffin; castor oil, cacao oil, mink oil, avocado oil, olive oil, etc. Glycerides; waxes such as beeswax, whale wax, lanolin, microcrystalline wax, ceresin wax, carnauba wax; higher alcohols such as cetyl alcohol, oleyl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanol; myristic acid Octyldodecyl, hexyl laurate, cetyl lactate, propylene glycol monostearate, oleyl oleate, hexadecyl 2-ethylhexanoate, isononyl isononanoate, isononanoic acid Esters such as tridecyl; higher fatty acids such as capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, coconut oil fatty acid, isostearyl acid, isopalmitic acid; other isostearyl glyceryl ethers, Examples include polyoxypropylene butyl ether. Of these, branched hydrocarbons such as squalene, squalane, liquid isoparaffin, light liquid isoparaffin, heavy liquid isoparaffin, α-olefin oligomer and the like are particularly preferable.
これら油剤は、単独で又は2種以上を組み合わせて使用でき、その含有量は、まとまりの良さや、べたつき感の無さの点から、本発明の毛髪化粧料中の0.05〜20質量%が好ましく、更には0.1〜10質量%、特に0.5〜5質量%が好ましい。 These oil agents can be used alone or in combination of two or more, and the content thereof is preferably 0.05 to 20% by mass in the hair cosmetic composition of the present invention from the viewpoint of good unity and no stickiness. Further, 0.1 to 10% by mass, particularly 0.5 to 5% by mass is preferable.
本発明の毛髪化粧料には、更に、整髪性の向上、粘度の調整、安定性、毛髪塗布時の付着性向上、感触改善、及び毛髪改質効果早期発現の観点から、セットポリマーを含有させてもよい。このようなポリマーとしては、ポリビニルピロリドン、ビニルピロリドン/酢酸ビニル共重合体、ビニルピロリドン/酢酸ビニル/プロピオン酸ビニル三元共重合体、ビニルピロリドン/アルキルアミノアクリレート(四級塩化)共重合体、ビニルピロリドン/アクリレート/(メタ)アクリル酸共重合体、ビニルピロリドン/アルキルアミノアクリレート/ビニルカプロラクタム共重合体等のポリビニルピロリドン系高分子化合物;メチルビニルエーテル/無水マレイン酸アルキルハーフエステル共重合体等の酸性ビニルエーテル系高分子化合物;酢酸ビニル/クロトン酸共重合体、酢酸ビニル/クロトン酸/ネオデカン酸ビニル共重合体、酢酸ビニル/クロトン酸/プロピオン酸ビニル共重合体等の酸性ポリ酢酸ビニル系高分子化合物;(メタ)アクリル酸/(メタ)アクリル酸エステル共重合体、アクリル酸/アクリル酸アルキルエステル/アルキルアクリルアミド共重合体等の酸性アクリル系高分子化合物;N-メタクリロイルエチル-N,N-ジメチルアンモニウム・α-N-メチルカルボキシベタイン/メタクリル酸ブチル共重合体、アクリル酸ヒドロキシプロピル/メタクリル酸ブチルアミノエチル/アクリル酸オクチルアミド共重合体等の両性アクリル系高分子化合物;アクリルアミド・アクリルエステル系四元共重合体等の塩基性アクリル系高分子化合物;カチオン性セルロース誘導体等のセルロース誘導体;ヒドロキシプロピルキトサン、カルボキシメチルキチン、カルボキシメチルキトサン等のキチン・キトサン誘導体などが挙げられる。 The hair cosmetic composition of the present invention further contains a set polymer from the viewpoints of improving hair styling, adjusting viscosity, stability, improving adhesion at the time of applying hair, improving touch, and early expression of hair modification effects. May be. Such polymers include polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, vinylpyrrolidone / vinyl acetate / vinyl propionate terpolymer, vinylpyrrolidone / alkylaminoacrylate (quaternary chloride) copolymer, vinyl Polyvinyl pyrrolidone polymer compounds such as pyrrolidone / acrylate / (meth) acrylic acid copolymer, vinyl pyrrolidone / alkyl amino acrylate / vinyl caprolactam copolymer; acidic vinyl ether such as methyl vinyl ether / alkyl maleic anhydride alkyl half ester copolymer Polymer compounds; acidic polyvinyl acetate polymer compounds such as vinyl acetate / crotonic acid copolymer, vinyl acetate / crotonic acid / vinyl neodecanoate copolymer, vinyl acetate / crotonic acid / vinyl propionate copolymer; Acid acrylic polymer such as (meth) acrylic acid / (meth) acrylic acid ester copolymer, acrylic acid / acrylic acid alkyl ester / alkylacrylamide copolymer; N-methacryloylethyl-N, N-dimethylammonium α Amphoteric acrylic polymer compounds such as -N-methylcarboxybetaine / butyl methacrylate copolymer, hydroxypropyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer; acrylamide / acrylic ester quaternary copolymer Examples include basic acrylic polymer compounds such as coalescence; cellulose derivatives such as cationic cellulose derivatives; chitin / chitosan derivatives such as hydroxypropyl chitosan, carboxymethyl chitin, and carboxymethyl chitosan.
これらのセットポリマーは、単独で又は2種以上を組み合わせて使用することができ、またその含有量は、本発明の毛髪化粧料中の0.1〜10質量%、特に0.5〜5質量%が好ましい。 These set polymers can be used alone or in combination of two or more, and the content thereof is preferably 0.1 to 10% by mass, particularly 0.5 to 5% by mass in the hair cosmetic composition of the present invention.
本発明の毛髪化粧料は、上記成分以外に、通常同用途に用いられる成分を、適宜加えることができる。このような成分としては、溶解剤、乳化助剤、緩衝剤、安定化剤、香料、色素、防腐剤、pH調整剤、増粘剤、毛髪保護剤、紫外線防止剤、消炎剤、保湿剤、感触向上剤、収斂剤、育毛成分等が挙げられる。 In addition to the above components, the hair cosmetic composition of the present invention can be appropriately added with components that are usually used for the same purpose. Examples of such components include solubilizers, emulsifying aids, buffers, stabilizers, fragrances, dyes, preservatives, pH adjusters, thickeners, hair protecting agents, UV protection agents, anti-inflammatory agents, moisturizing agents, Examples include touch improvers, astringents, hair growth ingredients, and the like.
本発明の毛髪化粧料は、ヘアスタイリング剤、ヘアコンディショニング剤等として用いるのが好ましい。剤型としては、ポンプスプレー、エアゾールスプレー、ポンプフォーム、エアゾールフォーム、ジェル、ローション等が挙げられる。 The hair cosmetic composition of the present invention is preferably used as a hair styling agent, hair conditioning agent or the like. Examples of the dosage form include pump spray, aerosol spray, pump foam, aerosol foam, gel, lotion and the like.
エアゾール型毛髪化粧料とする場合には、以上で述べた成分(A)〜(D)及び任意成分からなる毛髪化粧料を原液とし、噴射剤と共に耐圧容器に充填することにより製造される。噴射剤としては、液化石油ガス(LPG)、ジメチルエーテル(DME)、炭酸ガス、窒素ガス、これらの混合物等が挙げられる。これらのうち、液化石油ガス(LPG)、ジメチルエーテル(DME)が好ましい。また、HFC-152a等の代替フロンを使用することもできる。噴射剤の量は、原液と噴射剤の質量比で、原液:噴射剤=5:95〜99:1、特に30:70〜70:30の範囲が好ましい。また、耐圧容器内の圧力が25℃の温度で0.15〜0.45MPaになるように調整するのが好ましい。 In the case of an aerosol type hair cosmetic, it is produced by using the hair cosmetic comprising the components (A) to (D) and optional components described above as an undiluted solution and filling the pressure resistant container together with a propellant. Examples of the propellant include liquefied petroleum gas (LPG), dimethyl ether (DME), carbon dioxide gas, nitrogen gas, and mixtures thereof. Of these, liquefied petroleum gas (LPG) and dimethyl ether (DME) are preferred. Alternatively, alternative CFCs such as HFC-152a can be used. The amount of the propellant is a mass ratio of the stock solution and the propellant, and the stock solution: propellant = 5: 95 to 99: 1, particularly 30:70 to 70:30 is preferable. Moreover, it is preferable to adjust so that the pressure in a pressure vessel may be 0.15-0.45 MPa at the temperature of 25 degreeC.
更に本発明の毛髪化粧料を毛髪に塗布後、加温することにより、成分(A)及び(B)の毛髪内部への浸透を促進することができる。加温には、ドライヤー、ヒーター、コテ等を使用することができる。温度としては、60℃以上、特に70℃以上が好ましい。 Furthermore, the penetration of the components (A) and (B) into the hair can be promoted by heating after applying the hair cosmetic composition of the present invention to the hair. For heating, a dryer, heater, iron or the like can be used. The temperature is preferably 60 ° C. or higher, particularly 70 ° C. or higher.
また、日常生活において、本発明の毛髪化粧料による処理を日々繰り返すことで、毛髪のツヤ、まとまり性、セット性をより向上させることができる。 Further, in daily life, the treatment with the hair cosmetic composition of the present invention is repeated every day, so that the gloss, cohesiveness and setability of the hair can be further improved.
実施例1
表2に示す毛髪化粧料を調製し、濡れ髪については、「塗布直後のすべり・指通り」、「塗布直後のきしみの無さ」、「滑らかさ」及び「べとつきの無さ」を、また乾燥後の髪については、濡れ髪と同様の4項目に加え、「すべり・指通り」、「まとまり性」及び「ツヤ」の評価を行った。なお、本発明品1〜6は参考例である。
Example 1
The hair cosmetics shown in Table 2 were prepared. For wet hair, “slip and finger just after application”, “no squeak immediately after application”, “smoothness” and “no stickiness” About the hair after drying, in addition to the same 4 items as wet hair, "slip / finger passage", "coherence" and "gloss" were evaluated. In addition, this invention products 1-6 are reference examples.
1)評価毛束
パーマ、ヘアカラー等の化学処理を行っていない日本人女性の毛髪を用いて、長さ10cm、幅1.5cm、重さ1gの毛束を作り、ブリーチ処理(花王(株),ラビナス カラーアピール イナズマブリーチ使用)を2回行い、セット性評価毛束とする。
1) Evaluation hair bundle Using a Japanese woman's hair that has not been subjected to chemical treatment such as perm, hair color, etc., make a hair bundle with a length of 10cm, a width of 1.5cm, and a weight of 1g, and then bleaching treatment (Kao Corporation) , Rabinus Color Appeal Inazuma Bleach) is performed twice to obtain a set evaluation hair bundle.
2)毛束の処理
・濡れ髪
評価毛束をシャンプー(花王(株),ラビナス デザイニングシャンプー)を用いて洗髪し、タオルドライした後、本発明品又は比較品(以下「処理剤」という)0.2gを均一に塗布し、評価を行った。
2) Treatment of hair bundles / wet hair After washing the hair bundle with a shampoo (Kao Co., Ltd., Ravenous Designing Shampoo), towel drying, the product of the present invention or a comparative product (hereinafter referred to as “treatment agent”) 0.2 g was applied uniformly and evaluated.
・乾燥後の髪
評価毛束を上記シャンプーを用いて洗髪し、タオルドライした後、ドライヤーで1分間乾燥した毛髪に、処理剤0.2gを均一に塗布し、評価を行った。
-Hair after drying The evaluation hair bundle was washed with the above shampoo, towel-dried, and then uniformly applied with 0.2 g of the treatment agent on the hair dried with a dryer for evaluation.
3)評価基準
専門パネラー5名により、表1に示す基準に従って官能評価を行い、評価点の平均値を求め、表2に示した。
3) Evaluation Criteria Sensory evaluation was performed according to the criteria shown in Table 1 by five expert panelists, and the average value of the evaluation points was determined and shown in Table 2.
実施例2
表2の毛髪化粧料をエアゾール用原液とし、噴射剤と共にエアゾール容器に充填し、ヘアスプレーを調製した。実施例1と同様の方法及び基準に従って評価を行った結果を表3に示す。
Example 2
The hair cosmetics shown in Table 2 were used as aerosol stock solutions and filled into an aerosol container together with a propellant to prepare a hair spray. Table 3 shows the results of evaluation according to the same method and criteria as in Example 1.
Claims (2)
(A) 一般式(1)で表される化合物:原液中0.1〜10質量%
(B) 粘度が3000〜10000mm2/s(25℃)であるジメチルポリシロキサン:原液中0.5〜15質量%
(C) オルガノポリシロキサンセグメントのケイ素原子の少なくとも1個に、ヘテロ原子を含むアルキレン基を介して、下記一般式(2)
で表される繰り返し単位からなるポリ(N-アシルアルキレンイミン)が結合してなり、該オルガノポリシロキサンセグメントと該ポリ(N-アシルアルキレンイミン)セグメントとの質量比が98/2〜60/40であり、質量平均分子量が50,000〜500,000であるオルガノポリシロキサン:原液中0.1〜10質量%
(D) エタノール:原液中30〜95質量% An aerosol spray-type hair cosmetic comprising a stock solution containing the following components (A) to (D) and a propellant in a mass ratio of 5:95 to 99: 1.
(A) Compound represented by the general formula (1): 0.1 to 10% by mass in the stock solution
(B) Dimethylpolysiloxane having a viscosity of 3000 to 10000 mm 2 / s (25 ° C.): 0.5 to 15% by mass in the stock solution
(C) At least one silicon atom of the organopolysiloxane segment is bonded to the following general formula (2) via an alkylene group containing a hetero atom.
A poly (N-acylalkyleneimine) comprising repeating units represented by the formula is bonded, and the mass ratio of the organopolysiloxane segment to the poly (N-acylalkyleneimine) segment is from 98/2 to 60/40. An organopolysiloxane having a mass average molecular weight of 50,000 to 500,000: 0.1 to 10% by mass in the stock solution
(D) Ethanol: 30-95% by mass in the stock solution
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JPS55124711A (en) * | 1979-03-19 | 1980-09-26 | Lion Corp | Hair cosmetic |
JP2843101B2 (en) * | 1990-04-02 | 1999-01-06 | 花王株式会社 | Cosmetics |
JPH07258040A (en) * | 1994-03-18 | 1995-10-09 | Kao Corp | Hair cosmetic |
JP2004143098A (en) * | 2002-10-24 | 2004-05-20 | Kose Corp | Hair cosmetic |
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