JPS632404B2 - - Google Patents
Info
- Publication number
- JPS632404B2 JPS632404B2 JP56131000A JP13100081A JPS632404B2 JP S632404 B2 JPS632404 B2 JP S632404B2 JP 56131000 A JP56131000 A JP 56131000A JP 13100081 A JP13100081 A JP 13100081A JP S632404 B2 JPS632404 B2 JP S632404B2
- Authority
- JP
- Japan
- Prior art keywords
- hair
- methyl
- hydroxy
- pyridone
- general formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 polyoxyethylene Polymers 0.000 claims description 19
- 239000002537 cosmetic Substances 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 5
- 239000000600 sorbitol Substances 0.000 claims description 5
- 125000005526 alkyl sulfate group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
- SNUSZUYTMHKCPM-UHFFFAOYSA-N 1-hydroxypyridin-2-one Chemical class ON1C=CC=CC1=O SNUSZUYTMHKCPM-UHFFFAOYSA-N 0.000 claims description 2
- 150000001767 cationic compounds Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 229910001411 inorganic cation Chemical group 0.000 claims description 2
- 150000007530 organic bases Chemical group 0.000 claims description 2
- 230000000694 effects Effects 0.000 description 23
- 239000000203 mixture Substances 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 238000009472 formulation Methods 0.000 description 4
- 239000003676 hair preparation Substances 0.000 description 4
- 235000010356 sorbitol Nutrition 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000001680 brushing effect Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229920001213 Polysorbate 20 Polymers 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 230000003370 grooming effect Effects 0.000 description 2
- 230000037308 hair color Effects 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 2
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 description 1
- QVWDCUMRWIBGJX-UHFFFAOYSA-N 1-hydroxy-4,6-dimethylpyridin-2-one Chemical compound CC=1C=C(C)N(O)C(=O)C=1 QVWDCUMRWIBGJX-UHFFFAOYSA-N 0.000 description 1
- VBAHGZFODNVOAQ-UHFFFAOYSA-N 1-hydroxy-4,6-diphenylpyridin-2-one Chemical compound C=1C(=O)N(O)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 VBAHGZFODNVOAQ-UHFFFAOYSA-N 0.000 description 1
- SNHWDNDKRMTYNV-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-(1-methylcyclohexyl)pyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1(C)CCCCC1 SNHWDNDKRMTYNV-UHFFFAOYSA-N 0.000 description 1
- DJOBTQHCXITUIN-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-(2-phenylethenyl)pyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C=CC1=CC=CC=C1 DJOBTQHCXITUIN-UHFFFAOYSA-N 0.000 description 1
- REBUAULUSRQVRR-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-(3-methylphenyl)pyridin-2-one Chemical compound CC1=CC=CC(C=2N(C(=O)C=C(C)C=2)O)=C1 REBUAULUSRQVRR-UHFFFAOYSA-N 0.000 description 1
- CRZPSVLEBAJKMN-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-(4-methylphenyl)pyridin-2-one Chemical compound C1=CC(C)=CC=C1C1=CC(C)=CC(=O)N1O CRZPSVLEBAJKMN-UHFFFAOYSA-N 0.000 description 1
- KETRKBRJHATKOE-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-(4-phenylbuta-1,3-dienyl)pyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C=CC=CC1=CC=CC=C1 KETRKBRJHATKOE-UHFFFAOYSA-N 0.000 description 1
- CBAIZBBKYBHCLT-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-(phenoxymethyl)pyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1COC1=CC=CC=C1 CBAIZBBKYBHCLT-UHFFFAOYSA-N 0.000 description 1
- XFJMASHZLCWQOQ-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-[(2,4,5-trichlorophenoxy)methyl]pyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1COC1=CC(Cl)=C(Cl)C=C1Cl XFJMASHZLCWQOQ-UHFFFAOYSA-N 0.000 description 1
- OWEMAELSDQIDCG-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-[(3-methylphenoxy)methyl]pyridin-2-one Chemical compound CC1=CC=CC(OCC=2N(C(=O)C=C(C)C=2)O)=C1 OWEMAELSDQIDCG-UHFFFAOYSA-N 0.000 description 1
- KQTIFPFGMJXMMA-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-[(4-methylphenyl)sulfanylmethyl]pyridin-2-one Chemical compound C1=CC(C)=CC=C1SCC1=CC(C)=CC(=O)N1O KQTIFPFGMJXMMA-UHFFFAOYSA-N 0.000 description 1
- JKMRCJRIHNVPKE-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-[1-(4-nitrophenoxy)butyl]pyridin-2-one Chemical compound C=1C(C)=CC(=O)N(O)C=1C(CCC)OC1=CC=C([N+]([O-])=O)C=C1 JKMRCJRIHNVPKE-UHFFFAOYSA-N 0.000 description 1
- ZBIMYUJKHIXXSK-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-oct-1-enylpyridin-2-one Chemical compound CCCCCCC=CC1=CC(C)=CC(=O)N1O ZBIMYUJKHIXXSK-UHFFFAOYSA-N 0.000 description 1
- ZZMUCXIMYNXQMO-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-prop-1-enylpyridin-2-one Chemical compound CC=CC1=CC(C)=CC(=O)N1O ZZMUCXIMYNXQMO-UHFFFAOYSA-N 0.000 description 1
- QHCSPVRVAUBWQV-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-undecylpyridin-2-one Chemical compound CCCCCCCCCCCC1=CC(C)=CC(=O)N1O QHCSPVRVAUBWQV-UHFFFAOYSA-N 0.000 description 1
- AFXHVMLWGXYZJA-UHFFFAOYSA-N 1-hydroxy-4-methylpyridin-2-one Chemical compound CC=1C=CN(O)C(=O)C=1 AFXHVMLWGXYZJA-UHFFFAOYSA-N 0.000 description 1
- YDYNCCCWYVEDEH-UHFFFAOYSA-N 1-hydroxy-6-[2-(4-methoxyphenyl)ethenyl]-4-methylpyridin-2-one Chemical compound C1=CC(OC)=CC=C1C=CC1=CC(C)=CC(=O)N1O YDYNCCCWYVEDEH-UHFFFAOYSA-N 0.000 description 1
- QOWMEPRCLLJPTC-UHFFFAOYSA-N 1-hydroxy-6-methyl-4-phenylpyridin-2-one Chemical compound O=C1N(O)C(C)=CC(C=2C=CC=CC=2)=C1 QOWMEPRCLLJPTC-UHFFFAOYSA-N 0.000 description 1
- IEFRQNQEFHXQTF-UHFFFAOYSA-N 1-hydroxy-6-methylpyridin-2-one Chemical compound CC1=CC=CC(=O)N1O IEFRQNQEFHXQTF-UHFFFAOYSA-N 0.000 description 1
- JQBCKRZQAMELAD-UHFFFAOYSA-N 1-hydroxypyrrolidin-2-one Chemical class ON1CCCC1=O JQBCKRZQAMELAD-UHFFFAOYSA-N 0.000 description 1
- JNAYPSWVMNJOPQ-UHFFFAOYSA-N 2,3-bis(16-methylheptadecanoyloxy)propyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCCCC(C)C JNAYPSWVMNJOPQ-UHFFFAOYSA-N 0.000 description 1
- DGSZGZSCHSQXFV-UHFFFAOYSA-N 2,3-bis(2-ethylhexanoyloxy)propyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC(OC(=O)C(CC)CCCC)COC(=O)C(CC)CCCC DGSZGZSCHSQXFV-UHFFFAOYSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- KKFDCBRMNNSAAW-UHFFFAOYSA-N 2-(morpholin-4-yl)ethanol Chemical compound OCCN1CCOCC1 KKFDCBRMNNSAAW-UHFFFAOYSA-N 0.000 description 1
- BQJLEQAXRYBKPQ-UHFFFAOYSA-N 2-amino-2-methylpropane-1,1-diol Chemical compound CC(C)(N)C(O)O BQJLEQAXRYBKPQ-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- GECRRQVLQHRVNH-MRCUWXFGSA-N 2-octyldodecyl (z)-octadec-9-enoate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC GECRRQVLQHRVNH-MRCUWXFGSA-N 0.000 description 1
- BGRXBNZMPMGLQI-UHFFFAOYSA-N 2-octyldodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC(CCCCCCCC)CCCCCCCCCC BGRXBNZMPMGLQI-UHFFFAOYSA-N 0.000 description 1
- PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 description 1
- KSMVBYPXNKCPAJ-UHFFFAOYSA-N 4-Methylcyclohexylamine Chemical compound CC1CCC(N)CC1 KSMVBYPXNKCPAJ-UHFFFAOYSA-N 0.000 description 1
- BSTLMAXBSHHEIF-UHFFFAOYSA-N 4-[(1-hydroxy-4-methyl-6-oxopyridin-2-yl)methoxy]benzonitrile Chemical compound ON1C(=O)C=C(C)C=C1COC1=CC=C(C#N)C=C1 BSTLMAXBSHHEIF-UHFFFAOYSA-N 0.000 description 1
- PQXVGGAUYHGICP-UHFFFAOYSA-N 6-(2,2-dimethyl-1-phenylpropyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C(C(C)(C)C)C1=CC=CC=C1 PQXVGGAUYHGICP-UHFFFAOYSA-N 0.000 description 1
- HSYBITQOTFCWAZ-UHFFFAOYSA-N 6-(2-butylhex-1-enyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound CCCCC(CCCC)=CC1=CC(C)=CC(=O)N1O HSYBITQOTFCWAZ-UHFFFAOYSA-N 0.000 description 1
- ZRSSUJPAKAOGBP-UHFFFAOYSA-N 6-(3,5-dichlorophenyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1=CC(Cl)=CC(Cl)=C1 ZRSSUJPAKAOGBP-UHFFFAOYSA-N 0.000 description 1
- WBXDEEFCGDIKFC-UHFFFAOYSA-N 6-(3-bicyclo[2.2.1]heptanyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1C(C2)CCC2C1 WBXDEEFCGDIKFC-UHFFFAOYSA-N 0.000 description 1
- QFCNBUHEKPMPTR-UHFFFAOYSA-N 6-(3-bromo-4-chlorophenyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1=CC=C(Cl)C(Br)=C1 QFCNBUHEKPMPTR-UHFFFAOYSA-N 0.000 description 1
- KSGBFSAQWCOCIJ-UHFFFAOYSA-N 6-(4-chloro-3-methylphenyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1=CC=C(Cl)C(C)=C1 KSGBFSAQWCOCIJ-UHFFFAOYSA-N 0.000 description 1
- MOASYRUDTPYDDJ-UHFFFAOYSA-N 6-(4-tert-butylphenyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1=CC=C(C(C)(C)C)C=C1 MOASYRUDTPYDDJ-UHFFFAOYSA-N 0.000 description 1
- IIQCUCYKRFXIHP-UHFFFAOYSA-N 6-(benzenesulfonylmethyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1CS(=O)(=O)C1=CC=CC=C1 IIQCUCYKRFXIHP-UHFFFAOYSA-N 0.000 description 1
- IMNLMKIYPMXQHN-UHFFFAOYSA-N 6-(cyclohex-2-en-1-ylidenemethyl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C=C1C=CCCC1 IMNLMKIYPMXQHN-UHFFFAOYSA-N 0.000 description 1
- GRPQGRFHGIHWTA-UHFFFAOYSA-N 6-(furan-2-yl)-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1=CC=CO1 GRPQGRFHGIHWTA-UHFFFAOYSA-N 0.000 description 1
- PEJAVDFRDVIARZ-UHFFFAOYSA-N 6-[(2,4-dimethylphenyl)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound CC1=CC(C)=CC=C1CC1=CC(C)=CC(=O)N1O PEJAVDFRDVIARZ-UHFFFAOYSA-N 0.000 description 1
- QFJNZIAAWICDQZ-UHFFFAOYSA-N 6-[(2,5-dichlorophenyl)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1CC1=CC(Cl)=CC=C1Cl QFJNZIAAWICDQZ-UHFFFAOYSA-N 0.000 description 1
- QKOQVNBLIREPBG-UHFFFAOYSA-N 6-[(2-chlorophenyl)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1CC1=CC=CC=C1Cl QKOQVNBLIREPBG-UHFFFAOYSA-N 0.000 description 1
- XBRDTHCRVKZGGP-UHFFFAOYSA-N 6-[(4-bromophenoxy)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1COC1=CC=C(Br)C=C1 XBRDTHCRVKZGGP-UHFFFAOYSA-N 0.000 description 1
- ZEKPAZGZUTXMLV-UHFFFAOYSA-N 6-[(4-bromophenyl)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1CC1=CC=C(Br)C=C1 ZEKPAZGZUTXMLV-UHFFFAOYSA-N 0.000 description 1
- SDGKMYQTUPUWHJ-UHFFFAOYSA-N 6-[(4-butan-2-ylphenoxy)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound C1=CC(C(C)CC)=CC=C1OCC1=CC(C)=CC(=O)N1O SDGKMYQTUPUWHJ-UHFFFAOYSA-N 0.000 description 1
- WCXCSGRTWNVHHT-UHFFFAOYSA-N 6-[(4-chlorophenyl)methyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1CC1=CC=C(Cl)C=C1 WCXCSGRTWNVHHT-UHFFFAOYSA-N 0.000 description 1
- UGNNVRXABMWTSC-UHFFFAOYSA-N 6-[(4-chlorophenyl)sulfanylmethyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1CSC1=CC=C(Cl)C=C1 UGNNVRXABMWTSC-UHFFFAOYSA-N 0.000 description 1
- FCHGQHPYGLEBDO-UHFFFAOYSA-N 6-[1-(4-chlorophenyl)sulfonylbutyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound C=1C=C(Cl)C=CC=1S(=O)(=O)C(CCC)C1=CC(C)=CC(=O)N1O FCHGQHPYGLEBDO-UHFFFAOYSA-N 0.000 description 1
- NQWAAYIRALCSMU-UHFFFAOYSA-N 6-[2-(furan-2-yl)ethenyl]-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C=CC1=CC=CO1 NQWAAYIRALCSMU-UHFFFAOYSA-N 0.000 description 1
- YLAIVCLTTYMFTQ-UHFFFAOYSA-N 6-benzhydryl-1-hydroxy-4-methylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 YLAIVCLTTYMFTQ-UHFFFAOYSA-N 0.000 description 1
- PRSLAOFFOCONKS-UHFFFAOYSA-N 6-heptan-3-yl-1-hydroxy-4-methylpyridin-2-one Chemical compound CCCCC(CC)C1=CC(C)=CC(=O)N1O PRSLAOFFOCONKS-UHFFFAOYSA-N 0.000 description 1
- BHJSVHSYLOKRJP-UHFFFAOYSA-N 6-heptyl-1-hydroxy-4-methylpyridin-2-one Chemical compound CCCCCCCC1=CC(C)=CC(=O)N1O BHJSVHSYLOKRJP-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- BWLUMTFWVZZZND-UHFFFAOYSA-N Dibenzylamine Chemical compound C=1C=CC=CC=1CNCC1=CC=CC=C1 BWLUMTFWVZZZND-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- PMRAUCWLRYKVPF-UHFFFAOYSA-N ON1C(C=C(C=C1CC(C)C1CCC(CC1)(C)C)C)=O Chemical compound ON1C(C=C(C=C1CC(C)C1CCC(CC1)(C)C)C)=O PMRAUCWLRYKVPF-UHFFFAOYSA-N 0.000 description 1
- GWFGDXZQZYMSMJ-UHFFFAOYSA-N Octadecansaeure-heptadecylester Natural products CCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC GWFGDXZQZYMSMJ-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- AVLZAVSZOAQKRC-UHFFFAOYSA-N SYC-435 Chemical compound ON1C(=O)C=C(C)C=C1CC1=CC=CC=C1 AVLZAVSZOAQKRC-UHFFFAOYSA-N 0.000 description 1
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- SCKYRAXSEDYPSA-UHFFFAOYSA-N ciclopirox Chemical compound ON1C(=O)C=C(C)C=C1C1CCCCC1 SCKYRAXSEDYPSA-UHFFFAOYSA-N 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- NAPSCFZYZVSQHF-UHFFFAOYSA-N dimantine Chemical compound CCCCCCCCCCCCCCCCCCN(C)C NAPSCFZYZVSQHF-UHFFFAOYSA-N 0.000 description 1
- 229950010007 dimantine Drugs 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 230000003700 hair damage Effects 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- SFFVATKALSIZGN-UHFFFAOYSA-N hexadecan-7-ol Chemical compound CCCCCCCCCC(O)CCCCCC SFFVATKALSIZGN-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- HVAAHUDGWQAAOJ-UHFFFAOYSA-N n-benzylethanamine Chemical compound CCNCC1=CC=CC=C1 HVAAHUDGWQAAOJ-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 description 1
- 229940073665 octyldodecyl myristate Drugs 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- OIQJEQLSYJSNDS-UHFFFAOYSA-N piroctone Chemical compound CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O OIQJEQLSYJSNDS-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical group OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000001570 sorbitan monopalmitate Substances 0.000 description 1
- 235000011071 sorbitan monopalmitate Nutrition 0.000 description 1
- 229940031953 sorbitan monopalmitate Drugs 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
Classifications
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Description
本発明は、毛髪に施して毛先のパサツキ性を改
良する毛髪化粧料に関する。
近年、おしやれ意識の高揚とともに、特に女性
の毛髪へのおしやれが進み、そのためヘアパーマ
の採用、ヘアカラーやヘアドライヤーの使用等の
頻度が高くなり、以前よりも毛髪の損傷が激しく
なつている。消費者に対する調査からも、毛髪の
毛先のパサツキが生じ、ブラツシングがスムース
に行なえないという結果が得られている。即ち、
ヘアパーマやヘアカラーは、化学的に毛髪を処理
するものであるため、毛髪の分子結合を切断して
毛髪を弱くする作用をし、これに更にヘアドライ
ヤーの使用やブラツシングが行なわれると、物理
的に毛髪の毛髪が傷つき、毛髪自身が持つ保水性
も低下してしまう。
毛髪は、生理学的に死滅した組織であるので、
一度化学的に損傷した髪は復元することがなく、
その結果毛髪の毛先のパサツキが生ずるのであ
る。
従来から、このような毛先のパサツキ性を改善
する毛髪化粧料に関する研究がなされているが、
未だ満足のいく毛髪化粧料は得られていない。例
えば、特公昭40−6119号および特公昭45−19639
号公報に記載されている、ジまたはトリ長鎖アル
キル基を有する第４級アンモニウム塩を含有する
毛髪化粧料は、毛髪に柔軟性と平滑性を付与する
とともに、毛髪を櫛通りが良くしなやかなものと
し、かつ毛髪の帯電防止を達成するものである
が、毛先のパサツキ性については、未だ消費者の
要望を満足するには至つていない。
更に、特願昭52−47923号公報に記載されてい
る、ジオール誘導体とメチルポリシロキサンから
なる毛髪化粧料は、ブラツシング性に対しては優
れた効果を発揮するが、毛先のパサツキ性につい
ては効果は認められない。
更にまた、特開昭52−66638号公報に記載され
ている、ポリエチレングリコール、ポリオキシエ
チレンソルビタンモノラウレートおよびシリコン
オイルからなるヘアコンデイシヨニング組成物
は、毛髪に光沢およびしなやかさを付与する効果
はあるが、毛先のパサツキ性を改良する効果は認
められない。
本発明は、このような事情の下になされたもの
であつて、正常毛および損傷毛いずれの毛髪につ
いても、毛先のパサツキ性を改善する優れた効果
を発揮する毛髪化粧料を提供することを目的とす
る。
即ち、本発明の毛髪化粧料は、下記一般式
（）で表わされる第４級アンモニウム塩0.3〜
10.0重量％、ポリオキシエチレングリセリル脂肪
酸エステルまたはポリオキシエチレンソルビツト
脂肪酸エステルである多分子鎖状化合物0.1〜5.0
重量％、および下記一般式（）で表わされる１
−ヒドロキシ−２−ピリドン塩0.05〜3.0重量％
を含有することを特徴とする。
一般式（）
〔式中、R1またはR1，R2はC10〜24のアルキル
基、C10〜24のアルキル基、C10〜24のヒドロキシア
ルキル基、または一般式Ｒ（OCH2CH2）1〜10（Ｒ
はC10〜24のアルキル基またはヒドロキシアルキル
基）で表わされる原子団であり、R2，R3，R4ま
たはR3，R4はC1〜3のアルキル基、または
The present invention relates to a hair cosmetic that is applied to hair to improve the dryness of the tips of the hair. In recent years, as people's awareness of grooming has increased, women in particular have become more concerned about grooming their hair.As a result, hair perms, hair coloring, and the use of hair dryers have become more frequent, resulting in more severe hair damage than before. ing. Consumer surveys have also shown that the ends of the hair become dry and it is difficult to brush the hair smoothly. That is,
Hair perms and hair coloring process hair chemically, so they have the effect of breaking the molecular bonds in the hair and weakening it.Additionally, using a hair dryer or brushing can cause physical damage to the hair. This damages the hair and reduces the water retention capacity of the hair itself. Since hair is physiologically dead tissue,
Once chemically damaged hair cannot be restored,
As a result, the ends of the hair become dry. Research has been conducted on hair cosmetics that improve the dryness of hair ends.
A satisfactory hair cosmetic has not yet been obtained. For example, Special Publication No. 40-6119 and Special Publication No. 45-19639
The hair cosmetic containing a quaternary ammonium salt having a di- or tri-long chain alkyl group, which is described in the above publication, imparts flexibility and smoothness to the hair, and also makes the hair supple and easy to comb. However, it has not yet reached the point where it satisfies consumer demands regarding the dryness of the ends of the hair. Furthermore, the hair cosmetic made of a diol derivative and methylpolysiloxane described in Japanese Patent Application No. 52-47923 exhibits an excellent effect on brushing properties, but has no effect on the dryness of the ends of the hair. No effect was observed. Furthermore, a hair conditioning composition comprising polyethylene glycol, polyoxyethylene sorbitan monolaurate, and silicone oil described in JP-A No. 52-66638 has the effect of imparting shine and suppleness to hair. However, no effect on improving the dryness of the ends of the hair has been observed. The present invention has been made under these circumstances, and an object of the present invention is to provide a hair cosmetic that exhibits an excellent effect of improving the dryness of the ends of both normal and damaged hair. With the goal. That is, the hair cosmetic of the present invention contains a quaternary ammonium salt represented by the following general formula ().
10.0% by weight, polyoxyethylene glyceryl fatty acid ester or polyoxyethylene sorbitol fatty acid ester polymolecular chain compound 0.1-5.0
% by weight, and 1 expressed by the following general formula ()
-Hydroxy-2-pyridone salt 0.05-3.0% by weight
It is characterized by containing. General formula () [In the formula, R 1 or R 1 , R 2 is a C 10-24 alkyl group, a C 10-24 alkyl group, a C 10-24 hydroxyalkyl group, or the general formula R (OCH 2 CH 2 ) 1- 10 (R
is an atomic group represented by a C 10-24 alkyl group or a hydroxyalkyl group), and R 2 , R 3 , R 4 or R 3 , R 4 are a C 1-3 alkyl group, or
【式】（ｎは１〜５の整数、R5はＨ
またはCH3）で表わされる原子団であり、Ｘはハ
ロゲン原子またはC1〜2のアルキル硫酸基である。〕
一般式（）
〔式中、ＲはC1〜11のアルキル基又はC5〜8のシ
クロアルキル基であり、Ｘは有機塩基または無機
陽イオンである。〕
以下、本発明の毛髪化粧料について、更に詳細
に説明する。
本発明の第１の必須成分である、上記一般式
（）で表わされる第４級アンモニウム塩は、長
鎖モノアルキル第４級アンモニウム塩または長鎖
ジアルキル第４級アンモニウム塩である。この長
鎖アルキル基の炭素数は10〜24であり、好ましく
は12〜22である。この長鎖アルキル基の炭素数
は、本発明の毛髪化粧料の性能にとつて本質的に
重要な因子であり、即ち、炭素数が10未満の場合
には毛髪に柔軟性およびしなやかさを付与する効
果が低下し、炭素数が24を越えると毛髪がごわつ
き硬くなり、柔軟性を付与する効果が低下する。
これに対し、上述の範囲の炭素数では、毛髪化粧
料は、適度の疎水性を有するため毛髪に対する親
和が生じ、かつ適度の保水性をも有するため毛髪
に柔軟性およびしなやかさを付与する効果が発揮
される。また、このような第４級アンモニウム塩
の陰イオンを構成するＸがハロゲン原子または
C1〜2のアルキル硫酸基のときに、毛髪化粧料は適
度な疎水性及び保水性を有する。
第４級アンモニウム塩の配合量は、毛髪化粧料
全体の0.3〜10.0重量％、好ましくは1.0〜2.0重量
％である。0.3重量％未満では毛先のパサツキ性
を改良する効果および毛髪になめらかさを付与す
る効果ともに不十分であり、10.0重量％を越える
と毛髪にべたつきが生じ好ましくない。
本発明の毛髪化粧料の第２の必須成分である多
分子鎖状化合物はポリオキシエチレングリセリル
脂肪酸エステルまたはポリオキシエチレンソルビ
ツト脂肪酸エステルであり、またこれらの混合物
でもよい。上記化合物のうちで特に好ましい化合
物の具体例は、テトラオレイン酸ポリオキシエチ
レン（３モル）ソルビツト、およびポリオキシエ
チレン（20モル）グリセリルトリイソステアレー
トである。
多分子鎖状化合物の配合量は、毛髪化粧料全体
の0.1〜5.0重量％、好ましくは0.5〜3.0重量％で
ある。0.1重量％未満では毛先のパサツキ性を改
良する効果が不十分であり、一方、50重量％を越
えると毛髪にべたつきが生じ、好ましくない。
本発明の毛髪化粧料の第３の必須成分は、前述
の一般式（）で表わされる１−ヒドロキシ−２
−ピリドン塩である。その具体例としては、下記
の化合物の有機アミン塩をあげることができる。
１−ヒドロキシ−２−ピリドン、１−ヒドロキ
シ−４−メチル−２−ピリドン、１−ヒドロキシ
−６−メチル−２−ピリドン、１−ヒドロキシ−
４，６−ジメチル−２−ピリドン、１−ヒドロキ
シ−４−メチル−６−ヘプチル−２−ピリドン、
１−ヒドロキシ−４−メチル−６−（１−エチル
ペンチル）−２−ピリドン、１−ヒドロキシ−４
−メチル−６−（２，４，４−トリメチルペンチ
ル）−２−ピリドン、１−ヒドロキシ−４−メチ
ル−６−ウンデシル−２−ピリドン、１−ヒドロ
キシ−４−メチル−６−プロペニル−２−ピリド
ン、１−ヒドロキシ−４−メチル−６−オクテニ
ル−２−ピリドン、１−ヒドロキシ−４−メチル
−６−（２，２−ジブチル−ビニル）−２−ピリド
ン、１−ヒドロキシ−４−メチル−６−（シクロ
ヘキセニリデン−メチル）−２−ピリドン、１−
ヒドロキシ−４−メチル−６−シクロヘキシル−
２−ピリドン、１−ヒドロキシ−４−メチル−６
−（メチル−シクロヘキシル）−２−ピリドン、１
−ヒドロキシ−４−メチル−６−（２−ビシクロ
〔２，２，１〕ヘプチル）−２−ピリドン、１−ヒ
ドロキシ−４−メチル−６−〔２−（ジメチルシク
ロヘキシル）−プロピル〕−２−ピリドン、１−ヒ
ドロキシ−４−メチル−６−（４−メチル−フエ
ニル）−２−ピリドン、１−ヒドロキシ−４−メ
チル−６−（３−メチル−フエニル）−２−ピリド
ン、１−ヒドロキシ−４−メチル−６−（４−第
３ブチル−フエニル）−２−ピリドン、１−ヒド
ロキシ−４−メチル−６−（３−メチル−４−ク
ロル−フエニル）−２−ピリドン、１−ヒドロキ
シ−４−メチル−６−（３，５−ジクロル−フエ
ニル）−２−ピリドン、１−ヒドロキシ−４−メ
チル−６−（３−ブロム−４−クロル−フエニル）
−２−ピリドン、１−ヒドロキシ−４−メチル−
６−（４−メトキシスチリル）−２−ピリドン、１
−ヒドロキシ−４−メチル−６−〔１−（４−ニト
ロフエノキシ）−ブチル〕−２−ピリドン、１−ヒ
ドロキシ−４−メチル−６−（４−シアノフエノ
キシメチル）−２−ピリドン、１−ヒドロキシ−
４−メチル−６−（フエニルスルホニルメチル）−
２−ピリドン、１−ヒドロキシ−４−メチル−６
−〔１−（４−クロルフエニルスルホニル）−ブチ
ル〕−２−ピリドン、１−ヒドロキシ−４−メチ
ル−６−ベンジル−２−ピリドン、１−ヒドロキ
シ−４−メチル−６−（２，４−ジメチルベンジ
ル）−２−ピリドン、１−ヒドロキシ−４−メチ
ル−６−（第３ブチル−ベンジル）−２−ピリド
ン、１−ヒドロキシ−４−メチル−６−（２−ク
ロル−ベンジル）−２−ピリドン、１−ヒドロキ
シ−４−メチル−６−（４−クロルベンジル）−２
−ピリドン、１−ヒドロキシ−４−メチル−６−
（２，５−ジクロル−ベンジル）−２−ピリドン、
１−ヒドロキシ−４−メチル−６−（４−ブロム
−ベンジル）−２−ピリドン、１−ヒドロキシ−
４−メチル−６−（フエノキシメチル）−２−ピリ
ドン、１−ヒドロキシ−４−メチル−６−（３−
メチルフエノキシ−メチル）−２−ピリドン、１
−ヒドロキシ−４−メチル−６−（４−第２ブチ
ルフエノキシ−メチル）−２−ピリドン、１−ヒ
ドロキシ−４−メチル−６−（２，４，５−トリ
クロルフエノキシ−メチル）−２−ピリドン、１
−ヒドロキシ−４−メチル−６−（４−ブロムフ
エノキシ−メチル）−２−ピリドン、１−ヒドロ
キシ−４−メチル−６−（４−クロルフエニルメ
ルカプト−メチル）−２−ピリドン、１−ヒドロ
キシ−４−メチル−６−（４−メチルフエニルメ
ルカプト−メチル）−２−ピリドン、１−ヒドロ
キシ−４−メチル−６−（２−ナフテル）−２−ピ
リドン、１−ヒドロキシ−４−メチル−６−ベン
ズヒドリル−２−ピリドン、１−ヒドロキシ−４
−メチル−６−フリル−２−ピリドン、１−ヒド
ロキシ−４−メチル−６−（フリルビニル）−２−
ピリドン、１−ヒドロキシ−４−メチル−６−ス
チリル−２−ピリドン、１−ヒドロキシ−４−メ
チル−６−（フエニルブタジエニル）−２−ピリド
ン、１−ヒドロキシ−４−フエニル−６−メチル
−２−ピリドン、１−ヒドロキシ−４，６−ジフ
エニル−２−ピリドン、
上記化合物は、塩の形で用いられ、塩としては
有機アミン塩が使用される。具体的には、エタノ
ールアミン、ジエタノールアミン、Ｎ−エチルエ
タノールアミン、Ｎ−メチル−ジエタノールアミ
ン、トリエタノールアミン、ジエチルアミノ−エ
タノール、２−アミノ−２−メチル−ｎ−プロパ
ノール、ジメチルアミノプロパノール、２−アミ
ノ−２−メチル−プロパンジオール、トリ−イリ
プロパノールアミン、エチレンジアミン、ヘキサ
メチレンジアミン、モルホリン、ピペリジン、シ
クロヘキシルアミン、トリブチルアミン、ドデシ
ルアミン、Ｎ，Ｎ−ジメチル−ドデシルアミン、
ステアリルアミン、オレイルアミン、ベンジルア
ミン、ジベンジルアミン、Ｎ−エチルベンジルア
ミン、ジメチルステアリルアミン、Ｎ−メチル−
モルホリン、Ｎ−メチルピペラジン、４−メチル
シクロヘキシルアミン、Ｎ−ヒドロキシエチル−
モルホリンがあげられる。
以上あげた１−ヒドロキシ−２−ピロリドン塩
の配合量は、毛髪化粧料全体の0.05〜3.0重量％、
好ましくは0.1〜2.0重量％である。0.05重量％未
満では毛先のパサツキ性を改良する効果が不十分
であり、一方、3.0重量を越えると毛髪にべたつ
きが生じ、好ましくない。
本発明の毛髪化粧料中には、他の任意成分を、
本発明の効果に影響のない範囲で配合することが
可能である。そのような任意成分として以下の物
質がある。
流動パラフイン、ワセリン、固形パラフイン、
スクワランおよびオレフインオリゴマー等の炭化
水素；イソプロピルミリステート、イソプロピル
パルミテート、ステアリルステアレート、ミリス
チン酸オクチルドデシル、オレイン酸オクチルド
デシルおよび２−エチルヘキサン酸トリグリセラ
イド等のエステル；セタノール、ステアリルアル
コール、ベヘニルアルコールおよびヘキシルデカ
ノール等の高級アルコール；グリセリルモノステ
アレート、ソルビタンモノパルミテート、ポリオ
キシエチレンセチルエーテル、ポリオキシエチレ
ンステアリン酸エステルおよびポリオキシエチレ
ンソルビタンモノラウレート等の乳化剤；メチル
セルロース、ヒドロキシエチルセルロース、ヒド
ロキシプロピルセルロースおよびカチオン化セル
ロース等のセルロース誘導体；天然高分子類等の
増粘剤；エチレングリコール、プロピレングリコ
ール、１，３−ブチレングリコール、グリセリン
およびソルビトール等の保湿剤；およびその他溶
剤、殺菌剤、香料等の少量成分である。
本発明の毛髪化粧料は、ヘアーリンス剤、スプ
レー型又はデイスペンサー型のヘアコンデイシヨ
ナー、ヘアーローシヨン等の各種用途に利用する
ことができる。
次に、本発明の実施例と比較例を示し、本発明
の効果をより具体的に説明する。なお、各例の説
明に先立つて、試験法について説明する。
Γ 損傷毛の調整
未損傷毛を６％H2O2水溶液で１時間（25℃）
漂白処理を行ない、それを20cm、5grの毛束とし
て、損傷毛とした。
Γ 評価方法
毛髪化粧料をシヤンプー後の5gr、20cmの毛束
（損傷毛）に1gr塗布し、３分放置後、軽くすす
ぎ、１日（24時間）風乾燥、毛髪の“毛先のパサ
ツキ”について下記基準で評価した。
評価基準◎：市販品※に比べ、格段優れた効果が
ある。
〇： 〃 かなり優れた効
果がある。
△： 〃 やや良い効果が
ある。
×： 〃 同等の効果しか
ない。
※ 市販品の組成
ジステアリルジメチルアンモニウムクロライド
1.0％（重量）
流動パラフイン（70秒） 15.0％
ステアリン酸 3.0％
ミリスチン酸イソプロピル 1.0％
水 バランス
試験例
表１に示す配合組成の８種の毛髪化粧料を調整
し、それらについて毛先のパサツキ性を評価し
た。その結果を同表に示す。なお、表中の数字は
重量％である。
表１から明らかなように、本発明の範囲内の第
４級アンモニウム塩、多分子鎖状化合物および１
−ヒドロキシ−２−ピリドン塩を所定量含有する
毛髪化粧料（実施例１，２）は、いずれも優れた
毛先のパサツキ性改良効果を有している。It is an atomic group represented by the formula: (n is an integer of 1 to 5, R 5 is H or CH 3 ), and X is a halogen atom or a C 1-2 alkyl sulfate group. ] General formula () [Wherein, R is a C1-11 alkyl group or a C5-8 cycloalkyl group, and X is an organic base or an inorganic cation. ] Hereinafter, the hair cosmetic of the present invention will be explained in more detail. The quaternary ammonium salt represented by the above general formula (), which is the first essential component of the present invention, is a long-chain monoalkyl quaternary ammonium salt or a long-chain dialkyl quaternary ammonium salt. The long chain alkyl group has 10 to 24 carbon atoms, preferably 12 to 22 carbon atoms. The number of carbon atoms in this long-chain alkyl group is an essentially important factor for the performance of the hair cosmetic of the present invention, that is, when the number of carbon atoms is less than 10, it imparts flexibility and suppleness to the hair. When the number of carbon atoms exceeds 24, the hair becomes stiff and hard, and the effect of imparting flexibility is reduced.
On the other hand, when the number of carbon atoms is within the above range, the hair cosmetic has an appropriate amount of hydrophobicity, which creates an affinity for the hair, and also has an appropriate amount of water retention, which gives the hair flexibility and suppleness. is demonstrated. Further, X constituting the anion of such a quaternary ammonium salt is a halogen atom or
When it is a C1-2 alkyl sulfate group, the hair cosmetic has appropriate hydrophobicity and water retention. The content of the quaternary ammonium salt is 0.3 to 10.0% by weight, preferably 1.0 to 2.0% by weight of the entire hair cosmetic. If it is less than 0.3% by weight, the effect of improving the dryness of the hair ends and the effect of imparting smoothness to the hair will be insufficient, and if it exceeds 10.0% by weight, the hair will become sticky, which is undesirable. The polymolecular chain compound which is the second essential component of the hair cosmetic of the present invention is polyoxyethylene glyceryl fatty acid ester or polyoxyethylene sorbitol fatty acid ester, or may be a mixture thereof. Specific examples of particularly preferred compounds among the above compounds are polyoxyethylene tetraoleate (3 moles) sorbitol and polyoxyethylene (20 moles) glyceryl triisostearate. The blending amount of the polymolecular chain compound is 0.1 to 5.0% by weight, preferably 0.5 to 3.0% by weight of the entire hair cosmetic. If it is less than 0.1% by weight, the effect of improving the dryness of the hair ends will be insufficient, while if it exceeds 50% by weight, the hair will become sticky, which is not preferable. The third essential component of the hair cosmetic of the present invention is 1-hydroxy-2 represented by the above-mentioned general formula ().
- It is a pyridone salt. Specific examples thereof include organic amine salts of the following compounds. 1-hydroxy-2-pyridone, 1-hydroxy-4-methyl-2-pyridone, 1-hydroxy-6-methyl-2-pyridone, 1-hydroxy-
4,6-dimethyl-2-pyridone, 1-hydroxy-4-methyl-6-heptyl-2-pyridone,
1-hydroxy-4-methyl-6-(1-ethylpentyl)-2-pyridone, 1-hydroxy-4
-Methyl-6-(2,4,4-trimethylpentyl)-2-pyridone, 1-hydroxy-4-methyl-6-undecyl-2-pyridone, 1-hydroxy-4-methyl-6-propenyl-2- Pyridone, 1-hydroxy-4-methyl-6-octenyl-2-pyridone, 1-hydroxy-4-methyl-6-(2,2-dibutyl-vinyl)-2-pyridone, 1-hydroxy-4-methyl- 6-(Cyclohexenylidene-methyl)-2-pyridone, 1-
Hydroxy-4-methyl-6-cyclohexyl-
2-pyridone, 1-hydroxy-4-methyl-6
-(methyl-cyclohexyl)-2-pyridone, 1
-Hydroxy-4-methyl-6-(2-bicyclo[2,2,1]heptyl)-2-pyridone, 1-hydroxy-4-methyl-6-[2-(dimethylcyclohexyl)-propyl]-2- Pyridone, 1-hydroxy-4-methyl-6-(4-methyl-phenyl)-2-pyridone, 1-hydroxy-4-methyl-6-(3-methyl-phenyl)-2-pyridone, 1-hydroxy- 4-Methyl-6-(4-tert-butyl-phenyl)-2-pyridone, 1-hydroxy-4-methyl-6-(3-methyl-4-chloro-phenyl)-2-pyridone, 1-hydroxy- 4-Methyl-6-(3,5-dichloro-phenyl)-2-pyridone, 1-hydroxy-4-methyl-6-(3-bromo-4-chloro-phenyl)
-2-pyridone, 1-hydroxy-4-methyl-
6-(4-methoxystyryl)-2-pyridone, 1
-Hydroxy-4-methyl-6-[1-(4-nitrophenoxy)-butyl]-2-pyridone, 1-hydroxy-4-methyl-6-(4-cyanophenoxymethyl)-2-pyridone, 1 -Hydroxy-
4-Methyl-6-(phenylsulfonylmethyl)-
2-pyridone, 1-hydroxy-4-methyl-6
-[1-(4-chlorophenylsulfonyl)-butyl]-2-pyridone, 1-hydroxy-4-methyl-6-benzyl-2-pyridone, 1-hydroxy-4-methyl-6-(2,4 -dimethylbenzyl)-2-pyridone, 1-hydroxy-4-methyl-6-(tert-butyl-benzyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2-chloro-benzyl)-2 -pyridone, 1-hydroxy-4-methyl-6-(4-chlorobenzyl)-2
-pyridone, 1-hydroxy-4-methyl-6-
(2,5-dichloro-benzyl)-2-pyridone,
1-Hydroxy-4-methyl-6-(4-bromo-benzyl)-2-pyridone, 1-hydroxy-
4-Methyl-6-(phenoxymethyl)-2-pyridone, 1-hydroxy-4-methyl-6-(3-
Methylphenoxy-methyl)-2-pyridone, 1
-Hydroxy-4-methyl-6-(4-sec-butylphenoxy-methyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2,4,5-trichlorophenoxy-methyl)-2- Pyridone, 1
-Hydroxy-4-methyl-6-(4-bromphenoxy-methyl)-2-pyridone, 1-hydroxy-4-methyl-6-(4-chlorophenylmercapto-methyl)-2-pyridone, 1-hydroxy- 4-Methyl-6-(4-methylphenylmercapto-methyl)-2-pyridone, 1-hydroxy-4-methyl-6-(2-naphther)-2-pyridone, 1-hydroxy-4-methyl-6 -benzhydryl-2-pyridone, 1-hydroxy-4
-Methyl-6-furyl-2-pyridone, 1-hydroxy-4-methyl-6-(furylvinyl)-2-
Pyridone, 1-hydroxy-4-methyl-6-styryl-2-pyridone, 1-hydroxy-4-methyl-6-(phenylbutadienyl)-2-pyridone, 1-hydroxy-4-phenyl-6- Methyl-2-pyridone, 1-hydroxy-4,6-diphenyl-2-pyridone The above compounds are used in the form of salts, and organic amine salts are used as the salts. Specifically, ethanolamine, diethanolamine, N-ethylethanolamine, N-methyl-diethanolamine, triethanolamine, diethylamino-ethanol, 2-amino-2-methyl-n-propanol, dimethylaminopropanol, 2-amino- 2-methyl-propanediol, tri-ylipropanolamine, ethylenediamine, hexamethylenediamine, morpholine, piperidine, cyclohexylamine, tributylamine, dodecylamine, N,N-dimethyl-dodecylamine,
Stearylamine, oleylamine, benzylamine, dibenzylamine, N-ethylbenzylamine, dimethylstearylamine, N-methyl-
Morpholine, N-methylpiperazine, 4-methylcyclohexylamine, N-hydroxyethyl-
Morpholine can be given. The amount of 1-hydroxy-2-pyrrolidone salt listed above is 0.05 to 3.0% by weight of the entire hair cosmetic.
Preferably it is 0.1 to 2.0% by weight. If it is less than 0.05% by weight, the effect of improving the dryness of the ends of the hair will be insufficient, while if it exceeds 3.0% by weight, the hair will become sticky, which is not preferable. The hair cosmetic of the present invention contains other optional ingredients,
It is possible to mix them within a range that does not affect the effects of the present invention. Such optional ingredients include the following substances. liquid paraffin, vaseline, solid paraffin,
Hydrocarbons such as squalane and olefin oligomers; esters such as isopropyl myristate, isopropyl palmitate, stearyl stearate, octyldodecyl myristate, octyldodecyl oleate and 2-ethylhexanoic acid triglyceride; cetanol, stearyl alcohol, behenyl alcohol and hexyldecanol, etc. higher alcohols; emulsifiers such as glyceryl monostearate, sorbitan monopalmitate, polyoxyethylene cetyl ether, polyoxyethylene stearate and polyoxyethylene sorbitan monolaurate; methylcellulose, hydroxyethylcellulose, hydroxypropylcellulose and cationized cellulose cellulose derivatives such as; thickeners such as natural polymers; humectants such as ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin and sorbitol; and other small amounts of ingredients such as solvents, disinfectants, and fragrances. . The hair cosmetic composition of the present invention can be used in various applications such as a hair rinse, a spray-type or dispenser-type hair conditioner, and a hair lotion. Next, Examples and Comparative Examples of the present invention will be shown to explain the effects of the present invention more specifically. Before explaining each example, the test method will be explained. Γ Adjustment of damaged hair Undamaged hair was treated with 6% H 2 O 2 aqueous solution for 1 hour (25℃)
The damaged hair was bleached and made into 20cm, 5gr hair bundles. Γ Evaluation method Apply 5gr of hair cosmetics after shampooing and 1gr to a 20cm hair bundle (damaged hair), leave for 3 minutes, rinse lightly, air dry for 1 day (24 hours), and check for “dryness at the ends” of the hair. was evaluated using the following criteria. Evaluation criteria ◎: Significantly superior effects compared to commercially available products*. 〇: 〃 It has a very good effect. △: 〃 Somewhat good effect. ×: 〃 It has only the same effect. * Composition of commercial product Distearyldimethylammonium chloride
1.0% (weight) Liquid paraffin (70 seconds) 15.0% Stearic acid 3.0% Isopropyl myristate 1.0% Water Balance test example Eight types of hair cosmetics with the composition shown in Table 1 were prepared, and the dryness of the hair ends was evaluated. was evaluated. The results are shown in the same table. In addition, the numbers in the table are weight %. As is clear from Table 1, quaternary ammonium salts, polymolecular chain compounds and
Both of the hair cosmetics (Examples 1 and 2) containing a predetermined amount of -hydroxy-2-pyridone salt have an excellent effect of improving the dryness of hair ends.
【表】【table】
【表】
処方例 １
表２に示す配合組成のヘアローシヨンを調整
し、その性能を試験したところ、優れた毛先のパ
サツキ性改良効果を示した。[Table] Formulation Example 1 A hair lotion having the composition shown in Table 2 was prepared and its performance was tested, and it showed an excellent effect on improving the dryness of the hair ends.
【表】【table】
【表】
処方例 ２
表３に示す配合組成のヘアブラツシング剤を調
製し、その性能を試験したところ、優れた毛先の
パサツキ性改良効果を示した。[Table] Formulation Example 2 A hair brushing agent having the composition shown in Table 3 was prepared and its performance was tested, and it showed an excellent effect on improving the dryness of the hair ends.
【表】【table】
【表】
処方例 ３
表４に示す配合組成のヘアクリームを調製し、
その性能を評価したところ、優れた毛先のパサツ
キ性改良効果を示した。[Table] Formulation example 3 A hair cream having the composition shown in Table 4 was prepared,
When its performance was evaluated, it showed an excellent effect on improving the dryness of the ends of the hair.
【表】
処方例 ４
表５に示す配合組成のヘアリンスを調製し、そ
の性能を評価したところ、優れた毛先のパサツキ
性改良効果を示した。[Table] Formulation Example 4 A hair rinse with the composition shown in Table 5 was prepared and its performance was evaluated, and it showed an excellent effect on improving the dryness of the hair ends.
【表】【table】
Claims (1)
ニウム塩0.3〜10.0重量％、ポリオキシエチレン
グリセリル脂肪酸エステルまたはポリオキシエチ
レンソルビツト脂肪酸エステルである多分子鎖状
化合物0.1〜5.0重量％、および下記一般式（）
で表わされる１−ヒドロキシ−２−ピリドン塩
0.05〜3.0重量％を含有することを特徴とする毛
髪化粧料。 一般式（） 〔式中、R1またはR1，R2はC10〜24のアルキル
基、C10〜24のヒドロキシアルキル基、または一般
式Ｒ（OCH2CH2）1〜10（ＲはC10〜24のアルキル基ま
たはヒドロキシアル基）で表わされる原子団であ
りR2，R3，R4またはR3，R4はC1〜3のアルキル
基、または【式】（ｎは１〜５の整 数、R5はＨまたはCH3）で表わされる原子団で
あり、Ｘはハロゲン原子またはC1〜2のアルキル硫
酸基である〕 一般式（） 〔式中、ＲはC1〜11のアルキル基又はC5〜8のシ
クロアルキル基であり、Ｘは有機塩基又は無機陽
イオンである。〕[Scope of Claims] 1 0.3 to 10.0% by weight of a quaternary ammonium salt represented by the following general formula (), 0.1 to 5.0% of a polymolecular chain compound that is a polyoxyethylene glyceryl fatty acid ester or a polyoxyethylene sorbitol fatty acid ester Weight%, and the following general formula ()
1-hydroxy-2-pyridone salt represented by
A hair cosmetic containing 0.05 to 3.0% by weight. General formula () [In the formula, R 1 or R 1 , R 2 is a C 10-24 alkyl group, a C 10-24 hydroxyalkyl group, or the general formula R (OCH 2 CH 2 ) 1-10 (R is a C 10-24 R 2 , R 3 , R 4 or R 3 , R 4 are C 1-3 alkyl groups, or [Formula] (n is an integer of 1-5). , R 5 is an atomic group represented by H or CH 3 ), and X is a halogen atom or a C 1-2 alkyl sulfate group] General formula () [In the formula, R is a C1-11 alkyl group or a C5-8 cycloalkyl group, and X is an organic base or an inorganic cation. ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13100081A JPS5832814A (en) | 1981-08-21 | 1981-08-21 | Hair cosmetic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13100081A JPS5832814A (en) | 1981-08-21 | 1981-08-21 | Hair cosmetic |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5832814A JPS5832814A (en) | 1983-02-25 |
| JPS632404B2 true JPS632404B2 (en) | 1988-01-19 |
Family
ID=15047596
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13100081A Granted JPS5832814A (en) | 1981-08-21 | 1981-08-21 | Hair cosmetic |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5832814A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4590069A (en) * | 1982-06-01 | 1986-05-20 | Charles Of The Ritz Group Ltd. | Novel substantive moisturizing derivatives of 2-pyrrolidone-5-carboxylic acid and compositions containing same |
| JP2760024B2 (en) * | 1989-03-24 | 1998-05-28 | 富士通株式会社 | Inter-station program download method |
| JP2009530301A (en) | 2006-03-17 | 2009-08-27 | クローダ，インコーポレイティド | Amine / amide functionalized lipophilic material |
| BR112016008752B1 (en) * | 2013-12-10 | 2020-10-13 | L'oreal | cosmetic composition comprising cationic surfactant (s), anti-dandruff agent (s), liquid non-siliceous grease substance (s) and non-polymeric thickening agent (s) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4950142A (en) * | 1972-07-11 | 1974-05-15 | ||
| JPS53139735A (en) * | 1977-05-12 | 1978-12-06 | Dai Ichi Kogyo Seiyaku Co Ltd | Novel rinse for hair |
-
1981
- 1981-08-21 JP JP13100081A patent/JPS5832814A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4950142A (en) * | 1972-07-11 | 1974-05-15 | ||
| JPS53139735A (en) * | 1977-05-12 | 1978-12-06 | Dai Ichi Kogyo Seiyaku Co Ltd | Novel rinse for hair |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5832814A (en) | 1983-02-25 |
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