JPH03184908A - Shampoo composition - Google Patents
Shampoo compositionInfo
- Publication number
- JPH03184908A JPH03184908A JP32286989A JP32286989A JPH03184908A JP H03184908 A JPH03184908 A JP H03184908A JP 32286989 A JP32286989 A JP 32286989A JP 32286989 A JP32286989 A JP 32286989A JP H03184908 A JPH03184908 A JP H03184908A
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- group
- alkyl
- methyl
- hydroxy
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 30
- 239000002453 shampoo Substances 0.000 title claims description 30
- -1 nitrogen-containing cationic compound Chemical class 0.000 claims abstract description 41
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 33
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 14
- 125000003118 aryl group Chemical group 0.000 claims abstract description 13
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 10
- 239000002253 acid Substances 0.000 claims abstract description 8
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 6
- 229910001413 alkali metal ion Inorganic materials 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 150000007530 organic bases Chemical group 0.000 claims abstract description 4
- 239000012188 paraffin wax Substances 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 82
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- 150000001768 cations Chemical class 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 150000001602 bicycloalkyls Chemical group 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 3
- 125000002541 furyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 2
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 13
- 239000003921 oil Substances 0.000 abstract description 13
- 239000004615 ingredient Substances 0.000 abstract description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract description 8
- 208000003251 Pruritus Diseases 0.000 abstract description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract description 5
- 239000004359 castor oil Substances 0.000 abstract description 4
- 235000019438 castor oil Nutrition 0.000 abstract description 4
- 150000001767 cationic compounds Chemical class 0.000 abstract description 4
- 239000003093 cationic surfactant Substances 0.000 abstract description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract description 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 3
- 229910021645 metal ion Inorganic materials 0.000 abstract description 2
- 229920002545 silicone oil Polymers 0.000 abstract description 2
- JQBCKRZQAMELAD-UHFFFAOYSA-N 1-hydroxypyrrolidin-2-one Chemical compound ON1CCCC1=O JQBCKRZQAMELAD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000008052 alkyl sulfonates Chemical class 0.000 abstract 1
- 230000003405 preventing effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 16
- 235000019198 oils Nutrition 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 9
- 210000004761 scalp Anatomy 0.000 description 9
- 229920003169 water-soluble polymer Polymers 0.000 description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 150000001342 alkaline earth metals Chemical class 0.000 description 5
- 150000003863 ammonium salts Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- 239000003899 bactericide agent Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 235000001014 amino acid Nutrition 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 3
- 229940081510 piroctone olamine Drugs 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 159000000001 potassium salts Chemical class 0.000 description 3
- 230000002265 prevention Effects 0.000 description 3
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- 208000001840 Dandruff Diseases 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 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
- 229920002472 Starch Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 229920003086 cellulose ether Polymers 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000010696 ester oil Substances 0.000 description 2
- 150000002169 ethanolamines Chemical class 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000007803 itching Effects 0.000 description 2
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 229950004864 olamine Drugs 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- OIQJEQLSYJSNDS-UHFFFAOYSA-N piroctone Chemical compound CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O OIQJEQLSYJSNDS-UHFFFAOYSA-N 0.000 description 2
- 239000000419 plant extract Substances 0.000 description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 159000000000 sodium 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
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- AVBJHQDHVYGQLS-AWEZNQCLSA-N (2s)-2-(dodecanoylamino)pentanedioic acid Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O AVBJHQDHVYGQLS-AWEZNQCLSA-N 0.000 description 1
- MTJZWYHTZFVEGI-INIZCTEOSA-N (2s)-2-(tetradecanoylamino)pentanedioic acid Chemical compound CCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O MTJZWYHTZFVEGI-INIZCTEOSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- YNDGLMYLSGEDHX-UHFFFAOYSA-N 1,2,4,3-trioxathiane 3,3-dioxide Chemical compound O=S1(=O)OCCOO1 YNDGLMYLSGEDHX-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
- 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
- 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
- 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
- CROKGKMYGXHLHB-UHFFFAOYSA-N 1-hydroxy-4-methyl-6-naphthalen-2-ylpyridin-2-one Chemical compound ON1C(=O)C=C(C)C=C1C1=CC=C(C=CC=C2)C2=C1 CROKGKMYGXHLHB-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
- SNUSZUYTMHKCPM-UHFFFAOYSA-N 1-hydroxypyridin-2-one Chemical compound ON1C=CC=CC1=O SNUSZUYTMHKCPM-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
- ZELIFUTVXXSJMW-UHFFFAOYSA-N 2-[dodecanoyl(ethyl)amino]acetic acid Chemical compound CCCCCCCCCCCC(=O)N(CC)CC(O)=O ZELIFUTVXXSJMW-UHFFFAOYSA-N 0.000 description 1
- NJZWFXBGOLZOMZ-UHFFFAOYSA-N 2-[dodecanoyl(propan-2-yl)amino]acetic acid Chemical compound CCCCCCCCCCCC(=O)N(C(C)C)CC(O)=O NJZWFXBGOLZOMZ-UHFFFAOYSA-N 0.000 description 1
- NGOZDSMNMIRDFP-UHFFFAOYSA-N 2-[methyl(tetradecanoyl)amino]acetic acid Chemical compound CCCCCCCCCCCCCC(=O)N(C)CC(O)=O NGOZDSMNMIRDFP-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
- OMENDIULIHMDHU-UHFFFAOYSA-N 3-(tetradecanoylamino)propanoic acid Chemical compound CCCCCCCCCCCCCC(=O)NCCC(O)=O OMENDIULIHMDHU-UHFFFAOYSA-N 0.000 description 1
- FSZIIWCWKBJAIP-UHFFFAOYSA-N 3-[dodecanoyl(ethyl)amino]propanoic acid Chemical compound CCCCCCCCCCCC(=O)N(CC)CCC(O)=O FSZIIWCWKBJAIP-UHFFFAOYSA-N 0.000 description 1
- UNWFFCPRJXMCNV-UHFFFAOYSA-N 3-[dodecanoyl(methyl)amino]propanoic acid Chemical compound CCCCCCCCCCCC(=O)N(C)CCC(O)=O UNWFFCPRJXMCNV-UHFFFAOYSA-N 0.000 description 1
- KSMVBYPXNKCPAJ-UHFFFAOYSA-N 4-Methylcyclohexylamine Chemical compound CC1CCC(N)CC1 KSMVBYPXNKCPAJ-UHFFFAOYSA-N 0.000 description 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 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
- 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
- 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
- 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
- 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 241000238557 Decapoda Species 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
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 1
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 1
- 241000772415 Neovison vison Species 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 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
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 description 1
- 229940000635 beta-alanine Drugs 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 description 1
- SCKYRAXSEDYPSA-UHFFFAOYSA-N ciclopirox Chemical compound ON1C(=O)C=C(C)C=C1C1CCCCC1 SCKYRAXSEDYPSA-UHFFFAOYSA-N 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 description 1
- 229950010007 dimantine Drugs 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 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
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- DAKCLAHYTLLJRV-UHFFFAOYSA-N hexadecan-7-yl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OC(CCCCCC)CCCCCCCCC DAKCLAHYTLLJRV-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- 229940093629 isopropyl isostearate Drugs 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003607 modifier 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
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 229950001046 piroctone Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 229910000338 selenium disulfide Inorganic materials 0.000 description 1
- JNMWHTHYDQTDQZ-UHFFFAOYSA-N selenium sulfide Chemical compound S=[Se]=S JNMWHTHYDQTDQZ-UHFFFAOYSA-N 0.000 description 1
- 229960005265 selenium sulfide Drugs 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、優れたカニご防上効果を有すると共に、低温
での配合安定性の良好なシャンプー組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a shampoo composition that has an excellent anti-crab effect and has good formulation stability at low temperatures.
近年、シャンプーに求められる機能は多種多様となり、
頭髪を′清潔に洗い」二げるだ6ノでなく、頭皮のカニ
砧を抑えることも重要な機能の一つとして求められてい
る。この頭皮のカニSの発生原因としては、頭皮常在微
生物や各種刺激物質、例えば光、空気酸化にまり生成さ
れた脂肪酸や過酸化物質等の刺激物質、シャンプーに含
まれる界面活性剤やヘアメイクの際に頭髪、頭皮に残留
する物質、及び生活環境から生ずる種々の刺激物質が関
与していると考えられている。In recent years, the functions required of shampoos have become diverse.
In addition to 'washing the hair cleanly', one of its important functions is to suppress the appearance of dandruff on the scalp. The causes of Crab S on the scalp include microorganisms resident on the scalp, various irritants such as fatty acids and peroxides produced by exposure to light and air oxidation, surfactants contained in shampoo and hair makeup. It is believed that substances remaining in the hair and scalp, as well as various irritating substances generated from the living environment, are involved.
従って、頭皮のカニくを防止するためには、洗髪を十分
に行ない、刺激物質をよくとり除くことが必要であり、
更には使用するシャンプー等は低刺激であることも必要
である。Therefore, in order to prevent scalp irritation, it is necessary to wash your hair thoroughly and remove irritating substances.
Furthermore, the shampoo and the like used must be mildly irritating.
一方、カニ5を防止するため、従来よりシャンプー組成
物中に種々の殺菌剤、抗酸化剤を配合することが行なわ
れている。この殺菌剤、抗酸化剤としては一般にピロク
トンオラミン、ジンクビリデオン、イオウ、二硫化セレ
ン等が知られており、これらの中でも特にビロクトンオ
ラくンは優れた殺菌剤、抗菌剤で、シャンプー中に配合
して抗フケ剤として用いられている(特開昭58−19
8412号公報)。On the other hand, in order to prevent crabs 5, various bactericidal agents and antioxidants have been conventionally incorporated into shampoo compositions. Piroctone olamine, zinc virideon, sulfur, selenium disulfide, etc. are generally known as this bactericidal and antioxidant agent. Among these, viroctone olamine is an excellent bactericidal and antibacterial agent, and is often used in shampoos. It is used as an anti-dandruff agent.
Publication No. 8412).
しかしながら、ピロクトンオラごンをシャンプーに配合
した場合、シャンプーはすすぎが必要であるため、洗髪
後ピロクトンオラミンが頭皮及び毛髪に残存しにくく、
このためカユミ防止効果については未だ満足されるもの
ではないという問題があった。However, when piroctone olamine is added to shampoo, it is difficult for piroctone olamine to remain on the scalp and hair after shampooing because the shampoo requires rinsing.
For this reason, there is a problem in that the anti-itch effect is still unsatisfactory.
この場合、リンスやコンディショナーのような組成物に
ビロクトンオラ5ンを配合すると、すすぎ過程があるも
ののピロクトンオラξンをよく頭皮や毛髪に残存させる
ことが可能である。これは、リンスやコンディショナー
中のカチオン性化合物やエステル油等の油分の頭皮及び
毛髪への吸着性が、シャンプー中のアニオン界面活性剤
等の吸着性よりも高いことに依存すると推測される。In this case, if viroctone ola 5 is blended into a composition such as a rinse or conditioner, piroctone ola 5 can be left well on the scalp and hair even though there is a rinsing process. This is presumed to be due to the fact that the adsorption of oils such as cationic compounds and ester oils in rinses and conditioners to the scalp and hair is higher than that of anionic surfactants and the like in shampoos.
しかし、ビロクトンオラミンの頭皮、毛髪への残存性を
高めるべく、これらリンス成分であるカチオン性化合物
や油分を単にシャンプー組成物に配合しても、安定配合
が達成されず、特に低温において分離が起きるなど、外
観の著しい変化が生じるため、低温での安定配合が難し
く、十分なシャンプー性能を得ることができないという
問題がある。However, even if these cationic compounds and oils, which are rinse ingredients, are simply added to shampoo compositions in order to increase the persistence of viroctone olamine in the scalp and hair, a stable formulation cannot be achieved, and the product separates, especially at low temperatures. This causes a significant change in appearance, such as the occurrence of oxidation, making it difficult to formulate stably at low temperatures, resulting in a problem in that sufficient shampoo performance cannot be obtained.
本発明は上記事情に鑑みなされたもので、優れたカユミ
防止効果を有すると共に、低温での安定性が良好なシャ
ンプー組成物を提供することを目的とする。The present invention was made in view of the above circumstances, and an object of the present invention is to provide a shampoo composition that has an excellent anti-itch effect and has good stability at low temperatures.
〔課題を解決するための手段及び作用〕本発明者は上記
目的を達成するため鋭意検討を重ねた結果、下記一般式
(1)で表わされる1ヒドロキシ−2−ピリドン系化合
物、アニオン界面活性剤、第4級窒素含有カチオン性化
合物及び水難溶性油分を併用することにより、これらの
相乗作用でカニ5防止効果が著しく改善されると共に、
−5℃程度の低温でも分離が生じず、低温安定性が良好
なシャンプー組成物を得ることができることを見い出し
、本発明をなすに至ったものである。[Means and effects for solving the problem] As a result of extensive studies to achieve the above object, the present inventors have developed a 1-hydroxy-2-pyridone compound represented by the following general formula (1), an anionic surfactant. By using a quaternary nitrogen-containing cationic compound and a poorly water-soluble oil in combination, the synergistic effect of these will significantly improve the anti-crab 5 effect, and
The inventors have discovered that it is possible to obtain a shampoo composition that does not cause separation even at low temperatures of about -5°C and has good low-temperature stability, leading to the present invention.
〔式中、R1は1〜17個の炭素原子を有するアルキル
基、2〜17個の炭素原子を有するアルケニル基、5〜
8個の炭素原子を有するシクロアルキル基、7〜9個の
炭素原子を有するビシクロアルキル基、シクロアルキル
基が5〜8個の炭素原子を有しかつアルキル基が1〜4
個の炭素原子を有するシクロアルキル−アルキル基(但
しシクロアルキル基はその水素原子の1部が1〜4個の
炭素原子を有するアルキル基によって置換されていても
よい)、6〜14個の炭素原子を有するアリール基、ア
リール基が6〜14個の炭素原子を有しかつアルキル基
が1〜4個の炭素原子を有するアラルキル基、アリール
基が6〜14個の炭素原子を有しかつアルケニル基が2
〜4個の炭素原子を有するアリールアルケニル基、アリ
ール基が6〜14個の炭素原子を有しかつアルキル基が
それぞれ1〜4個の炭素原子を有するアリールオキシア
ルキルもしくはアリールメルカプトアルキル基、ベンズ
ヒドリル基、アルキル基が1〜4個の炭素原子を有する
フェニルスルホニルアルキル基、フリル基、又はアルケ
ニル基が2〜4個の炭素原子を有するフリルアルケニル
基を表わす。但し、上述のアリール基はその水素原子の
1部が1〜4個の炭素原子を有するアルキル基、1〜4
個の炭素原子を有するアルコキシ基、ニトロ基、シアノ
基又はハロゲンによって置換されていてもよい。R2は
水素原子、1〜4個の炭素原子を有するアルキル基、2
〜4個の炭素原子を有するアルケニル基、2〜4個の炭
素原子を有するアルキニル基、ハロゲン原子、フェニル
基、又はベンジル基を表わす。[In the formula, R1 is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, 5 to
a cycloalkyl group having 8 carbon atoms, a bicycloalkyl group having 7 to 9 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms and an alkyl group having 1 to 4 carbon atoms;
a cycloalkyl-alkyl group having 6 to 14 carbon atoms (with the proviso that a cycloalkyl group may have a portion of its hydrogen atoms replaced by an alkyl group having 1 to 4 carbon atoms); aryl radicals having 6 to 14 carbon atoms, aralkyl radicals having 6 to 14 carbon atoms and alkyl radicals having 1 to 4 carbon atoms, alkenyl radicals having 6 to 14 carbon atoms; base is 2
Arylalkenyl groups having ~4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl groups in which the aryl group has 6 to 14 carbon atoms and the alkyl groups each have 1 to 4 carbon atoms, benzhydryl group , represents a phenylsulfonylalkyl group in which the alkyl group has 1 to 4 carbon atoms, a furyl group, or a furylalkenyl group in which the alkenyl group has 2 to 4 carbon atoms. However, the above-mentioned aryl group is an alkyl group in which part of the hydrogen atoms has 1 to 4 carbon atoms, 1 to 4 carbon atoms.
may be substituted by an alkoxy group having 5 carbon atoms, a nitro group, a cyano group or a halogen. R2 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, 2
Represents an alkenyl group having ~4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, a halogen atom, a phenyl group, or a benzyl group.
Xは有機塩基、アルカリ金属イオン、アンモニウムイオ
ン、又は2〜4価の陽イオンを表わす。〕以下、本発明
につき、更に詳しく説明する。X represents an organic base, an alkali metal ion, an ammonium ion, or a di- to tetravalent cation. ] Hereinafter, the present invention will be explained in more detail.
本発明の第1の必須成分は、下記−形式(1)で表わさ
れる1−ヒドロキシ−2−ピリドン系化合物である。The first essential component of the present invention is a 1-hydroxy-2-pyridone compound represented by the following format (1).
ここで、式(1)中R1は1〜17個の炭素原子を有す
るアルキル基、2〜17個の炭素原子を有するアルケニ
ル基、5〜8個の炭素原子を有するシクロアルキル基、
7〜9個の炭素原子を有するビシクロアルキル基、シク
ロアルキル基が5〜8個の炭素原子を有しかつアルキル
基が1〜4個の炭素原子を有するシクロアルキル−アル
キル基(但しシクロアルキル基はその水素原子の1部が
1〜4個の炭素原子を有するアルキル基によって置換さ
れていてもよい)、6〜14個の炭素原子を有するアリ
ール基、アリール基が6〜14個の炭素原子を有しかつ
アルキル基が1〜4個の炭素原子を有するアラルキル基
、アリール基が6〜14個の炭素原子を有しかつアルケ
ニル基が2〜4個の炭素原子を有するアリールアルケニ
ル基、アリール基が6〜14個の炭素原子を有しかつア
ルキル基がそれぞれ1〜4個の炭素原子を有する了り−
ルオキシアルキルもしくは了り−ルメル力プトアルキル
基、ベンズヒドリル基、アルキル基が1〜4個の炭素原
子を有するフェニルスルホニルアルキル基、フリル基、
又はアルケニル基が2〜4個の炭素原子を有するフリル
アルケニル基である。なお、上述のアリール基はその水
素原子の1部が1〜4個の炭素原子を有するアルキル基
、1〜4個の炭素原子を有するアルコキシ基、ニトロ基
、シアノ基又はハロゲンによって置換されていてもよい
。Here, R1 in formula (1) is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms,
Bicycloalkyl groups having 7 to 9 carbon atoms, cycloalkyl-alkyl groups in which the cycloalkyl group has 5 to 8 carbon atoms and the alkyl group has 1 to 4 carbon atoms (with the exception that cycloalkyl groups may have a part of its hydrogen atoms substituted by an alkyl group having 1 to 4 carbon atoms), an aryl group having 6 to 14 carbon atoms, an aryl group having 6 to 14 carbon atoms an aralkyl group in which the alkyl group has 1 to 4 carbon atoms, an arylalkenyl group in which the aryl group has 6 to 14 carbon atoms and the alkenyl group has 2 to 4 carbon atoms, aryl the radicals have 6 to 14 carbon atoms and the alkyl radicals each have 1 to 4 carbon atoms-
ruoxyalkyl or -lumerptoalkyl group, benzhydryl group, phenylsulfonylalkyl group in which the alkyl group has 1 to 4 carbon atoms, furyl group,
or a furylalkenyl group in which the alkenyl group has 2 to 4 carbon atoms. In addition, in the above-mentioned aryl group, a part of the hydrogen atoms is substituted with an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a nitro group, a cyano group, or a halogen. Good too.
また、Rz4よ水素原子、1〜4個の炭素原子を有する
アルキル基、2〜4個の炭素原子を有するアルケニル基
、2〜4個の炭素原子を有するアル0
キニル基、ハロゲン原子、フェニル基、又ハヘンジル基
である。Also, Rz4 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, a halogen atom, a phenyl group , is also a hahenzyl group.
更に、Xは有機塩基、アルカリ金属イオン、アンモニウ
ムイオン、又は2〜4価の陽イオンである。Furthermore, X is an organic base, an alkali metal ion, an ammonium ion, or a di- to tetravalent cation.
上記式(I)で表わされる化合物の具体例として、下記
の化合物及びその塩を挙げることができる。Specific examples of the compound represented by the above formula (I) include the following compounds and salts thereof.
1−ヒドロキシ−2−ピリドン、1−ヒドロキシ−4−
メチルー2−ピリドン、1−ヒドロキシ−6−メチルー
2−ピリドン、1−ヒドロキシ−4,6−シメチルー2
−ピリドン、l−ヒドロキ4−メチル−6−へブチル−
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−メチルー6ウンデシ
ルー2−ピリドン、1−ヒドロキシ−4メチル−6−ブ
ロベニルー2−ピIJ Fン、1ヒドロキシ−4−メチ
ル−6−オクチニルー21
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、■ヒドロキシー4
−メチル−6−(シクロへキセニリデンーメチル)−2
−ピリドン、1−ヒドロキシ−4−メチル−6−シクロ
ヘキジルー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−フェニル〉−2−ピリドン、1−
ヒドロキシ−4メチル−6−(3−メチル−フェニル〉
−2−ピリドン、1−ヒドロキシ−4−メチル−6−(
4第3ブチル−フェニル)−2−ピリドン、lヒドロキ
シ−4−メチル−6−(3−メチル−4−クロル−フェ
ニル)−2−ピリドン、1−ヒドロキシ−4−メチル−
6−(3,5−ジクロル−フェニル)−2−ピリドン、
1−ヒドロキシ−42
メチル−6−(3−ブロム−4−クロル−フェニル)−
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−ニトロフェノキシ)−ブ
チル〕−2−ピリドン、1−ヒドロ;トン−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−(フェニルスルホニル
メチル)−2−ピリドン、■−ヒドロキシ4−メチル−
6−(1−<4−クロルフェニルスルホニル)−ブヂル
〕−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
−ヒドロキシル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)3
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−(フェノキシメチル)−2−ピリドン、
1−ヒドロキシ−4−メチル−6−(3−メチルフェノ
キシ−メチル〉2−ピリドン、1−ヒドロキシ−4−メ
チル−6(4−第2ブチルフェノキシ−メチル)−2ピ
リドン、1−ヒドロキシ−4−メチル−6(2,4,5
−)リクロルフェノキシーメチル)−2=ピリドン、1
−ヒドロキシ−4−メチル−6(4−ブロムフェノキシ
−メチル)−2−ピリドン、1−ヒドロキシ−4−メチ
ル−6−(4−クロルフェニルメルカプト−メチル)−
2−ピリドン、1−ヒドロキシ−4−メチル−6−(4
−メチルフェニルメルカプト−メチル)−2−ピリドン
、1−ヒドロキシ−4−メチル−6−(2−ナフチル)
−2−ピリドン、1−ヒドロキシ−4メチルー6−ペン
ズヒドリルー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−()4
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、lヒドロキシ−4−
メチル−6−(フェニルブタジェニル)−2−ピリドン
、1−ヒドロキシ−4フェニル−6−メチル−2−ピリ
ドン、1−ヒドロキシ−4,6−ジフェニル−2−ピリ
ドン等。1-hydroxy-2-pyridone, 1-hydroxy-4-
Methyl-2-pyridone, 1-hydroxy-6-methyl-2-pyridone, 1-hydroxy-4,6-simethyl-2
-pyridone, l-hydroxy-4-methyl-6-hebutyl-
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-brobenyl-2-pyridone, 1-hydroxy-4-methyl-6-octynyl-21 pyridone, 1-hydroxy- 4-methyl-6(2,2-
dibutyl-vinyl)-2-pyridone, ■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-4methyl-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-42 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-hydro; phenoxymethyl)-2-pyridone,
1-hydroxy-4-methyl-6-(phenylsulfonylmethyl)-2-pyridone, ■-hydroxy4-methyl-
6-(1-<4-chlorophenylsulfonyl)-butyl]-2-pyridone, 1-hydroxy-4-methyl-6-
Benzyl-2-pyridone, 1-hydroxy-4-methyl-6-(2,4dimethylbenzyl)-2-pyridone, 1
-hydroxyl 4-methyl-6-(tert-butyl-benzyl) 2-pyridone, 1-hydroxy-4-methyl 6-(
2-chlorobenzyl)-2-pyridone, 1-hydroxy-4-methyl-6-(4-chlorobenzyl)-2-pyridone, 1-hydroxy-4methyl 6-(2,5-dichlorobenzyl) 3 2-pyridone, 1-hydroxy-4-methyl-6(4-
Bromo-benzyl)-2-pyridone, 1hydroxy-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)-2pyridone, 1-hydroxy-4 -methyl-6(2,4,5
-) lychlorphenoxymethyl)-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-naphthyl)
-2-pyridone, 1-hydroxy-4methyl-6-penzhydryl-2-pyridone, 1-hydroxy-4-methyl-6-furyl-2-pyridone, 1-hydroxy-4-methyl-6-()4 rilvinyl)-2 -pyridone, 1-hydroxy4-methyl-6-styryl-2-pyridone, lhydroxy-4-
Methyl-6-(phenylbutadienyl)-2-pyridone, 1-hydroxy-4phenyl-6-methyl-2-pyridone, 1-hydroxy-4,6-diphenyl-2-pyridone, and the like.
上記化合物の塩としては、例えば有機アミン塩を使用す
ることができる。具体的には、エタノールアミン、ジェ
タノールアミン、N−エチルエタノールアミン、N−メ
チルージエタノールアくン、トリエタノ−ルアくン、ジ
エチルアミノ−エタノール、2−ア壽ノー2−メチルー
n−プロパツール、ジメチルアごノブロバノール、2−
アミノ2−メチル−プロパンジオール、トリーイソプロ
パツールアミン、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5ン、オレイルア
ミン、ベンジルアミン、ジベンジルアごン、N−エチル
ベンジルアミン、5
ジメチルステアリルアくン、N−メチル−モルホリン、
N−メチルビペラジン、4−メチルシクロヘキシルアミ
ン、N−ヒドロキシエチル−モルホリンが挙げられる。As the salt of the above compound, for example, an organic amine salt can be used. Specifically, ethanolamine, jetanolamine, N-ethylethanolamine, N-methyl-diethanolamine, triethanolamine, diethylamino-ethanol, 2-methyl-n-propanol, Dimethylagonolobanol, 2-
Amino 2-methyl-propanediol, triisopropanediol, ethylenediamine, hexamethylenediamine, morpholine, piperidine, cyclohexylamine, tributylamine, dodecylamine, N,N-dimethyl-dodecylamine, stearylamine, oleylamine, benzyl Amine, dibenzylamine, N-ethylbenzylamine, 5-dimethylstearylamine, N-methyl-morpholine,
Examples include N-methylbiperazine, 4-methylcyclohexylamine, and N-hydroxyethyl-morpholine.
また、本発明に用いられる1−ヒドロキシ−2ピリドン
系化合物は無機塩であってもよい。例えばナトリウム塩
もしくはカリウム塩のようなアルカリ金属塩、アンモニ
ウム塩、又はマグネシウム塩やカルシウム塩のようなア
ルカリ土類金属塩を用いることができる。さらに、亜鉛
塩、アルミニウム塩、又はジルコニウム塩のような2〜
4価の陽イオンとの塩も用いることができる。Furthermore, the 1-hydroxy-2-pyridone compound used in the present invention may be an inorganic salt. For example, alkali metal salts such as sodium or potassium salts, ammonium salts, or alkaline earth metal salts such as magnesium or calcium salts can be used. In addition, 2-
Salts with tetravalent cations can also be used.
1−ヒドロキシ−2−ピリドン系化合物の配合量は特に
制限されないが、これら化合物の1種を単独で又は2種
以上を併用してシャンプー組成物全体の0.01〜2%
(重量%、以下同じ)、特に0.5〜1%とすることが
好ましい。The amount of the 1-hydroxy-2-pyridone compound is not particularly limited, but one of these compounds may be used alone or two or more may be used in combination to form an amount of 0.01 to 2% of the total shampoo composition.
(% by weight, the same applies hereinafter), particularly preferably 0.5 to 1%.
本発明の第2の必須成分であるアニオン界面活性剤とし
ては、通常シャンプー組成物で使用されているものであ
ればいずれのものも使用できるが、6
下記(A)〜(F)に示すアニオン界面活性剤を用いる
ことが好ましく、とりわけ(A)のパラフィンスルホネ
ートが望ましい。As the anionic surfactant, which is the second essential component of the present invention, any surfactant that is normally used in shampoo compositions can be used, but the anionic surfactant shown in 6 below (A) to (F) can be used. It is preferable to use a surfactant, and paraffin sulfonate (A) is particularly desirable.
(A) 下記式(II)
ps−山 ・・・(II)
(但し、psは炭素数10〜18の直鎖又は分枝鎖アル
キル基スルホネートの酸基、M、はアルカリ金属又はア
ルカリ土類金属イオンを示す。)で表わされるバラフィ
ンスルホネ−1・。(A) Following formula (II) ps-yama...(II) (However, ps is an acid group of a linear or branched alkyl group sulfonate having 10 to 18 carbon atoms, and M is an alkali metal or alkaline earth metal. baraffin sulfone-1, which represents a metal ion.
(B) 下記式(1)
%式%(1)
(式中、R3は炭素原子数12〜16のα−オレフィン
、炭素原子数12〜16のビニリデン型オレフィン、炭
素原子数12〜16のインナーオレフィン、炭素原子数
12〜16のヒドロキシアルキル基又は炭素原子数10
−18の直鎮もしくは分枝鎖のパラフィンであり、M2
はアルカリ金属、アルキル置換アンモニウム又はヒドロ
キシアルキル置換アンモニウムである。)
で表わされるスルホン酸塩。(B) Formula (1) % Formula % (1) (In the formula, R3 is an α-olefin having 12 to 16 carbon atoms, a vinylidene type olefin having 12 to 16 carbon atoms, or an inner having 12 to 16 carbon atoms. Olefin, hydroxyalkyl group having 12 to 16 carbon atoms or 10 carbon atoms
-18 straight or branched chain paraffin, M2
is an alkali metal, an alkyl-substituted ammonium or a hydroxyalkyl-substituted ammonium. ) A sulfonate represented by
7
上記111式の化合物として、具体的には、例えばα−
オレフィンスルホネート(AO3塩)などが挙げられる
。7 Specifically, as the compound of the above formula 111, for example, α-
Examples include olefin sulfonate (AO3 salt).
(C) 下記式(2)
%式%(2)
〔式中、R4は炭素原子数8〜18のアルキル基又は炭
素原子数5〜15のアルキル基を有するアルキルフェニ
ル基、R6は炭素原子数2〜3のアルキル基、mは平均
値としてO〜6、M3はアルカリ金属、アルカリ土類金
属、アルキル置換アンモニウム又はヒドロキシアルキル
置換アンモニウムである。〕
で表わされる硫酸塩。(C) Formula (2) % Formula % (2) [In the formula, R4 is an alkyl group having 8 to 18 carbon atoms or an alkylphenyl group having an alkyl group having 5 to 15 carbon atoms, and R6 is the number of carbon atoms. 2 to 3 alkyl groups, m is an average value of 0 to 6, M3 is an alkali metal, alkaline earth metal, alkyl-substituted ammonium or hydroxyalkyl-substituted ammonium. ] A sulfate represented by
上記(2)式の化合物として、具体的には、例えば天然
ラウリルアルコールポリオキシエチレン(m−3)硫酸
エステル、CIl〜CI、脂肪族アルコルポリオキシエ
チレン(m=3)硫酸エステル、CI□〜CI3脂肪族
アルコールオキシエチレン硫酸エステル、01□〜C1
ff脂肪族アルコール硫酸ニス8
チル及びこれらの硫酸エステル部分が硫酸のナトリウム
、カリウム塩又はアルカノールアミン塩となったものな
どを挙げることができる。これらの中では、ポリオキシ
エチレン(m=3)ラウリルエーテル硫酸ナトリウムが
特に好ましい。Specifically, examples of the compound of the above formula (2) include natural lauryl alcohol polyoxyethylene (m-3) sulfate ester, CIl~CI, aliphatic alcohol polyoxyethylene (m=3) sulfate ester, CI□~ CI3 aliphatic alcohol oxyethylene sulfate, 01□~C1
Examples include ff aliphatic alcohol sulfate varnish 8 tyl and those whose sulfate ester moieties are sodium, potassium salts or alkanolamine salts of sulfuric acid. Among these, polyoxyethylene (m=3) sodium lauryl ether sulfate is particularly preferred.
(D) 下記式(3)
%式%
(式中、R6は平均炭素原子数9〜17の非芳香族炭化
水素基、M4及びM5はそれぞれアンモニウムイオン、
アルカノールアミンイオン、低級アルキルアミンイオン
、塩基性アミノ酸の陽イオン、ナトリウム、カリウム、
アルカリ土類金属又は水素原子である。)
で表わされるN−アシルグルタミン酸又はその誘導体。(D) Formula (3) % Formula % (In the formula, R6 is a non-aromatic hydrocarbon group having an average number of carbon atoms of 9 to 17, M4 and M5 are each an ammonium ion,
alkanolamine ions, lower alkylamine ions, basic amino acid cations, sodium, potassium,
It is an alkaline earth metal or a hydrogen atom. ) N-acylglutamic acid or a derivative thereof.
上記(3)式の化合物又はその誘導体として具体的には
、例えば、N−ラウロイルグルタごン酸;Nミリストイ
ルグルタミン酸;N−バルミトイル9
グルタミン酸;N−アシルグルタミン酸;及びこれらの
N−アシルグルタミン酸の混合物、並びにこれらのN−
アシルグルタミン酸のモノエタノールアミン塩、ジェタ
ノールアミン塩、トリエタノールアミン塩、ナトリウム
塩及びカリウム塩などを挙げることができる。これらは
、光学活性体又はラセミ体として使用できる。Specifically, the compound of the above formula (3) or a derivative thereof includes, for example, N-lauroylglutamic acid; N-myristoylglutamic acid; N-valmitoyl glutamic acid; N-acylglutamic acid; and a mixture of these N-acylglutamic acids. , as well as these N-
Examples include monoethanolamine salts, jetanolamine salts, triethanolamine salts, sodium salts, and potassium salts of acylglutamic acid. These can be used as optically active forms or racemates.
(E) 下記式(4)
(式中、R9は平均炭素原子数9〜17の非芳香族炭化
水素基、R,は水素原子、炭素原子数1〜4の直鎖又は
分枝鎖のアルキル基であり、M6はアンモニウムイオン
、アルカノールアミンイオン、低級アルキルアミンイオ
ン、塩基性アミノ酸の陽イオン、ナトリウム、カリウム
、アルカリ土類金属又は水素であり、pは1又は2であ
る。)で表わされるN−アシル−N−アルキルアミノ酸
又はその塩。(E) The following formula (4) (wherein, R9 is a non-aromatic hydrocarbon group having an average number of carbon atoms of 9 to 17, R is a hydrogen atom, or a linear or branched alkyl group having 1 to 4 carbon atoms. (M6 is ammonium ion, alkanolamine ion, lower alkylamine ion, basic amino acid cation, sodium, potassium, alkaline earth metal, or hydrogen, and p is 1 or 2.) N-acyl-N-alkyl amino acid or a salt thereof.
0
上記(4)式の化合物又はその塩として具体的に、例え
ば、N−ラウロイル−N−エチルグリシン、N−ラウロ
イル−N−イソプロピルグリシン、Nラウロイルザルコ
シン、N−ミリストイルザルコシン、N−バルミトイル
ザルコシン、N−ラウロイル−N−メチル−β−アラニ
ン、N−ラウロイル−N−エチル−β−アラニン、N−
ミリストイル−β−アラニン、N−バルミトイル−β−
アラニン及びこれらの混合物、並びにこれらのモノエタ
ノールアミン塩、ジェタノールアミン塩、トリエタノ−
ルア≧ン塩、ナトリウム塩及びカリウム塩などを挙げる
ことができる。0 Specific examples of the compound of the above formula (4) or a salt thereof include N-lauroyl-N-ethylglycine, N-lauroyl-N-isopropylglycine, N-lauroylsarcosine, N-myristoylsarcosine, N-bal Mitoylsarcosine, N-lauroyl-N-methyl-β-alanine, N-lauroyl-N-ethyl-β-alanine, N-
Myristoyl-β-alanine, N-valmitoyl-β-
Alanine and mixtures thereof, and their monoethanolamine salts, jetanolamine salts, and triethanolamine salts
Examples include lua≧n salt, sodium salt, and potassium salt.
(F) 下記式(5)
〔式中、R1は平均炭素原子数11〜18のアルキル基
又はアルケニル基、M7はナトリウム、カリウムなどの
アルカリ金属、アルカリ土類金属、又はアンモニウムイ
オンである。〕
1
で表わされるアシルメチルタウリン。(F) The following formula (5) [wherein R1 is an alkyl group or alkenyl group having an average number of carbon atoms of 11 to 18, and M7 is an alkali metal such as sodium or potassium, an alkaline earth metal, or an ammonium ion. ] Acylmethyltaurine represented by 1.
上記(5)式の化合物として具体的には、ナトリウムN
−ココイルメチルタウリンなどが挙げられる。Specifically, the compound of formula (5) above includes sodium N
- Cocoyl methyl taurine and the like.
本発明においては、上記アニオン界面活性剤のI種又は
2種以上を使用することができるが、その配合量はシャ
ンプー組成物全体の5〜30%、特に10〜25%とす
ることが好ましい。5%未満では良好な洗浄力を得るこ
とができず、30%を超えると界面活性剤による可溶化
力が強すぎるため、洗浄時に流されてしまい、充分な仕
上り効果を発揮することができない場合がある。In the present invention, type I or two or more of the above anionic surfactants can be used, and the amount thereof is preferably 5 to 30%, particularly 10 to 25% of the total shampoo composition. If it is less than 5%, it will not be possible to obtain good cleaning power, and if it exceeds 30%, the solubilizing power of the surfactant will be too strong and it will be washed away during cleaning, making it impossible to achieve a sufficient finishing effect. There is.
本発明の第3の必須成分である第4級窒素含有カチオン
性化合物は、下記式(6)
(但し、R3゜+ R11+ RI2及びRI3はい
ずれもアルキル基、ヒドロキシアルキル基、アルケニル
基ポリアルキレンオキシド基、又はベンジル基を示2
し、そのうちの1個又は2個は炭素数10〜24の直鎖
アルキル基、ヒドロキシアルキル基又はアルケニル基で
あり、残りはメチル基、エチル基、ヘンシル基又は式−
(czn40)、lIIもしくは(C31160)n
−11(ただしn、lはそれぞれ1〜5の整数〉で表わ
されるポリアルキレンオキシド基であるが、これらは互
いに同一であっても異なってもよい。また、Y−は陰イ
オンを示す、)で示される第四級アンモニウム塩型カヂ
オン界面活性剤が挙げられる。The quaternary nitrogen-containing cationic compound, which is the third essential component of the present invention, is represented by the following formula (6) (wherein R3゜+ R11+ RI2 and RI3 are both alkyl groups, hydroxyalkyl groups, alkenyl groups polyalkylene oxide or benzyl group, one or two of which are linear alkyl groups, hydroxyalkyl groups, or alkenyl groups having 10 to 24 carbon atoms, and the remainder are methyl groups, ethyl groups, hensyl groups, or groups of the formula −
(czn40), lII or (C31160)n
-11 (However, n and l are each an integer of 1 to 5, and are polyalkylene oxide groups, which may be the same or different. Also, Y- represents an anion.) Examples include quaternary ammonium salt type cationic surfactants represented by:
この場合、第四級アンモニウム塩型カチオン界面活性剤
の具体例としては、例えば、ステアリルトリメチルアン
モニウムクロライド、セチルトリメチルアンモニウムク
ロライド、ベヘニルトリメチルアンモニウムクロライド
、ジステアリルジメチルアンモニウムクロライド、ジセ
チルジメチルアンモニウムクロライド、ジベヘニルジメ
チルアンモニウムクロライド等がある。In this case, specific examples of the quaternary ammonium salt type cationic surfactant include stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, distearyldimethylammonium chloride, dicetyldimethylammonium chloride, dibehenyl Examples include dimethylammonium chloride.
上記カチオン性化合物の配合量は、これらのカチオン性
化合物の1種を単独で又は2種以上を併3
用し、シャンプー組成物全体の0.1〜10%、特に0
.3〜5%とすることが好ましい。0.1%より少ない
と仕上りが不充分であり、10%を越えると泡立ちが劣
化し、液安定性が悪くなる場合がある。The blending amount of the above cationic compound is 0.1 to 10% of the entire shampoo composition, especially 0.1 to 10% of the total shampoo composition.
.. It is preferably 3 to 5%. If it is less than 0.1%, the finish will be insufficient, and if it exceeds 10%, foaming may deteriorate and liquid stability may deteriorate.
また、第4級窒素含有カチオン性化合物として、第4級
窒素カチオン性水溶性ポリマーを使用することもできる
。この第4級窒素含有カチオン性水溶性ポリマーとして
は、第4級窒素含有セルロースエーテル、第4級窒素含
有スターチ、第4級窒素含有ポリトリアルキルアくノエ
チルメタクリレート、第4級窒素含有ポリビニルピロリ
ドン、第4級窒素含有分解ケラチン、第4級窒素含有キ
チン又はキトサンなどを挙げることができる。Moreover, a quaternary nitrogen cationic water-soluble polymer can also be used as the quaternary nitrogen-containing cationic compound. Examples of the quaternary nitrogen-containing cationic water-soluble polymer include quaternary nitrogen-containing cellulose ether, quaternary nitrogen-containing starch, quaternary nitrogen-containing polytrialkylachnoethyl methacrylate, quaternary nitrogen-containing polyvinylpyrrolidone, Examples include quaternary nitrogen-containing decomposed keratin, quaternary nitrogen-containing chitin, and chitosan.
これら第4級窒素含有カチオン性水溶性ポリマーの分子
量は2,000〜3,000,000が好ましく、また
窒素含有率は0.2〜5%が好ましい。The molecular weight of these quaternary nitrogen-containing cationic water-soluble polymers is preferably 2,000 to 3,000,000, and the nitrogen content is preferably 0.2 to 5%.
上記第4級窒素含有カチオン性水溶性ポリマーは、例え
ば水溶性ポリマーと第4級窒素導入剤とを反応させるこ
とにより得ることができる。ここ4
で水溶性ポリマーとしてはセルロースエーテル、スター
チ、ポリビニルピロリドン、トリアルキルアごノエチル
メタクリレートボリマーなどを挙げることができる。ま
た、第4級窒素導入剤としては、グリシジルトリメチル
アンモニウムハライド、3−へロー2−ヒドロキシプロ
ピルトリアルキルアンモニウムハライドなどがある。The quaternary nitrogen-containing cationic water-soluble polymer can be obtained, for example, by reacting a water-soluble polymer with a quaternary nitrogen-introducing agent. Examples of water-soluble polymers include cellulose ether, starch, polyvinylpyrrolidone, and trialkyl agonoethyl methacrylate polymers. Further, examples of the quaternary nitrogen introducing agent include glycidyltrimethylammonium halide, 3-hero-2-hydroxypropyltrialkylammonium halide, and the like.
これら第4級窒素含有カチオン性水溶性ポリマーの配合
量は特に限定するものではないが、実用の面から上記第
4級窒素含有カチオン性水溶性ポリマーの1種を単独で
又は2種以上を併用し、シャンプー組成物全体の0.0
5%以上、特に0.1〜2%配合することが好ましい。The amount of these quaternary nitrogen-containing cationic water-soluble polymers is not particularly limited, but from a practical standpoint, one type of the above-mentioned quaternary nitrogen-containing cationic water-soluble polymers may be used alone or in combination of two or more types. and 0.0 of the entire shampoo composition.
It is preferable to add 5% or more, especially 0.1 to 2%.
0.05%より少ないときは効果が十分発揮されないこ
とがある。When it is less than 0.05%, the effect may not be sufficiently exhibited.
本発明の第4の必須成分である水@溶性油分の種類につ
いては、特に制限されないが、エステル油が好適であり
、とりわけ下記式(I[[)で表わされるポリオキシア
ルキレン硬化ヒマシ油が好ましく用いられる。この場合
、このポリオキシアルキレン硬化ヒマシ油のHL Bは
、3〜17、特に6〜17の範囲が好ましい。The type of water@soluble oil component, which is the fourth essential component of the present invention, is not particularly limited, but ester oil is preferred, and polyoxyalkylene hydrogenated castor oil represented by the following formula (I[[) is particularly preferred. used. In this case, the HLB of the polyoxyalkylene hydrogenated castor oil is preferably in the range of 3 to 17, particularly 6 to 17.
また、下記式(IV)
1
C1+3(CH2)3CHCO(CH2) +5Ctl
+ ・・・ (IV)CH2Cl。In addition, the following formula (IV) 1 C1+3(CH2)3CHCO(CH2) +5Ctl
+... (IV) CH2Cl.
で表わされるオクタン酸セチルも好適に用いることもで
きる。Cetyl octoate represented by can also be suitably used.
これら以外の水難溶性油分としては、シリコン油、流動
パラフィン、スクワラン、ワセリン、セ6
タノール、ステアリルアルコール、イソセタノール、イ
ソステアリルアルコール、イソステアリン酸イソプロピ
ル、ミリスチン酸へキシルデシル。Examples of poorly water-soluble oils other than these include silicone oil, liquid paraffin, squalane, vaseline, setanol, stearyl alcohol, isosetanol, isostearyl alcohol, isopropyl isostearate, and hexyldecyl myristate.
アルファオレフィングリコール、動植物抽出油、例えば
ホホバ油、ヒマシ油、ミンク抽等を挙げる二とができる
。Alpha olefin glycols, animal and plant extract oils such as jojoba oil, castor oil, mink extract, etc. can be mentioned.
これら水難溶性油分の配合量も特に限定されないが、」
二記水難溶性油分の1種を単独で又は2種以上を併用し
、シャンプー組成物全体の0.01〜10%、特に0.
1〜5%とすることが好ましい。Although the amount of these poorly water-soluble oils is not particularly limited,
One of the poorly water-soluble oils listed in item 2 is used alone or in combination of two or more, and the total amount of the shampoo composition is 0.01 to 10%, especially 0.01% to 10% of the total shampoo composition.
It is preferably 1 to 5%.
0.01%未満では配合による十分な効果が得られず、
一方10%を超えると、シャンプーの基本性能である泡
立ちを劣化させるだけでなく、安定配合がなされない場
合がある。If it is less than 0.01%, sufficient effects cannot be obtained from the combination;
On the other hand, if it exceeds 10%, not only will the foaming, which is the basic performance of shampoo, deteriorate, but also a stable formulation may not be achieved.
本発明のシャンプー組成物には、以上の4戒分に加え、
必要によりその種類や使用目的等に応じた成分を適宜添
加することができる。例えば、ノニオン界面活性剤、両
性界面活性剤、上記第4級アンモニウム塩型以外のカチ
オン界面活性剤を配合することができる。さらに低温安
定化剤、水溶7
性高分子化合物、粘度調節剤、p t+ 調整剤、酸化
防止剤、乳濁剤、保湿剤、油分、可溶化剤、香料、蛋白
誘導体、動植物エキス、殺菌剤、色素等を添加すること
ができる。In addition to the above four commandments, the shampoo composition of the present invention includes:
If necessary, components can be added as appropriate depending on the type, purpose of use, etc. For example, nonionic surfactants, amphoteric surfactants, and cationic surfactants other than the above-mentioned quaternary ammonium salt types can be blended. In addition, low temperature stabilizers, water-soluble polymer compounds, viscosity modifiers, PT+ modifiers, antioxidants, emulsifiers, humectants, oils, solubilizers, fragrances, protein derivatives, animal and plant extracts, bactericides, Colorants and the like can be added.
本発明のシャンプー組成物は、優れたカユミ防止効果を
有すると共に、低温での安定性に優れたものである。The shampoo composition of the present invention has an excellent anti-itch effect and also has excellent stability at low temperatures.
以下、実施例及び比較例を示して本発明を具体的に説明
するが、本発明は下記実施例に制限されるものではない
。EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples and Comparative Examples, but the present invention is not limited to the Examples below.
なお、各側に先立ち、各側において採用した評価方法を
下記に示す。Prior to each side, the evaluation methods adopted by each side are shown below.
■ カユミ防止効果
下記標準試料で洗髪し、翌日再び標準試料6gを施して
洗髪した2日後及び6日後のそれぞれのカユミ防止効果
と、同様に標準試料で洗髪し、翌日第1表及び第2表に
示す試験試料6gを施して洗髪した2日後及び6日後の
それぞれのカユミ防止効果との比較を10名の被験者の
中吉により行8
った。■ Itching prevention effect After washing your hair with the standard sample below, and washing your hair with 6g of the standard sample again the next day, itching prevention effect 2 and 6 days after washing your hair, and washing your hair with the standard sample in the same way, and the next day Tables 1 and 2. Nakayoshi, one of the 10 test subjects, compared the anti-itching effects two and six days after washing their hair with 6 g of the test sample shown in Figure 8.
その際の評点は次の通りである。The ratings at that time are as follows.
0ポリオキシエチレンラウリルエーテル硫酸ナトリウム
(P :
3〉
0
0ヤシ油脂肪酸ジェタノールアミド
0無水硫酸ナトリウム
0水
残
計
100%
9
判定は被験者10名の評点の合計を算出し、以下の基準
により評価した。0 Sodium polyoxyethylene lauryl ether sulfate (P: 3> 0 0 Coconut oil fatty acid jetanolamide 0 Anhydrous sodium sulfate 0 Total remaining water 100% 9 Judgment was made by calculating the sum of the scores of 10 test subjects and evaluating based on the following criteria did.
基□里
評点の合計
30点〜20点 : [相]
19点〜15点 : ◎
14点〜 5点 : 0
4点〜−5点 : △
=6点〜−30点 : ×
■ 配合mt2の低温安定性評価
試験試料を50m7+入りガラス容器に充填し、5℃に
おいて1週間保存したものについて、外観を視覚により
観察し、下記基準により評価した。Total base score: 30 to 20 points: [Phase] 19 to 15 points: ◎ 14 to 5 points: 0 4 to -5 points: △ = 6 to -30 points: × ■ Compound mt2 Low-temperature stability evaluation test samples were filled into 50m7+ glass containers and stored at 5° C. for one week, and the appearance was visually observed and evaluated according to the following criteria.
○:配合直後と比較してほとんど変化が認められない。○: Almost no change observed compared to immediately after blending.
△:微濁等外観に若干の変化が認められる。△: Some changes in appearance such as slight turbidity are observed.
×:分離等外観の著しい変化が>2められる。x: Significant changes in appearance such as separation >2.
0
〔実施例1〜7、比較例1〜6〕
第1表に示す組成の13種のシャンプー&II威物を調
製し、上記方法に従って各評価を行なった。0 [Examples 1 to 7, Comparative Examples 1 to 6] Thirteen types of Shampoo & II products having the compositions shown in Table 1 were prepared, and each evaluation was performed according to the above method.
結果を同表に併記する。The results are also listed in the same table.
1 チルペンチル) 2 ピリドン %。1 (tylpentyl) 2 Pyridone %.
平均分子量10万)
第1表の結果より、式(1)で示される1−ヒドロキシ
−2−ピリドン系化合物、アニオン界面活性剤、第4級
窒素含有化合物及び水難溶性油分を併用した本発明のシ
ャンプーm酸物は、いずれもカニご防止効果が著しく向
上し、かつ水難溶性油分の分散安定性が良好であること
が認められた。average molecular weight: 100,000) From the results in Table 1, it is clear that the present invention, which uses a 1-hydroxy-2-pyridone compound represented by formula (1), an anionic surfactant, a quaternary nitrogen-containing compound, and a poorly water-soluble oil component, It was found that all of the shampoo m acids had a significantly improved anti-crab effect and good dispersion stability of poorly water-soluble oils.
これに対し、比較例1.2ば共に本発明の第1の必須成
分を含をしていないためカニご防止効果が劣り、比較例
3は本発明の第4の必須成分、比較例4は本発明の第3
の必須成分を配合していないためそれぞれ目的とする性
能を満足できないものであった。On the other hand, Comparative Examples 1 and 2 do not contain the first essential component of the present invention, and therefore have inferior crab prevention effects, Comparative Example 3 does not contain the fourth essential component of the present invention, and Comparative Example 4 does not contain the first essential component of the present invention. Third aspect of the present invention
Because these essential ingredients were not blended, the desired performance could not be satisfied.
〔実施例8〜10〕
第2表に示す組成の洗浄剤組成物を調製し、」二記の方
法で評価を行なった。[Examples 8 to 10] Cleaning compositions having the compositions shown in Table 2 were prepared and evaluated by the method described in "2".
結果を第2表に併記する。The results are also listed in Table 2.
3
4
第2表の結果より、本発明のシャンプー組成物は、他の
成分を必須成分と共に配合しても、カユミ肪止効果、低
温安定性が損なわれず、良好な性能を保持するものであ
ることが認められる。3 4 From the results in Table 2, the shampoo composition of the present invention retains good performance without impairing anti-itchiness effect and low-temperature stability even when other ingredients are blended with the essential ingredients. It is recognized that
Claims (1)
2−ピリドン系化合物、アニオン界面活性剤、第4級窒
素含有カチオン性化合物及び水難溶性油分を含有するこ
とを特徴とするシャンプー組成物。 ▲数式、化学式、表等があります▼・・・( I ) 〔式中、R_1は1〜17個の炭素原子を有するアルキ
ル基、2〜17個の炭素原子を有するアルケニル基、5
〜8個の炭素原子を有するシクロアルキル基、7〜9個
の炭素原子を有するビシクロアルキル基、シクロアルキ
ル基が5〜8個の炭素原子を有しかつアルキル基が1〜
4個の炭素原子を有するシクロアルキル−アルキル基(
但しシクロアルキル基はその水素原子の1部が1〜4個
の炭素原子を有するアルキル基によって置換されていて
もよい)、6〜14個の炭素原子を有するアリール基、
アリール基が6〜14個の炭素原子を有しかつアルキル
基が1〜4個の炭素原子を有するアラルキル基、アリー
ル基が6〜14個の炭素原子を有しかつアルケニル基が
2〜4個の炭素原子を有するアリールアルケニル基、ア
リール基が6〜14個の炭素原子を有しかつアルキル基
がそれぞれ1〜4個の炭素原子を有するアリールオキシ
アルキルもしくはアリールメルカプトアルキル基、ベン
ズヒドリル基、アルキル基が1〜4個の炭素原子を有す
るフェニルスルホニルアルキル基、フリル基、又はアル
ケニル基が2〜4個の炭素原子を有するフリルアルケニ
ル基を表わす。但し、上述のアリール基はその水素原子
の1部が1〜4個の炭素原子を有するアルキル基、1〜
4個の炭素原子を有するアルコキシ基、ニトロ基、シア
ノ基又はハロゲンによって置換されていてもよい。R_
2は水素原子、1〜4個の炭素原子を有するアルキル基
、2〜4個の炭素原子を有するアルケニル基、2〜4個
の炭素原子を有するアルキニル基、ハロゲン原子、フェ
ニル基、又はベンジル基を表わす。 Xは有機塩基、アルカリ金属イオン、アンモニウムイオ
ン、又は2〜4価の陽イオンを表わす。〕2、アニオン
界面活性剤として、下記式(II)で表わされるパラフィ
ンスルホネートを配合した請求項1記載のシャンプー組
成物。 PS−M_1・・・(II) (但し、PSは炭素数10〜18の直鎖又は分枝鎖アル
キル基スルホネートの酸基、M_1はアルカリ金属又は
アルカリ土類金属イオンを示す。)[Claims] 1. 1-hydroxy- represented by the following general formula (I)
A shampoo composition comprising a 2-pyridone compound, an anionic surfactant, a quaternary nitrogen-containing cationic compound, and a poorly water-soluble oil component. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) [In the formula, R_1 is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, 5
a cycloalkyl group having ~8 carbon atoms, a bicycloalkyl group having 7 to 9 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms and an alkyl group having 1 to 8 carbon atoms;
cycloalkyl-alkyl group having 4 carbon atoms (
(However, a part of the hydrogen atoms of the cycloalkyl group may be substituted with an alkyl group having 1 to 4 carbon atoms), an aryl group having 6 to 14 carbon atoms,
Aralkyl groups in which the aryl group has 6 to 14 carbon atoms and the alkyl group has 1 to 4 carbon atoms; the aryl group has 6 to 14 carbon atoms and the alkenyl group has 2 to 4 carbon atoms; arylalkenyl groups having 6 to 14 carbon atoms, aryloxyalkyl or arylmercaptoalkyl groups in which the aryl group has 6 to 14 carbon atoms and the alkyl groups each have 1 to 4 carbon atoms, benzhydryl groups, alkyl groups represents a phenylsulfonylalkyl group having 1 to 4 carbon atoms, a furyl group, or a furylalkenyl group having 2 to 4 carbon atoms. However, the above-mentioned aryl group is an alkyl group in which part of the hydrogen atoms has 1 to 4 carbon atoms, 1 to 4 carbon atoms;
It may also be substituted by an alkoxy group having 4 carbon atoms, a nitro group, a cyano group or a halogen. R_
2 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, a halogen atom, a phenyl group, or a benzyl group represents. X represents an organic base, an alkali metal ion, an ammonium ion, or a di- to tetravalent cation. 2. The shampoo composition according to claim 1, which contains a paraffin sulfonate represented by the following formula (II) as an anionic surfactant. PS-M_1...(II) (However, PS is an acid group of a linear or branched alkyl group sulfonate having 10 to 18 carbon atoms, and M_1 is an alkali metal or alkaline earth metal ion.)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1322869A JP2760110B2 (en) | 1989-12-13 | 1989-12-13 | Shampoo composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1322869A JP2760110B2 (en) | 1989-12-13 | 1989-12-13 | Shampoo composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH03184908A true JPH03184908A (en) | 1991-08-12 |
JP2760110B2 JP2760110B2 (en) | 1998-05-28 |
Family
ID=18148523
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1322869A Expired - Lifetime JP2760110B2 (en) | 1989-12-13 | 1989-12-13 | Shampoo composition |
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Country | Link |
---|---|
JP (1) | JP2760110B2 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2000063243A (en) * | 1998-08-19 | 2000-02-29 | Shanghai Kaka Yugenkoshi | Unshi-freed shampoo containing chinese medicine rumex active ingredient and its production |
KR100740732B1 (en) * | 2005-12-27 | 2007-07-19 | 주식회사 엘지생활건강 | Make-up cleansing composition using pseudo-nonionic complex surfactant |
JP2010090049A (en) * | 2008-10-07 | 2010-04-22 | Lion Corp | Hair cosmetic |
JP2012530048A (en) * | 2009-06-04 | 2012-11-29 | ザ プロクター アンド ギャンブル カンパニー | Product system for hair |
WO2020166161A1 (en) | 2019-02-13 | 2020-08-20 | 花王株式会社 | Hydrophilizing agent composition |
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JPH02111713A (en) * | 1987-10-16 | 1990-04-24 | Procter & Gamble Co:The | Shampoo composition |
JPH03153620A (en) * | 1989-11-07 | 1991-07-01 | Colgate Palmolive Co | Fiber conditioning composition containing aminosilicon conditioning agent |
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JPH02111713A (en) * | 1987-10-16 | 1990-04-24 | Procter & Gamble Co:The | Shampoo composition |
JPH03153620A (en) * | 1989-11-07 | 1991-07-01 | Colgate Palmolive Co | Fiber conditioning composition containing aminosilicon conditioning agent |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2000063243A (en) * | 1998-08-19 | 2000-02-29 | Shanghai Kaka Yugenkoshi | Unshi-freed shampoo containing chinese medicine rumex active ingredient and its production |
KR100740732B1 (en) * | 2005-12-27 | 2007-07-19 | 주식회사 엘지생활건강 | Make-up cleansing composition using pseudo-nonionic complex surfactant |
JP2010090049A (en) * | 2008-10-07 | 2010-04-22 | Lion Corp | Hair cosmetic |
JP2012530048A (en) * | 2009-06-04 | 2012-11-29 | ザ プロクター アンド ギャンブル カンパニー | Product system for hair |
WO2020166161A1 (en) | 2019-02-13 | 2020-08-20 | 花王株式会社 | Hydrophilizing agent composition |
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