WO2022255271A1 - Cosmetic composition - Google Patents
Cosmetic composition Download PDFInfo
- Publication number
- WO2022255271A1 WO2022255271A1 PCT/JP2022/021809 JP2022021809W WO2022255271A1 WO 2022255271 A1 WO2022255271 A1 WO 2022255271A1 JP 2022021809 W JP2022021809 W JP 2022021809W WO 2022255271 A1 WO2022255271 A1 WO 2022255271A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- sodium
- acryloyldimethyltaurate
- ammonium
- copolymer
- vitamins
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 239000002537 cosmetic Substances 0.000 title claims abstract description 58
- 235000019156 vitamin B Nutrition 0.000 claims abstract description 50
- 239000011720 vitamin B Substances 0.000 claims abstract description 50
- 229920000642 polymer Polymers 0.000 claims abstract description 39
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 26
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 9
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 9
- 150000001342 alkaline earth metals Chemical group 0.000 claims abstract description 9
- 125000004429 atom Chemical group 0.000 claims abstract description 9
- 229910052751 metal Inorganic materials 0.000 claims abstract description 9
- 239000002184 metal Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 claims description 44
- 229920001577 copolymer Polymers 0.000 claims description 34
- 229920006037 cross link polymer Polymers 0.000 claims description 31
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 23
- 229910052708 sodium Inorganic materials 0.000 claims description 22
- 235000005152 nicotinamide Nutrition 0.000 claims description 21
- 239000011570 nicotinamide Substances 0.000 claims description 21
- 229960003966 nicotinamide Drugs 0.000 claims description 20
- 239000003961 penetration enhancing agent Substances 0.000 claims description 19
- 239000011734 sodium Substances 0.000 claims description 17
- 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 claims description 16
- BQMNFPBUAQPINY-UHFFFAOYSA-N azane;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound [NH4+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C BQMNFPBUAQPINY-UHFFFAOYSA-N 0.000 claims description 14
- 229940047670 sodium acrylate Drugs 0.000 claims description 13
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 11
- 239000002585 base Substances 0.000 claims description 11
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims description 10
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 10
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 8
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 8
- 230000003796 beauty Effects 0.000 claims description 7
- 125000004436 sodium atom Chemical group 0.000 claims description 6
- KIOWXTOCDZJCBM-UHFFFAOYSA-N 2-docosoxyethyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCCCOCCOC(=O)C(C)=C KIOWXTOCDZJCBM-UHFFFAOYSA-N 0.000 claims description 5
- 229940110830 beheneth-25 methacrylate Drugs 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- DWHIUNMOTRUVPG-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCO DWHIUNMOTRUVPG-UHFFFAOYSA-N 0.000 claims description 4
- KOZZOZYINRDZOU-UHFFFAOYSA-N 2-octadecoxyethyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOCCOC(=O)C(C)=C KOZZOZYINRDZOU-UHFFFAOYSA-N 0.000 claims description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 4
- 239000005639 Lauric acid Substances 0.000 claims description 4
- 125000004386 diacrylate group Chemical group 0.000 claims description 4
- 229940031674 laureth-7 Drugs 0.000 claims description 4
- 229940073743 steareth-20 methacrylate Drugs 0.000 claims description 4
- 230000000699 topical effect Effects 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 229920006322 acrylamide copolymer Polymers 0.000 claims description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 229940048053 acrylate Drugs 0.000 claims description 2
- 229940106010 beheneth-25 Drugs 0.000 claims description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 2
- 229940104261 taurate Drugs 0.000 claims description 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims description 2
- 231100000435 percutaneous penetration Toxicity 0.000 abstract description 7
- 230000035515 penetration Effects 0.000 abstract description 5
- 230000001737 promoting effect Effects 0.000 abstract description 3
- 210000003491 skin Anatomy 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 13
- 229930003270 Vitamin B Natural products 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 8
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 7
- 229960003512 nicotinic acid Drugs 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 239000008406 cosmetic ingredient Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 3
- 235000001968 nicotinic acid Nutrition 0.000 description 3
- 239000011664 nicotinic acid Substances 0.000 description 3
- 239000002953 phosphate buffered saline Substances 0.000 description 3
- 230000002087 whitening effect Effects 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000004166 Lanolin Substances 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 229930003537 Vitamin B3 Natural products 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000001153 anti-wrinkle effect Effects 0.000 description 2
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 239000003974 emollient agent Substances 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- -1 fatty acid salts Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 235000019388 lanolin Nutrition 0.000 description 2
- 229940039717 lanolin Drugs 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 description 2
- 231100000245 skin permeability Toxicity 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 235000019160 vitamin B3 Nutrition 0.000 description 2
- 239000011708 vitamin B3 Substances 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- 230000037303 wrinkles Effects 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
- HDIFHQMREAYYJW-FMIVXFBMSA-N 2,3-dihydroxypropyl (e)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C\CCCCCCCC(=O)OCC(O)CO HDIFHQMREAYYJW-FMIVXFBMSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- FLPJVCMIKUWSDR-UHFFFAOYSA-N 2-(4-formylphenoxy)acetamide Chemical compound NC(=O)COC1=CC=C(C=O)C=C1 FLPJVCMIKUWSDR-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- NNIVUVXYAUHQTF-UHFFFAOYSA-N 2-carboxyethylazanium prop-2-enoate Chemical compound C(C=C)(=O)O.NCCC(=O)O NNIVUVXYAUHQTF-UHFFFAOYSA-N 0.000 description 1
- 229940095095 2-hydroxyethyl acrylate Drugs 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- OJIBJRXMHVZPLV-UHFFFAOYSA-N 2-methylpropyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(C)C OJIBJRXMHVZPLV-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- AMEMLELAMQEAIA-UHFFFAOYSA-N 6-(tert-butyl)thieno[3,2-d]pyrimidin-4(3H)-one Chemical compound N1C=NC(=O)C2=C1C=C(C(C)(C)C)S2 AMEMLELAMQEAIA-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
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- 235000021357 Behenic acid Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
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- 241000195940 Bryophyta Species 0.000 description 1
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- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 description 1
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- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
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- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 1
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- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical class O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
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- VEJSMPDFFOLSDI-UHFFFAOYSA-N dodecanoic acid 2-methylprop-2-enamide Chemical compound CC(=C)C(N)=O.CCCCCCCCCCCC(O)=O VEJSMPDFFOLSDI-UHFFFAOYSA-N 0.000 description 1
- QQQMUBLXDAFBRH-UHFFFAOYSA-N dodecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)O QQQMUBLXDAFBRH-UHFFFAOYSA-N 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 235000008524 evening primrose extract Nutrition 0.000 description 1
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- 239000000284 extract Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
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- 239000000499 gel Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 239000013003 healing agent Substances 0.000 description 1
- PXDJXZJSCPSGGI-UHFFFAOYSA-N hexadecanoic acid hexadecyl ester Natural products CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC PXDJXZJSCPSGGI-UHFFFAOYSA-N 0.000 description 1
- 229940100463 hexyl laurate Drugs 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 229940078545 isocetyl stearate Drugs 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940093629 isopropyl isostearate Drugs 0.000 description 1
- 229940033357 isopropyl laurate Drugs 0.000 description 1
- 229940089456 isopropyl stearate Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
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- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- OXGBCSQEKCRCHN-UHFFFAOYSA-N octadecan-2-ol Chemical compound CCCCCCCCCCCCCCCCC(C)O OXGBCSQEKCRCHN-UHFFFAOYSA-N 0.000 description 1
- 229940060184 oil ingredients Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- XEIOPEQGDSYOIH-MURFETPASA-N propan-2-yl (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC(C)C XEIOPEQGDSYOIH-MURFETPASA-N 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
- KUPHNGDEFDUXDD-UHFFFAOYSA-N propan-2-yl hexadecanoate;tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCC(=O)OC(C)C KUPHNGDEFDUXDD-UHFFFAOYSA-N 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 235000010374 vitamin B1 Nutrition 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
- 235000019163 vitamin B12 Nutrition 0.000 description 1
- 239000011715 vitamin B12 Substances 0.000 description 1
- 235000019164 vitamin B2 Nutrition 0.000 description 1
- 239000011716 vitamin B2 Substances 0.000 description 1
- 235000009492 vitamin B5 Nutrition 0.000 description 1
- 239000011675 vitamin B5 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
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
- A61K8/67—Vitamins
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Definitions
- the present invention relates to a cosmetic composition, and particularly to a cosmetic composition containing B vitamins or derivatives thereof.
- niacinamide is attracting attention as an active cosmetic ingredient that has both whitening and anti-wrinkle effects (for example, wrinkle-preventing and wrinkle-improving effects).
- a cosmetic composition containing such B vitamins or derivatives thereof is applied to the skin, it is desired that the B vitamins or derivatives thereof penetrate into the skin in a large amount to enhance the cosmetic effect. .
- Patent Document 1 describes a cosmetic composition suitable for topical application as a cosmetic composition that enhances the penetration of active ingredients into the skin and prolongs the retention time of the active ingredients in the skin, comprising: i) glycerin; ii) a lipid bilayer structurant having a glyceryl head group; iii) a penetration enhancer; and iv) a skin care active.
- Patent Document 1 various skin penetration enhancers are known, but their mechanism of action, especially in the stratum corneum, is still under study. It is difficult to rationally select permeation enhancers for permeants.
- the present invention aims to improve the above circumstances, and its object is to provide a cosmetic composition and cosmetic method that can promote permeation of B vitamins or derivatives thereof into the skin,
- An object of the present invention is to provide a polymer suitable for use as a percutaneous penetration enhancer.
- B vitamins or derivatives thereof a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for the B vitamins or derivatives thereof;
- a beauty composition containing: (wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium).
- R 1 , R 4 and R 5 are hydrogen atoms, R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
- the polymers are (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/acryloyldimethyltaurate) sodium) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/sodium acryloyldimethyltaurate/steareth-20 methacrylate) Copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate/acryl
- ⁇ Aspect 9> Use of a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof: (wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium).
- R 1 , R 4 and R 5 are hydrogen atoms
- R 2 and R 3 are methyl groups
- M is a hydrogen atom, sodium atom, or ammonium;
- the B vitamins or a derivative thereof is niacinamide
- the polymer is (acryloyldimethyltaurate ammonium/vinylpyrrolidone) copolymer, (dimethylacrylamide/acryloyldimethyltaurate sodium) crosspolymer, (acryloyldimethyltaurate ammonium/methacrylic acid) beheneth-25) crosspolymer, and at least one selected from the group consisting of (sodium acrylate/sodium acryloyldimethyltaurate) copolymer, Use according to aspect 9 or 10.
- a cosmetic composition and cosmetic method capable of promoting skin penetration of B vitamins or derivatives thereof, and a polymer suitable for use as a percutaneous permeation enhancer for B vitamins or derivatives thereof. can do.
- FIG. 1 is a diagram showing the niacinamide percutaneous permeation rates of Examples 1 to 4 and Comparative Example 1.
- FIG. 2 is a graph showing the niacinamide percutaneous permeability of Examples 5 to 8 and Comparative Example 1.
- FIG. 1 is a diagram showing the niacinamide percutaneous permeation rates of Examples 1 to 4 and Comparative Example 1.
- FIG. 2 is a graph showing the niacinamide percutaneous permeability of Examples 5 to 8 and Comparative Example 1.
- FIG. 1 is a diagram showing the niacinamide percutaneous permeation rates of Examples 1 to 4 and Comparative Example 1.
- FIG. 2 is a graph showing the niacinamide percutaneous permeability of Examples 5 to 8 and Comparative Example 1.
- the cosmetic composition of the present invention is B vitamins or derivatives thereof; a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof; is a cosmetic composition comprising: (wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an earth metal atom, an alkaline earth metal atom, or ammonium).
- the polymer having the repeating unit represented by formula (I) acts as a percutaneous permeation enhancer for B vitamins or derivatives thereof.
- B vitamins or derivatives thereof are cosmetic active ingredients. More specifically, the B vitamins or derivatives thereof are, for example, from the group consisting of vitamin B1, vitamin B2, vitamin B3 (also referred to as “niacin”), vitamin B5, vitamin B6, or vitamin B12, or derivatives thereof. It contains one or more selected compounds, preferably vitamin B3, also called “niacin", or a derivative thereof.
- Vitamin B1 includes nicotinic acid and niacinamide (also referred to as “nicotinamide”).
- the B vitamins or derivatives thereof according to the present invention are preferably niacinamide.
- the structure of niacinamide is shown in formula (II) below.
- the content of the B vitamins or derivatives thereof is not particularly limited as long as it exhibits a cosmetic effect on the skin. , 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, or 5.0% by mass or more, and 20% by mass or less, 15% by mass or less, 10% by mass or less, It may be 8.0% by mass or less, or 5.0% by mass or less.
- the term "transdermal penetration enhancer” refers to a substance that improves the skin permeability of a medicinal ingredient for the purpose of enhancing the effect expression of the medicinal ingredient applied to the skin.
- the “specific substance” may be, for example, a cosmetic active ingredient, and more specifically, it may be the vitamin B group or its derivative, such as niacinamide, according to the present invention.
- a polymer having a repeating unit represented by the following formula (I) (hereinafter also simply referred to as "the polymer of the present invention") is a percutaneous permeation enhancer for B vitamins or derivatives thereof. can act as
- R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium
- R 1 , R 2 , R 3 , R 4 and R 5 may each independently be a hydrogen atom (H) or an alkyl group having 1 to 3 carbon atoms. More specifically, R 1 , R 4 and R 5 may be hydrogen atoms, and R 2 and R 3 may be methyl groups (--CH 3 ).
- —SO 3 M may be sulfonic acid or sulfonate.
- M may be a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an earth metal atom, or ammonium ( NH4 ).
- the alkali metal atom includes, for example, a sodium atom (Na) or a potassium atom (K).
- examples of the alkaline earth metal atom include a magnesium atom (Mg) and a calcium atom (Ca).
- examples of earth metal atoms include aluminum atoms (Al).
- M may be, for example, a hydrogen atom, a sodium atom, or ammonium.
- the polymer of the present invention may be a water-soluble polymer, particularly an anionic water-soluble polymer.
- the polymer of the present invention may be a homopolymer having repeating units represented by formula (I) above, or may be a copolymer or crosspolymer having repeating units represented by formula (I) above.
- the polymer of the present invention is a copolymer or crosspolymer
- other copolymerization components that can constitute the copolymer or crosspolymer together with the repeating unit represented by the formula (I) include, for example, N- Vinylpyrrolidone, sodium or ammonium salt of acrylic acid or methacrylic acid, acrylamide, dimethylacrylamide, hydroxyethyl acrylate, methacrylamide lauric acid, carboxyethylammonium acrylate, 2-hydroxyethyl acrylate, beheneth-25 methacrylate, methacryl Examples include, but are not limited to, steareth-25 acid, steareth-20 methacrylate, PEG-8 diacrylate, steareth-8 methacrylate, laureth-7 methacrylate, and the like.
- the repeating unit represented by the above formula (I) is, for example, 10 mol% or more, 20 mol% or more, 50 mol% or more, 80 mol% or more, or 95 mol % or more, or less than 100 mol %, 99 mol % or less, or 98 mol % or less.
- the polymers of the present invention are more specifically: (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/acryloyldimethyltaurate) sodium/steareth-20 methacrylate) copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate
- the content of the polymer of the present invention is not particularly limited as long as it can act as a percutaneous permeation enhancer for B vitamins or derivatives thereof. % by mass), 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more, 0 .3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, 0.7% by mass or more, 0.8% by mass or more, or 0.9% by mass or more 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, or 1.0% by mass or less.
- the weight ratio of the B vitamins or derivatives thereof to the polymer of the present invention may be from 100:1 to 1:1, or may range from 100:5 to 100:50, 100:5 to 100:20, or 100:5 to 100:15.
- the polymers of the invention described above can also be used as general thickeners in cosmetics.
- the present inventors have found that the use of the polymer of the present invention together with B vitamins or derivatives thereof can promote permeation of B vitamins or derivatives thereof into the skin.
- the cosmetic composition of the present invention may further comprise a cosmetically acceptable base.
- Cosmetically acceptable bases serve to act as diluents, dispersants or carriers for other materials present in the composition and to facilitate their distribution when the composition is applied to the skin. you can
- Cosmetically acceptable bases may be composed of ingredients including fatty acids having 10 to 30 carbon atoms and their salts, water, liquid or solid emollients, solvents, moisturizers, thickeners, powders. . These ingredients may be used alone or as mixtures thereof to form a cosmetically acceptable base.
- fatty acid salts may include potassium stearate.
- emollients that can be used in cosmetically acceptable bases include stearyl alcohol, glyceryl monoricinoleate, mink oil, cetyl alcohol, isopropyl isostearate, stearic acid, isobutyl palmitate, isocetyl stearate, oleyl alcohol, Isopropyl laurate, hexyl laurate, decyl oleate, octadecan-2-ol, isocetyl alcohol, eicosanyl alcohol, behenyl alcohol, cetyl palmitate, silicone oils such as dimethylpolysiloxane, di-n-butyl sebacate, myristic acid Isopropyl palmitate, isopropyl stearate, butyl stearate, polyethylene glycol, triethylene glycol, lanolin, cocoa butter, corn oil, cottonseed oil, olive oil, palm kernel oil, rapeseed oil, safflower seed oil,
- Oil avocado oil, sesame oil, coconut oil, peanut oil, castor oil, acetylated lanolin alcohol, petroleum jelly, mineral oil, butyl myristate, isostearic acid, palmitic acid, isopropyl linoleate, lauryl lactate, myristyl lactate, decyl oleate, myristine.
- Myristylates and mixtures thereof may be included.
- powders that can be used in cosmetically acceptable bases include chalk, talc, fuller's earth, kaolin, starch, gums, colloidal silica sodium polyacrylate, tetraalkyl and/or trialkylarylammonium smectites, chemically modified Magnesium aluminum silicate, organically modified montmorillonite clay, hydrated aluminum silicate, fumed silica, carboxyvinyl polymer, sodium carboxymethylcellulose and ethylene glycol monostearate may be included.
- the cosmetic composition of the present invention further contains a cosmetically acceptable base
- the content thereof is not particularly limited. It may be ⁇ 99.5 wt%, 20-80 wt%, or 30-75 wt%.
- the cosmetic composition of the present invention may further contain other ingredients in addition to those mentioned above.
- Other ingredients include, for example, skin lightening agents, sunscreens, surfactants, antioxidants, binders, biological additives, buffers, colorants, polymers, astringents, fragrances, opacifiers, conditioners. , exfoliants, pH adjusters, preservatives, natural extracts, skin sensates, skin smoothing agents, skin healing agents, and the like.
- the respective contents are not particularly limited as long as they are cosmetically acceptable amounts.
- the cosmetic composition of the invention may be for topical application to the skin.
- the cosmetic composition forms of the present invention include, but are not limited to, lotions, creams, gels, masks, mousses, and the like.
- the cosmetic method of the invention comprises applying the above-described cosmetic composition of the invention to the skin.
- the cosmetic method of the present invention it is possible to promote permeation of B vitamins or derivatives thereof as active cosmetic ingredients into the skin.
- the present invention will be described in more detail below with reference to examples, but the present invention is not limited to these.
- the numerical values in the table mean the amount of each component blended, and the unit is % by mass.
- Examples 1 to 8 and Comparative Example 1 Compositions of Examples 1 to 8 and Comparative Example 1 were prepared based on the formulations in Tables 1 and 2, and percutaneous permeation of vitamin B group or its derivatives contained in each composition was evaluated.
- the cosmetic composition of each example and comparative example was applied to the donor cell side at a volume of 10 ⁇ L/cm 2 and spread over 30 seconds with a spatula.
- the polymer of the present invention can be used as a percutaneous permeation enhancer for B vitamins or derivatives thereof.
Abstract
The present invention provides: a cosmetic composition and a cosmetic method, each of which is capable of promoting penetration of B vitamins or derivatives thereof into the skin; and a polymer which is suitable for use as a percutaneous penetration promoter for B vitamins or derivatives thereof. A cosmetic composition which contains B vitamins or derivatives thereof and a polymer that serves as a percutaneous penetration promoter for B vitamins or derivatives thereof, the polymer having a repeating unit represented by formula (I). (In the formula, each of R1, R2, R3, R4 and R5 independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; and M represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an earth metal atom or an ammonium.)
Description
本発明は、美容組成物に関し、特に、ビタミンＢ群又はその誘導体を含む美容組成物に関する。
The present invention relates to a cosmetic composition, and particularly to a cosmetic composition containing B vitamins or derivatives thereof.
近年、皮膚に対して、美白、シワ予防やシワ改善、肌荒れ改善等の美容に関する研究が盛んに行われており、例えば、ビタミンＢ群又はその誘導体を含む美容組成物等が多数開発されている。
In recent years, many studies have been conducted on skin beauty such as whitening, prevention of wrinkles, improvement of wrinkles, and improvement of rough skin. For example, many cosmetic compositions containing B vitamins or derivatives thereof have been developed. .
ビタミンＢ群又はその誘導体のうち、例えば、ナイアシンアミドは、美白効果及び抗シワ効果（例えば、シワ予防やシワ改善等の効果）を兼ね備えた美容有効成分として注目されている。そして、このようなビタミンＢ群又はその誘導体を含む美容組成物を皮膚に塗布する場合に、ビタミンＢ群又はその誘導体を皮膚内に多く浸透させて、その美容効果を高めることが望まれている。
Among the B vitamins or their derivatives, for example, niacinamide is attracting attention as an active cosmetic ingredient that has both whitening and anti-wrinkle effects (for example, wrinkle-preventing and wrinkle-improving effects). When a cosmetic composition containing such B vitamins or derivatives thereof is applied to the skin, it is desired that the B vitamins or derivatives thereof penetrate into the skin in a large amount to enhance the cosmetic effect. .
例えば、特許文献１では、有効成分の皮膚への浸透性を高め、有効成分の皮膚内での滞留時間を延ばす美容組成物として、局所的塗布に適した美容組成物であって、ｉ）グリセリンと、ｉｉ）グリセリル頭部基を有する脂質二重層構造化剤と、ｉｉｉ）浸透促進剤と、ｉｖ）スキンケア有効成分と、を含む、美容組成物が開示されている。
For example, Patent Document 1 describes a cosmetic composition suitable for topical application as a cosmetic composition that enhances the penetration of active ingredients into the skin and prolongs the retention time of the active ingredients in the skin, comprising: i) glycerin; ii) a lipid bilayer structurant having a glyceryl head group; iii) a penetration enhancer; and iv) a skin care active.
一方で、特許文献１にも言及されているように、各種の皮膚浸透促進剤が知られているが、それらの作用機序、特に角層における作用機序は未だ研究途上であり、与えられた浸透物質に対する浸透促進剤を合理的に選択することは困難である。
On the other hand, as mentioned in Patent Document 1, various skin penetration enhancers are known, but their mechanism of action, especially in the stratum corneum, is still under study. It is difficult to rationally select permeation enhancers for permeants.
このように、皮膚への浸透に対する特定の個々の成分の効果についてはある程度は研究されているものの、美容有効成分の皮膚への浸透については、未だに明らかにされていないものが多い。このため、例えば、美容有効成分としてのビタミンＢ群又はその誘導体を、皮膚内に多く浸透させて、その美容効果を高めることは、依然として研究すべきである。
In this way, although the effects of specific individual ingredients on permeation into the skin have been studied to some extent, the permeation of active cosmetic ingredients into the skin has not yet been elucidated. For this reason, for example, it is still necessary to study how to permeate a large amount of vitamin B group or its derivative as a cosmetic active ingredient into the skin to enhance its cosmetic effect.
本発明は、上記の事情を改善しようとするものであり、その目的は、ビタミンＢ群又はその誘導体の皮膚への浸透を促進できる、美容組成物及び美容方法、並びにビタミンＢ群又はその誘導体の経皮浸透促進剤としての使用に適したポリマーを提供することである。
The present invention aims to improve the above circumstances, and its object is to provide a cosmetic composition and cosmetic method that can promote permeation of B vitamins or derivatives thereof into the skin, An object of the present invention is to provide a polymer suitable for use as a percutaneous penetration enhancer.
上記の目的を達成する本発明は、以下のとおりである。
The present invention that achieves the above objects is as follows.
〈態様１〉
ビタミンＢ群又はその誘導体と、
前記ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーと、
を含む美容組成物：
（式中、Ｒ１、Ｒ２、Ｒ３、Ｒ４、及びＲ５は、それぞれ独立して、水素原子又は炭素数１～３のアルキル基であり、かつＭは、水素原子、アルカリ金属原子、アルカリ土類金属原子、土類金属原子、又はアンモニウムである）。
〈態様２〉
前記式（Ｉ）において、Ｒ１、Ｒ４、及びＲ５は、水素原子であり、
Ｒ２及びＲ３は、メチル基であり、かつ
Ｍは、水素原子、ナトリウム原子、又はアンモニウムである、
態様１に記載の美容組成物。
〈態様３〉
前記ビタミンＢ群又はその誘導体が、ナイアシンアミドである、態様１又は２に記載の美容組成物。
〈態様４〉
前記ポリマーが、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマー、ポリアクリロイルジメチルタウリンナトリウム、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－２５）クロスポリマー、ポリアクリロイルジメチルタウリンアンモニウム、（アクリル酸２－ヒドロキシエチル／アクリロイルジメチルタウリンナトリウム／メタクリル酸ステアレス－２０）コポリマー、（アクリルアミド／アクリロイルジメチルタウリンナトリウム）コポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリン／ジメチルアクリルアミド）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム／アクリルアミド）コポリマー、（アクリル酸ヒドロキシエチル／アクリロイルジメチルタウリン）コポリマーナトリウム、（アクリロイルジメチルタウリンナトリウム／ジアクリル酸ＰＥＧ－８）クロスポリマー、（アクリロイルジメチルタウリンナトリウム／メタクリルアミドラウリン酸）コポリマー、（アクリロイルジメチルタウリンアンモニウム／アクリル酸カルボキシエチルアンモニウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－８）コポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ラウレス－７）コポリマー、及び（アクリロイルジメチルタウリンナトリウム／ビニルピロリドン）クロスポリマーからなる群より選択される少なくとも１つを含む、態様１～３のいずれか一項に記載の美容組成物。
〈態様５〉
前記ビタミンＢ群又はその誘導体と前記ポリマーとの重量比（前記ビタミンＢ群又はその誘導体：前記ポリマー）が、１００：１～１：１である、態様１～４のいずれか一項に記載の美容組成物。
〈態様６〉
化粧品として許容される基剤を更に含む、態様１～５のいずれか一項に記載の美容組成物。
〈態様７〉
局所塗布用である、態様１～６のいずれか一項に記載の美容組成物。
〈態様８〉
態様１～７のいずれか一項に記載の美容組成物を皮膚に塗布することを含む、美容方法。
〈態様９〉
ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーの使用：
（式中、Ｒ１、Ｒ２、Ｒ３、Ｒ４、及びＲ５は、それぞれ独立して、水素原子又は炭素数１～３のアルキル基であり、かつＭは、水素原子、アルカリ金属原子、アルカリ土類金属原子、土類金属原子、又はアンモニウムである）。
〈態様１０〉
前記式（Ｉ）において、Ｒ１、Ｒ４、及びＲ５は、水素原子であり、
Ｒ２及びＲ３は、メチル基であり、かつ
Ｍは、水素原子、ナトリウム原子、又はアンモニウムである、
態様９に記載の使用。
〈態様１１〉
前記ビタミンＢ群又はその誘導体が、ナイアシンアミドであり、かつ
前記ポリマーが、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、及び（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマーからなる群より選択される少なくとも１つを含む、
態様９又は１０に記載の使用。 <Aspect 1>
B vitamins or derivatives thereof;
a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for the B vitamins or derivatives thereof;
A beauty composition containing:
(wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium).
<Aspect 2>
In the formula (I), R 1 , R 4 and R 5 are hydrogen atoms,
R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
A cosmetic composition according to aspect 1.
<Aspect 3>
3. The cosmetic composition according to aspect 1 or 2, wherein the B vitamins or derivative thereof is niacinamide.
<Aspect 4>
The polymers are (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/acryloyldimethyltaurate) sodium) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/sodium acryloyldimethyltaurate/steareth-20 methacrylate) Copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate/acryloyldimethyltaurate/dimethylacrylamide) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate/acrylamide) copolymer, (hydroxyethyl acrylate/acryloyldimethyltaurate) ) copolymer sodium, (acryloyl dimethyl taurate sodium/PEG-8 diacrylate) crosspolymer, (acryloyl dimethyl taurate sodium/methacrylamide lauric acid) copolymer, (acryloyl dimethyl taurate ammonium/carboxyethylammonium acrylate) crosspolymer, (acryloyl dimethyl ammonium taurate/steareth-8 methacrylate) copolymer, (ammonium acryloyl dimethyl taurate/laureth-7 methacrylate) copolymer, and (sodium acryloyl dimethyl taurate/vinylpyrrolidone) crosspolymer, The cosmetic composition according to any one of aspects 1-3.
<Aspect 5>
Aspects 1 to 4 according to any one of aspects 1 to 4, wherein the weight ratio of the B vitamins or derivative thereof to the polymer (the B vitamins or derivative thereof:the polymer) is from 100:1 to 1:1. beauty composition.
<Aspect 6>
The cosmetic composition according to any one of aspects 1-5, further comprising a cosmetically acceptable base.
<Aspect 7>
The cosmetic composition according to any one of aspects 1-6, which is for topical application.
<Aspect 8>
A cosmetic method comprising applying the cosmetic composition according to any one of aspects 1 to 7 to the skin.
<Aspect 9>
Use of a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof:
(wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium).
<Aspect 10>
In the formula (I), R 1 , R 4 and R 5 are hydrogen atoms,
R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
Use according to aspect 9.
<Aspect 11>
The B vitamins or a derivative thereof is niacinamide, and the polymer is (acryloyldimethyltaurate ammonium/vinylpyrrolidone) copolymer, (dimethylacrylamide/acryloyldimethyltaurate sodium) crosspolymer, (acryloyldimethyltaurate ammonium/methacrylic acid) beheneth-25) crosspolymer, and at least one selected from the group consisting of (sodium acrylate/sodium acryloyldimethyltaurate) copolymer,
Use according toaspect 9 or 10.
ビタミンＢ群又はその誘導体と、
前記ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーと、
を含む美容組成物：
〈態様２〉
前記式（Ｉ）において、Ｒ１、Ｒ４、及びＲ５は、水素原子であり、
Ｒ２及びＲ３は、メチル基であり、かつ
Ｍは、水素原子、ナトリウム原子、又はアンモニウムである、
態様１に記載の美容組成物。
〈態様３〉
前記ビタミンＢ群又はその誘導体が、ナイアシンアミドである、態様１又は２に記載の美容組成物。
〈態様４〉
前記ポリマーが、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマー、ポリアクリロイルジメチルタウリンナトリウム、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－２５）クロスポリマー、ポリアクリロイルジメチルタウリンアンモニウム、（アクリル酸２－ヒドロキシエチル／アクリロイルジメチルタウリンナトリウム／メタクリル酸ステアレス－２０）コポリマー、（アクリルアミド／アクリロイルジメチルタウリンナトリウム）コポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリン／ジメチルアクリルアミド）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム／アクリルアミド）コポリマー、（アクリル酸ヒドロキシエチル／アクリロイルジメチルタウリン）コポリマーナトリウム、（アクリロイルジメチルタウリンナトリウム／ジアクリル酸ＰＥＧ－８）クロスポリマー、（アクリロイルジメチルタウリンナトリウム／メタクリルアミドラウリン酸）コポリマー、（アクリロイルジメチルタウリンアンモニウム／アクリル酸カルボキシエチルアンモニウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－８）コポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ラウレス－７）コポリマー、及び（アクリロイルジメチルタウリンナトリウム／ビニルピロリドン）クロスポリマーからなる群より選択される少なくとも１つを含む、態様１～３のいずれか一項に記載の美容組成物。
〈態様５〉
前記ビタミンＢ群又はその誘導体と前記ポリマーとの重量比（前記ビタミンＢ群又はその誘導体：前記ポリマー）が、１００：１～１：１である、態様１～４のいずれか一項に記載の美容組成物。
〈態様６〉
化粧品として許容される基剤を更に含む、態様１～５のいずれか一項に記載の美容組成物。
〈態様７〉
局所塗布用である、態様１～６のいずれか一項に記載の美容組成物。
〈態様８〉
態様１～７のいずれか一項に記載の美容組成物を皮膚に塗布することを含む、美容方法。
〈態様９〉
ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーの使用：
〈態様１０〉
前記式（Ｉ）において、Ｒ１、Ｒ４、及びＲ５は、水素原子であり、
Ｒ２及びＲ３は、メチル基であり、かつ
Ｍは、水素原子、ナトリウム原子、又はアンモニウムである、
態様９に記載の使用。
〈態様１１〉
前記ビタミンＢ群又はその誘導体が、ナイアシンアミドであり、かつ
前記ポリマーが、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、及び（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマーからなる群より選択される少なくとも１つを含む、
態様９又は１０に記載の使用。 <Aspect 1>
B vitamins or derivatives thereof;
a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for the B vitamins or derivatives thereof;
A beauty composition containing:
<Aspect 2>
In the formula (I), R 1 , R 4 and R 5 are hydrogen atoms,
R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
A cosmetic composition according to aspect 1.
<Aspect 3>
3. The cosmetic composition according to aspect 1 or 2, wherein the B vitamins or derivative thereof is niacinamide.
<Aspect 4>
The polymers are (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/acryloyldimethyltaurate) sodium) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/sodium acryloyldimethyltaurate/steareth-20 methacrylate) Copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate/acryloyldimethyltaurate/dimethylacrylamide) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate/acrylamide) copolymer, (hydroxyethyl acrylate/acryloyldimethyltaurate) ) copolymer sodium, (acryloyl dimethyl taurate sodium/PEG-8 diacrylate) crosspolymer, (acryloyl dimethyl taurate sodium/methacrylamide lauric acid) copolymer, (acryloyl dimethyl taurate ammonium/carboxyethylammonium acrylate) crosspolymer, (acryloyl dimethyl ammonium taurate/steareth-8 methacrylate) copolymer, (ammonium acryloyl dimethyl taurate/laureth-7 methacrylate) copolymer, and (sodium acryloyl dimethyl taurate/vinylpyrrolidone) crosspolymer, The cosmetic composition according to any one of aspects 1-3.
<
Aspects 1 to 4 according to any one of aspects 1 to 4, wherein the weight ratio of the B vitamins or derivative thereof to the polymer (the B vitamins or derivative thereof:the polymer) is from 100:1 to 1:1. beauty composition.
<Aspect 6>
The cosmetic composition according to any one of aspects 1-5, further comprising a cosmetically acceptable base.
<Aspect 7>
The cosmetic composition according to any one of aspects 1-6, which is for topical application.
<Aspect 8>
A cosmetic method comprising applying the cosmetic composition according to any one of aspects 1 to 7 to the skin.
<Aspect 9>
Use of a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof:
<
In the formula (I), R 1 , R 4 and R 5 are hydrogen atoms,
R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
Use according to aspect 9.
<Aspect 11>
The B vitamins or a derivative thereof is niacinamide, and the polymer is (acryloyldimethyltaurate ammonium/vinylpyrrolidone) copolymer, (dimethylacrylamide/acryloyldimethyltaurate sodium) crosspolymer, (acryloyldimethyltaurate ammonium/methacrylic acid) beheneth-25) crosspolymer, and at least one selected from the group consisting of (sodium acrylate/sodium acryloyldimethyltaurate) copolymer,
Use according to
本発明によれば、ビタミンＢ群又はその誘導体の皮膚への浸透を促進できる、美容組成物及び美容方法、並びにビタミンＢ群又はその誘導体の経皮浸透促進剤としての使用に適したポリマーを提供することができる。
INDUSTRIAL APPLICABILITY According to the present invention, there is provided a cosmetic composition and cosmetic method capable of promoting skin penetration of B vitamins or derivatives thereof, and a polymer suitable for use as a percutaneous permeation enhancer for B vitamins or derivatives thereof. can do.
以下、本発明の実施の形態について詳述する。なお、本発明は、以下の実施の形態に限定されるものではなく、発明の本旨の範囲内で種々変形して実施できる。
The embodiment of the present invention will be described in detail below. It should be noted that the present invention is not limited to the following embodiments, and can be modified in various ways within the scope of the gist of the invention.
《美容組成物》
本発明の美容組成物は、
ビタミンＢ群又はその誘導体と、
ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーと、
を含む美容組成物である：
（式中、Ｒ１、Ｒ２、Ｒ３、Ｒ４、及びＲ５は、それぞれ独立して、水素原子又は炭素数１～３のアルキル基であり、かつＭは、水素原子、アルカリ金属原子、土類金属原子、アルカリ土類金属原子、又はアンモニウムである）。
《Beauty composition》
The cosmetic composition of the present invention is
B vitamins or derivatives thereof;
a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof;
is a cosmetic composition comprising:
(wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an earth metal atom, an alkaline earth metal atom, or ammonium).
本発明の美容組成物は、
ビタミンＢ群又はその誘導体と、
ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーと、
を含む美容組成物である：
The cosmetic composition of the present invention is
B vitamins or derivatives thereof;
a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof;
is a cosmetic composition comprising:
本発明者らの鋭意研究によれば、上記式（Ｉ）で表される繰り返し単位を有するポリマーは、ビタミンＢ群又はその誘導体の経皮浸透促進剤として作用することが見出された。
According to the intensive research of the present inventors, it was found that the polymer having the repeating unit represented by formula (I) acts as a percutaneous permeation enhancer for B vitamins or derivatives thereof.
〈ビタミンＢ群又はその誘導体〉
本発明において、ビタミンＢ群又はその誘導体は、美容有効成分である。より具体的には、ビタミンＢ群又はその誘導体は、例えば、ビタミンＢ１、ビタミンＢ２、ビタミンＢ３（「ナイアシン」とも称する）、ビタミンＢ５、ビタミンＢ６、若しくはビタミンＢ１２、又はこれらの誘導体からなる群より選択される１つの化合物以上を含み、特に、「ナイアシン」とも呼ばれるビタミンＢ３又はその誘導体を好ましく含む。なお、「ナイアシン」には、ニコチン酸及びナイアシンアミド（「ニコチン酸アミド」とも称する）が含まれる。 <Vitamin B group or its derivative>
In the present invention, B vitamins or derivatives thereof are cosmetic active ingredients. More specifically, the B vitamins or derivatives thereof are, for example, from the group consisting of vitamin B1, vitamin B2, vitamin B3 (also referred to as "niacin"), vitamin B5, vitamin B6, or vitamin B12, or derivatives thereof. It contains one or more selected compounds, preferably vitamin B3, also called "niacin", or a derivative thereof. "Niacin" includes nicotinic acid and niacinamide (also referred to as "nicotinamide").
本発明において、ビタミンＢ群又はその誘導体は、美容有効成分である。より具体的には、ビタミンＢ群又はその誘導体は、例えば、ビタミンＢ１、ビタミンＢ２、ビタミンＢ３（「ナイアシン」とも称する）、ビタミンＢ５、ビタミンＢ６、若しくはビタミンＢ１２、又はこれらの誘導体からなる群より選択される１つの化合物以上を含み、特に、「ナイアシン」とも呼ばれるビタミンＢ３又はその誘導体を好ましく含む。なお、「ナイアシン」には、ニコチン酸及びナイアシンアミド（「ニコチン酸アミド」とも称する）が含まれる。 <Vitamin B group or its derivative>
In the present invention, B vitamins or derivatives thereof are cosmetic active ingredients. More specifically, the B vitamins or derivatives thereof are, for example, from the group consisting of vitamin B1, vitamin B2, vitamin B3 (also referred to as "niacin"), vitamin B5, vitamin B6, or vitamin B12, or derivatives thereof. It contains one or more selected compounds, preferably vitamin B3, also called "niacin", or a derivative thereof. "Niacin" includes nicotinic acid and niacinamide (also referred to as "nicotinamide").
ここで、ナイアシンアミドが美白効果及び抗シワ効果を兼ね備えている観点から、本発明に係るビタミンＢ群又はその誘導体は、ナイアシンアミドであることが好ましい。なお、ナイアシンアミドの構造は、以下の式（ＩＩ）に示される。
Here, from the viewpoint that niacinamide has both a whitening effect and an anti-wrinkle effect, the B vitamins or derivatives thereof according to the present invention are preferably niacinamide. The structure of niacinamide is shown in formula (II) below.
本発明の美容組成物において、ビタミンＢ群又はその誘導体の含有量は、皮膚に対して美容効果が表れる量であれば特に限定されず、例えば、組成物の全量（１００質量％）に対して、０．００１質量％以上、０．００５質量％以上、０．０１質量％以上、０．０５質量％以上、０．１質量％以上、０．５質量％以上、１．０質量％以上、２．０質量％以上、３．０質量％以上、４．０質量％以上、又は５．０質量％以上であってよく、また、２０質量％以下、１５質量％以下、１０質量％以下、８．０質量％以下、又は５．０質量％以下であってよい。
In the cosmetic composition of the present invention, the content of the B vitamins or derivatives thereof is not particularly limited as long as it exhibits a cosmetic effect on the skin. , 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, or 5.0% by mass or more, and 20% by mass or less, 15% by mass or less, 10% by mass or less, It may be 8.0% by mass or less, or 5.0% by mass or less.
〈経皮浸透促進剤〉
本発明において、「経皮浸透促進剤」とは、肌に塗られた薬効成分の効果発現を高めることを目的とした、薬効成分の皮膚浸透性を改善する物質を指す。ここで、「特定の物質」は、例えば美容有効成分であってよく、より具体的には、本発明にかかるビタミンＢ群又はその誘導体、例えばナイアシンアミド等であってよい。 <Transdermal Penetration Enhancer>
In the present invention, the term "transdermal penetration enhancer" refers to a substance that improves the skin permeability of a medicinal ingredient for the purpose of enhancing the effect expression of the medicinal ingredient applied to the skin. Here, the "specific substance" may be, for example, a cosmetic active ingredient, and more specifically, it may be the vitamin B group or its derivative, such as niacinamide, according to the present invention.
本発明において、「経皮浸透促進剤」とは、肌に塗られた薬効成分の効果発現を高めることを目的とした、薬効成分の皮膚浸透性を改善する物質を指す。ここで、「特定の物質」は、例えば美容有効成分であってよく、より具体的には、本発明にかかるビタミンＢ群又はその誘導体、例えばナイアシンアミド等であってよい。 <Transdermal Penetration Enhancer>
In the present invention, the term "transdermal penetration enhancer" refers to a substance that improves the skin permeability of a medicinal ingredient for the purpose of enhancing the effect expression of the medicinal ingredient applied to the skin. Here, the "specific substance" may be, for example, a cosmetic active ingredient, and more specifically, it may be the vitamin B group or its derivative, such as niacinamide, according to the present invention.
（本発明のポリマー）
本発明の美容組成物において、下記式（Ｉ）で表される繰り返し単位を有するポリマー（以下では、単に「本発明のポリマー」とも称する）は、ビタミンＢ群又はその誘導体の経皮浸透促進剤として作用することができる。 (Polymer of the Invention)
In the cosmetic composition of the present invention, a polymer having a repeating unit represented by the following formula (I) (hereinafter also simply referred to as "the polymer of the present invention") is a percutaneous permeation enhancer for B vitamins or derivatives thereof. can act as
本発明の美容組成物において、下記式（Ｉ）で表される繰り返し単位を有するポリマー（以下では、単に「本発明のポリマー」とも称する）は、ビタミンＢ群又はその誘導体の経皮浸透促進剤として作用することができる。 (Polymer of the Invention)
In the cosmetic composition of the present invention, a polymer having a repeating unit represented by the following formula (I) (hereinafter also simply referred to as "the polymer of the present invention") is a percutaneous permeation enhancer for B vitamins or derivatives thereof. can act as
式（Ｉ）において、Ｒ１、Ｒ２、Ｒ３、Ｒ４、及びＲ５は、それぞれ独立して、水素原子（Ｈ）又は炭素数１～３のアルキル基であってよい。より具体的には、Ｒ１、Ｒ４、及びＲ５は、水素原子であってよく、また、Ｒ２及びＲ３は、メチル基（－ＣＨ３）であってよい。
In Formula (I), R 1 , R 2 , R 3 , R 4 and R 5 may each independently be a hydrogen atom (H) or an alkyl group having 1 to 3 carbon atoms. More specifically, R 1 , R 4 and R 5 may be hydrogen atoms, and R 2 and R 3 may be methyl groups (--CH 3 ).
また、式（Ｉ）において、－ＳＯ３Ｍは、スルホン酸であってもよく、スルホン酸塩であってもよい。具体的には、Ｍは、水素原子、アルカリ金属原子、アルカリ土類金属原子、土類金属原子、又はアンモニウム（ＮＨ４）であってよい。ここで、アルカリ金属原子としては、例えば、ナトリウム原子（Ｎａ）又はカリウム原子（Ｋ）等が挙げられる。また、アルカリ土類金属原子としては、例えばマグネシウム原子（Ｍｇ）又はカルシウム原子（Ｃａ）等が挙げられる。また、土類金属原子としては、例えばアルミニウム原子（Ａｌ）等が挙げられる。これらのうち、Ｍは、例えば、水素原子、ナトリウム原子、又はアンモニウムであってよい。
In formula (I), —SO 3 M may be sulfonic acid or sulfonate. Specifically, M may be a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an earth metal atom, or ammonium ( NH4 ). Here, the alkali metal atom includes, for example, a sodium atom (Na) or a potassium atom (K). Moreover, examples of the alkaline earth metal atom include a magnesium atom (Mg) and a calcium atom (Ca). Further, examples of earth metal atoms include aluminum atoms (Al). Among these, M may be, for example, a hydrogen atom, a sodium atom, or ammonium.
本発明のポリマーは、水溶性ポリマーであってよく、特にアニオン性の水溶性ポリマーであってよい。
The polymer of the present invention may be a water-soluble polymer, particularly an anionic water-soluble polymer.
本発明のポリマーは、上記式（Ｉ）で表される繰り返し単位を有するホモポリマーであってもよく、又は上記式（Ｉ）で表される繰り返し単位を有するコポリマー若しくはクロスポリマーであってよい。
The polymer of the present invention may be a homopolymer having repeating units represented by formula (I) above, or may be a copolymer or crosspolymer having repeating units represented by formula (I) above.
ここで、本発明のポリマーがコポリマー又はクロスポリマーである場合には、上記式（Ｉ）で表される繰り返し単位と共にコポリマー又はクロスポリマーを構成し得る他の共重合成分としては、例えば、Ｎ－ビニルピロリドン、アクリル酸又はメタクリル酸のナトリウム塩若しくはアンモニウム塩、アクリルアミド、ジメチルアクリルアミド、アクリル酸ヒドロキシエチル、メタクリルアミドラウリン酸、アクリル酸カルボキシエチルアンモニウム、アクリル酸２－ヒドロキシエチル、メタクリル酸ベヘネス－２５、メタクリル酸ステアレス－２５、メタクリル酸ステアレス－２０、ジアクリル酸ＰＥＧ－８、メタクリル酸ステアレス－８、メタクリル酸ラウレス－７等が挙げられるが、これらに限定されない。なお、本発明のポリマーがコポリマー又はクロスポリマーである場合、上記式（Ｉ）で表される繰り返し単位は、ポリマー全体において、例えば、１０ｍｏｌ％以上、２０ｍｏｌ％以上、５０ｍｏｌ％以上、８０ｍｏｌ％以上、又は９５ｍｏｌ％以上であってよく、また１００ｍｏｌ％未満、９９ｍｏｌ％以下、又は９８ｍｏｌ％以下であってよい。
Here, when the polymer of the present invention is a copolymer or crosspolymer, other copolymerization components that can constitute the copolymer or crosspolymer together with the repeating unit represented by the formula (I) include, for example, N- Vinylpyrrolidone, sodium or ammonium salt of acrylic acid or methacrylic acid, acrylamide, dimethylacrylamide, hydroxyethyl acrylate, methacrylamide lauric acid, carboxyethylammonium acrylate, 2-hydroxyethyl acrylate, beheneth-25 methacrylate, methacryl Examples include, but are not limited to, steareth-25 acid, steareth-20 methacrylate, PEG-8 diacrylate, steareth-8 methacrylate, laureth-7 methacrylate, and the like. When the polymer of the present invention is a copolymer or crosspolymer, the repeating unit represented by the above formula (I) is, for example, 10 mol% or more, 20 mol% or more, 50 mol% or more, 80 mol% or more, or 95 mol % or more, or less than 100 mol %, 99 mol % or less, or 98 mol % or less.
本発明のポリマーは、より具体的には、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマー、ポリアクリロイルジメチルタウリンナトリウム、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－２５）クロスポリマー、ポリアクリロイルジメチルタウリンアンモニウム、（アクリル酸２－ヒドロキシエチル／アクリロイルジメチルタウリンナトリウム／メタクリル酸ステアレス－２０）コポリマー、（アクリルアミド／アクリロイルジメチルタウリンナトリウム）コポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリン／ジメチルアクリルアミド）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム／アクリルアミド）コポリマー、（アクリル酸ヒドロキシエチル／アクリロイルジメチルタウリン）コポリマーナトリウム、（アクリロイルジメチルタウリンナトリウム／ジアクリル酸ＰＥＧ－８）クロスポリマー、（アクリロイルジメチルタウリンナトリウム／メタクリルアミドラウリン酸）コポリマー、（アクリロイルジメチルタウリンアンモニウム／アクリル酸カルボキシエチルアンモニウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－８）コポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ラウレス－７）コポリマー、及び（アクリロイルジメチルタウリンナトリウム／ビニルピロリドン）クロスポリマーからなる群より選択される少なくとも１つを含んでよい。なお、これらのポリマーは、合成によって得られるものであってもよく、市販のものであってもよい。市販のもの場合には、本発明の効果を損なわない限り、市販のポリマー中にその他の溶剤や添加剤等が存在していていもよい。
The polymers of the present invention are more specifically: (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/acryloyldimethyltaurate) sodium/steareth-20 methacrylate) copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate/acryloyldimethyltaurate/dimethylacrylamide) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate/acrylamide) copolymer, ( Hydroxyethyl Acrylate/Acryloyldimethyltaurate) Copolymer Sodium, (Sodium Acryloyldimethyltaurate/PEG-8 Diacrylate) Crosspolymer, (Sodium Acryloyldimethyltaurate/Methacrylamide Lauric Acid) Copolymer, (Ammonium Acryloyldimethyltaurate/Carboxyethyl Acrylate) ammonium) crosspolymer, (ammonium acryloyldimethyltaurate/steareth-8 methacrylate) copolymer, (ammonium acryloyldimethyltaurate/laureth-7 methacrylate) copolymer, and (sodium acryloyldimethyltaurate/vinylpyrrolidone) crosspolymer may include at least one These polymers may be obtained by synthesis or may be commercially available. In the case of commercially available polymers, other solvents and additives may be present in the commercially available polymers as long as they do not impair the effects of the present invention.
本発明の美容組成物において、本発明のポリマーの含有量は、ビタミンＢ群又はその誘導体の経皮浸透促進剤として作用し得る量であれば特に限定されず、例えば、組成物の全量（１００質量％）に対して、０．００１質量％以上、０．００５質量％以上、０．０１質量％以上、０．０５質量％以上、０．１質量％以上、０．２質量％以上、０．３質量％以上、０．４質量％以上、０．５質量％以上、０．６質量％以上、０．７質量％以上、０．８質量％以上、又は０．９質量％以上であってよく、また、５．０質量％以下、４．０質量％以下、３．０質量％以下、２．０質量％以下、又は１．０質量％以下であってよい。
In the cosmetic composition of the present invention, the content of the polymer of the present invention is not particularly limited as long as it can act as a percutaneous permeation enhancer for B vitamins or derivatives thereof. % by mass), 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more, 0 .3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, 0.7% by mass or more, 0.8% by mass or more, or 0.9% by mass or more 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, or 1.0% by mass or less.
本発明の美容組成物において、ビタミンＢ群又はその誘導体と本発明のポリマーとの重量比（ビタミンＢ群又はその誘導体：本発明のポリマー）は、１００：１～１：１であってよく、又は１００：５～１００：５０、１００：５～１００：２０、若しくは１００：５～１００：１５の範囲であってよい。
In the cosmetic composition of the present invention, the weight ratio of the B vitamins or derivatives thereof to the polymer of the present invention (B vitamins or derivatives thereof:the polymer of the present invention) may be from 100:1 to 1:1, or may range from 100:5 to 100:50, 100:5 to 100:20, or 100:5 to 100:15.
（本発明のポリマーの用途）
上述した本発明のポリマーは、化粧品の一般的な増粘剤として使用することもできる。それに対して、本発明者らは、本発明のポリマーをビタミンＢ群又はその誘導体と共に用いることによって、ビタミンＢ群又はその誘導体の皮膚への浸透を促進できることを見出した。 (Use of the polymer of the present invention)
The polymers of the invention described above can also be used as general thickeners in cosmetics. In contrast, the present inventors have found that the use of the polymer of the present invention together with B vitamins or derivatives thereof can promote permeation of B vitamins or derivatives thereof into the skin.
上述した本発明のポリマーは、化粧品の一般的な増粘剤として使用することもできる。それに対して、本発明者らは、本発明のポリマーをビタミンＢ群又はその誘導体と共に用いることによって、ビタミンＢ群又はその誘導体の皮膚への浸透を促進できることを見出した。 (Use of the polymer of the present invention)
The polymers of the invention described above can also be used as general thickeners in cosmetics. In contrast, the present inventors have found that the use of the polymer of the present invention together with B vitamins or derivatives thereof can promote permeation of B vitamins or derivatives thereof into the skin.
〈化粧品として許容される基剤〉
本発明の美容組成物は、化粧品として許容される基剤を更に含んでもよい。化粧品として許容される基剤は、組成物中に存在する他の材料の希釈剤、分散剤又は担体として作用し、組成物が皮膚に適用されるときにそれらの分布を促進する役割を有してよい。 <Cosmetic acceptable base>
The cosmetic composition of the present invention may further comprise a cosmetically acceptable base. Cosmetically acceptable bases serve to act as diluents, dispersants or carriers for other materials present in the composition and to facilitate their distribution when the composition is applied to the skin. you can
本発明の美容組成物は、化粧品として許容される基剤を更に含んでもよい。化粧品として許容される基剤は、組成物中に存在する他の材料の希釈剤、分散剤又は担体として作用し、組成物が皮膚に適用されるときにそれらの分布を促進する役割を有してよい。 <Cosmetic acceptable base>
The cosmetic composition of the present invention may further comprise a cosmetically acceptable base. Cosmetically acceptable bases serve to act as diluents, dispersants or carriers for other materials present in the composition and to facilitate their distribution when the composition is applied to the skin. you can
化粧品として許容される基剤は、１０～３０個の炭素原子を有する脂肪酸及びその塩、水、液体又は固体の皮膚軟化剤、溶媒、保湿剤、増粘剤、粉末を含む成分から構成され得る。これらの成分は、単独で、又はそれらの混合物として使用して、化粧品として許容される基剤を形成してもよい。
Cosmetically acceptable bases may be composed of ingredients including fatty acids having 10 to 30 carbon atoms and their salts, water, liquid or solid emollients, solvents, moisturizers, thickeners, powders. . These ingredients may be used alone or as mixtures thereof to form a cosmetically acceptable base.
化粧品として許容される基剤に使用できる脂肪酸の例には、１０～３０個の炭素原子を有する脂肪酸が含まれ、ペラルゴン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、イソステアリン酸、オレイン酸、リノール酸、アラキジン酸、ベヘン酸又はエルカ酸、及びそれらの誘導体、並びにそれらの混合物が含まれてよい。脂肪酸の塩の例には、ステアリン酸カリウムが含まれてよい。
Examples of fatty acids that can be used in cosmetically acceptable bases include fatty acids having 10-30 carbon atoms, such as pelargonic acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, oleic acid. , linoleic acid, arachidic acid, behenic acid or erucic acid, and derivatives thereof, and mixtures thereof. Examples of fatty acid salts may include potassium stearate.
化粧品として許容される基剤に使用できる皮膚軟化剤の例には、ステアリルアルコール、モノリシノール酸グリセリル、ミンク油、セチルアルコール、イソステアリン酸イソプロピル、ステアリン酸、パルミチン酸イソブチル、ステアリン酸イソセチル、オレイルアルコール、ラウリン酸イソプロピル、ラウリン酸ヘキシル、オレイン酸デシル、オクタデカン－２－オール、イソセチルアルコール、エイコサニルアルコール、ベヘニルアルコール、パルミチン酸セチル、ジメチルポリシロキサン等のシリコーン油、セバシン酸ジｎ－ブチル、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、ステアリン酸イソプロピル、ステアリン酸ブチル、ポリエチレングリコール、トリエチレングリコール、ラノリン、ココアバター、コーン油、綿実油、オリーブ油、パーム核油、菜種油、ベニバナ種子油、月見草油、大豆油、ひまわり油、アボカド油、ゴマ油、ココナッツ油、落花生油、ヒマシ油、アセチル化ラノリンアルコール、ワセリン、鉱油、ミリスチン酸ブチル、イソステアリン酸、パルミチン酸、リノール酸イソプロピル、乳酸ラウリル、乳酸ミリスチル、オレイン酸デシル、ミリスチン酸ミリスチル及びそれらの混合物が含まれてよい。
Examples of emollients that can be used in cosmetically acceptable bases include stearyl alcohol, glyceryl monoricinoleate, mink oil, cetyl alcohol, isopropyl isostearate, stearic acid, isobutyl palmitate, isocetyl stearate, oleyl alcohol, Isopropyl laurate, hexyl laurate, decyl oleate, octadecan-2-ol, isocetyl alcohol, eicosanyl alcohol, behenyl alcohol, cetyl palmitate, silicone oils such as dimethylpolysiloxane, di-n-butyl sebacate, myristic acid Isopropyl palmitate, isopropyl stearate, butyl stearate, polyethylene glycol, triethylene glycol, lanolin, cocoa butter, corn oil, cottonseed oil, olive oil, palm kernel oil, rapeseed oil, safflower seed oil, evening primrose oil, soybean oil, sunflower oil. Oil, avocado oil, sesame oil, coconut oil, peanut oil, castor oil, acetylated lanolin alcohol, petroleum jelly, mineral oil, butyl myristate, isostearic acid, palmitic acid, isopropyl linoleate, lauryl lactate, myristyl lactate, decyl oleate, myristine. Myristylates and mixtures thereof may be included.
化粧品として許容される基剤に使用できる粉末の例には、チョーク、タルク、フラー土、カオリン、澱粉、ガム類、コロイダルシリカポリアクリル酸ナトリウム、テトラアルキル及び／又はトリアルキルアリールアンモニウムスメクタイト、化学修飾ケイ酸マグネシウムアルミニウム、有機修飾モンモリロナイト粘土、水和ケイ酸アルミニウム、ヒュームドシリカ、カルボキシビニルポリマー、カルボキシメチルセルロースナトリウム及びエチレングリコールモノステアレートが含まれてよい。
Examples of powders that can be used in cosmetically acceptable bases include chalk, talc, fuller's earth, kaolin, starch, gums, colloidal silica sodium polyacrylate, tetraalkyl and/or trialkylarylammonium smectites, chemically modified Magnesium aluminum silicate, organically modified montmorillonite clay, hydrated aluminum silicate, fumed silica, carboxyvinyl polymer, sodium carboxymethylcellulose and ethylene glycol monostearate may be included.
本発明の美容組成物において、化粧品として許容される基剤を更に含む場合にはそれの含有量は、特に限定されず、例えば、組成物の全量（１００質量％）に対して、５．０～９９．５質量％、２０～８０質量％、又は３０～７５質量％であってよい。
When the cosmetic composition of the present invention further contains a cosmetically acceptable base, the content thereof is not particularly limited. It may be ~99.5 wt%, 20-80 wt%, or 30-75 wt%.
〈その他の成分〉
本発明の美容組成物は、上述した以外に、その他の成分を更に含んでよい。その他の成分としては、例えば、皮膚美白剤、日焼け止め剤、界面活性剤、抗酸化剤、結合剤、生物学的添加物、緩衝剤、着色剤、ポリマー、収斂剤、香料、乳白剤、コンディショナー、角質除去剤、ｐＨ調整剤、防腐剤、天然抽出物、皮膚用知覚剤、皮膚スムージング剤、及び皮膚治癒剤等が挙げられるが、これらに限定されない。また、これらのその他の成分が含まれる場合のそれぞれの含有量は、特に限定されず、化粧品として許容される量であればよい。 <Other ingredients>
The cosmetic composition of the present invention may further contain other ingredients in addition to those mentioned above. Other ingredients include, for example, skin lightening agents, sunscreens, surfactants, antioxidants, binders, biological additives, buffers, colorants, polymers, astringents, fragrances, opacifiers, conditioners. , exfoliants, pH adjusters, preservatives, natural extracts, skin sensates, skin smoothing agents, skin healing agents, and the like. In addition, when these other components are included, the respective contents are not particularly limited as long as they are cosmetically acceptable amounts.
本発明の美容組成物は、上述した以外に、その他の成分を更に含んでよい。その他の成分としては、例えば、皮膚美白剤、日焼け止め剤、界面活性剤、抗酸化剤、結合剤、生物学的添加物、緩衝剤、着色剤、ポリマー、収斂剤、香料、乳白剤、コンディショナー、角質除去剤、ｐＨ調整剤、防腐剤、天然抽出物、皮膚用知覚剤、皮膚スムージング剤、及び皮膚治癒剤等が挙げられるが、これらに限定されない。また、これらのその他の成分が含まれる場合のそれぞれの含有量は、特に限定されず、化粧品として許容される量であればよい。 <Other ingredients>
The cosmetic composition of the present invention may further contain other ingredients in addition to those mentioned above. Other ingredients include, for example, skin lightening agents, sunscreens, surfactants, antioxidants, binders, biological additives, buffers, colorants, polymers, astringents, fragrances, opacifiers, conditioners. , exfoliants, pH adjusters, preservatives, natural extracts, skin sensates, skin smoothing agents, skin healing agents, and the like. In addition, when these other components are included, the respective contents are not particularly limited as long as they are cosmetically acceptable amounts.
〈組成物の形態〉
本発明の美容組成物は、皮膚の局所塗布用であってよい。よって、本発明の美容組成物の形態として、例えば、ローション、クリーム、ゲル、マスク又はムース等が挙げられるが、これらに限定されない。 <Form of composition>
The cosmetic composition of the invention may be for topical application to the skin. Thus, the cosmetic composition forms of the present invention include, but are not limited to, lotions, creams, gels, masks, mousses, and the like.
本発明の美容組成物は、皮膚の局所塗布用であってよい。よって、本発明の美容組成物の形態として、例えば、ローション、クリーム、ゲル、マスク又はムース等が挙げられるが、これらに限定されない。 <Form of composition>
The cosmetic composition of the invention may be for topical application to the skin. Thus, the cosmetic composition forms of the present invention include, but are not limited to, lotions, creams, gels, masks, mousses, and the like.
《美容方法》
発明の美容方法は、上述した本発明の美容組成物を皮膚に塗布することを含む。 《Beauty method》
The cosmetic method of the invention comprises applying the above-described cosmetic composition of the invention to the skin.
発明の美容方法は、上述した本発明の美容組成物を皮膚に塗布することを含む。 《Beauty method》
The cosmetic method of the invention comprises applying the above-described cosmetic composition of the invention to the skin.
本発明の美容方法によれば、美容有効成分としてのビタミンＢ群又はその誘導体の皮膚への浸透を促進させることができる。
According to the cosmetic method of the present invention, it is possible to promote permeation of B vitamins or derivatives thereof as active cosmetic ingredients into the skin.
以下に実施例を挙げて、本発明について更に詳しく説明を行うが、本発明はこれらに限定されるものではない。なお、以下、特に断りのない限り、表中の数値は、各成分の配合量を意味し、単位は質量％である。
The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these. Hereafter, unless otherwise specified, the numerical values in the table mean the amount of each component blended, and the unit is % by mass.
《実施例１～８及び比較例１》
表１及び２の処方に基づき、実施例１～８及び比較例１の組成物を調製し、各組成物に含まれるビタミンＢ群又はその誘導体の経皮浸透について評価した。 <<Examples 1 to 8 and Comparative Example 1>>
Compositions of Examples 1 to 8 and Comparative Example 1 were prepared based on the formulations in Tables 1 and 2, and percutaneous permeation of vitamin B group or its derivatives contained in each composition was evaluated.
表１及び２の処方に基づき、実施例１～８及び比較例１の組成物を調製し、各組成物に含まれるビタミンＢ群又はその誘導体の経皮浸透について評価した。 <<Examples 1 to 8 and Comparative Example 1>>
Compositions of Examples 1 to 8 and Comparative Example 1 were prepared based on the formulations in Tables 1 and 2, and percutaneous permeation of vitamin B group or its derivatives contained in each composition was evaluated.
なお、表１において、経皮浸透促進剤としての（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマーの構造式は、以下のとおりである（商品名：Ａｒｉｓｔｏｆｌｅｘ ＡＶＣ、クラリアント社製）：
In Table 1, the structural formula of the (acryloyldimethyltaurate ammonium/vinylpyrrolidone) copolymer as a percutaneous penetration enhancer is as follows (trade name: Aristoflex AVC, manufactured by Clariant):
また、表１において、経皮浸透促進剤としての（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマーの構造式は、以下のとおりである（なお、ｌ：ｍ＝９５：５～９８：２（モル比）、商品名：Ａｒｉｓｔｏｆｌｅｘ ＨＭＢ、クラリアント社製）：
In Table 1, the structural formula of the (acryloyldimethyltaurate ammonium/beheneth-25 methacrylate) crosspolymer as a percutaneous penetration enhancer is as follows (l:m=95:5-98: 2 (molar ratio), trade name: Aristoflex HMB, manufactured by Clariant):
また、表２において、経皮浸透促進剤としての（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマーの構造式は、以下のとおりである（なお、ａ：ｂ：ｃ＝８０：２０：０．１（モル比））：
In Table 2, the structural formula of the (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer as a percutaneous penetration enhancer is as follows (a:b:c=80:20:0.1 (molar ratio)):
また、表２において、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマーの構造式は、以下のとおりである（商品名：ＳＩＭＵＬＧＥＬ ＥＧ、セピック社製）：
Also, in Table 2, the structural formula of the (sodium acrylate/sodium acryloyldimethyltaurate) copolymer is as follows (trade name: SIMULGEL EG, manufactured by Seppic):
《評価》
（評価方法）
フランツ型拡散セル（有効透過面積：０．７９ｃｍ２）のレシーバーセルにリン酸緩衝食塩水（「ＰＢＳ」とも略称する）を７．５ｍＬ充填し、皮膚代替膜（Ｓｔｒａｔ－Ｍ（登録商標）（Ｍｅｒｃｋ社製））をセルに挟み込み、表面温度が３２℃となるよう調整した。なお、Ｓｔｒａｔ－Ｍ（登録商標）は、受動拡散による皮膚透過性を評価する膜として、汎用されている皮膚代替膜の１つである。 "evaluation"
(Evaluation method)
The receiver cell of a Franz-type diffusion cell (effective permeation area: 0.79 cm 2 ) was filled with 7.5 mL of phosphate-buffered saline (also abbreviated as “PBS”), and a skin substitute membrane (Strat-M (registered trademark) ( (manufactured by Merck)) was sandwiched between cells, and the surface temperature was adjusted to 32°C. Strat-M (registered trademark) is one of skin substitute membranes widely used as a membrane for evaluating skin permeability by passive diffusion.
（評価方法）
フランツ型拡散セル（有効透過面積：０．７９ｃｍ２）のレシーバーセルにリン酸緩衝食塩水（「ＰＢＳ」とも略称する）を７．５ｍＬ充填し、皮膚代替膜（Ｓｔｒａｔ－Ｍ（登録商標）（Ｍｅｒｃｋ社製））をセルに挟み込み、表面温度が３２℃となるよう調整した。なお、Ｓｔｒａｔ－Ｍ（登録商標）は、受動拡散による皮膚透過性を評価する膜として、汎用されている皮膚代替膜の１つである。 "evaluation"
(Evaluation method)
The receiver cell of a Franz-type diffusion cell (effective permeation area: 0.79 cm 2 ) was filled with 7.5 mL of phosphate-buffered saline (also abbreviated as “PBS”), and a skin substitute membrane (Strat-M (registered trademark) ( (manufactured by Merck)) was sandwiched between cells, and the surface temperature was adjusted to 32°C. Strat-M (registered trademark) is one of skin substitute membranes widely used as a membrane for evaluating skin permeability by passive diffusion.
皮膚代替膜を水和させた後、１０μＬ／ｃｍ２の容量で、各実施例及び比較例の美容組成物をドナーセル側に適用し、スパチュラで３０秒に亘って塗り広げた。
After hydrating the skin substitute membrane, the cosmetic composition of each example and comparative example was applied to the donor cell side at a volume of 10 μL/cm 2 and spread over 30 seconds with a spatula.
そして各美容組成物の適用から１、２、３、４、６、及び８時間後に、レシーバー溶液を０．３ｍＬサンプリングし、同量のＰＢＳを補充した。
1, 2, 3, 4, 6, and 8 hours after application of each cosmetic composition, 0.3 mL of the receiver solution was sampled and supplemented with the same amount of PBS.
サンプリングしたレシーバーは、ＨＰＬＣにより定量し、各実施例及び比較例の美容組成物におけるナイアシンアミドの経時的な浸透量を求めた。そして、得られた浸透量から、以下の式１によって、ナイアシンアミドの経皮浸透率（％）を求めた：
ＮＡの経皮浸透率（％）＝（浸透したＮＡ量／塗布したＮＡ量）×１００％
（なお、「ＮＡ」は、ナイアシンアミドを意味する。） The sampled receivers were quantified by HPLC to determine the permeation amount of niacinamide over time in the cosmetic compositions of each example and comparative example. Then, from the obtained permeation amount, the percutaneous permeation rate (%) of niacinamide was calculated by the following formula 1:
Percutaneous NA permeation rate (%) = (permeated NA amount/applied NA amount) x 100%
(Note that "NA" means niacinamide.)
ＮＡの経皮浸透率（％）＝（浸透したＮＡ量／塗布したＮＡ量）×１００％
（なお、「ＮＡ」は、ナイアシンアミドを意味する。） The sampled receivers were quantified by HPLC to determine the permeation amount of niacinamide over time in the cosmetic compositions of each example and comparative example. Then, from the obtained permeation amount, the percutaneous permeation rate (%) of niacinamide was calculated by the following formula 1:
Percutaneous NA permeation rate (%) = (permeated NA amount/applied NA amount) x 100%
(Note that "NA" means niacinamide.)
なお、実施例１～４及び比較例１のナイアシンアミドの経皮浸透率は、図１に示し、実施例５～８及び比較例１のナイアシンアミドの経皮浸透率は、図２に示す。
The percutaneous permeation rates of niacinamide of Examples 1-4 and Comparative Example 1 are shown in FIG. 1, and the percutaneous permeation rates of niacinamide of Examples 5-8 and Comparative Example 1 are shown in FIG.
（評価結果）
図１及び図２から明らかであるように、実施例１～８の美容組成物はいずれも、比較例１の美容組成物（ビタミンＢ群又はその誘導体の経皮浸透促進剤を含まない組成物）に比べて、ナイアシンアミド（ビタミンＢ群又はその誘導体）の皮膚への浸透が促進されていることが分かった。 (Evaluation results)
As is clear from FIGS. 1 and 2, the cosmetic compositions of Examples 1 to 8 are all different from the cosmetic composition of Comparative Example 1 (a composition that does not contain a percutaneous permeation enhancer for vitamin B group or derivatives thereof). ), penetration of niacinamide (vitamin B group or its derivative) into the skin was found to be promoted.
図１及び図２から明らかであるように、実施例１～８の美容組成物はいずれも、比較例１の美容組成物（ビタミンＢ群又はその誘導体の経皮浸透促進剤を含まない組成物）に比べて、ナイアシンアミド（ビタミンＢ群又はその誘導体）の皮膚への浸透が促進されていることが分かった。 (Evaluation results)
As is clear from FIGS. 1 and 2, the cosmetic compositions of Examples 1 to 8 are all different from the cosmetic composition of Comparative Example 1 (a composition that does not contain a percutaneous permeation enhancer for vitamin B group or derivatives thereof). ), penetration of niacinamide (vitamin B group or its derivative) into the skin was found to be promoted.
これは、実施例１～８の美容組成物において、ビタミンＢ群又はその誘導体の経皮浸透促進剤としての本発明のポリマーが使用されていることによるものであると考える。また、言い換えれば、本発明のポリマーは、ビタミンＢ群又はその誘導体の経皮浸透促進剤として使用できることが示唆された。
This is believed to be due to the use of the polymer of the present invention as a percutaneous permeation enhancer for B vitamins or derivatives thereof in the cosmetic compositions of Examples 1-8. Also, in other words, it was suggested that the polymer of the present invention can be used as a percutaneous permeation enhancer for B vitamins or derivatives thereof.
《比較例２～５》
比較例２～５では、本発明のポリマーの代わりに、メチルタウリン基を有する低分子化合物を美容組成物に配合した場合の、ビタミンＢ群又はその誘導体の１、２、３、４、６、及び８時間後の経皮浸透について、上述した方法と同様に評価した。 <<Comparative Examples 2 to 5>>
In Comparative Examples 2 to 5, vitamin B group or derivatives thereof 1, 2, 3, 4, 6, 1, 2, 3, 4, 6 and and percutaneous permeation after 8 hours were evaluated in the same manner as described above.
比較例２～５では、本発明のポリマーの代わりに、メチルタウリン基を有する低分子化合物を美容組成物に配合した場合の、ビタミンＢ群又はその誘導体の１、２、３、４、６、及び８時間後の経皮浸透について、上述した方法と同様に評価した。 <<Comparative Examples 2 to 5>>
In Comparative Examples 2 to 5, vitamin B group or derivatives thereof 1, 2, 3, 4, 6, 1, 2, 3, 4, 6 and and percutaneous permeation after 8 hours were evaluated in the same manner as described above.
なお、比較例２～５の美容組成物の処方は、下記表３に示される。
The formulations of the cosmetic compositions of Comparative Examples 2-5 are shown in Table 3 below.
その結果、比較例２～５の美容組成物はいずれも、ナイアシンアミド（ビタミンＢ群又はその誘導体）の経皮浸透促進効果が見られなかった。
As a result, none of the cosmetic compositions of Comparative Examples 2 to 5 showed an effect of promoting percutaneous penetration of niacinamide (vitamin B group or its derivative).
Claims (11)
- ビタミンＢ群又はその誘導体と、
前記ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーと、
を含む美容組成物：
a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for the B vitamins or derivatives thereof;
A beauty composition containing:
- 前記式（Ｉ）において、Ｒ１、Ｒ４、及びＲ５は、水素原子であり、
Ｒ２及びＲ３は、メチル基であり、かつ
Ｍは、水素原子、ナトリウム原子、又はアンモニウムである、
請求項１に記載の美容組成物。 In the formula (I), R 1 , R 4 and R 5 are hydrogen atoms,
R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
A cosmetic composition according to claim 1 . - 前記ビタミンＢ群又はその誘導体が、ナイアシンアミドである、請求項１又は２に記載の美容組成物。 The cosmetic composition according to claim 1 or 2, wherein the B vitamins or derivatives thereof are niacinamide.
- 前記ポリマーが、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマー、ポリアクリロイルジメチルタウリンナトリウム、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－２５）クロスポリマー、ポリアクリロイルジメチルタウリンアンモニウム、（アクリル酸２－ヒドロキシエチル／アクリロイルジメチルタウリンナトリウム／メタクリル酸ステアレス－２０）コポリマー、（アクリルアミド／アクリロイルジメチルタウリンナトリウム）コポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリン／ジメチルアクリルアミド）クロスポリマー、（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム／アクリルアミド）コポリマー、（アクリル酸ヒドロキシエチル／アクリロイルジメチルタウリン）コポリマーナトリウム、（アクリロイルジメチルタウリンナトリウム／ジアクリル酸ＰＥＧ－８）クロスポリマー、（アクリロイルジメチルタウリンナトリウム／メタクリルアミドラウリン酸）コポリマー、（アクリロイルジメチルタウリンアンモニウム／アクリル酸カルボキシエチルアンモニウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ステアレス－８）コポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ラウレス－７）コポリマー、及び（アクリロイルジメチルタウリンナトリウム／ビニルピロリドン）クロスポリマーからなる群より選択される少なくとも１つを含む、請求項１～３のいずれか一項に記載の美容組成物。 The polymers are (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/acryloyldimethyltaurate) sodium) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/sodium acryloyldimethyltaurate/steareth-20 methacrylate) Copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate/acryloyldimethyltaurate/dimethylacrylamide) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate/acrylamide) copolymer, (hydroxyethyl acrylate/acryloyldimethyltaurate) ) copolymer sodium, (acryloyl dimethyl taurate sodium/PEG-8 diacrylate) crosspolymer, (acryloyl dimethyl taurate sodium/methacrylamide lauric acid) copolymer, (acryloyl dimethyl taurate ammonium/carboxyethylammonium acrylate) crosspolymer, (acryloyl dimethyl ammonium taurate/steareth-8 methacrylate) copolymer, (ammonium acryloyl dimethyl taurate/laureth-7 methacrylate) copolymer, and (sodium acryloyl dimethyl taurate/vinylpyrrolidone) crosspolymer, The cosmetic composition according to any one of claims 1-3.
- 前記ビタミンＢ群又はその誘導体と前記ポリマーとの重量比（前記ビタミンＢ群又はその誘導体：前記ポリマー）が、１００：１～１：１である、請求項１～４のいずれか一項に記載の美容組成物。 5. The method according to any one of claims 1 to 4, wherein the weight ratio of said B vitamins or derivatives thereof to said polymer ( said B vitamins or derivatives thereof: said polymer) is from 100:1 to 1:1. beauty composition.
- 化粧品として許容される基剤を更に含む、請求項１～５のいずれか一項に記載の美容組成物。 The cosmetic composition according to any one of claims 1 to 5, further comprising a cosmetically acceptable base.
- 局所塗布用である、請求項１～６のいずれか一項に記載の美容組成物。 The cosmetic composition according to any one of claims 1 to 6, which is for topical application.
- 請求項１～７のいずれか一項に記載の美容組成物を皮膚に塗布することを含む、美容方法。 A cosmetic method comprising applying the cosmetic composition according to any one of claims 1 to 7 to the skin.
- ビタミンＢ群又はその誘導体の経皮浸透促進剤としての、下記式（Ｉ）で表される繰り返し単位を有するポリマーの使用：
- 前記式（Ｉ）において、Ｒ１、Ｒ４、及びＲ５は、水素原子であり、
Ｒ２及びＲ３は、メチル基であり、かつ
Ｍは、水素原子、ナトリウム原子、又はアンモニウムである、
請求項９に記載の使用。 In the formula (I), R 1 , R 4 and R 5 are hydrogen atoms,
R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
Use according to claim 9. - 前記ビタミンＢ群又はその誘導体が、ナイアシンアミドであり、かつ
前記ポリマーが、（アクリロイルジメチルタウリンアンモニウム／ビニルピロリドン）コポリマー、（ジメチルアクリルアミド／アクリロイルジメチルタウリンナトリウム）クロスポリマー、（アクリロイルジメチルタウリンアンモニウム／メタクリル酸ベヘネス－２５）クロスポリマー、及び（アクリル酸ナトリウム／アクリロイルジメチルタウリンナトリウム）コポリマーからなる群より選択される少なくとも１つを含む、
請求項９又は１０に記載の使用。 The B vitamins or a derivative thereof is niacinamide, and the polymer is (acryloyldimethyltaurate ammonium/vinylpyrrolidone) copolymer, (dimethylacrylamide/acryloyldimethyltaurate sodium) crosspolymer, (acryloyldimethyltaurate ammonium/methacrylic acid) beheneth-25) crosspolymer, and at least one selected from the group consisting of (sodium acrylate/sodium acryloyldimethyltaurate) copolymer,
Use according to claim 9 or 10.
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