JP3113844B2 - Cosmetics - Google Patents
CosmeticsInfo
- Publication number
- JP3113844B2 JP3113844B2 JP09289841A JP28984197A JP3113844B2 JP 3113844 B2 JP3113844 B2 JP 3113844B2 JP 09289841 A JP09289841 A JP 09289841A JP 28984197 A JP28984197 A JP 28984197A JP 3113844 B2 JP3113844 B2 JP 3113844B2
- Authority
- JP
- Japan
- Prior art keywords
- polyoxyethylene
- acid
- component
- cosmetic
- myristate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000002537 cosmetic Substances 0.000 title claims description 30
- -1 spiro ether compound Chemical class 0.000 claims description 54
- 239000003921 oil Substances 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 5
- 239000003906 humectant Substances 0.000 claims description 3
- 230000002087 whitening effect Effects 0.000 description 20
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
- 238000010521 absorption reaction Methods 0.000 description 12
- 210000003491 skin Anatomy 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- WAYINTBTZWQNSN-UHFFFAOYSA-N 11-methyldodecyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCCCCCCOC(=O)CC(C)CC(C)(C)C WAYINTBTZWQNSN-UHFFFAOYSA-N 0.000 description 9
- NJLYCNZOTQCQMC-UHFFFAOYSA-N 2-hexa-2,4-diynyl-1,6-dioxaspiro[4.4]non-3-ene Chemical class C1=CC(CC#CC#CC)OC11OCCC1 NJLYCNZOTQCQMC-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 239000004359 castor oil Substances 0.000 description 9
- 235000019438 castor oil Nutrition 0.000 description 9
- 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 9
- 239000000203 mixture Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 235000011187 glycerol Nutrition 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- ONCCWDRMOZMNSM-FBCQKBJTSA-N compound Z Chemical compound N1=C2C(=O)NC(N)=NC2=NC=C1C(=O)[C@H]1OP(O)(=O)OC[C@H]1O ONCCWDRMOZMNSM-FBCQKBJTSA-N 0.000 description 6
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 6
- 206010015150 Erythema Diseases 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- 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 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- 244000042664 Matricaria chamomilla Species 0.000 description 4
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229920002125 Sokalan® Polymers 0.000 description 4
- 150000005215 alkyl ethers Chemical class 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- GULIJHQUYGTWSO-UHFFFAOYSA-N dodecyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCC GULIJHQUYGTWSO-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- XIRNKXNNONJFQO-UHFFFAOYSA-N ethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC XIRNKXNNONJFQO-UHFFFAOYSA-N 0.000 description 4
- MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 description 4
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 4
- 239000008213 purified water Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 4
- 229940058015 1,3-butylene glycol Drugs 0.000 description 3
- GGCDQHOMAXJOTJ-UHFFFAOYSA-N CCCCCCCCCCCCCC(=O)OCC(O)COCC(O)CO Chemical compound CCCCCCCCCCCCCC(=O)OCC(O)COCC(O)CO GGCDQHOMAXJOTJ-UHFFFAOYSA-N 0.000 description 3
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 3
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920001214 Polysorbate 60 Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 206010040880 Skin irritation Diseases 0.000 description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 231100000321 erythema Toxicity 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 3
- 231100000475 skin irritation Toxicity 0.000 description 3
- 230000036556 skin irritation Effects 0.000 description 3
- BJDAUCLANVMIOB-UHFFFAOYSA-N (3-decanoyloxy-2,2-dimethylpropyl) decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCC BJDAUCLANVMIOB-UHFFFAOYSA-N 0.000 description 2
- DSQFSRAJFCOGKA-GKFVBPDJSA-N (5z,8z,11z,14z)-2-ethylicosa-5,8,11,14-tetraenoic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCC(CC)C(O)=O DSQFSRAJFCOGKA-GKFVBPDJSA-N 0.000 description 2
- JQJSFAJISYZPER-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-(2,3-dihydro-1h-inden-5-ylsulfonyl)urea Chemical compound C1=CC(Cl)=CC=C1NC(=O)NS(=O)(=O)C1=CC=C(CCC2)C2=C1 JQJSFAJISYZPER-UHFFFAOYSA-N 0.000 description 2
- GLXBPZNFNSLJBS-UHFFFAOYSA-N 11-methyldodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCCC(C)C GLXBPZNFNSLJBS-UHFFFAOYSA-N 0.000 description 2
- OUZOBPPZPCBJAR-UHFFFAOYSA-N 14-methylpentadecyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C OUZOBPPZPCBJAR-UHFFFAOYSA-N 0.000 description 2
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 2
- GFVYDNHWTCHDSN-UHFFFAOYSA-N 14-methylpentadecyl octanoate Chemical compound CCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C GFVYDNHWTCHDSN-UHFFFAOYSA-N 0.000 description 2
- YICVJSOYNBZJAK-UHFFFAOYSA-N 14-methylpentadecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C YICVJSOYNBZJAK-UHFFFAOYSA-N 0.000 description 2
- QGFAZZMPXMVNQY-UHFFFAOYSA-N 16-methylheptadecanoic acid;tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O QGFAZZMPXMVNQY-UHFFFAOYSA-N 0.000 description 2
- ABEXEQSGABRUHS-UHFFFAOYSA-N 16-methylheptadecyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC(C)C ABEXEQSGABRUHS-UHFFFAOYSA-N 0.000 description 2
- JSOVGYMVTPPEND-UHFFFAOYSA-N 16-methylheptadecyl 2,2-dimethylpropanoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C(C)(C)C JSOVGYMVTPPEND-UHFFFAOYSA-N 0.000 description 2
- WPIOBXGJZUSKGK-UHFFFAOYSA-N 16-methylheptadecyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC(C)C WPIOBXGJZUSKGK-UHFFFAOYSA-N 0.000 description 2
- SAMYFBLRCRWESN-UHFFFAOYSA-N 16-methylheptadecyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC(C)C SAMYFBLRCRWESN-UHFFFAOYSA-N 0.000 description 2
- MVUWRLHKGKEGSS-UHFFFAOYSA-N 16-methylheptadecyl octanoate Chemical compound CCCCCCCC(=O)OCCCCCCCCCCCCCCCC(C)C MVUWRLHKGKEGSS-UHFFFAOYSA-N 0.000 description 2
- VRBHTEGUHVNKEA-UHFFFAOYSA-N 16-methylheptadecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC(C)C VRBHTEGUHVNKEA-UHFFFAOYSA-N 0.000 description 2
- RIXCYAQOGLLEIU-UINBUCCLSA-N 2,3-bis[[(z,12r)-12-acetyloxyoctadec-9-enoyl]oxy]propyl (z,12r)-12-acetyloxyoctadec-9-enoate Chemical compound CCCCCC[C@@H](OC(C)=O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/C[C@@H](CCCCCC)OC(C)=O)COC(=O)CCCCCCC\C=C/C[C@@H](CCCCCC)OC(C)=O RIXCYAQOGLLEIU-UINBUCCLSA-N 0.000 description 2
- XFBOJHLYDJZYSP-UHFFFAOYSA-N 2,8-dioxoadenine Chemical compound N1C(=O)N=C2NC(=O)NC2=C1N XFBOJHLYDJZYSP-UHFFFAOYSA-N 0.000 description 2
- NFIHXTUNNGIYRF-UHFFFAOYSA-N 2-decanoyloxypropyl decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)OC(=O)CCCCCCCCC NFIHXTUNNGIYRF-UHFFFAOYSA-N 0.000 description 2
- OJIBJRXMHVZPLV-UHFFFAOYSA-N 2-methylpropyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(C)C OJIBJRXMHVZPLV-UHFFFAOYSA-N 0.000 description 2
- NVVLMTNIHQHZPR-UHFFFAOYSA-N 2-methylpropyl nonanoate Chemical compound CCCCCCCCC(=O)OCC(C)C NVVLMTNIHQHZPR-UHFFFAOYSA-N 0.000 description 2
- SGRCVQDBWHCTIS-UHFFFAOYSA-N 2-nonanoyloxypropyl nonanoate Chemical compound CCCCCCCCC(=O)OCC(C)OC(=O)CCCCCCCC SGRCVQDBWHCTIS-UHFFFAOYSA-N 0.000 description 2
- GECRRQVLQHRVNH-MRCUWXFGSA-N 2-octyldodecyl (z)-octadec-9-enoate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC GECRRQVLQHRVNH-MRCUWXFGSA-N 0.000 description 2
- HXVCOQUDJKMJQY-UHFFFAOYSA-N 2-octyldodecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CCCCCCCC)CCCCCCCCCC HXVCOQUDJKMJQY-UHFFFAOYSA-N 0.000 description 2
- BGRXBNZMPMGLQI-UHFFFAOYSA-N 2-octyldodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC(CCCCCCCC)CCCCCCCCCC BGRXBNZMPMGLQI-UHFFFAOYSA-N 0.000 description 2
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 2
- JAUFWPNLLLUYNV-UHFFFAOYSA-N 3-(16-methylheptadecoxy)propane-1,2-diol Chemical compound CC(C)CCCCCCCCCCCCCCCOCC(O)CO JAUFWPNLLLUYNV-UHFFFAOYSA-N 0.000 description 2
- FVKRIDSRWFEQME-UHFFFAOYSA-N 3-methylbutyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCC(C)C FVKRIDSRWFEQME-UHFFFAOYSA-N 0.000 description 2
- HBTAOSGHCXUEKI-UHFFFAOYSA-N 4-chloro-n,n-dimethyl-3-nitrobenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 HBTAOSGHCXUEKI-UHFFFAOYSA-N 0.000 description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- IBYCEACZVUOBIV-UHFFFAOYSA-N 4-methylpentyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCC(C)C IBYCEACZVUOBIV-UHFFFAOYSA-N 0.000 description 2
- BRORPGSJXSLXKN-UHFFFAOYSA-N 6-methylheptyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCOC(=O)CC(C)CC(C)(C)C BRORPGSJXSLXKN-UHFFFAOYSA-N 0.000 description 2
- KGKQNDQDVZQTAG-UHFFFAOYSA-N 8-methylnonyl 2,2-dimethylpropanoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)(C)C KGKQNDQDVZQTAG-UHFFFAOYSA-N 0.000 description 2
- UOFXSBOAZYCBAV-UHFFFAOYSA-N 8-methylnonyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCCCC(C)C UOFXSBOAZYCBAV-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000723353 Chrysanthemum Species 0.000 description 2
- 235000007516 Chrysanthemum Nutrition 0.000 description 2
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 description 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229920002385 Sodium hyaluronate Polymers 0.000 description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- OWRMXHRUFYLLQP-UHFFFAOYSA-N [3-[2,3-bis(16-methylheptadecanoyloxy)propoxy]-2-hydroxypropyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)COCC(OC(=O)CCCCCCCCCCCCCCC(C)C)COC(=O)CCCCCCCCCCCCCCC(C)C OWRMXHRUFYLLQP-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- ASGSROHYBOETMM-UHFFFAOYSA-N alpha-monoisostearyl glycerylether Natural products CC(C)CCCCCCCCCCCCCCCCC(=O)OCC(O)CO ASGSROHYBOETMM-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- BKEUNIPSDCRXQK-UHFFFAOYSA-N butyl 16-methylheptadecanoate Chemical compound CCCCOC(=O)CCCCCCCCCCCCCCC(C)C BKEUNIPSDCRXQK-UHFFFAOYSA-N 0.000 description 2
- DHAZIUXMHRHVMP-UHFFFAOYSA-N butyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCC DHAZIUXMHRHVMP-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 2
- BOUIEBMBWBCUPB-UHFFFAOYSA-N decyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCC BOUIEBMBWBCUPB-UHFFFAOYSA-N 0.000 description 2
- 229940100539 dibutyl adipate Drugs 0.000 description 2
- 229940031769 diisobutyl adipate Drugs 0.000 description 2
- 229940031578 diisopropyl adipate Drugs 0.000 description 2
- 229940031569 diisopropyl sebacate Drugs 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 description 2
- HKZQDFSXDXTEEC-UHFFFAOYSA-N dodecyl 16-methylheptadecanoate Chemical compound CCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC(C)C HKZQDFSXDXTEEC-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- FMMOOAYVCKXGMF-MURFETPASA-N ethyl linoleate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC FMMOOAYVCKXGMF-MURFETPASA-N 0.000 description 2
- 229940031016 ethyl linoleate Drugs 0.000 description 2
- JYYFMIOPGOFNPK-AGRJPVHOSA-N ethyl linolenate Chemical compound CCOC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC JYYFMIOPGOFNPK-AGRJPVHOSA-N 0.000 description 2
- 229940090028 ethyl linolenate Drugs 0.000 description 2
- JYYFMIOPGOFNPK-UHFFFAOYSA-N ethyl linolenate Natural products CCOC(=O)CCCCCCCC=CCC=CCC=CCC JYYFMIOPGOFNPK-UHFFFAOYSA-N 0.000 description 2
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 2
- 229940093471 ethyl oleate Drugs 0.000 description 2
- 229940067592 ethyl palmitate Drugs 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- GQXQIRNPJBUEGY-UHFFFAOYSA-N hexadecan-7-yl 2,2-dimethyloctanoate Chemical compound CCCCCCCCCC(CCCCCC)OC(=O)C(C)(C)CCCCCC GQXQIRNPJBUEGY-UHFFFAOYSA-N 0.000 description 2
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- 229960001679 octinoxate Drugs 0.000 description 1
- XMCQOINBECWLBL-UHFFFAOYSA-N octyl nonanoate Chemical compound CCCCCCCCOC(=O)CCCCCCCC XMCQOINBECWLBL-UHFFFAOYSA-N 0.000 description 1
- 229940077397 octyldodecyl lactate Drugs 0.000 description 1
- BJRNKVDFDLYUGJ-UHFFFAOYSA-N p-hydroxyphenyl beta-D-alloside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 230000003169 placental effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000000249 polyoxyethylene sorbitan monopalmitate Substances 0.000 description 1
- 235000010483 polyoxyethylene sorbitan monopalmitate Nutrition 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- PZQSQRCNMZGWFT-QXMHVHEDSA-N propan-2-yl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(C)C PZQSQRCNMZGWFT-QXMHVHEDSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- XKGDWZQXVZSXAO-UHFFFAOYSA-N ricinoleic acid methyl ester Natural products CCCCCCC(O)CC=CCCCCCCCC(=O)OC XKGDWZQXVZSXAO-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 231100000245 skin permeability Toxicity 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 244000149079 tacso Species 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229940093633 tricaprin Drugs 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
Landscapes
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Description
【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION
【0001】[0001]
【発明の属する技術分野】本発明は、美白作用を有する
物質の経皮吸収性が向上した化粧料に関する。[0001] The present invention relates to a cosmetic having improved transdermal absorption of a substance having a whitening effect.
【0002】[0002]
【従来の技術】従来、化粧料等において、経皮吸収によ
り美白作用を発揮する成分として、種々の物質が用いら
れている。しかし、皮膚の最外層である角質層は本来、
体外からの異物の侵入を防御する障壁としての生理的機
能を有するものであるため、単にかかる物質を外用剤に
配合するのみでは、十分な経皮吸収性が得られず、その
成分本来の作用を示し得ない。また、皮膚に吸収される
ことにより優れた美白効果を示す物質であっても、角質
層における経皮吸収能が低いため、本来の効果を発揮で
きないものも多い。2. Description of the Related Art Conventionally, in cosmetics and the like, various substances have been used as components that exhibit a whitening effect by transdermal absorption. However, the stratum corneum, the outermost layer of the skin,
Because it has a physiological function as a barrier to prevent invasion of foreign substances from outside the body, simply adding such a substance to an external preparation does not provide sufficient transdermal absorbability, and the inherent function of the component Cannot be shown. In addition, many substances that exhibit an excellent whitening effect by being absorbed into the skin cannot exhibit their original effect because of their low transdermal absorption ability in the stratum corneum.
【0003】このため、近年、各種物質の経皮吸収性を
改善する目的で、ジメチルスルホキシド、ジメチルホル
ムアミド、ジメチルアセトアミド、メチルデシルスルホ
キシド等の経皮吸収促進剤が用いられている。しかし、
これらの経皮吸収促進剤は、満足な経皮吸収促進効果を
与えるものではなく、また、皮膚刺激性が強いため皮膚
に紅斑を生じる場合があるなど、その効果、安全性、使
用感の点で十分なものではなかった。[0003] Therefore, in recent years, transdermal absorption enhancers such as dimethylsulfoxide, dimethylformamide, dimethylacetamide, and methyldecylsulfoxide have been used for the purpose of improving the transdermal absorbability of various substances. But,
These percutaneous absorption enhancers do not provide a satisfactory percutaneous absorption promotion effect, and may cause erythema on the skin due to strong skin irritation. Was not enough.
【0004】[0004]
【発明が解決しようとする課題】従って、本発明の目的
は、皮膚刺激性が低く、美白作用を有する物質の経皮吸
収性が向上した化粧料を提供することにある。SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a cosmetic composition having low skin irritation and improved transdermal absorption of a substance having a whitening effect.
【0005】[0005]
【課題を解決するための手段】かかる実状に鑑み本発明
者らは鋭意研究を行った結果、特定の美白作用を有する
物質と特定の溶解度パラメーターを有する油剤を併用す
れば、皮膚刺激性が低く、使用感が良好で、しかも美白
作用を有する物質の経皮吸収性が向上するため、優れた
美白作用を発揮する化粧料が得られることを見出し、本
発明を完成した。Means for Solving the Problems In view of such circumstances, the present inventors have conducted intensive studies. As a result, if a substance having a specific whitening effect and an oil agent having a specific solubility parameter are used in combination, skin irritation is low. It has been found that cosmetics exhibiting excellent whitening effect can be obtained because the percutaneous absorption of a substance having a good feeling in use and having a whitening effect is improved.
【0006】すなわち本発明は、(A)一般式(1)で
表わされるスピロエーテル化合物That is, the present invention relates to (A) a spiroether compound represented by the general formula (1)
【0007】[0007]
【化2】 Embedded image
【0008】〔式中、波線はその結合状態がZ又はEの
いずれでもよいことを示す〕及び(B)溶解度パラメー
ターδが15.7<δ≦21.0の範囲内にある油剤か
ら選ばれる1種又は2種以上を含有することを特徴とす
る化粧料を提供するものである。[Wherein the wavy line indicates that the bonding state may be either Z or E] and (B) an oil agent having a solubility parameter δ in the range of 15.7 <δ ≦ 21.0. It is intended to provide a cosmetic characterized by containing one or more kinds.
【0009】[0009]
【発明の実施の形態】本明細書において溶解度パラメー
ターとは、物質間の相溶性の尺度をいい、次式(i)を
用いてHansenの3次元溶解度パラメーターを計算するこ
とにより求めたものである。また、式中、右辺の各項
は、Van Krevelenのモル引力定数に基づく計算式(ii)
〜(iv)により求めることができる。BEST MODE FOR CARRYING OUT THE INVENTION In the present specification, a solubility parameter refers to a measure of compatibility between substances, and is obtained by calculating Hansen's three-dimensional solubility parameter using the following equation (i). . In the formula, each term on the right side is a calculation formula (ii) based on the molar attractive constant of Van Krevelen.
To (iv).
【0010】(数1) δ=(δd2+δp2+δh2)1/2 (i)## EQU1 ## δ = (δd 2 + δp 2 + δh 2 ) 1/2 (i)
【0011】δ;溶解度パラメーター δd;Londonの分散力(ファンデルワールス力)による
項(分散項) δp;分子の極性による項(極性項) δh;水素結合による項(水素結合項)Δ: solubility parameter δd: term due to London's dispersive force (van der Waals force) (dispersion term) δp: term due to molecular polarity (polar term) δh: term due to hydrogen bond (hydrogen bond term)
【0012】(数2) δd=ΣFdi/ΣVi (ii) δp=(ΣFpi 2)1/2/ΣVi (iii) δh=(ΣFhi/ΣVi)1/2 (iv)Δd = dF di / ΣV i (ii) δp = (ΣF pi 2 ) 1/2 / ΣV i (iii) δh = (ΣF hi / = V i ) 1/2 (iv)
【0013】Fdi、Fpi、Fhi;モル引力定数 Vi;モル体積F di , F pi , F hi ; molar attraction constant V i ; molar volume
【0014】なお、δd、δp、δhは上述のように原
子団のモル引力定数(Fdi,Fpi,Fhi)に基づいて上
記式(ii)〜(iv)を用いて計算できるが、本明細書に
おいては、モル引力定数に関しては、Van Krevelenらよ
り定められた値を用い、モル体積(Vi)は、Fedorによ
り定められた原子団の体積値を用いた。It should be noted that δd, δp, δh can be calculated from the above equations (ii) to (iv) based on the molar attraction constants (F di , F pi , F hi ) of the atomic groups as described above. in the present specification, with respect to the molar attraction constants, using the Van Krevelen Rayori determined value, molar volume (V i) was used the volume value of a defined group of atoms by Fedor.
【0015】本発明で用いられる成分(A)一般式
(1)で表わされるスピロエーテル化合物は、例えばキ
ク科マトリカリア属のカミツレ(生薬学雑誌64巻,3
84〜388ページ,1992年)、クリサンテマム属
のシュンギク(Agric. Biol. Chem.48巻,1367〜
1369ページ,1984年)、タナセタム属、アルテ
ミシア属、ロイカンセマム属などのいくつかのキク科植
物から得られることが報告されており、溶剤抽出、水蒸
気蒸留などにより得た成分を、常法通りクロマトグラフ
ィーに供することにより単離することができる。このス
ピロエーテル化合物は、メラノサイトにおけるメラニン
生成を抑制し、紫外線などの外部刺激に基づく色素沈着
を減少又は消失させ、優れた色素沈着の予防・改善効果
を有し、皮膚に対し美白作用を有する(特開平7−20
6657号公報等)。The component (A) spiroether compound represented by the general formula (1) used in the present invention is, for example, a chamomile of Matricaria spp.
84-388, 1992), Chrysanthemum genus Chrysanthemum (Agric. Biol. Chem. 48, 1367-
1369, 1984), which are reported to be obtained from several Asteraceae plants such as genus Tanacetam, Artemisia, and Leucansemum. Components obtained by solvent extraction, steam distillation, etc., are subjected to conventional chromatography. And subjecting it to isolation. This spiroether compound suppresses melanin production in melanocytes, reduces or eliminates pigmentation based on external stimuli such as ultraviolet rays, has an excellent effect of preventing and improving pigmentation, and has a skin whitening effect ( JP-A-7-20
No. 6657).
【0016】本発明において、このスピロエーテル化合
物は、全組成中に0.0001〜15重量%配合するの
が好ましく、特に0.0001〜10重量%、更に0.
001〜5重量%配合すると、使用感、安定性により優
れるので好ましい。In the present invention, the spiroether compound is preferably incorporated in the total composition in an amount of 0.0001 to 15% by weight, more preferably 0.0001 to 10% by weight, and more preferably 0.001 to 10% by weight.
It is preferable to add 001 to 5% by weight because the feeling of use and stability are more excellent.
【0017】本発明で用いられる成分(B)の溶解度パ
ラメーターδが15.7<δ≦21.0の範囲にある油
剤としては、例えばアラキドン酸エチル、リノレン酸エ
チル、イソノナン酸イソノニル、イソパルミチン酸オク
チル、リノール酸イソプロピル、イソペラルゴン酸オク
チル、リノール酸オレイル、イソノナン酸イソトリデシ
ル、リノール酸エチル、イソステアリン酸イソプロピ
ル、オクタン酸イソセチル、エイコサン酸オレイル、オ
クタン酸イソステアリル、ピバリン酸イソデシル、イソ
ノナン酸イソデシル、エイコサン酸エルシル、オレイン
酸オクチルドデシル、ピバリン酸イソステアリル、イソ
ステアリン酸イソステアリル、イソステアリン酸イソセ
チル、エイコサン酸イソステアリル、エイコサン酸オク
チルドデシル、オレイン酸イソプロピル、ジメチルオク
タン酸オクチルドデシル、ジメチルオクタン酸ヘキシル
デシル、ミリスチン酸オレイル、エイコサン酸ステアリ
ル、オレイン酸エチル、オレイン酸デシル、ステアリン
酸イソセチル、ステアリン酸オクチル、ステアリン酸オ
クチルドデシル、パルミチン酸イソステアリル、パルミ
チン酸イソセチル、パルミチン酸オクチル、ミリスチン
酸イソステアリル、ミリスチン酸イソセチル、ミリスチ
ン酸イソトリデシル、ミリスチン酸オクチルドデシル、
ラウリン酸イソステアリル、イソステアリン酸ヘキシ
ル、イソステアリン酸ミリスチル、イソステアリン酸ラ
ウリル、オレイン酸ステアリル、オレイン酸セチル、ス
テアリン酸イソブチル、パルミチン酸イソブチル、パル
ミチン酸イソプロピル、ミリスチン酸オクチル、ラウリ
ン酸イソデシル、イソステアリン酸ブチル、ペラルゴン
酸オクチル、ミリスチン酸イソプロピル、ラウリン酸イ
ソアミル、ラウリン酸イソヘキシル、ネオペンタン酸ミ
リスチル、ペラルゴン酸イソブチル、パルミチン酸ラウ
リル、ミリスチン酸デシル、ステアリン酸エチル、パル
ミチン酸エチル、ミリスチン酸ブチル、ラウリン酸エチ
ル、ミリスチン酸メチル、ラウリン酸メチル、ジノナン
酸プロピレングリコール、セバシン酸ジイソプロピル、
トリオクタン酸グリセリル、トリカプリン酸グリセリ
ル、アジピン酸ジイソブチル、ジカプリン酸ネオペンチ
ルグリコール、ジカプリン酸プロピレングリコール、ア
ジピン酸ジヘキシル、トリアセチルリシノール酸グリセ
リル、アジピン酸ジイソプロピル、トリカプリン酸グリ
セリル、トリイソステアリン酸ジグリセリル、セバシン
酸ジエチル、モノミリスチン酸モノイソステアリン酸ジ
グリセリル、アジピン酸ブチル、アジピン酸ジブチル、
リンゴ酸ジイソステアリル、オキシステアリン酸オクチ
ル、メトキシケイ皮酸オクチル、乳酸オクチルドデシ
ル、乳酸イソステアリル、乳酸オレイル、リシノレイン
酸メチル、パラジメチルアミノ安息香酸オクチル、乳酸
ミリスチル、dl−α−トコフェロール、ニコチン酸dl−
α−トコフェロール、乳酸ラウリル、モノイソステアリ
ン酸モノミリスチン酸ジグリセリル等が挙げられ、これ
らのうち総炭素数10〜90のものが好ましく、特に総
炭素数20〜80のものが好ましい。Examples of the oil agent having a solubility parameter δ of the component (B) used in the present invention in the range of 15.7 <δ ≦ 21.0 include, for example, ethyl arachidonic acid, ethyl linolenate, isononyl isononanoate, and isopalmitic acid. Octyl, isopropyl linoleate, octyl isoperargonate, oleyl linoleate, isotridecyl isononanoate, ethyl linoleate, isopropyl isostearate, isocetyl octanoate, oleyl eicosanoate, isostearyl octanoate, isodecyl pivalate, isodecyl isononanoate, eicosanoic acid Elsil, octyldodecyl oleate, isostearyl pivalate, isostearyl isostearate, isosetyl isostearate, isostearyl eicosanoate, octyldodecyl eicosanoate, oley Isopropyl acetate, octyldodecyl dimethyloctanoate, hexyldecyl dimethyloctanoate, oleyl myristate, stearyl eicosanoate, ethyl oleate, decyl oleate, isocetyl stearate, octyl stearate, octyl dodecyl stearate, isostearyl palmitate, Isocetyl palmitate, octyl palmitate, isostearyl myristate, isocetyl myristate, isotridecyl myristate, octyl dodecyl myristate,
Isostearyl laurate, hexyl isostearate, myristyl isostearate, lauryl isostearate, stearyl oleate, cetyl oleate, isobutyl stearate, isobutyl palmitate, isopropyl palmitate, octyl myristate, isodecyl laurate, butyl isostearate, pelargone Octyl acid, isopropyl myristate, isoamyl laurate, isohexyl laurate, myristyl neopentanoate, isobutyl pelargonate, lauryl palmitate, decyl myristate, ethyl stearate, ethyl palmitate, butyl myristate, ethyl laurate, methyl myristate , Methyl laurate, propylene glycol dinonanoate, diisopropyl sebacate,
Glyceryl trioctanoate, glyceryl tricaprate, diisobutyl adipate, neopentyl glycol dicaprate, propylene glycol dicaprate, dihexyl adipate, glyceryl triacetyl ricinoleate, diisopropyl adipate, glyceryl tricaprate, diglyceryl triisostearate, diethyl sebacate , Diglyceryl monoisostearate monomyristate, butyl adipate, dibutyl adipate,
Diisostearyl malate, octyl oxystearate, octyl methoxycinnamate, octyl dodecyl lactate, isostearyl lactate, oleyl lactate, methyl ricinoleate, octyl paradimethylaminobenzoate, myristyl lactate, dl-α-tocopherol, nicotinic acid dl−
Examples thereof include α-tocopherol, lauryl lactate, and diglyceryl monomyristate monoisostearate. Of these, those having a total carbon number of 10 to 90 are preferable, and those having a total carbon number of 20 to 80 are particularly preferable.
【0018】成分(B)の油剤は、1種又は2種以上を
組合せて用いることができるが、2種以上を組合せて用
いるのが好ましく、更に(B−1)溶解度パラメーター
δが15.7<δ≦17.2の範囲内にある油剤から選
ばれる1種又は2種以上と、(B−2)溶解度パラメー
ターδが17.5≦δ≦21.0の範囲内にある油剤か
ら選ばれる1種又は2種以上とを組合せて用いるのが好
ましい。The oil component (B) can be used alone or in combination of two or more, but it is preferable to use two or more in combination, and (B-1) the solubility parameter δ is 15.7. One or more selected from oil agents in the range of <δ ≦ 17.2, and (B-2) selected from oil agents in which the solubility parameter δ is in the range of 17.5 ≦ δ ≦ 21.0. It is preferable to use one kind or a combination of two or more kinds.
【0019】ここで、成分(B−1)として用いられる
溶解度パラメーターδが15.7<δ≦17.2の範囲
にある油剤としては、例えばアラキドン酸エチル、リノ
レン酸エチル、イソノナン酸イソノニル、イソパルミチ
ン酸オクチル、リノール酸イソプロピル、イソペラルゴ
ン酸オクチル、リノール酸オレイル、イソノナン酸イソ
トリデシル、リノール酸エチル、イソステアリン酸イソ
プロピル、オクタン酸イソセチル、エイコサン酸オレイ
ル、オクタン酸イソステアリル、ピバリン酸イソデシ
ル、イソノナン酸イソデシル、エイコサン酸エルシル、
オレイン酸オクチルドデシル、ピバリン酸イソステアリ
ル、イソステアリン酸イソステアリル、イソステアリン
酸イソセチル、エイコサン酸イソステアリル、エイコサ
ン酸オクチルドデシル、オレイン酸イソプロピル、ジメ
チルオクタン酸オクチルドデシル、ジメチルオクタン酸
ヘキシルデシル、ミリスチン酸オレイル、エイコサン酸
ステアリル、オレイン酸エチル、オレイン酸デシル、ス
テアリン酸イソセチル、ステアリン酸オクチル、ステア
リン酸オクチルドデシル、パルミチン酸イソステアリ
ル、パルミチン酸イソセチル、パルミチン酸オクチル、
ミリスチン酸イソステアリル、ミリスチン酸イソセチ
ル、ミリスチン酸イソトリデシル、ミリスチン酸オクチ
ルドデシル、ラウリン酸イソステアリル、イソステアリ
ン酸ヘキシル、イソステアリン酸ミリスチル、イソステ
アリン酸ラウリル、オレイン酸ステアリル、オレイン酸
セチル、ステアリン酸イソブチル、パルミチン酸イソブ
チル、パルミチン酸イソプロピル、ミリスチン酸オクチ
ル、ラウリン酸イソデシル、イソステアリン酸ブチル、
ペラルゴン酸オクチル、ミリスチン酸イソプロピル、ラ
ウリン酸イソアミル、ラウリン酸イソヘキシル、ネオペ
ンタン酸ミリスチル、ペラルゴン酸イソブチル、パルミ
チン酸ラウリル、ミリスチン酸デシル、ステアリン酸エ
チル、パルミチン酸エチル、ミリスチン酸ブチル、ラウ
リン酸エチル、ミリスチン酸メチル、ラウリン酸メチル
等が挙げられ、これらのうちイソノナン酸イソトリデシ
ルが特に好ましい。Here, examples of the oil agent having a solubility parameter δ in the range of 15.7 <δ ≦ 17.2 used as the component (B-1) include, for example, ethyl arachidonic acid, ethyl linolenate, isononyl isononanoate, Octyl palmitate, isopropyl linoleate, octyl isoperargonate, oleyl linoleate, isotridecyl isononanoate, ethyl linoleate, isopropyl isostearate, isocetyl octanoate, oleyl eicosanoate, isostearyl octanoate, isodecyl pivalate, isodecyl isononanoate, Elsil eicosanoate,
Octyldodecyl oleate, isostearyl pivalate, isostearyl isostearate, isocetyl isostearate, isostearyl eicosanoate, octyldodecyl eicosanate, isopropyl oleate, octyldodecyl dimethyloctanoate, hexyldecyl dimethyloctanoate, oleyl myristate, eicosan Stearyl acid, Ethyl oleate, Decyl oleate, Isocetyl stearate, Octyl stearate, Octyl dodecyl stearate, Isostearyl palmitate, Isocetyl palmitate, Octyl palmitate,
Isostearyl myristate, isocetyl myristate, isotridecyl myristate, octyl dodecyl myristate, isostearyl laurate, hexyl isostearate, myristyl isostearate, lauryl isostearate, stearyl oleate, cetyl oleate, isobutyl stearate, isobutyl palmitate , Isopropyl palmitate, octyl myristate, isodecyl laurate, butyl isostearate,
Octyl pelargonate, isopropyl myristate, isoamyl laurate, isohexyl laurate, myristyl neopentanoate, isobutyl pelargonate, lauryl palmitate, decyl myristate, ethyl stearate, ethyl palmitate, butyl myristate, ethyl laurate, myristate Methyl, methyl laurate and the like are mentioned, and among these, isotridecyl isononanoate is particularly preferred.
【0020】また、成分(B−2)として用いられる溶
解度パラメーターδが17.5≦δ≦21.0の範囲に
ある油剤としては、例えばジノナン酸プロピレングリコ
ール、セバシン酸ジイソプロピル、トリオクタン酸グリ
セリル、トリカプリン酸グリセリル、アジピン酸ジイソ
ブチル、ジカプリン酸ネオペンチルグリコール、ジカプ
リン酸プロピレングリコール、アジピン酸ジヘキシル、
トリアセチルリシノール酸グリセリル、アジピン酸ジイ
ソプロピル、トリカプリン酸グリセリル、トリイソステ
アリン酸ジグリセリル、セバシン酸ジエチル、モノイソ
ステアリン酸モノミリスチン酸ジグリセリル、アジピン
酸ジブチル等が挙げられ、これらのうち、モノイソステ
アリン酸モノミリスチン酸ジグリセリルが特に好まし
い。Oils having a solubility parameter δ in the range of 17.5 ≦ δ ≦ 21.0 used as the component (B-2) include, for example, propylene glycol dinonanoate, diisopropyl sebacate, glyceryl trioctanoate, and tricaprin. Glyceryl acid, diisobutyl adipate, neopentyl glycol dicaprate, propylene glycol dicaprate, dihexyl adipate,
Glyceryl triacetyl ricinoleate, diisopropyl adipate, glyceryl tricaprate, diglyceryl triisostearate, diethyl sebacate, diglyceryl monoisostearate diglyceryl, dibutyl adipate, and the like. Of these, monomyristine monoisostearate Diglyceryl acid is particularly preferred.
【0021】成分(B)として成分(B−1)及び成分
(B−2)を組合せて用いる場合、成分(B−1)とし
てイソノナン酸イソトリデシルを用い、成分(B−2)
としてモノイソステアリン酸モノミリスチン酸ジグリセ
リルを用いるのが特に好ましい。なお、この場合、更に
成分(B)として用いられる他の油剤を併用してもよ
い。When component (B-1) and component (B-2) are used in combination as component (B), isotridecyl isononanoate is used as component (B-1) and component (B-2)
It is particularly preferred to use diglyceryl monomyristate monoisostearate. In this case, another oil agent used as the component (B) may be used in combination.
【0022】成分(B)の配合量は特に制限されない
が、成分(A)の経皮吸収促進効果及び使用感の点か
ら、合計で全組成中に0.001〜40重量%、特に
0.01〜30重量%、更に0.01〜10重量%配合
するのが好ましい。なお、成分(B)として、成分(B
−1)及び成分(B−2)の混合物を用いる場合、成分
(B)における成分(B−1)と成分(B−2)の重量
比(B−1)/(B−2)が10/1〜1/2、特に1
0/1〜2/1の範囲内となるのが特に好ましい。The amount of component (B) is not particularly limited, but from the viewpoint of the percutaneous absorption promoting effect and the feeling of use of component (A), 0.001 to 40% by weight, preferably 0.1 to 40% by weight, based on the total composition. It is preferable that the content is 0.01 to 30% by weight, more preferably 0.01 to 10% by weight. In addition, as the component (B), the component (B
When using a mixture of component (B-1) and component (B-2), the weight ratio (B-1) / (B-2) of component (B-1) to component (B-2) in component (B) is 10%. / 1-2, especially 1
It is particularly preferred that it be in the range of 0/1 to 2/1.
【0023】本発明の化粧料には、更に成分(C)とし
て保湿剤を用いることができる。かかる保湿剤として
は、通常の化粧料に用いられるものであれば特に制限さ
れず、例えばエタノール、グリセリン、1,3−ブチレ
ングリコール、プロピレングリコール、ジプロピレング
リコール、エチレングリコール、1,4−ブチレングリ
コール、ジグリセリン、トリグリセリン等のポリグリセ
リン、グルコース、マルトース、マルチトール、ショ
糖、フラクトース、スレイトール、エリスリトール、澱
粉分解糖等が挙げられる。これらの中で、エタノール、
1,3−ブチレングリコール、グリセリンが使用感の点
で特に好ましい。The cosmetic of the present invention may further comprise a humectant as the component (C). The humectant is not particularly limited as long as it is used for ordinary cosmetics. For example, ethanol, glycerin, 1,3-butylene glycol, propylene glycol, dipropylene glycol, ethylene glycol, 1,4-butylene glycol , Diglycerin, polyglycerin such as triglycerin, glucose, maltose, maltitol, sucrose, fructose, threitol, erythritol, starch-degrading sugar and the like. Among these, ethanol,
1,3-butylene glycol and glycerin are particularly preferred from the viewpoint of feeling of use.
【0024】成分(C)の配合量は特に制限されない
が、全組成中に0.001〜40重量%配合するのが好
ましく、特に0.01〜30重量%、更に0.01〜1
0重量%配合すると、使用感により優れるので好まし
い。The amount of component (C) is not particularly limited, but is preferably 0.001 to 40% by weight, more preferably 0.01 to 30% by weight, and even more preferably 0.01 to 1% by weight, based on the total composition.
It is preferable to add 0% by weight, because it is more excellent in use feeling.
【0025】本発明の化粧料には、上記成分の他、本発
明の効果を損ねない範囲で、前記以外の油分、有機酸
類、アルカリ類、界面活性剤、紫外線吸収剤、粉体、顔
料、染料、防腐・防かび剤、酸化防止剤、キレート剤、
増粘剤、香料、水等の医薬品、医薬部外品、化粧料等に
通常用いられる成分を適宜配合することができる。In the cosmetic of the present invention, in addition to the above-mentioned components, oils, organic acids, alkalis, surfactants, ultraviolet absorbers, powders, pigments other than those described above, as long as the effects of the present invention are not impaired. Dyes, preservatives / fungicides, antioxidants, chelating agents,
Components commonly used in pharmaceuticals such as thickeners, fragrances and water, quasi-drugs, cosmetics and the like can be appropriately compounded.
【0026】具体的には、油分としては、流動パラフィ
ン、スクワラン、高級脂肪酸、高級アルコールなどが挙
げられ;有機酸類としては、クエン酸、乳酸などが挙げ
られ;アルカリ類としては、苛性ソーダ、トリエタノー
ルアミンなどが挙げられる。Specific examples of the oil component include liquid paraffin, squalane, higher fatty acids and higher alcohols; examples of the organic acids include citric acid and lactic acid; and examples of the alkalis include caustic soda and triethanol. Amines and the like.
【0027】また、界面活性剤のうち、親水性界面活性
剤としては、非イオン性界面活性剤として、ポリオキシ
エチレンヒマシ油、ポリオキシエチレン硬化ヒマシ油、
ラウリン酸ポリオキシエチレン硬化ヒマシ油、イソステ
アリン酸ポリオキシエチレン硬化ヒマシ油、ポリオキシ
エチレン硬化ヒマシ油ピログルタミン酸イソステアリン
酸ジエステル等のポリオキシエチレンヒマシ油又は硬化
ヒマシ油誘導体;ポリオキシエチレンソルビタンモノラ
ウレート、ポリオキシエチレンソルビタンモノパルミテ
ート、ポリオキシエチレンソルビタンモノステアレー
ト、ポリオキシエチレンソルビタンモノイソステアレー
ト、ポリオキシエチレンソルビタンテトラオレエート等
のポリオキシエチレンソルビタン脂肪酸エステル;ポリ
オキシエチレングリセリルモノステアレート、ポリオキ
シエチレングリセリルモノイソステアレート、ポリオキ
シエチレングリセリルトリイソステアレート等のポリオ
キシエチレングリコールの脂肪酸エステル;ポリオキシ
エチレンラウリルエーテル、ポリオキシエチレンヘキシ
ルデシルエーテル、ポリオキシエチレンセチルエーテ
ル、ポリオキシエチレンステアリルエーテル、ポリオキ
シエチレンオクチルドデシルエーテル、ポリオキシエチ
レンベヘニルエーテル、ポリオキシエチレンノニルフェ
ニルエーテル、ポリオキシエチレンポリオキシプロピレ
ンデシルテトラデシルエーテル等のポリオキシエチレン
アルキルエーテル;ポリオキシエチレンモノオレエート
等のポリオキシエチレン脂肪酸エステルなどのポリオキ
シエチレン付加型界面活性剤のほか、ポリグリセリンア
ルキルエーテル、ポリグリセリン脂肪酸エステル、ショ
糖脂肪酸エステル等が挙げられる。Among the surfactants, hydrophilic surfactants include nonionic surfactants such as polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil,
Polyoxyethylene castor oil or hydrogenated castor oil derivatives such as polyoxyethylene hydrogenated castor oil laurate, polyoxyethylene hydrogenated castor oil isostearate, polyoxyethylene hydrogenated castor oil pyroglutamic acid isostearic acid diester; polyoxyethylene sorbitan monolaurate; Polyoxyethylene sorbitan fatty acid esters such as polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monoisostearate, polyoxyethylene sorbitan tetraoleate; polyoxyethylene glyceryl monostearate, poly Polyoxyethylene glycos such as oxyethylene glyceryl monoisostearate and polyoxyethylene glyceryl triisostearate Fatty acid esters of polyoxyethylene lauryl ether, polyoxyethylene hexyl decyl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene octyl dodecyl ether, polyoxyethylene behenyl ether, polyoxyethylene nonyl phenyl ether, Polyoxyethylene alkyl ethers such as polyoxyethylene polyoxypropylene decyl tetradecyl ether; polyoxyethylene addition surfactants such as polyoxyethylene fatty acid esters such as polyoxyethylene monooleate; polyglycerin alkyl ether; Glycerin fatty acid esters, sucrose fatty acid esters and the like can be mentioned.
【0028】また、陰イオン性界面活性剤として、ポリ
オキシエチレンラウリルエーテル硫酸トリエタノールア
ミン等のポリオキシエチレンアルキル硫酸塩系界面活性
剤;ラウロイルサルコシンナトリウム、ラウロイルメチ
ルアラニンナトリウム等のN−アシルアミノ酸塩系界面
活性剤;ポリオキシエチレンラウリルエーテルリン酸ナ
トリウム、ポリオキシエチレンセチルエーテルリン酸ナ
トリウム、ジポリオキシエチレンアルキルエーテルリン
酸、トリポリオキシエチレンアルキルエーテルリン酸、
ジポリオキシエチレンノニルフェニルエーテルリン酸、
ポリオキシエチレンラウリルエーテルリン酸ナトリウ
ム、ジポリオキシエチレンラウリルエーテルリン酸ナト
リウム等のポリオキシエチレンアルキルエーテルリン酸
塩系界面活性剤などが挙げられる。両性界面活性剤とし
て、アルキルベタイン、アルキルアミドベタイン、アル
キルアミドベタイン等が挙げられ、陽イオン界面活性剤
として、ジ長鎖アルキル四級アンモニウム塩、モノ長鎖
アルキル四級アンモニウム塩、ジ長鎖アルキルポリオキ
シエチレン四級アンモニウム塩、ビス(ヒドロキシアル
キル)四級アンモニウム塩、アミド/エステル結合を有
する四級アンモニウム塩等が挙げられる。As anionic surfactants, polyoxyethylene alkyl sulfate surfactants such as polyoxyethylene lauryl ether triethanolamine sulfate; N-acyl amino acid salts such as sodium lauroyl sarcosine and sodium lauroyl methylalanine; Surfactants: sodium polyoxyethylene lauryl ether phosphate, sodium polyoxyethylene cetyl ether phosphate, dipolyoxyethylene alkyl ether phosphoric acid, tripolyoxyethylene alkyl ether phosphoric acid,
Dipolyoxyethylene nonyl phenyl ether phosphoric acid,
And polyoxyethylene alkyl ether phosphate surfactants such as sodium polyoxyethylene lauryl ether phosphate and sodium dipolyoxyethylene lauryl ether phosphate. Examples of amphoteric surfactants include alkyl betaines, alkyl amido betaines, and alkyl amido betaines, and cationic surfactants include di-long chain alkyl quaternary ammonium salts, mono-long chain alkyl quaternary ammonium salts, and di long chain alkyls. Examples include polyoxyethylene quaternary ammonium salts, bis (hydroxyalkyl) quaternary ammonium salts, and quaternary ammonium salts having an amide / ester bond.
【0029】これらのうち、ポリオキシエチレン付加型
非イオン界面活性剤が好ましく、特にエチレンオキシド
付加モル数が20〜60のものが好ましい。Of these, polyoxyethylene-added nonionic surfactants are preferred, and those having an ethylene oxide addition mole number of 20 to 60 are particularly preferred.
【0030】紫外線吸収剤としては、例えばベンゾフェ
ノン、4−t−ブチル−4′−メトキシ−ジベンゾイル
メタン、ジメトキシケイ皮酸エチルヘキサン酸グリセリ
ル、2−エチルヘキシル−4−メトキシケイ皮酸、p−
アミノ安息香酸エステル、サリチル酸フェニルなどが挙
げられる。Examples of the ultraviolet absorber include benzophenone, 4-tert-butyl-4'-methoxy-dibenzoylmethane, glyceryl ethylhexanoate dimethoxycinnamate, 2-ethylhexyl-4-methoxycinnamic acid, p-
Examples include aminobenzoic acid esters and phenyl salicylate.
【0031】本発明の化粧料は、通常の方法に従って製
造することができ、例えば液状、油中水型又は水中油型
乳化状、ジェル状、ペースト状、固形状などのいずれの
形態にもすることができる。特に、化粧水、乳液、クリ
ーム、美容液等の皮膚化粧料として好適である。The cosmetic of the present invention can be produced according to a usual method, and may be in any form such as liquid, water-in-oil or oil-in-water emulsion, gel, paste, and solid. be able to. In particular, it is suitable as a skin cosmetic such as a lotion, a milky lotion, a cream, and a serum.
【0032】[0032]
【発明の効果】本発明の化粧料は、皮膚に対し、低刺激
性で、使用感が良好であり、その有効成分である美白作
用を有する物質の経皮吸収性が向上し、低用量で優れた
美白効果を得ることができる。EFFECT OF THE INVENTION The cosmetic of the present invention has a low irritating property to the skin, a good feeling upon use, an improved percutaneous absorption of a substance having a whitening effect, which is an active ingredient thereof, and a low dose. Excellent whitening effect can be obtained.
【0033】[0033]
【実施例】以下、実施例により本発明を具体的に説明す
るが、本発明はこれに限定されるものではない。尚、以
下の実施例において用いたスピロエーテル化合物は、一
般式(1)の波線部の結合状態がZのものをスピロエー
テル化合物Z、Eのものをスピロエーテル化合物Eとし
て示した。EXAMPLES The present invention will be described below in detail with reference to examples, but the present invention is not limited to these examples. The spiroether compounds used in the following examples are represented by the spiroether compound Z in the case where the bond state of the wavy line in the general formula (1) is Z, and the spiroether compound E in the case where the bond state is E.
【0034】実施例1〜10及び比較例1、2 表1及び表2に示す組成の化粧料を常法により製造し、
美白作用を有する物質であるスピロエーテル化合物の皮
膚浸透性を下記の方法により試験した。結果を表1及び
表2に示す。Examples 1 to 10 and Comparative Examples 1 and 2 Cosmetics having the compositions shown in Tables 1 and 2 were produced by a conventional method.
The skin penetration of a spiro ether compound, a substance having a whitening effect, was tested by the following method. The results are shown in Tables 1 and 2.
【0035】(試験方法) 洗浄したユカタンマイクロブタの皮膚表面に、一定量の
化粧料を塗布し、恒温室(温度:37℃、湿度:飽和)
に放置する。一定時間経過後、皮膚表面に残存する未浸
透成分を除去した後、浸透成分を抽出回収し、HPLC
にてスピロエーテル化合物の経皮吸収量を測定した。経
皮吸収量は単位面積当たりの値(μg/cm2)で示した。(Test Method) A fixed amount of cosmetic was applied to the skin surface of the washed Yucatan micropig, and the room was kept in a constant temperature room (temperature: 37 ° C., humidity: saturated).
To leave. After a certain period of time, the unpermeated components remaining on the skin surface are removed, and the permeated components are extracted and collected.
The percutaneous absorption of the spiroether compound was measured by using the above method. The percutaneous absorption was shown as a value per unit area (μg / cm 2 ).
【0036】[0036]
【表1】 [Table 1]
【0037】[0037]
【表2】 [Table 2]
【0038】表1、表2より明らかなように、本発明の
化粧料は比較例の化粧料に比べ皮膚浸透性に優れまた、
美白効果に優れたものであった。更に、安全性が高く、
使用感も良好であった。As is clear from Tables 1 and 2, the cosmetic of the present invention is superior in skin permeability to the cosmetic of Comparative Example.
It was excellent in whitening effect. In addition, high security,
The feeling of use was also good.
【0039】実施例11〜12及び比較例3 表4に示す組成の美白化粧料を常法により製造した。こ
れらの美白化粧料について、スピロエーテル化合物の皮
膚浸透性を実施例1〜10と同様に、また美白効果を下
記の方法により試験した。結果を表4に示す。Examples 11 to 12 and Comparative Example 3 Whitening cosmetics having the compositions shown in Table 4 were produced by a conventional method. For these whitening cosmetics, the skin penetration of the spiroether compound was tested in the same manner as in Examples 1 to 10, and the whitening effect was tested by the following method. Table 4 shows the results.
【0040】(UV−B誘導色素斑に対する美白効果試
験) 健常男子被験者20名の上腕内側部に、UV−B領域の
紫外線を最少紅斑量の2倍量、1日1回2日間にわたり
照射し、誘導した色素斑に1日2回、1カ月間被験部位
に試料を連続塗布することによる美白効果を調べた。評
価は、色差計(ミノルタ社製、CR−300)を用いて
測定を行い、得られたマンセル値よりL*値を算出し、
その回復を表すΔΔL*値を用いた。尚、ΔΔL*値は以
下のように定義した。試料塗布開始直前の試料塗布被験
部位及び試料未塗布被験部位のL*値をそれぞれL0、L
0'、連続塗布1カ月後の各々の部位のL*値をそれぞれ
L1、L1',としてΔΔL*を以下の式で表した。(Whitening Effect Test on UV-B-Induced Pigment Spot) The inner arm of 20 healthy male subjects was irradiated with ultraviolet rays in the UV-B region twice the minimum erythema amount once a day for 2 days. The whitening effect by continuously applying the sample to the test site twice a day on the induced pigment spots for one month was examined. The evaluation was performed using a color difference meter (manufactured by Minolta, CR-300), and the L * value was calculated from the obtained Munsell value.
The ΔΔL * value representing its recovery was used. The ΔΔL * value was defined as follows. The L * values of the sample application test site immediately before the start of sample application and the sample unapplied test site are L 0 and L, respectively.
0 represents ', the L * value of sites each after continuous coating 1 month L 1, L 1', respectively, the DerutaderutaL * by the following equation as.
【0041】(数3) ΔΔL*=(L1−L0)−(L1'−L0')(Equation 3) ΔΔL * = (L 1 −L 0 ) − (L 1 ′ −L 0 ′ )
【0042】また、評価は被験者20名の評価点の平均
値で示した。評価点と判定基準との関係を表3に示す。The evaluation was shown by the average value of the evaluation points of 20 subjects. Table 3 shows the relationship between the evaluation points and the criteria.
【0043】[0043]
【表3】 [Table 3]
【0044】[0044]
【表4】 [Table 4]
【0045】実施例13及び比較例4 表5に示す組成の化粧料を常法により製造し、これらの
消炎効果を評価した。結果を表5に示す。Example 13 and Comparative Example 4 Cosmetics having the composition shown in Table 5 were produced by a conventional method, and their anti-inflammatory effects were evaluated. Table 5 shows the results.
【0046】(評価方法) 健常男子被験者20名の上腕内側部に、東芝FS−20
SEランプを用い、UV−B領域の紫外線を最少紅斑量
の2倍量(2MED)を一回照射した。その直後、各化
粧料を15μl塗布し、24時間後の赤み(a*値)と
皮膚温を測定した。赤みは色差計(ミノルタ社製、CR
−300)を用いて測定を行い、得られたマンセル値か
らa*値を算出した。UV−B照射24時間後のa*が、
UV−B照射前のa*値に比べどれだけ上昇したかをΔ
a*値と定義した。また、皮膚温は、放射温度計(タス
コジャパン社製、THI−500)を用いて測定した。
結果は平均値で示した。(Evaluation method) Toshiba FS-20 was placed on the inner part of the upper arm of 20 healthy male subjects.
Using an SE lamp, ultraviolet rays in the UV-B region were irradiated once with twice the minimum erythema amount (2 MED). Immediately after that, 15 μl of each cosmetic was applied, and after 24 hours, redness (a * value) and skin temperature were measured. Redness is color difference meter (Minolta, CR
-300) and a * value was calculated from the obtained Munsell value. A * 24 hours after UV-B irradiation,
Δ shows how much it increased compared to the a * value before UV-B irradiation.
a * value. The skin temperature was measured using a radiation thermometer (THI-500, manufactured by Tasco Japan).
The results were shown as average values.
【0047】[0047]
【表5】 [Table 5]
【0048】実施例14〜18 下記組成の美白化粧料を常法により製造した。Examples 14 to 18 Whitening cosmetics having the following compositions were produced by a conventional method.
【0049】実施例14(乳液) (表6) (成分) (重量%) (1)パルミチン酸 1.0 (2)ステアリン酸 1.0 (3)セタノール 1.0 (4)モノヘキサデシルリン酸ナトリウム塩 2.0 (5)モノステアリン酸ソルビタン 0.5 (6)グリセリン 10.0 (7)エタノール 5.0 (8)スピロエーテル化合物Z 0.5 (9)イソノナン酸イソトリデシル(δ=16.56) 3.0 (10)モノイソステアリン酸モノミリスチン酸ジグリセリル (δ=18.43) 1.0 (11)乳酸 2.0 (12)アルブチン 3.0 (13)精製水 残部Example 14 (Emulsion) (Table 6) (Components) (% by weight) (1) Palmitic acid 1.0 (2) Stearic acid 1.0 (3) Cetanol 1.0 (4) Monohexadecyl phosphorus Acid sodium salt 2.0 (5) sorbitan monostearate 0.5 (6) glycerin 10.0 (7) ethanol 5.0 (8) spiroether compound Z 0.5 (9) isotridecyl isononanoate (δ = 16.56 3.0) (10) diglyceryl monoisostearate monomyristate (δ = 18.43) 1.0 (11) lactic acid 2.0 (12) arbutin 3.0 (13) purified water balance
【0050】実施例15(乳液) (表7) (成分) (重量%) (1)1,3−ブチレングリコール 3.0 (2)グリセリン 5.0 (3)ヒアルロン酸ナトリウム 0.2 (4)ポリアクリル酸(カーボポール;グッドリッチ社製) 0.2 (5)水酸化カリウム 0.06 (6)ポリオキシエチレン硬化ヒマシ油(40E.O.*1) 1.0 (7)α−モノイソステアリルグリセリルエーテル 0.2 (8)モノステアリン酸ソルビタン 0.2 (9)スピロエーテル化合物Z 0.01 (10)イソノナン酸イソトリデシル(δ=16.56) 5.0 (11)モノイソステアリン酸モノミリスチン酸ジグリセリル (δ=18.43) 1.0 (12)コハク酸 1.5 (13)尿素 2.0 (14)ε−アミノカプロン酸 1.0 (15)カミツレ(カミツレリキッド;一丸ファルコス社製) 5.0 (16)牛胎盤抽出液(ビオファルコCP-20;一丸ファルコス社製) 1.0 (17)精製水 残部 *1:エチレンオキシド付加モル数Example 15 (Emulsion) (Table 7) (Components) (% by weight) (1) 1,3-butylene glycol 3.0 (2) Glycerin 5.0 (3) Sodium hyaluronate 0.2 (4) ) Polyacrylic acid (Carbopol; manufactured by Goodrich Co.) 0.2 (5) Potassium hydroxide 0.06 (6) Polyoxyethylene hydrogenated castor oil (40E.O. * 1 ) 1.0 (7) α- Monoisostearyl glyceryl ether 0.2 (8) Sorbitan monostearate 0.2 (9) Spiroether compound Z 0.01 (10) Isotridecyl isononanoate (δ = 16.56) 5.0 (11) Monomyristine monoisostearate Diglyceryl acid (δ = 18.43) 1.0 (12) succinic acid 1.5 (13) urea 2.0 (14) ε-aminocaproic acid 1.0 (15) chamomile (chamomile liquid; Ichimaru Falco) Company Ltd.) 5.0 (16) bovine placental extract (Biofaruko CP-20; manufactured by Ichimaru Pharcos Co., Ltd.) 1.0 (17) Purified water Balance * 1: ethylene oxide addition molar number
【0051】実施例16(クリーム) (表8) (成分) (重量%) (1)ステアリン酸 2.0 (2)イソノナン酸イソトリデシル(δ=16.56) 7.0 (3)モノイソステアリン酸モノミリスチン酸ジグリセリル (δ=18.43) 4.0 (4)コレステロール 3.0 (5)セタノール 2.0 (6)2−ヘキサデシルリン酸アルギニン塩 2.0 (7)ポリオキシエチレン硬化ヒマシ油(40E.O.*1) 0.5 (8)α−モノイソステアリルグリセリルエーテル 0.2 (9)スピロエーテル化合物Z 0.01 (10)スピロエーテル化合物E 0.01 (11)コハク酸 1.0 (12)コウジ酸 1.0 (13)グリセリン 5.0 (14)ヒアルロン酸ナトリウム 0.05 (15)ポリアクリル酸(カーボポール;グッドリッチ社製) 0.5 (16)水酸化ナトリウム 0.15 (17)精製水 残部 *1:エチレンオキシド付加モル数Example 16 (Cream) (Table 8) (Components) (% by weight) (1) Stearic acid 2.0 (2) Isotridecyl isononanoate (δ = 16.56) 7.0 (3) Monomyristine monoisostearate Acid diglyceryl (δ = 18.43) 4.0 (4) cholesterol 3.0 (5) cetanol 2.0 (6) 2-arginine hexahexyl phosphate 2.0 (7) polyoxyethylene hydrogenated castor oil (40E .O. * 1 ) 0.5 (8) α-monoisostearyl glyceryl ether 0.2 (9) Spiroether compound Z 0.01 (10) Spiroether compound E 0.01 (11) Succinic acid 1.0 (12) Kojic acid 1.0 (13) Glycerin 5.0 (14) Sodium hyaluronate 0.05 (15) Polyacrylic acid (Carbopol; Goodrich Co.) 0.5 (16) NaOH Um 0.15 (17) Purified water Balance * 1: ethylene oxide addition molar number
【0052】実施例17(クリーム状ファンデーショ
ン) (表9) (成分) (重量%) (1)酸化チタン 6.0 (2)セリサイト 8.0 (3)酸化鉄(赤、黄、黒) 1.2 (4)ソルビタン脂肪酸エステル(レオドールMO-6;花王社製) 5.0 (5)イソノナン酸イソトリデシル(δ=16.56) 12.0 (6)モノイソステアリン酸モノミリスチン酸ジグリセリル (δ=18.43) 3.0 (7)ジメチルポリシロキサン(KF96A 6cs;信越化学社製) 30.0 (8)スピロエーテル化合物Z 0.01 (9)グリセリン 2.0 (10)精製水 残部Example 17 (creamy foundation) (Table 9) (Components) (% by weight) (1) Titanium oxide 6.0 (2) Sericite 8.0 (3) Iron oxide (red, yellow, black) 1.2 (4) Sorbitan fatty acid ester (Reodol MO-6; manufactured by Kao Corporation) 5.0 (5) Isotridecyl isononanoate (δ = 16.56) 12.0 (6) Monoglycristyl monoisostearate (δ = 18.43) 3.0 (7) Dimethylpolysiloxane (KF96A 6cs; manufactured by Shin-Etsu Chemical Co., Ltd.) 30.0 (8) Spiroether compound Z 0.01 (9) Glycerin 2.0 (10) Purified water balance
【0053】実施例18(パウダーファンデーション) (表10) (成分) (重量%) (1)酸化チタン 10.0 (2)セリサイト 30.0 (3)タルク 残部 (4)カオリン 5.0 (5)ベンガラ 2.0 (6)黄酸化鉄 2.5 (7)黒酸化鉄 0.1 (8)ポリエチレン粉末 4.0 (9)イソノナン酸イソトリデシル(δ=16.56) 1.5 (10)モノイソステアリン酸モノミリスチン酸ジグリセリル (δ=18.43) 0.6 (11)ジメチルポリシロキサン(KF96A 6cs;信越化学社製) 12.0 (12)スピロエーテル化合物Z 0.01Example 18 (Powder Foundation) (Table 10) (Components) (% by weight) (1) Titanium oxide 10.0 (2) Sericite 30.0 (3) Talc balance (4) Kaolin 5.0 ( 5) Bengala 2.0 (6) Yellow iron oxide 2.5 (7) Black iron oxide 0.1 (8) Polyethylene powder 4.0 (9) Isotridecyl isononanoate (δ = 16.56) 1.5 (10) Mono Diglyceryl monomyristate isostearate (δ = 18.43) 0.6 (11) Dimethyl polysiloxane (KF96A 6cs; manufactured by Shin-Etsu Chemical Co., Ltd.) 12.0 (12) Spiroether compound Z 0.01
【0054】実施例14〜18で得られた美白化粧料
は、いずれも有効成分の経皮吸収性が良好で、美白効果
に優れ、しかも安全性が高く、使用感も良好なものであ
った。Each of the whitening cosmetics obtained in Examples 14 to 18 had good transdermal absorbability of the active ingredient, excellent whitening effect, high safety, and good feeling in use. .
───────────────────────────────────────────────────── フロントページの続き (72)発明者 佐藤 弓子 東京都墨田区文花2−1−3 花王株式 会社研究所内 (56)参考文献 特開 昭59−73508(JP,A) 特開 昭59−104308(JP,A) 特開 昭61−227514(JP,A) 特開 昭61−207307(JP,A) 特開 平8−217625(JP,A) 特開 平5−192560(JP,A) 特開 平5−124950(JP,A) 特開 平1−186811(JP,A) 特開 昭61−210010(JP,A) 特開 平6−157240(JP,A) 特開 平3−20227(JP,A) 特開 昭63−280006(JP,A) 特開 平6−32728(JP,A) (58)調査した分野(Int.Cl.7,DB名) A61K 7/00 A61K 9/00 ────────────────────────────────────────────────── ─── Continuation of front page (72) Inventor Yumiko Sato 2-1-3 Bunka, Sumida-ku, Tokyo Inside Kao Research Institute (56) References JP-A-59-73508 (JP, A) JP-A-59 JP-A-104308 (JP, A) JP-A-61-227514 (JP, A) JP-A-61-207307 (JP, A) JP-A-8-217625 (JP, A) JP-A-5-192560 (JP, A) JP-A-5-124950 (JP, A) JP-A-1-186811 (JP, A) JP-A-61-210010 (JP, A) JP-A-6-157240 (JP, A) 20227 (JP, A) JP-A-63-280006 (JP, A) JP-A-6-32728 (JP, A) (58) Fields investigated (Int. Cl. 7 , DB name) A61K 7/00 A61K 9 / 00
Claims (5)
エーテル化合物 【化1】 〔式中、波線はその結合状態がZ又はEのいずれでもよ
いことを示す〕及び(B)溶解度パラメーターδが1
5.7<δ≦21.0の範囲内にある油剤から選ばれる
1種又は2種以上を含有することを特徴とする化粧料。(A) A spiro ether compound represented by the general formula (1): [Wherein the wavy line indicates that the bonding state may be either Z or E] and (B) the solubility parameter δ is 1
5.7 <δ ≦ 21.0 Cosmetics characterized by containing one or more selected from oils in the range of 21.0.
15.7<δ≦21.0の範囲内にある油剤から選ばれ
る2種以上を組合せてなるものである請求項1記載の化
粧料。2. The cosmetic according to claim 1, wherein the component (B) is a combination of two or more oil agents having a solubility parameter δ in the range of 15.7 <δ ≦ 21.0. .
ーターδが15.7<δ≦17.2の範囲内にある油剤
から選ばれる1種又は2種以上、及び(B−2)溶解度
パラメーターδが17.5≦δ≦21.0の範囲内にあ
る油剤から選ばれる1種又は2種以上を組合せてなるも
のである請求項1又は2記載の化粧料。3. Component (B) comprises (B-1) one or more oil agents selected from oil agents having a solubility parameter δ in the range of 15.7 <δ ≦ 17.2, and (B-2) The cosmetic according to claim 1 or 2, wherein the cosmetic parameter is one or a combination of two or more selected from oil agents having a solubility parameter δ in the range of 17.5 ≦ δ ≦ 21.0.
2)を重量比で(B−1)/(B−2)=10/1〜1
/2の割合で組合せてなるものである請求項3記載の化
粧料。4. Component (B) comprises (B-1) and (B-
2) by weight ratio (B-1) / (B-2) = 10/1 to 1
The cosmetic according to claim 3, wherein the cosmetic is combined at a ratio of / 2.
〜4のいずれか1項記載の化粧料。5. The method according to claim 1, further comprising (C) a humectant.
The cosmetic according to any one of claims 4 to 4.
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JP09289841A JP3113844B2 (en) | 1996-11-15 | 1997-10-22 | Cosmetics |
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JP30525196 | 1996-11-15 | ||
JP8-305251 | 1996-11-19 | ||
JP09289841A JP3113844B2 (en) | 1996-11-15 | 1997-10-22 | Cosmetics |
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JPH10194920A JPH10194920A (en) | 1998-07-28 |
JP3113844B2 true JP3113844B2 (en) | 2000-12-04 |
Family
ID=26557769
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US6388984B2 (en) | 1997-08-28 | 2002-05-14 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium and its recording and reproducing method |
US6503690B1 (en) | 1997-08-12 | 2003-01-07 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium, method for producing the same, and method for recording and reproducing optical information |
US6821707B2 (en) | 1996-03-11 | 2004-11-23 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium, producing method thereof and method of recording/erasing/reproducing information |
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US6821707B2 (en) | 1996-03-11 | 2004-11-23 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium, producing method thereof and method of recording/erasing/reproducing information |
US6503690B1 (en) | 1997-08-12 | 2003-01-07 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium, method for producing the same, and method for recording and reproducing optical information |
US6388984B2 (en) | 1997-08-28 | 2002-05-14 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium and its recording and reproducing method |
US6343062B1 (en) | 1997-09-26 | 2002-01-29 | Matsushita Electric Industrial Co., Ltd | Optical disk device and optical disk for recording and reproducing high-density signals |
US6268034B1 (en) | 1998-08-05 | 2001-07-31 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium and method for producing the same, method for recording and reproducing information thereon and recording/reproducing apparatus |
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