JP5528875B2 - Transparent liquid skin preparation - Google Patents
Transparent liquid skin preparation Download PDFInfo
- Publication number
- JP5528875B2 JP5528875B2 JP2010071778A JP2010071778A JP5528875B2 JP 5528875 B2 JP5528875 B2 JP 5528875B2 JP 2010071778 A JP2010071778 A JP 2010071778A JP 2010071778 A JP2010071778 A JP 2010071778A JP 5528875 B2 JP5528875 B2 JP 5528875B2
- Authority
- JP
- Japan
- Prior art keywords
- transparent liquid
- polyoxypropylene
- sodium
- acid
- salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 238000002360 preparation method Methods 0.000 title claims description 21
- 239000007788 liquid Substances 0.000 title claims description 19
- -1 polyoxypropylene group Polymers 0.000 claims description 65
- 150000003839 salts Chemical class 0.000 claims description 26
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 18
- JUIUXBHZFNHITF-IEOSBIPESA-N [(2r)-2,5,7,8-tetramethyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] dihydrogen phosphate Chemical compound OP(=O)(O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C JUIUXBHZFNHITF-IEOSBIPESA-N 0.000 claims description 16
- 229920001451 polypropylene glycol Polymers 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 7
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 claims description 6
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 claims description 6
- 159000000000 sodium salts Chemical group 0.000 claims description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 239000002195 soluble material Substances 0.000 claims 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 30
- 239000000284 extract Substances 0.000 description 26
- 235000014113 dietary fatty acids Nutrition 0.000 description 18
- 239000000194 fatty acid Substances 0.000 description 18
- 229930195729 fatty acid Natural products 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 239000011734 sodium Substances 0.000 description 14
- 229910052708 sodium Inorganic materials 0.000 description 14
- 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 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
- 239000004359 castor oil Substances 0.000 description 10
- 235000019438 castor oil Nutrition 0.000 description 10
- 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 10
- 230000000694 effects Effects 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000006210 lotion Substances 0.000 description 7
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 7
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 6
- 239000006096 absorbing agent Substances 0.000 description 6
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 229960005150 glycerol Drugs 0.000 description 6
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 6
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 235000015165 citric acid Nutrition 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- 229920001214 Polysorbate 60 Polymers 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 4
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 4
- 239000002280 amphoteric surfactant Substances 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 229930003799 tocopherol Natural products 0.000 description 4
- 239000011732 tocopherol Substances 0.000 description 4
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 3
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 3
- 229960002216 methylparaben Drugs 0.000 description 3
- 238000010979 pH adjustment Methods 0.000 description 3
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 229960000984 tocofersolan Drugs 0.000 description 3
- 235000010384 tocopherol Nutrition 0.000 description 3
- 229960001295 tocopherol Drugs 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- 235000010493 xanthan gum Nutrition 0.000 description 3
- 239000000230 xanthan gum Substances 0.000 description 3
- 229940082509 xanthan gum Drugs 0.000 description 3
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 2
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 2
- MPDGHEJMBKOTSU-YKLVYJNSSA-N 18beta-glycyrrhetic acid Chemical compound C([C@H]1C2=CC(=O)[C@H]34)[C@@](C)(C(O)=O)CC[C@]1(C)CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@H](O)C1(C)C MPDGHEJMBKOTSU-YKLVYJNSSA-N 0.000 description 2
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- IZHVBANLECCAGF-UHFFFAOYSA-N 2-hydroxy-3-(octadecanoyloxy)propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCCCC IZHVBANLECCAGF-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 2
- 102000011632 Caseins Human genes 0.000 description 2
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- 235000017788 Cydonia oblonga Nutrition 0.000 description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- 235000001815 DL-alpha-tocopherol Nutrition 0.000 description 2
- 239000011627 DL-alpha-tocopherol Substances 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- BIVBRWYINDPWKA-VLQRKCJKSA-L Glycyrrhizinate dipotassium Chemical compound [K+].[K+].O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C([O-])=O)[C@@H]1O[C@H](C([O-])=O)[C@@H](O)[C@H](O)[C@H]1O BIVBRWYINDPWKA-VLQRKCJKSA-L 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
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- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000020636 oyster Nutrition 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
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229960000292 pectin Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000120 polyethyl acrylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- ONQDVAFWWYYXHM-UHFFFAOYSA-M potassium lauryl sulfate Chemical compound [K+].CCCCCCCCCCCCOS([O-])(=O)=O ONQDVAFWWYYXHM-UHFFFAOYSA-M 0.000 description 1
- 229940116985 potassium lauryl sulfate Drugs 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- MQOCIYICOGDBSG-UHFFFAOYSA-M potassium;hexadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCC([O-])=O MQOCIYICOGDBSG-UHFFFAOYSA-M 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- PYJBVGYZXWPIKK-UHFFFAOYSA-M potassium;tetradecanoate Chemical compound [K+].CCCCCCCCCCCCCC([O-])=O PYJBVGYZXWPIKK-UHFFFAOYSA-M 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 235000010409 propane-1,2-diol alginate Nutrition 0.000 description 1
- 239000000770 propane-1,2-diol alginate Substances 0.000 description 1
- 229940093625 propylene glycol monostearate Drugs 0.000 description 1
- 235000019423 pullulan Nutrition 0.000 description 1
- 229940071139 pyrrolidone carboxylate Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011607 retinol Substances 0.000 description 1
- 229960003471 retinol Drugs 0.000 description 1
- 235000020944 retinol Nutrition 0.000 description 1
- 229960000342 retinol acetate Drugs 0.000 description 1
- 239000011770 retinyl acetate Substances 0.000 description 1
- 235000019173 retinyl acetate Nutrition 0.000 description 1
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- 229940108325 retinyl palmitate Drugs 0.000 description 1
- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229940112950 sage extract Drugs 0.000 description 1
- 235000020752 sage extract Nutrition 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940080237 sodium caseinate Drugs 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940037001 sodium edetate Drugs 0.000 description 1
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 229940082004 sodium laurate Drugs 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
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000019983 sodium metaphosphate Nutrition 0.000 description 1
- 229940045870 sodium palmitate Drugs 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- 235000010956 sodium stearoyl-2-lactylate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- KNYAZNABVSEZDS-UHFFFAOYSA-M sodium;2-octadecanoyloxypropanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(C)C([O-])=O KNYAZNABVSEZDS-UHFFFAOYSA-M 0.000 description 1
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 235000011071 sorbitan monopalmitate Nutrition 0.000 description 1
- 239000001570 sorbitan monopalmitate Substances 0.000 description 1
- 229940031953 sorbitan monopalmitate Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 229940035023 sucrose monostearate Drugs 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、透明液状皮膚外用剤に関し、更に詳しくはトコフェリルリン酸エステルおよび/またはその塩類を含有する安定性の高い透明液状皮膚外用剤に関する。 The present invention relates to a transparent liquid external preparation for skin, and more particularly, to a highly stable transparent liquid external preparation for skin containing tocopheryl phosphate and / or a salt thereof.
トコフェロールはビタミンEとして広く認知されており、多岐に渡る研究から、その安全性が証明されるとともに、高い抗酸化作用や肌荒れ改善効果、血行促進作用等の機能が明らかにされ、現在では医薬品、化粧品、飼料等に幅広く使用されている。また、その誘導体であるトコフェリルリン酸エステルおよび/またはその塩類は、生体において代謝されることにより、トコフェロールと同等またはそれ以上の効果や作用を発揮すると報告されており、今後もその利用価値は大きくなるものと考えられる。 Tocopherol is widely recognized as vitamin E, and various studies have proved its safety, and its functions such as high antioxidant action, rough skin improvement effect, blood circulation promotion action, etc. have been revealed. Widely used in cosmetics and feed. In addition, its derivatives, tocopheryl phosphates and / or their salts, have been reported to exhibit effects or actions equivalent to or higher than that of tocopherols by being metabolized in the living body. It is thought to grow.
トコフェリルリン酸エステルおよび/またはその塩類はトコフェロールと比較して高い水溶性を示すものの、水溶液または乳化系において白濁や凝集沈殿等を起こし、安定に配合することが非常に困難であった。このような問題に対し、トコフェリルリン酸エステルおよび/またはその塩類を安定に配合する研究がいくつかなされてきた。 Although the tocopheryl phosphate ester and / or its salt shows higher water solubility than tocopherol, it causes white turbidity and coagulation precipitation in an aqueous solution or emulsification system, and it is very difficult to mix stably. In order to solve such a problem, several studies have been conducted to stably incorporate tocopheryl phosphate and / or its salts.
特許文献1では、非イオン界面活性剤を配合することで、トコフェロールリン酸エステルの水溶液の凍結融解後の安定性を高めている。また特許文献2では、両性界面活性剤を配合することでトコフェリルリン酸エステルおよび/またはその塩類を含有した低刺激でかつ安定性の高い皮膚外用剤を得ている。さらに特許文献3では多価アルコールおよびリン酸水素二カリウム、リン酸水素二ナトリウム、グリチルリチン酸ジカリウムの三種から選ばれる1種または2種以上を併用することで、トコフェリルリン酸エステルおよび/またはその塩類を含有した皮膚外用剤の安定性を高めている。しかし、このような発明がなされてはいるが、トコフェリルリン酸エステルおよび/またはその塩類を配合した透明液状皮膚外用剤の安定性は完全に改良されたわけではない。特に高温部では白濁や沈殿が生じ、依然としてその安定性は不十分であり、さらなる発明が求められている。 In patent document 1, the stability after freezing and thawing of an aqueous solution of a tocopherol phosphate is enhanced by adding a nonionic surfactant. Moreover, in patent document 2, the skin external preparation with the low irritation | stimulation and high stability containing tocopheryl phosphate ester and / or its salt is obtained by mix | blending an amphoteric surfactant. Further, in Patent Document 3, a tocopheryl phosphate ester and / or a combination thereof is used by combining one or more selected from polyhydric alcohol and dipotassium hydrogen phosphate, disodium hydrogen phosphate, and dipotassium glycyrrhizinate. The stability of external preparations containing salts is enhanced. However, although such an invention has been made, the stability of a transparent liquid skin preparation containing a tocopheryl phosphate and / or a salt thereof has not been completely improved. In particular, white turbidity and precipitation occur in the high temperature part, and the stability is still insufficient, and further invention is required.
本発明は上記事情に鑑みてなされたもので、その目的は、安定性が改善されたトコフェリルリン酸エステルおよび/またはその塩類が配合された透明液状皮膚外用剤を提供することにある。 The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a transparent liquid skin external preparation containing a tocopheryl phosphate ester and / or a salt thereof having improved stability.
本発明者は、このような事情に際して安定性の高い透明液状皮膚外用剤を提供すべく鋭意研究を行った結果、(A)トコフェリルリン酸エステルおよび/またはその塩類、(B)分子内にポリオキシプロピレン基を有する水溶性物質並びに(C)2−アミノ−2−メチル−1,3−プロパンジオールまたは水酸化カリウム含有し、pHを8.2以上にすると、透明液状皮膚外用剤の安定性が高まるという新たな知見を見出し、本発明を完成するに至った。 As a result of earnest research to provide a highly stable transparent liquid skin external preparation in such circumstances, the present inventor has (A) tocopheryl phosphate and / or its salt, (B) in the molecule. When a water-soluble substance having a polyoxypropylene group and (C) 2-amino-2-methyl-1,3-propanediol or potassium hydroxide are contained and the pH is set to 8.2 or higher, the stability of the transparent liquid skin external preparation is stabilized. The inventors have found a new finding that the property is improved and have completed the present invention.
本発明によれば、(A)トコフェリルリン酸エステルおよび/またはその塩類、(B)分子内にポリオキシプロピレン基を有する水溶性物質、並びに(C)2−アミノ−2−メチル−1,3−プロパンジオールまたは水酸化カリウム含有し、pHを8.2以上にすると、トコフェリルリン酸エステルおよび/またはその塩類を配合した安定性の良好な透明液状皮膚外用剤が得ることができる。 According to the present invention, (A) tocopheryl phosphate and / or salts thereof, (B) a water-soluble substance having a polyoxypropylene group in the molecule, and (C) 2-amino-2-methyl-1, When 3-propanediol or potassium hydroxide is contained and the pH is set to 8.2 or higher, a transparent liquid skin preparation having good stability and containing a tocopheryl phosphate and / or a salt thereof can be obtained.
以下、本発明の構成について詳述する。本発明で用いられるトコフェリルリン酸エステルおよび/またはその塩類は何でもよいが、好ましくはモノエステル、塩はナトリウム塩、ジナトリウム塩、カリウム塩、ジカリウム塩、トリエタノールアミン塩である。さらに好ましくはナトリウム塩である。トコフェリルリン酸エステルおよび/またはその塩類の含有量は、特に限定されるものではないが、0.01〜3.0重量%とすることが好ましい。0.01重量%未満では肌荒れ改善効果、抗酸化能、血行促進作用等の生理活性が発現しない場合があり、3.0重量%を超えても効果の増強がなく不経済である。 Hereinafter, the configuration of the present invention will be described in detail. The tocopheryl phosphate ester and / or its salt used in the present invention may be any, but preferably a monoester and a salt are sodium salt, disodium salt, potassium salt, dipotassium salt and triethanolamine salt. More preferred is a sodium salt. The content of the tocopheryl phosphate and / or its salt is not particularly limited, but is preferably 0.01 to 3.0% by weight. If it is less than 0.01% by weight, physiological activities such as a rough skin improving effect, antioxidant ability, blood circulation promoting action and the like may not be exhibited, and if it exceeds 3.0% by weight, the effect is not enhanced and it is uneconomical.
本発明で用いられる分子内にポリオキシプロピレン基を有する水溶性物質は何でもよいが、好ましくはポリオキシプロピレン(10)メチルグルコシド、ポリオキシプロピレン(20)メチルグルコシド、ポリオキシブチレン(3)ポリオキシエチレン(8)ポリオキシプロピレン(5)グリセリルエーテル、ポリオキシプロピレン(9)ジグリセリルエーテル、ポリオキシプロピレン(14)ジグリセリルエーテルである。分子内にポリオキシプロピレン基を有する水溶性物質の含有量は、特に限定されるものではないが、好ましくは0.2〜15.0重量%、より好ましくは0.5〜10.0重量%である。0.2重量%未満では安定性を高める効果が発現しない場合があり、15.0重量%を超えても効果の増強が見られず不経済である。 The water-soluble substance having a polyoxypropylene group in the molecule used in the present invention may be any, but preferably polyoxypropylene (10) methyl glucoside, polyoxypropylene (20) methyl glucoside, polyoxybutylene (3) polyoxy Ethylene (8) polyoxypropylene (5) glyceryl ether, polyoxypropylene (9) diglyceryl ether, and polyoxypropylene (14) diglyceryl ether. The content of the water-soluble substance having a polyoxypropylene group in the molecule is not particularly limited, but is preferably 0.2 to 15.0% by weight, more preferably 0.5 to 10.0% by weight. It is. If it is less than 0.2% by weight, the effect of enhancing the stability may not be exhibited, and if it exceeds 15.0% by weight, the effect is not enhanced, which is uneconomical.
本発明の透明液状皮膚外用剤のpHは8.2以上が好ましい。pHを調整するアルカリ剤は2−アミノ−2−メチル−1,3−プロパンジオール、水酸化カリウムが好ましい。L−アルギニンの様な塩基性アミノ酸や、トリエタノールアミンでは満足な安定性が得られない。またpHの調整には酸を用いることもでき、その酸は何でもよいが、クエン酸、乳酸、リンゴ酸などの有機酸が好ましい。 The pH of the transparent liquid external preparation of the present invention is preferably 8.2 or more. The alkaline agent for adjusting the pH is preferably 2-amino-2-methyl-1,3-propanediol or potassium hydroxide. Satisfactory stability cannot be obtained with basic amino acids such as L-arginine or triethanolamine. An acid can be used to adjust the pH, and any acid can be used, but organic acids such as citric acid, lactic acid and malic acid are preferred.
本発明の透明液状皮膚外用剤は、上述した成分を必須の構成成分とするが、当該組成物には本発明の目的を損なわない範囲で、他の成分、例えば、エタノール、多価アルコールなどのアルコール類、両性界面活性剤、アニオン界面活性剤、カチオン界面活性剤、非イオン界面活性剤、カルボキシビニルポリマー、キサンタンガム、カルボキシメチルセルロース、ヒアルロン酸などの高分子類、塩類、色素、ビタミン類、ホルモン剤、香料、抗酸化剤、中和剤、pH調整剤、防腐剤、キレート剤等の成分を適宜配合することができる。 The transparent liquid skin external preparation of the present invention has the above-described components as essential components, but the composition does not impair the purpose of the present invention, and other components such as ethanol, polyhydric alcohol, etc. Alcohols, amphoteric surfactants, anionic surfactants, cationic surfactants, nonionic surfactants, polymers such as carboxyvinyl polymer, xanthan gum, carboxymethylcellulose, hyaluronic acid, salts, pigments, vitamins, hormone agents Ingredients such as fragrances, antioxidants, neutralizers, pH adjusters, preservatives, chelating agents and the like can be appropriately blended.
以下に他の配合成分の具体例を示すが、これらに限られるものではない。 Specific examples of other blending components are shown below, but are not limited thereto.
非イオン界面活性剤としては、例えば、モノオレイン酸ソルビタン、モノイソステアリン酸ソルビタン、モノラウリン酸ソルビタン、モノパルミチン酸ソルビタン、モノステアリン酸ソルビタン、セスキオレイン酸ソルビタン等のソルビタン脂肪酸エステル類;モノステアリン酸グリセリル、ヤシ油脂肪酸グリセリル、オレイン酸グリセリル、ジステアリン酸グリセリル等のグリセリン脂肪酸エステル等のポリグリセリン脂肪酸エステル;モノステアリン酸プロピレングリコール等のプロピレングリコール脂肪酸エステル類;ステアリン酸メチルグルコシド、ステアリン酸エチルグルコシド、ステアリン酸プロピルグルコシド、オレイン酸メチルグルコシド等の脂肪酸アルキルグルコシド;硬化ヒマシ油誘導体;グリセリンアルキルエーテル;POEソルビタンモノオレエート、POEソルビタンモノステアレート、POEソルビタンテトラオレエート等のPOEソルビタン脂肪酸エステル類;POEグリセリンモノステアレート、POEグリセリンモノイソステアレート、POEグリセリントリイソステアレート等のPOEグリセリン脂肪酸エステル類;POEモノオレエート、POEジステアレート、POEモノジオレエート、ジステアリン酸エチレングリコール等のPOE脂肪酸エステル類;POEラウリルエーテル、POEオレイルエーテル、POEステアリルエーテル、POEベヘニルエーテル等のPOEアルキルエーテル類;POEヒマシ油、POE硬化ヒマシ油、POE硬化ヒマシ油モノイソステアレート、POE硬化ヒマシ油トリイソステアレート、POE硬化ヒマシ油モノピログルタミン酸モノイソステアリン酸ジエステル、POE硬化ヒマシ油マレイン酸等のPOEヒマシ油硬化ヒマシ油誘導体;ショ糖モノステアレート、ショ糖ジステアレート、ショ糖トリステアレート等のショ糖脂肪酸エステル;ポリエーテル変性シリコーン、アルコール変性シリコーン等のシリコーン系界面活性剤等が挙げられる。 Examples of nonionic surfactants include sorbitan fatty acid esters such as sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate; glyceryl monostearate, Polyglycerin fatty acid esters such as glyceryl fatty acid esters such as glyceryl palm oil fatty acid, glyceryl oleate and glyceryl distearate; propylene glycol fatty acid esters such as propylene glycol monostearate; methyl glucoside stearate, ethyl glucoside stearate, propyl stearate Fatty acid alkyl glucosides such as glucoside and methyl oleate; hardened castor oil derivative; glycerin alkyl ether POE sorbitan fatty acid esters such as POE sorbitan monooleate, POE sorbitan monostearate, POE sorbitan tetraoleate; POE glycerin fatty acid esters such as POE glycerol monostearate, POE glycerol monoisostearate, POE glycerol triisostearate POE fatty acid esters such as POE monooleate, POE distearate, POE monodiolate, ethylene glycol distearate; POE alkyl ethers such as POE lauryl ether, POE oleyl ether, POE stearyl ether, POE behenyl ether; POE castor oil, POE cured Castor oil, POE hydrogenated castor oil monoisostearate, POE hydrogenated castor oil triisostearate, POE hydrogenated Pear castor oil hydrogenated castor oil derivatives such as sucrose monopyroglutamic acid monoisostearic acid, POE hydrogenated castor oil maleic acid; sucrose fatty acid esters such as sucrose monostearate, sucrose distearate, sucrose tristearate; polyether Examples thereof include silicone surfactants such as modified silicone and alcohol-modified silicone.
アニオン界面活性剤としては、例えば、セッケン用素地、ラウリン酸ナトリウム、パルミチン酸ナトリウム、ラウリン酸カリウム、ミリスチン酸カリウム、パルミチン酸カリウム、ステアリン酸カリウム等の脂肪酸セッケン;ラウリル硫酸ナトリウム、ラウリル硫酸カリウム等の高級アルキル硫酸エステル塩;ステアロイル乳酸ナトリウム、イソステアロイル乳酸ナトリウム等のアシル乳酸塩;アルキルPOEラウリル硫酸トリエタノールアミン、POEラウリル硫酸ナトリウム等のアルキルエーテル硫酸エステル塩;ラウロイルサルコシンナトリウム等のN−アシルサルコシン酸;N−ミリストイル−N−メチルタウリンナトリウム、ヤシ油脂肪酸メチルタウリッドナトリウム、ラウリルメチルタウリッドナトリウム等の高級脂肪酸アミドスルホン酸塩;POEオレイルエーテルリン酸ナトリウム、POEステアリルエーテルリン酸等のリン酸エステル塩;ジ−2−エチルヘキシルスルホコハク酸ナトリウム、モノラウロイルモノエタノールアミドポリオキシエチレンスルホコハク酸ナトリウム、ラウリルポリプロピレングリコールスルホコハク酸ナトリウム等のスルホコハク酸塩;リニアドデシルベンゼンスルホン酸ナトリウム、リニアドデシルベンゼンスルホン酸トリエタノールアミン、リニアドデシルベンゼンスルホン酸等のアルキルベンゼンスルホン酸塩;N−ラウロイルグルタミン酸モノナトリウム、N−ステアロイルグルタミン酸ジナトリウム、N−ミリストイル−L−グルタミン酸モノナトリウム等のN−アシルグルタミン酸塩;硬化ヤシ油脂肪酸グリセリン硫酸ナトリウム等の高級脂肪酸エステル硫酸エステル塩;POEアルキルエーテルカルボン酸;POEアルキルアリルエーテルカルボン酸塩;α−オレフィンスルホン酸塩;高級脂肪酸エステルスルホン酸塩;二級アルコール硫酸エステル塩;高級脂肪酸アルキロールアミド硫酸エステル塩;ラウロイルモノエタノールアミドコハク酸ナトリウム;N−パルミトイルアスパラギン酸ジトリエタノールアミン;カゼインナトリウム;スルホン酸変性シリコーン等のシリコーン系界面活性剤等が挙げられる。 Examples of the anionic surfactant include soap base, fatty acid soap such as sodium laurate, sodium palmitate, potassium laurate, potassium myristate, potassium palmitate, potassium stearate; sodium lauryl sulfate, potassium lauryl sulfate, etc. Higher alkyl sulfates; acyl lactates such as sodium stearoyl lactate and sodium isostearoyl lactate; alkyl ether sulfates such as alkyl POE lauryl sulfate triethanolamine and sodium POE lauryl sulfate; N-acyl sarcosine acids such as sodium lauroyl sarcosine Higher fatty acid amides such as sodium N-myristoyl-N-methyltaurine, coconut oil fatty acid methyltauride sodium, sodium laurylmethyltauride Phosphonate; Phosphoric acid ester salt such as sodium POE oleyl ether phosphate, POE stearyl ether phosphoric acid; sodium di-2-ethylhexyl sulfosuccinate, monolauroyl monoethanolamide sodium polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate Sulfosuccinates such as sodium lineardodecylbenzene sulfonate, triethanolamine linear dodecyl benzene sulfonate, alkyl benzene sulfonates such as linear dodecyl benzene sulfonic acid; monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, N- N-acyl glutamate such as myristoyl-L-glutamate monosodium; hydrogenated coconut oil fatty acid glycerin sulfate Higher fatty acid ester sulfate such as thorium; POE alkyl ether carboxylic acid; POE alkyl allyl ether carboxylate; α-olefin sulfonate; Higher fatty acid ester sulfonate; Secondary alcohol sulfate; Higher fatty acid alkylolamide Examples thereof include sulfate esters; sodium lauroyl monoethanolamide succinate; N-palmitoyl aspartate ditriethanolamine; sodium caseinate; and silicone surfactants such as sulfonic acid-modified silicone.
カチオン界面活性剤としては、例えば、塩化ステアリルトリメチルアンモニウム、塩化ラウリルトリメチルアンモニウム等のアルキルトリメチルアンモニウム塩;塩化ジステアリルジメチルアンモニウム等のジアルキルジメチルアンモニウム塩;アルキル四級アンモニウム塩;アルキルジメチルベンジルアンモニウム塩;アルキルイソキノリニウム塩;ジアルキルモリホニウム塩;POEアルキルアミン;アルキルアミン塩;ポリアミン脂肪酸誘導体;アミルアルコール脂肪酸誘導体;塩化ベンザルコニウム;塩化ベンゼトニウム等が挙げられる。 Examples of the cationic surfactant include alkyl trimethyl ammonium salts such as stearyl trimethyl ammonium chloride and lauryl trimethyl ammonium chloride; dialkyl dimethyl ammonium salts such as distearyl dimethyl ammonium chloride; alkyl quaternary ammonium salts; alkyl dimethyl benzyl ammonium salts; Examples thereof include isoquinolinium salts; dialkyl morphonium salts; POE alkyl amines; alkyl amine salts; polyamine fatty acid derivatives; amyl alcohol fatty acid derivatives; benzalkonium chloride;
両性界面活性剤としては、例えば、アルキルグリシン塩;カルボキシメチルグリシン塩;N−アシルアミノエチル−N−2−ヒドロキシエチルグリシン塩;アルキルポリアミノポリカルボキシグリシン塩;アルキルアミノプロピオン酸塩;アルキルイミノジプロピオン酸塩;N−アシルアミノエチル−N−2−ヒドロキシエチルプロピオン酸塩;アルキルジメチルアミノ酢酸ベタイン;脂肪酸アミドプロピルジメチルアミノ酢酸ベタイン;アルキルジヒドロキシエチルアミノ酢酸ベタイン等が挙げられる。 Examples of amphoteric surfactants include alkyl glycine salts; carboxymethyl glycine salts; N-acylaminoethyl-N-2-hydroxyethyl glycine salts; alkyl polyaminopolycarboxy glycine salts; alkylaminopropionate salts; N-acylaminoethyl-N-2-hydroxyethylpropionate; alkyldimethylaminoacetic acid betaine; fatty acid amidopropyldimethylaminoacetic acid betaine; alkyldihydroxyethylaminoacetic acid betaine.
水性物質としては、本発明の効果を失わない範囲で、通常化粧料に用いられる各種原料を使用できる。例えば、低級アルコールとしては、エタノール、プロパノール、イソプロパノール等がある。多価アルコールは、ポリエチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3−ブチレングリコール、ヘキシレングリコール、グリセリン、ジグリセリン等がある。その他保湿剤としてソルビトール、キシリトール、マルチトール、マルトース、D−マンニット、エリスリトール、トレハロース、水アメ、ブドウ糖、果糖、乳糖、コンドロイチン硫酸ナトリウム、ヒアルロン酸ナトリウム、乳酸ナトリウム、ピロリドンカルボン酸塩、グルコサミン、シクロデキストリン等がある。水溶性高分子としては、アラビアゴム、グァーガム、カラヤガム、カラギーナン、ペクチン、カンテン、クインスシード(マルメロ)、デンプン(コメ、トウモロコシ、バレイショ、コムギ)、アルゲコロイド(褐藻エキス)、ローカストビーンガム等の植物系高分子;キサンタンガム、ジェランガム、プルラン等の微生物系高分子;コラーゲン、カゼイン等の動物系高分子;カルボキシメチルデンプン、メチルヒドロキシプロピルデンプン等のデンプン系高分子;メチルセルロース、ニトロセルロース、エチルセルロース、メチルヒドロキシプロピルセルロース、ヒドロキシエチルセルロース、セルロース硫酸ナトリウム、ヒドロキシプロピルセルロース、カルボキシメチルセルロースナトリウム等のセルロース系高分子;アルギン酸ナトリウム、アルギン酸プロピレングリコールエステル等のアルギン酸系高分子;ポリビニルメチルエーテル、カルボキシビニルポリマー等のビニル系高分子;ポリオキシエチレン系高分子;ポリオキシエチレンポリオキシプロピレン共重合体系高分子、ポリエチルアクリレート、ポリアクリルアミド等のアクリル系高分子;カチオンポリマー;ベントナイト、ケイ酸アルミニウムマグネシウム、ラポナイト、ヘクトライト、無水ケイ酸等の無機系水溶性高分子等がある。薬剤としては、ビタミンA油、レチノール、パルミチン酸レチノール、酢酸レチノール、イノシット、塩酸ピリドキシン、ニコチン酸ベンジル、ニコチン酸アミド、ニコチン酸dl−α−トコフェロール、アスコルビン酸リン酸マグネシウム、dl−α−トコフェロール、酢酸dl−α−トコフェロール、パントテン酸、ビオチン等のビタミン類;エストラジオール、エチニルエストラジオール等のホルモン;アルギニン、アスパラギン酸、シスチン、システイン、メチオニン、セリン、ロイシン、トリプトファン等のアミノ酸;アラントイン、グリチルレチン酸、アズレン等の坑炎症剤;アルブチン、アスコルビン酸マグネシウム、アスコルビン酸ナトリウム等の美白剤;タンニン酸、ミョウバン等の収斂剤;L−メントール、カンフル等の清涼剤;塩化リゾチーム、塩酸ピリドキシン、γ−オリザノール等がある。各種の抽出液としては、ドクダミエキス、オウバクエキス、メリロートエキス、オドリコソウエキス、カンゾウエキス、シャクヤクエキス、サボンソウエキス、ヘチマエキス、キナエキス、ユキノシタエキス、クララエキス、セージエキス、タイムエキス、茶エキス、海藻エキス、キューカンバーエキス、チョウジエキス、キイチゴエキス、メリッサエキス、ニンジンエキス、キャロットエキス、マロニエエキス、桃葉エキス、クワエキス、ヤグルマギクエキス、ハマメリス抽出液、シルク抽出液等がある。その他、安息香酸塩、パラオキシ安息香酸エステル、サリチル酸、フェノキシエタノール等の防腐剤;α−トコフェロール、ジブチルヒドロキシトルエン等の酸化防止剤;アラニン、エデト酸ナトリウム塩、ポリリン酸ナトリウム、メタリン酸ナトリウム、リン酸等のキレート剤;安息香酸系紫外線吸収剤、アントラニル酸系紫外線吸収剤、サリチル酸系紫外線吸収剤、ケイ皮酸系紫外線吸収剤、ベンゾフェノン系紫外線吸収剤、ウロカニン酸、ウロカニン酸エチル、2−フェニル−5−メチルベンゾキサゾール、2−(2’−ヒドロキシ−5’−メチルフェニル)ベンゾトリアゾール、4−tert−ブチル−4’−メトキシジベンゾイルメタン等の紫外線吸収剤;炭酸ナトリウム、乳酸、クエン酸、グリコール酸、コハク酸、酒石酸、dl−リンゴ酸、およびこれらの塩、炭酸カリウム、炭酸水素ナトリウム、炭酸水素アンモニウム等のpH調整剤;タール色素、香料、殺菌剤等を使用できる。これらはそれぞれ単独で用いても良いし、2種以上組み合わせて用いても良い。また、その他の配合成分に関しても、上記の成分に限らず、通常皮膚外用剤に用いられている無機塩類、動物・植物抽出液、色素類、香料等の公知の成分を配合することができる。 As the aqueous substance, various raw materials that are usually used in cosmetics can be used as long as the effects of the present invention are not lost. For example, examples of the lower alcohol include ethanol, propanol, and isopropanol. Examples of the polyhydric alcohol include polyethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, hexylene glycol, glycerin, and diglycerin. Other moisturizers include sorbitol, xylitol, maltitol, maltose, D-mannitol, erythritol, trehalose, water candy, glucose, fructose, lactose, sodium chondroitin sulfate, sodium hyaluronate, sodium lactate, pyrrolidone carboxylate, glucosamine, cyclo There is dextrin. Water-soluble polymers include gum arabic, guar gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), starch (rice, corn, potato, wheat), algae colloid (brown algae extract), locust bean gum, etc. Microbial polymers such as xanthan gum, gellan gum and pullulan; animal polymers such as collagen and casein; starch polymers such as carboxymethyl starch and methylhydroxypropyl starch; methylcellulose, nitrocellulose, ethylcellulose and methylhydroxy Cellulose polymers such as propylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, sodium carboxymethylcellulose; sodium alginate Alginate polymers such as propylene glycol alginate, vinyl polymers such as polyvinyl methyl ether and carboxyvinyl polymer; polyoxyethylene polymers; polyoxyethylene polyoxypropylene copolymer polymers, polyethyl acrylate, Examples thereof include acrylic polymers such as polyacrylamide; cationic polymers; inorganic water-soluble polymers such as bentonite, aluminum magnesium silicate, laponite, hectorite, and silicic anhydride. Examples of drugs include vitamin A oil, retinol, retinol palmitate, retinol acetate, inosit, pyridoxine hydrochloride, benzyl nicotinate, nicotinamide, nicotinic acid dl-α-tocopherol, magnesium ascorbate phosphate, dl-α-tocopherol, Vitamins such as dl-α-tocopherol acetate, pantothenic acid and biotin; hormones such as estradiol and ethinyl estradiol; amino acids such as arginine, aspartic acid, cystine, cysteine, methionine, serine, leucine and tryptophan; allantoin, glycyrrhetinic acid and azulene Anti-inflammatory agents such as arbutin, magnesium ascorbate, sodium ascorbate, etc .; astringents such as tannic acid, alum; L-menthol, camphor, etc. Ryo agents; lysozyme chloride, pyridoxine hydrochloride, there is γ- oryzanol like. Various extract liquids include Dokudami Extract, Oat Extract, Merirot Extract, Oyster Extract, Licorice Extract, Peonies Extract, Soap Extract, Loofah Extract, Kina Extract, Yukinoshita Extract, Clara Extract, Sage Extract, Thyme Extract, Tea Extract, Seaweed Extract, cucumber extract, clove extract, raspberry extract, melissa extract, carrot extract, carrot extract, maroni extract, peach leaf extract, mulberry extract, cornflower extract, hamamelis extract, silk extract and the like. In addition, preservatives such as benzoate, paraoxybenzoate, salicylic acid, phenoxyethanol; antioxidants such as α-tocopherol, dibutylhydroxytoluene; alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, phosphoric acid, etc. Chelating agents: benzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid UV absorbers, cinnamic acid UV absorbers, benzophenone UV absorbers, urocanic acid, ethyl urocanate, 2-phenyl-5 UV absorbers such as -methylbenzoxazole, 2- (2'-hydroxy-5'-methylphenyl) benzotriazole, 4-tert-butyl-4'-methoxydibenzoylmethane; sodium carbonate, lactic acid, citric acid, Glycolic acid, succinic acid, tartaric acid, d - malic acid, and salts thereof, potassium carbonate, sodium hydrogen carbonate, pH modifiers such as ammonium hydrogen carbonate; tar dyes, perfumes, fungicides, etc. can be used. These may be used alone or in combination of two or more. In addition, other compounding components are not limited to the above-mentioned components, and known components such as inorganic salts, animal / plant extracts, pigments, and fragrances that are usually used in skin external preparations can be blended.
本発明による効果を具体的な実施例を挙げ説明する。これらの実施例は効果を具体的に説明するもので、発明の範囲を限定するものではない。各実施例・比較例中の配合量は重量%である。 The effects of the present invention will be described with specific examples. These examples specifically illustrate the effect and do not limit the scope of the invention. The blending amount in each example and comparative example is% by weight.
表1〜5の実施例1〜15及び比較例1〜14の化粧水を、各成分を混合溶解して調製し、60℃2週間の経時安定性を下記評価基準に基づき評価した。 The lotions of Examples 1 to 15 and Comparative Examples 1 to 14 in Tables 1 to 5 were prepared by mixing and dissolving each component, and the stability over time at 60 ° C. for 2 weeks was evaluated based on the following evaluation criteria.
安定性4段階評価基準
:(評価)
非常に良好(変色及び白濁なし): ◎
良好(やや褐変) : ○
やや不良(褐変、やや白濁) : △
不良(白濁、沈澱) : ×
Stability 4-level evaluation criteria
: (Evaluation)
Very good (no discoloration and cloudiness): ◎
Good (slightly browning): ○
Slightly poor (browning, slightly cloudy): △
Defect (white turbidity, precipitation): ×
(A)トコフェリルリン酸エステルおよび/またはその塩類、(B)分子内にポリオキシプロピレン基を有する水溶性物並びに(C)2−アミノ−2−メチル−1,3−プロパンジオールを配合し、pHが8.2以上の実施例1〜6は良好な安定性を示した。一方pHが8.2未満の比較例1及び2は白濁し安定性は良くなかった。 (A) Tocopheryl phosphate and / or salts thereof, (B) a water-soluble substance having a polyoxypropylene group in the molecule, and (C) 2-amino-2-methyl-1,3-propanediol Examples 1 to 6 having a pH of 8.2 or more showed good stability. On the other hand, Comparative Examples 1 and 2 having a pH of less than 8.2 were cloudy and had poor stability.
本願発明の(B)成分の配合量を変化させた実施例7〜10は、どれも良好な安定性を示した。中でも(B)成分の配合量が0.5重量%以上の実施例8〜10は非常に高い安定性を示した。 Examples 7-10 which changed the compounding quantity of the (B) component of this invention all showed favorable stability. Among them, Examples 8 to 10 in which the blending amount of the component (B) was 0.5% by weight or more showed very high stability.
本願発明の(B)成分の種類を変えた実施例11〜13は、どれも良好な安定性を示した。一方で(B)成分を(B)成分以外のものに変えた比較例3〜7はいずれも安定性は良くなかった。 Examples 11-13 which changed the kind of (B) component of this invention all showed favorable stability. On the other hand, all of Comparative Examples 3 to 7 in which the component (B) was changed to components other than the component (B) were not stable.
本願発明の(C)成分が水酸化カリウムである実施例14、15は、いずれも良好な安定性を示した。一方で(C)成分をL−アルギニン若しくはトリエタノールアミンに変えた比較例8〜11はいずれも安定性は良くなかった。 In Examples 14 and 15 where the component (C) of the present invention was potassium hydroxide, both showed good stability. On the other hand, all of Comparative Examples 8 to 11 in which the component (C) was changed to L-arginine or triethanolamine were not stable.
(A)トコフェリルリン酸エステルおよび/またはその塩類に、非イオン性界面活性剤であるポリオキシエチレン(60)硬化ヒマシ油を添加した比較例12、両性界面活性剤である水素添加大豆リン脂質を添加した比較例13、1,3−ブチレングリコール及びグリチルリチン酸ジカリウムを添加した比較例14はいずれも安定性は良くなかった。 (A) Comparative Example 12 in which polyoxyethylene (60) hydrogenated castor oil, which is a nonionic surfactant, is added to tocopheryl phosphate ester and / or salts thereof, hydrogenated soybean phospholipid, which is an amphoteric surfactant In Comparative Example 13, to which 1,3, -butylene glycol and dipotassium glycyrrhizinate were added, stability was not good.
*1:ビタミンEリン酸ナトリウム(昭和電工製)
*2:マクビオブライドMG−20P(日油製)
*3:マクビオブライドMG−10P(日油製)
*4:ウィルブライドS−753(日油製)
*5:SY−DP14T(阪本薬品工業製)
*6:SY−DP9(阪本薬品工業製)
*7:マクビオブライドMG−10E(日油製)
* 1: Sodium vitamin E phosphate (made by Showa Denko)
* 2: Macbiobride MG-20P (manufactured by NOF)
* 3: Macbiobride MG-10P (manufactured by NOF)
* 4: Willbride S-753 (manufactured by NOF)
* 5: SY-DP14T (manufactured by Sakamoto Pharmaceutical)
* 6: SY-DP9 (Sakamoto Pharmaceutical Co., Ltd.)
* 7: Macbiobride MG-10E (manufactured by NOF)
表1〜表5より、本発明の透明液状皮膚外用剤である実施例1〜15は、本発明の構成要件を満たさない比較例1〜14の透明液状皮膚外用剤と比較して、非常に安定性の高い透明液状皮膚外用剤が得られたことがわかる。 From Table 1 to Table 5, Examples 1 to 15 which are the transparent liquid skin external preparations of the present invention are very compared with the transparent liquid skin external preparations of Comparative Examples 1 to 14 which do not satisfy the constituent requirements of the present invention. It turns out that the transparent liquid skin external preparation with high stability was obtained.
(実施例16)
下記に示す組成のpH8.5の化粧水を常法により調製した。上記安定性に関して評価したところ、非常に安定性が高いことが確認された。
(化粧水1) (重量%)
(1)トコフェリルリン酸ナトリウム(*1)(A) 2.0
(2)エタノール 5.0
(3)1,2−ペンタンジオール 1.0
(4)ポリオキシプロピレン(20)メチルグルコシド(*2)(B) 2.0
(5)1,3−ブチレングリコール 1.0
(6)グリセリン 6.0
(7)クエン酸 0.3
(8)2−アミノ−2−メチル−1,3−プロパンジオール(C) pH調整量
(9)エデト酸四ナトリウム四水塩 0.1
(10)メチルパラベン 適量
(11)香料 適量
(12)精製水 残余
合計 100
(Example 16)
A lotion having a composition shown below and having a pH of 8.5 was prepared by a conventional method. When the stability was evaluated, it was confirmed that the stability was very high.
(Lotion 1) (wt%)
(1) Sodium tocopheryl phosphate (* 1) (A) 2.0
(2) Ethanol 5.0
(3) 1,2-pentanediol 1.0
(4) Polyoxypropylene (20) Methyl glucoside (* 2) (B) 2.0
(5) 1,3-butylene glycol 1.0
(6) Glycerin 6.0
(7) Citric acid 0.3
(8) 2-amino-2-methyl-1,3-propanediol (C) pH adjustment amount (9) tetrasodium edetate tetrahydrate 0.1
(10) Methyl paraben appropriate amount (11) perfume appropriate amount (12) purified water remainder
Total 100
(実施例17)
下記に示す組成のpH8.7の化粧水を常法により調製した。上記安定性に関して評価したところ、非常に安定性が高いことが確認された。
(化粧水2) (重量%)
(1)トコフェリルリン酸ナトリウム(*1)(A) 0.01
(2)エタノール 2.0
(3)1,2−ペンタンジオール 2.0
(4)ポリオキシエチレン(40)硬化ヒマシ油 1.0
(5)ポリオキシプロピレン(10)メチルグルコシド(*3)(B) 5.0
(6)グリセリン 5.0
(7)ジプロピレングリコール 5.0
(8)チンピ抽出液 0.2
(9)クエン酸 0.3
(10)水酸化カリウム(C) pH調整量
(11)エデト酸四ナトリウム四水塩 0.1
(12)メチルパラベン 適量
(13)香料 適量
(14)精製水 残余
合計 100
(Example 17)
A lotion having a composition shown below and having a pH of 8.7 was prepared by a conventional method. When the stability was evaluated, it was confirmed that the stability was very high.
(Lotion 2) (wt%)
(1) Sodium tocopheryl phosphate (* 1) (A) 0.01
(2) Ethanol 2.0
(3) 1,2-pentanediol 2.0
(4) Polyoxyethylene (40) hydrogenated castor oil 1.0
(5) Polyoxypropylene (10) Methyl glucoside (* 3) (B) 5.0
(6) Glycerin 5.0
(7) Dipropylene glycol 5.0
(8) Chinpi extract 0.2
(9) Citric acid 0.3
(10) Potassium hydroxide (C) pH adjustment amount (11) Tesodium edetate tetrahydrate 0.1
(12) Methyl paraben appropriate amount (13) perfume appropriate amount (14) purified water residue
Total 100
(実施例18)
下記に示す組成のpH8.2の化粧水を常法により調製した。上記安定性に関して評価したところ、非常に安定性が高いことが確認された。
(化粧水3) (重量%)
(1)トコフェリルリン酸カリウム(A) 2.0
(2)エタノール 2.0
(3)1,2−ペンタンジオール 2.0
(4)PEG−11メチルエーテルジメチコン(*2) 1.0
(5)ポリオキシプロピレン(14)ジグリセリルエーテル(*5)(B)2.0
(6)グリセリン 8.0
(7)ジグリセリン 2.0
(8)キサンタンガム 0.05
(10)アラントイン 0.10
(11)クエン酸 0.3
(12)2−アミノ−2−メチル−1,3−プロパンジオール(C) pH調整量
(13)エデト酸四ナトリウム四水塩 0.1
(14)メチルパラベン 適量
(15)香料 適量
(16)精製水 残余
合計 100
(Example 18)
A lotion of pH 8.2 having the composition shown below was prepared by a conventional method. When the stability was evaluated, it was confirmed that the stability was very high.
(Lotion 3) (wt%)
(1) Potassium tocopheryl phosphate (A) 2.0
(2) Ethanol 2.0
(3) 1,2-pentanediol 2.0
(4) PEG-11 methyl ether dimethicone (* 2) 1.0
(5) Polyoxypropylene (14) Diglyceryl ether (* 5) (B) 2.0
(6) Glycerin 8.0
(7) Diglycerin 2.0
(8) Xanthan gum 0.05
(10) Allantoin 0.10
(11) Citric acid 0.3
(12) 2-amino-2-methyl-1,3-propanediol (C) pH adjustment amount (13) tetrasodium edetate tetrahydrate 0.1
(14) Methyl paraben appropriate amount (15) perfume appropriate amount (16) purified water residue
Total 100
(A)トコフェリルリン酸エステルおよび/またはその塩類、(B)分子内にポリオキシプロピレン基を有する水溶性物並びに(C)2−アミノ−2−メチル−1,3−プロパンジオールまたは水酸化カリウムを含有し、pHを8.2以上にすると、安定性の優れた透明液状皮膚外用剤を提供できる。
(A) Tocopheryl phosphate and / or its salt, (B) water-soluble product having polyoxypropylene group in the molecule, and (C) 2-amino-2-methyl-1,3-propanediol or hydroxylation When potassium is contained and the pH is set to 8.2 or more, a transparent liquid skin external preparation having excellent stability can be provided.
Claims (4)
(B) The water-soluble substance having a polyoxypropylene group having a polymerization degree of 5 to 20 in the molecule is composed of polyoxypropylene methyl glucoside, polyoxybutylene polyoxyethylene polyoxypropylene glyceryl ether, and polyoxypropylene diglyceryl ether. It is 1 type, or 2 or more types chosen from a group, The transparent liquid skin external preparation in any one of Claims 1-3 characterized by the above-mentioned.
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JP6116258B2 (en) * | 2013-01-23 | 2017-04-19 | 昭和電工株式会社 | External preparation for skin and method for producing the same |
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