WO2023120180A1 - Produit cosmétique émulsifié de type huile dans l'eau - Google Patents
Produit cosmétique émulsifié de type huile dans l'eau Download PDFInfo
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- WO2023120180A1 WO2023120180A1 PCT/JP2022/045021 JP2022045021W WO2023120180A1 WO 2023120180 A1 WO2023120180 A1 WO 2023120180A1 JP 2022045021 W JP2022045021 W JP 2022045021W WO 2023120180 A1 WO2023120180 A1 WO 2023120180A1
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- formula
- carbon atoms
- oil
- cosmetic
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 239000000178 monomer Substances 0.000 claims abstract description 54
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 20
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- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical class CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
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- FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 description 1
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- 239000002480 mineral oil Substances 0.000 description 1
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- 235000010460 mustard Nutrition 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- 229940078812 myristyl myristate Drugs 0.000 description 1
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- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
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- 239000011570 nicotinamide Substances 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
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- WWDHABCVIVMHKP-UHFFFAOYSA-N nonyl nonanoate Chemical compound CCCCCCCCCOC(=O)CCCCCCCC WWDHABCVIVMHKP-UHFFFAOYSA-N 0.000 description 1
- 239000010466 nut oil Substances 0.000 description 1
- UVPGECJLXBGLDW-UHFFFAOYSA-N octadecan-7-ol Chemical compound CCCCCCCCCCCC(O)CCCCCC UVPGECJLXBGLDW-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
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- 239000002674 ointment Substances 0.000 description 1
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- 229940055577 oleyl alcohol Drugs 0.000 description 1
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- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
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- 239000008385 outer phase Substances 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
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- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
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- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
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- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
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- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- YRJKYHIIYRGTCC-UHFFFAOYSA-M potassium;2-hydroxy-4-methoxybenzoate Chemical compound [K+].COC1=CC=C(C([O-])=O)C(O)=C1 YRJKYHIIYRGTCC-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
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- 239000002994 raw material Substances 0.000 description 1
- 229960003471 retinol Drugs 0.000 description 1
- 235000020944 retinol Nutrition 0.000 description 1
- 239000011607 retinol Substances 0.000 description 1
- 229960000342 retinol acetate Drugs 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
- 235000019173 retinyl acetate Nutrition 0.000 description 1
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- 229940108325 retinyl palmitate Drugs 0.000 description 1
- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 235000019983 sodium metaphosphate Nutrition 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 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
- 239000011755 sodium-L-ascorbate Substances 0.000 description 1
- 235000019187 sodium-L-ascorbate Nutrition 0.000 description 1
- IMQSNSCNADEFIR-UHFFFAOYSA-M sodium;2-hydroxy-4-methoxybenzoate Chemical compound [Na+].COC1=CC=C(C([O-])=O)C(O)=C1 IMQSNSCNADEFIR-UHFFFAOYSA-M 0.000 description 1
- KMPHTYSTEHXSTL-UHFFFAOYSA-M sodium;2-hydroxypropanoate;2-hydroxypropanoic acid Chemical compound [Na+].CC(O)C(O)=O.CC(O)C([O-])=O KMPHTYSTEHXSTL-UHFFFAOYSA-M 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid 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
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- WNIFXKPDILJURQ-UHFFFAOYSA-N stearyl glycyrrhizinate Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C(=O)OCCCCCCCCCCCCCCCCCC)(C)CC5C4=CC(=O)C3C21C WNIFXKPDILJURQ-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 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
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 229960000401 tranexamic acid Drugs 0.000 description 1
- GYDJEQRTZSCIOI-LJGSYFOKSA-N tranexamic acid Chemical compound NC[C@H]1CC[C@H](C(O)=O)CC1 GYDJEQRTZSCIOI-LJGSYFOKSA-N 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 229940098385 triisostearin Drugs 0.000 description 1
- JMCRETWEZLOFQT-UHFFFAOYSA-M trimethyl(3-triethoxysilylpropyl)azanium;chloride Chemical compound [Cl-].CCO[Si](OCC)(OCC)CCC[N+](C)(C)C JMCRETWEZLOFQT-UHFFFAOYSA-M 0.000 description 1
- 229940118594 trimethylolpropane triisostearate Drugs 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 229960005066 trisodium edetate Drugs 0.000 description 1
- XPFJYKARVSSRHE-UHFFFAOYSA-K trisodium;2-hydroxypropane-1,2,3-tricarboxylate;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound [Na+].[Na+].[Na+].OC(=O)CC(O)(C(O)=O)CC(O)=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O XPFJYKARVSSRHE-UHFFFAOYSA-K 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 229960001722 verapamil Drugs 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 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
- 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
- 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 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
Definitions
- the present invention relates to an oil-in-water emulsified cosmetic.
- oil-in-water emulsified cosmetics it is common to stably mix an aqueous component and an oily component by the emulsifying action of a surfactant or the like. Since the oil is surrounded by the emulsifier and the outer phase is a continuous layer of the aqueous phase, it is said to have an excellent feeling of freshness when used.
- an oil-in-water emulsified cosmetic using core-corona type particles as a dispersant has been proposed (for example, Patent Document 1). With regard to such cosmetics, there is room for further improvement in the user's feeling of use, especially in terms of freshness.
- cyclic carboxamide derivatives are known to have anti-wrinkle and anti-pigmentation effects, and have been proposed to be added to cosmetics (for example, Patent Document 2).
- R 1 is a hydroxyalkyl group having 1 to 3 carbon atoms
- component (A) is 1-(2-hydroxyethyl)-2-imidazolidinone.
- the polymerization solvent is a water-alcohol mixed solvent, and said alcohol is selected from the group consisting of ethanol, dipropylene glycol, 1,3-butylene glycol, and isoprene glycol; and (iv) said water-alcohol.
- R 11 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
- R 12 is a hydrogen atom or a methyl group
- nb is a number from 8 to 200
- R 13 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
- R 14 is an alkyl group having 1 to 12 carbon atoms
- R 15 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
- R 16 and R 17 are each independently a hydrogen atom or an alkyl group having 1 to 18 carbon atoms
- the cosmetic according to [5], wherein the radical polymerization conditions further include the following conditions (v):
- the radical polymerization is carried out in the presence of a crosslinkable monomer, and the charge amount of the crosslinkable monomer is 1.5 mass % or less with respect to the charge amount of the hydrophobic monomer.
- an oil-in-water emulsified cosmetic with an excellent feeling of use.
- freshness can be imparted during application.
- the present invention comprises (A) a cyclic carboxamide derivative having a specific structure or a salt thereof, (B) core-corona type particles, (C) oil, and (D) water, and (B) core-corona type
- the particles are particles obtained by radical polymerization of a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers. It relates to cosmetics (hereinafter sometimes referred to as cosmetics).
- the cosmetic according to the present invention includes (A) a cyclic carboxamide derivative represented by formula (a) or a salt thereof (hereinafter sometimes referred to as component (A). Other components) is the same.).
- component (A) a cyclic carboxamide derivative represented by formula (a) or a salt thereof (hereinafter sometimes referred to as component (A).
- component (A) is the same.
- R 1 is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom
- X is —CH 2 — or —N(R 2 )—
- R 2 is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom
- na is an integer of 1-3.
- the above hydrocarbon group is not particularly limited, and may be, for example, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a cycloalkylalkyl group, a haloalkyl group, an alkoxyalkyl group, or an alkoxycarbonylalkyl group, preferably is an alkyl group.
- R 1 is a hydroxyalkyl group having 1 to 3 carbon atoms
- X is —CH 2 — or —NH—
- na is 1.
- Specific examples of the cyclic carboxamide derivative represented by formula (a) include the following.
- Component (A) is most preferably 1-(2-hydroxyethyl)-2-imidazolidinone.
- the (A) component may be a salt of the cyclic carboxamide derivative represented by formula (a).
- the type of salt is not particularly limited as long as it is a pharmacologically acceptable salt, and may be an inorganic salt or an organic salt.
- inorganic salts include hydrochlorides, sulfates, phosphates, hydrobromides, sodium salts, potassium salts, magnesium salts, calcium salts, magnesium salts, ammonium salts and the like.
- organic salts include acetates, lactates, maleates, fumarates, tartrates, methanesulfonates, p-toluenesulfonates, triethanolamine salts, amino acid salts and the like.
- component (A) component can be blended one or two or more.
- the blending amount of component (A) is preferably 0.05 to 5% by mass, more preferably 0.3 to 3.5% by mass, and still more preferably 0.5% by mass, relative to the total amount of the cosmetic. ⁇ 2% by mass.
- the cosmetic according to the present invention comprises (B) core-corona particles.
- the core-corona type particles suitably used in the present invention are particles having a core portion made of a relatively highly hydrophobic polymer and a corona portion stabilized with a polyethylene oxide chain, which is a nonionic polymer. be. Due to the polyethylene oxide chain in the corona portion, it has excellent dispersion stability in water and acid and salt resistance.
- the particle size of the core-corona type particles is preferably substantially constant, and the average particle size is preferably 50 to 400 nm, more preferably 100 to 300 nm.
- the average particle size can be optically measured by a dynamic light scattering method or the like, and for example, Datasizer manufactured by Malvern can be used.
- the dispersity of the core-corona type particles is preferably less than 0.2, more preferably less than 0.05.
- Component (B) is particles obtained by radical polymerization of a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers.
- radical polymerization is carried out under the following conditions (i) to (iv).
- Condition (i) is that "the molar ratio represented by the charged molar amount of the polyethylene oxide macromonomer and the charged molar amount of the hydrophobic monomer is 1:10 to 1:250".
- the molar ratio of charged molar amount of polyethylene oxide macromonomer to charged molar amount of hydrophobic monomer is preferably 1:10 to 1:200, more preferably 1:25 to 1:100. This range is preferable from the viewpoint of formation of core-corona type particles and dispersion stabilization.
- Condition (ii) is "the polyethylene oxide macromonomer is represented by formula (b1), the acrylic acid/methacrylic acid derivative monomer is represented by formula (b2), and the acrylamide/methacrylamide derivative monomer is represented by formula (b3). Is Rukoto.
- the polyethylene oxide macromonomer is preferably represented by formula (b1). (In the formula, R 11 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R 12 is a hydrogen atom or a methyl group, and nb is a number from 8 to 200)
- polyethylene oxide macromonomer for example, a commercially available product from Aldrich or a commercial product such as BLEMMER (registered trademark) from NOF CORPORATION can be used.
- BLEMMER registered trademark
- Acrylic acid/methacrylic acid derivative monomers are preferably represented by formula (b2).
- R 13 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
- R 14 is an alkyl group having 1 to 12 carbon atoms
- Acrylic acid/methacrylic acid derivative monomers include, for example, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, pentyl acrylate, hexyl acrylate, heptyl acrylate, octyl acrylate, decyl acrylate, acrylic dodecyl acid, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, pentyl methacrylate, hexyl methacrylate, heptyl methacrylate, octyl methacrylate, decyl methacrylate, dodecyl methacrylate and the like.
- methyl methacrylate (methyl methacrylate), butyl methacrylate (butyl methacrylate), and octyl methacrylate are particularly preferred.
- Commercially available products from, for example, Aldrich Co. or Tokyo Kasei Co., Ltd. can also be used as these.
- the acrylamide/methacrylamide derivative monomer is preferably represented by formula (b3).
- R 15 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
- R 16 and R 17 are each independently a hydrogen atom or an alkyl group having 1 to 18 carbon atoms
- Acrylamide/methacrylamide derivative monomers include, for example, t-butylacrylamide, N,N-dimethylacrylamide, N-[3-(dimethylamino)propyl]acrylamide, t-butylmethacrylamide, octylacrylamide, octylmethacrylamide, octadecyl acrylamide and the like.
- t-butylacrylamide, N,N-dimethylacrylamide, and N-[3-(dimethylamino)propyl]acrylamide are particularly preferred. These are available as commercial products or industrial raw materials.
- the hydrophobic monomer used in the present invention is one or more selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers. , methyl methacrylate and butyl methacrylate, or four of methyl methacrylate, t-butylacrylamide, N,N-dimethylacrylamide and N-[3-(dimethylamino)propyl]acrylamide.
- methoxypolyethylene glycol monomethacrylate as macromonomer.
- Condition (iii) is that "the polymerization solvent is a water-alcohol mixed solvent, and the alcohol is selected from the group consisting of ethanol, dipropylene glycol, 1,3-butylene glycol, and isoprene glycol".
- the water:alcohol ratio is 80-20:20-80.
- the dissolving ability of the hydrophobic monomer does not become too low, which is preferable from the viewpoint of the generation of microparticles. It is preferable because more microparticles are obtained.
- Radical polymerization can be carried out in the presence or absence of crosslinkable monomers.
- the radical polymerization conditions further include the following conditions (v).
- the condition (v) is that "radical polymerization is carried out in the presence of a crosslinkable monomer, and the amount of the crosslinkable monomer charged is 1.5% by mass or less with respect to the amount of the hydrophobic monomer charged.”
- the cross-linking monomer is hydrophobic.
- ethylene glycol dimethacrylate hereinafter sometimes abbreviated as EGDMA
- Blemmer registered trademark
- PDE-50 sold by NOF, and the like
- the crosslinkable monomer is represented by formula (b4). (In the formula, R 18 and R 19 are each independently an alkyl group having 1 to 3 carbon atoms, mb is a number from 1 to 3)
- the (B) component is preferably an (acrylamide/DMAPA acrylate/methoxy PEG methacrylate) copolymer or an (acrylates/methoxy PEG-90 methacrylate) crosspolymer.
- the component (B) can be blended either alone or in combination of two or more.
- the blending amount of component (B) is preferably 0.05 to 3% by mass, more preferably 0.1 to 1.5% by mass, based on the total amount of the cosmetic.
- composition (C) Oil The cosmetic according to the present invention comprises (C) oil.
- Component (C) includes, for example, ester oils, silicone oils, hydrocarbon oils, higher fatty acids, higher alcohols, liquid oils, solid oils, semi-solid oils and the like, preferably hydrocarbon oils, silicone oils and ester oils. selected from the group consisting of oils;
- ester oils include octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, and oleic acid.
- silicone oils include linear polysiloxanes (e.g., dimethicone, diphenylsiloxyphenyl trimethicone, diphenylpolysiloxane, etc.), cyclic polysiloxanes (e.g., octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, siloxane, etc.), silicone resins that form a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicones etc., preferably chain polysiloxane.
- linear polysiloxanes e.g., dimethicone, diphenylsiloxyphenyl trimethicone, diphen
- hydrocarbon oils examples include isododecane, isohexadecane, isoparaffin, mineral oil (liquid paraffin), ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and hydrogenated polydecene.
- higher fatty acids examples include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toric acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.
- Higher alcohols include, for example, straight-chain alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.), branched-chain alcohols (eg, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, etc.).
- straight-chain alcohols eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.
- branched-chain alcohols eg, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, etc.
- Liquid oils include, for example, avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, and eno oil. , soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagiri oil, Japanese pear oil, jojoba oil, germ oil, triglycerin and the like.
- solid oils include cacao butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, Japanese wax kernel oil, hydrogenated oil, Japanese wax, and hydrogenated castor oil.
- Semi-solid oils include, for example, shea butter, partially hydrogenated coconut oil, partially hydrogenated jojoba oil, and the like.
- component (C) component can be blended one or two or more.
- the blending amount of component (C) is preferably 0.5 to 30% by mass, more preferably 1 to 15% by mass, based on the total amount of the cosmetic.
- the cosmetic according to the present invention contains (D) water.
- water water used in cosmetics, quasi-drugs, etc. can be used, and for example, purified water, ion-exchanged water, tap water, etc. can be used.
- the amount of water to be blended is preferably 30-95% by mass, more preferably 60-90% by mass, based on the total amount of the cosmetic composition according to the present invention.
- the cosmetic according to the present invention can further contain a surfactant.
- Surfactants include amphoteric surfactants, cationic surfactants, nonionic surfactants, and anionic surfactants, preferably nonionic surfactants.
- the blending amount of the surfactant is preferably 1% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0% by mass, relative to the total amount of the cosmetic. 0.2% by mass or less, particularly preferably 0.1% by mass or less. Not containing a surfactant (0% by mass) is also a preferred embodiment of the present invention.
- the cosmetics according to the present invention can contain optional ingredients that are usually used in cosmetics and pharmaceuticals.
- Optional ingredients include other ingredients commonly used in cosmetics, such as lower alcohols, humectants, thickeners, sequestering agents, neutralizers, pH adjusters, antioxidants, preservatives, and drugs. As long as it is possible and the effects of the present invention are exhibited, one or more of them can be blended.
- lower alcohols examples include ethanol, 1-propanol, 2-propanol, isobutyl alcohol, t-butyl alcohol and the like.
- moisturizing agents examples include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol (BG), erythritol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronin acid, atelocollagen, cholesteryl- 12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, rose rose extract, yarrow extract, melilot extract and the like.
- BG 1,3-butylene glycol
- Thickeners include, for example, gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium araginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropyl Cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer (carbomer), (dimethylacrylamide/acryloyldimethyltaurate Na) crosspolymer, (acryloyldimethyltaurate ammonium/VP) copolymer, (acryloyldimethyltaurate ammonium methacrylate) Henneth-25) Crosspolymer, (Na acrylate/Na acryloyldimethyltaurate) copolymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate
- sequestering agents include 1-hydroxyethane-1,1-diphosphonic acid, tetrasodium 1-hydroxyethane-1,1-diphosphonic acid, disodium edetate (EDTA-2Na), and trisodium edetate.
- EDTA-2Na disodium edetate
- trisodium edetate tetrasodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyl triacetate, and the like.
- neutralizing agents examples include 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, potassium hydroxide, sodium hydroxide, triethanolamine, sodium carbonate, and the like. are mentioned.
- pH adjusters include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate.
- antioxidants include dibutylhydroxytoluene, butylhydroxyanisole, sodium pyrosulfite, and gallic acid esters.
- antiseptics include paraoxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben, benzoic acid, salicylic acid, sorbic acid, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, and trichlorocarbanilide. , a photosensitive element, phenoxyethanol, and the like.
- drugs include ascorbic acid (vitamin C), tranexamic acid, kojic acid, ellagic acid, arbutin, alkoxysalicylic acid, glycyrrhizic acid, tocopherol, retinol, and salts or derivatives thereof (e.g., sodium L-ascorbate, L -ascorbic acid ester magnesium salt, L-ascorbic acid glucoside, 2-O-ethyl-L-ascorbic acid, 3-O-ethyl-L-ascorbic acid, 4-methoxysalicylic acid sodium salt, 4-methoxysalicylic acid potassium salt, glycyrrhizin dipotassium acid, stearyl glycyrrhizinate, tocopherol acetate, retinol acetate, retinol palmitate, etc.), nicotinic acid or its derivatives (e.g.
- nicotinamide caffeine, tannins, verapamil and its derivatives, licorice extract, glabridin, fire Hot water extract of thorn fruit, various crude drugs, hydrolyzed silk, hydrolyzed conchiolin, tea extract, tormentilla root extract, Angelica keiskei leaf/stem extract, aloe vera leaf extract, cherry leaf extract, angelica root extract, shiikuwasha pericarp extract, iris root extract, thorny rhinoceros / hijirimen / honey kelp / blue laver / wakame seaweed extract, cattail extract, hikiokoshi leaf / stem extract, camellia seed extract, honey kelp / wakame extract, honeysuckle root extract, Dutch mustard leaf / stem extract, cassia bark extract, rose Marie leaf oil, lavender oil, glutamic acid, trimethylglycine, chlorphenesin, menthoxypropanediol and the like.
- UV absorbers can be added as appropriate.
- the method for producing the cosmetic according to the present invention is not particularly limited, and it can be produced according to a conventional method.
- Cosmetics according to the present invention include, for example, skin care cosmetics (e.g. lotions, milky lotions, creams, serums, packs, masks, etc.), makeup cosmetics (e.g., foundations, makeup bases, etc.), skin cleansers (e.g. , face wash, makeup remover, etc.), sunscreen cosmetics, ointments, and the like.
- skin care cosmetics e.g. lotions, milky lotions, creams, serums, packs, masks, etc.
- makeup cosmetics e.g., foundations, makeup bases, etc.
- skin cleansers e.g. , face wash, makeup remover, etc.
- sunscreen cosmetics ointments, and the like.
- Example 1 to 8 and Comparative Examples 1 to 3 Cosmetics of Examples 1 to 8 and Comparative Examples 1 to 3 were prepared with the formulations shown in Table 1. Numerical values in the table indicate % by mass. The viscosities of the obtained cosmetics are shown in Table 1. Viscosity was measured with a Brookfield viscometer (30°C).
- Formulation Examples 1 to 7 of the cosmetic of the present invention are shown in Tables 2 to 8 below. Numerical values in the table indicate % by mass.
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Abstract
Le problème décrit par la présente invention est de fournir un produit cosmétique émulsifié de type huile dans l'eau qui présente une excellente sensation d'utilisation. La solution selon l'invention porte sur un produit cosmétique émulsifié de type huile dans l'eau qui contient (A) un dérivé de carboxamide cyclique ayant une structure spécifique ou un sel de celui-ci, (B) des particules de type noyau-couronne, (C) de l'huile et (D) de l'eau. Les particules de type noyau-couronne (B) sont obtenues par polymérisation radicalaire d'un macromonomère d'oxyde de polyéthylène et d'un monomère hydrophobe choisi dans le groupe constitué par les monomères dérivés d'acide acrylique/acide méthacrylique et les monomères dérivés d'acrylamide/méthacrylamide.
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2011040496A1 (fr) * | 2009-09-30 | 2011-04-07 | 株式会社資生堂 | Inhibiteur de l'activité héparanase |
JP2018168087A (ja) * | 2017-03-29 | 2018-11-01 | 株式会社 資生堂 | 水中油型化粧料 |
WO2019182126A1 (fr) * | 2018-03-23 | 2019-09-26 | 株式会社 資生堂 | Particules polymères de type coeur-couronne |
JP2020176085A (ja) * | 2019-04-17 | 2020-10-29 | ポーラ化成工業株式会社 | シワ改善用組成物 |
US20200399481A1 (en) * | 2018-01-08 | 2020-12-24 | The University Of Sussex | Pickering emulsions |
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2022
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- 2022-12-07 CN CN202280076891.1A patent/CN118265517A/zh active Pending
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Publication number | Priority date | Publication date | Assignee | Title |
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WO2011040496A1 (fr) * | 2009-09-30 | 2011-04-07 | 株式会社資生堂 | Inhibiteur de l'activité héparanase |
JP2018168087A (ja) * | 2017-03-29 | 2018-11-01 | 株式会社 資生堂 | 水中油型化粧料 |
US20200399481A1 (en) * | 2018-01-08 | 2020-12-24 | The University Of Sussex | Pickering emulsions |
WO2019182126A1 (fr) * | 2018-03-23 | 2019-09-26 | 株式会社 資生堂 | Particules polymères de type coeur-couronne |
JP2020176085A (ja) * | 2019-04-17 | 2020-10-29 | ポーラ化成工業株式会社 | シワ改善用組成物 |
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