JP2022502357A - カラー化粧品配合物 - Google Patents
カラー化粧品配合物 Download PDFInfo
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- JP2022502357A JP2022502357A JP2021513783A JP2021513783A JP2022502357A JP 2022502357 A JP2022502357 A JP 2022502357A JP 2021513783 A JP2021513783 A JP 2021513783A JP 2021513783 A JP2021513783 A JP 2021513783A JP 2022502357 A JP2022502357 A JP 2022502357A
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- Prior art keywords
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- meth
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- acrylate
- monomer
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 120
- 238000009472 formulation Methods 0.000 title claims abstract description 84
- 239000002537 cosmetic Substances 0.000 title claims abstract description 64
- 239000000178 monomer Substances 0.000 claims abstract description 95
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 57
- 229920006163 vinyl copolymer Polymers 0.000 claims abstract description 57
- 229920000642 polymer Polymers 0.000 claims abstract description 42
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 34
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 32
- 229920002959 polymer blend Polymers 0.000 claims abstract description 29
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 19
- 239000000412 dendrimer Substances 0.000 claims abstract description 16
- 229920000736 dendritic polymer Polymers 0.000 claims abstract description 16
- 239000000470 constituent Substances 0.000 claims abstract description 14
- NBZANZVJRKXVBH-GYDPHNCVSA-N alpha-Cryptoxanthin Natural products O[C@H]1CC(C)(C)C(/C=C/C(=C\C=C\C(=C/C=C/C=C(\C=C\C=C(/C=C/[C@H]2C(C)=CCCC2(C)C)\C)/C)\C)/C)=C(C)C1 NBZANZVJRKXVBH-GYDPHNCVSA-N 0.000 claims abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 44
- -1 divinyl aromatic compound Chemical class 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 32
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 20
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 15
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 125000005353 silylalkyl group Chemical group 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 claims description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000013543 active substance Substances 0.000 claims description 8
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 7
- 125000006681 (C2-C10) alkylene group Chemical group 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 5
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 5
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 5
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 5
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- IHZXTIBMKNSJCJ-UHFFFAOYSA-N 3-{[(4-{[4-(dimethylamino)phenyl](4-{ethyl[(3-sulfophenyl)methyl]amino}phenyl)methylidene}cyclohexa-2,5-dien-1-ylidene)(ethyl)azaniumyl]methyl}benzene-1-sulfonate Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 IHZXTIBMKNSJCJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- NKHAVTQWNUWKEO-UHFFFAOYSA-N fumaric acid monomethyl ester Natural products COC(=O)C=CC(O)=O NKHAVTQWNUWKEO-UHFFFAOYSA-N 0.000 claims description 4
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000004408 titanium dioxide Substances 0.000 claims description 4
- 229920001567 vinyl ester resin Polymers 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 229940120503 dihydroxyacetone Drugs 0.000 claims description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000001530 fumaric acid Substances 0.000 claims description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000011787 zinc oxide Substances 0.000 claims description 3
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 claims description 2
- KLCDQSGLLRINHY-UHFFFAOYSA-N 1-phenyldiazenylnaphthalen-2-amine Chemical compound NC1=CC=C2C=CC=CC2=C1N=NC1=CC=CC=C1 KLCDQSGLLRINHY-UHFFFAOYSA-N 0.000 claims description 2
- AZXGXVQWEUFULR-UHFFFAOYSA-N 2',4',5',7'-tetrabromofluorescein Chemical compound OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 AZXGXVQWEUFULR-UHFFFAOYSA-N 0.000 claims description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- DSVUBXQDJGJGIC-UHFFFAOYSA-N 3',6'-dihydroxy-4',5'-diiodospiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C(I)=C1OC1=C(I)C(O)=CC=C21 DSVUBXQDJGJGIC-UHFFFAOYSA-N 0.000 claims description 2
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 claims description 2
- VDBJCDWTNCKRTF-UHFFFAOYSA-N 6'-hydroxyspiro[2-benzofuran-3,9'-9ah-xanthene]-1,3'-dione Chemical compound O1C(=O)C2=CC=CC=C2C21C1C=CC(=O)C=C1OC1=CC(O)=CC=C21 VDBJCDWTNCKRTF-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- PMVSDNDAUGGCCE-TYYBGVCCSA-L Ferrous fumarate Chemical compound [Fe+2].[O-]C(=O)\C=C\C([O-])=O PMVSDNDAUGGCCE-TYYBGVCCSA-L 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- FHNINJWBTRXEBC-UHFFFAOYSA-N Sudan III Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 FHNINJWBTRXEBC-UHFFFAOYSA-N 0.000 claims description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
- 229940091181 aconitic acid Drugs 0.000 claims description 2
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 claims description 2
- 125000005399 allylmethacrylate group Chemical group 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- UHHXUPJJDHEMGX-UHFFFAOYSA-K azanium;manganese(3+);phosphonato phosphate Chemical compound [NH4+].[Mn+3].[O-]P([O-])(=O)OP([O-])([O-])=O UHHXUPJJDHEMGX-UHFFFAOYSA-K 0.000 claims description 2
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 claims description 2
- 235000013734 beta-carotene Nutrition 0.000 claims description 2
- 239000011648 beta-carotene Substances 0.000 claims description 2
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 claims description 2
- 229960002747 betacarotene Drugs 0.000 claims description 2
- 235000012745 brilliant blue FCF Nutrition 0.000 claims description 2
- OIQPTROHQCGFEF-UHFFFAOYSA-L chembl1371409 Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 OIQPTROHQCGFEF-UHFFFAOYSA-L 0.000 claims description 2
- CEZCCHQBSQPRMU-UHFFFAOYSA-L chembl174821 Chemical compound [Na+].[Na+].COC1=CC(S([O-])(=O)=O)=C(C)C=C1N=NC1=C(O)C=CC2=CC(S([O-])(=O)=O)=CC=C12 CEZCCHQBSQPRMU-UHFFFAOYSA-L 0.000 claims description 2
- PZTQVMXMKVTIRC-UHFFFAOYSA-L chembl2028348 Chemical compound [Ca+2].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 PZTQVMXMKVTIRC-UHFFFAOYSA-L 0.000 claims description 2
- ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 claims description 2
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 2
- VQWFNAGFNGABOH-UHFFFAOYSA-K chromium(iii) hydroxide Chemical compound [OH-].[OH-].[OH-].[Cr+3] VQWFNAGFNGABOH-UHFFFAOYSA-K 0.000 claims description 2
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 claims description 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 2
- 229940018557 citraconic acid Drugs 0.000 claims description 2
- 229940075482 d & c green 5 Drugs 0.000 claims description 2
- 229940106008 d&c brown no. 1 Drugs 0.000 claims description 2
- 229940086624 d&c orange no. 10 Drugs 0.000 claims description 2
- JBSLOWBPDRZSMB-BQYQJAHWSA-N dibutyl (e)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C\C(=O)OCCCC JBSLOWBPDRZSMB-BQYQJAHWSA-N 0.000 claims description 2
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 claims description 2
- VPWFPZBFBFHIIL-UHFFFAOYSA-L disodium 4-[(4-methyl-2-sulfophenyl)diazenyl]-3-oxidonaphthalene-2-carboxylate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 VPWFPZBFBFHIIL-UHFFFAOYSA-L 0.000 claims description 2
- GFSNXSXKYPCYDQ-UHFFFAOYSA-L disodium;2,3,4,5-tetrachloro-6-(2,4,5,7-tetrabromo-3-hydroxy-6-oxido-9h-xanthen-9-yl)benzoate Chemical compound [Na+].[Na+].C12=CC(Br)=C([O-])C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C2C1C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C([O-])=O GFSNXSXKYPCYDQ-UHFFFAOYSA-L 0.000 claims description 2
- NJDNXYGOVLYJHP-UHFFFAOYSA-L disodium;2-(3-oxido-6-oxoxanthen-9-yl)benzoate Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=CC(=O)C=C2OC2=CC([O-])=CC=C21 NJDNXYGOVLYJHP-UHFFFAOYSA-L 0.000 claims description 2
- AHSJNHONMVUMLK-UHFFFAOYSA-L disodium;4',5'-diiodo-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate Chemical compound [Na+].[Na+].O1C(=O)C2=CC=CC=C2C21C1=CC=C([O-])C(I)=C1OC1=C(I)C([O-])=CC=C21 AHSJNHONMVUMLK-UHFFFAOYSA-L 0.000 claims description 2
- FPAYXBWMYIMERV-UHFFFAOYSA-L disodium;5-methyl-2-[[4-(4-methyl-2-sulfonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1S([O-])(=O)=O FPAYXBWMYIMERV-UHFFFAOYSA-L 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000001023 inorganic pigment Substances 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 2
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 2
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 claims description 2
- 239000010445 mica Substances 0.000 claims description 2
- 229910052618 mica group Inorganic materials 0.000 claims description 2
- NKHAVTQWNUWKEO-NSCUHMNNSA-N monomethyl fumarate Chemical compound COC(=O)\C=C\C(O)=O NKHAVTQWNUWKEO-NSCUHMNNSA-N 0.000 claims description 2
- 229940005650 monomethyl fumarate Drugs 0.000 claims description 2
- 239000012860 organic pigment Substances 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- KXXXUIKPSVVSAW-UHFFFAOYSA-K pyranine Chemical compound [Na+].[Na+].[Na+].C1=C2C(O)=CC(S([O-])(=O)=O)=C(C=C3)C2=C2C3=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1 KXXXUIKPSVVSAW-UHFFFAOYSA-K 0.000 claims description 2
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- VRDAELYOGRCZQD-NFLRKZIHSA-M sodium;4-[(2z)-2-[(5e)-5-[(2,4-dimethylphenyl)hydrazinylidene]-4,6-dioxocyclohex-2-en-1-ylidene]hydrazinyl]benzenesulfonate Chemical compound [Na+].CC1=CC(C)=CC=C1N\N=C(/C(=O)C=C\1)C(=O)C/1=N\NC1=CC=C(S([O-])(=O)=O)C=C1 VRDAELYOGRCZQD-NFLRKZIHSA-M 0.000 claims description 2
- KVMUSGMZFRRCAS-UHFFFAOYSA-N sodium;5-oxo-1-(4-sulfophenyl)-4-[(4-sulfophenyl)diazenyl]-4h-pyrazole-3-carboxylic acid Chemical compound [Na+].OC(=O)C1=NN(C=2C=CC(=CC=2)S(O)(=O)=O)C(=O)C1N=NC1=CC=C(S(O)(=O)=O)C=C1 KVMUSGMZFRRCAS-UHFFFAOYSA-N 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 235000012751 sunset yellow FCF Nutrition 0.000 claims description 2
- 239000004173 sunset yellow FCF Substances 0.000 claims description 2
- 235000012756 tartrazine Nutrition 0.000 claims description 2
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Abstract
Description
消費者は、一度適用すると、直しまたは修正の必要がなく、作用が一日中およびそれ以降も続くことができるような、長時間持続性を提供するカラー化粧品配合物をますます望んでいる。現在の活動的な生活スタイルを考えると、そのような長時間持続性カラー化粧品配合物を提供することは簡単ではない。
オーバーヘッドスターラー、サーモカップル、コンデンサ、ならびにモノマーおよび開始剤を添加するための入口を備えた1リットルの丸底フラスコに、脱イオン水(150.0g)、ドデシル硫酸ナトリウム界面活性剤(3.3gの23%DS−4)および炭酸ナトリウム(1.1g)を入れた。次にフラスコの内容物を撹拌し、85℃で加熱した。脱イオン水(81.1g)およびドデシル硫酸ナトリウム界面活性剤(3.1gの23%DS−4)を容器に入れ、撹拌を始めることにより、モノマーエマルジョンを調製した。界面活性剤を水に取り込んだ後、ブチルアクリレート(BA)(50g)、エチルヘキシルアクリレート(EHA)(100g)、メチルメタクリレート(MMA)(96.3g)、メタクリル酸(MAA)(3.8g)およびアリルメタクリレート(ALMA)(0.2g)を容器内の撹拌混合物にゆっくりと加えた。過硫酸ナトリウム(0.25g)および脱イオン水(22g)を別の容器に入れることにより、コフィード触媒溶液も調製した。フラスコの内容物が85℃の温度に達したとき、上記で調製したモノマーエマルジョン10gをフラスコに入れ、続いて脱イオン水リンス(10g)水リンス、続いて過硫酸ナトリウムの開始剤溶液(0.9g)を脱イオン水(5.7g)に入れた。最初の重合後、85℃で、上記で調製したモノマーエマルジョンのフラスコへのモノマーエマルジョンのコフィードを15分間1.97g/分の速度で開始し、その後次の75分間を3.93g/分の速度で開始した。同時に、モノマーエマルジョンコフィードを用いて、触媒コフィードを92分間0.24g/分の速度で開始した。コフィードの完了時点で、フラスコの内容物を追跡して、残留モノマーの量を減らして、生成物の単段ポリマーを得た。
オーバーヘッドスターラー、サーモカップル、コンデンサ、ならびにモノマーおよび開始剤を添加するための入口を備えたフラスコに、以下の構造のカルボシロキサンデンドリマー(150部)、
表1に記載の配合例G1およびG2に従ってジェネリック配合物を有するスキンケア配合物を調製した。カルボマーおよび一部の脱イオン水をフラスコに加え、カルボマーが水和するまで混合してから、相Iの成分の残りを加えた。次にフラスコの内容物を混合しながら75℃で加熱した。相IIの成分は、溶解するまで混合しながら75℃で加熱しながら、別々の容器に入れて混ぜ合わせた。次に、相IIの成分をフラスコの内容物に加え、均一になるまで混合した。次に、相IIIの成分をフラスコの内容物に加え、均一になるまで混合した。次に、フラスコの内容物を加熱源から取り出し、冷却した。フラスコの内容物が60℃未満に冷却されたら、均一になるまで混合しながら相IVの成分をフラスコの内容物に加えた。フラスコの内容物が40℃未満に冷却されたら、フラスコの内容物が周囲の室温に達するまで混合を続けながら、相Vの成分をフラスコの内容物に加えた。次に、フラスコの内容物を、必要に応じて、pH5.5〜7.5にpH調整した。
(a)比較例C1〜C2および実施例1〜3ならびに(b)比較例C3〜C4および実施例4〜6のスキンケア配合物は、表2に記載されるように様々な試験ポリマーを用いて配合例G1およびG2に従って調製された。
比較例C1〜C4および実施例1〜6に従って調製されたサンケア配合物は、インビトロSPF測定の前にそれぞれ1週間沈降させられた。次に、各サンケア配合物のインビトロSPF性能を、以下のプロトコルに従ってインビトロ技術を使用して3回試験した。
次に、比較例C1〜C4および実施例1〜6に従って調製された配合物を適用した、上記の元のインビトロSPF測定からの試験基材を、300rpmのプロペラ撹拌速度で1時間、温度制御された水槽(30℃)にそれぞれ浸漬した。次に、基材を水槽から取り出し、周囲の実験室条件下で20〜30分間乾燥させた後、各配合物のインビトロSPFを測定し、元のインビトロSPF測定および1時間のSPF保持と比較して、表4に報告されているように計算した。次に、基材をそれぞれ、記載された条件下で、温度制御された水槽にさらに1時間浸漬した。次に、基材を水槽から取り出し、周囲の実験室条件下で20〜30分間乾燥させた後、各配合物のインビトロSPFを測定し、元のインビトロSPF測定および2時間のSPF保持と比較して、表4に報告されているように計算した。
表5に記載の配合例G3に従ってジェネリック配合物を有するカラー化粧品配合物を調製した。相Aの成分をビーカーに加え、均一になるまで混合した。相Cの成分を別々の容器に入れ、均一になるまで混合した。相Dの成分を別々の容器に入れ、均一になるまで混合した。次に、相Dの成分をビーカーに加え、相Aの成分と混合した。次に、相Cの成分をビーカーの内容物にゆっくりと加えた。次に、相Bのポリマー成分を混合しながらビーカーの内容物にゆっくりと加えた。次に、相Fの脱イオン水成分をビーカーに加えた。次に、相Eの成分をビーカーの内容物に加えた。次に、ビーカーの内容物を均一になるまで混合して、生成物のカラー化粧品配合物を得た。
比較例C5〜C7および実施例7〜8に従って調製されたカラー化粧品配合物は、ギャップが6ミル(0.1524mm)に設定されたドクターブレードフィルムアプリケーターを使用して、2つの別々の白いビニルチャート(Lenetaから入手可能)にそれぞれ被覆され、22℃で少なくとも48時間乾燥させた。次に、各サンプルのカラーの読み取り値を比色計(Ocean Optics)で測定した。カラー化粧品配合物の堆積フィルムの耐摩耗性は、予め切断されたバスタオル(55mm×45mm)でのすり減る前後の変化(ΔE)によって特徴付けられた。バスタオルは、一定速度で定期的に前後に動くロボットの可動部分に固定された。フィルムは、約600Paの圧力下で、バスタオルによる3回の摩耗サイクルですり減り、各摩耗サイクルは6秒間続く。各堆積フィルムの5点から読み取りを行った。複製された堆積フィルムのそれぞれからの5つの読み取り値の平均を表7に示す。
Claims (10)
- カラー化粧品配合物であって、
カラー成分と、
単段ポリマーおよびシリコーングラフト化ビニルコポリマーを含むポリマーブレンドと、を含み、
前記単段ポリマーは、
90〜99.8重量%のモノエチレン性不飽和非イオン性モノマーの構成単位と、
0.19〜10重量%のモノエチレン性不飽和カルボン酸モノマーの構成単位と、
0.01〜2重量%の、1分子あたり少なくとも2つのエチレン性不飽和基を有する多エチレン性不飽和モノマーの構成単位と、を含み、
前記シリコーングラフト化ビニルコポリマーは、
前記シリコーングラフト化ビニルコポリマーの重量に基づいて、25〜95重量%のビニルモノマーの構成単位と、
前記シリコーングラフト化ビニルコポリマーの重量に基づいて、5〜75重量%の式(I)のカルボシロキサンデンドリマーの構成単位と、を含み、
- 前記モノエチレン性不飽和非イオン性モノマーは、(i)C1−5アルキル(メタ)アクリレートおよび(ii)C6−22アルキル(メタ)アクリレートの混合物からなる群から選択され、
前記モノエチレン性不飽和カルボン酸モノマーは、(メタ)アクリル酸、(メタ)アクリルオキシプロピオン酸、イタコン酸、アコニット酸、マレイン酸、無水マレイン酸、フマル酸、クロトン酸、シトラコン酸、無水マレイン酸、マレイン酸モノメチル、フマル酸モノメチル、イタコン酸モノメチル、ならびに対応する無水物、アミドおよびエステルなどの他の誘導体からなる群から選択され、
1分子あたり少なくとも2つのエチレン性不飽和基を有する前記多エチレン性不飽和モノマーは、ジビニル芳香族化合物、ジ−(メタ)アクリレートエステル、トリ−(メタ)アクリレートエステル、テトラ−(メタクリレート)エステル、ジ−アリルエーテル、トリ−アリルエーテル、テトラ−アリルエーテル、ジ−アリルエステル、トリ−アリルエステル、テトラ−アリルエステル、アリル(メタ)アクリレートおよびそれらの混合物からなる群から選択され、
前記ビニルモノマーは、C1−3アルキル(メタ)アクリレート、C4−20アルキル(メタ)アクリレート、低級脂肪酸のビニルエステル、高級脂肪酸のビニルエステル、芳香族ビニルモノマー、アミノ官能性ビニルモノマー、アミド官能性ビニルモノマー、ヒドロキシル官能性ビニルモノマー、フッ化ビニルモノマー、エポキシ官能性ビニルモノマー、エーテル結合含有ビニルモノマー、ラジカル重合性不飽和基を含むアルコキシシラン、不飽和基官能化シリコーン化合物、ブタジエン、塩化ビニル、塩化ビニリデン、アクリロニトリル、メタクリロニトリル、フマル酸ジブチル、無水マレイン酸、ドデシルコハク酸無水物、ラジカル重合性不飽和カルボン酸、スルホン酸残基を含むラジカル重合性不飽和モノマー、(メタ)アクリル酸から誘導される第四級アンモニウム塩、第三級アミン基を含むアルコールのメタクリル酸エステル、およびそれらの混合物からなる群から選択され、前記カルボシロキサンデンドリマーは式(I)のものであり、式中、R1はメチル基であり、R2はC2アルキレン基であり、aは0であり、各Zはメチル基であり、Yは式(III)のものであり、R4はメチル基であり、R5はC3アルキレン基である、請求項1に記載のカラー化粧品配合物。 - 前記モノエチレン性不飽和非イオン性モノマーは、(i)35〜75重量%のC1−4アルキル(メタ)アクリレートであって、30〜40重量%のメチル(メタ)アクリレートおよび60〜70重量%のn−ブチル(メタ)アクリレートの混合物である、C1−4アルキル(メタ)アクリレートと、(ii)25〜65重量%のC8−22アルキル(メタ)アクリレートであって、2−エチルヘキシル(メタ)アクリレート、ラウリル(メタ)アクリレート、ステアリル(メタ)アクリレートおよびそれらの混合物からなる群から選択される、C8−22アルキル(メタ)アクリレートとの混合物からなる群から選択され、
前記モノエチレン性不飽和カルボン酸モノマーは、アクリル酸、メタクリル酸、イタコン酸、クロトン酸およびそれらの混合物からなる群から選択され、
1分子あたり少なくとも2つのエチレン性不飽和基を有する前記多エチレン性不飽和モノマーは、ジビニルベンゼン(DVB)、アリルメタクリレート(ALMA)、エチレングリコールジメタクリレート(EGDMA)、ヘキサン−1,6−ジオールジアクリレート(HDDA)、ブチレングリコールジメタクリレート(BGDMA)およびそれらの混合物からなる群から選択される、請求項2に記載のカラー化粧品配合物。 - 前記モノエチレン性不飽和非イオン性モノマーは、(i)58〜61重量%のC1−4アルキル(メタ)アクリレートであって、33〜35重量%のメチル(メタ)アクリレートおよび65〜67重量%のn−ブチル(メタ)アクリレートの混合物である、C1−4アルキル(メタ)アクリレートと、(ii)39〜42重量%のC8−22アルキル(メタ)アクリレートであって、2−エチルヘキシルアクリレートである、C8−22アルキル(メタ)アクリレートと、の混合物からなる群から選択され、
前記モノエチレン性不飽和カルボン酸モノマーはメタクリル酸であり、
1分子あたり少なくとも2つのエチレン性不飽和基を有する前記多エチレン性不飽和モノマーはアリルメタクリレート(ALMA)である、請求項3に記載のカラー化粧品配合物。 - 前記ビニルモノマーはメチルメタクリレートおよびブチルアクリルレートを含む、請求項4に記載のカラー化粧品配合物。
- 前記カラー成分は無機顔料、有機顔料、水性顔料分散体およびそれらの混合物からなる群から選択される、請求項4に記載のカラー化粧品配合物。
- 前記カラー成分は、Ext.D&Cイエロー2号、Ext.D&Cバイオレット2号、FD&Cレッド4号、FD&Cレッド40号、FD&Cイエロー5号、FD&Cイエロー6号、FD&Cグリーン3号、FD&Cブルー1号、D&Cイエロー7号、D&Cイエロー8号、D&Cイエロー10号、D&Cイエロー11号、D&Cバイオレット2号、D&Cレッド6号、D&Cレッド7号、D&Cレッド17号、D&Cレッド21号、D&Cレッド22号、D&Cレッド27号、D&Cレッド28号、D&Cレッド30号、D&Cレッド31号、D&Cレッド34号、D&Cレッド33号、D&Cレッド36号、D&Cグリーン5号、D&Cグリーン6号、D&Cグリーン8号、D&Cブルー4号、D&Cオレンジ4号、D&Cオレンジ5号、D&Cオレンジ10号、D&Cオレンジ11号、D&Cブラウン1号、アルミニウム粉末、アナトー、クエン酸ビスマス、オキシ塩化ビスマス、ブロンズ粉末、カラメル、カルミン、β−カロテン、水酸化クロムグリーン、酸化クロムグリーン、クロロフィリン銅、銅粉末、ジヒドロキシアセトン、フェロシアン化第二鉄アンモニウム、フェロシアン化第二鉄、グアニン、酸化鉄、マンガンバイオレット、マイカ、シルバー、二酸化チタン、群青、酸化亜鉛およびそれらの混合物からなる群から選択される、請求項4に記載のカラー化粧品配合物。
- 前記カラー成分は少なくとも1つの酸化鉄を含む、請求項4に記載のカラー化粧品配合物。
- サンケア活性物質をさらに含む、請求項4に記載のカラー化粧品配合物。
- 皮膚科学的に許容される担体をさらに含み、前記カラー化粧品配合物は5.5〜7.5のpHを有する、請求項4に記載のカラー化粧品配合物。
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US2118566A (en) * | 1935-08-29 | 1938-05-24 | Miles Gilbert De Wayne | Buffered cosmetic |
US5959009A (en) | 1997-10-31 | 1999-09-28 | E-L Management Corp | Mascara waterproofing composition |
FR2798844B1 (fr) * | 1999-09-16 | 2001-11-30 | Oreal | Composition cosmetique comprenant au moins un copolymere silicone/acrylate et au moins un polymere silicone greffe |
US6534590B1 (en) * | 1999-10-29 | 2003-03-18 | Dow Corning Toray Silicone Co., Ltd. | Silicone-grafted vinyl copolymer emulsion composition |
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WO2013148614A2 (en) * | 2012-03-29 | 2013-10-03 | Rohm And Haas Chemicals Llc | Water resistant polymers for personal care |
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KR20210075128A (ko) | 2021-06-22 |
BR112021004449A2 (pt) | 2021-05-25 |
WO2020076548A1 (en) | 2020-04-16 |
TW202023523A (zh) | 2020-07-01 |
JP7492949B2 (ja) | 2024-05-30 |
US20210308035A1 (en) | 2021-10-07 |
CN112689501B (zh) | 2023-05-16 |
CN112689501A (zh) | 2021-04-20 |
EP3863601A1 (en) | 2021-08-18 |
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