JP7493505B2 - カルボシロキサンを有する多段ポリマーを含むパーソナルケア配合物 - Google Patents
カルボシロキサンを有する多段ポリマーを含むパーソナルケア配合物 Download PDFInfo
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- JP7493505B2 JP7493505B2 JP2021530065A JP2021530065A JP7493505B2 JP 7493505 B2 JP7493505 B2 JP 7493505B2 JP 2021530065 A JP2021530065 A JP 2021530065A JP 2021530065 A JP2021530065 A JP 2021530065A JP 7493505 B2 JP7493505 B2 JP 7493505B2
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- 239000000203 mixture Substances 0.000 title claims description 136
- 238000009472 formulation Methods 0.000 title claims description 101
- 229920000642 polymer Polymers 0.000 title claims description 51
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 134
- 239000000178 monomer Substances 0.000 claims description 120
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- -1 hydroxypropyl Chemical group 0.000 claims description 27
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 229920002554 vinyl polymer Polymers 0.000 claims description 16
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 11
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 10
- 239000006100 radiation absorber Substances 0.000 claims description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 8
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 8
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 claims description 8
- 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 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 claims description 6
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 claims description 6
- 239000006096 absorbing agent Substances 0.000 claims description 6
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 6
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 5
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- UXFXUOOOFQFKAV-UHFFFAOYSA-N 1,7-dimethyl-7-[2-(4-methylphenyl)ethynyl]bicyclo[2.2.1]heptan-2-one Chemical compound Cc1ccc(cc1)C#CC1(C)C2CCC1(C)C(=O)C2 UXFXUOOOFQFKAV-UHFFFAOYSA-N 0.000 claims description 2
- KBKGPMDADJLBEM-UHFFFAOYSA-N 1-(4-pentylphenyl)ethanone Chemical compound CCCCCC1=CC=C(C(C)=O)C=C1 KBKGPMDADJLBEM-UHFFFAOYSA-N 0.000 claims description 2
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 claims description 2
- VHWSRELATOUTAG-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-aminobenzoate Chemical compound NC1=CC=CC=C1C(=O)OCC(O)CO VHWSRELATOUTAG-UHFFFAOYSA-N 0.000 claims description 2
- WVCHIGAIXREVNS-UHFFFAOYSA-N 2-hydroxy-1,4-naphthoquinone Chemical compound C1=CC=C2C(O)=CC(=O)C(=O)C2=C1 WVCHIGAIXREVNS-UHFFFAOYSA-N 0.000 claims description 2
- HMKKFLSUPRUBOO-IUPFWZBJSA-N 3,4-dihydroxy-5-[3,4,5-tris[[(z)-octadec-9-enoyl]oxy]benzoyl]oxybenzoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC1=C(OC(=O)CCCCCCC\C=C/CCCCCCCC)C(OC(=O)CCCCCCC\C=C/CCCCCCCC)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(O)=O)O)=C1 HMKKFLSUPRUBOO-IUPFWZBJSA-N 0.000 claims description 2
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 claims description 2
- 150000001556 benzimidazoles Chemical class 0.000 claims description 2
- 150000001565 benzotriazoles Chemical class 0.000 claims description 2
- APEJMQOBVMLION-UHFFFAOYSA-N cinnamamide Chemical class NC(=O)C=CC1=CC=CC=C1 APEJMQOBVMLION-UHFFFAOYSA-N 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 229960004960 dioxybenzone Drugs 0.000 claims description 2
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 claims description 2
- UONUEPNDJQOXAG-UHFFFAOYSA-N ethyl 4-[bis(3-hydroxypropyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=C(N(CCCO)CCCO)C=C1 UONUEPNDJQOXAG-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- CSFWPUWCSPOLJW-UHFFFAOYSA-N hydroxynaphthoquinone Natural products C1=CC=C2C(=O)C(O)=CC(=O)C2=C1 CSFWPUWCSPOLJW-UHFFFAOYSA-N 0.000 claims description 2
- SOXAGEOHPCXXIO-DVOMOZLQSA-N menthyl anthranilate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)C1=CC=CC=C1N SOXAGEOHPCXXIO-DVOMOZLQSA-N 0.000 claims description 2
- 229960002248 meradimate Drugs 0.000 claims description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 claims description 2
- 229960000368 sulisobenzone Drugs 0.000 claims description 2
- 150000003918 triazines Chemical class 0.000 claims description 2
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical group COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 claims 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 description 20
- 229910052739 hydrogen Inorganic materials 0.000 description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 17
- 239000008367 deionised water Substances 0.000 description 17
- 229910021641 deionized water Inorganic materials 0.000 description 17
- 239000000839 emulsion Substances 0.000 description 16
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 14
- 239000004615 ingredient Substances 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 13
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- 239000002537 cosmetic Substances 0.000 description 12
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- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 6
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 5
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- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 4
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 4
- 206010015150 Erythema Diseases 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
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- 229920001577 copolymer Polymers 0.000 description 4
- 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 description 4
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- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
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- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 1
- 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 description 1
- 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 description 1
- 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 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- SEACYXSIPDVVMV-UHFFFAOYSA-L eosin Y Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 SEACYXSIPDVVMV-UHFFFAOYSA-L 0.000 description 1
- 229940057841 eosine yellowish Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940068171 ethyl hexyl salicylate Drugs 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 235000019240 fast green FCF Nutrition 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 229940057915 fd&c red no. 4 Drugs 0.000 description 1
- 229940051147 fd&c yellow no. 6 Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- KCAMXZBMXVIIQN-UHFFFAOYSA-N octan-3-yl 2-methylprop-2-enoate Chemical compound CCCCCC(CC)OC(=O)C(C)=C KCAMXZBMXVIIQN-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- BWOROQSFKKODDR-UHFFFAOYSA-N oxobismuth;hydrochloride Chemical compound Cl.[Bi]=O BWOROQSFKKODDR-UHFFFAOYSA-N 0.000 description 1
- 229960001173 oxybenzone Drugs 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
- 229940089951 perfluorooctyl triethoxysilane Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 1
- ZYIBVBKZZZDFOY-UHFFFAOYSA-N phloxine O Chemical compound O1C(=O)C(C(=C(Cl)C(Cl)=C2Cl)Cl)=C2C21C1=CC(Br)=C(O)C(Br)=C1OC1=C(Br)C(O)=C(Br)C=C21 ZYIBVBKZZZDFOY-UHFFFAOYSA-N 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 235000019237 ponceau SX Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- TVRGPOFMYCMNRB-UHFFFAOYSA-N quinizarine green ss Chemical compound C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1 TVRGPOFMYCMNRB-UHFFFAOYSA-N 0.000 description 1
- 229940051201 quinoline yellow Drugs 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- 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 description 1
- FZUOVNMHEAPVBW-UHFFFAOYSA-L quinoline yellow ws Chemical compound [Na+].[Na+].O=C1C2=CC=CC=C2C(=O)C1C1=NC2=C(S([O-])(=O)=O)C=C(S(=O)(=O)[O-])C=C2C=C1 FZUOVNMHEAPVBW-UHFFFAOYSA-L 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 201000000849 skin cancer Diseases 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 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 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 229940099373 sudan iii Drugs 0.000 description 1
- 230000036561 sun exposure Effects 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- AVYKQOAMZCAHRG-UHFFFAOYSA-N triethoxy(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F AVYKQOAMZCAHRG-UHFFFAOYSA-N 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-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
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
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。次いで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)、
2リットルの丸底フラスコ(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)に、脱イオン水(252.0g)、50%のCAVASOL(商標)W7 MTL(Wacker Fine Chemicalsからのシクロデキストリン)(5.3g)、23%のDS-4界面活性剤(5.3g)(StepanからのA-16-22)および炭酸ナトリウム(1.8g)を入れた。フラスコの内容物を撹拌し、85℃に加熱した。
実施例S2の多段ポリマーを、カルボシロキサンリッチモノマーエマルジョンがショットとしてフラスコの内容物に加えられたことを除いて、実施例S1の多段ポリマーと同じ方法で調製した。添加後、85℃で20分間撹拌しながら反応混合物を安定に保った。保持時間の終わりに、触媒と緩衝液との同時供給を再開させた。触媒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、生成物の多段ポリマーを得た。
多段ポリマーを、実施例S1に記載されるように実質的に調製し、表2に記載されるような、それぞれの段におけるアクリレートリッチ段モノマーおよびカルボシロキサンリッチ段モノマーを用いて、実施例S3~S19のそれぞれの多段ポリマーにおけるアクリレートリッチ段とカルボシロキサンリッチ段との総重量%を反映する適切な変更を行った。
比較例CS1および実施例S1~S19に従って調製された生成物の多段ポリマーを、固形分パーセント、pH、平均粒径(Brookhaven Instruments BI-90粒径アナライザーを使用)、およびTA機器モデル2920を、示差走査熱量計(DSC)を使用して測定されたガラス転移温度、Tgについて分析した。結果を表3に示す。
表4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ジェネリックサンケアパーソナル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。次いで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。次いで、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。次いで、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。次いで、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。次いで、フラスコの内容物を、必要に応じて、pH5.5~7.5にpHを調整した。
(a)比較例C1~C2および実施例1~13のサンケア配合物、ならびに(b)比較例C3~C4および実施例14~26のサンケア配合物を、それぞれ配合物例G1およびG2に従って、表5に記載されるような試験ポリマーを用いて調製した。
比較例C1~C4および実施例1~26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。次いで、サンケア配合物の各々のインビトロ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。
次いで、比較例C1~C4および実施例1~26に従って調製された配合物を適用した上述の元のインビトロSPF測定からの試験基材を、300rpmのプロペラ撹拌速度で2時間、温度制御された水槽(30℃)にそれぞれ浸漬した。次いで、基材を水浴から取り出し、周囲の実験室条件下で20~30分間乾燥させた後、各サンケア配合物についてインビトロSPFを測定し、元のインビトロSPF測定値と比較し、2時間のSPF保持を表5に報告されているように計算した。
表6に記載の配合物例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。次いで、相Dの成分をビーカーに加え、相Aの成分と混合した。次いで、相Cの成分をビーカーの内容物にゆっくりと加えた。次いで、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。次いで、相Fの脱イオン水成分をビーカーに加えた。次いで、相Eの成分をビーカーの内容物に加えた。次いで、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27~28のカラー化粧品配合物を、表7に記載されるような様々な試験ポリマーを用いて配合物例G3に従って調製した。
比較例C5~C7および実施例27~28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。次いで、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。二通りの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 (9)
- パーソナルケア配合物であって、
多段ポリマーを含み、前記多段ポリマーが、
(a)前記多段ポリマーの重量に基づいて、65~90重量%のアクリレートリッチ段であって、
前記アクリレートリッチ段の重量に基づいて、97.45~98.95重量%のモノエチレン性不飽和非イオン性のアクリレートリッチ段モノマーの構造単位であって、前記モノエチレン性不飽和非イオン性のアクリレートリッチ段モノマーが、少なくとも3つのC 1~8 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る、モノエチレン性不飽和非イオン性のアクリレートリッチ段モノマーの構造単位と、
前記アクリレートリッチ段の重量に基づいて、1~2.5重量%の、モノエチレン性不飽和カルボン酸のアクリレートリッチ段モノマーの構造単位であって、前記モノエチレン性不飽和カルボン酸のアクリレートリッチ段モノマーがメタクリル酸である、構造単位と、
前記アクリレートリッチ段の重量に基づいて、0.05~0.1重量%の、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のアクリレートリッチ段モノマーの構造単位であって、前記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のアクリレートリッチ段モノマーがアリルメタクリレートである、構造単位と、を含む、アクリレートリッチ段と、
(b)前記多段ポリマーの重量に基づいて、10~35重量%のカルボシロキサンリッチ段であって、
前記カルボシロキサンリッチ段の重量に基づいて、12.5~30重量%の、ビニルモノマーの構造単位であって、前記ビニルモノマーが、メチルメタクリレートおよびメタクリル酸を含む、構造単位と、
前記カルボシロキサンリッチ段の重量に基づいて、70から87.5重量%の式(I)のカルボシロキサンモノマーの構造単位と、を含み、
- 化粧品として許容される担体をさらに含む、請求項1に記載のパーソナルケア配合物。
- カラー成分をさらに含む、請求項2に記載のパーソナルケア配合物。
- サンケア活性物質をさらに含む、請求項2に記載のパーソナルケア配合物。
- 30~92重量%の前記化粧品として許容される担体と、
固形分ベースで0.1~10重量%の前記多段ポリマーと、
0.1~70重量%の前記サンケア活性物質と、を有する、請求項4に記載のパーソナルケア配合物。 - 前記化粧品として許容される担体が水を含む、請求項5に記載のパーソナルケア配合物。
- 前記サンケア活性物質が、物理的遮断剤および化学吸収剤からなる群から選択されるUV放射吸収剤である、請求項6に記載のパーソナルケア配合物。
- 前記サンケア活性物質が、赤色ワセリン、二酸化チタン、酸化亜鉛、1-(4-メトキシフェノール)-3-(4-tert-ブチルフェニル)プロパン-1,3-ジオン、2-ヒドロキシ-4-メトキシベンゾフェノン、ジオキシベンゾン、スリソベンゾン、メンチルアントラニレート、パラ-アミノ安息香酸、アミルパラジメチルアミノ安息香酸、オクチルパラ-ジメチルアミノベンゾエート、エチル4-ビス(ヒドロキシプロピル)パラ-アミノベンゾエート、ポリエチレングリコール(PEG-25)パラ-アミノベンゾエート、エチル4-ビス(ヒドロキシプロピル)アミノベンゾエート、ジエタノールアミンパラ-メチオキシシンナメート、2-エトキシエチルパラ-メトキシシンナメート、エチルヘキシルパラ-メトキシシンナメート、オクチルパラ-メトキシシンナメート、イソアミルパラ-メトキシシンナメート、2-エチルヘキシル-2-シアノ-3,3-ジフェニル-アクリレート、2-エチルヘキシル-2-シアノ-3,3-ジフェニル-2-プロペノエート、2-エチルヘキシル-2-ヒドロキシベンゾエート、ホモメンチルサリチレート、グリセリルアミノベンゾエート、トリエタノールアミンサリチレート、ジガロイルトリオレエート、ジヒドロキシアセトンを含むローソン、2-フェニルベンズイミダゾール-5-スルホン酸、4-メチルベンジリジンカンフル、アボベンゾン、トリアジン、ベンゾトリアゾール、ビニル基含有アミド、桂皮酸アミド、スルホン化ベンズイミダゾール)、3,3,5-トリメチルシクロヘキシル2-ヒドロキシベンゾエートおよびこれらの混合物からなる群から選択されるUV放射吸収剤である、請求項7に記載のパーソナルケア配合物。
- 前記サンケア活性物質が、1-(4-メトキシフェノール)-3-(4-tert-ブチルフェニル)プロパン-1,3-ジオン、2-エチルヘキシル2-ヒドロキシベンゾエート、2-エチルヘキシル-2-シアノ-3,3-ジフェニル-2-プロペノエートおよび2-ヒドロキシ-4-メトキシベンゾフェノンを含むUV吸収剤の混合物であるUV放射吸収剤であり、式中、R3が、C3アルキレンである、請求項8に記載のサンケア配合物。
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