AU779064B2 - Photostable cosmetic light screening compositions - Google Patents
Photostable cosmetic light screening compositions Download PDFInfo
- Publication number
- AU779064B2 AU779064B2 AU34032/00A AU3403200A AU779064B2 AU 779064 B2 AU779064 B2 AU 779064B2 AU 34032/00 A AU34032/00 A AU 34032/00A AU 3403200 A AU3403200 A AU 3403200A AU 779064 B2 AU779064 B2 AU 779064B2
- Authority
- AU
- Australia
- Prior art keywords
- screening
- polymer
- screening agent
- methoxycinnamate
- core
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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- 238000012216 screening Methods 0.000 claims abstract description 113
- 229920000642 polymer Polymers 0.000 claims abstract description 88
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 87
- 239000000203 mixture Substances 0.000 claims abstract description 59
- 229920000126 latex Polymers 0.000 claims abstract description 55
- 239000004816 latex Substances 0.000 claims abstract description 54
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims abstract description 32
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000002537 cosmetic Substances 0.000 claims abstract description 13
- 239000002245 particle Substances 0.000 claims description 62
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical group CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 claims description 52
- 229960001679 octinoxate Drugs 0.000 claims description 48
- 239000000178 monomer Substances 0.000 claims description 42
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 24
- 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 24
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 18
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 18
- 239000000839 emulsion Substances 0.000 claims description 18
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 18
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 17
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 17
- 239000000243 solution Substances 0.000 claims description 17
- -1 ethylene, propylene, butylene, butadiene Chemical class 0.000 claims description 16
- 230000009477 glass transition Effects 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 16
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 10
- 239000011159 matrix material Substances 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 239000007771 core particle Substances 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000001246 colloidal dispersion Methods 0.000 claims description 5
- 239000010420 shell particle Substances 0.000 claims description 5
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 229920002313 fluoropolymer Polymers 0.000 claims description 4
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 claims description 2
- 230000001804 emulsifying effect Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000005399 allylmethacrylate group Chemical group 0.000 claims 1
- 239000011257 shell material Substances 0.000 description 24
- 239000007787 solid Substances 0.000 description 15
- 229920001296 polysiloxane Polymers 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000001257 hydrogen Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 230000000475 sunscreen effect Effects 0.000 description 5
- 239000000516 sunscreening agent Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 102100026735 Coagulation factor VIII Human genes 0.000 description 4
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 4
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 150000003926 acrylamides Chemical class 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000011068 loading method Methods 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- 229960004063 propylene glycol Drugs 0.000 description 4
- 235000013772 propylene glycol Nutrition 0.000 description 4
- 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 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920001213 Polysorbate 20 Polymers 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000011258 core-shell material Substances 0.000 description 3
- 229940086555 cyclomethicone Drugs 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 229920001477 hydrophilic polymer Polymers 0.000 description 3
- 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 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920006254 polymer film Polymers 0.000 description 3
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 3
- 210000003491 skin Anatomy 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-N 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-UHFFFAOYSA-N 0.000 description 2
- JKXYOQDLERSFPT-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-octadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO JKXYOQDLERSFPT-UHFFFAOYSA-N 0.000 description 2
- LSHGMOIQPURPAK-UHFFFAOYSA-N 2-benzylidene-1,4,7,7-tetramethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C(C2=O)(C)CCC1(C)C2=CC1=CC=CC=C1 LSHGMOIQPURPAK-UHFFFAOYSA-N 0.000 description 2
- QMIBDVOQOZDSEN-UHFFFAOYSA-N 2-phenylbenzimidazole-2-sulfonic acid Chemical compound N1=C2C=CC=CC2=NC1(S(=O)(=O)O)C1=CC=CC=C1 QMIBDVOQOZDSEN-UHFFFAOYSA-N 0.000 description 2
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
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- 229910010413 TiO 2 Inorganic materials 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000004904 UV filter Substances 0.000 description 2
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 2
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- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 2
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- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical class [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
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- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
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- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- LUKQUIZLFXGUKZ-UHFFFAOYSA-N (3-benzylidene-1,7,7-trimethyl-2-oxo-4-bicyclo[2.2.1]heptanyl)methanesulfonic acid Chemical compound CC1(C)C(C2=O)(C)CCC1(CS(O)(=O)=O)C2=CC1=CC=CC=C1 LUKQUIZLFXGUKZ-UHFFFAOYSA-N 0.000 description 1
- AALXZHPCKJILAZ-UHFFFAOYSA-N (4-propan-2-ylphenyl)methyl 2-hydroxybenzoate Chemical compound C1=CC(C(C)C)=CC=C1COC(=O)C1=CC=CC=C1O AALXZHPCKJILAZ-UHFFFAOYSA-N 0.000 description 1
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- VCLJODPNBNEBKW-UHFFFAOYSA-N 2,2,4,4,6,8,8-heptamethylnonane Chemical compound CC(C)(C)CC(C)CC(C)(C)CC(C)(C)C VCLJODPNBNEBKW-UHFFFAOYSA-N 0.000 description 1
- BEXQNGUXPFGRDC-UHFFFAOYSA-N 2,2-dimethoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(OC)C(=O)C1=CC=CC=C1 BEXQNGUXPFGRDC-UHFFFAOYSA-N 0.000 description 1
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- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[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)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- HIPQTCQUXOFTFI-UHFFFAOYSA-N 2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)C(=O)C1=CC=CC=C1 HIPQTCQUXOFTFI-UHFFFAOYSA-N 0.000 description 1
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- WMJBVALTYVXGHW-UHFFFAOYSA-N 3,3-diphenylprop-2-enoic acid Chemical class C=1C=CC=CC=1C(=CC(=O)O)C1=CC=CC=C1 WMJBVALTYVXGHW-UHFFFAOYSA-N 0.000 description 1
- IPNFHEWNDOORKH-UHFFFAOYSA-N 6-methylheptyl 2-hydroxybenzoate Chemical compound CC(C)CCCCCOC(=O)C1=CC=CC=C1O IPNFHEWNDOORKH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
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- 241000723346 Cinnamomum camphora Species 0.000 description 1
- 108010082495 Dietary Plant Proteins Proteins 0.000 description 1
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 1
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000233803 Nypa Species 0.000 description 1
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- CMDKPGRTAQVGFQ-RMKNXTFCSA-N cinoxate Chemical compound CCOCCOC(=O)\C=C\C1=CC=C(OC)C=C1 CMDKPGRTAQVGFQ-RMKNXTFCSA-N 0.000 description 1
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- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
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- BMOAQMNPJSPXIU-UHFFFAOYSA-N ethyl 2-(3-fluoro-4-nitrophenyl)propanoate Chemical compound CCOC(=O)C(C)C1=CC=C([N+]([O-])=O)C(F)=C1 BMOAQMNPJSPXIU-UHFFFAOYSA-N 0.000 description 1
- IAJNXBNRYMEYAZ-UHFFFAOYSA-N ethyl 2-cyano-3,3-diphenylprop-2-enoate Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC)C1=CC=CC=C1 IAJNXBNRYMEYAZ-UHFFFAOYSA-N 0.000 description 1
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
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- 229930195729 fatty acid Natural products 0.000 description 1
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- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 1
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- WCJLCOAEJIHPCW-UHFFFAOYSA-N octyl 2-hydroxybenzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1O WCJLCOAEJIHPCW-UHFFFAOYSA-N 0.000 description 1
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- 238000011321 prophylaxis Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 239000012088 reference solution Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- VOKPJLHFFYVQNS-UHFFFAOYSA-M sodium;3-(4-methoxyphenyl)prop-2-enoate Chemical compound [Na+].COC1=CC=C(C=CC([O-])=O)C=C1 VOKPJLHFFYVQNS-UHFFFAOYSA-M 0.000 description 1
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Classifications
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- 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
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- 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
- A61K8/11—Encapsulated compositions
-
- 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
- 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
- A61K8/37—Esters of carboxylic acids
-
- 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
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99109515 | 1999-05-12 | ||
| EP99109515 | 1999-05-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU3403200A AU3403200A (en) | 2000-11-23 |
| AU779064B2 true AU779064B2 (en) | 2005-01-06 |
Family
ID=8238167
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU34032/00A Ceased AU779064B2 (en) | 1999-05-12 | 2000-05-11 | Photostable cosmetic light screening compositions |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6338838B1 (https=) |
| EP (1) | EP1051963B1 (https=) |
| JP (1) | JP2000351721A (https=) |
| KR (1) | KR20000077250A (https=) |
| CN (1) | CN1274577A (https=) |
| AT (1) | ATE334723T1 (https=) |
| AU (1) | AU779064B2 (https=) |
| BR (1) | BR0002414A (https=) |
| CA (1) | CA2307721A1 (https=) |
| DE (1) | DE60029672T2 (https=) |
| ES (1) | ES2269040T3 (https=) |
| ID (1) | ID25985A (https=) |
| NO (1) | NO20002309L (https=) |
| TW (1) | TW536406B (https=) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2322345A1 (en) * | 1999-10-14 | 2001-04-14 | Rohm And Haas Company | Method for preparing ultraviolet radiation-absorbing compositions |
| JP2001288064A (ja) * | 2000-04-10 | 2001-10-16 | Kao Corp | 化粧料 |
| EP1280505B1 (de) * | 2000-05-12 | 2007-05-02 | Ciba SC Holding AG | Photostabilisierung von dibenzoylmethan-derivaten |
| FR2818126B1 (fr) | 2000-12-18 | 2003-02-07 | Oreal | Composition filtrante photostable contenant un derive de 1,3,5,-triazine, un derive du dibenzoylmethane et un compose 4,4-diarylbutadiene |
| CA2390952C (en) * | 2001-07-02 | 2006-07-11 | Rohm And Haas Company | Compositions and process for retaining active ingredients comprising networked structured polymers |
| GB0129886D0 (en) * | 2001-12-14 | 2002-02-06 | Medtrade Products Ltd | Scar management composition |
| US6440402B1 (en) | 2001-12-14 | 2002-08-27 | Avon Products, Inc. | Photostable sunscreen compositions and methods of stabilizing |
| JP4020680B2 (ja) * | 2002-04-12 | 2007-12-12 | 株式会社ルネサステクノロジ | 半導体集積回路 |
| US7108860B2 (en) * | 2002-06-06 | 2006-09-19 | Playtex Products, Inc. | Sunscreen compositions |
| EP1589940A1 (en) * | 2003-02-03 | 2005-11-02 | DSM IP Assets B.V. | Novel stabilized cinnamic ester sunscreen compositions |
| GB2418360B (en) * | 2003-05-29 | 2007-07-11 | Sun Pharmaceuticals Corp | Emulsion base for skin care compositions |
| JP5384791B2 (ja) * | 2003-11-03 | 2014-01-08 | チバ ホールディング インコーポレーテッド | 安定化されたボディケア製品、家庭用製品、生地及び繊維 |
| AU2004290493B2 (en) * | 2003-11-05 | 2009-09-24 | Dsm Ip Assets B.V. | Light protecting composition with reduced total amount of UV filter containing a polysiloxane-based UV filter |
| US20070242124A1 (en) * | 2004-05-18 | 2007-10-18 | Mitsui Chemicals, Inc. | Organic Particle for Inkjet Recording Sheet and Recording Sheet |
| ES2543195T3 (es) * | 2005-12-26 | 2015-08-17 | Laboratoires Dermatologiques D'uriage | Composiciones fotoprotectoras que reducen los riesgos de sensibilización cutánea |
| FR2895240A1 (fr) * | 2005-12-26 | 2007-06-29 | Dermatologiques D Uriage Sa La | Compositions cosmetiques et dermatologiques pour la protection solaire |
| WO2007127065A2 (en) * | 2006-04-21 | 2007-11-08 | Living Proof, Inc. | In situ polymerization for hair treatment |
| US20100048737A1 (en) * | 2006-09-19 | 2010-02-25 | Basf Se | Cosmetic preparations based on molecularly imprinted polymers |
| US8680176B2 (en) * | 2007-03-21 | 2014-03-25 | The University Of Southern Mississippi | Nanoencapsulation of isocyanates via aqueous media |
| WO2009007264A2 (en) * | 2007-07-09 | 2009-01-15 | Basf Se | Water based concentrated product forms of oil-soluble organic uv absorbers |
| JP5563468B2 (ja) * | 2007-11-16 | 2014-07-30 | ダウ グローバル テクノロジーズ エルエルシー | カプセル化された低粘度疎水性液体活性物質 |
| JP2011510006A (ja) * | 2008-01-16 | 2011-03-31 | ダウ グローバル テクノロジーズ エルエルシー | 界面重合によるカプセル化疎水性活性物質 |
| EP2135598B1 (en) * | 2008-06-16 | 2011-08-03 | Rohm and Haas Company | Particle Containing Ultraviolet Absorber |
| US8003132B2 (en) * | 2008-06-30 | 2011-08-23 | Johnson & Johnson Consumer Companies, Inc. | Compositions comprising an ultraviolet radiation-absorbing polymer |
| JP4299878B1 (ja) | 2008-10-06 | 2009-07-22 | 株式会社パラエルモサ | 化粧料 |
| US8475774B2 (en) * | 2010-02-08 | 2013-07-02 | Johnson & Johnson Consumer Companies, Inc. | Sunscreen compositions comprising an ultraviolet radiation-absorbing polymer |
| JP5058351B2 (ja) * | 2010-04-13 | 2012-10-24 | 株式会社 資生堂 | 水中油型乳化組成物 |
| JP5058352B2 (ja) | 2010-04-13 | 2012-10-24 | 株式会社 資生堂 | 油中水型乳化組成物 |
| JP5895851B2 (ja) * | 2011-01-25 | 2016-03-30 | 住友大阪セメント株式会社 | 有機系紫外線吸収剤含有樹脂粒子の製造方法 |
| EP2559481A1 (de) | 2011-08-16 | 2013-02-20 | Basf Se | Verfahren zur Verkapselung von Substanzen unter Ausbildung der Kapselhülle durch Grenzflächenreaktion im Zentrifugalreaktor |
| WO2013094639A1 (ja) * | 2011-12-20 | 2013-06-27 | 住友大阪セメント株式会社 | 紫外線遮蔽複合粒子、紫外線遮蔽複合粒子含有分散液及び紫外線遮蔽複合粒子含有樹脂組成物、多層紫外線遮蔽複合粒子及び紫外線遮蔽分散液並びに化粧料 |
| US9549891B2 (en) | 2012-03-19 | 2017-01-24 | The Procter & Gamble Company | Superabsorbent polymers and sunscreen actives for use in skin care compositions |
| FR2991684B1 (fr) * | 2012-06-08 | 2015-05-22 | Soc De Developpement Et De Recherche Industrielle | Dispersion aqueuse de particules de polymeres, composition filmogene la contenant et ses utilisations |
| US9255180B2 (en) | 2012-06-28 | 2016-02-09 | Johnson & Johnson Consumer Inc. | Ultraviolet radiation absorbing polyethers |
| CN104411367A (zh) | 2012-06-28 | 2015-03-11 | 强生消费者公司 | 包含紫外线辐射吸收性聚合物的防晒剂组合物 |
| US10874603B2 (en) | 2014-05-12 | 2020-12-29 | Johnson & Johnson Consumer Inc. | Sunscreen compositions containing a UV-absorbing polyglycerol and a non-UV-absorbing polyglycerol |
| WO2016210044A1 (en) * | 2015-06-24 | 2016-12-29 | Rohm And Haas Company | Particles containing ultraviolet absorber |
| JP6604637B2 (ja) | 2015-06-29 | 2019-11-13 | ザ プロクター アンド ギャンブル カンパニー | スキンケア組成物において使用するための超吸収性ポリマー及びデンプン粉末 |
| KR101833612B1 (ko) * | 2016-03-30 | 2018-02-28 | 선진뷰티사이언스(주) | 다량의 유기계 자외선 차단제를 함유하는 고분자 복합입자 및 그의 제조방법 |
| WO2017218390A1 (en) | 2016-06-16 | 2017-12-21 | Johnson & Johnson Consumer Inc. | Sunscreen compositions containing a combination of a linear ultraviolet radiation-absorbing polyether and other ultraviolet-screening compounds |
| US10596087B2 (en) | 2016-10-05 | 2020-03-24 | Johnson & Johnson Consumer Inc. | Ultraviolet radiation absorbing polymer composition |
| CN107440918A (zh) * | 2017-08-15 | 2017-12-08 | 成都新柯力化工科技有限公司 | 一种可结膜抗过敏防晒乳护肤品及制备方法 |
| JP6757839B2 (ja) * | 2018-09-28 | 2020-09-23 | 花王株式会社 | 化粧料 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0610026A1 (en) * | 1993-02-03 | 1994-08-10 | Dow Corning Corporation | Cosmetics with enhanced adherence to the skin |
| US5876699A (en) * | 1996-05-14 | 1999-03-02 | Disomma; Joseph | Sunblock composition suitable for sensitive skin areas |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2658075B1 (fr) * | 1990-02-14 | 1992-05-07 | Oreal | Composition cosmetique filtrante photostable contenant un filtre uv-a et un beta,beta-diphenylacrylate ou alpha-cyano-beta,beta-diphenylacrylate d'alkyle. |
| FR2681248B1 (fr) * | 1991-09-13 | 1995-04-28 | Oreal | Composition pour un traitement cosmetique et/ou pharmaceutique de longue duree des couches superieures de l'epiderme par une application topique sur la peau. |
| FR2687914B1 (fr) * | 1992-03-02 | 1994-05-13 | Isd | Procede pour obtenir un effet anti-uv prolonge, composition conforme a ce procede contenant un composant non enrobe et un composant enrobe. |
| GB9211708D0 (en) * | 1992-06-03 | 1992-07-15 | Unilever Plc | Cosmetic composition |
| DE4336407A1 (de) * | 1993-10-21 | 1995-04-27 | Rotring Int Gmbh | Wasserfeste Kosmetik |
| EP0669124A1 (en) * | 1994-02-28 | 1995-08-30 | Rohm And Haas Company | Ultraviolet radiation absorbing composition |
| US6033649A (en) * | 1995-12-18 | 2000-03-07 | Roche Vitamins Inc. | Light screening agents |
| FR2755856B1 (fr) * | 1996-11-21 | 1999-01-29 | Merck Clevenot Laboratoires | Microcapsules de chitine ou de derives de chitine contenant une substance hydrophobe, notamment un filtre solaire et procede de preparation de telles microcapsules |
-
2000
- 2000-04-28 NO NO20002309A patent/NO20002309L/no not_active Application Discontinuation
- 2000-05-05 DE DE60029672T patent/DE60029672T2/de not_active Expired - Fee Related
- 2000-05-05 AT AT00109584T patent/ATE334723T1/de not_active IP Right Cessation
- 2000-05-05 EP EP00109584A patent/EP1051963B1/en not_active Expired - Lifetime
- 2000-05-05 ES ES00109584T patent/ES2269040T3/es not_active Expired - Lifetime
- 2000-05-08 CA CA002307721A patent/CA2307721A1/en not_active Abandoned
- 2000-05-09 US US09/567,652 patent/US6338838B1/en not_active Expired - Fee Related
- 2000-05-10 CN CN00108286A patent/CN1274577A/zh active Pending
- 2000-05-11 BR BR0002414-7A patent/BR0002414A/pt not_active IP Right Cessation
- 2000-05-11 JP JP2000137933A patent/JP2000351721A/ja active Pending
- 2000-05-11 ID IDP20000396D patent/ID25985A/id unknown
- 2000-05-11 AU AU34032/00A patent/AU779064B2/en not_active Ceased
- 2000-05-12 KR KR1020000025458A patent/KR20000077250A/ko not_active Ceased
- 2000-05-26 TW TW089110266A patent/TW536406B/zh active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0610026A1 (en) * | 1993-02-03 | 1994-08-10 | Dow Corning Corporation | Cosmetics with enhanced adherence to the skin |
| US5876699A (en) * | 1996-05-14 | 1999-03-02 | Disomma; Joseph | Sunblock composition suitable for sensitive skin areas |
Also Published As
| Publication number | Publication date |
|---|---|
| DE60029672D1 (de) | 2006-09-14 |
| ATE334723T1 (de) | 2006-08-15 |
| DE60029672T2 (de) | 2007-10-31 |
| KR20000077250A (ko) | 2000-12-26 |
| EP1051963B1 (en) | 2006-08-02 |
| NO20002309L (no) | 2000-11-13 |
| ES2269040T3 (es) | 2007-04-01 |
| US6338838B1 (en) | 2002-01-15 |
| CN1274577A (zh) | 2000-11-29 |
| TW536406B (en) | 2003-06-11 |
| EP1051963A1 (en) | 2000-11-15 |
| JP2000351721A (ja) | 2000-12-19 |
| NO20002309D0 (no) | 2000-04-28 |
| ID25985A (id) | 2000-11-16 |
| BR0002414A (pt) | 2001-01-02 |
| AU3403200A (en) | 2000-11-23 |
| CA2307721A1 (en) | 2000-11-12 |
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