TWI436780B - 油溶性有機uv吸收劑之水性濃縮產物形式 - Google Patents
油溶性有機uv吸收劑之水性濃縮產物形式 Download PDFInfo
- Publication number
- TWI436780B TWI436780B TW097125521A TW97125521A TWI436780B TW I436780 B TWI436780 B TW I436780B TW 097125521 A TW097125521 A TW 097125521A TW 97125521 A TW97125521 A TW 97125521A TW I436780 B TWI436780 B TW I436780B
- Authority
- TW
- Taiwan
- Prior art keywords
- weight
- following formula
- oil
- mixture
- patent application
- Prior art date
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 68
- 239000006096 absorbing agent Substances 0.000 title claims description 31
- 239000000203 mixture Substances 0.000 claims description 118
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 41
- 239000000178 monomer Substances 0.000 claims description 34
- -1 Hexyl ester Chemical class 0.000 claims description 31
- 239000002245 particle Substances 0.000 claims description 26
- 229920000642 polymer Polymers 0.000 claims description 24
- 239000002537 cosmetic Substances 0.000 claims description 23
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 17
- 239000004815 dispersion polymer Substances 0.000 claims description 15
- XVAMCHGMPYWHNL-UHFFFAOYSA-N bemotrizinol Chemical compound OC1=CC(OCC(CC)CCCC)=CC=C1C1=NC(C=2C=CC(OC)=CC=2)=NC(C=2C(=CC(OCC(CC)CCCC)=CC=2)O)=N1 XVAMCHGMPYWHNL-UHFFFAOYSA-N 0.000 claims description 12
- 239000006185 dispersion Substances 0.000 claims description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 9
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000003945 anionic surfactant Substances 0.000 claims description 5
- 125000002091 cationic group Chemical group 0.000 claims description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 5
- 239000002671 adjuvant Substances 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 239000003093 cationic surfactant Substances 0.000 claims description 4
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 4
- 230000005855 radiation Effects 0.000 claims description 4
- 238000010526 radical polymerization reaction Methods 0.000 claims description 4
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 claims description 3
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- VQMHSKWEJGIXGA-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-6-dodecyl-4-methylphenol Chemical compound CCCCCCCCCCCCC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O VQMHSKWEJGIXGA-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 241001465754 Metazoa Species 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 claims description 3
- 150000008366 benzophenones Chemical class 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 3
- 150000001907 coumarones Chemical class 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 229960004697 enzacamene Drugs 0.000 claims description 3
- 150000003872 salicylic acid derivatives Chemical class 0.000 claims description 3
- 230000037072 sun protection Effects 0.000 claims description 3
- JQKOUPZLFGRFLI-UHFFFAOYSA-N (1,2,2-trimethylcyclohexyl) 2-hydroxybenzoate Chemical compound CC1(C)CCCCC1(C)OC(=O)C1=CC=CC=C1O JQKOUPZLFGRFLI-UHFFFAOYSA-N 0.000 claims description 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims description 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 2
- QMNWYGTWTXOQTP-UHFFFAOYSA-N 1h-triazin-6-one Chemical compound O=C1C=CN=NN1 QMNWYGTWTXOQTP-UHFFFAOYSA-N 0.000 claims description 2
- VSXIZXFGQGKZQG-UHFFFAOYSA-N 2-cyano-3,3-diphenylprop-2-enoic acid Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)O)C1=CC=CC=C1 VSXIZXFGQGKZQG-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- VTQVLCXOOIFPBB-UHFFFAOYSA-N 4-ethyl-5-hexyl-1H-triazin-6-one Chemical compound C(C)C1=C(C(NN=N1)=O)CCCCCC VTQVLCXOOIFPBB-UHFFFAOYSA-N 0.000 claims description 2
- OPJWDTJWRVTWDT-UHFFFAOYSA-N 5-methoxy-4-phenyltriazine;3,4,5-triethyl-2-hexoxyphenol Chemical compound COC1=CN=NN=C1C1=CC=CC=C1.CCCCCCOC1=C(O)C=C(CC)C(CC)=C1CC OPJWDTJWRVTWDT-UHFFFAOYSA-N 0.000 claims description 2
- YACRFEXWSHUVEL-UHFFFAOYSA-N C(C1=CC=CC=C1)(=O)OCCCCCC.OC1=C(C(=O)NN(CC)CC)C=CC=C1 Chemical compound C(C1=CC=CC=C1)(=O)OCCCCCC.OC1=C(C(=O)NN(CC)CC)C=CC=C1 YACRFEXWSHUVEL-UHFFFAOYSA-N 0.000 claims description 2
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000001851 cinnamic acid derivatives Chemical class 0.000 claims description 2
- 229930003836 cresol Natural products 0.000 claims description 2
- 230000000254 damaging effect Effects 0.000 claims description 2
- 229940068171 ethyl hexyl salicylate Drugs 0.000 claims description 2
- 229960004881 homosalate Drugs 0.000 claims description 2
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 2
- 229960001173 oxybenzone Drugs 0.000 claims description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 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
- ASSMGKPSRMQHGD-UHFFFAOYSA-N C.C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 Chemical compound C.C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 ASSMGKPSRMQHGD-UHFFFAOYSA-N 0.000 claims 1
- 229940100498 polysilicone-15 Drugs 0.000 claims 1
- 229920002282 polysilicones-15 Polymers 0.000 claims 1
- 150000003852 triazoles Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 63
- 239000000839 emulsion Substances 0.000 description 57
- 239000008367 deionised water Substances 0.000 description 36
- 229910021641 deionized water Inorganic materials 0.000 description 36
- 239000003921 oil Substances 0.000 description 35
- 238000002360 preparation method Methods 0.000 description 34
- 238000009472 formulation Methods 0.000 description 30
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 25
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 24
- 238000003756 stirring Methods 0.000 description 23
- 239000004615 ingredient Substances 0.000 description 20
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 19
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 18
- 239000011541 reaction mixture Substances 0.000 description 18
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 238000000338 in vitro Methods 0.000 description 13
- 239000004926 polymethyl methacrylate Substances 0.000 description 13
- 238000010998 test method Methods 0.000 description 13
- 239000004904 UV filter Substances 0.000 description 12
- 235000010323 ascorbic acid Nutrition 0.000 description 12
- 229960005070 ascorbic acid Drugs 0.000 description 12
- 239000011668 ascorbic acid Substances 0.000 description 12
- 238000004364 calculation method Methods 0.000 description 12
- 239000012071 phase Substances 0.000 description 12
- 239000012966 redox initiator Substances 0.000 description 12
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 11
- 230000000475 sunscreen effect Effects 0.000 description 11
- 229960004101 bemotrizinol Drugs 0.000 description 10
- 229910052760 oxygen Inorganic materials 0.000 description 10
- 239000000516 sunscreening agent Substances 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 9
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000006210 lotion Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical group CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 5
- 229910010413 TiO 2 Inorganic materials 0.000 description 5
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Chemical group CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 5
- 230000001681 protective effect Effects 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002453 shampoo Substances 0.000 description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 239000002585 base Chemical class 0.000 description 3
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 3
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000002296 dynamic light scattering Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 239000000825 pharmaceutical preparation Substances 0.000 description 3
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical compound CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 125000003282 alkyl amino group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 150000001565 benzotriazoles Chemical class 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000002781 deodorant agent Substances 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 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 description 2
- 229960000655 ensulizole Drugs 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000003676 hair preparation Substances 0.000 description 2
- 230000009931 harmful effect Effects 0.000 description 2
- 238000000265 homogenisation Methods 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000004530 micro-emulsion Substances 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 239000007764 o/w emulsion Substances 0.000 description 2
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 2
- 229960000601 octocrylene Drugs 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 2
- FHHJDRFHHWUPDG-UHFFFAOYSA-L peroxysulfate(2-) Chemical compound [O-]OS([O-])(=O)=O FHHJDRFHHWUPDG-UHFFFAOYSA-L 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 2
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 2
- UUISYJUNTJUVCT-UHFFFAOYSA-N (2-methoxy-1-phenylhexyl)benzene Chemical compound C(CCC)C(C(C1=CC=CC=C1)C1=CC=CC=C1)OC UUISYJUNTJUVCT-UHFFFAOYSA-N 0.000 description 1
- KDGNCLDCOVTOCS-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OOC(C)(C)C KDGNCLDCOVTOCS-UHFFFAOYSA-N 0.000 description 1
- 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 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
- 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 description 1
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 description 1
- CTEOYJLSXIAJNN-UHFFFAOYSA-N 1,1-bis[(2-methylpropan-2-yl)oxy]cyclohexane Chemical compound CC(C)(C)OC1(OC(C)(C)C)CCCCC1 CTEOYJLSXIAJNN-UHFFFAOYSA-N 0.000 description 1
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- KBKGPMDADJLBEM-UHFFFAOYSA-N 1-(4-pentylphenyl)ethanone Chemical compound CCCCCC1=CC=C(C(C)=O)C=C1 KBKGPMDADJLBEM-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- LWRXNMLZNDYFAW-UHFFFAOYSA-N 1-octylperoxyoctane Chemical compound CCCCCCCCOOCCCCCCCC LWRXNMLZNDYFAW-UHFFFAOYSA-N 0.000 description 1
- IHWDSEPNZDYMNF-UHFFFAOYSA-N 1H-indol-2-amine Chemical compound C1=CC=C2NC(N)=CC2=C1 IHWDSEPNZDYMNF-UHFFFAOYSA-N 0.000 description 1
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 description 1
- OVJGYUVBHOVELE-UHFFFAOYSA-N 2,5-dimethylhex-3-yne Chemical compound CC(C)C#CC(C)C OVJGYUVBHOVELE-UHFFFAOYSA-N 0.000 description 1
- SVOOLPVCRRCUDC-UHFFFAOYSA-N 2-(1-benzofuran-2-yl)-5-tert-butyl-1,3-benzoxazole Chemical compound C1=CC=C2OC(C=3OC4=CC=C(C=C4N=3)C(C)(C)C)=CC2=C1 SVOOLPVCRRCUDC-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- QSFTWOJPCWPORR-UHFFFAOYSA-N 2-(2-tert-butylperoxypropan-2-ylperoxy)-2-methylpropane Chemical compound CC(C)(C)OOC(C)(C)OOC(C)(C)C QSFTWOJPCWPORR-UHFFFAOYSA-N 0.000 description 1
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- LIZVXGBYTGTTTI-UHFFFAOYSA-N 2-[(4-methylphenyl)sulfonylamino]-2-phenylacetic acid Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(C(O)=O)C1=CC=CC=C1 LIZVXGBYTGTTTI-UHFFFAOYSA-N 0.000 description 1
- JLCTUGNTSLBAND-UHFFFAOYSA-N 2-[4-(2-hydroxy-4-octoxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazin-2-yl]-5-octoxyphenol Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C1=NC(C=2C=CC(OC)=CC=2)=NC(C=2C(=CC(OCCCCCCCC)=CC=2)O)=N1 JLCTUGNTSLBAND-UHFFFAOYSA-N 0.000 description 1
- KXTAOXNYQGASTA-UHFFFAOYSA-N 2-benzylidenepropanedioic acid Chemical class OC(=O)C(C(O)=O)=CC1=CC=CC=C1 KXTAOXNYQGASTA-UHFFFAOYSA-N 0.000 description 1
- RSROEZYGRKHVMN-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;oxirane Chemical compound C1CO1.CCC(CO)(CO)CO RSROEZYGRKHVMN-UHFFFAOYSA-N 0.000 description 1
- ORWUQAQITKSSRZ-UHFFFAOYSA-N 2-hydroxyethyl 4-[bis[2-(2-hydroxyethoxy)ethyl]amino]benzoate Chemical compound OCCOCCN(CCOCCO)C1=CC=C(C(=O)OCCO)C=C1 ORWUQAQITKSSRZ-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical group OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 description 1
- QRIQYQXNFSXNGR-UHFFFAOYSA-N 3,3,6,6,9,9-hexamethyl-1,2,4,5-tetraoxonane Chemical compound CC1(C)CCC(C)(C)OOC(C)(C)OO1 QRIQYQXNFSXNGR-UHFFFAOYSA-N 0.000 description 1
- KCYXUPSQDTWHIJ-UHFFFAOYSA-N 3-(1-benzofuran-2-yl)-2-cyanoprop-2-enoic acid Chemical compound C1=CC=C2OC(C=C(C(=O)O)C#N)=CC2=C1 KCYXUPSQDTWHIJ-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- KKEUGGZODLCCTR-UHFFFAOYSA-N 3-methyl-5-(trifluoromethyl)-4h-1,2-oxazol-5-ol Chemical compound CC1=NOC(O)(C(F)(F)F)C1 KKEUGGZODLCCTR-UHFFFAOYSA-N 0.000 description 1
- HJLGQPREWJFXII-UHFFFAOYSA-N 4-(1-benzofuran-2-yl)aniline Chemical compound C1=CC(N)=CC=C1C1=CC2=CC=CC=C2O1 HJLGQPREWJFXII-UHFFFAOYSA-N 0.000 description 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 1
- KKJKXQYVUVWWJP-JLHYYAGUSA-N 4-[(e)-(4,7,7-trimethyl-3-oxo-2-bicyclo[2.2.1]heptanylidene)methyl]benzenesulfonic acid Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C\C1=CC=C(S(O)(=O)=O)C=C1 KKJKXQYVUVWWJP-JLHYYAGUSA-N 0.000 description 1
- DZLOUWYGNATKKZ-UHFFFAOYSA-N 4-ethoxycinnamic acid Natural products CCOC1=CC=C(C=CC(O)=O)C=C1 DZLOUWYGNATKKZ-UHFFFAOYSA-N 0.000 description 1
- HDQAWGREPCMZMW-UHFFFAOYSA-N 4-ethyl-2-[(4-methoxyphenyl)methylidene]octanoic acid;octyl 2-methoxy-3-phenylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(OC)=CC1=CC=CC=C1.CCCCC(CC)CC(C(O)=O)=CC1=CC=C(OC)C=C1 HDQAWGREPCMZMW-UHFFFAOYSA-N 0.000 description 1
- OPPHXULEHGYZRW-UHFFFAOYSA-N 4-methoxy-2,4-dimethyl-2-phenyldiazenylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC1=CC=CC=C1 OPPHXULEHGYZRW-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- WRELJKQRATWBSE-UHFFFAOYSA-N C(C)(C)(C)OOC1(OOCC(C1)(C)OOC(C)(C)C)C Chemical compound C(C)(C)(C)OOC1(OOCC(C1)(C)OOC(C)(C)C)C WRELJKQRATWBSE-UHFFFAOYSA-N 0.000 description 1
- LNRIBIFTBJLRPN-UHFFFAOYSA-N C(CCCCCCCCC)[PH2]=O Chemical compound C(CCCCCCCCC)[PH2]=O LNRIBIFTBJLRPN-UHFFFAOYSA-N 0.000 description 1
- MRVMYADNGYSZFD-UHFFFAOYSA-N CC(C)C.CC(C)C.[N] Chemical compound CC(C)C.CC(C)C.[N] MRVMYADNGYSZFD-UHFFFAOYSA-N 0.000 description 1
- XZKDOOSWQYBWPG-UHFFFAOYSA-N CC1=C(C(C2=CC=CC=C2)OOC(C2=C(C=CC=C2)C)C2=CC=CC=C2)C=CC=C1 Chemical compound CC1=C(C(C2=CC=CC=C2)OOC(C2=C(C=CC=C2)C)C2=CC=CC=C2)C=CC=C1 XZKDOOSWQYBWPG-UHFFFAOYSA-N 0.000 description 1
- KTLHHTPZYOJFBX-UHFFFAOYSA-N CCOOS(=O)(=O)C1CCCCC1 Chemical compound CCOOS(=O)(=O)C1CCCCC1 KTLHHTPZYOJFBX-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BTEJNOXJSMLYAY-UHFFFAOYSA-N ClC1=C(C(C2=CC=CC=C2)OOC(C2=C(C=C(C=C2)Cl)Cl)C2=CC=CC=C2)C=CC(=C1)Cl Chemical group ClC1=C(C(C2=CC=CC=C2)OOC(C2=C(C=C(C=C2)Cl)Cl)C2=CC=CC=C2)C=CC(=C1)Cl BTEJNOXJSMLYAY-UHFFFAOYSA-N 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- VCIGOPSBZHAKHI-UHFFFAOYSA-N N(=NC(CNC(C)(CO)CO)(C)C)C(CNC(C)(CO)CO)(C)C Chemical compound N(=NC(CNC(C)(CO)CO)(C)C)C(CNC(C)(CO)CO)(C)C VCIGOPSBZHAKHI-UHFFFAOYSA-N 0.000 description 1
- 241000047703 Nonion Species 0.000 description 1
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000288906 Primates Species 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- DBNJSZYFWVVQBO-UHFFFAOYSA-N SOOS Chemical compound SOOS DBNJSZYFWVVQBO-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- UBNYRXMKIIGMKK-UHFFFAOYSA-N amiloxate Chemical compound COC1=CC=C(C=CC(=O)OCCC(C)C)C=C1 UBNYRXMKIIGMKK-UHFFFAOYSA-N 0.000 description 1
- UBNYRXMKIIGMKK-RMKNXTFCSA-N amiloxate Chemical compound COC1=CC=C(\C=C\C(=O)OCCC(C)C)C=C1 UBNYRXMKIIGMKK-RMKNXTFCSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000003788 bath preparation Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- WPKWPKDNOPEODE-UHFFFAOYSA-N bis(2,4,4-trimethylpentan-2-yl)diazene Chemical compound CC(C)(C)CC(C)(C)N=NC(C)(C)CC(C)(C)C WPKWPKDNOPEODE-UHFFFAOYSA-N 0.000 description 1
- YEAYGXLRPMKZBP-KQGICBIGSA-N bis(2-hydroxyethyl)azanium;(e)-3-(4-methoxyphenyl)prop-2-enoate Chemical compound OCCNCCO.COC1=CC=C(\C=C\C(O)=O)C=C1 YEAYGXLRPMKZBP-KQGICBIGSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- DTGWMJJKPLJKQD-UHFFFAOYSA-N butyl 2,2-dimethylpropaneperoxoate Chemical group CCCCOOC(=O)C(C)(C)C DTGWMJJKPLJKQD-UHFFFAOYSA-N 0.000 description 1
- USPADFUBVAGYOJ-UHFFFAOYSA-N butyl 2-ethylhexanoate Chemical group CCCCOC(=O)C(CC)CCCC USPADFUBVAGYOJ-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 150000004683 dihydrates Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- FDENMIUNZYEPDD-UHFFFAOYSA-L disodium [2-[4-(10-methylundecyl)-2-sulfonatooxyphenoxy]phenyl] sulfate Chemical compound [Na+].[Na+].CC(C)CCCCCCCCCc1ccc(Oc2ccccc2OS([O-])(=O)=O)c(OS([O-])(=O)=O)c1 FDENMIUNZYEPDD-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 229940116441 divinylbenzene Drugs 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- CBZHHQOZZQEZNJ-UHFFFAOYSA-N ethyl 4-[bis(2-hydroxypropyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=C(N(CC(C)O)CC(C)O)C=C1 CBZHHQOZZQEZNJ-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- 239000013020 final formulation Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229960004198 guanidine Drugs 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical group CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- QUPCNWFFTANZPX-UHFFFAOYSA-N hydrogen peroxide;1-methyl-4-propan-2-ylcyclohexane Chemical compound OO.CC(C)C1CCC(C)CC1 QUPCNWFFTANZPX-UHFFFAOYSA-N 0.000 description 1
- 230000003165 hydrotropic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004715 keto acids Chemical class 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- PABHEXWDYRTPBQ-VQHVLOKHSA-N methyl (e)-3-[2,5-di(propan-2-yl)phenyl]prop-2-enoate Chemical compound COC(=O)\C=C\C1=CC(C(C)C)=CC=C1C(C)C PABHEXWDYRTPBQ-VQHVLOKHSA-N 0.000 description 1
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WHQSYGRFZMUQGQ-UHFFFAOYSA-N n,n-dimethylformamide;hydrate Chemical compound O.CN(C)C=O WHQSYGRFZMUQGQ-UHFFFAOYSA-N 0.000 description 1
- DNYZBFWKVMKMRM-UHFFFAOYSA-N n-benzhydrylidenehydroxylamine Chemical compound C=1C=CC=CC=1C(=NO)C1=CC=CC=C1 DNYZBFWKVMKMRM-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
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229960001679 octinoxate Drugs 0.000 description 1
- 229960003921 octisalate Drugs 0.000 description 1
- WCJLCOAEJIHPCW-UHFFFAOYSA-N octyl 2-hydroxybenzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1O WCJLCOAEJIHPCW-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- XRQKARZTFMEBBY-UHFFFAOYSA-N oxiran-2-ylmethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1CO1 XRQKARZTFMEBBY-UHFFFAOYSA-N 0.000 description 1
- BSCHIACBONPEOB-UHFFFAOYSA-N oxolane;hydrate Chemical compound O.C1CCOC1 BSCHIACBONPEOB-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- AFDXODALSZRGIH-UHFFFAOYSA-N p-coumaric acid methyl ether Natural products COC1=CC=C(C=CC(O)=O)C=C1 AFDXODALSZRGIH-UHFFFAOYSA-N 0.000 description 1
- QRMPKOFEUHIBNM-UHFFFAOYSA-N p-dimethylcyclohexane Natural products CC1CCC(C)CC1 QRMPKOFEUHIBNM-UHFFFAOYSA-N 0.000 description 1
- LXTZRIBXKVRLOA-UHFFFAOYSA-N padimate a Chemical compound CCCCCOC(=O)C1=CC=C(N(C)C)C=C1 LXTZRIBXKVRLOA-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- WPPLKRDOKPISSC-UHFFFAOYSA-N pentyl 2,2-dimethylpropaneperoxoate Chemical group CCCCCOOC(=O)C(C)(C)C WPPLKRDOKPISSC-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical group CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 239000002437 shaving preparation Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000008833 sun damage Effects 0.000 description 1
- 230000036561 sun exposure Effects 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- AYNNSCRYTDRFCP-UHFFFAOYSA-N triazene Chemical compound NN=N AYNNSCRYTDRFCP-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008307 w/o/w-emulsion Substances 0.000 description 1
- 150000003732 xanthenes Chemical class 0.000 description 1
Classifications
-
- 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
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
-
- 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
- A61K8/496—Triazoles or their condensed derivatives, e.g. benzotriazoles
-
- 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
- A61K8/4966—Triazines or their condensed derivatives
-
- 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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon 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
- A61K8/81—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
- A61K8/72—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
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/893—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by an alkoxy or aryloxy group, e.g. behenoxy dimethicone or stearoxy dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/18—Antioxidants, e.g. antiradicals
-
- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Biochemistry (AREA)
- Cosmetics (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
本發明係關於一種濃縮水性聚合物分散物,其粒徑小於1000nm,包含油溶性有機紫外線吸收劑,其係藉由乙烯系不飽和單體及在紫外線吸收劑之存在下之雜相自由基聚合反應而製備,其中紫外線吸收劑對聚合物載體之重量比例為每100份聚合物載體大於50份紫外線吸收劑。
本發明另一方面內係關於一種製備此類具有紫外線吸收劑含量之水性分散物之方法。根據此方法所製備之水性分散物為用於化妝品應用、較佳為防曬品之有用成份。
只有少數經註冊之紫外線濾光片係為以水相而用於化妝品紫外線防護。可惜的是,此等紫外線吸收劑之用途相當有限。例如,習知的紫外線吸收劑苯基苯並咪唑磺酸(PBSA)僅可用於非常小的pH範圍>7.2。特徵為皮膚中性pH的調配物因此無法供此等紫外線濾光片使用。
同時,習知的是,紫外線濾光片在油及水相中之均衡組合相較於僅包括紫外線濾光片在油或水相中之調配物顯示特別高的防護效果。然而,此類調配物顯示些微抗水性。
頃發現藉由乙烯系不飽和單體及在紫外線吸收劑之存在下之雜相自由基聚合反應而製備的粒徑小於1000nm的
濃縮水性聚合物分散物,其中紫外線吸收劑與聚合物載體間之重量比例為每100份聚合物載體大於50份紫外線吸收劑,顯示超乎預期高的防曬功效和正面皮膚觸感。
本發明一方面內容係關於平均粒徑小於1000nm的濃縮水性聚合物分散物的用途,其包括(a)聚合物載體,其係藉由至少一種乙烯系不飽和單體及在油溶性紫外線吸收劑之存在下進行雜相自由基聚合反應而製備(b)油溶性有機紫外線吸收劑係選自對-胺基苯甲酸衍生物;水楊酸衍生物;二苯甲酮衍生物;二苯基丙酸酯衍生物;苯並呋喃衍生物;聚合紫外線吸收劑,其包括一或多種有機矽基團;肉桂酸衍生物;樟腦衍生物;s-三嗪衍生物;三苯胺基-s-三嗪衍生物;鄰胺基苯甲酸薄荷酯;以及苯並***衍生物;其中油溶性有機紫外線吸收劑(b)對聚合物載體(a)的重量比例為每100份載體大於50份紫外線吸收劑;其係用於保護人和動物毛髮以及皮膚抗紫外線照射的損害效應。
較佳者,具可溶性有機紫外線吸收劑的聚合物載體在分散液中之濃度為自20%至60%b.w.。
視需要,可以添加非離子、陽離子或陰離子界面活性劑,較佳添加非離子或陽離子界面活性劑。
較佳者,可以使用一種以上的乙烯系不飽和單體。當聚合反應係使用二或更多種單體進行時,至少一種單體可
帶有二個不飽和官能基,以提供某種程度之交聯。例如,二官能基單體之數量可在0.5至20%重量,其係以單體混合物的總重為基準。
較佳者為濃縮水性聚合物分散物之用途,其中油溶性有機紫外線吸收劑對聚合物載體的重量比例為每100份等於或大於80份,更佳者為每100份大於100份,以及最佳者為每100份大於120份。
本發明一特定具體實例中,油溶性紫外線吸收劑對聚合物載體的重量比例為自每100份聚合物載體500份紫外線吸收劑至每100份聚合物載體100份紫外線吸收劑。
較佳者,平均粒徑為小於500nm,更佳者為小於250nm。
液滴(油/水乳化物)以及粒子(聚合物分散液)尺寸可藉由使用動力光散射(DLS)技術(亦為習知的光關聯性光譜(PSC)或似彈性光散射(QELS))加以測量。對此類測量而言,例如可使用具固定散射角為90°的NICOMP粒徑(NICOMP模型380,粒徑系統,Santa Barbara,CA,USA)。此測量導致平均直徑DINT
(強度加權(intensity weighted))。
濃縮水性聚合物分散物的總固體含量例如為大於20%重量,例如大於30%重量,以及較佳大於40%重量,其係以水性分散物之總重量為基準。在一特佳的具體實例中,總固體含量為大於50%重量,其係以水性分散物之總重量為基準。
作為本發明成份(b)之油溶性紫外線吸收劑為選自不同
種類的習知有機紫外線濾光片。此類保護性物質被敘述於,例如,GB-A-2,286,774或者於化妝&化妝用品(Cosmetics & Toiletries)(107),50 et seq.(1992)係習知者。
以下化合物例如為對-胺基苯甲酸衍生物:4-胺基苯甲酸(PABA);下式的乙基二羥基丙基-PABA;下式的PEG-25-PABA,其中m,n以及x具有相同意義且每一者最大為25;下式的辛基二甲基PABA;以及下式的胺基苯甲酸甘胺醯酯
以下化合物為水楊酸衍生物之實例:下式的水楊酸均薄菏酯;下式的三乙醇胺水楊酸酯;下式的對-二甲基胺基苯甲酸戊酯;下式的水楊酸辛酯;以及下式的4-異丙基苯甲基水楊酸
酯
以下化合物為二苯甲酮衍生物之實例:二苯甲酮-3-(2-羥基-4-甲氧基二苯甲酮),二苯甲酮-4-(2-羥基-4-甲氧基二苯甲酮-5-磺酸)以及二苯甲酮-8-(2,2'-二羥基-4-甲氧基二苯甲酮)。
以下化合物為二苯基丙烯酸酯衍生物之實例:奧克立林(octocrylene)(2-乙基已基-2-氰基-3,3'-二苯基丙烯酸酯)以及奧克立林(乙基-2-氰基-3,3'-二苯基丙烯酸酯)。
以下化合物為苯並呋喃衍生物之實例:3-(苯並呋喃基)-2-氰基丙烯酸酯,2-(2-苯並呋喃基)-5-三級-丁基苯並噁唑以及2-(對-胺基苯基)苯並呋喃以及特別是下式化合物或
以下化合物為包含一或多更個有機矽基團之聚合紫外線吸收劑之實例:亞苄基丙二酸酯衍生物,特別是下式的化合物,其中R24
為氫或甲氧基以及
r約為7;下式的化合物;或
以下化合物為肉桂酸酯之實例:甲氧基肉桂酸辛酯(4-甲氧基肉桂酸2-乙基己酯),二乙醇胺甲氧基肉桂酸酯(4-甲氧基肉桂酸之二乙醇胺鹽),對-甲氧基肉桂酸異戊酯(4-乙氧基肉桂酸2-異戊酯),2,5-二異丙基甲基肉桂酸酯和肉桂酸醯胺衍生物。
以下化合物為樟腦衍生物之實例:4-甲基-亞苄基樟腦[3-(4'-甲基)亞苄基-茨烷-2-酮],3-亞苄基樟腦(3-亞苄基-茨烷-2-酮),聚丙烯醯胺甲基亞苄基樟腦{N-[2(及4)-2-氧基茨烷-3-亞基-甲基)苄基]丙烯醯胺聚合物},三甲基胺-亞苄基樟腦硫酸酯[3-(4'-三甲基銨)-亞苄基-茨烷-2-酮甲基硫酸酯],對苯二亞甲基(terephthalydene)二樟腦磺酸{3,3'-(1,
4-伸苯基二次甲基)-雙(7,7-二甲基-2-氧基-二環[2.2.1]庚烷-1-甲烷磺酸}或其鹽,以及亞苄基樟腦磺酸[3-(4'-磺基)亞苄基茨烷-2-酮]或其鹽。
以下化合物為三苯胺基-s-三嗪衍生物之實例:辛基三嗪-[2,4,6-三苯胺基-(對-碳(-2'-乙基-1'-氧基)-1,3,5-三嗪,以及三苯胺基-s-三嗪衍生物,其係敘述於US-A-5 332 568,US-A-5 252 323,WO 93/17002以及WO 97/03642及EP-A-0 517 104。
以下化合物為s-三嗪化合物:2-(4’-甲氧基苯基)-4,6-雙(2’-羥基-4’-正-辛氧基苯基)-1,3,5-三嗪;2,4-雙{[4-(3-(2-丙基氧基)-2-羥基丙基氧基)-2-羥基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-雙{[4-(2-乙基己基氧基)-2-羥基]苯基}-6-[4-(2-甲氧基乙基羧基)苯基胺基]-1,3,5-三嗪;2,4-雙{[4-(三(三甲基矽氧基甲矽烷基丙基氧基)-2-羥基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-雙{[4-(2"甲基丙烯基氧基)-2-羥基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-雙{[4-(1',1',1',3',5',5',5'-七甲基三甲矽烷基-2"-甲基丙基氧基)-2-羥基]苯基}-6-(4-甲氧基苯基)-1,3,5-三嗪;2,4-雙{[4-(3-(2-丙基氧基)-2-羥基丙基氧基)-2-羥基]苯基}-6-[4-乙基羧基)-苯基胺基]-1,3,5-三嗪;或2,4-雙{[4-(2-乙基已
基氧基)-2-羥基]苯基}-6-(1-甲基吡咯-2-基)-1,3,5-三嗪。
以下化合物為苯並***之實例:2-(2-羥基-5-甲基-苯基)苯並***以及苯並***基十二烷基對-甲酚。
本發明一較佳具體實例中,使用以下的紫外線吸收劑:(b1
)下式(1)的甲氧基肉桂酸乙基己酯
(b2
)下式(2)的雙-乙基己基氧基酚甲氧基苯基三嗪
(b3
)下式(3)的苯並***基十二烷基對-甲酚
(b4
)下式(4)的丁基甲氧基二苯甲醯基甲烷
(b5
)下式(5)的2-氰基-3,3-二苯基丙烯酸(2-乙基己酯)
(b6
)下式(6)的三-乙基己基氧基酚甲氧基苯基三嗪
(b7
)下式(7)的二苯甲酮-3
(b8
)下式(8)的二苯甲酮-4
(b9
)下式(9)的聚矽氧-15
(b10
)下式(10)的二乙基胺基羥基苯甲醯胺己基苯甲酸酯
(b11
)下式(11)的二乙基己基丁醯胺三嗪酮
(b12
)下式(12)的甲酚曲唑三矽氧烷
(b13
)下式(13)的乙基己基二甲基PABA
(b14
)下式(14)的水楊酸乙基己酯(b15
)下式(15)的乙基己基三嗪酮
(b16
)下式(16)的水楊酸三甲環己酯(Homosalate)
(b17
)下式(17)的對-甲氧基肉桂酸異戊酯
(b18
)下式(18)的4-甲基亞苄基樟腦或(b1
)至(b18
)的混合物。
較佳者,使用式(2)的紫外線吸收劑(b2
)。
本發明一較佳具體實例中,使用紫外線吸收劑混合物。
較佳使用以下紫外線吸收劑混合物:-式(1),(2)以及(3)的紫外線吸收劑(b1
),(b2
)以及(b3
)
的混合物-式(4)及(5)的紫外線吸收劑(b4
)及(b5
)的混合物;-式(1)及(2)的紫外線吸收劑(b1
)及(b2
)的混合物;-式(2)及(6)的紫外線吸收劑(b2
)及(b6
)的混合物;-式(2)及(3)的紫外線吸收劑(b2
)及(b3
)的混合物;-式(2),(3)以及(6)的紫外線吸收劑(b2
),(b3
)以及(b6
)的混合物。
在一較佳具體實例中,在室溫及大氣壓力下,油溶性有機紫外線吸收劑(b)具有的水溶性小於1%,較佳小於0.1%,以及最佳小於0.01%重量。
在水中溶解度和在單體液滴中的溶解度的正確均衡對聚合結果有深遠的影響。因此,油溶性有機紫外線吸收劑的極性也可以log p表示。
分離係數(partition coefficient)log p(辛醇/水)係廣為用於評鑑化學化合物對環境衝擊的參數。其計算被敘述於W.M.Meylan,P.H.Howard在J.醫藥科學(J.Pharmaceutical Sciences)84,(1995),第83-92頁中。
在本發明內容中,油溶性有機紫外線吸收劑具有的log p值較佳為大於log p=2。
例如,乙烯系不飽和單體係選自由苯乙烯,經取代之苯乙烯,共軛二烯,丙烯醛,乙酸乙烯酯,乙烯基吡咯酮,乙烯基咪唑,順丁烯二酸酐,(烷基)丙烯酸酐,(烷基)丙烯酸鹽,(烷基)丙烯酸酯,(烷基)丙烯腈,(烷基)丙烯醯胺,乙烯基鹵化物或偏鹵乙烯。
例如,乙烯系不飽和單體為式(19)化合物CH2
=C(Ra)-(C=Z)-Rb
,其中Z為O或S;Ra
為氫;或C1
-C4
烷基;Rb
為NH2
;O-
(Me+
);縮水甘油基;未經取代之C1
-C18
烷氧基;被至少一個N及/或氧原子間斷之C2
-C100
烷氧基,或經羥基-取代之C1
-C18
烷氧基;未經取代之C1
-C18
烷基胺基;二(C1
-C18
烷基)胺基;經羥基-取代之C1
-C18
烷基胺基或經經基-取代之二(C1
-C18
烷基)胺基;-O-CH2
-CH2
-N(CH3
)2
;或-O-CH2
-CH2
-N+
H(CH3
)2
An-
;An-
為單價有機或無機酸之陰離子;以及Me為單價金屬原子或銨離子。
特定乙烯系不飽和單體之實例為苯乙烯,異-丁基甲基丙烯酸酯,環己基甲基丙烯酸酯,羥基乙基甲基丙烯酸酯,甲基甲基丙烯酸酯,苄基甲基丙烯酸酯,乙烯基甲苯,正-丁基丙烯酸酯,三級-丁基丙烯酸酯,甲基丙烯酸酯,乙基丙烯酸酯,丙基丙烯酸酯,己基丙烯酸酯或羥基乙基丙烯酸酯。
特別合適單體混合物為羥基乙基甲基丙烯酸酯,甲基甲基丙烯酸酯,環己基甲基丙烯酸酯,乙烯基甲苯,甲基甲基丙烯酸酯,異丁基甲基丙烯酸酯之混合物。
陰離子An-
所衍生之酸之實例為C1
-C12
羧酸,有機磺酸,例如CF3
SO3
H或CH3
SO3
H,礦物酸,例如HC1,HBr
或HI,含氧酸(oxo acids),例如HClO4
或錯合酸,例如HPF6
或HBF4
。
作為被至少一個氧原子間斷之C2
-C100
烷氧基之Ra
實例為式,其中Rc
為C1
-C25
烷基,苯基或被C1
-C18
烷基取代之苯基,以及Rd
為氫或甲基且v為1至50的數目。
此等單體例如為藉由相對應烷氧基化醇類或酚類之丙烯酸化作用而衍生自非離子界面活性劑,此重覆單元可衍生自環氧乙烷,環氧丙烷或其混合物。
合適的丙烯酸酯或甲基丙烯酸酯單體的進一步實例如下所示。
An-
較佳為C1-
,Br-
或-
O3
S-CH3
。
進一步的丙烯酸酯單體為, 或Me+
,其中Ra
如式(19)所定義者。
丙烯酸酯以外的合適單體之實例為,
較佳者,Ra
為氫;或甲基,Rb
為NH2
;縮水甘油酯;未經取代或經羥基取代之C1
-C4
烷氧基;未經取代之C1
-C4
烷基胺基;二(C1
-C4
烷基)胺基;經羥基-取代之C1
-C4
烷基胺基;或經羥基-取代之二(C1
-C4
烷基)胺基;以及Z為氧。
丙烯酸酯和甲基丙烯酸酯典型為C1
-C18
烷基酯。
較佳者為濃縮水性聚合物分散物,其中乙烯系不飽和單體係選自由以下所組成之群組:C1
-C18
丙烯酸酯,C1
-C18
甲基丙烯酸酯,丙烯酸,(甲基)丙烯酸,苯乙烯,乙烯基甲苯,羥基-官能基丙烯酸酯或(甲基)丙烯酸酯,丙烯酸酯或(甲基)丙烯酸酯,其係衍生自烷氧基化醇類和多官能基丙烯酸酯或(甲基)丙烯酸酯或其混合物。
特別有用的甲基丙烯酸酯為異-丁基甲基丙烯酸酯,環己基甲基丙烯酸酯。
在一特定的具體實例中,濃縮水性聚合物分散物係製備於至少二個以上單體和至少一個為二官能基或多官能基的單體之混合物,以致於可得獲致經交聯聚合物。二官能基或多官能基的單體之數量例如為自0.5至20重量%,其係以單體總量為基準。
二官能基或多官能基的單體之典型實例為二乙烯基-苯,乙二醇二丙烯酸酯,丁二醇二丙烯酸酯,二乙二醇二丙烯酸酯,三羥甲基丙烷三丙烯酸酯,三羥甲基丙烷-乙氧基化物(1EO/OH)-三丙烯酸酯,甘油-丙氧基化物(1PO/OH)三丙烯酸酯,新戊四醇-丙氧基化物-三丙烯酸酯,新戊四醇-三丙烯酸酯(PETIA),三羥甲基丙烷三丙烯酸酯(TMPTA),或新戊四醇四丙烯酸酯(PETA)。
單體或單體混合物較佳具有低水溶性,其係低於5%重量,更佳低於0.5%重量,以及最佳低於0.1%重量。
製備粒徑小於1000nm的濃縮水性聚合物分散物係依WO 2005/23878中所揭示者為習知方式加以製備,其包括
在油溶性紫外線吸收劑之存在下藉雜相自由基聚合反應聚合至少一種乙烯系不飽和單體的步驟;其中有機紫外線吸收劑對由乙烯系不飽和單體形成的聚合物載體的重量比例為每100份聚合物載體大於50份紫外線吸收劑。
製備濃縮水性聚合物分散物之方法包括以下步驟(i)溶解、乳化或分散油溶性有機紫外線吸收劑(b)於至少一種乙烯系不飽和單體(a);(ii)製備該紫外線吸收劑(b)溶解、乳化或分散於至少一種乙烯系不飽和單體(a)中的傳統o/w乳化物;(iii)將該傳統乳化物均質化成為小型乳化物,其中有機相液滴具有平均粒徑低於1000nm;(iv)藉添加聚合起始劑聚合該小型乳化物;其中油溶性有機紫外線吸收劑(b)對由乙烯系不飽和單體形成的聚合物載體(a)的重量比例大於每100份聚合物載體50份紫外線吸收劑。
在步驟ii)中,較佳額外有非離子、陽離子或陰離子界面活性劑。
一般而言,較佳為陰離子和非離子界面活性劑。
視需要可存在其他水相混容溶劑,通常為小於10%重量,其係以水含量為基準。有用於本發明之實例助溶劑可選自由以下所組成之群組:脂肪醇類,二醇類,醚類,二醇醚類,吡咯烷,N-烷基吡咯烷二酮(N-alkyl pyrrolidinone),N-烷基吡咯烷酮,聚乙二醇,聚丙二醇,醯胺,羧酸及其鹽類,酯類,有機硫化物,亞碸,碸,醇
衍生物,羥基醚衍生物,例如丁基卡必醇或賽路蘇,胺基醇,酮,以及類似者,以及其衍生物。特定實例包括甲醇,乙醇,丙醇,二噁烷,乙二醇,丙二醇,二乙二醇,甘油,二丙二醇,四氫呋喃,和其他水溶性或水相混容材料和其混合物。
較佳者為水,水醇混合物,水乙二醇或丙二醇混合物,水丙酮,水四氫呋喃或水二甲基甲醯胺混合物。
可添加的合適的界面活性劑或表面活性化合物係為此技藝所習知者。所使用數量範圍一般為自0.01%重量至10%重量,其係以單體為基準。
可用於本發明之典型界面活性劑為非離子、陽離子或陰離子型。
陰離子界面活性劑的實例為C12
-C18
烷基磺酸的鹼和銨鹽,琥珀酸之二烷基酯或乙氧基化烷醇的硫酸半酯。
此等化合物係為習知者如來自US 4 269 749,且大部分商品項目例如為商標名為Dowfax2A1(Dow Chemical Company)者。
非離子界面活性劑例如為脂肪系或芳脂肪系化合物,例如乙氧基化酚(單、二、三),其乙氧基化程度為3至50且烷基範圍為C4
-C9
,乙氧基化長鏈醇或聚環氧乙烷/聚環氧丙烷嵌段共聚物。
再者,保護性膠體例如聚乙烯醇,澱粉,纖維素衍生物或包含乙烯基吡咯烷酮的共聚物可根據步驟b)被加入以形成傳統水包油乳化物。進一步實例係敘述於“Houben-
Weyl,Methoden der Organischen Chemie,Band XIV/1,Makromolekulare Stoffe,G.Thieme Verlag Stuttgart 1961,第411-420頁”。
均質步驟ii)及iii)通常係藉由應用機械攪拌(轉子/定子分散器),接著藉使用高力分散置設如超音波設備(J.Dispersion Sci.Technology 2002,23(1-3),333-349)或高壓均質機(APV Gaulin homogenizer;Microfluidizer)而進行。乳化作用/均質作用可以連續或批次方式進行。用於此目的裝置係為習知者,例如為US 5,108,654中所述者。
聚合步驟iv)可藉由添加自由基聚合起始劑而進行。
較佳者,自由基起始劑存在量為自0.01重量-%自20重量-%,更佳為自0.1重量-%自10重量-%,以及最佳者為自0.2重量-%至5重量-%,其係以單體或單體混合物為基準。
聚合起始劑可以批次或連續方式加入反應混合物中。
較佳者,自由基起始劑為雙-偶氮化合物,過氧化物或氫過氧化物。
特定較佳自由基來源為2,2’-偶氮雙異丁腈,2,2’-偶氮雙(2-甲基-丁腈),2,2’-偶氮雙(2,4-二甲基戊腈),2,2’-偶氮雙(4-甲氣基-2,4-二甲基戊腈),1,1’-偶氮雙(1-環己烷甲腈),2,2’-偶氮雙(異丁醯胺)二水合物,2-苯基偶氮-2,4-二甲基-4-甲氧基戊腈,二甲基-2,2’-偶氮雙異丁酸酯,2-(胺基甲醯偶氮)異丁腈,2,2’-偶氮雙(2,4,4-三甲基戊烷),2,2’-偶
氮雙(2-甲基丙烷),2,2’-偶氮雙(N,N’-二伸甲基異丁脒),自由鹼或鹽酸鹽,2,2’-偶氮雙(2-脒基丙烷),自由鹼或鹽酸鹽,2,2’-偶氮雙{2-甲基-N-[1,1-雙(羥基甲基)乙基]丙醯胺}或2,2’-偶氮雙{2-甲基-N-[1,1-雙(羥基甲基)-2-羥基乙基]丙醯胺;乙醯基環己烷磺醯基過氧化物,二異丙基過氧基二碳酸酯,三級戊基過氧次癸酸酯,三級-丁基過氧次葵酸酯,三級-丁基過氧化新戊酸酯,三級-戊基過氧化新戊酸酯,雙(2,4-二氯苯甲醯基)過氧化物,二異壬醯基過氧化物,二癸醯基過氧化物,二辛醯基過氧化物,二月桂醯基過氧化物,雙(2-甲基苯甲醯基)過氧化物,二琥珀酸過氧化物,二乙醯基過氧化物,二苯甲醯基過氧化物,三級-丁基過2-乙基己酸酯,雙-(4-氯苯甲醯基)-過氧化物,三級-丁基過異丁酸酯,三級-丁基過順丁烯二酸酯(permaleinate),1,1-雙(三級-丁基過氧基)-3,5,5-三甲基環己烷,1,1-雙(t-丁基過氧基)環己烷,三級-丁基過氧基異丙基碳酸酯,三級-丁基過異壬酸酯,2,5-二甲基己烷2,5-二苯甲酸酯,三級-丁基過乙酸酯,三級-戊基過苯甲酸酯,三級-丁基過甲酸酯,2,2-雙(三級-丁基過氧基)丁烷,2,2雙(三級-丁基過氧基)丙烷,二枯基過氧化物,2,5-二甲基己烷-2,5-二-三級-丁基過氧化物,3-三級-丁基過氧基3-苯基酞內酯,二-三級-戊基過氧化物,α,α’-雙(三級-丁過氧基異丙基)苯,3,5-雙(三級-丁基過氧基)3,5-二甲基1,2-二噁茂烷
(dioxolane),二-三級-丁基過氧化物,2,5-二甲基己炔2,5-二-三級丁基過氧化物,3,3,6,6,9,9-六甲基1,2,4,5-四氧雜環壬烷,對-孟烷氫過氧化物,蒎烷(pinane)氫過氧化物,二異丙基苯單-α-氫過氧化物,異丙苯氫過氧化物或三級-丁基氫過氧化物。
也可能使用鐵-化合物或鈷-化合物與次硫酸鹽或次硫酸氫鹽之過氧鹽或鹽之組合。此等組合係為習知的氧化還原系統。
聚合反應溫度視所使用的起始劑而定。通常,聚合反應溫度範圍為5℃至95℃,較佳為30℃至90°。如果施加壓力,則溫度可提升至120℃,然而,在常壓下聚合係常見方法。
或者,聚合反應可藉光起始劑和電磁照射,特別是光化照射而啟動。
適合用於本發明方法之光起始劑為原則上當被電磁波照射而形成一或多個自由基之任何化合物和混合物。此等包括由複數個起始劑以及可獨立作用或相乘作用之系統組成之起始劑系統。除了助起始劑之外,例如胺,硫醇,硼酸鹽,烯醇化物,膦,羧酸化物和咪唑,也可能使用敏化劑,例如吖啶,氧雜蒽(xanthenes),三氮烯(thiazenes),香豆素,噻噸酮,三嗪以及染料。此類化合物和起始劑系統可於例如以下文獻中發現:Crivello J.V.,Dietliker K.K.,(1999):Chemistry & Technology of紫外線& EB式tion for Coatings,Inks & Paints,以及Bradley G.(ed.)Vol.3:
Photoinitiators for Free Radical and Cationic Polymerisation 2nd Edition,John Wiley & Son Ltd。適合用於本發明方法步驟b)之光起始劑可為具有不飽和基團之起始劑或不具有此基團之起始劑。
此類化合物和衍生物係衍生自,例如,以下類別化合物:安息香,二苯基乙二酮縮醛,苯乙酮,羥基烷基苯酮,胺基烷基苯酮,醯基膦氧化物,醯基膦硫化物,醯基氧基亞胺酮,經烷基胺基取代之酮,例如Michler'
s酮,過氧基化合物,二腈化合物,鹵化苯乙酮,苯基乙醛酸酯(phenylglyoxalate),二聚合苯基乙醛酸酯,二苯甲酮,肟和肟酯,噻噸酮,香豆素,二茂鐵,鈦茂(titanocenes),鎓鹽,锍鹽,錪鹽,重氮鹽,硼酸鹽,三嗪,雙咪唑,聚矽烷和染料。也可以使用上述類別化合物互相之間之組合以及與相對應助起始劑系統/或敏化劑之組合。
在聚合反應完成之後,揮發性成份,主要為水,可在不會造成粒子聚集之下被除去。聚合物粒子因此可以視需要輕易被再分散。
可使用標準方法例如噴乾而進行揮發成份之蒸發。
本發明濃縮水性聚合物分散物特別適合作為紫外線濾光片,亦即用於防護對紫外線敏感的有機材料,特別是人和動物之皮膚和毛髮不受紫外線照射之有害效應。
此等分散物因此適合作為化妝品、醫藥品和獸醫藥物之防曬品。
本發明另一方面內容因此為一種化妝品組合物,其係
包括:(a)根據申請專利範圍第1項之濃縮水性聚合物分散物;以及(b)化妝學上可接受之載體。
本發明之化妝調配物或醫藥組成物可額外地包括一或多種另外的紫外線濾光片,如表2所示:
本發明化妝品組成物較佳係用於預防人毛髮或皮膚不受紫外線照射之有害效應。
化妝品組成物可較佳用於水性環保/介質/調配物;-用於防曬因子(SPF)之改良;-用於增加紫外線濾光片之數量;以及-用於抗水性之改良。
化妝或醫藥製備物可為,例如膏狀物,膠,乳液,醇性和水/醇溶液,乳化物,蠟/脂組成物,黏著製備物,粉末或軟膏。除了以上所述紫外線濾光片之外,化妝或醫藥製備物可包含另外的佐劑,如下所示。
作為含水及含油乳化物(例如W/O,O/W,O/W/O以及W/O/W乳化物或微乳化物),該製備物包含,例如自0.1至30%重量,較佳自0.1至15%重量,以及特佳為自0.5至10%重量,其係以組成物之總重為基準,的本發明之水性聚合物分散物,
自1至60%重量,較佳自5至50%重量,以及特佳為自10至35%重量,其係以組成物之總重為基準,的至少一種油組份,自0至30%重量,較佳自1至30%重量,以及特佳為自4至20%重量,其係以組成物之總重為基準,的至少一種乳化劑,自10至90%重量,較佳自30至90%重量,其係以組成物之總重為基準,的水,以及自0至88.9%重量,較佳自1至50%重量,另一種化
妝學上可接受佐劑。
本發明化妝或醫藥組作物/製備物也可包含一或多種額外的化合物如脂肪醇,脂肪酸酯,天然或合成三酸甘油酯,其包括甘油酯和衍生物,珍珠蠟,烴油,聚矽氧烷或矽氧烷(有機取代之聚矽氧烷),氟化或全氟化油,乳化劑,佐劑和添加劑,加脂劑(super-fatting agents),界面活性劑,一致性調節劑/增稠劑和流變改質劑,聚合物,生物活性組份,去味活性組份,抗頭皮屑劑,抗氧化劑,增溶劑(hydrotropic agents),防腐劑,細菌抑制劑,香水油,著色劑,聚合珠或中空球如SPF增進劑。
化妝或醫藥調配物被包含於多種化妝製備物中。列入考慮者例如為以下之製備物:護膚製備物,沐浴製備物,化妝個人防護製備物,護足製備物,防光製備物,皮膚曬色(skin-tanning)製備物,退色製備物,驅昆蟲劑,除臭劑,止汗劑,用於清洗和防護玷污皮膚清製備物,呈化學形式之除毛髮製備物,刮鬍製備物,香水製備物,化妝毛髮處理製備物。
最終調配物可以範圍廣泛的形式呈現,例如:-呈液態製備物,例如W/O,O/W,O/W/O,W/O/W或PIT乳化物和所有微乳化物,-呈膠狀物形式,-呈油,膏狀物,牛奶或乳液形式,
-呈粉末,軟膏,錠劑或補充(make-up)形式,-呈桿狀形式,-呈噴霧形式(以推進劑氣體噴霧或泵作用噴霧)或氣溶膠,-呈發泡體形式,或-呈膏狀物形式。
用於皮膚之特別重要的化妝製備物為防曬製備物,例如防曬液(sun milks),乳液,乳膏,油,防曬物或防曬品(tropicals),預曬(pretanning)製備物或日曬後製備物,也包括皮膚曬色(skin-tanning)製備物,例如,自行曬黑乳膏。特別有興趣者為防曬膏,防曬乳液,防曬液和呈噴霧形式的防曬製備物。
作為皮膚用之化妝製備物中特別重要者為上述用於毛髮處理的製備,特別是為洗髮精,毛髮調理劑形式之洗髮製備物,護髮製備物,例如預處理製備物,護髮精(hair tonics),造型膏,造型膠,潤髮劑(pomades),潤髮(hair rinses),處理品(treatment packs),深沈毛髮處理(intensive hair treatments),直髮製備物,液體毛髮定型製備物,髮泡沫和噴髮劑。特別重要者為為洗髮精形式之洗髮製備物。
此類調配物中之其他典型的成份為防腐劑,殺菌劑和抑菌劑,香水,染料,顏料,增稠劑,保濕劑,濕潤劑,脂肪,油,蠟或其他化妝和個人防護調配物的典型成份,例如醇類,聚醇類,聚合物,電解質,有機溶劑,矽酮衍
生物,潤膚劑或乳化界面活性劑,分散劑,抗氧化劑,抗刺激劑,和抗炎性劑等。
根據本發明之化妝製備物之特點為防護皮膚不受陽光損害效應的優良效果。
以下實施例係例示本發明。
以下油溶性紫外線吸收劑經測試關於其防曬產品之功效:
為了製備安定的油/水乳化物,將由由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於20克甲基丙烯酸甲酯(MMA),1.6克硬脂基甲基丙烯酸酯(SMA)和0.06克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入1.6克十二烷硫酸鈉在56.5克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱
至55℃,接著將氧化還原起始劑(溶於3克去離子水之0.06克抗壞血酸,稀釋於0.5克去離子水之0.25毫升雙氧水(35%))加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為141nm。
化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的活性含量為20wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於16克甲基丙烯酸甲酯(MMA),1.6克g硬脂基甲基丙烯酸酯(SMA)和0.05克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入1.6克十二烷硫酸鈉在56.5克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於3克去離子水之0.08克抗壞血酸,稀釋於0.5克去離子水之0.32毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 m濾器過濾。所得粒子尺寸為182nm。
化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的活性含量為24wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於20克丙烯酸乙酯(EA),1.6克硬脂基甲基丙烯酸酯(SMA)和0.06克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入1.6克十二烷硫酸鈉在56.5克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於3克去離子水之0.06克抗壞血酸,稀釋於0.5克去離子水之0.25毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為156nm。
化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的活性含量為20wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將由以下成份所組成之
混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於16克丙烯酸乙酯(EA),1.6克硬脂基甲基丙烯酸酯(SMA)和0.05克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入1.6克十二烷硫酸鈉在56.5克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於3克去離子水之0.08克抗壞血酸,稀釋於0.5克去離子水之0.32毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為199nm。
化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的活性含量為24wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於40克甲基丙烯酸甲酯(MMA),4.8克硬脂基甲基
丙烯酸酯(SMA)和0.12克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在115克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於3克去離子水之0.2克抗壞血酸,稀釋於2.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為170nm。
化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的活性含量為20wt%,其係以乳化物之總重量為基準。
以下樣品係製備於單體混合物(Mix I),其包含11%羥基乙基甲基丙酸酯,15%乙烯基甲苯,15%環己基甲共丙烯酸酯,28%甲基丙烯酸甲酯和31%異-丁基甲基丙烯酸酯。
為了製備安定的油/水乳化物,將由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於40克Mix 1,3.2克硬脂基甲基丙烯酸酯(SMA)和
0.12克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為198nm。化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的最終活性含量為20wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於40克Mix 1,3.2克硬脂基甲基丙烯酸酯(SMA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化
物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為198nm。化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的最終活性含量為20wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將由以下成份所組成之混合物(紫外線-Mix 1):65份化合物(101),10份化合物(102),以及25份化合物(103)
溶於40克Mix 1,3.2克硬脂基甲基丙烯酸酯(SMA)和0.06克十二基硫醇(DDM)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。
所得粒子尺寸為198nm。化合物(101),(102)及(103)的油溶性紫外線吸收劑混合物的最終活性含量為20wt%,其係以乳化物之總重量為基準。
以類似於實施例A1至A8之方式,使用以下油溶性紫外線濾光片或油溶性紫外線濾光片混合物,以如上所述般製備安定乳化物:
以類似於實施例A1至A104,使用上述油溶性紫外線濾光片[化合物(101)至(106)]以及其混合物[(紫外線-Mix 1)至(紫外線-Mix10)]於製備安定乳化物,如以下製備實施例所示:
為了製備安定的油/水乳化物,將選自[化合物(101)至(106)]之油溶性紫外線濾光片或選自[(紫外線-Mix 1)至(紫外線-Mix10)]之油溶性紫外線濾光片混合物溶於34.2克甲基丙烯酸甲酯(MMA),3.04克硬脂基甲基丙烯酸酯(SMA)和0.76克甲基丙烯酸(MAA)和0.11克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克
去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為198nm。油溶性紫外線吸收劑混合物的最終活性含量為20 wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將選自[化合物(101)至(106)]之油溶性紫外線濾光片或選自[(紫外線-Mix 1)至(紫外線-Mix10)]之油溶性紫外線濾光片混合物溶於76克甲基丙烯酸甲酯(MMA)和0.11克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為198nm。
油溶性紫外線吸收劑混合物的最終活性含量為20wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將選自[化合物(101)至(106)]之油溶性紫外線濾光片或選自[(紫外線-Mix 1)至(紫外線-Mix10)]之油溶性紫外線濾光片混合物溶於76克甲基丙烯酸甲酯(MMA)和1.14克丁二醇二丙烯酸酯(BDDA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為198nm。油溶性紫外線吸收劑混合物的最終活性含量為20wt%,其係以乳化物之總重量為基準。
為了製備安定的油/水乳化物,將選自[化合物(101)至(106)]之油溶性紫外線濾光片或選自[(紫外線-Mix 1)至(紫外線-Mix10)]之油溶性紫外線濾光片混合物溶於76克甲
基丙烯酸甲酯(MMA)和1.14克三羥甲基丙烷三丙烯酸酯(TMPTA)。此油相被滴加入10.3克DisponilFES 32 IS(31重量%活性,Cognis Deutschland GmbH&Co.KG)在110克去離子水中之攪拌溶液中。在攪拌30分鐘及超音波轉變之後,得到平均液滴尺寸小於250nm之動力安定乳化物。將此乳化物加熱至55℃,接著將氧化還原起始劑(溶於5克去離子水之0.2克抗壞血酸,稀釋於5.0克去離子水之0.81毫升雙氧水(35%)加入反應混合物。藉由機械攪拌器持續攪拌反應混合物,並維持在55℃達3小時,然後冷卻至室溫(RT),並經由20 μm過濾器過濾。所得粒子尺寸為198nm。油溶性紫外線吸收劑混合物的最終活性含量為20wt%,其係以乳化物之總重量為基準。
在攪拌之下將紫外線吸收聚甲基丙烯酸甲酯(PMMA)聚合物併入化妝調配物之水相中:
SPF8(5% OCR;0,9% BMDBM,0,8% Tinosorb S)
將來自基礎調配物1於30 to 40℃之下及攪拌下併入基礎調配物1。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
O/W陰離子SPF10(5% OCR;2.5% BMDBM,1.7% Tinosorb S)
在50至60℃及攪拌下分別將成份B4,B5以及B6併入調配物2。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其
經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
O/W陰離子性SPF25(10% OCR;2.6% BMDBM,2.5% Tinosorb S,1.6% TiO2
)
在50至60℃及攪拌下分別將成份B7,B8以及B9併入調配物3。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
使用VITRO-SKIN
N-19作為基材,根據IMS,Inc.活體外非常抗水測試方法進行
活體外SPF非常抗水(VWR)評估
W/O SPF10(5% OCR;2,5% BMDBM,1,7% Tinosorb S)
在50至60℃及攪拌下分別將成份B10,B11以及B12併入調配物4。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析
器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,PaPer12進行。
W/O SPF25(10% OCR;2.6% BMDBM,2.5% Tinosorb S,1.6% TiO2
)
在50至60℃及攪拌下分別將成份B13,B14以及B15併入調配物5。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka etal.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
根據國際防曬因子(International Sun Protection Factor)(SPF)測試方法(COLIPA,2006年5月(篩選))以及Colipa Recommendation No.11-SPF分類/上限(OLIPA,2002年6月),進行樣品活體內測試。
O/W非離子性SPF10(5% OCR;2,5% BMDBM,1,7% Tinosorb S)
在50至60℃及攪拌下分別將成份B16,B17以及B18併入調配物6。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其
經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
O/W非離子性SPF25(10% OCR;2,6% BMDBM,2,5% Tinosorb S,1,6% TiO2
)
在50至60℃及攪拌下分別將成份B19,B20以及B21併入調配物7。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
O/W膠SPF10(5% OCR;2.5% BMDBM,1.7% Tinosorb S)
在50至60℃及攪拌下分別將成份B22,B23以及B24併入調配物8。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
在50至60℃及攪拌下分別將成份B25以及B26併入調配物9。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
在50至60℃及攪拌下分別將成份B27以及B28併入調配物10。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
在50至60℃及攪拌下分別將成份B29以及B30併入調配物11。
以1.4毫克/平方公分之濃度將樣品施用於經噴砂之PMMA板(由Helioscience,Marseille,France輸送),其經Atlas CPS+照射器之照射且於Optometrics SPF 290分析器測試。該測試程序係根據DIN 67502進行。活體外SPF之計算係根據M.Wloka et al.,Proceedings of the 8th
International Conference,The Royal Society,London,Paper12進行。
Claims (16)
- 一種平均粒徑小於1000nm的水性聚合物分散物的用途,該水性聚合物分散物包括(a)聚合物載體,其係藉由至少一種乙烯系不飽和單體及在以下油溶性有機紫外線吸收劑之存在下進行雜相自由基聚合反應而製備(b)油溶性有機紫外線吸收劑,其係選自由以下所組成之群組:(b1 )以下式(1)之甲氧基肉桂酸乙基己酯
- 根據申請專利範圍第1項之用途,其中濃縮水性聚合物分散物的平均粒徑小於500nm。
- 根據申請專利範圍第1或2項之用途,其包括額外的非離子、陽離子或陰離子界面活性劑。
- 根據申請專利範圍第1或2項之用途,其中油溶性紫外線吸收劑(b)對聚合物載體(a)之重量比例為等於或大於80份/100份。
- 根據申請專利範圍第1項之用途,其中係使用紫外線吸收劑(b2 )。
- 根據申請專利範圍第1項之用途,其中係使用式(1)、(2)和(3)之紫外線吸收劑(b1 ),(b2 )和(b3 )之混合物。
- 根據申請專利範圍第1項之用途,其中係使用式(4)和(5)之紫外線吸收劑(b4 )和(b5 )之混合物。
- 根據申請專利範圍第1項之用途,其中係使用式(1) 和(2)之紫外線吸收劑(b1 )和(b2 )之混合物。
- 根據申請專利範圍第1項之用途,其中係使用式(2)和(6)之紫外線吸收劑(b2 )和(b6 )之混合物。
- 根據申請專利範圍第1項之用途,其中係使用式(2)和(3)之紫外線吸收劑(b2 )和(b3 )之混合物。
- 根據申請專利範圍第1項之用途,其中係使用式(2)、(3)和(6)之紫外線吸收劑(b2 ),(b3 )和(b3 )之混合物。
- 根據申請專利範圍第1或2項之用途,其中紫外線吸收劑(b)在室溫及大氣壓力下之水溶解度為小於1%重量。
- 根據申請專利範圍第1或2項之用途,其中乙烯系不飽和單體係選自由以下所組成之群組:C1 -C18 丙烯酸酯,C1 -C18 甲基丙烯酸酯,丙烯酸,(甲基)丙烯酸,苯乙烯,乙烯基甲苯,羥基-官能基丙烯酸酯或(甲基)丙烯酸酯,丙烯酸酯或(甲基)丙烯酸酯,其係衍生自烷氧基化醇類和多官能基丙烯酸酯或(甲基)丙烯酸酯或其混合物。
- 一種化妝品組成物,其包括以組成物之總重為基準,自0.1至30%重量之具平均粒徑小於1000nm的水性聚合物分散物,其包含(a)聚合物載體,其係藉由至少一種乙烯系不飽和單體及在以下油溶性有機紫外線吸收劑之存在下進行雜相自由基聚合反應而製備(b)油溶性有機紫外線吸收劑,其係選自以下類別:對胺基苯甲酸衍生物;水楊酸衍生物;二苯甲酮衍生物;二苯基丙烯酸酯衍生物;苯並呋喃衍生物;聚合紫外線吸 收劑,其包括一或多種有機矽基團;肉桂酸衍生物;樟腦衍生物;s-三嗪衍生物;三苯胺基-s-三嗪衍生物;鄰胺基苯甲酸薄荷酯;以及苯並***衍生物;其中油溶性有機紫外線吸收劑(b)對聚合物載體(a)的重量比例為每100份載體大於50份紫外線吸收劑;以組成物之總重為基準,自1至60%重量、尤其為自5至50%重量、以及較佳為自10至35%重量之至少一種油組分,以組成物之總重為基準,自0至30%重量、尤其為自1至30%重量、以及較佳為自4至20%重量之至少一種乳化劑,以組成物之總重為基準,自10至90%重量、尤其為自30至90%重量的水,以及自0至88.9%重量、尤其為自1至50%重量之另一種化妝學上可接受的佐劑。
- 一種根據申請專利範圍第1項之聚合物分散物之用途,其係用於改良防曬因子(SPF)。
- 一種根據申請專利範圍第14項之化妝品組成物之用途,其係用於改良抗水性。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07112033 | 2007-07-09 | ||
EP07118883 | 2007-10-19 | ||
EP08152378 | 2008-03-06 |
Publications (2)
Publication Number | Publication Date |
---|---|
TW200904476A TW200904476A (en) | 2009-02-01 |
TWI436780B true TWI436780B (zh) | 2014-05-11 |
Family
ID=39651029
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW097125521A TWI436780B (zh) | 2007-07-09 | 2008-07-07 | 油溶性有機uv吸收劑之水性濃縮產物形式 |
Country Status (12)
Country | Link |
---|---|
US (1) | US11103733B2 (zh) |
EP (1) | EP2162113B1 (zh) |
JP (1) | JP5507455B2 (zh) |
KR (1) | KR20100039395A (zh) |
CN (2) | CN104800098A (zh) |
AU (1) | AU2008274380B2 (zh) |
BR (1) | BRPI0814502B1 (zh) |
ES (1) | ES2646273T3 (zh) |
GB (1) | GB2453195A (zh) |
MX (1) | MX2010000042A (zh) |
TW (1) | TWI436780B (zh) |
WO (1) | WO2009007264A2 (zh) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8119698B2 (en) | 2008-06-30 | 2012-02-21 | Conopco, Inc. | Sunscreen formula vanishing cream |
US8206730B2 (en) | 2008-06-30 | 2012-06-26 | Conopco, Inc. | Sunscreen composite particles and porous particles in cosmetic compostions |
US7892524B2 (en) | 2008-06-30 | 2011-02-22 | Conopco, Inc. | Sunscreen composite particles |
US7914772B2 (en) | 2008-06-30 | 2011-03-29 | Conopco, Inc. | Sunscreen composite particles dispersed in water-in-oil cosmetic compositions |
BRPI0805854A2 (pt) | 2008-10-10 | 2010-08-24 | Biolab Sanus Farmaceutica Ltda | sistema nanoparticulado, processo de preparaÇço do mesmo, uso do mesmo, composiÇço fotoproterora, processo de preparaÇço da mesma, mÉtodo de prevenÇço de doenÇas e distérbios da pele |
BRPI1000919A2 (pt) * | 2010-03-19 | 2011-11-08 | Inst Pesquisas Tech Sao Paulo | agente de proteção solar nanoestruturado e processo |
JP5058353B2 (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 |
JP5058351B2 (ja) * | 2010-04-13 | 2012-10-24 | 株式会社 資生堂 | 水中油型乳化組成物 |
JP5291729B2 (ja) | 2011-02-07 | 2013-09-18 | 株式会社 資生堂 | 日焼け止め化粧料 |
JP2012201664A (ja) * | 2011-03-28 | 2012-10-22 | Shiseido Co Ltd | 日焼け止め化粧料 |
WO2012168280A2 (en) * | 2011-06-08 | 2012-12-13 | Dsm Ip Assets B.V. | Cosmetic compositions |
US20140227205A1 (en) * | 2011-06-08 | 2014-08-14 | Dsm Ip Assets B.V. | Topical composition |
US20140219938A1 (en) * | 2011-06-08 | 2014-08-07 | Dsm Ip Assets B.V. | Sunscreens |
WO2012168281A2 (en) * | 2011-06-08 | 2012-12-13 | Dsm Ip Assets B.V. | Cosmetic compositions |
JP2014530859A (ja) | 2011-10-19 | 2014-11-20 | ローム アンド ハース カンパニーRohm And Haas Company | パーソナルケア活性物のカプセル化 |
US9295622B2 (en) | 2011-12-06 | 2016-03-29 | Mary Kay Inc. | Substantive sunscreen formulation |
US9549891B2 (en) | 2012-03-19 | 2017-01-24 | The Procter & Gamble Company | Superabsorbent polymers and sunscreen actives for use in skin care compositions |
EP2994201B1 (de) * | 2013-05-10 | 2017-12-20 | Basf Se | Mittel mit hohen mengen an uv-stabilisatoren |
WO2016210044A1 (en) * | 2015-06-24 | 2016-12-29 | Rohm And Haas Company | Particles containing ultraviolet absorber |
CA2988808C (en) | 2015-06-29 | 2021-05-25 | The Procter & Gamble Company | Superabsorbent polymers, waxes, oils, and starch powders for use in skincare compositions |
BR102015032894A2 (pt) * | 2015-12-29 | 2017-07-04 | Natura Cosméticos S.A. | Composition of butyl methoxidibenzoylmethane, dietilamino hydroxybenzoyl hexylbenzoate, ethyl hexyl salicylate, homosalate and nanoocapylene nanoencapsulated in non-structure of polymeric minimum film |
KR101833612B1 (ko) * | 2016-03-30 | 2018-02-28 | 선진뷰티사이언스(주) | 다량의 유기계 자외선 차단제를 함유하는 고분자 복합입자 및 그의 제조방법 |
CN107177318A (zh) * | 2017-06-08 | 2017-09-19 | 合肥华盖光伏科技有限公司 | 一种光伏eva胶膜及其制备方法 |
JP7267260B2 (ja) * | 2017-09-01 | 2023-05-01 | ビーエーエスエフ ソシエタス・ヨーロピア | 油溶性有機uv吸収剤の水性濃縮生成物形態 |
CN113583298B (zh) * | 2021-07-31 | 2022-08-12 | 华南理工大学 | 一种基于纳米氧化锌的低光催化活性紫外屏蔽剂及其制备方法与应用 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS516129A (ja) | 1974-07-01 | 1976-01-19 | Hitchiner Manufacturing Co | Kinzokuchuzo |
US4724240A (en) * | 1981-03-23 | 1988-02-09 | Wickhen Products, Inc. | Lattice-entrapped emollient-moisturizer composition |
JP2607401B2 (ja) * | 1991-03-22 | 1997-05-07 | 株式会社資生堂 | 日焼け防止化粧料の日焼け防止力改善方法 |
JP3539008B2 (ja) | 1995-10-25 | 2004-06-14 | 綜研化学株式会社 | 樹脂粒子の製造方法 |
DE19810268A1 (de) | 1998-03-10 | 1999-09-16 | Basf Ag | Stabilisatoren enthaltende Polymerdispersionen oder Polymerlösungen und daraus erhältliche Polymerpräparationen |
NO20002309L (no) | 1999-05-12 | 2000-11-13 | Hoffmann La Roche | Fotostabile kosmetiske lysavskjermende sammensetninger |
EP1127567B1 (de) * | 2000-02-17 | 2010-09-01 | Basf Se | Wässrige Dispersion wasserunlöslicher organischer UV-Filtersubstanzen |
DE10046927A1 (de) * | 2000-09-21 | 2002-04-25 | Basf Ag | Farbmittelhaltige wässrige Polymerdispersion |
DE10213957A1 (de) * | 2002-03-28 | 2003-10-09 | Beiersdorf Ag | Vernetzte kosmetische oder pharmazeutische phospholipidhaltige Gele und Emulsionen auf der Basis von ethylenoxidhaltigen oder propylenoxidhaltigen Emulgatoren |
ATE334654T1 (de) * | 2002-06-03 | 2006-08-15 | Ciba Sc Holding Ag | Vor uv-strahlen schützende zusammensetzungen |
US6926887B2 (en) * | 2002-09-17 | 2005-08-09 | The C.P. Hall Company | Photostabilizers, UV absorbers, and methods of photostabilizing a sunscreen composition |
EP1664128B1 (en) * | 2003-09-11 | 2009-01-21 | Ciba Holding Inc. | Water based concentrated product forms of light stabilizers made by a heterophase polymerization technique |
DE102004012576A1 (de) * | 2004-03-12 | 2005-09-29 | Basf Ag | Effektstoffe enthaltende wässrige Polymerdispersionen, Verfahren zu ihrer Herstellung und ihre Verwendung |
EP1851262A1 (de) * | 2005-02-09 | 2007-11-07 | Basf Aktiengesellschaft | Polymerzusammensetzungen und ihre verwendung zur herstellung von wirk- oder effektstoffzusammensetzungen |
US20080146448A1 (en) * | 2005-03-10 | 2008-06-19 | Basf Aktiengesellschaft | Aqueous Polymer Dispersions Comprising Effect Substances, Processes For Preparing Them And Their Use |
JP5238924B2 (ja) | 2006-11-09 | 2013-07-17 | 並木精密宝石株式会社 | 単結晶基板及び窒化物半導体単結晶の製造方法 |
US20100266517A1 (en) * | 2006-12-28 | 2010-10-21 | Avon Products. Inc. | Two-Coat Cosmetic Compositions |
KR20090127193A (ko) * | 2007-04-05 | 2009-12-09 | 바스프 에스이 | 선택 공중합체를 포함하는 선스크린 및 개인 위생 조성물 |
-
2008
- 2008-06-30 AU AU2008274380A patent/AU2008274380B2/en active Active
- 2008-06-30 WO PCT/EP2008/058356 patent/WO2009007264A2/en active Application Filing
- 2008-06-30 JP JP2010515466A patent/JP5507455B2/ja active Active
- 2008-06-30 CN CN201510085231.1A patent/CN104800098A/zh active Pending
- 2008-06-30 ES ES08774510.5T patent/ES2646273T3/es active Active
- 2008-06-30 EP EP08774510.5A patent/EP2162113B1/en active Active
- 2008-06-30 KR KR1020107002757A patent/KR20100039395A/ko active Search and Examination
- 2008-06-30 CN CN200880024052A patent/CN101686909A/zh active Pending
- 2008-06-30 MX MX2010000042A patent/MX2010000042A/es active IP Right Grant
- 2008-06-30 US US12/664,666 patent/US11103733B2/en active Active
- 2008-06-30 BR BRPI0814502-4A patent/BRPI0814502B1/pt active IP Right Grant
- 2008-07-02 GB GB0812024A patent/GB2453195A/en not_active Withdrawn
- 2008-07-07 TW TW097125521A patent/TWI436780B/zh active
Also Published As
Publication number | Publication date |
---|---|
AU2008274380B2 (en) | 2013-04-04 |
GB0812024D0 (en) | 2008-08-06 |
EP2162113B1 (en) | 2017-08-09 |
AU2008274380A1 (en) | 2009-01-15 |
US11103733B2 (en) | 2021-08-31 |
ES2646273T3 (es) | 2017-12-13 |
WO2009007264A3 (en) | 2009-09-03 |
BRPI0814502A2 (pt) | 2019-05-07 |
JP2010532812A (ja) | 2010-10-14 |
CN104800098A (zh) | 2015-07-29 |
WO2009007264A2 (en) | 2009-01-15 |
TW200904476A (en) | 2009-02-01 |
GB2453195A (en) | 2009-04-01 |
KR20100039395A (ko) | 2010-04-15 |
MX2010000042A (en) | 2010-02-28 |
EP2162113A2 (en) | 2010-03-17 |
US20100284950A1 (en) | 2010-11-11 |
JP5507455B2 (ja) | 2014-05-28 |
CN101686909A (zh) | 2010-03-31 |
BRPI0814502B1 (pt) | 2021-10-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
TWI436780B (zh) | 油溶性有機uv吸收劑之水性濃縮產物形式 | |
US6338838B1 (en) | Photostable cosmetic light screening compositions | |
EP1756168B1 (en) | Liquid dispersion polymer compositions, their preparation and their use | |
JP7267260B2 (ja) | 油溶性有機uv吸収剤の水性濃縮生成物形態 | |
JP2010523519A (ja) | 選択されたコポリマーを含んでいる日焼け止め剤及びパーソナルケア組成物 | |
KR100884223B1 (ko) | 액체 분산 중합체 조성물, 이의 제조방법 및 이의 용도 | |
CN109310890B (zh) | 含有乳胶粒子和uv吸收剂的组合物 | |
EP1709093A1 (de) | Acrylat-polymerisate auf basis von tert.-butylacrylat zur verwendung in sprayformulierungen | |
KR20070084425A (ko) | 에틸 메타크릴레이트 및 1종 이상의 모노에틸렌 불포화카르복실산의 공중합체를 함유하는 화장품 제제 | |
WO2002055045A1 (fr) | Compositions photoprotectrices a base de polymeres amphiphiles d'au moins un monomere a insaturation ethylenique a groupement sulfonique et comportant une partie hydrophobe | |
TW201828913A (zh) | 含有乳膠粒子及uv吸收劑之組合物 | |
WO2002055052A1 (fr) | Compositions autobronzantes a base de polymeres amphiphiles d'au moins un monomere a insaturation ethylenique a groupement sulfonique et comportant une partie hydrophobe | |
JP2004067926A (ja) | 紫外線吸収剤 |