JP2013216590A - Particles for cosmetic, and cosmetic - Google Patents
Particles for cosmetic, and cosmetic Download PDFInfo
- Publication number
- JP2013216590A JP2013216590A JP2012086329A JP2012086329A JP2013216590A JP 2013216590 A JP2013216590 A JP 2013216590A JP 2012086329 A JP2012086329 A JP 2012086329A JP 2012086329 A JP2012086329 A JP 2012086329A JP 2013216590 A JP2013216590 A JP 2013216590A
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- JP
- Japan
- Prior art keywords
- cosmetic
- particles
- meth
- acrylate
- fluorescent substance
- 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.)
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 66
- 239000002245 particle Substances 0.000 title claims abstract description 48
- 239000000126 substance Substances 0.000 claims abstract description 39
- 239000012780 transparent material Substances 0.000 claims abstract description 19
- 229910052761 rare earth metal Inorganic materials 0.000 claims abstract description 17
- 150000002910 rare earth metals Chemical class 0.000 claims abstract description 16
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 15
- 229910052693 Europium Inorganic materials 0.000 claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 14
- 229920005989 resin Polymers 0.000 claims abstract description 14
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 12
- 239000000178 monomer Substances 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 7
- 239000004925 Acrylic resin Substances 0.000 claims description 5
- 229920000178 Acrylic resin Polymers 0.000 claims description 5
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 4
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 4
- 230000000694 effects Effects 0.000 abstract description 9
- 239000003795 chemical substances by application Substances 0.000 abstract description 5
- 239000004615 ingredient Substances 0.000 abstract description 3
- 239000006097 ultraviolet radiation absorber Substances 0.000 abstract description 2
- 238000000149 argon plasma sintering Methods 0.000 abstract 1
- 229940124543 ultraviolet light absorber Drugs 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 34
- -1 nitrogen-containing organic compound Chemical class 0.000 description 27
- 230000000475 sunscreen effect Effects 0.000 description 14
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 13
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 12
- 239000000516 sunscreening agent Substances 0.000 description 11
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- 238000005259 measurement Methods 0.000 description 8
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 7
- 239000003446 ligand Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 239000006096 absorbing agent Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000007870 radical polymerization initiator Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- YRAJNWYBUCUFBD-UHFFFAOYSA-N 2,2,6,6-tetramethylheptane-3,5-dione Chemical compound CC(C)(C)C(=O)CC(=O)C(C)(C)C YRAJNWYBUCUFBD-UHFFFAOYSA-N 0.000 description 4
- 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 4
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 4
- 229910052692 Dysprosium Inorganic materials 0.000 description 4
- 125000005907 alkyl ester group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 125000005395 methacrylic acid group Chemical group 0.000 description 4
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 240000008415 Lactuca sativa Species 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 206010042496 Sunburn Diseases 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000003405 preventing effect Effects 0.000 description 3
- 239000011342 resin composition Substances 0.000 description 3
- 235000012045 salad Nutrition 0.000 description 3
- BVPKYBMUQDZTJH-UHFFFAOYSA-N 1,1,1-trifluoro-5,5-dimethylhexane-2,4-dione Chemical compound CC(C)(C)C(=O)CC(=O)C(F)(F)F BVPKYBMUQDZTJH-UHFFFAOYSA-N 0.000 description 2
- SHXHPUAKLCCLDV-UHFFFAOYSA-N 1,1,1-trifluoropentane-2,4-dione Chemical compound CC(=O)CC(=O)C(F)(F)F SHXHPUAKLCCLDV-UHFFFAOYSA-N 0.000 description 2
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 2
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- YNFBMDWHEHETJW-UHFFFAOYSA-N 2-pyridin-2-yl-1h-benzimidazole Chemical compound N1=CC=CC=C1C1=NC2=CC=CC=C2N1 YNFBMDWHEHETJW-UHFFFAOYSA-N 0.000 description 2
- GSOHKPVFCOWKPU-UHFFFAOYSA-N 3-methylpentane-2,4-dione Chemical compound CC(=O)C(C)C(C)=O GSOHKPVFCOWKPU-UHFFFAOYSA-N 0.000 description 2
- YIWTXSVNRCWBAC-UHFFFAOYSA-N 3-phenylpentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)C1=CC=CC=C1 YIWTXSVNRCWBAC-UHFFFAOYSA-N 0.000 description 2
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 2
- SQNZLBOJCWQLGQ-UHFFFAOYSA-N 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyloctane-3,5-dione Chemical compound CC(C)(C)C(=O)CC(=O)C(F)(F)C(F)(F)C(F)(F)F SQNZLBOJCWQLGQ-UHFFFAOYSA-N 0.000 description 2
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910052772 Samarium Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- FNVBALFTMLKFEC-UHFFFAOYSA-N bis(4-methyl-2-oxochromen-7-yl) phosphono phosphate Chemical compound CC1=CC(=O)OC2=CC(OP(=O)(OC3=CC=4OC(=O)C=C(C=4C=C3)C)OP(O)(O)=O)=CC=C21 FNVBALFTMLKFEC-UHFFFAOYSA-N 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000113 methacrylic resin Substances 0.000 description 2
- 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 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000013110 organic ligand Substances 0.000 description 2
- 229940059574 pentaerithrityl Drugs 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- IATRAKWUXMZMIY-UHFFFAOYSA-N strontium oxide Chemical compound [O-2].[Sr+2] IATRAKWUXMZMIY-UHFFFAOYSA-N 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- JXCAHDJDIAQCJO-UHFFFAOYSA-N (1-tert-butylperoxy-2-ethylhexyl) hydrogen carbonate Chemical compound CCCCC(CC)C(OC(O)=O)OOC(C)(C)C JXCAHDJDIAQCJO-UHFFFAOYSA-N 0.000 description 1
- PEWOESYEGLBLNR-XGLFCGLISA-N (1r,4r)-2-(2,2,3,3,4,4,4-heptafluorobutanoyl)-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound C1C[C@@]2(C)C(=O)C(C(=O)C(F)(F)C(F)(F)C(F)(F)F)[C@@H]1C2(C)C PEWOESYEGLBLNR-XGLFCGLISA-N 0.000 description 1
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 1
- FVQMJJQUGGVLEP-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOOC(C)(C)C FVQMJJQUGGVLEP-UHFFFAOYSA-N 0.000 description 1
- HCXVPNKIBYLBIT-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 3,5,5-trimethylhexaneperoxoate Chemical compound CC(C)(C)CC(C)CC(=O)OOOC(C)(C)C HCXVPNKIBYLBIT-UHFFFAOYSA-N 0.000 description 1
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- MYOQALXKVOJACM-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy pentaneperoxoate Chemical compound CCCCC(=O)OOOC(C)(C)C MYOQALXKVOJACM-UHFFFAOYSA-N 0.000 description 1
- TUGAMVVIFZLKTI-UHFFFAOYSA-N (3-methoxy-3-methylbutoxy)peroxycarbonyl (3-methoxy-3-methylbutyl)peroxy carbonate Chemical compound COC(C)(C)CCOOOC(=O)OC(=O)OOOCCC(C)(C)OC TUGAMVVIFZLKTI-UHFFFAOYSA-N 0.000 description 1
- AGKBXKFWMQLFGZ-UHFFFAOYSA-N (4-methylbenzoyl) 4-methylbenzenecarboperoxoate Chemical compound C1=CC(C)=CC=C1C(=O)OOC(=O)C1=CC=C(C)C=C1 AGKBXKFWMQLFGZ-UHFFFAOYSA-N 0.000 description 1
- NOBYOEQUFMGXBP-UHFFFAOYSA-N (4-tert-butylcyclohexyl) (4-tert-butylcyclohexyl)oxycarbonyloxy carbonate Chemical compound C1CC(C(C)(C)C)CCC1OC(=O)OOC(=O)OC1CCC(C(C)(C)C)CC1 NOBYOEQUFMGXBP-UHFFFAOYSA-N 0.000 description 1
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 1
- RIPYNJLMMFGZSX-UHFFFAOYSA-N (5-benzoylperoxy-2,5-dimethylhexan-2-yl) benzenecarboperoxoate Chemical compound C=1C=CC=CC=1C(=O)OOC(C)(C)CCC(C)(C)OOC(=O)C1=CC=CC=C1 RIPYNJLMMFGZSX-UHFFFAOYSA-N 0.000 description 1
- BLKRGXCGFRXRNQ-SNAWJCMRSA-N (z)-3-carbonoperoxoyl-4,4-dimethylpent-2-enoic acid Chemical compound OC(=O)/C=C(C(C)(C)C)\C(=O)OO BLKRGXCGFRXRNQ-SNAWJCMRSA-N 0.000 description 1
- GYQLGOFXHBMNRM-UHFFFAOYSA-N 1,1,1,2,2,6,6,7,7,7-decafluoroheptane-3,5-dione Chemical compound FC(F)(F)C(F)(F)C(=O)CC(=O)C(F)(F)C(F)(F)F GYQLGOFXHBMNRM-UHFFFAOYSA-N 0.000 description 1
- UIRWNAVHKJFQQG-UHFFFAOYSA-N 1,1,1,3,3,5,5,5-octafluoropentane-2,4-dione Chemical compound FC(F)(F)C(=O)C(F)(F)C(=O)C(F)(F)F UIRWNAVHKJFQQG-UHFFFAOYSA-N 0.000 description 1
- FHUDAMLDXFJHJE-UHFFFAOYSA-N 1,1,1-trifluoropropan-2-one Chemical compound CC(=O)C(F)(F)F FHUDAMLDXFJHJE-UHFFFAOYSA-N 0.000 description 1
- FYRCDEARNUVZRG-UHFFFAOYSA-N 1,1,5-trimethyl-3,3-bis(2-methylpentan-2-ylperoxy)cyclohexane Chemical compound CCCC(C)(C)OOC1(OOC(C)(C)CCC)CC(C)CC(C)(C)C1 FYRCDEARNUVZRG-UHFFFAOYSA-N 0.000 description 1
- VBQCFYPTKHCPGI-UHFFFAOYSA-N 1,1-bis(2-methylpentan-2-ylperoxy)cyclohexane Chemical compound CCCC(C)(C)OOC1(OOC(C)(C)CCC)CCCCC1 VBQCFYPTKHCPGI-UHFFFAOYSA-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
- OTMBZPVYOQYPBE-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclododecane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCCCCCCCC1 OTMBZPVYOQYPBE-UHFFFAOYSA-N 0.000 description 1
- JDVMJFIBTWIYJX-UHFFFAOYSA-N 1,10-phenanthroline-5,6-diol Chemical compound Oc1c(O)c2cccnc2c2ncccc12 JDVMJFIBTWIYJX-UHFFFAOYSA-N 0.000 description 1
- HOVMFCOUXZBNBX-UHFFFAOYSA-N 1,3-bis(4-bromophenyl)propane-1,3-dione Chemical compound C1=CC(Br)=CC=C1C(=O)CC(=O)C1=CC=C(Br)C=C1 HOVMFCOUXZBNBX-UHFFFAOYSA-N 0.000 description 1
- NSZQCLMHZPODKZ-UHFFFAOYSA-N 1,3-dinaphthalen-1-ylpropane-1,3-dione Chemical compound C1=CC=C2C(C(CC(=O)C=3C4=CC=CC=C4C=CC=3)=O)=CC=CC2=C1 NSZQCLMHZPODKZ-UHFFFAOYSA-N 0.000 description 1
- KFODMJZTQLZQBN-UHFFFAOYSA-N 1,3-dipyridin-3-ylpropane-1,3-dione Chemical compound C=1C=CN=CC=1C(=O)CC(=O)C1=CC=CN=C1 KFODMJZTQLZQBN-UHFFFAOYSA-N 0.000 description 1
- RYEKDXOACFEXKG-UHFFFAOYSA-N 1,3-dithiophen-2-ylpropane-1,3-dione Chemical compound C=1C=CSC=1C(=O)CC(=O)C1=CC=CS1 RYEKDXOACFEXKG-UHFFFAOYSA-N 0.000 description 1
- MUNGMRPYTCHBFX-UHFFFAOYSA-N 1,5-diphenylpentane-1,3,5-trione Chemical compound C=1C=CC=CC=1C(=O)CC(=O)CC(=O)C1=CC=CC=C1 MUNGMRPYTCHBFX-UHFFFAOYSA-N 0.000 description 1
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
- AYMDJPGTQFHDSA-UHFFFAOYSA-N 1-(2-ethenoxyethoxy)-2-ethoxyethane Chemical compound CCOCCOCCOC=C AYMDJPGTQFHDSA-UHFFFAOYSA-N 0.000 description 1
- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
- NDGWHQSOYIQHAS-UHFFFAOYSA-N 1-(furan-2-yl)-3-phenylpropane-1,3-dione Chemical compound C=1C=COC=1C(=O)CC(=O)C1=CC=CC=C1 NDGWHQSOYIQHAS-UHFFFAOYSA-N 0.000 description 1
- MNZAKDODWSQONA-UHFFFAOYSA-N 1-dibutylphosphorylbutane Chemical compound CCCCP(=O)(CCCC)CCCC MNZAKDODWSQONA-UHFFFAOYSA-N 0.000 description 1
- UCHVMNHSFFADEF-UHFFFAOYSA-N 1-phenyl-3-thiophen-2-ylpropane-1,3-dione Chemical compound C=1C=CSC=1C(=O)CC(=O)C1=CC=CC=C1 UCHVMNHSFFADEF-UHFFFAOYSA-N 0.000 description 1
- PEHHIFQTECNPHG-UHFFFAOYSA-N 1-tert-butylperoxy-2-methylcyclohexane Chemical compound CC1CCCCC1OOC(C)(C)C PEHHIFQTECNPHG-UHFFFAOYSA-N 0.000 description 1
- UZICKDIYFALSHI-UHFFFAOYSA-N 2,2,6,6-tetramethyloctane-3,5-dione Chemical compound CCC(C)(C)C(=O)CC(=O)C(C)(C)C UZICKDIYFALSHI-UHFFFAOYSA-N 0.000 description 1
- KLKRGCUPZROPPO-UHFFFAOYSA-N 2,2,6-trimethylheptane-3,5-dione Chemical compound CC(C)C(=O)CC(=O)C(C)(C)C KLKRGCUPZROPPO-UHFFFAOYSA-N 0.000 description 1
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- 238000011282 treatment Methods 0.000 description 1
- ZMBHCYHQLYEYDV-UHFFFAOYSA-N trioctylphosphine oxide Chemical compound CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC ZMBHCYHQLYEYDV-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
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Abstract
Description
本発明は、化粧料用粒子及び化粧料に関するものである。 The present invention relates to cosmetic particles and cosmetics.
日焼け止め化粧料は、太陽光線中の紫外線をカットし、紫外線による悪影響から肌を守ることを目的とし、日焼け止め成分としては紫外線吸収剤や紫外線散乱剤がそれぞれ使用されている。紫外線吸収剤としては、例えば、メトキシケイヒ酸オクチル、オクチルトリアゾン、t−ブチルメトキシジベンゾイルメタンなどがあり、紫外線散乱剤には酸化チタン、酸化亜鉛などがある。(例えば、非特許文献1参照。)
The sunscreen cosmetics are intended to cut out the ultraviolet rays in the sun rays and protect the skin from the adverse effects of the ultraviolet rays. As the sunscreen components, ultraviolet absorbers and ultraviolet scattering agents are used, respectively. Examples of the ultraviolet absorber include octyl methoxycinnamate, octyl triazone, and t-butylmethoxydibenzoylmethane. Examples of the ultraviolet scattering agent include titanium oxide and zinc oxide. (For example, refer
紫外線吸収剤は分子構造を変化させ紫外線を吸収するという化学変化を繰り返すうちに、分子が壊れて分解し、分解された状態の紫外線吸収剤の一部は非常に反応性が高く、肌にとって刺激のある物質として肌に吸収されてしまうことがあるといわれており、また紫外線散乱剤は、無機系の白色粉末であるために見た目に白っぽくなりやすいといわれている。本発明は、これらの公知の日焼け止め成分と同様に日焼け防止効果を有する、新たな日焼け止め成分、および日焼け防止効果のある化粧料を提供することを課題とする。 While UV absorbers undergo chemical changes that change the molecular structure and absorb UV rays, the molecules break down and decompose, and some of the UV absorbers in the decomposed state are very reactive and irritate the skin It is said that it may be absorbed by the skin as a certain substance, and the UV scattering agent is said to be easily whitish because it is an inorganic white powder. This invention makes it a subject to provide the new sunscreen component which has the sunscreen effect similarly to these well-known sunscreen components, and the cosmetics with a sunscreen effect.
本発明者等は上記課題を解決すべく鋭意検討した結果、蛍光物質を含有することにより、太陽光のうち紫外光を可視光へ変換できることを見出し、化粧料に添加する事で紫外線吸収効果を得られる事ができること、また、蛍光物質を透明材料で被覆することで、より安定的に日焼け防止効果を持続できることを見出し、本発明に達した。
本発明は、[1] 化粧料に添加して用いる化粧料粒子であって、蛍光物質と、透明材料と、を含む化粧料用粒子に関する。
また、本発明は、[2] 前記蛍光物質が、有機蛍光体または希土類金属錯体である、上記[1]に記載の化粧料用粒子に関する。
また、本発明は、[3] 前記蛍光物質が、希土類金属錯体である、上記[1]または[2]に記載の化粧料用粒子に関する。
また、本発明は、[4] 前記蛍光物質が、ユーロピウム錯体である、上記[1]〜[3]のいずれか1項に記載の化粧料用粒子に関する。
また、本発明は、[5] 前記透明材料が、透明樹脂である、上記[1]〜[4]のいずれか1項に記載の化粧料用粒子に関する。
また、本発明は、[6] 前記透明材料が、透明ビニル樹脂である、上記[1]〜[5]のいずれか1項に記載の化粧料用粒子に関する。
また、本発明は、[7] 前記透明材料が、透明(メタ)アクリル樹脂である、上記[1]〜[6]のいずれか1項に記載の化粧料用粒子に関する。
また、本発明は、[8] 前記化粧料粒子が、前記蛍光物質が溶解または分散されたビニルモノマー組成物を、乳化重合または懸濁重合により得られる樹脂粒子である、上記[1]〜[7]のいずれか1項に記載の化粧料用粒子に関する。
さらに、本発明は、[9] 上記[1]〜[8]のいずれか1項に記載の化粧料用粒子を含有する化粧料に関する。
そして、本発明は、[10] ユーロピウム錯体を含有する化粧料に関する。
As a result of intensive studies to solve the above problems, the present inventors have found that by containing a fluorescent material, ultraviolet light can be converted into visible light in sunlight, and an ultraviolet absorption effect can be obtained by adding to cosmetics. The present inventors have found that it can be obtained, and that the effect of preventing sunburn can be maintained more stably by coating the fluorescent material with a transparent material.
The present invention relates to [1] cosmetic particles used by being added to cosmetics, the cosmetic particles including a fluorescent material and a transparent material.
The present invention also relates to [2] the cosmetic particle according to [1], wherein the fluorescent substance is an organic phosphor or a rare earth metal complex.
The present invention also relates to [3] cosmetic particles according to [1] or [2] above, wherein the fluorescent substance is a rare earth metal complex.
Moreover, this invention relates to the particle | grains for cosmetics of any one of said [1]-[3] whose said fluorescent substance is a europium complex.
Moreover, this invention relates to the particle | grains for cosmetics of any one of said [1]-[4] whose said transparent material is transparent resin.
Moreover, this invention relates to the particle | grains for cosmetics of any one of said [1]-[5] whose said transparent material is a transparent vinyl resin.
[7] The present invention also relates to the cosmetic particle according to any one of [1] to [6], wherein the transparent material is a transparent (meth) acrylic resin.
Moreover, the present invention provides [8] The above [1] to [1], wherein the cosmetic particles are resin particles obtained by emulsion polymerization or suspension polymerization of a vinyl monomer composition in which the fluorescent substance is dissolved or dispersed. [7] The cosmetic particles according to any one of [7].
Furthermore, the present invention relates to [9] a cosmetic containing the cosmetic particles according to any one of [1] to [8].
And this invention relates to the cosmetics containing a [10] europium complex.
本発明により、太陽光のうち紫外光を可視光へ変換し、紫外線量を下げ、日焼け防止効果を有する化粧料及び化粧料に添加することで日焼け防止効果を有する化粧料用粒子を得ることができる。 According to the present invention, ultraviolet rays in sunlight can be converted into visible light, the amount of ultraviolet rays can be reduced, and cosmetic particles having an anti-sun effect can be obtained by adding to cosmetics and an anti-sun effect. it can.
本発明の化粧料に用いられる材料について以下に説明する。 The material used for the cosmetic of the present invention will be described below.
<蛍光物質>
本発明に用いられる蛍光物質は、目的に応じて適宜選択することができるが、蛍光物質として具体的には例えば、有機蛍光体、無機蛍光体、および希土類金属錯体を好ましく挙げることができる。中でも紫外光を可視光へ変換する波長変換効率(蛍光物質を添加した化粧料における日焼け防止効果)の観点から、有機蛍光体および希土類金属錯体の少なくとも1種であることが好ましく、希土類金属錯体であることがより好ましい。
<Fluorescent substance>
The fluorescent substance used in the present invention can be appropriately selected according to the purpose. Specific examples of the fluorescent substance include organic fluorescent substances, inorganic fluorescent substances, and rare earth metal complexes. Among these, from the viewpoint of wavelength conversion efficiency for converting ultraviolet light into visible light (sunburn preventing effect in cosmetics with a fluorescent substance added), it is preferably at least one of organic phosphors and rare earth metal complexes. More preferably.
(無機蛍光体)
前記無機蛍光体としては、例えば、Y2O2S:Eu、Mg、Tiの蛍光粒子、Er3+イオンを含有した酸化フッ化物系結晶化ガラス、酸化ストロンチウムと酸化アルミニウムからなる化合物に希土類元素のユウロピウム(Eu)とジスプロシウム(Dy)を添加したSrAl2O4:Eu、Dyや、Sr4Al14O25:Eu、Dyや、CaAl2O4:Eu、Dyや、ZnS:Cu等の無機蛍光材料を挙げることができる。
(Inorganic phosphor)
Examples of the inorganic phosphor include, for example, Y 2 O 2 S: Eu, Mg, Ti fluorescent particles, oxyfluoride crystallized glass containing Er 3+ ions, a compound composed of strontium oxide and aluminum oxide, and a rare earth element. Inorganic such as SrAl 2 O 4 : Eu, Dy, Sr 4 Al 14 O 25 : Eu, Dy, CaAl 2 O 4 : Eu, Dy, ZnS: Cu added with europium (Eu) and dysprosium (Dy) Mention may be made of fluorescent materials.
(有機蛍光体)
前記有機蛍光体としては、例えば、シアニン系色素、ピリジン系色素、ローダミン系色素等の有機色素、BASF社製のLumogen F Violet570、同Yellow083、同Orange240、同Red300、田岡化学工業株式会社製の塩基性染料Rhodamine B、住化ファインケム株式会社製のSumiplast Yellow FL7G、Bayer社製のMACROLEX Fluorescent Red G、同Yellow10GN等の有機蛍光体を挙げることができる。
(Organic phosphor)
Examples of the organic phosphor include organic dyes such as cyanine dyes, pyridine dyes, rhodamine dyes, BASF Lumogen F Violet 570, Yellow083, Orange 240, Red300, and bases manufactured by Taoka Chemical Co., Ltd. And organic phosphors such as sexual dye Rhodamine B, Sumiplast Yellow FL7G manufactured by Sumika Finechem Co., Ltd., MACROLEX Fluorescent Red G manufactured by Bayer, and Yellow 10GN.
(希土類金属錯体)
前記希土類金属錯体を構成する金属としては、波長変換効率の観点から、ユーロピウムおよびサマリウムの少なくとも一方であることが好ましく、ユーロピウムであることがより好ましい。
また前記希土類金属錯体を構成する配位子としては、希土類金属に配位可能であれば特に制限はなく、用いる金属に応じて適宜選択することができる。中でも波長変換効率の観点から、有機配位子であることが好ましく、ユーロピウムおよびサマリウムの少なくとも1方と錯体を形成可能な有機配位子であることが好ましい。
(Rare earth metal complex)
The metal constituting the rare earth metal complex is preferably at least one of europium and samarium, and more preferably europium, from the viewpoint of wavelength conversion efficiency.
The ligand constituting the rare earth metal complex is not particularly limited as long as it can coordinate to the rare earth metal, and can be appropriately selected according to the metal to be used. Among these, from the viewpoint of wavelength conversion efficiency, an organic ligand is preferable, and an organic ligand capable of forming a complex with at least one of europium and samarium is preferable.
本発明では、配位子を限定するものではないが、中性配位子である、含窒素有機化合物、含窒素芳香族複素環式化合物、およびホスフィンオキサイド、又は、アニオン性配位子である、カルボン酸類、β−ジケトン類から選ばれる少なくとも1種であることが好ましい。
また希土類錯体の配位子として、一般式 R1COCHR2COR3(式中、R1はアリール基、アルキル基、シクロアルキル基、シクロアルキルアルキル基、アラルキル基またはそれらの置換体を、R2は水素原子、アルキル基、シクロアルキル基、シクロアルキルアルキル基、アラルキル基またはアリール基を、R3はアリール基、アルキル基、シクロアルキル基、シクロアルキルアルキル基、アラルキル基またはそれらの置換体をそれぞれ示す)で表わされるβ−ジケトン類を含有してもよい。
In the present invention, the ligand is not limited, but is a neutral ligand, such as a nitrogen-containing organic compound, a nitrogen-containing aromatic heterocyclic compound, and a phosphine oxide, or an anionic ligand. And at least one selected from carboxylic acids and β-diketones.
In addition, as a ligand of the rare earth complex, a general formula R 1 COCHR 2 COR 3 (wherein R 1 represents an aryl group, an alkyl group, a cycloalkyl group, a cycloalkylalkyl group, an aralkyl group, or a substituent thereof, R 2 Represents a hydrogen atom, an alkyl group, a cycloalkyl group, a cycloalkylalkyl group, an aralkyl group or an aryl group, and R 3 represents an aryl group, an alkyl group, a cycloalkyl group, a cycloalkylalkyl group, an aralkyl group or a substituent thereof. (Beta) -diketone represented by this may be contained.
β−ジケトン類としては、具体的にはアセチルアセトン、パーフルオロアセチルアセトン、ベンゾイル−2−フラノイルメタン、1,3−ジ(3−ピリジル)−1,3−プロパンジオン、ベンゾイルトリフルオロアセトン、ベンゾイルアセトン、5−クロロスルフォニル−2−テノイルトリフルオロアセトン、ビス(4−ブロモベンゾイル)メタン、ジベンゾイルメタン、d,d−ジカンフォリルメタン、1,3−ジシアノ−1,3−プロパンジオン、p−ビス(4,4,5,5,6,6,6−ヘプタフルオロ−1,3−ヘキサンジノイル)ベンゼン、4,4′−ジメトキシジベンゾイルメタン、2,6−ジメチル−3,5−ヘプタンジオン、ジナフトイルメタン、ジピバロイルメタン、ビス(パーフルオロ−2−プロポキシプロピオニル)メタン、1,3−ジ(2−チエニル)−1,3−プロパンジオン、3−(トリフルオロアセチル)−d−カンファー、6,6,6−トリフルオロ−2,2−ジメチル−3,5−ヘキサンジオン、1,1,1,2,2,6,6,7,7,7−デカフルオロ−3,5−ヘプタンジオン、6,6,7,7,8,8,8−ヘプタフルオロ−2,2−ジメチル−3,5−オクタンジオン、2−フリルトリフルオロアセトン、ヘキサフルオロアセチルアセトン、3−(ヘプタフルオロブチリル)−d−カンファー、4,4,5,5,6,6,6−ヘプタフルオロ−1−(2−チエニル)−1,3−ヘキサンジオン、4−メトキシジベンゾイルメタン、4−メトキシベンゾイル−2−フラノイルメタン、6−メチル−2,4−ヘプタンジオン、2−ナフトイルトリフルオロアセトン、2−(2−ピリジル)ベンズイミダゾール、5,6−ジヒドロキシ−1,10−フェナントロリン、1−フェニル−3−メチル−4−ベンゾイル−5−ピラゾール、1−フェニル−3−メチル−4−(4−ブチルベンゾイル)−5−ピラゾール、1−フェニル−3−メチル−4−イソブチリル−5−ピラゾール、1−フェニル−3−メチル−4−トリフルオロアセチル−5−ピラゾール、3−(5−フェニル−1,3,4−オキサジアゾール−2−イル)−2,4−ペンタンジオン、3−フェニル−2,4−ペンタンジオン、3−[3′,5′−ビス(フェニルメトキシ)フェニル]−1−(9−フェナンチル)−1−プロパン−1,3−ジオン、5,5−ジメチル−1,1,1−トリフルオロ−2,4−ヘキサンジオン、1−フェニル−3−(2−チエニル)−1,3−プロパンジオン、3−(t−ブチルヒドロキシメチレン)−d−カンファー、1,1,1−トリフルオロ−2,4−ペンタンジオン、1,1,1,2,2,3,3,7,7,8,8,9,9,9−テトラデカフルオロ−4,6−ノナンジオン、2,2,6,6−テトラメチル−3,5−ヘプタンジオン、4,4,4−トリフルオロ−1−(2−ナフチル)−1,3−ブタンジオン、1,1,1−トリフルオロ−5,5−ジメチル−2,4−ヘキサンジオン、2,2,6,6−テトラメチル−3,5−ヘプタンジオン、2,2,6,6−テトラメチル−3,5−オクタンジオン、2,2,6−トリメチル−3,5−ヘプタンジオン、2,2,7−トリメチル−3,5−オクタンジオン、4,4,4−トリフルオロ−1−(チエニル)−1,3−ブタンジオン(TTA)、1−(p−t−ブチルフェニル)−3−(N−メチル−3−ピロール)−1,3−プロパンジオン(BMPP)、1−(p−t−ブチルフェニル)−3−(p−メトキシフェニル)−1,3−プロパンジオン(BMDBM)、1,3−ジフェニル−1,3−プロパンジオン、べンゾイルアセトン、ジべンゾイルアセトン、ジイソブチロイルメタン、ジビパロイルメタン、3−メチルペンタン−2,4−ジオン、2,2−ジメチルペンタン−3,5−ジオン、2−メチル−1,3−ブタンジオン、1,3−ブタンジオン、3−フェニル−2,4−ペンタンジオン、1,1,1−トリフロロ−2,4−ペンタンジオン、1,1,1−トリフロロ−5,5−ジメチル−2,4−ヘキサンジオン、2,2,6,6−テトラメチル−3,5−ヘプタンジオン、3−メチル−2,4−ペンタンジオン、2−アセチルシクロペンタノン、2−アセチルシクロヘキサノン、1−ヘプタフロロプロピル−3−t−ブチル−1,3−プロパンジオン、1,3−ジフェニル−2−メチル−1,3−プロパンジオン、または1−エトキシ−1,3−ブタンジオン等が挙げられる。
Specific examples of β-diketones include acetylacetone, perfluoroacetylacetone, benzoyl-2-furanoylmethane, 1,3-di (3-pyridyl) -1,3-propanedione, benzoyltrifluoroacetone, and benzoylacetone. , 5-chlorosulfonyl-2-thenoyltrifluoroacetone, bis (4-bromobenzoyl) methane, dibenzoylmethane, d, d-dicamphorylmethane, 1,3-dicyano-1,3-propanedione, p- Bis (4,4,5,5,6,6,6-heptafluoro-1,3-hexanedinoyl) benzene, 4,4'-dimethoxydibenzoylmethane, 2,6-dimethyl-3,5-heptane Dione, dinaphthoylmethane, dipivaloylmethane, bis (perfluoro-2-propoxypropionyl) Tan, 1,3-di (2-thienyl) -1,3-propanedione, 3- (trifluoroacetyl) -d-camphor, 6,6,6-trifluoro-2,2-dimethyl-3,5 -Hexanedione, 1,1,1,2,2,6,6,7,7,7-decafluoro-3,5-heptanedione, 6,6,7,7,8,8,8-heptafluoro -2,2-dimethyl-3,5-octanedione, 2-furyltrifluoroacetone, hexafluoroacetylacetone, 3- (heptafluorobutyryl) -d-camphor, 4,4,5,5,6,6 6-heptafluoro-1- (2-thienyl) -1,3-hexanedione, 4-methoxydibenzoylmethane, 4-methoxybenzoyl-2-furanoylmethane, 6-methyl-2,4-heptanedione, 2 -Naphtoyl Trifluoroacetone, 2- (2-pyridyl) benzimidazole, 5,6-dihydroxy-1,10-phenanthroline, 1-phenyl-3-methyl-4-benzoyl-5-pyrazole, 1-phenyl-3-methyl- 4- (4-butylbenzoyl) -5-pyrazole, 1-phenyl-3-methyl-4-isobutyryl-5-pyrazole, 1-phenyl-3-methyl-4-trifluoroacetyl-5-pyrazole, 3- ( 5-phenyl-1,3,4-oxadiazol-2-yl) -2,4-pentanedione, 3-phenyl-2,4-pentanedione, 3- [3 ′, 5′-bis (phenylmethoxy) ) Phenyl] -1- (9-phenanthyl) -1-propane-1,3-dione, 5,5-dimethyl-1,1,1-trifluoro-2,4-hexanedi 1-phenyl-3- (2-thienyl) -1,3-propanedione, 3- (t-butylhydroxymethylene) -d-camphor, 1,1,1-trifluoro-2,4-
希土類錯体の中性配位子の含窒素有機化合物、含窒素芳香族複素環式化合物、ホスフィンオキサイドとしては、たとえば、1,10−フェナントロリン、2−2′−ビピリジル、2−2′−6,2″−ターピリジル、4,7−ジフェニル−1,10−フェナントロリン、2−(2−ピリジル)ベンズイミダゾール、トリフェニルホスフィンオキサイド、トリ−n−ブチルホスフィンオキサイド、トリ−n−オクチルホスフィンオキサイド、トリ−n−ブチルホスフェート等が挙げられる。 Nitrogen-containing organic compounds, nitrogen-containing aromatic heterocyclic compounds, and phosphine oxides of neutral ligands of rare earth complexes include, for example, 1,10-phenanthroline, 2-2'-bipyridyl, 2-2'-6, 2 "-terpyridyl, 4,7-diphenyl-1,10-phenanthroline, 2- (2-pyridyl) benzimidazole, triphenylphosphine oxide, tri-n-butylphosphine oxide, tri-n-octylphosphine oxide, tri- Examples include n-butyl phosphate.
上記のような配位子を有する希土類錯体として、中でも波長変換効率の観点から、Eu(TTA)3phen、Eu(BMPP)3phen、Eu(BMDBM)3phenを好ましく利用できる。
Eu(TTA)3Phenの製造法は、例えば、Masaya Mitsuishi, Shinji Kikuchi, Tokuji Miyashita, Yutaka Amano, J.Mater.Chem.2003,13,285−2879に開示されている方法を参照できる。
Among them, Eu (TTA) 3 phen, Eu (BMPP) 3 phen, and Eu (BMDBM) 3 phen can be preferably used as the rare earth complex having the above-described ligand, from the viewpoint of wavelength conversion efficiency.
A method for producing Eu (TTA) 3 Phen is described, for example, in Masa Mitsui, Shinji Kikuchi, Tokuji Miyashita, Yutaka Amano, J. et al. Mater. Chem. Reference may be made to the method disclosed in 2003, 13, 285-2879.
<化粧料用粒子およびその製造方法>
本発明において、蛍光物質は、透明材料で被覆した粒子状にして用いることが好ましい。粒子は、蛍光物質と、透明材料とを有してなり、透明材料は、通常、蛍光物質を内包する。粒子の形状は、製法により異なるが、化粧料中での分散性などの観点から、球状が好ましい。
<Cosmetic particles and production method thereof>
In the present invention, the fluorescent substance is preferably used in the form of particles coated with a transparent material. The particles have a fluorescent material and a transparent material, and the transparent material usually contains the fluorescent material. The shape of the particles varies depending on the production method, but is preferably spherical from the viewpoint of dispersibility in cosmetics.
本発明の化粧料用粒子は、透明材料で被覆することにより、耐湿性等の安定性が向上し、高価な蛍光物質で、耐湿性の低い希土類金属錯体等を用いる場合、利用効率を最大限に高めることができる。 The cosmetic particles of the present invention are coated with a transparent material to improve the stability such as moisture resistance, and when the rare earth metal complex having low moisture resistance is used with an expensive fluorescent substance, the utilization efficiency is maximized. Can be increased.
また、化粧料用粒子の大きさは目的に応じて適宜選択することができるが、例えば、化粧料に用いる場合、0.1〜1000μmとすることが好ましく、0.1〜200μmであることがより好ましい。
本発明の化粧料用粒子における蛍光物質の含有量としては特に制限はなく、その目的や蛍光物質の種類に応じて適宜選択できるが、波長変換効率の観点から、0.001〜1質量%であることが好ましく、0.01〜0.5質量%であることがより好ましい。
Moreover, although the magnitude | size of the particle | grains for cosmetics can be suitably selected according to the objective, when using for cosmetics, for example, it is preferable to set it as 0.1-1000 micrometers, and it is 0.1-200 micrometers. More preferred.
There is no restriction | limiting in particular as content of the fluorescent substance in the particle | grains for cosmetics of this invention, Although it can select suitably according to the objective and the kind of fluorescent substance, From a viewpoint of wavelength conversion efficiency, it is 0.001-1 mass%. It is preferable that it is 0.01 to 0.5% by mass.
(透明材料)
本発明において前記蛍光物質は、透明材料に含有されている。本発明においては透明とは、光路長1cmにおける波長400〜800nmの光の透過率が90%以上であることをいう。
前記透明材料としては、透明であれば特に制限はなく、例えば、アクリル樹脂、メタクリル樹脂、ウレタン樹脂、エポキシ樹脂、ポリエステル樹脂、ポリエチレン樹脂、ポリ塩化ビニル樹脂等の樹脂類を挙げることができる。中でも、アクリル樹脂、メタクリル樹脂であることが好ましい。前記樹脂を構成するモノマー化合物としては特に制限はないが、ビニル化合物を少なくとも含むことが好ましい。
(Transparent material)
In the present invention, the fluorescent substance is contained in a transparent material. In the present invention, “transparent” means that the transmittance of light having a wavelength of 400 to 800 nm at an optical path length of 1 cm is 90% or more.
The transparent material is not particularly limited as long as it is transparent, and examples thereof include resins such as acrylic resin, methacrylic resin, urethane resin, epoxy resin, polyester resin, polyethylene resin, and polyvinyl chloride resin. Among these, acrylic resins and methacrylic resins are preferable. Although there is no restriction | limiting in particular as a monomer compound which comprises the said resin, It is preferable that a vinyl compound is included at least.
また前記蛍光物質を前記透明材料に含有させる方法としては、前記蛍光物質を、モノマー化合物(モノマー組成物)中に溶解または分散させ、その溶液を重合(塊状重合、懸濁重合、乳化重合、溶液重合)させて得る方法、キャスト法、及び溶融法等によって得ることができ、後処理の容易さの観点からは、懸濁重合及び乳化重合が好ましい。更にこの樹脂組成物を、必要に応じて粉砕し、また、分級することで所望の大きさの粒子を得ることができる。 In addition, as a method of incorporating the fluorescent substance into the transparent material, the fluorescent substance is dissolved or dispersed in a monomer compound (monomer composition), and the solution is polymerized (bulk polymerization, suspension polymerization, emulsion polymerization, solution Polymerization), a casting method, a melting method, and the like. From the viewpoint of ease of post-treatment, suspension polymerization and emulsion polymerization are preferable. Furthermore, the resin composition can be pulverized and classified as necessary to obtain particles having a desired size.
(ビニル化合物)
本発明においてビニル化合物とは、エチレン性不飽和結合を少なくとも1つ有する化合物であれば特に制限はなく、重合反応した際にビニル樹脂、特にアクリル樹脂またはメタクリル樹脂になり得るアクリルモノマー、メタクリルモノマー、アクリルオリゴマー、メタクリルオリゴマー等の(メタ)アクリル酸系誘導体を特に制限なく用いることができる。本発明において好ましくは、アクリルモノマー、およびメタクリルモノマー等が挙げられる。
(Vinyl compound)
In the present invention, the vinyl compound is not particularly limited as long as it is a compound having at least one ethylenically unsaturated bond, and an acrylic monomer, a methacrylic monomer, which can be converted into a vinyl resin, particularly an acrylic resin or a methacrylic resin when polymerized. (Meth) acrylic acid derivatives such as acrylic oligomers and methacrylic oligomers can be used without particular limitation. In the present invention, an acrylic monomer, a methacryl monomer, and the like are preferable.
(メタ)アクリル酸系誘導体として好ましいアクリルモノマー、およびメタクリルモノマーとしては、例えば、アクリル酸、メタクリル酸、これらのアルキルエステルが挙げられ、また、これらと共重合し得るその他のビニル化合物を併用しても良く、1種単独でも、2種類以上を組み合わせて用いることもできる。ここで、(メタ)アクリル酸は、アクリル酸、メタクリル酸またはそれらの混合物を意味する。 Preferred acrylic monomers and methacrylic monomers as (meth) acrylic acid derivatives include, for example, acrylic acid, methacrylic acid, and alkyl esters thereof, and in combination with other vinyl compounds that can be copolymerized therewith. It can also be used alone or in combination of two or more. Here, (meth) acrylic acid means acrylic acid, methacrylic acid or a mixture thereof.
アクリル酸アルキルエステル、およびメタクリル酸アルキルエステルとしては、例えば、アクリル酸メチル、メタクリル酸メチル、アクリル酸エチル、メタクリル酸エチル、アクリル酸ブチル、メタクリル酸ブチル、アクリル酸2−エチルヘキシル、メタクリル酸2−エチルヘキシル等のアクリル酸無置換アルキルエステルおよびメタクリル酸無置換アルキルエステル;ジシクロペンテニル(メタ)アクリレート;テトラヒドロフルフリル(メタ)アクリレート;ベンジル(メタ)アクリレート;多価アルコールにα,β−不飽和カルボン酸を反応させて得られる化合物(例えば、ポリエチレングリコールジ(メタ)アクリレート(エチレン基の数が2〜14のもの)、トリメチロールプロパンジ(メタ)アクリレート、トリメチロールプロパントリ(メタ)アクリレート、トリメチロールプロパンエトキシトリ(メタ)アクリレート、トリメチロールプロパンプロポキシトリ(メタ)アクリレート、テトラメチロールメタントリ(メタ)アクリレート、テトラメチロールメタンテトラ(メタ)アクリレート、ポリプロピレングリコールジ(メタ)アクリレート(プロピレン基の数が2〜14のもの)、ジペンタエリスリトールペンタ(メタ)アクリレート、ジペンタエリスリトールヘキサ(メタ)アクリレート、ビスフェノールAポリオキシエチレンジ(メタ)アクリレート、ビスフェノールAジオキシエチレンジ(メタ)アクリレート、ビスフェノールAトリオキシエチレンジ(メタ)アクリレート、ビスフェノールAデカオキシエチレンジ(メタ)アクリレート等);グリシジル基含有化合物にα,β−不飽和カルボン酸を付加して得られる化合物(例えば、トリメチロールプロパントリグリシジルエーテルトリアクリレート、ビスフェノールAジグリシジルエーテルジアクリレート等);多価カルボン酸(例えば、無水フタル酸)と水酸基及びエチレン性不飽和基を有する物質(例えば、β−ヒドロキシエチル(メタ)アクリレート)とのエステル化物;アクリル酸若しくはメタクリル酸のアルキルエステル(例えば、(メタ)アクリル酸メチルエステル、(メタ)アクリル酸エチルエステル、(メタ)アクリル酸ブチルエステル、(メタ)アクリル酸2−エチルヘキシルエステル);ウレタン(メタ)アクリレート(例えば、トリレンジイソシアネートと2−ヒドロキシエチル(メタ)アクリル酸エステルとの反応物、トリメチルヘキサメチレンジイソシアネートとシクロヘキサンジメタノールと2−ヒドロキシエチル(メタ)アクリル酸エステルとの反応物等);これらのアルキル基に水酸基、エポキシ基、ハロゲン基等が置換したアクリル酸置換アルキルエステルまたはメタクリル酸置換アルキルエステル;等が挙げられる。 Examples of the alkyl acrylate ester and the alkyl methacrylate ester include, for example, methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate. Acrylic acid unsubstituted alkyl ester and methacrylic acid unsubstituted alkyl ester; dicyclopentenyl (meth) acrylate; tetrahydrofurfuryl (meth) acrylate; benzyl (meth) acrylate; α, β-unsaturated carboxylic acid to polyhydric alcohol (For example, polyethylene glycol di (meth) acrylate (having 2 to 14 ethylene groups), trimethylolpropane di (meth) acrylate, trimethylolpropylene) N-tri (meth) acrylate, trimethylolpropane ethoxytri (meth) acrylate, trimethylolpropane propoxytri (meth) acrylate, tetramethylolmethanetri (meth) acrylate, tetramethylolmethanetetra (meth) acrylate, polypropylene glycol di (meth) Acrylate (having 2 to 14 propylene groups), dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, bisphenol A polyoxyethylene di (meth) acrylate, bisphenol A dioxyethylene di ( Meth) acrylate, bisphenol A trioxyethylene di (meth) acrylate, bisphenol A decaoxyethylene di (meth) acrylate, etc.); Compounds obtained by adding an α, β-unsaturated carboxylic acid to a group-containing compound (for example, trimethylolpropane triglycidyl ether triacrylate, bisphenol A diglycidyl ether diacrylate, etc.); a polyvalent carboxylic acid (for example, phthalic anhydride) Acid) and a substance having a hydroxyl group and an ethylenically unsaturated group (for example, β-hydroxyethyl (meth) acrylate); acrylic acid or alkyl ester of methacrylic acid (for example, (meth) acrylic acid methyl ester, ( (Meth) acrylic acid ethyl ester, (meth) acrylic acid butyl ester, (meth) acrylic acid 2-ethylhexyl ester); urethane (meth) acrylate (eg, tolylene diisocyanate and 2-hydroxyethyl (meth) acrylic ester) reaction A reaction product of trimethylhexamethylene diisocyanate, cyclohexanedimethanol and 2-hydroxyethyl (meth) acrylic acid ester, etc.]; an acrylic acid-substituted alkyl ester or a methacrylic acid in which a hydroxyl group, an epoxy group, a halogen group or the like is substituted on these alkyl groups Acid-substituted alkyl ester; and the like.
また、アクリル酸、メタクリル酸、アクリル酸アルキルエステルまたはメタクリル酸アルキルエステルと共重合し得るその他のビニル化合物としては、アクリルアミド、アクリロニトリル、ジアセトンアクリルアミド、スチレン、ビニルトルエン等が挙げられる。これらのビニルモノマーは、1種単独でも、2種類以上を組み合わせて用いることができる。 Examples of other vinyl compounds that can be copolymerized with acrylic acid, methacrylic acid, alkyl acrylate ester, or alkyl methacrylate ester include acrylamide, acrylonitrile, diacetone acrylamide, styrene, vinyl toluene, and the like. These vinyl monomers can be used alone or in combination of two or more.
本発明における2官能以上のビニル化合物とは、例えば、多価アルコールにα,β−不飽和カルボン酸を反応させて得られる化合物(例えば、ポリエチレングリコールジ(メタ)アクリレート(エチレン基の数が2〜14のもの)、エチレングリコールジメタクリレート、トリメチロールプロパンジ(メタ)アクリレート、トリメチロールプロパントリ(メタ)アクリレート、トリメチロールプロパンエトキシトリ(メタ)アクリレート、トリメチロールプロパンプロポキシトリ(メタ)アクリレート、テトラメチロールメタントリ(メタ)アクリレート、テトラメチロールメタンテトラ(メタ)アクリレート、ポリプロピレングリコールジ(メタ)アクリレート(プロピレン基の数が2〜14のもの)、ジペンタエリスリトールペンタ(メタ)アクリレート、ジペンタエリスリトールヘキサ(メタ)アクリレート、ビスフェノールAポリオキシエチレンジ(メタ)アクリレート、ビスフェノールAジオキシエチレンジ(メタ)アクリレート、ビスフェノールAトリオキシエチレンジ(メタ)アクリレート、ビスフェノールAデカオキシエチレンジ(メタ)アクリレート等);多価グリシジル基含有化合物にα,β−不飽和カルボン酸を付加して得られる化合物(例えば、トリメチロールプロパントリグリシジルエーテルトリアクリレート、ビスフェノールAジグリシジルエーテルジアクリレート等);多価カルボン酸(例えば、無水フタル酸)と水酸基及びエチレン性不飽和基を有する物質(例えば、β−ヒドロキシエチル(メタ)アクリレート)とのエステル化物;等が挙げられる。 The bifunctional or higher functional vinyl compound in the present invention is, for example, a compound obtained by reacting a polyhydric alcohol with an α, β-unsaturated carboxylic acid (for example, polyethylene glycol di (meth) acrylate (the number of ethylene groups is 2 ~ 14), ethylene glycol dimethacrylate, trimethylolpropane di (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolpropane ethoxytri (meth) acrylate, trimethylolpropane propoxytri (meth) acrylate, tetra Methylol methane tri (meth) acrylate, tetramethylol methane tetra (meth) acrylate, polypropylene glycol di (meth) acrylate (having 2 to 14 propylene groups), dipentaerythritol penta (meth) ) Acrylate, dipentaerythritol hexa (meth) acrylate, bisphenol A polyoxyethylene di (meth) acrylate, bisphenol A dioxyethylene di (meth) acrylate, bisphenol A trioxyethylene di (meth) acrylate, bisphenol A decaoxyethylene Di (meth) acrylate, etc.]; compounds obtained by adding an α, β-unsaturated carboxylic acid to a polyvalent glycidyl group-containing compound (for example, trimethylolpropane triglycidyl ether triacrylate, bisphenol A diglycidyl ether diacrylate, etc.) ); Esterified product of a polyvalent carboxylic acid (for example, phthalic anhydride) and a substance having a hydroxyl group and an ethylenically unsaturated group (for example, β-hydroxyethyl (meth) acrylate);
本発明におけるビニル化合物としては、形成される樹脂粒子の屈折率が所望の値になるように適宜選択することができ、アクリル酸アルキルエステルおよびメタクリル酸アルキルエステルから選ばれる少なくとも1種を用いることが好ましい。 The vinyl compound in the present invention can be appropriately selected so that the refractive index of the resin particles to be formed has a desired value, and at least one selected from an alkyl acrylate ester and an alkyl methacrylate ester is used. preferable.
(ラジカル重合開始剤)
本発明においてはビニル化合物を重合させるためにラジカル重合開始剤を用いることが好ましい。ラジカル重合開始剤としては、特に制限なく通常用いられるラジカル重合開始剤を用いることができる。例えば、過酸化物等が好ましく挙げられる。具体的には、熱により遊離ラジカルを発生させる有機過酸化物やアゾ系ラジカル開始剤が好ましい。
有機化酸化物としては例えば、イソブチルパーオキサイド、α,α′−ビス(ネオデカノイルパーオキシ)ジイソプロピルベンゼン、クミルパーオキシネオデカノエート、ジ−n−プロピルパーオキシジカーボネート、ビス−s−ブチルパーオキシジカーボネート、1,1,3,3−テトラメチルブチルネオデカノエート、ビス(4−t−ブチルシクロヘキシル)パーオキシジカーボネート、1−シクロヘキシル−1−メチルエチルパーオキシネオデカノエート、ビス−2−エトキシエチルパーオキシジカーボネート、ビス(エチルヘキシルパーオキシ)ジカーボネート、t−ヘキシルネオデカノエート、ビスメトキシブチルパーオキシジカーボネート、ビス(3−メチル−3−メトキシブチルパーオキシ)ジカーボネート、t−ブチルパーオキシネオデカノエート、t−ヘキシルパーオキシピバレート、3,5,5−トリメチルヘキサノイルパーオキサイド、オクタノイルパーオキサイド、ラウロイルパーオキサイド、ステアロイルパーオキサイド、1,1,3,3−テトラメチルブチルパーオキシ−2−エチルヘキサノエート、サクシニックパーオキサイド、2,5−ジメチル−2,5−ビス(2−エチルヘキサノイル)ヘキサン、1−シクロヘキシル−1−メチルエチルパーオキシ−2−エチルヘキサノエート、t−ヘキシルパーオキシ−2−エチルヘキサノエート、4−メチルベンゾイルパーオキサイド、t−ブチルパーオキシ−2−エチルヘキサノエート、m−トルオノイルベンゾイルパーオキサイド、ベンゾイルパーオキサイド、t−ブチルパーオキシイソブチレート、1,1−ビス(t−ブチルパーオキシ)2−メチルシクロヘキサン、1,1−ビス(t−ヘキシルパーオキシ)−3,3,5−トリメチルシクロヘキサン、1,1−ビス(t−ヘキシルパーオキシ)シクロヘキサン、1,1−ビス(t−ブチルパーオキシ)−3,3,5−トリメチルシクロヘキサン、1,1−ビス(t−ブチルパーオキシ)シクロヘキサノン、2,2−ビス(4,4−ジブチルパーオキシシクロヘキシル)プロパン、1,1−ビス(t−ブチルパーオキシ)シクロドデカン、t−ヘキシルパーオキシイソプロピルモノカーボネート、t−ブチルパーオキシマレイン酸、t−ブチルパーオキシ−3,5,5−トリメチルヘキサノエート、t−ブチルパーオキシラウレート、2,5−ジメチル−2,5−ビス(m−トルオイルパーオキシ)ヘキサン、t−ブチルパーオキシイソプロピルモノカーボネート、t−ブチルパーオキシ−2−エチルヘキシルモノカーボネート、t−ヘキシルパーオキシベンゾエート、2,5−ジメチル−2,5−ビス(ベンゾイルパーオキシ)ヘキサン、t−ブチルパーオキシアセテート、2,2−ビス(t−ブチルパーオキシ)ブタン、t−ブチルパーオキシベンゾエート、n−ブチル−4,4−ビス(t−ブチルパーオキシ)バレレート、ジ−t−ブチルパーオキシイソフタレート、α,α′−ビス(t−ブチルパーオキシ)ジイソプロピルベンゼン、ジクミルパーオキサイド、2,5−ジメチル−2,5−ジ(t−ブチルパーオキシ)ヘキサン、t−ブチルクミルパーオキサイド、p−メンタンハイドロパーオキサイド、2,5−ジメチル−2,5−ビス(t−ブチルパーオキシ)ヘキシン、ジイソプロピルベンゼンハイドロパーオキサイド、t−ブチルトリメチルシリルパーオキサイド、1,1,3,3−テトラメチルブチルハイドロパーオキサイド、クメンハイドロパーオキサイド、t−ヘキシルハイドロパーオキサイド、t−ブチルハイドロパーオキサイド、2,3−ジメチル−2,3−ジフェニルブタン等を使用することができる。
(Radical polymerization initiator)
In the present invention, it is preferable to use a radical polymerization initiator in order to polymerize the vinyl compound. As the radical polymerization initiator, a commonly used radical polymerization initiator can be used without particular limitation. For example, a peroxide etc. are mentioned preferably. Specifically, organic peroxides or azo radical initiators that generate free radicals by heat are preferred.
Examples of the organic oxide include isobutyl peroxide, α, α'-bis (neodecanoylperoxy) diisopropylbenzene, cumylperoxyneodecanoate, di-n-propylperoxydicarbonate, and bis-s-. Butyl peroxydicarbonate, 1,1,3,3-tetramethylbutyl neodecanoate, bis (4-t-butylcyclohexyl) peroxydicarbonate, 1-cyclohexyl-1-methylethyl peroxyneodecanoate Bis-2-ethoxyethylperoxydicarbonate, bis (ethylhexylperoxy) dicarbonate, t-hexylneodecanoate, bismethoxybutylperoxydicarbonate, bis (3-methyl-3-methoxybutylperoxy) Dicarbonate, t-butyl pero Xineodecanoate, t-hexylperoxypivalate, 3,5,5-trimethylhexanoyl peroxide, octanoyl peroxide, lauroyl peroxide, stearoyl peroxide, 1,1,3,3-tetramethylbutyl Peroxy-2-ethylhexanoate, succinic peroxide, 2,5-dimethyl-2,5-bis (2-ethylhexanoyl) hexane, 1-cyclohexyl-1-methylethylperoxy-2-ethylhexa Noate, t-hexylperoxy-2-ethylhexanoate, 4-methylbenzoyl peroxide, t-butylperoxy-2-ethylhexanoate, m-toluonoylbenzoyl peroxide, benzoyl peroxide, t- Butyl peroxyisobutyrate, , 1-bis (t-butylperoxy) 2-methylcyclohexane, 1,1-bis (t-hexylperoxy) -3,3,5-trimethylcyclohexane, 1,1-bis (t-hexylperoxy) Cyclohexane, 1,1-bis (t-butylperoxy) -3,3,5-trimethylcyclohexane, 1,1-bis (t-butylperoxy) cyclohexanone, 2,2-bis (4,4-dibutylper Oxycyclohexyl) propane, 1,1-bis (t-butylperoxy) cyclododecane, t-hexylperoxyisopropyl monocarbonate, t-butylperoxymaleic acid, t-butylperoxy-3,5,5-trimethyl Hexanoate, t-butyl peroxylaurate, 2,5-dimethyl-2,5-bis (m-toluoyl Oxy) hexane, t-butylperoxyisopropyl monocarbonate, t-butylperoxy-2-ethylhexyl monocarbonate, t-hexylperoxybenzoate, 2,5-dimethyl-2,5-bis (benzoylperoxy) hexane, t-butyl peroxyacetate, 2,2-bis (t-butylperoxy) butane, t-butylperoxybenzoate, n-butyl-4,4-bis (t-butylperoxy) valerate, di-t- Butyl peroxyisophthalate, α, α'-bis (t-butylperoxy) diisopropylbenzene, dicumyl peroxide, 2,5-dimethyl-2,5-di (t-butylperoxy) hexane, t-butyl Cumyl peroxide, p-menthane hydroperoxide, 2,5-dimethyl -2,5-bis (t-butylperoxy) hexyne, diisopropylbenzene hydroperoxide, t-butyltrimethylsilyl peroxide, 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroperoxide, t- Hexyl hydroperoxide, t-butyl hydroperoxide, 2,3-dimethyl-2,3-diphenylbutane and the like can be used.
アゾ系ラジカル開始剤としては、たとえば、アゾビスイソブチロニトリル(AIBN、商品名V−60、和光純薬工業株式会社製)、2,2′−アゾビス(2−メチルイソブチロニトリル)(商品名V−59、和光純薬工業株式会社製)、2,2′−アゾビス(2,4−ジメチルバレロニトリル)(商品名V−65、和光純薬工業株式会社製)、ジメチル−2,2′−アゾビス(イソブチレート)(商品名V−601、和光純薬工業株式会社製)、2,2′−アゾビス(4−メトキシ−2,4−ジメチルバレロニトリル)(商品名V−70、和光純薬工業株式会社製)などが挙げられる。 Examples of the azo radical initiator include azobisisobutyronitrile (AIBN, trade name V-60, manufactured by Wako Pure Chemical Industries, Ltd.), 2,2′-azobis (2-methylisobutyronitrile) ( Trade name V-59, manufactured by Wako Pure Chemical Industries, Ltd.), 2,2′-azobis (2,4-dimethylvaleronitrile) (trade name V-65, manufactured by Wako Pure Chemical Industries, Ltd.), dimethyl-2, 2'-azobis (isobutyrate) (trade name V-601, manufactured by Wako Pure Chemical Industries, Ltd.), 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile) (trade name V-70, Japanese Kosei Pharmaceutical Co., Ltd.).
ラジカル重合開始剤の使用量は、前記ビニル化合物の種類や形成される樹脂粒子の屈折率等に応じて適宜選択することができ、通常用いられる使用量で使用される。具体的には例えば、ビニル化合物に対して0.01〜2質量%で使用することができ、0.1〜1質量%で使用することが好ましい。 The usage-amount of a radical polymerization initiator can be suitably selected according to the kind of said vinyl compound, the refractive index of the resin particle formed, etc., and is used by the usage-amount normally used. Specifically, for example, it can be used at 0.01 to 2% by weight, preferably 0.1 to 1% by weight, based on the vinyl compound.
次に、本発明の化粧料について説明する。
<化粧料>
本発明の化粧料としては日焼け止めクリーム、化粧下地材、リップクリームなどが挙げられ、上記の蛍光物質又は化粧料用粒子を少なくとも含有し、本発明の効果を阻害しないものであれば、特に限定されない。従来公知の日焼け止め成分(紫外線吸収剤、紫外線散乱剤)と併用することもでき、本発明の蛍光物質又は化粧料用粒子を含有することで、日焼け防止効果を向上でき、また、公知の日焼け止め成分と併用する場合は、公知の日焼け止め成分の添加量を減らすことでこれらの問題点(分解物残渣の刺激、吸収、白色粉末等)を低減することができる。
Next, the cosmetic of the present invention will be described.
<Cosmetics>
Examples of the cosmetics of the present invention include sunscreen creams, makeup base materials, lip balms, and the like, and are particularly limited as long as they contain at least the above-described fluorescent substance or cosmetic particles and do not impair the effects of the present invention. Not. It can also be used in combination with conventionally known sunscreen ingredients (ultraviolet absorbers, ultraviolet scatterers), and by containing the phosphor or cosmetic particles of the present invention, the sunscreen effect can be improved. When used in combination with a sunscreen component, these problems (irritation of decomposed residue, absorption, white powder, etc.) can be reduced by reducing the addition amount of a known sunscreen component.
以下に、実施例によって本発明をより具体的に説明するが、本発明はこれらの実施例によって制限されるものではない。尚、特に断りのない限り、「%」および「部」は質量基準である。 Hereinafter, the present invention will be described more specifically by way of examples. However, the present invention is not limited to these examples. Unless otherwise specified, “%” and “part” are based on mass.
<蛍光物質の合成>
4,4,4−トリフルオロ−1−(チエニル)−1,3−ブタンジオン(TTA)200mgを7mlのエタノールに溶解し、ここへ1Mの水酸化ナトリウム1.1mlを加え混合した。7mlのエタノールに溶かした6.2mgの1,10−フェナントロリンを先の混合溶液に加え、1時間攪拌した後、EuCl3・6H2O 103mgの3.5ml水溶液を加え、沈殿物を得る。これをろ別し、エタノールで洗浄し、乾燥をし、蛍光物質Eu(TTA)3Phen(フェナントロリン系ユウロピウム錯体)を得た。
<Synthesis of fluorescent substances>
200 mg of 4,4,4-trifluoro-1- (thienyl) -1,3-butanedione (TTA) was dissolved in 7 ml of ethanol, and 1.1 ml of 1M sodium hydroxide was added thereto and mixed. 6.2 mg of 1,10-phenanthroline dissolved in 7 ml of ethanol is added to the above mixed solution and stirred for 1 hour, and then a solution of 103 ml of EuCl 3 · 6H 2 O in 3.5 ml is added to obtain a precipitate. This was separated by filtration, washed with ethanol, and dried to obtain a fluorescent substance Eu (TTA) 3 Phen (phenanthroline-based europium complex).
<粒子Aの作製>
上記で得られた蛍光物質Eu(TTA)3Phenを0.05g、メタクリル酸メチルを100g、熱ラジカル開始剤である2,2′−アゾビス(2,4−ジメチルバレロニトリル)を0.5g、それぞれ秤取した後、密閉した容器内に入れ60℃で4時間、引続き80℃で2時間塊状重合を行い、室温まで冷却し容器から取り出した。得られた蛍光物質を含有した樹脂組成物を、粉砕し、ふるいを用いて、分級することで、粒子径分布が50〜150μmの化粧料用粒子Aを得た。
<Preparation of particle A>
0.05 g of the fluorescent substance Eu (TTA) 3 Phen obtained above, 100 g of methyl methacrylate, 0.5 g of 2,2′-azobis (2,4-dimethylvaleronitrile) as a thermal radical initiator, Each was weighed, placed in a sealed container, subjected to bulk polymerization at 60 ° C. for 4 hours and subsequently at 80 ° C. for 2 hours, cooled to room temperature, and taken out from the container. The obtained resin composition containing the fluorescent substance was pulverized and classified using a sieve to obtain cosmetic particles A having a particle size distribution of 50 to 150 μm.
(実施例1)
<化粧料組成物の調製>
市販品「若肌物語 日焼け止めクリーム SN382」(株式会社サラダタウン商品名)1.0gおよび蛍光物質Eu(TTA)3Phenを0.01gからなる混合物をポリカップの中で混練し、化粧料組成物を得た。特に色合いや使用感に変化はなかった。
<紫外線強度の測定>
得られた化粧料組成物をガラス基板上に、厚み約10〜20μmで塗布し、約30分間静置した。その後、上部よりアズワン株式会社製ハンディーUVランプSLUV−4を用いて365nmの光をこのガラス基板に照射し、透過された紫外線光の強さを株式会社オーク社製UV線照度計UV−MO2を用いて強度を測定した。測定後、1週間常温(25℃)で放置し、同様に強度を測定した(図1参照)。測定結果を表1に示した。
Example 1
<Preparation of cosmetic composition>
A mixture of 1.0 g of commercially available product “Young Skin Story Sunscreen Cream SN382” (Salad Town Co., Ltd.) and 0.01 g of fluorescent substance Eu (TTA) 3 Phen in a polycup, Got. In particular, there was no change in the hue or feeling of use.
<Measurement of UV intensity>
The obtained cosmetic composition was applied on a glass substrate with a thickness of about 10 to 20 μm and allowed to stand for about 30 minutes. Thereafter, 365 nm light is irradiated onto the glass substrate from the upper part using a handy UV lamp SLUV-4 manufactured by ASONE Co., Ltd., and the intensity of the transmitted ultraviolet light is measured using a UV illuminance meter UV-MO2 manufactured by Oak Co., Ltd. Used to measure the strength. After the measurement, the sample was left at room temperature (25 ° C.) for 1 week, and the strength was measured in the same manner (see FIG. 1). The measurement results are shown in Table 1.
(実施例2)
<化粧料組成物の調製>
市販品「若肌物語 日焼け止めクリーム SN382」(株式会社サラダタウン商品名)1.0gおよび上記化粧料用粒子A0.1gをポリカップの中で混練し、化粧料組成物を得た。得られた化粧用組成物は、特に色合いや使用感に変化はなかった。
<紫外線強度の測定>
得られた化粧料組成物を実施例1と同様にガラス基板上に塗布し、紫外線強度を測定した。測定結果を表1に示した。
(Example 2)
<Preparation of cosmetic composition>
Commercially available product “Young Skin Story Sunscreen Cream SN382” (Salad Town Co., Ltd.) 1.0 g and the above cosmetic particles A0.1 g were kneaded in a polycup to obtain a cosmetic composition. The obtained cosmetic composition was not particularly changed in color and feeling of use.
<Measurement of UV intensity>
The obtained cosmetic composition was applied onto a glass substrate in the same manner as in Example 1, and the ultraviolet intensity was measured. The measurement results are shown in Table 1.
(比較例1)
<紫外線強度の測定>
市販品「若肌物語 日焼け止めクリーム SN382」(株式会社サラダタウン商品名)を実施例1と同様にガラス基板上に塗布し、紫外線強度を測定した。測定結果を表1に示した。
(Comparative Example 1)
<Measurement of UV intensity>
A commercially available product “Wakakin Monogatari Sunscreen Cream SN382” (Salad Town Co., Ltd.) was applied onto a glass substrate in the same manner as in Example 1, and the ultraviolet intensity was measured. The measurement results are shown in Table 1.
蛍光物質または、蛍光物質を含む化粧料用粒子を添加した実施例1、2は無添加品の比較例1と比較し、樹脂組成物を透過する紫外線強度が小さく、日焼け防止効果を有することが確認できた。特に化粧料用粒子を添加した実施例2については、混合及び塗布後、1週間経過した後も測定結果に変化がなく、安定性に優れていることが確認できた。 Examples 1 and 2 to which a fluorescent substance or cosmetic particles containing a fluorescent substance are added have a lower ultraviolet intensity that penetrates the resin composition than the additive-free comparative example 1, and have an effect of preventing sunburn. It could be confirmed. In particular, in Example 2 to which cosmetic particles were added, it was confirmed that the measurement results did not change even after one week had passed after mixing and application, and the stability was excellent.
1 UVランプ
2 化粧料組成物層
3 ガラス基板
4 UV線照度計
DESCRIPTION OF
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| KR20200012616A (en) * | 2018-07-27 | 2020-02-05 | 디노 주식회사 | Functional cosmetic composition |
| JP2021172607A (en) * | 2020-04-23 | 2021-11-01 | 株式会社 資生堂 | Skin composition containing UV wavelength converter, hydrocarbon oil and / or linear silicone oil, and powder |
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