JP2016011290A - Sunscreen composition - Google Patents
Sunscreen composition Download PDFInfo
- Publication number
- JP2016011290A JP2016011290A JP2015108389A JP2015108389A JP2016011290A JP 2016011290 A JP2016011290 A JP 2016011290A JP 2015108389 A JP2015108389 A JP 2015108389A JP 2015108389 A JP2015108389 A JP 2015108389A JP 2016011290 A JP2016011290 A JP 2016011290A
- Authority
- JP
- Japan
- Prior art keywords
- sunscreen composition
- examples
- ultraviolet
- sunscreen
- present
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 49
- 230000000475 sunscreen effect Effects 0.000 title claims abstract description 40
- 239000000516 sunscreening agent Substances 0.000 title claims abstract description 40
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims abstract description 16
- 239000006096 absorbing agent Substances 0.000 claims abstract description 15
- 229940031569 diisopropyl sebacate Drugs 0.000 claims abstract description 9
- XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 claims abstract description 9
- WAJCJDLRJVDSSD-UHFFFAOYSA-N 2-ethylhexyl 2-cyano-3-(4-methoxyphenyl)-3-phenylprop-2-enoate Chemical group C=1C=C(OC)C=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 WAJCJDLRJVDSSD-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229940073668 ethylhexyl methoxycrylene Drugs 0.000 claims abstract description 7
- 239000000839 emulsion Substances 0.000 claims description 20
- CZVOIAOPRGNENY-UHFFFAOYSA-N 2-butyloctyl 2-hydroxybenzoate Chemical compound CCCCCCC(CCCC)COC(=O)C1=CC=CC=C1O CZVOIAOPRGNENY-UHFFFAOYSA-N 0.000 claims description 8
- -1 2-ethylhexyloxy Chemical group 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 5
- 239000006071 cream Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 claims description 2
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 claims description 2
- 239000003921 oil Substances 0.000 abstract description 10
- 239000010696 ester oil Substances 0.000 abstract description 5
- 238000009472 formulation Methods 0.000 abstract description 4
- 238000013329 compounding Methods 0.000 abstract description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 abstract 1
- 229960004889 salicylic acid Drugs 0.000 abstract 1
- 230000006750 UV protection Effects 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 13
- 238000002156 mixing Methods 0.000 description 12
- 239000002537 cosmetic Substances 0.000 description 7
- 239000012071 phase Substances 0.000 description 7
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
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- 238000011156 evaluation Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
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- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical class CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-N 0.000 description 3
- KXTAOXNYQGASTA-UHFFFAOYSA-N 2-benzylidenepropanedioic acid Chemical class OC(=O)C(C(O)=O)=CC1=CC=CC=C1 KXTAOXNYQGASTA-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 3
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- 239000000843 powder Substances 0.000 description 3
- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 description 2
- DWYHDSLIWMUSOO-UHFFFAOYSA-N 2-phenyl-1h-benzimidazole Chemical class C1=CC=CC=C1C1=NC2=CC=CC=C2N1 DWYHDSLIWMUSOO-UHFFFAOYSA-N 0.000 description 2
- BVNWQSXXRMNYKH-UHFFFAOYSA-N 4-phenyl-2h-benzotriazole Chemical class C1=CC=CC=C1C1=CC=CC2=C1NN=N2 BVNWQSXXRMNYKH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000000443 aerosol Substances 0.000 description 2
- 125000005427 anthranyl group Chemical group 0.000 description 2
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- FDATWRLUYRHCJE-UHFFFAOYSA-N diethylamino hydroxybenzoyl hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1O FDATWRLUYRHCJE-UHFFFAOYSA-N 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 229940079593 drug Drugs 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
- 150000002462 imidazolines Chemical class 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 229960001679 octinoxate Drugs 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
- 150000003872 salicylic acid derivatives Chemical class 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 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 description 2
- 229960000368 sulisobenzone Drugs 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 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 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-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
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 1
- NWGAAWUUGRXXSC-UHFFFAOYSA-N 1-(2-hydroxypropoxy)propan-2-yl 2-hydroxybenzoate Chemical compound CC(O)COCC(C)OC(=O)C1=CC=CC=C1O NWGAAWUUGRXXSC-UHFFFAOYSA-N 0.000 description 1
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- OCIQZTICBOLUJQ-UHFFFAOYSA-N 2,2,3,3-tetraethylhexanoic acid Chemical compound CCCC(CC)(CC)C(CC)(CC)C(O)=O OCIQZTICBOLUJQ-UHFFFAOYSA-N 0.000 description 1
- DGSZGZSCHSQXFV-UHFFFAOYSA-N 2,3-bis(2-ethylhexanoyloxy)propyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC(OC(=O)C(CC)CCCC)COC(=O)C(CC)CCCC DGSZGZSCHSQXFV-UHFFFAOYSA-N 0.000 description 1
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- ALBXRBNFWICCSC-UHFFFAOYSA-N 2-(5,5-dimethyl-1,1-diphenylhex-1-en-3-ylidene)propanedioic acid Chemical compound C=1C=CC=CC=1C(=CC(CC(C)(C)C)=C(C(O)=O)C(O)=O)C1=CC=CC=C1 ALBXRBNFWICCSC-UHFFFAOYSA-N 0.000 description 1
- LFNCNUJTQZONPX-UHFFFAOYSA-N 2-[1-[4-amino-2-(2-methylpropyl)phenyl]-3-methylbutylidene]propanedioic acid;1,3,5-triazine Chemical compound C1=NC=NC=N1.CC(C)CC(=C(C(O)=O)C(O)=O)C1=CC=C(N)C=C1CC(C)C LFNCNUJTQZONPX-UHFFFAOYSA-N 0.000 description 1
- LSHGMOIQPURPAK-UHFFFAOYSA-N 2-benzylidene-1,4,7,7-tetramethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C(C2=O)(C)CCC1(C)C2=CC1=CC=CC=C1 LSHGMOIQPURPAK-UHFFFAOYSA-N 0.000 description 1
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 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
- YWASADPCMMXXGW-UHFFFAOYSA-N 4,5-dihydroxypentyl hexanoate;2,3-dimethoxy-3-phenylprop-2-enoic acid Chemical compound CCCCCC(=O)OCCCC(O)CO.COC(C(O)=O)=C(OC)C1=CC=CC=C1 YWASADPCMMXXGW-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
- 229920001817 Agar Polymers 0.000 description 1
- FGHVBTNZDCTORM-UHFFFAOYSA-N C(CC)(=O)O.COC(CC(C1=CC=CC=C1)=C1N(C(C(N1OC)=O)=O)OC)CCCC Chemical compound C(CC)(=O)O.COC(CC(C1=CC=CC=C1)=C1N(C(C(N1OC)=O)=O)OC)CCCC FGHVBTNZDCTORM-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 241000723347 Cinnamomum Species 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 description 1
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- DRRMRHKHTQRWMB-UHFFFAOYSA-N [3-(2-ethylhexanoyloxy)-2,2-bis(2-ethylhexanoyloxymethyl)propyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC(COC(=O)C(CC)CCCC)(COC(=O)C(CC)CCCC)COC(=O)C(CC)CCCC DRRMRHKHTQRWMB-UHFFFAOYSA-N 0.000 description 1
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- 150000001298 alcohols Chemical class 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
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- 239000000730 antalgic agent Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000001387 anti-histamine Effects 0.000 description 1
- 239000000043 antiallergic agent Substances 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
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- 239000003908 antipruritic agent Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
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- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 description 1
- CYDRXTMLKJDRQH-UHFFFAOYSA-N benzododecinium Chemical compound CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CYDRXTMLKJDRQH-UHFFFAOYSA-N 0.000 description 1
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- 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
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- QDCHWIWENYCPIL-UHFFFAOYSA-L disodium;4-hydroxy-5-(2-hydroxy-4-methoxy-5-sulfonatobenzoyl)-2-methoxybenzenesulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC(S([O-])(=O)=O)=C(OC)C=C1O QDCHWIWENYCPIL-UHFFFAOYSA-L 0.000 description 1
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- 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
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- SOXAGEOHPCXXIO-DVOMOZLQSA-N menthyl anthranilate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)C1=CC=CC=C1N SOXAGEOHPCXXIO-DVOMOZLQSA-N 0.000 description 1
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- XATKDVHSLQMHSY-RMKNXTFCSA-N propan-2-yl (e)-3-(4-methoxyphenyl)prop-2-enoate Chemical compound COC1=CC=C(\C=C\C(=O)OC(C)C)C=C1 XATKDVHSLQMHSY-RMKNXTFCSA-N 0.000 description 1
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- KJCLYACXIWMFCC-UHFFFAOYSA-M sodium;5-benzoyl-4-hydroxy-2-methoxybenzenesulfonate Chemical compound [Na+].C1=C(S([O-])(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 KJCLYACXIWMFCC-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- UEVAMYPIMMOEFW-UHFFFAOYSA-N trolamine salicylate Chemical compound OCCN(CCO)CCO.OC(=O)C1=CC=CC=C1O UEVAMYPIMMOEFW-UHFFFAOYSA-N 0.000 description 1
- 239000005526 vasoconstrictor agent Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
Abstract
Description
本発明は、紫外線防御能を向上させた日焼け止め組成物に関する。 The present invention relates to a sunscreen composition with improved UV protection.
日焼け止め剤組成物は、紫外線防御能の指標であるＳＰＦ（Ｓｕｎ Ｐｒｏｔｅｃｔｉｏｎ Ｆａｃｔｏｒ）を付与するために、有機系、無機系の紫外線防御剤を配合する必要がある。日焼け止め剤組成物は、油中水型、水中油型乳化物やジェル、エアゾールなど様々な剤形が存在し、各々が有する特性に基づいて適した用途に使用されている。日焼け止め剤組成物に配合できる紫外線吸収剤は、紫外線Ａ波、紫外線Ｂ波をそれぞれ特異的に吸収するものや、紫外線Ａ波及びＢ波を長波長に渡り吸収するものなど様々なものが存在する。日焼け止め剤組成物の紫外線防御能を効果的に向上させるためには、製剤中で紫外線吸収剤の機能を発揮させることが必要である。しかし、紫外線吸収剤は、化粧品に汎用される使用感に優れた種々のシリコーン油やスクワラン等の非極性油剤に対する溶解性が著しく低く、その機能を十分に発揮できていないことが課題となっている。
日焼け止め剤組成物の紫外線防御能改善に関する先行技術として、紫外線防御粉体の分散性を向上させ、紫外線を遮蔽する能力に優れた粉体分散物（特許文献１）や、水溶性紫外線吸収剤を効果的に配合することで高いＳＰＦ値を確保する水溶性タイプの日焼け止め化粧料（特許文献２）が知られている。しかしながら、製造に特殊な設備を必要とするため、容易に応用することができず、紫外線防御能向上には、紫外線防御粉体を多量に配合する必要があるため、使用感や製剤の保存安定性の悪化が懸念される。 また、高いＳＰＦ値を確保する手段として、寒天ミクロゲルの配合が必須であることや、技術の応用が水溶性タイプの日焼け止め化粧料に限られるため、化粧持ちの制御が困難であることが考えられる。
The sunscreen composition needs to contain an organic or inorganic UV protection agent in order to impart SPF (Sun Protection Factor) which is an index of UV protection ability. There are various dosage forms such as a water-in-oil type, an oil-in-water emulsion, a gel, and an aerosol, and the sunscreen composition is used for a suitable application based on the characteristics of each. There are various UV absorbers that can be incorporated into sunscreen compositions, such as those that specifically absorb ultraviolet A wave and ultraviolet B wave, and those that absorb ultraviolet A wave and B wave over a long wavelength. To do. In order to effectively improve the ultraviolet protection ability of the sunscreen composition, it is necessary to exert the function of the ultraviolet absorber in the preparation. However, ultraviolet absorbers have a problem that their solubility in non-polar oils such as various silicone oils and squalane excellent in usability generally used in cosmetics is remarkably low, and their functions cannot be sufficiently exhibited. Yes.
As a prior art for improving the ultraviolet protection ability of a sunscreen composition, a powder dispersion (Patent Document 1) that improves the dispersibility of the ultraviolet protection powder and has an excellent ability to shield ultraviolet rays, and a water-soluble ultraviolet absorber. A water-soluble type sunscreen cosmetic (Patent Document 2) is known which ensures a high SPF value by effectively blending. However, because it requires special equipment for manufacturing, it cannot be easily applied. To improve UV protection, it is necessary to add a large amount of UV protection powder. There is concern about the deterioration of sex. In addition, as a means of ensuring a high SPF value, it is essential that agar microgel is blended, and since the application of technology is limited to water-soluble sunscreen cosmetics, it is difficult to control the makeup duration. It is done.
本発明は、紫外線吸収剤配合製剤の紫外線防御能を顕著に向上させ、製品価値の高い日焼け止め剤組成物を提供することにある。 An object of the present invention is to provide a sunscreen composition having a high product value by remarkably improving the ultraviolet protection ability of a preparation containing an ultraviolet absorber.
本発明者は、前記課題を解決すべく鋭意検討を重ねた結果、紫外線吸収剤に、特定のエステル油と特定の油剤を配合すると、日焼け止め組成物の紫外線防御能が顕著に向上することを見出し、本発明を完成するに至った。
かかる知見により得られた本発明の態様は以下の通りである。
（１）下記（ａ）、（ｂ）、及び（ｃ）を含有し、（ａ）成分の含有量が、組成物全体の０．０１〜１８質量％未満であることを特徴とする日焼け止め組成物、である。
（ａ）紫外線吸収剤（ただし、2,4-ビス-〔{4-（2-エチルヘキシルオキシ）-2-ヒドロキシ}-フェニル〕-6-（4-メトキシフェニル）-1,3,5-トリアジン、及び2,2'-メチレンビス（6-（2H-ベンゾトリアゾール-2-イル）-4-（1,1,3,3-テトラメチルブチル）フェノール）を除く）
（ｂ）セバシン酸ジイソプロピル
（ｃ）エチルヘキシルメトキシクリレン及びサリチル酸ブチルオクチルから選択される少なくとも１種の油剤。
（２）（ａ）の紫外線吸収剤として、常温で液体の紫外線吸収剤と、常温で固体の紫外線吸収剤を含有する、（１）に記載の日焼け止め組成物。
（３）乳液又はクリームである、（１）又は（２）のいずれかに記載の日焼け止め組成物。
As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that, when a specific ester oil and a specific oil agent are blended in the ultraviolet absorber, the ultraviolet protection ability of the sunscreen composition is remarkably improved. The headline and the present invention were completed.
The embodiments of the present invention obtained by such findings are as follows.
(1) A sunscreen comprising the following (a), (b), and (c), wherein the content of the component (a) is 0.01 to less than 18% by mass of the whole composition A composition.
(A) UV absorber (however, 2,4-bis-[{4- (2-ethylhexyloxy) -2-hydroxy} -phenyl] -6- (4-methoxyphenyl) -1,3,5-triazine , And 2,2'-methylenebis (excluding 6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol)
(B) at least one oil selected from diisopropyl sebacate (c) ethylhexylmethoxycrylene and butyloctyl salicylate.
(2) The sunscreen composition according to (1), which contains a UV absorber that is liquid at room temperature and a UV absorber that is solid at room temperature as the UV absorber of (a).
(3) The sunscreen composition according to either (1) or (2), which is an emulsion or cream.
本発明により、紫外線吸収剤の機能を十分に発揮でき、日焼け止め組成物の紫外線防御能を向上することが可能となった。また、製剤中で成分の析出のない、日焼け止め用乳化組成物の提供が可能となった。 According to the present invention, the function of the ultraviolet absorber can be sufficiently exhibited, and the ultraviolet protection ability of the sunscreen composition can be improved. In addition, it has become possible to provide an emulsion composition for sunscreen that does not cause any component precipitation in the preparation.
本発明で用いる（ａ）成分としての紫外線吸収剤としては、一般に化粧料に用いられるものを広く挙げることができ、特に限定されるものでないが、好ましくはパラアミノ安息香酸誘導体、サリチル酸誘導体、ケイ皮酸誘導体、ベンゾイル誘導体、β,β−ジフェニルアクリラート誘導体、ベンゾフェノン誘導体、ベンジリデンショウノウ誘導体、フェニルベンゾイミダゾール誘導体、トリアジン誘導体、フェニルベンゾトリアゾール誘導体、アントラニル誘導体、イミダゾリン誘導体、ベンザルマロナート誘導体、4,4-ジアリールブタジエン誘導体等が例示される。 As the ultraviolet absorber as the component (a) used in the present invention, those generally used in cosmetics can be broadly cited, and are not particularly limited, but preferably paraaminobenzoic acid derivatives, salicylic acid derivatives, cinnamon Acid derivatives, benzoyl derivatives, β, β-diphenyl acrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, phenylbenzimidazole derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthranyl derivatives, imidazoline derivatives, benzalmalonate derivatives, 4,4 -A diaryl butadiene derivative etc. are illustrated.
上記パラアミノ安息香酸誘導体としては、パラアミノ安息香酸（以下、「ＰＡＢＡ」と略記する）、エチルＰＡＢＡ、エチル−ジヒドロキシプロピルＰＡＢＡ、エチルヘキシルジメチルＰＡＢＡ、グリセリルＰＡＢＡ、ＰＥＧ-25-ＰＡＢＡなどが例示される。 Examples of the paraaminobenzoic acid derivative include paraaminobenzoic acid (hereinafter abbreviated as “PABA”), ethyl PABA, ethyl-dihydroxypropyl PABA, ethylhexyldimethyl PABA, glyceryl PABA, PEG-25-PABA, and the like.
上記サリチル酸誘導体としては、ホモサレート、エチルヘキシルサリチラート、ジプロピレングリコールサリチラート、ＴＥＡサリチラートなどが例示される。 Examples of the salicylic acid derivative include homosalate, ethylhexyl salicylate, dipropylene glycol salicylate, TEA salicylate, and the like.
上記ケイ皮酸誘導体としては、メトキシケイ皮酸エチルヘキシル、メトキシケイ皮酸イソプロピル、メトキシケイ皮酸イソアミル、シンノキサート、ＤＥＡメトキシシンナマート、メチルケイ皮酸ジイソプロピル、グリセリルエチルヘキサノアートジメトキシシンナマートなどが例示される。 Examples of the cinnamic acid derivative include ethylhexyl methoxycinnamate, isopropyl methoxycinnamate, isoamyl methoxycinnamate, cinnoxate, DEA methoxycinnamate, diisopropyl methylcinnamate, glycerylethylhexanoate dimethoxycinnamate, and the like. The
上記ベンゾイル誘導体としては、4-tert-ブチル-4'-メトキシジベンゾイルメタン、2-〔4-（ジエチルアミノ）-2-ヒドロキシベンゾイル〕安息香酸ヘキシルエステルなどが例示される。 Examples of the benzoyl derivative include 4-tert-butyl-4′-methoxydibenzoylmethane, 2- [4- (diethylamino) -2-hydroxybenzoyl] benzoic acid hexyl ester, and the like.
上記β,β-ジフェニルアクリラート誘導体としては、オクトクリレン、エトクリレンなどが例示される。 Examples of the β, β-diphenyl acrylate derivative include octocrylene, ethocrylene and the like.
上記ベンゾフェノン誘導体としては、ベンゾフェノン-1、ベンゾフェノン-2、ベンゾフェノン-3またはオキシベンゾン、ベンゾフェノン-4、ベンゾフェノン-5、ベンゾフェノン-6、ベンゾフェノン-8、ベンゾフェノン-9、ベンゾフェノン-12などが例示される。 Examples of the benzophenone derivative include benzophenone-1, benzophenone-2, benzophenone-3 or oxybenzone, benzophenone-4, benzophenone-5, benzophenone-6, benzophenone-8, benzophenone-9, and benzophenone-12.
上記ベンジリデンショウノウ誘導体としては、3-ベンジリデンショウノウ、4-メチルベンジリデンショウノウ、ベンジリデンショウノウスルホン酸、メト硫酸ショウノウベンザルコニウム、テレフタリリデンジショウノウスルホン酸、ポリアクリルアミドメチルベンジリデンショウノウなどが例示される。 Examples of the benzylidene camphor derivative include 3-benzylidene camphor, 4-methyl benzylidene camphor, benzylidene camphor sulfonic acid, methosulfate camphor benzalkonium, terephthalidene camphor sulfonic acid, polyacrylamide methyl benzylidene camphor and the like.
上記フェニルベンゾイミダゾール誘導体としては、フェニルベンゾイミダゾールスルホン酸、フェニルジベンゾイミダゾールテトラスルホン酸二ナトリウムなどが例示される。 Examples of the phenyl benzimidazole derivative include phenyl benzimidazole sulfonic acid and phenyl dibenzimidazole tetrasulfonate disodium.
上記トリアジン誘導体としては、エチルヘキシルトリアゾン、ジエチルヘキシルブタミドトリアゾン、2,4,6-トリス（ジイソブチル-4’-アミノベンザルマロナート）-s-トリアジンなどが例示される。 Examples of the triazine derivative include ethylhexyltriazone, diethylhexylbutamide triazone, 2,4,6-tris (diisobutyl-4'-aminobenzalmalonate) -s-triazine and the like.
上記フェニルベンゾトリアゾール誘導体としては、ドロメトリゾールトリシロキサンなどが例示される。 Examples of the phenylbenzotriazole derivative include drometrizole trisiloxane.
上記アントラニル誘導体としては、アントラニル酸メンチルなどが例示される。 Examples of the anthranyl derivative include menthyl anthranilate.
上記イミダゾリン誘導体としては、ジメトキシベンジリデンジオキソイミダゾリジンプロピオン酸2-エチルヘキシルなどが例示される。 Examples of the imidazoline derivative include 2-methoxyhexyl dimethoxybenzylidene dioxoimidazolidine propionate.
上記ベンザルマロナート誘導体としては、ジメチコジエチルベンザルマロネート、ベンザルマロナート官能基を有するポリオルガノシロキサンなどが例示される。 Examples of the benzalmalonate derivative include dimethicodiethylbenzalmalonate and polyorganosiloxane having a benzalmalonate functional group.
上記4,4-ジアリールブタジエン誘導体としては、1,1-ジカルボキシ（2,2’-ジメチルプロピル）-4,4-ジフェニルブタジエンなどが例示される。 Examples of the 4,4-diarylbutadiene derivative include 1,1-dicarboxy (2,2′-dimethylpropyl) -4,4-diphenylbutadiene.
本発明の（ａ）成分は、１種または２種以上を組み合わせて用いることができるが、常温で液体の紫外線吸収剤と、常温で固体の紫外線吸収剤を組み合わせて用いるのが好ましい。中でも、液体の紫外線吸収剤であるメトキシケイ皮酸エチルヘキシル及び／又はオクトクリレンと、固体の紫外線吸収剤である4-tert-ブチル-4'-メトキシジベンゾイルメタン、2-〔4-（ジエチルアミノ）-2-ヒドロキシベンゾイル〕安息香酸ヘキシルエステル、オキシベンゾン、ベンゾフェノン-4、フェニルベンズイミダゾールスルホン酸、エチルヘキシルトリアゾン、ジメチコジエチルベンザルマロネート及びジメトキシベンジリデンジオキソイミダゾリジンプロピオン酸2-エチルヘキシルから選ばれる１種又は２種以上を組み合わせて用いるのが好ましい。 The component (a) of the present invention can be used singly or in combination of two or more, but it is preferable to use a combination of a UV absorber that is liquid at room temperature and a UV absorber that is solid at room temperature. Among them, liquid ultraviolet absorbers such as ethyl hexyl methoxycinnamate and / or octocrylene and solid ultraviolet absorbers such as 4-tert-butyl-4'-methoxydibenzoylmethane, 2- [4- (diethylamino)- 2-hydroxybenzoyl] benzoic acid hexyl ester, oxybenzone, benzophenone-4, phenylbenzimidazolesulfonic acid, ethylhexyltriazone, dimethicodiethylbenzalmalonate and dimethoxybenzylidene dioxoimidazolidinepropionate 2-ethylhexyl Or it is preferable to use 2 or more types in combination.
本発明の（ａ）成分の配合量は、日焼け止め組成物中、０．０１〜１８質量％未満である。１８質量％以上とすると、組成物中に析出が認められるからであり、好ましくは１７質量％以下である。また、製剤の乳化状態の点から、１６質量％以下とするのがより好ましく、更に使用感も考慮するならば１５質量％以下、好ましくは１３質量％以下である。また、本発明の日焼け止め組成物が乳液又はクリームの場合は、本発明の紫外線吸収剤の配合量が５〜１０質量％でＳＰＦ値が４５を超えるため、この配合量で本発明を実施する意義が高い。 The blending amount of the component (a) of the present invention is 0.01 to less than 18% by mass in the sunscreen composition. If the content is 18% by mass or more, precipitation is observed in the composition, and the content is preferably 17% by mass or less. Further, from the viewpoint of the emulsified state of the preparation, the content is more preferably 16% by mass or less, and further 15% by mass or less, preferably 13% by mass or less if the usability is taken into consideration. When the sunscreen composition of the present invention is a milky lotion or cream, the blending amount of the ultraviolet absorber of the present invention is 5 to 10% by mass and the SPF value exceeds 45. Therefore, the present invention is carried out with this blending amount. High significance.
本発明の（ｂ）成分であるセバシン酸ジイソプロピルは、エステル油の一種である。（ｂ）成分の配合量は、日焼け止め組成物中、０．５質量％以上が本発明の効果の点から好ましく、上限値は９０質量％であるが、使用感の観点から上限は２０質量％が好ましい。本発明のセバシン酸ジイソプロピルとしては、NIKKOL DIS（商品名：日本サーファクタント工業製）等の市販品を利用することもできる。 Diisopropyl sebacate which is the component (b) of the present invention is a kind of ester oil. The blending amount of the component (b) is preferably 0.5% by mass or more in the sunscreen composition from the viewpoint of the effect of the present invention, and the upper limit is 90% by mass, but the upper limit is 20% from the viewpoint of feeling of use. % Is preferred. As diisopropyl sebacate of the present invention, commercially available products such as NIKKOL DIS (trade name: manufactured by Nippon Surfactant Kogyo Co., Ltd.) can be used.
本発明の（ｃ）成分であるエチルヘキシルメトキシクリレンは、日焼け止め組成物中、０．１質量％以上配合することが本発明の効果の点から好ましい。また、使用感の観点から、上限は２０質量％が好ましい。本発明のエチルヘキシルメトキシクリレンとしては、SolaStay S1（商品名：HallStar製）等の市販品を利用することもできる。 It is preferable from the viewpoint of the effect of the present invention that ethylhexyl methoxycrylene which is the component (c) of the present invention is blended in an amount of 0.1% by mass or more in the sunscreen composition. From the viewpoint of usability, the upper limit is preferably 20% by mass. Commercially available products such as SolaStay S1 (trade name: manufactured by HallStar) can be used as the ethylhexylmethoxycrylene of the present invention.
また、本発明の（ｃ）成分であるサリチル酸ブチルオクチルは、日焼け止め組成物中、０．１質量％以上配合することが本発明の効果の点から好ましい。使用感の観点から、上限は２０質量％が好ましい。本発明のサリチル酸ブチルオクチルとしては、HALLBRITE BHB（商品名：HallStar製）等の市販品を利用することもできる。 Moreover, it is preferable from the point of the effect of this invention to mix | blend 0.1 mass% or more of butyl octyl salicylates which are (c) component of this invention in a sunscreen composition. From the viewpoint of usability, the upper limit is preferably 20% by mass. Commercially available products such as HALLBRITE BHB (trade name: manufactured by HallStar) can be used as the butyloctyl salicylate of the present invention.
本発明の日焼け止め組成物は、常法に従って製造することができ、乳液、クリーム、液剤、ローション剤、エアゾール剤、固形剤、ジェル剤等の任意の剤型とすることができる。このうち、好ましいのはＷ／Ｏ又はＯ／Ｗ型の乳化組成物であり、特に好ましくはＷ／Ｏ型の乳化組成物である。 The sunscreen composition of the present invention can be produced according to a conventional method, and can be in any dosage form such as emulsion, cream, solution, lotion, aerosol, solid, gel and the like. Among these, a W / O or O / W type emulsion composition is preferable, and a W / O type emulsion composition is particularly preferable.
本発明の日焼け止め組成物は、化粧料、医薬部外品又は医薬品のいずれにも用いることができるが、より好ましくは化粧料である。 The sunscreen composition of the present invention can be used in any of cosmetics, quasi-drugs, and pharmaceuticals, but is more preferably a cosmetic.
本発明の日焼け止め組成物には、通常日焼け止め組成物で用いられる任意成分を、本発明の効果を損なわない範囲で適宜配合することができる。このような任意成分としては、紫外線散乱剤、精製水、低級アルコールや多価アルコール等の溶解補助剤、炭化水素、グリセリン脂肪酸エステル、ワックス成分、界面活性剤、抗酸化剤、乳化安定剤、ゲル化剤、粘着剤等、各種動植物からの抽出物、ｐＨ調整剤、防腐剤、キレート剤、香料、色素、液化ガスなどが挙げられる。また、本発明の通常日焼け止め組成物中には、例えば抗菌剤、殺菌剤、鎮痛剤、抗ヒスタミン剤、組織修復剤、鎮痒剤、保湿剤、血管収縮剤、抗アレルギー剤、清涼化剤、酸素除去剤、ビタミンなどの薬効成分などを本発明の効果を損なわない範囲で適宜に配合することができる。 In the sunscreen composition of the present invention, optional components usually used in sunscreen compositions can be appropriately blended within a range not impairing the effects of the present invention. Such optional components include ultraviolet light scattering agents, purified water, solubilizing agents such as lower alcohols and polyhydric alcohols, hydrocarbons, glycerin fatty acid esters, wax components, surfactants, antioxidants, emulsion stabilizers, gels Examples include extracts from various animals and plants such as agents, adhesives, pH adjusters, preservatives, chelating agents, fragrances, pigments, liquefied gases, and the like. Further, in the usual sunscreen composition of the present invention, for example, antibacterial agent, bactericidal agent, analgesic agent, antihistamine, tissue repair agent, antipruritic agent, moisturizer, vasoconstrictor, antiallergic agent, cooling agent, oxygen removal Agents, medicinal components such as vitamins, and the like can be appropriately blended within a range not impairing the effects of the present invention.
以下に実施例、比較例及び試験例をあげて本発明をさらに詳細に説明するが、これらの実施例等に限定されるものではない。 Hereinafter, the present invention will be described in more detail with reference to examples, comparative examples, and test examples, but the present invention is not limited to these examples.
（試験例１：紫外線防御能の評価試験）
下記の表１〜１０に示す実施例１〜１０及び比較例１〜２8の処方に従い、各成分を秤量した後混合し、８０℃に加温して紫外線吸収剤を溶解した。溶解後冷却して実施例１〜１０および比較例１〜２８の紫外線吸収剤を溶解した組成物を得た。なお、比較例では、本発明のエステル油であるセバシン酸ジイソプロピルの代わりに、テトラエチルヘキサン酸ペンタエリスリチル、トリエチルヘキサノイン、又はトリ（カプリル酸／カプリン酸）グリセリルを使用した。
実施例１〜１０及び比較例１〜２８について、製剤の紫外線防御能をＳＰＦアナライザー（Ｌａｂｓｐｈｅｒｅ社、ＵＶ-２０００Ｓ）にて測定した。結果を表１〜１０に示す。
(Test Example 1: UV protection ability evaluation test)
In accordance with the prescriptions of Examples 1 to 10 and Comparative Examples 1 to 28 shown in Tables 1 to 10 below, each component was weighed and mixed, and heated to 80 ° C. to dissolve the ultraviolet absorber. It cooled after melt | dissolution and obtained the composition which melt | dissolved the ultraviolet absorber of Examples 1-10 and Comparative Examples 1-28. In the comparative example, tetraethylhexanoate pentaerythrityl, triethylhexanoin, or tri (caprylic acid / capric acid) glyceryl was used instead of diisopropyl sebacate which is the ester oil of the present invention.
About Examples 1-10 and Comparative Examples 1-28, the ultraviolet protection ability of a formulation was measured with the SPF analyzer (Labsphere, UV-2000S). The results are shown in Tables 1-10.
表１〜表１０から明らかなように、セバシン酸ジイソプロピル及び、エチルへキシルメトキシクリレンまたはサリチル酸ブチルオクチルを配合することによって、紫外線防御能が顕著に向上した。 As is clear from Tables 1 to 10, the ultraviolet protection ability was remarkably improved by blending diisopropyl sebacate and ethylhexylmethoxycrylene or butyloctyl salicylate.
（実施例１１〜２２及び比較例２９〜３５）
下記の表１１〜１４に示す組成のＷ／Ｏ型日焼け止め乳液を、常法に従い調製した。
（乳液の調製方法）
下記の表１１〜１４に示す処方に従い、各成分を秤量し、油相、水相をそれぞれ８０℃に加温し均一に混合した。均一混合後、油相を撹拌しながら水相を添加した。撹拌後、冷却しながらアルコール相を添加し均一に混合し、実施例１１〜２２及び比較例２９〜３５のＷ／Ｏ型の日焼け止め用乳液を得た。なお、比較例３４、３５では、本発明のエステル油であるセバシン酸ジイソプロピルの代わりに、テトラエチルヘキサン酸ペンタエリスリチルを使用した。調製した乳液の紫外線防御能を試験例１と同様の方法で評価した。
(Examples 11-22 and Comparative Examples 29-35)
W / O type sunscreen emulsions having the compositions shown in Tables 11 to 14 below were prepared according to a conventional method.
(Method for preparing emulsion)
In accordance with the formulations shown in Tables 11 to 14 below, each component was weighed, and the oil phase and the water phase were each heated to 80 ° C. and mixed uniformly. After homogeneous mixing, the aqueous phase was added while stirring the oil phase. After stirring, the alcohol phase was added with cooling and mixed uniformly to obtain W / O-type sunscreen emulsions of Examples 11 to 22 and Comparative Examples 29 to 35. In Comparative Examples 34 and 35, pentaerythrityl tetraethylhexanoate was used in place of diisopropyl sebacate, which is the ester oil of the present invention. The prepared emulsion was evaluated for the ultraviolet protection ability in the same manner as in Test Example 1.
表１１〜１４から明らかなように、本発明の組み合わせを用いた組成物は、Ｗ／Ｏ型の乳化組成物においても良好な紫外線防御能を示した。紫外線吸収剤の配合量が乳液中に１０質量％未満という少ない量であっても、セバシン酸ジイソプロピル及びエチルへキシルメトキシクリレンまたはサリチル酸ブチルオクチルを配合することによって、ＳＰＦ値が４５以上の優れた乳液を製造できた。また、エチルヘキシルメトキシクリレンとサリチル酸ブチルオクチルの両方を配合すると、さらにＳＰＦ値が高まった（実施例１３、１４）。 As is clear from Tables 11 to 14, the composition using the combination of the present invention showed good UV protection ability even in the W / O type emulsion composition. Even if the blending amount of the UV absorber is less than 10% by mass in the emulsion, an excellent SPF value of 45 or more can be obtained by blending diisopropyl sebacate and ethylhexylmethoxycrylene or butyloctyl salicylate. An emulsion could be produced. Moreover, when both ethylhexyl methoxycrilene and butyl octyl salicylate were blended, the SPF value was further increased (Examples 13 and 14).
（実施例２３〜２７及び比較例３６〜４０）
下記の表１５に示す処方に従い、各成分を秤量し、油相、水相をそれぞれ８０℃に加温し均一に混合した。均一混合後、油相を撹拌しながら水相を添加した。撹拌後、冷却しながらエタノール相を添加し均一に混合し、実施例２３〜２７及び比較例３６〜４０のＷ／Ｏ型の日焼け止め用乳液を得た。調製した乳液の紫外線防御能を試験例１と同様の方法で評価した。
(Examples 23 to 27 and Comparative Examples 36 to 40)
According to the formulation shown in Table 15 below, each component was weighed, and the oil phase and the aqueous phase were each heated to 80 ° C. and mixed uniformly. After homogeneous mixing, the aqueous phase was added while stirring the oil phase. After stirring, the ethanol phase was added with cooling and mixed uniformly to obtain W / O type sunscreen emulsions of Examples 23 to 27 and Comparative Examples 36 to 40. The prepared emulsion was evaluated for the ultraviolet protection ability in the same manner as in Test Example 1.
（試験例２：乳化状態の評価試験）
実施例２３〜２７及び比較例３６〜４０のＷ／Ｏ型の日焼け止め用乳液の乳化状態を偏光顕微鏡にて確認した。乳化の可否及び乳化粒子径の大きさで評価を行った。
(Test Example 2: Evaluation test of emulsified state)
The emulsified state of the W / O type sunscreen emulsions of Examples 23 to 27 and Comparative Examples 36 to 40 was confirmed with a polarizing microscope. Evaluation was performed based on whether emulsification was possible and the size of the emulsion particle size.
（試験例３：析出状態の評価試験）
実施例２３〜２７及び比較例３６〜４０のＷ／Ｏ型の日焼け止め用乳液中の成分の析出有無を偏光顕微鏡にて確認した。
(Test Example 3: Evaluation test of precipitation state)
Precipitation presence / absence of components in the W / O-type sunscreen emulsions of Examples 23 to 27 and Comparative Examples 36 to 40 was confirmed with a polarizing microscope.
表１５から明らかなように本発明の組み合わせを用いた組成物は、Ｗ／Ｏ型の乳化組成物においても良好な紫外線防御能を示した。さらに、本発明の組み合わせを用いた組成物は、乳化状態、析出状態も良好であることが明らかとなった。紫外線吸収剤の配合量が１８％以上となると組成物中に析出が認められたことから（比較例３６）、紫外線吸収剤の配合量は１８％未満の範囲が適切であることが分かった（実施例２３〜２７）。また、紫外線吸収剤の配合量を１６％以下とすると、乳化状態が良好となり、より好ましいことが分かった（実施例２３〜２６）。また、紫外線吸収剤の配合量を１３％以下とするとべたつかなくなり、使用感が良好となった（実施例２３〜２４）。 As is clear from Table 15, the composition using the combination of the present invention showed a good UV protection ability even in the W / O type emulsion composition. Furthermore, it was revealed that the composition using the combination of the present invention has good emulsified state and precipitated state. Since precipitation was observed in the composition when the blending amount of the UV absorber was 18% or more (Comparative Example 36), it was found that the blending amount of the UV absorber was appropriate within a range of less than 18% ( Examples 23-27). Moreover, when the compounding quantity of the ultraviolet absorber was made into 16% or less, it became clear that an emulsified state became favorable and was more preferable (Examples 23-26). Moreover, when the compounding quantity of the ultraviolet absorber was 13% or less, it was not sticky and the feeling of use was good (Examples 23 to 24).
本発明により、紫外線防御能を向上した日焼け止め剤の提供が可能となった。本日焼け止め剤は、医薬部外品・化粧品等の日焼け止め剤として有用である。 According to the present invention, it has become possible to provide a sunscreen with improved UV protection. This sunscreen is useful as a sunscreen for quasi drugs and cosmetics.
Claims (3)
（ａ）紫外線吸収剤（ただし、2,4-ビス-〔{4-（2-エチルヘキシルオキシ）-2-ヒドロキシ}-フェニル〕-6-（4-メトキシフェニル）-1,3,5-トリアジン、及び2,2'-メチレンビス（6-（2H-ベンゾトリアゾール-2-イル）-4-（1,1,3,3-テトラメチルブチル）フェノール）を除く）
（ｂ）セバシン酸ジイソプロピル
（ｃ）エチルヘキシルメトキシクリレン及びサリチル酸ブチルオクチルから選択される少なくとも１種の油剤 A sunscreen composition comprising the following (a), (b), and (c), wherein the content of the component (a) is 0.01 to less than 18% by mass of the whole composition.
(A) UV absorber (however, 2,4-bis-[{4- (2-ethylhexyloxy) -2-hydroxy} -phenyl] -6- (4-methoxyphenyl) -1,3,5-triazine , And 2,2'-methylenebis (excluding 6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol)
(B) at least one oil selected from diisopropyl sebacate (c) ethylhexylmethoxycrylene and butyloctyl salicylate
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| WO2022210145A1 (en) | 2021-03-30 | 2022-10-06 | 株式会社 資生堂 | Cosmetic |
| WO2023063102A1 (en) * | 2021-10-13 | 2023-04-20 | 株式会社 資生堂 | Cosmetic composition |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5849273A (en) * | 1996-11-21 | 1998-12-15 | The C. P. Hall Company | Skin care and sunscreen composition containing dibenzoylmethane derivative, e.g., parsol® 1789, and C12, C16, C18 branched chain hydroxybenzoate and/or C12, C16 branched chain benzoate stabilizers/solubilizers |
| JP2010059136A (en) * | 2008-09-08 | 2010-03-18 | Shiseido Co Ltd | Sunscreen cosmetic |
| JP2014509618A (en) * | 2011-03-29 | 2014-04-21 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Sunscreen composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US5849273A (en) * | 1996-11-21 | 1998-12-15 | The C. P. Hall Company | Skin care and sunscreen composition containing dibenzoylmethane derivative, e.g., parsol® 1789, and C12, C16, C18 branched chain hydroxybenzoate and/or C12, C16 branched chain benzoate stabilizers/solubilizers |
| JP2010059136A (en) * | 2008-09-08 | 2010-03-18 | Shiseido Co Ltd | Sunscreen cosmetic |
| JP2014509618A (en) * | 2011-03-29 | 2014-04-21 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Sunscreen composition |
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| WO2022210145A1 (en) | 2021-03-30 | 2022-10-06 | 株式会社 資生堂 | Cosmetic |
| WO2023063102A1 (en) * | 2021-10-13 | 2023-04-20 | 株式会社 資生堂 | Cosmetic composition |
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