CH634986A5 - Cosmetic light-stabilising agent for the UV-A region - Google Patents
Cosmetic light-stabilising agent for the UV-A region Download PDFInfo
- Publication number
- CH634986A5 CH634986A5 CH688978A CH688978A CH634986A5 CH 634986 A5 CH634986 A5 CH 634986A5 CH 688978 A CH688978 A CH 688978A CH 688978 A CH688978 A CH 688978A CH 634986 A5 CH634986 A5 CH 634986A5
- Authority
- CH
- Switzerland
- Prior art keywords
- cyclopentanone
- cyclohexanone
- bis
- ester
- cosmetic
- Prior art date
Links
- 239000004611 light stabiliser Substances 0.000 title claims description 15
- 239000002537 cosmetic Substances 0.000 title claims description 14
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims description 37
- JHIVVAPYMSGYDF-PTQBSOBMSA-N cyclohexanone Chemical class O=[13C]1CCCCC1 JHIVVAPYMSGYDF-PTQBSOBMSA-N 0.000 claims description 17
- -1 methylenedioxy group Chemical group 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 150000005840 aryl radicals Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 11
- 210000003491 skin Anatomy 0.000 description 9
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 8
- 150000003997 cyclic ketones Chemical class 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 230000000475 sunscreen effect Effects 0.000 description 8
- 239000000516 sunscreening agent Substances 0.000 description 8
- 150000003934 aromatic aldehydes Chemical class 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 235000013871 bee wax Nutrition 0.000 description 4
- 239000012166 beeswax Substances 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 4
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000003380 propellant Substances 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- CVTOCKKPVXJIJK-HBKJEHTGSA-N (2e,5e)-2,5-dibenzylidenecyclopentan-1-one Chemical compound O=C1\C(=C\C=2C=CC=CC=2)CC\C1=C/C1=CC=CC=C1 CVTOCKKPVXJIJK-HBKJEHTGSA-N 0.000 description 3
- NCHAALDGNRJQFO-UHFFFAOYSA-N 2,6-bis[(2,3-dimethoxyphenyl)methylidene]cyclohexan-1-one Chemical compound COC1=CC=CC(C=C2C(C(=CC=3C(=C(OC)C=CC=3)OC)CCC2)=O)=C1OC NCHAALDGNRJQFO-UHFFFAOYSA-N 0.000 description 3
- ZYMUNTZVOUBQAI-UHFFFAOYSA-N 2,6-bis[(4-methoxyphenyl)methylidene]cyclohexan-1-one Chemical compound C1=CC(OC)=CC=C1C=C(CCC1)C(=O)C1=CC1=CC=C(OC)C=C1 ZYMUNTZVOUBQAI-UHFFFAOYSA-N 0.000 description 3
- UQFVAGXCGYNBRC-UHFFFAOYSA-N 2-[(2-methoxyphenyl)methylidene]cyclopentan-1-one Chemical compound COC1=CC=CC=C1C=C1C(=O)CCC1 UQFVAGXCGYNBRC-UHFFFAOYSA-N 0.000 description 3
- WTMNGZHQLCKKGP-UHFFFAOYSA-N 2-[(3,4-dimethoxyphenyl)methylidene]cyclopentan-1-one Chemical compound C1=C(OC)C(OC)=CC=C1C=C1C(=O)CCC1 WTMNGZHQLCKKGP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 206010042496 Sunburn Diseases 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QMOAOGJBIBSQOO-AWKIKHLOSA-N (2e,5e)-2,5-bis[(e)-3-phenylprop-2-enylidene]cyclopentan-1-one Chemical compound O=C1\C(=C\C=C\C=2C=CC=CC=2)CC\C1=C/C=C/C1=CC=CC=C1 QMOAOGJBIBSQOO-AWKIKHLOSA-N 0.000 description 2
- CTKKGXDAWIAYSA-JSAVKQRWSA-N (2e,6e)-2,6-dibenzylidenecyclohexan-1-one Chemical compound O=C1\C(=C\C=2C=CC=CC=2)CCC\C1=C/C1=CC=CC=C1 CTKKGXDAWIAYSA-JSAVKQRWSA-N 0.000 description 2
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- JIVGSHFYXPRRSZ-UHFFFAOYSA-N 2,3-dimethoxybenzaldehyde Chemical compound COC1=CC=CC(C=O)=C1OC JIVGSHFYXPRRSZ-UHFFFAOYSA-N 0.000 description 2
- LNKNETAYXQLOBY-UHFFFAOYSA-N 2,5-bis(1,3-benzodioxol-5-ylmethylidene)cyclopentan-1-one Chemical compound C1=C2OCOC2=CC(C=C2C(C(CC2)=CC=2C=C3OCOC3=CC=2)=O)=C1 LNKNETAYXQLOBY-UHFFFAOYSA-N 0.000 description 2
- SWXUQQKBZLHYOF-UHFFFAOYSA-N 2,5-bis[(2-hydroxyphenyl)methylidene]cyclopentan-1-one Chemical compound OC1=CC=CC=C1C=C(CC1)C(=O)C1=CC1=CC=CC=C1O SWXUQQKBZLHYOF-UHFFFAOYSA-N 0.000 description 2
- NZSRSKNDCCSSGY-UHFFFAOYSA-N 2,5-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-1-cyclopentanone Chemical compound C1=C(O)C(OC)=CC(C=C2C(C(=CC=3C=C(OC)C(O)=CC=3)CC2)=O)=C1 NZSRSKNDCCSSGY-UHFFFAOYSA-N 0.000 description 2
- DWPJEPVQLUJRMB-UHFFFAOYSA-N 2,5-bis[(4-methoxyphenyl)methylidene]cyclopentan-1-one Chemical compound C1=CC(OC)=CC=C1C=C(CC1)C(=O)C1=CC1=CC=C(OC)C=C1 DWPJEPVQLUJRMB-UHFFFAOYSA-N 0.000 description 2
- OANJLTUPMGCUCW-UHFFFAOYSA-N 2-[(2-methoxyphenyl)methylidene]cyclohexan-1-one Chemical compound COC1=CC=CC=C1C=C1C(=O)CCCC1 OANJLTUPMGCUCW-UHFFFAOYSA-N 0.000 description 2
- YWWIHHSFVKZDAO-UHFFFAOYSA-N 2-[[4-(dimethylamino)phenyl]methylidene]-1-cyclohexanone Chemical compound C1=CC(N(C)C)=CC=C1C=C1C(=O)CCCC1 YWWIHHSFVKZDAO-UHFFFAOYSA-N 0.000 description 2
- BTSXEIQFVFMZLH-UHFFFAOYSA-N 2-[[4-(dimethylamino)phenyl]methylidene]cyclopentan-1-one Chemical compound C1=CC(N(C)C)=CC=C1C=C1C(=O)CCC1 BTSXEIQFVFMZLH-UHFFFAOYSA-N 0.000 description 2
- 239000004808 2-ethylhexylester Substances 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- HSHNITRMYYLLCV-UHFFFAOYSA-N 4-methylumbelliferone Chemical compound C1=C(O)C=CC2=C1OC(=O)C=C2C HSHNITRMYYLLCV-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 229910021538 borax Inorganic materials 0.000 description 2
- 229960000846 camphor Drugs 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000000787 lecithin Substances 0.000 description 2
- 229940067606 lecithin Drugs 0.000 description 2
- 235000010445 lecithin Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 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
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 235000008390 olive oil Nutrition 0.000 description 2
- 239000004006 olive oil Substances 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000004328 sodium tetraborate Substances 0.000 description 2
- 235000010339 sodium tetraborate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- VCDPHYIZVFJQCD-ZRDIBKRKSA-N (2e)-2-benzylidenecyclohexan-1-one Chemical compound O=C1CCCC\C1=C/C1=CC=CC=C1 VCDPHYIZVFJQCD-ZRDIBKRKSA-N 0.000 description 1
- ZFJFROHCPHULKY-PKNBQFBNSA-N (2e)-2-benzylidenecyclopentan-1-one Chemical compound O=C1CCC\C1=C/C1=CC=CC=C1 ZFJFROHCPHULKY-PKNBQFBNSA-N 0.000 description 1
- NADUQCROZYTGPH-UHFFFAOYSA-N 2,5-bis[(3,4-dimethoxyphenyl)methylidene]-1-cyclopentanone Chemical compound C1=C(OC)C(OC)=CC=C1C=C(CC1)C(=O)C1=CC1=CC=C(OC)C(OC)=C1 NADUQCROZYTGPH-UHFFFAOYSA-N 0.000 description 1
- YSEMBYWAAKOCKW-UHFFFAOYSA-N 2,5-bis[(4-hydroxyphenyl)methylidene]cyclopentan-1-one Chemical compound C1=CC(O)=CC=C1C=C(CC1)C(=O)C1=CC1=CC=C(O)C=C1 YSEMBYWAAKOCKW-UHFFFAOYSA-N 0.000 description 1
- YOTDZZKBJHGVNA-UHFFFAOYSA-N 2,6-bis[(3,4-dimethoxyphenyl)methylidene]cyclohexan-1-one Chemical compound C1=C(OC)C(OC)=CC=C1C=C(CCC1)C(=O)C1=CC1=CC=C(OC)C(OC)=C1 YOTDZZKBJHGVNA-UHFFFAOYSA-N 0.000 description 1
- AKSHKVRCEXTHAZ-UHFFFAOYSA-N 2,6-bis[(4-aminophenyl)methylidene]cyclohexan-1-one Chemical compound C1=CC(N)=CC=C1C=C(CCC1)C(=O)C1=CC1=CC=C(N)C=C1 AKSHKVRCEXTHAZ-UHFFFAOYSA-N 0.000 description 1
- GHCRTWFKGXOMGI-UHFFFAOYSA-N 2,6-bis[[4-(2-methylpropyl)phenyl]methylidene]cyclohexan-1-one Chemical compound C(C(C)C)C1=CC=C(C=C2C(C(CCC2)=CC2=CC=C(C=C2)CC(C)C)=O)C=C1 GHCRTWFKGXOMGI-UHFFFAOYSA-N 0.000 description 1
- XRJCFZUOXQVWGF-UHFFFAOYSA-N 2,6-bis[[4-(dimethylamino)phenyl]methylidene]cyclohexan-1-one Chemical compound C1=CC(N(C)C)=CC=C1C=C(CCC1)C(=O)C1=CC1=CC=C(N(C)C)C=C1 XRJCFZUOXQVWGF-UHFFFAOYSA-N 0.000 description 1
- WHCQZGQBYXSTGD-UHFFFAOYSA-N 2,6-bis[[4-(ethylamino)phenyl]methylidene]cyclohexan-1-one Chemical compound C(C)NC1=CC=C(C=C2C(C(CCC2)=CC2=CC=C(C=C2)NCC)=O)C=C1 WHCQZGQBYXSTGD-UHFFFAOYSA-N 0.000 description 1
- CTKKGXDAWIAYSA-UHFFFAOYSA-N 2,6-dibenzylidenecyclohexan-1-one Chemical compound O=C1C(=CC=2C=CC=CC=2)CCCC1=CC1=CC=CC=C1 CTKKGXDAWIAYSA-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- AMTRLYKLKVRBSU-UHFFFAOYSA-N 2-[(3,4-dibutylphenyl)methylidene]cyclohexan-1-one Chemical compound C(CCC)C=1C=C(C=C2C(CCCC2)=O)C=CC=1CCCC AMTRLYKLKVRBSU-UHFFFAOYSA-N 0.000 description 1
- FLTPMKGSZHZVQN-UHFFFAOYSA-N 2-[(3,4-dichlorophenyl)methylidene]cyclohexan-1-one Chemical compound C1=C(Cl)C(Cl)=CC=C1C=C1C(=O)CCCC1 FLTPMKGSZHZVQN-UHFFFAOYSA-N 0.000 description 1
- PSSVJCUFELEIPO-UHFFFAOYSA-N 2-[(3-hydroxyphenyl)methylidene]cyclopentan-1-one Chemical compound OC=1C=C(C=C2C(CCC2)=O)C=CC=1 PSSVJCUFELEIPO-UHFFFAOYSA-N 0.000 description 1
- CIYMWOQEOFSMQN-UHFFFAOYSA-N 2-[(4-aminophenyl)methylidene]cyclopentan-1-one Chemical compound NC1=CC=C(C=C2C(CCC2)=O)C=C1 CIYMWOQEOFSMQN-UHFFFAOYSA-N 0.000 description 1
- VTVVPTRDNLXHFT-UHFFFAOYSA-N 2-[(4-chlorophenyl)methylidene]cyclohexan-1-one Chemical compound C1=CC(Cl)=CC=C1C=C1C(=O)CCCC1 VTVVPTRDNLXHFT-UHFFFAOYSA-N 0.000 description 1
- WUMOJUUCPXEEQL-UHFFFAOYSA-N 2-[(4-chlorophenyl)methylidene]cyclopentan-1-one Chemical compound C1=CC(Cl)=CC=C1C=C1C(=O)CCC1 WUMOJUUCPXEEQL-UHFFFAOYSA-N 0.000 description 1
- BVBDQUGWHKRZSJ-UHFFFAOYSA-N 2-[(4-hydroxyphenyl)methylidene]cyclohexan-1-one Chemical compound C1=CC(O)=CC=C1C=C1C(=O)CCCC1 BVBDQUGWHKRZSJ-UHFFFAOYSA-N 0.000 description 1
- SBHXDCZQSURIGB-UHFFFAOYSA-N 2-[(4-hydroxyphenyl)methylidene]cyclopentan-1-one Chemical compound C1=CC(O)=CC=C1C=C1C(=O)CCC1 SBHXDCZQSURIGB-UHFFFAOYSA-N 0.000 description 1
- WHSMSOGFODOCIR-UHFFFAOYSA-N 2-[(4-methylphenyl)methylidene]cyclopentan-1-one Chemical compound C1=CC(C)=CC=C1C=C1C(=O)CCC1 WHSMSOGFODOCIR-UHFFFAOYSA-N 0.000 description 1
- ACCWCWKIASBEKV-UHFFFAOYSA-N 3-benzylideneheptan-2-one Chemical compound CCCCC(C(C)=O)=CC1=CC=CC=C1 ACCWCWKIASBEKV-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- ATEFPOUAMCWAQS-UHFFFAOYSA-N 7,8-dihydroxycoumarin Chemical compound C1=CC(=O)OC2=C(O)C(O)=CC=C21 ATEFPOUAMCWAQS-UHFFFAOYSA-N 0.000 description 1
- OTNIKUTWXUODJZ-UHFFFAOYSA-N 7-(ethylamino)-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(NCC)=CC=C21 OTNIKUTWXUODJZ-UHFFFAOYSA-N 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 208000001126 Keratosis Diseases 0.000 description 1
- 241000195947 Lycopodium Species 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
- 208000000453 Skin Neoplasms Diseases 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- QNHQEUFMIKRNTB-UHFFFAOYSA-N aesculetin Natural products C1CC(=O)OC2=C1C=C(O)C(O)=C2 QNHQEUFMIKRNTB-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 description 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 231100000762 chronic effect Toxicity 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- DHKKONBXGAAFTB-UHFFFAOYSA-N cyclovalone Chemical compound C1=C(O)C(OC)=CC(C=C2C(C(=CC=3C=C(OC)C(O)=CC=3)CCC2)=O)=C1 DHKKONBXGAAFTB-UHFFFAOYSA-N 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- YBGKGTOOPNQOKH-UHFFFAOYSA-N daphnetin Natural products OC1=CC=CC2=C1OC(=O)C=C2O YBGKGTOOPNQOKH-UHFFFAOYSA-N 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- ILEDWLMCKZNDJK-UHFFFAOYSA-N esculetin Chemical compound C1=CC(=O)OC2=C1C=C(O)C(O)=C2 ILEDWLMCKZNDJK-UHFFFAOYSA-N 0.000 description 1
- XPKFLEVLLPKCIW-UHFFFAOYSA-N ethyl 4-(diethylamino)benzoate Chemical compound CCOC(=O)C1=CC=C(N(CC)CC)C=C1 XPKFLEVLLPKCIW-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Substances OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002780 morpholines Chemical class 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- HBDHXDBPCVDGQN-FPLPWBNLSA-N propan-2-yl (z)-tetradec-9-enoate Chemical compound CCCC\C=C/CCCCCCCC(=O)OC(C)C HBDHXDBPCVDGQN-FPLPWBNLSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 201000000849 skin cancer Diseases 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical class OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
- C07C49/683—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
- C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/54—Radicals substituted by oxygen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772728241 DE2728241A1 (de) | 1977-06-23 | 1977-06-23 | Kosmetische lichtschutzmittel fuer den uv-a-bereich |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH634986A5 true CH634986A5 (en) | 1983-03-15 |
Family
ID=6012158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH688978A CH634986A5 (en) | 1977-06-23 | 1978-06-23 | Cosmetic light-stabilising agent for the UV-A region |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT355218B (fr) |
| BE (1) | BE868397A (fr) |
| CH (1) | CH634986A5 (fr) |
| DE (1) | DE2728241A1 (fr) |
| FR (1) | FR2395023A1 (fr) |
| IT (1) | IT1097258B (fr) |
| NL (1) | NL7806034A (fr) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU83912A1 (fr) * | 1982-01-29 | 1983-09-02 | Oreal | Application des beta amino enones comme agents filtrant les radiations u.v.-a. |
| US4514383A (en) * | 1982-05-05 | 1985-04-30 | Johnson & Johnson Baby Products Company | Sunscreen compositions containing vinylogous amides |
| JPS60109544A (ja) * | 1983-11-17 | 1985-06-15 | Kao Corp | 新規カルコン誘導体及びこれを含有する紫外線吸収剤 |
| LU87030A1 (fr) * | 1987-10-28 | 1989-05-08 | Oreal | Utilisation en cosmetique de nouvelles substances a titre de reflecteurs du rayonnement infrarouge,compositions cosmetiques les contenant et leur utilisation pour la protection de l'epiderme humain contre le rayonnement infrarouge |
| LU87339A1 (fr) * | 1988-09-20 | 1990-04-06 | Oreal | Nouveaux derives de benzylidene-cyclanones,leur procede de preparation,leur utilisation en tant qu'agents anti-oxydants et comme filtres solaires,compositions cosmetiques et pharmaceutiques les contenant |
| FR2638354B1 (fr) * | 1988-10-28 | 1993-10-15 | Oreal | Compositions cosmetiques filtrantes, leur utilisation pour la protection de la peau et des cheveux contre le rayonnement ultraviolet, nouveaux derives de la 5-benzylidene 3-oxa cyclopentanone utilises dans ces compositions et leur procede de preparation |
| FR2645145B1 (fr) * | 1989-03-31 | 1991-07-19 | Oreal | Compositions cosmetiques et pharmaceutiques contenant des derives lipophiles du benzylidene camphre et nouveaux derives lipophiles du benzylidene camphre |
| ID17907A (id) * | 1997-02-20 | 1998-02-05 | Fakultas Farmasi Uni Gajah Mad | Turunan benzilidin sikloheksanon benzilidin siklopentanon binzilidin aseton dan pembuatannya |
| FR2833164B1 (fr) | 2001-12-07 | 2004-07-16 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergique de filtres et utilisations |
| CN104363879B (zh) | 2012-07-13 | 2018-01-30 | 莱雅公司 | 包含复合颗粒的化妆品组合物 |
| FR2993176B1 (fr) | 2012-07-13 | 2014-06-27 | Oreal | Composition cosmetique contenant des particules composites filtrantes de taille moyenne superieure a 0,1 micron et des particules de filtre inorganique et une phase aqueuse |
| WO2014010101A1 (fr) | 2012-07-13 | 2014-01-16 | L'oreal | Pigment composite et son procédé de préparation |
| JP6100896B2 (ja) | 2012-07-13 | 2017-03-22 | ロレアル | 複合顔料及びその調製方法 |
| JP6096898B2 (ja) | 2012-07-13 | 2017-03-15 | ロレアル | 化粧料組成物 |
| JP6487337B2 (ja) | 2013-01-21 | 2019-03-20 | ロレアル | メロシアニンと不溶性有機uv遮蔽剤及び/又は不溶性無機uv遮蔽剤とを含む化粧用又は皮膚用組成物 |
| US20170304658A1 (en) | 2014-08-28 | 2017-10-26 | L'oreal | Gel/gel composition comprising a uv-screening agent |
| EP3223777A1 (fr) | 2014-11-24 | 2017-10-04 | L'Oréal | Composition cosmetique comprenant un phyllosilicate synthetique et un polyol et/ou un filtre uv |
| FR3037243B1 (fr) | 2015-06-11 | 2018-11-16 | L'oreal | Composition comprenant un filtre uv, un polymere hydrophile reticule anionique, un tensioactif ayant une hlb inferieure ou egale a 5 et un copolymere silicone |
| FR3073408B1 (fr) | 2017-11-15 | 2019-10-11 | L'oreal | Compositions comprenant au moins un polymere acrylique et au moins un filtre organique insoluble |
| FR3083093A1 (fr) | 2018-06-28 | 2020-01-03 | L'oreal | Composition photoprotectrice comprenant des particules de silice colloidale |
| FR3090329B1 (fr) | 2018-12-21 | 2020-12-04 | Oreal | Composition comprenant un filtre UV, un polymère hydrophile réticulé anionique, un tensioactif ayant une HLB inférieure ou égale à 5 et un alcane non volatil |
| FR3103704B1 (fr) | 2019-11-29 | 2022-07-08 | Oreal | Composition comprenant un filtre UV, un polymère éthylénique à groupe acide phosphonique et une huile hydrocarbonée |
| FR3103705B1 (fr) | 2019-11-29 | 2021-12-17 | Oreal | Composition comprenant un filtre UV, un polymère séquencé à groupe acide phosphonique et une huile hydrocarbonée |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH380882A (fr) * | 1959-02-10 | 1964-08-14 | Givaudan & Cie Sa | Utilisation de dérivés du fluorène comme agents de protection contre les radiations ultraviolettes |
| DE2051824C3 (de) * | 1970-10-22 | 1975-11-27 | Merck Patent Gmbh, 6100 Darmstadt | Kosmetisches Lichtschutzmittel |
| LU67061A1 (fr) * | 1973-02-19 | 1974-09-25 | ||
| DE2365772A1 (de) * | 1973-07-17 | 1976-04-15 | Merck Patent Gmbh | Campherderivate |
| DE2336219A1 (de) * | 1973-07-17 | 1975-02-20 | Merck Patent Gmbh | Campherderivate |
| FR2282426A2 (fr) * | 1974-08-19 | 1976-03-19 | Oreal | Nouveaux agents sulfones, pour la protection contre les rayons actiniques et compositions cosmetiques les contenant |
-
1977
- 1977-06-23 DE DE19772728241 patent/DE2728241A1/de not_active Withdrawn
-
1978
- 1978-06-02 NL NL7806034A patent/NL7806034A/xx not_active Application Discontinuation
- 1978-06-20 IT IT24727/78A patent/IT1097258B/it active
- 1978-06-22 AT AT454978A patent/AT355218B/de not_active IP Right Cessation
- 1978-06-23 FR FR7818888A patent/FR2395023A1/fr not_active Withdrawn
- 1978-06-23 CH CH688978A patent/CH634986A5/de not_active IP Right Cessation
- 1978-06-23 BE BE188796A patent/BE868397A/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ATA454978A (de) | 1979-07-15 |
| IT1097258B (it) | 1985-08-31 |
| DE2728241A1 (de) | 1979-01-11 |
| NL7806034A (nl) | 1978-12-28 |
| AT355218B (de) | 1980-02-25 |
| IT7824727A0 (it) | 1978-06-20 |
| BE868397A (fr) | 1978-12-27 |
| FR2395023A1 (fr) | 1979-01-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH634986A5 (en) | Cosmetic light-stabilising agent for the UV-A region | |
| DE2544180C2 (de) | Lichtschutzmittel für kosmetische Zwecke | |
| EP0693471B1 (fr) | Dérivés du benzylidène norcamphre | |
| AT400399B (de) | Lichtstabiles kosmetisches mittel zum schutz der humanepidermis vor uv-strahlen sowie verfahren zur stabilisierung von 4-(1,1 dimethylethyl)-4'-methoxydibenzoylmethan vor uv-bestrahlung | |
| DE3441636C2 (de) | Ultraviolett-Absorber, enthaltend neue Chalkon-Derivate | |
| EP0694521B1 (fr) | Dérivés de cétotricyclo(5.2.1.0)decane | |
| DE69100593T2 (de) | Lichtbeständige filternde kosmetische zusammensetzung enthaltend einen uva-filter und ein beta-beta-diphenylacrylat oder einen alpha-cyano-beta-beta-diphenylacrylsäure-alkylester. | |
| DE3742690A1 (de) | Kosmetisches mittel, welches hydroxylderivate von chalkon enthaelt, und dessen verwendung zum schutze der haut und der haare vor lichtstrahlen, neue hydroxylierte chalkonderivate, sowie verfahren zu deren herstellung | |
| DE3321679A1 (de) | 3-benzyliden-campher-verbindungen, verfahren zu deren herstellung und verwendung derselben zum schutz gegen uv-strahlung, sowie mittel, die diese enthalten | |
| DE2816819A1 (de) | Lichtschutzmittel | |
| DE1201953B (de) | Verwendung neuer 2-Phenyl-benzoxazole als Schutzmittel fuer die menschliche Haut gegen ultraviolette Strahlung | |
| DE3731858A1 (de) | Lichtbestaendiges kosmetisches mittel, welches trihydroxyethylrutin in kombination mit wasserloeslichen filtern, die von benzylidenkampfer abgeleitet sind, enthaelt, und dessen verwendung zum schutze der haut und der haare | |
| CH626803A5 (fr) | ||
| EP0486885B1 (fr) | Utilisation d'acides arylpolyencarboxyliques et leur dérivés comme agents de protection contre la lumière dans les compositions cosmétiques | |
| EP0714880A1 (fr) | Dérivés bis(méthylidène)-phénylène | |
| DE2347928A1 (de) | Schutzmittel gegen aktinische strahlen und dieses enthaltende mittel | |
| DE4221740A1 (de) | Benzyliden-chinuclidinone | |
| DE19508608A1 (de) | Lichtbeständiges kosmetisches Mittel | |
| CH634987A5 (en) | Cosmetic light-stabilising agent for the UV-A region | |
| DE3543496A1 (de) | 4-methoxy-2'-carboxydibenzoylmethan und dessen salze | |
| DE3519926A1 (de) | Indolinderivate, verfahren zu ihrer herstellung und diese indolinderivate enthaltende kosmetische lichtschutzmittel | |
| CH634988A5 (en) | Cosmetic light-stabilising agent for the UV-A region | |
| EP0581954B1 (fr) | Utilisation de derives alpha-hydroxycetoalkyle comme substances filtrantes protectrices pour l'exposition aux rayons lumineux | |
| JPH022871B2 (fr) | ||
| EP0582711B1 (fr) | Derives de cetotricyclo(5.2.1.0)decane |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |