DE19828463A1 - 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen - Google Patents
4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische ZubereitungenInfo
- Publication number
- DE19828463A1 DE19828463A1 DE19828463A DE19828463A DE19828463A1 DE 19828463 A1 DE19828463 A1 DE 19828463A1 DE 19828463 A DE19828463 A DE 19828463A DE 19828463 A DE19828463 A DE 19828463A DE 19828463 A1 DE19828463 A1 DE 19828463A1
- Authority
- DE
- Germany
- Prior art keywords
- alkylene
- hydrogen
- alkyl
- conr
- coor
- 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.)
- Withdrawn
Links
- 239000002537 cosmetic Substances 0.000 title claims description 25
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 15
- 239000004904 UV filter Substances 0.000 title claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 56
- 239000000203 mixture Substances 0.000 claims abstract description 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 14
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 14
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 14
- 125000001424 substituent group Chemical group 0.000 claims abstract description 13
- 150000001993 dienes Chemical class 0.000 claims abstract description 11
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 150000007942 carboxylates Chemical class 0.000 claims abstract description 8
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 7
- 125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
- 239000001257 hydrogen Substances 0.000 claims description 55
- 150000001875 compounds Chemical class 0.000 claims description 45
- 150000002431 hydrogen Chemical class 0.000 claims description 43
- 229910052799 carbon Inorganic materials 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 9
- 239000004611 light stabiliser Substances 0.000 claims description 9
- 210000003491 skin Anatomy 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 5
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 4
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 4
- 210000002615 epidermis Anatomy 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 239000012963 UV stabilizer Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 abstract description 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 101100134922 Gallus gallus COR5 gene Proteins 0.000 abstract 1
- 101100134925 Gallus gallus COR6 gene Proteins 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- -1 ammonium radicals Chemical group 0.000 description 89
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 16
- 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 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000004359 castor oil Substances 0.000 description 12
- 235000019438 castor oil Nutrition 0.000 description 12
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 12
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 12
- 229960001679 octinoxate Drugs 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 11
- 239000004408 titanium dioxide Substances 0.000 description 11
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 10
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 9
- 230000005855 radiation Effects 0.000 description 9
- 230000000475 sunscreen effect Effects 0.000 description 9
- 239000000516 sunscreening agent Substances 0.000 description 9
- 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 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 8
- 229960004697 enzacamene Drugs 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 229940119170 jojoba wax Drugs 0.000 description 8
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 8
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 8
- 150000003254 radicals Chemical class 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000011777 magnesium Substances 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000011734 sodium Chemical group 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000011575 calcium Substances 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- FOYKKGHVWRFIBD-UHFFFAOYSA-N gamma-tocopherol acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 FOYKKGHVWRFIBD-UHFFFAOYSA-N 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 6
- 235000019359 magnesium stearate Nutrition 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 5
- 235000019341 magnesium sulphate Nutrition 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 239000011814 protection agent Substances 0.000 description 5
- 239000011787 zinc oxide Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- ZCTXEAQXZGPWFG-UHFFFAOYSA-N imidurea Chemical compound O=C1NC(=O)N(CO)C1NC(=O)NCNC(=O)NC1C(=O)NC(=O)N1CO ZCTXEAQXZGPWFG-UHFFFAOYSA-N 0.000 description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 4
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 4
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 4
- 229960002216 methylparaben Drugs 0.000 description 4
- 239000004200 microcrystalline wax Substances 0.000 description 4
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000008177 pharmaceutical agent Substances 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 4
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 4
- 229960003415 propylparaben Drugs 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 3
- 229920001661 Chitosan Polymers 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000003282 alkyl amino group Chemical group 0.000 description 3
- 235000013871 bee wax Nutrition 0.000 description 3
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- 125000004122 cyclic group Chemical group 0.000 description 3
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- 125000004663 dialkyl amino group Chemical group 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
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- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
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- 125000005919 1,2,2-trimethylpropyl group Chemical group 0.000 description 2
- 125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 2
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000006039 1-hexenyl group Chemical group 0.000 description 2
- 125000006023 1-pentenyl group Chemical group 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000006040 2-hexenyl group Chemical group 0.000 description 2
- 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 2
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- 125000005917 3-methylpentyl group Chemical group 0.000 description 2
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- QHUHWURICDECED-UHFFFAOYSA-N hexanedioic acid;octanoic acid Chemical compound CCCCCCCC(O)=O.OC(=O)CCCCC(O)=O QHUHWURICDECED-UHFFFAOYSA-N 0.000 description 2
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- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 2
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- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
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- 238000005406 washing Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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Classifications
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/35—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/40—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/57—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
- C07C309/58—Carboxylic acid groups or esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/57—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
- C07C309/59—Nitrogen analogues of carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/612—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
- C07C69/618—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety having unsaturation outside the six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
Landscapes
- 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)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Emergency Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19828463A DE19828463A1 (de) | 1998-06-26 | 1998-06-26 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
| DE59901286T DE59901286D1 (de) | 1998-06-26 | 1999-06-19 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
| EP99111837A EP0967200B1 (de) | 1998-06-26 | 1999-06-19 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
| ES99111837T ES2177170T3 (es) | 1998-06-26 | 1999-06-19 | 4,4 - diarilbutadienos como filtros uv hidrosolubles fotoestables para preparados cosmeticos y farmaceuticos. |
| AT99111837T ATE216694T1 (de) | 1998-06-26 | 1999-06-19 | 4,4-diarylbutadiene als wasserlösliche photostabile uv-filter für kosmetische und pharmazeutische zubereitungen |
| US09/336,733 US6093385A (en) | 1998-06-26 | 1999-06-21 | 4,4-diarylbutadienes as water-soluble photostable UV filters for cosmetic and pharmaceutical preparations |
| BR9902569-8A BR9902569A (pt) | 1998-06-26 | 1999-06-25 | Utilização de 4,4 - diaril-butadienos, preparações cosméticas e farmacêuticas contendo agente de proteção contra luz, e, compostos |
| AU36801/99A AU757965B2 (en) | 1998-06-26 | 1999-06-25 | 4,4-diarylbutadienes as water-soluble photostable UV filters for cosmetics and pharmaceutical preparations |
| CNB991097874A CN1250207C (zh) | 1998-06-26 | 1999-06-26 | 4,4-二芳基丁二烯类化合物及其作为紫外线滤光剂的应用 |
| JP18225499A JP4154084B2 (ja) | 1998-06-26 | 1999-06-28 | 4,4−ジアリールブタジエンのuvフィルター、サンスクリーン含有化粧品及び製剤としての使用、4,4−ジアリールブタジエン及び製剤 |
| US09/526,528 US6191301B1 (en) | 1998-06-26 | 2000-03-16 | 4,4-diarylbutadienes as water-soluble photostable UV filters for cosmetic and pharmaceutical preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19828463A DE19828463A1 (de) | 1998-06-26 | 1998-06-26 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19828463A1 true DE19828463A1 (de) | 1999-12-30 |
Family
ID=7872072
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19828463A Withdrawn DE19828463A1 (de) | 1998-06-26 | 1998-06-26 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
| DE59901286T Expired - Fee Related DE59901286D1 (de) | 1998-06-26 | 1999-06-19 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59901286T Expired - Fee Related DE59901286D1 (de) | 1998-06-26 | 1999-06-19 | 4,4-Diarylbutadiene als wasserlösliche photostabile UV-Filter für kosmetische und pharmazeutische Zubereitungen |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US6093385A (enExample) |
| EP (1) | EP0967200B1 (enExample) |
| JP (1) | JP4154084B2 (enExample) |
| CN (1) | CN1250207C (enExample) |
| AT (1) | ATE216694T1 (enExample) |
| AU (1) | AU757965B2 (enExample) |
| BR (1) | BR9902569A (enExample) |
| DE (2) | DE19828463A1 (enExample) |
| ES (1) | ES2177170T3 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP0916335B1 (de) * | 1997-08-13 | 2004-11-03 | Basf Aktiengesellschaft | Photostabile UV-Filter enthaltende kosmetsche und pharmazeutische Zubereitungen |
| FR2796271B1 (fr) | 1999-07-15 | 2002-01-11 | Oreal | Composition sans cire structuree sous forme rigide par un polymere |
| FR2810562B1 (fr) * | 2000-06-23 | 2003-04-18 | Oreal | Emulsion solide a phase grasse liquide structuree par un polymere |
| FR2811553B1 (fr) | 2000-07-12 | 2002-09-13 | Oreal | Compositions contenant des composes du type sel de flavylium non substitues en position 3 pour la coloration de la peau et une silicone organomodifiee |
| FR2811554B1 (fr) | 2000-07-12 | 2002-09-13 | Oreal | Composition comprenant au moins un filtre uv et un sel de flavylium non substitue en position 3 pour la coloration de la peau et utilisations |
| US7276547B2 (en) | 2000-12-12 | 2007-10-02 | L'oreal S.A. | Compositions comprising heteropolymers and at least one oil-soluble polymers chosen from alkyl celluloses and alkylated guar gums |
| WO2002047624A1 (en) | 2000-12-12 | 2002-06-20 | L'oreal Sa | Cosmetic compositions containing at least one heteropolymer and at least one gelling agent and methods of using the same |
| FR2817739B1 (fr) | 2000-12-12 | 2005-01-07 | Oreal | Composition cosmetique coloree transparente ou translucide |
| EP1343458B1 (fr) | 2000-12-12 | 2008-02-13 | L'oreal | Composition cosmetique comprenant un melange de polymeres |
| US8080257B2 (en) | 2000-12-12 | 2011-12-20 | L'oreal S.A. | Cosmetic compositions containing at least one hetero polymer and at least one film-forming silicone resin and methods of using |
| WO2002047626A1 (en) | 2000-12-12 | 2002-06-20 | L'oreal Sa | Cosmetic composition comprising heteropolymers and a solid substance and method of using same |
| US20030082126A9 (en) * | 2000-12-12 | 2003-05-01 | Pinzon Carlos O. | Cosmetic compositions containing heteropolymers and oil-soluble cationic surfactants and methods of using same |
| US20020168335A1 (en) * | 2000-12-12 | 2002-11-14 | Nathalie Collin | Cosmetic composition comprising a wax and a polymer |
| US6835399B2 (en) | 2000-12-12 | 2004-12-28 | L'ORéAL S.A. | Cosmetic composition comprising a polymer blend |
| FR2818130A1 (fr) * | 2000-12-18 | 2002-06-21 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergetique de filtres et utilisations |
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| FR2818142B1 (fr) * | 2000-12-18 | 2003-12-26 | Oreal | Compositions antisolaires a base d'un base melange synergetique de filtres et utilisations |
| FR2818126B1 (fr) * | 2000-12-18 | 2003-02-07 | Oreal | Composition filtrante photostable contenant un derive de 1,3,5,-triazine, un derive du dibenzoylmethane et un compose 4,4-diarylbutadiene |
| FR2818143A1 (fr) * | 2000-12-18 | 2002-06-21 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergetique de filtres et utilisations |
| FR2818145B1 (fr) * | 2000-12-18 | 2003-11-28 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergetique de filtres et utilisations |
| FR2818129B1 (fr) * | 2000-12-18 | 2004-02-27 | Oreal | Composition filtrante photostable contenant un filtre uv du type derive du dibenzoylmethane, le p-methyl-benzylidene camphre et un compose 4,4-diarylbutadiene |
| FR2818128B1 (fr) * | 2000-12-18 | 2004-04-02 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergetique de filtres et utilisations |
| FR2818144A1 (fr) * | 2000-12-18 | 2002-06-21 | Oreal | Compositions antisolaires a base d'un melange synergetique de filtres et utilisations |
| FR2826264B1 (fr) | 2001-06-26 | 2005-03-04 | Oreal | Solubilisation de derives 1,3,5 triazine par des esters n-acyles d'acide amine |
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| FR2833164B1 (fr) | 2001-12-07 | 2004-07-16 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergique de filtres et utilisations |
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| FR2883168B1 (fr) | 2005-03-18 | 2008-01-11 | Oreal | Compositions cosmetiques de soin, renforcement et/ou reparation des substrats keratiniques comprenant des polypeptides kap |
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| WO2011045746A2 (en) | 2009-10-12 | 2011-04-21 | L ' Oreal | A composition comprising a dispersion of photonic particles; methods of treating various materials |
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| WO2024083567A1 (en) | 2022-10-21 | 2024-04-25 | L'oreal | Composition comprising a lipophilic organic screening agent, a hydrophilic organic screening agent, with an amount by weight of fatty phase between 20 and 70% |
| FR3141060A1 (fr) | 2022-10-21 | 2024-04-26 | L'oreal | Composition comprenant un filtre UV organique lipophile, un filtre UV organique hydrophile et un polymère gélifiant hydrophile spécifique |
| US20250325466A1 (en) | 2022-10-28 | 2025-10-23 | Dsm Ip Assets B.V. | Novel compositions |
| US20250325472A1 (en) | 2022-10-28 | 2025-10-23 | Dsm Ip Assets B.V. | Novel compositions |
| CN120112266A (zh) | 2022-10-28 | 2025-06-06 | 帝斯曼知识产权资产管理有限公司 | 包括人乳寡糖的防晒组合物 |
| EP4618948A1 (en) | 2022-11-18 | 2025-09-24 | L'oreal | Non-sticky stable composition with texture transformation property |
| FR3145093A1 (fr) | 2023-01-19 | 2024-07-26 | L'oreal | Composition stable non collante et non grasse avec propriété de transformation de texture |
| FR3142344A1 (fr) | 2022-11-30 | 2024-05-31 | L'oreal | Composition à base de rétinol |
| FR3142897A1 (fr) | 2022-12-09 | 2024-06-14 | L'oreal | Composition comprenant un filtre organique hydrodispersible et au moins un complexe polyionique contenant un polysaccharide cationique et un acide non polymérique ayant au moins 3 valeurs de pKa et/ou l’un de ses sels |
| WO2024124309A1 (en) | 2022-12-12 | 2024-06-20 | L'oreal | Cosmetic sunscreen composition and its use |
| WO2024124310A1 (en) | 2022-12-12 | 2024-06-20 | L'oreal | Cosmetic sunscreen composition and its use |
| FR3142898A1 (fr) | 2022-12-13 | 2024-06-14 | L'oreal | Procédé de traitement des matières kératiniques mettant en œuvre au moins un composé polysaccharide à fonctions acétoacétates |
| FR3142894A1 (fr) | 2022-12-13 | 2024-06-14 | L'oreal | Procédé de traitement des fibres kératiniques mettant en œuvre un composé issu de la condensation de poly(thi)ol, et d’acétoacétate, et un agent réticulant |
| FR3142893A1 (fr) | 2022-12-13 | 2024-06-14 | L'oreal | Procédé de traitement des matières kératiniques mettant en œuvre un composé issu de la condensation de poly(thi)ol et d’acétoacétate et un agent réticulant |
| FR3143344A1 (fr) | 2022-12-16 | 2024-06-21 | L'oreal | Composition comprenant un filtre UV, un polymère lipophile convenablement sélectionné, et un carraghénane |
| FR3143340B1 (fr) | 2022-12-20 | 2025-10-24 | Oreal | Kit de soin anti-âge pour les matières kératiniques |
| FR3144000A1 (fr) | 2022-12-27 | 2024-06-28 | L'oreal | Procédé de traitement des matières kératiniques mettant en œuvre au moins un (co)polymère d’alcool polyvinylique (PVA) à fonctions acétoacétates et au moins un agent réticulant |
| FR3144001A1 (fr) | 2022-12-27 | 2024-06-28 | L'oreal | Procédé de traitement des fibres kératiniques mettant en œuvre au moins un (co)polymère d’alcool polyvinylique (PVA) à fonctions acétoacétates |
| FR3143985A1 (fr) | 2022-12-27 | 2024-06-28 | L'oreal | Procédé de traitement des matières kératiniques mettant en œuvre au moins une huile à fonctions acétoacétates et au moins un agent réticulant |
| FR3143997A1 (fr) | 2022-12-27 | 2024-06-28 | L'oreal | Procédé de traitement des matières kératiniques mettant en œuvre au moins un composé alcoxysilane à fonctions acétoacétates et au moins un agent réticulant |
| FR3144134A1 (fr) | 2022-12-27 | 2024-06-28 | L'oreal | Procédé de traitement des fibres kératiniques mettant en œuvre au moins une huile à fonctions acétoacétates |
| FR3146067A1 (fr) | 2023-02-28 | 2024-08-30 | L'oreal | Composition cosmetique a base d'oxyde de zinc et de bisethyhexyloxyphenol methoxyphenyl triazine |
| FR3149779A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant un filtre UV, au moins 1 % en poids d’acide ascorbique et une gomme de scléroglucane |
| FR3149780A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant au moins 1 % en poids d’acide ascorbique, un filtre UV organique hydrosoluble et des filtres UV addditionnels |
| FR3149777A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition cosmétique ou dermatologique aqueuse comprenant une mérocyanine et un filtre UV hydrosoluble |
| FR3149778A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant au moins 1 % en poids d’acide ascorbique et un polymère lipophile convenablement sélectionné |
| FR3149786A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant un filtre UV, un polymère semi-cristallin contenant au moins une chaine d’alkyl acrylate et une gomme de scléroglucane |
| FR3150105A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Matériau composite d’oxycarbonate de bismuth et de composés organiques à groupe(s) carboxy pour la filtration des rayonnements ultra-violets |
| FR3150108A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Utilisation d’au moins une particule d’oxycarbonate de bismuth, et d’au moins un tensioactif pour la filtration des rayonnements ultra-violets |
| FR3150107A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Utilisation d’un matériau composite d’oxycarbonate de bismuth et de composés inorganiques pour la filtration des rayonnements ultra-violets |
| FR3150106A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Utilisation d’au moins une particule d’oxycarbonate de bismuth et d’au moins un polymère pour la filtration des rayonnements ultra-violets |
| FR3150110A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Matériau composite d’oxycarbonate de bismuth et d’(hydr)oxyde d’aluminium pour la filtration des rayonnements ultra-violets |
| FR3150104A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Matériau composite d’oxycarbonate de bismuth et de composés organiques du silicium pour la filtration des rayonnements ultra-violets |
| FR3150109A1 (fr) | 2023-06-22 | 2024-12-27 | L'oreal | Matériau composite d’oxycarbonate de bismuth et de polymères pour la filtration des rayonnements ultra-violets |
| WO2025024904A1 (en) | 2023-07-28 | 2025-02-06 | L'oreal | Cosmetic composition, use of the cosmetic composition and process for manufacturing the cosmetic composition |
| FR3157803A3 (fr) | 2023-12-27 | 2025-07-04 | L'oreal | Composition stable non collante et non huileuse avec propriété de transformation de texture |
| WO2025105505A1 (en) | 2023-11-14 | 2025-05-22 | L'oreal | Non-sticky stable composition with texture transformation property |
| FR3156034A1 (fr) | 2023-12-01 | 2025-06-06 | L'oreal | Composition comprenant un filtre UV organique lipophile, un tensioactif géminé, un polymère semi-cristallin contenant au moins une chaine d’alkyl acrylate et un polyol |
| FR3156037A1 (fr) | 2023-12-01 | 2025-06-06 | L'oreal | Composition comprenant un filtre UV organique lipophile, un tensioactif géminé et au moins 8 % en poids d’un mono-alcool en C1-C4 |
| WO2025114438A1 (en) | 2023-12-01 | 2025-06-05 | L'oreal | Composition comprising a lipophilic organic uv-screening agent, a gemini surfactant and at least 8% by weight of a c1-c4 monoalcohol |
| FR3156035A1 (fr) | 2023-12-01 | 2025-06-06 | L'oreal | Composition comprenant un filtre UV organique lipophile, un tensioactif géminé et un tensioactif anionique dérivé d’un acide aminé |
| FR3160571A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et du dioxyde de titane |
| WO2025137039A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Stick compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine, lipophilic gelling agent, and a solvent system |
| WO2025133698A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Emulsions containing bis-ethylhexyloxyphenol methoxyphenyl triazine, lipophilic acrylic polymer, fatty acid ester and anionic surfactant |
| FR3160589A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un agent actif |
| FR3160583A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions en baton contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine, un agent gelifiant lipophile, et un systeme de solvant |
| FR3160555A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions colorees pour la peau contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un agent colorant |
| WO2025137075A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and titanium dioxide |
| FR3160576A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions en gel contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un agent gelifiant a base d’ester d’acide gras de sucre |
| FR3160572A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant un systeme absorbant les uv incluant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et de l'oxyde de fer |
| WO2025137031A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and antioxidant system |
| FR3160556A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions de soin capillaire contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine |
| US20250195379A1 (en) | 2023-12-18 | 2025-06-19 | L'oreal | Color skin compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and coloring agent |
| FR3160582A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions d’emulsion contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un polymere semi-cristallin |
| FR3160569A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-éthylhexyloxyphénol méthoxyphényl triazine, un polymère semi-cristallin et de la gomme de scléroglucane |
| FR3160574A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un agent colorant |
| FR3160575A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Émulsions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine, un polymere acrylique lipophile, un ester d’acide gras et un tensioactif anionique |
| FR3160577A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant un systeme absorbant les uv contenant essentiellement de la bis-ethylhexyloxyphenol methoxyphenyl triazine et du dioxyde de titane |
| FR3160587A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions respectueuses de l’environnement contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine |
| WO2025133699A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine, semi-crystalline polymer and scleroglucan gum |
| WO2025137033A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Emulsion compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and semi-crystalline polymer |
| WO2025137032A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and active agent |
| FR3160578A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et systeme antioxydant |
| WO2025137037A1 (en) | 2023-12-18 | 2025-06-26 | L'oreal | Gel compositions containing bis-ethylhexyloxyphenol methoxyphenyl triazine and sugar fatty acid ester gelling agent |
| FR3157116A1 (fr) | 2023-12-20 | 2025-06-27 | L'oreal | Composition cosmétique sous la forme d’une émulsion huile-dans-eau comprenant de l’acide ascorbique, au moins un filtre solaire, et gélifiée par des polymères naturels |
| WO2025132323A1 (en) | 2023-12-21 | 2025-06-26 | Dsm-Firmenich Ag | Compositions comprising a sunscreen active agent |
| WO2025141605A1 (en) | 2023-12-27 | 2025-07-03 | L'oreal | A formulation of punica granatum extract with enhanced stability and applications thereof |
| FR3157800A1 (fr) | 2023-12-28 | 2025-07-04 | L'oreal | Composition cosmétique sous la forme d’une émulsion huile-dans-eau comprenant un filtre UV organique lipophile et son utilisation en cosmétique |
| WO2025156021A1 (en) | 2024-01-24 | 2025-07-31 | L'oreal | Tinted sunscreen compositions, process for manufacturing a tinted sunscreen composition, and use of a tinted sunscreen composition |
| FR3160579A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un(des) filtre(s) uv organique(s) supplementaire(s) |
| FR3160558A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions de pulverisation contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine |
| FR3160573A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant un systeme absorbant les uv incluant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et de l’oxyde de zinc |
| FR3160586A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant un agent actif et des proprietes de protection contre les uv |
| FR3160584A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et un(des) filtre(s) uv organique(s) supplementaire(s) |
| FR3160581A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et au moins un renforçateur |
| FR3160563A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-éthylhexyloxyphénol méthoxyphényl triazine et de l'octinoxate |
| FR3160585A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine et de l’avobenzone |
| FR3160565A3 (fr) | 2024-03-29 | 2025-10-03 | L'oreal | Compositions contenant de la bis-ethylhexyloxyphenol methoxyphenyl triazine, de l’avobenzone et un filtre uv supplementaire |
| FR3161108A1 (fr) | 2024-04-11 | 2025-10-17 | L'oreal | Composition comprenant le Drometrizole Trisiloxane, un filtre organique hydrophile, avec un ratio massique filtres organiques hydrophiles / filtres organiques lipophiles supérieur à 0,3, sans alcool |
| FR3161116A1 (fr) | 2024-04-11 | 2025-10-17 | L'oreal | Composition comprenant un filtre UV organique, un polymère gélifiant hydrophile spécifique et un ester d’acide gras et de sucre |
| FR3162628A1 (fr) | 2024-05-31 | 2025-12-05 | L'oreal | Composition comprenant un filtre UV organique lipophile solide et au moins un phospholipide |
| FR3162627A1 (fr) | 2024-06-04 | 2025-12-05 | L'oreal | Composition cosmétique comprenant des filtres UVA organiques hydrophiles ou hydrodispersibles |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL190101C (nl) * | 1978-11-13 | 1993-11-01 | Givaudan & Cie Sa | Dibenzoylmethaanverbinding en tegen licht beschermend preparaat. |
| EP0251398B1 (en) * | 1986-06-27 | 1992-08-12 | The Procter & Gamble Company | Novel chromophores, sunscreen compositions and methods for preventing sunburn |
| US4950467A (en) * | 1986-11-14 | 1990-08-21 | Ici Americas Inc. | Ultraviolet radiation absorbing compositions |
| US4788206A (en) * | 1987-07-10 | 1988-11-29 | Hoffmann-La Roche Inc. | Pentadieneamides |
| US5587150A (en) * | 1990-02-14 | 1996-12-24 | L'oreal | Photostable cosmetic screening composition containing a UV-A screening agent and an alkyl β, β-diphenylacrylate or α-cyano-β,β-diphenylacrylate |
| FR2658075B1 (fr) * | 1990-02-14 | 1992-05-07 | Oreal | Composition cosmetique filtrante photostable contenant un filtre uv-a et un beta,beta-diphenylacrylate ou alpha-cyano-beta,beta-diphenylacrylate d'alkyle. |
-
1998
- 1998-06-26 DE DE19828463A patent/DE19828463A1/de not_active Withdrawn
-
1999
- 1999-06-19 AT AT99111837T patent/ATE216694T1/de not_active IP Right Cessation
- 1999-06-19 EP EP99111837A patent/EP0967200B1/de not_active Expired - Lifetime
- 1999-06-19 ES ES99111837T patent/ES2177170T3/es not_active Expired - Lifetime
- 1999-06-19 DE DE59901286T patent/DE59901286D1/de not_active Expired - Fee Related
- 1999-06-21 US US09/336,733 patent/US6093385A/en not_active Expired - Fee Related
- 1999-06-25 AU AU36801/99A patent/AU757965B2/en not_active Ceased
- 1999-06-25 BR BR9902569-8A patent/BR9902569A/pt not_active Application Discontinuation
- 1999-06-26 CN CNB991097874A patent/CN1250207C/zh not_active Expired - Fee Related
- 1999-06-28 JP JP18225499A patent/JP4154084B2/ja not_active Expired - Fee Related
-
2000
- 2000-03-16 US US09/526,528 patent/US6191301B1/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US6191301B1 (en) | 2001-02-20 |
| BR9902569A (pt) | 2000-05-02 |
| CN1242984A (zh) | 2000-02-02 |
| AU3680199A (en) | 2000-06-08 |
| DE59901286D1 (de) | 2002-05-29 |
| US6093385A (en) | 2000-07-25 |
| ES2177170T3 (es) | 2002-12-01 |
| JP2000044452A (ja) | 2000-02-15 |
| AU757965B2 (en) | 2003-03-13 |
| ATE216694T1 (de) | 2002-05-15 |
| JP4154084B2 (ja) | 2008-09-24 |
| CN1250207C (zh) | 2006-04-12 |
| EP0967200A1 (de) | 1999-12-29 |
| EP0967200B1 (de) | 2002-04-24 |
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