EP3962435A1 - Cosmetic o/w emulsion with scleroglucan and lipophilic uv filter substances - Google Patents
Cosmetic o/w emulsion with scleroglucan and lipophilic uv filter substancesInfo
- Publication number
- EP3962435A1 EP3962435A1 EP20725690.0A EP20725690A EP3962435A1 EP 3962435 A1 EP3962435 A1 EP 3962435A1 EP 20725690 A EP20725690 A EP 20725690A EP 3962435 A1 EP3962435 A1 EP 3962435A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- emulsion
- weight
- emulsifiers
- emulsions according
- lipophilic
- 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.)
- Pending
Links
- 239000000126 substance Substances 0.000 title claims abstract description 32
- FEBUJFMRSBAMES-UHFFFAOYSA-N 2-[(2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-phosphanyloxan-4-yl]oxy}-3,5-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-4-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl phosphinite Chemical compound OC1C(O)C(O)C(CO)OC1OCC1C(O)C(OC2C(C(OP)C(O)C(CO)O2)O)C(O)C(OC2C(C(CO)OC(P)C2O)O)O1 FEBUJFMRSBAMES-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 229920002305 Schizophyllan Polymers 0.000 title claims abstract description 16
- 239000002537 cosmetic Substances 0.000 title claims abstract description 15
- 239000007764 o/w emulsion Substances 0.000 title claims abstract description 15
- 239000000839 emulsion Substances 0.000 claims abstract description 56
- 239000004904 UV filter Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003995 emulsifying agent Substances 0.000 claims description 25
- -1 fatty acid esters Chemical class 0.000 claims description 16
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[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)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229940061570 polyglyceryl-10 stearate Drugs 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 3
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims description 2
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 claims description 2
- 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 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 229920002701 Polyoxyl 40 Stearate Polymers 0.000 claims description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 2
- FRGAIZLZPOROJH-BKIJVIAGSA-N [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-3-[2-hydroxy-3-(2-hydroxy-3-octadecanoyloxypropoxy)propoxy]propoxy]oxan-2-yl]methyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COCC(O)CO[C@H]1O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)[C@@H](O)[C@H](O)[C@H]1O FRGAIZLZPOROJH-BKIJVIAGSA-N 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- XVAMCHGMPYWHNL-UHFFFAOYSA-N bemotrizinol Chemical compound OC1=CC(OCC(CC)CCCC)=CC=C1C1=NC(C=2C=CC(OC)=CC=2)=NC(C=2C(=CC(OCC(CC)CCCC)=CC=2)O)=N1 XVAMCHGMPYWHNL-UHFFFAOYSA-N 0.000 claims description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims description 2
- 229930195712 glutamate Natural products 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- RMGVATURDVPNOZ-UHFFFAOYSA-M potassium;hexadecyl hydrogen phosphate Chemical compound [K+].CCCCCCCCCCCCCCCCOP(O)([O-])=O RMGVATURDVPNOZ-UHFFFAOYSA-M 0.000 claims description 2
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 2
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 150000003918 triazines Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 description 12
- 239000012071 phase Substances 0.000 description 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 241001558929 Sclerotium <basidiomycota> Species 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- HUVYTMDMDZRHBN-UHFFFAOYSA-N drometrizole trisiloxane Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)CC(C)CC1=CC(C)=CC(N2N=C3C=CC=CC3=N2)=C1O HUVYTMDMDZRHBN-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- VVOAZFWZEDHOOU-UHFFFAOYSA-N magnolol Chemical compound OC1=CC=C(CC=C)C=C1C1=CC(CC=C)=CC=C1O VVOAZFWZEDHOOU-UHFFFAOYSA-N 0.000 description 3
- 239000002674 ointment Substances 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 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 2
- 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 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- MPDGHEJMBKOTSU-YKLVYJNSSA-N 18beta-glycyrrhetic acid Chemical compound C([C@H]1C2=CC(=O)[C@H]34)[C@@](C)(C(O)=O)CC[C@]1(C)CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@H](O)C1(C)C MPDGHEJMBKOTSU-YKLVYJNSSA-N 0.000 description 2
- NKEQOUMMGPBKMM-UHFFFAOYSA-N 2-hydroxy-2-[2-(2-hydroxy-3-octadecanoyloxypropoxy)-2-oxoethyl]butanedioic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CC(O)(C(O)=O)CC(O)=O NKEQOUMMGPBKMM-UHFFFAOYSA-N 0.000 description 2
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-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
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical group 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 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 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
- 229920000591 gum Polymers 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000203 mixture Substances 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
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 1
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- NJEWTFJLELFYFK-UHFFFAOYSA-N (4-ethoxy-2-hydroxyphenyl)-(4-ethylphenyl)methanone Chemical compound OC1=CC(OCC)=CC=C1C(=O)C1=CC=C(CC)C=C1 NJEWTFJLELFYFK-UHFFFAOYSA-N 0.000 description 1
- AALXZHPCKJILAZ-UHFFFAOYSA-N (4-propan-2-ylphenyl)methyl 2-hydroxybenzoate Chemical compound C1=CC(C(C)C)=CC=C1COC(=O)C1=CC=CC=C1O AALXZHPCKJILAZ-UHFFFAOYSA-N 0.000 description 1
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- TYYHDKOVFSVWON-UHFFFAOYSA-N 2-butyl-2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 TYYHDKOVFSVWON-UHFFFAOYSA-N 0.000 description 1
- 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 1
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- 108010016626 Dipeptides Proteins 0.000 description 1
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- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
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- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 1
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- 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 1
- 229960000368 sulisobenzone Drugs 0.000 description 1
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- 229960003080 taurine Drugs 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
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- 229940045136 urea Drugs 0.000 description 1
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- 235000019154 vitamin C Nutrition 0.000 description 1
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- 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
- A61K8/55—Phosphorus compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- 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
Definitions
- the present invention relates to a cosmetic preparation containing scleroglucan and lipophilic UV filter substances.
- Emulsions are generally understood to mean heterogeneous systems which consist of two liquids which are immiscible or only partially miscible with one another, which are usually referred to as phases and in which one of the two liquids is dispersed in the other liquid in the form of very fine droplets. Externally and with the naked eye, emulsions appear homogeneous.
- the two liquids are water and oil and if oil droplets are finely distributed in water, then it is an oil-in-water emulsion (O / W emulsion, e.g. milk).
- O / W emulsion oil-in-water emulsion
- the basic character of an O / W emulsion is shaped by the water.
- W / O emulsion water-in-oil emulsion, e.g. butter
- so-called emulsifiers are added to the emulsions.
- Emulsifiers are usually molecules with a polar, lipophilic structural element and a non-polar, lipophilic structural element.
- a so-called HLB value (a dimensionless number between 0 and 20) is assigned to each emulsifier, which indicates whether the water or oil solubility is preferred. Numbers under 8 indicate oil-soluble, more hydrophobic emulsifiers, numbers above 8 water-soluble, more hydrophilic emulsifiers.
- the water phase is combined with the lipid phase (oil phase) with stirring, the droplets of the inner phase of the emulsion having to be broken down to a size of less than 10 ⁇ m so that the emulsion becomes stable.
- UVA and UVB filters are summarized in most industrialized countries in the form of positive lists such as Appendix 7 of the Cosmetics Ordinance.
- O / W emulsions cosmetic oil-in-water emulsions (O / W emulsions) containing, in addition to a water phase, one or more oil phases dispersed therein as well
- Scleroglucan is released into the surrounding medium as a microbial exopolysaccharide by fungal species of the genus Sclerotium (Basidiomycota, Agariomycetes). Sclerotium delphinii, for example, is a major pest of plants. Scleroglucan is also known as Sclerotium Gum (INCI: Sclerotium Gum).
- Scleroglucan is a (1—>3;1—> 6) - ⁇ -D-glucan. Its mean molar mass is about 5.7 * 10 6 g / mol, its average degree of polymerization about 35,000.
- Scleroglucan consists of a linear (1—> 3) - ⁇ -D-glucan chain (O d HioO d OQHIOOd) ⁇ , on which statistically every third glucose unit with a single (1—> 6) - ⁇ -D- Glcp residue is branched.
- Scleroglucan is readily soluble in water and can be used as a thickener.
- the use of scleroglucan in cosmetic emulsions is known per se to the person skilled in the art, but the prior art could not point the way to the present invention.
- DE 10 2014 015 554 discloses the use of scleroglucan in UV filters containing cosmetic preparations to reduce the contamination and / or discoloration of textiles caused by the UV filters in the preparation.
- EP 1 132 076 describes thickened hair compositions containing scleroglucan.
- the emulsion according to the invention is characterized in that the content of scleroglucan in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.01 and 1.5% by weight, particularly preferably between 0.1 and
- the emulsion contains one or more oil-in-water emulsifiers (O / W emulsifiers) in a total concentration of 0.05 to 5.0% by weight and preferably in a total concentration of 2.0 to 4.0% by weight, based in each case on the total weight of the emulsion.
- O / W emulsifiers oil-in-water emulsifiers
- the emulsion according to the invention is characterized in that the content of one or more anionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and
- the emulsion according to the invention is characterized in that the content of one or more nonionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and
- the emulsion according to the invention is characterized in that the content of one or more lipophilic UV filter substances in the emulsion is from 0.001 to 20% by weight and preferably between 0.05 and 15% by weight, particularly is preferably between 0.1 and 10% by weight, based in each case on the total weight of the emulsion.
- Advantageous lipophilic UV-A filter substances for the purposes of the present invention are, for. B.
- Advantageous UV-A filter substances for the purposes of the present invention are dibenzoyl methane derivatives, in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356-09-1), which is sold by Givaudan under the trade name Parsol ® 1789 and from Merck under the trade name Eusolex® 9020th
- Advantageous UV filter substances within the meaning of the present invention are also so-called broadband filters, i.e. Filter substances that absorb both UV-A and UV-B radiation.
- Advantageous broadband filters or UV-B filter substances are, for example, bis-resorcinyl triazine derivatives with the following structure:
- R 1 , R 2 and R 3 are independently selected from the group of the branched and unbranched alkyl groups with 1 to 10 carbon atoms or represent a single hydrogen atom.
- 2,4-bis - ⁇ [4- (2-ethylhexyloxy) -2-hydroxy] -phenyl ⁇ -6- (4-methoxyphenyl) -1,3,5-triazine are particularly preferred ), which is available under the trade name Tinosorb® S from CIBA-Nahrungsstoff GmbH, and the 4,4 ', 4 "- (1, 3,5-triazine-2,4,6-triyltriimino) -tris-benzoic acid- tris (2-ethylhexyl ester), synonym: 2,4,6-tris- [anilino- (p-carbo-2'-ethyl-T-hexyloxy)] - 1,3,5-triazine (INCI: Octyl
- UV filter substances which the structural motif
- UV filter substances for the purposes of the present invention, for example the s-triazine derivatives described in European laid-open specification EP 570 838 A1, whose chemical structure is given by the generic formula
- R represents a branched or unbranched C1 -C4 -alkyl radical, a C5-Ci2-cycloalkyl radical, optionally substituted by one or more C1 -C4 alkyl groups,
- X represents an oxygen atom or an NH group
- Ri is a branched or unbranched C1-Cis-alkyl radical, a C5-Ci2-cycloalkyl radical, optionally substituted by one or more C1 -C4 alkyl groups, or a hydrogen atom, an alkali metal atom, an ammonium group or a group of the formula
- A represents a branched or unbranched C 1 -C 4 -alkyl radical, a C 5 -C 2 -cycloalkyl or aryl radical, optionally substituted by one or more C 1 -C 4 alkyl groups,
- R 3 represents a hydrogen atom or a methyl group
- n a number from 1 to 10
- R 2 represents a branched or unbranched C 1 -C 6 -alkyl radical, a C 5 -C 2 -cycloalkyl radical, optionally substituted by one or more C 1 -C 4 -alkyl groups, if X represents the NH group, and
- a branched or unbranched C 1 -C 4 -alkyl radical a C 5 -C 2 cycloalkyl radical, optionally substituted by one or more C 1 -C 4 alkyl groups, or a hydrogen atom, an alkali metal atom, an ammonium group or a group of the formula
- A represents a branched or unbranched C 1 -C 4 -alkyl radical, a C 5 -C 2 -cycloalkyl or aryl radical, optionally substituted by one or more C 1 -C 4 alkyl groups,
- R 3 represents a hydrogen atom or a methyl group
- n a number from 1 to 10
- a particularly preferred UV filter substance for the purposes of the present invention is also an asymmetrically substituted s-triazine, the chemical structure of which is given by the formula
- Dioctylbutylamidotriazon (INCI: Dioctylbutamidotriazone) and is available under the trade name UVASORB HEB from Sigma 3V.
- Ri, R2 and Ai represent a wide variety of organic radicals.
- An advantageous broadband filter for the purposes of the present invention is 2,2'-methylene bis (6- (2H-benzotriazol-2-yl) -4- (1, 1, 3,3-tetramethylbutyl) phenol), which through the chemical structural formula
- Tinosorb® M is available under the trade name Tinosorb® M from CIBA-Nahrungsffen GmbH.
- Another advantageous broadband filter for the purposes of the present invention is 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl-1 - [( trimethylsilyl) oxy] disiloxanyl] propyl] -phenol (CAS-No .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which by the chemical structural formula
- the UV-B filters can be oil-soluble or water-soluble.
- Advantageous oil-soluble UV-B filter substances are z.
- 3-benzylidene camphor derivatives preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor
- 4-aminobenzoic acid derivatives preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4-
- Another light protection filter substance to be used advantageously according to the invention is ethylhexyl-2-cyano-3,3-diphenyl acrylate (octocrylene), which is available from BASF under the name Uvinul ® N 539 and is characterized by the following structure:
- UV light absorbing substance or substances are selected or are selected from the group butyl methoxydibenzoyl methane, ethylhexyl methoxycinnamate, octocrylene, are particularly advantageous.
- the emulsion according to the invention is characterized in that lipophilic emulsifiers with an HLB value of greater than / equal to 8 are used as O / W emulsifiers.
- the HLB value of emulsifiers can be found in the usual standard works (e.g. Fiedler, Lexicon of Auxiliaries for Pharmacy, Cosmetics and Neighboring Areas, Editio Cantor Verlag, Aulendorf).
- the emulsion according to the invention is characterized in that, as O / W emulsifiers, glyceryl stearate citrate (CAS 39175-72-9, INCI Glyceryl Stearate Citrate, e.g. Imwitor 370 from Hüls), polyglyceryl-3 methylglucose distearate (INCI Polyglyceryl Methyl Glucose Distearate, e.g. Tego Care 450 from Evonik) and / or polyethylene glycol (2000) monostearate (INCI; PEG-40 stearate) can be used.
- O / W emulsifiers glyceryl stearate citrate (CAS 39175-72-9, INCI Glyceryl Stearate Citrate, e.g. Imwitor 370 from Hüls), polyglyceryl-3 methylglucose distearate (INCI Polyglyceryl Methyl Glucose Distearate, e
- the emulsion according to the invention contains potassium cetyl phosphate, sodium cetearyl sulfate, sodium stearyl glutamate, alkali salts of saturated fatty acids of chain length C14-C22, in particular sodium stearate, as an anionic emulsifier.
- the emulsion according to the invention contains one or more polyglyceryl fatty acid esters as nonionic emulsifiers.
- the polyglyceryl fatty acid ester particularly preferred according to the invention is polyglyceryl-10 stearate (INCI polyglyceryl-10 stearate).
- the emulsion according to the invention is characterized in that the content of one or more anionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and 2% by weight, be particularly preferably between 0.1 and 1.0% by weight, based in each case on the total weight of the emulsion.
- the emulsion according to the invention is characterized in that the content of one or more nonionic emulsifiers, in particular one or more polyglyceryl fatty acid esters, especially polyglyceryl-10 stearate, in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and
- the emulsion according to the invention can have the consistency of an ointment, cream or low-viscosity lotion or represent an ointment, cream or low-viscosity lotion.
- the process according to the invention is carried out in the form of the hot-hot process.
- a hot oil and water phase are combined with one another.
- the emulsion can advantageously be in the form of an ointment, cream or lotion (optionally sprayable).
- the emulsion can advantageously also be used as a spray or as an impregnation medium for a plaster or cloth. Therefore, plasters and tissues soaked with the emulsion according to the invention are also according to the invention.
- the water phase of the emulsion according to the invention can advantageously contain conventional cosmetic auxiliaries, such as alcohols, in particular those with a low carbon number, preferably ethanol and / or isopropanol, diols or polyols with a low carbon number, and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl - or monobutyl ether, hexanediol, octanediol, glyceryl caprylate, ethylhexylglycerol, methylpropanediol, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether, and analogous products, also phenoxyethanol, hydrochloride, benzylacetophenol, benzethonium alcohol , Foam stabilizers, electrolytes, self-tanners, repellant
- the emulsion according to the invention can advantageously contain cosmetic active and care substances, for example the UV light protection filters approved according to the Cosmetics Ordinance.
- cosmetic active and care substances for example the UV light protection filters approved according to the Cosmetics Ordinance.
- active ingredients can advantageously be contained therein in concentrations of 0.01 to 30% by weight, based on the total weight of the preparation.
- Additional care substances that can be used are niacinamide, panthenol, aloe vera, vitamin E, vitamin A, vitamin A derivatives, retinyl palmitate, vitamin C, vitamin C derivatives, ascorbyl phosphate, ascorbyl glucoside, urea, taurine, folic acid, amino acids (e.g. glycine, Histidine, alanine, arginine), dipeptides (e.g. carnosine) and tripeptides, unsaturated fatty acids and their esters, especially di- and triglycerides (e.g.
- g-linolenic acid, linoleic acid, oleic acid), mannose, magnolia bark extract, magnolol, honokiol, glycyrrhetinic acid in concentrations from 0.001 to 5% by weight, based on the total weight of the preparation, can be used.
- the preparation according to the invention particularly preferably contains alpha-hydroxy acids and / or salts thereof as further constituents.
- lactic acid / lactates or citric acid / citrates are preferably used in a concentration of 0.01 to 5% by weight, based on the total weight of the preparation.
- the preparation according to the invention can contain perfumes in any desired composition and amount.
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Abstract
The invention relates to cosmetic oil-in-water emulsions (O/W emulsions) having, in addition to a water phase, one or more oil phases dispersed therein and a) scleroglucan and b) one or more lipophilic UV filter substances.
Description
Beschreibung description
Kosmetische O/W-Emulsion mit Skleroqlucan und lipophilen UV-Filtersubstanzen Cosmetic O / W emulsion with scleroqlucan and lipophilic UV filter substances
Die vorliegende Erfindung betrifft eine kosmetische Zubereitung enthaltend Skleroglucan und lipophile UV-Filtersubstanzen. The present invention relates to a cosmetic preparation containing scleroglucan and lipophilic UV filter substances.
Der Wunsch, schön und attraktiv auszusehen, ist von Natur aus im Menschen verwurzelt. Auch wenn das Schönheitsideal im Laufe der Zeit Wandlungen erfahren hat, so ist das Stre ben nach einem makellosen Äußeren immer das Ziel der Menschen gewesen. Einen wesent lichen Anteil an einem schönen und attraktiven Äußeren haben dabei der Zustand und das Aussehen der Haut. The desire to look beautiful and attractive is inherently rooted in people. Even if the ideal of beauty has changed in the course of time, striving for a flawless appearance has always been the goal of people. The condition and appearance of the skin play a key role in a beautiful and attractive appearance.
Damit die Haut ihre biologischen Funktionen im vollen Umfang erfüllen kann, bedarf sie der regelmäßigen Reinigung und Pflege. Die Reinigung der Haut dient dabei der Entfernung von Schmutz, Schweiß und Resten abgestorbener Hautpartikel, die einen idealen Nährboden für Krankheitserreger und Parasiten aller Art bilden. Hautpflegeprodukte dienen meist der Be feuchtung und Rückfettung der Haut. Häufig sind ihnen Wirkstoffe zugesetzt, welche die Haut regenerieren und beispielsweise ihre vorzeitige Alterung (z. B. das Entstehen von Fält- chen, Falten) verhindern und vermindern sollen. In order for the skin to be able to fully fulfill its biological functions, it needs regular cleaning and care. The cleaning of the skin serves to remove dirt, sweat and residues of dead skin particles, which form an ideal breeding ground for pathogens and parasites of all kinds. Skin care products are mostly used to moisturize and re-oil the skin. Often, active ingredients are added to them that regenerate the skin and, for example, are intended to prevent and reduce its premature aging (eg the appearance of fine lines and wrinkles).
Hautpflegeprodukte bestehen in der Regel aus Emulsionen. Unter Emulsionen versteht man im Allgemeinen heterogene Systeme, die aus zwei nicht oder nur begrenzt miteinander mischbaren Flüssigkeiten bestehen, die üblicherweise als Phasen bezeichnet werden und bei denen eine der beiden Flüssigkeiten in Form feinster Tröpfchen in der anderen Flüssig keit dispergiert ist. Äußerlich und mit bloßem Auge betrachtet erscheinen Emulsionen homo gen. Skin care products are usually made up of emulsions. Emulsions are generally understood to mean heterogeneous systems which consist of two liquids which are immiscible or only partially miscible with one another, which are usually referred to as phases and in which one of the two liquids is dispersed in the other liquid in the form of very fine droplets. Externally and with the naked eye, emulsions appear homogeneous.
Sind die beiden Flüssigkeiten Wasser und Öl und liegen Öltröpfchen fein verteilt in Wasser vor, so handelt es sich um eine ÖI-in-Wasser-Emulsion (O/W-Emulsion, z. B. Milch). Der Grundcharakter einer O/W-Emulsion ist durch das Wasser geprägt. Bei einer Wasser-in-ÖI- Emulsion (W/O-Emulsion, z. B. Butter) handelt es sich um das umgekehrte Prinzip, wobei der Grundcharakter hier durch das Öl bestimmt wird.
Um Emulsionen über einen längeren Zeitraum stabil zu halten und eine Entmischung der Phasen zu verhindern, werden den Emulsionen sogenannte Emulgatoren zugesetzt. Bei Emulgatoren handelt es sich in der Regel um Moleküle mit einem polaren, lipophilen Struktu relement und einem unpolaren, lipophilen Strukturelement. Ende der vierziger Jahre wurde ein System entwickelt, das die Auswahl von Emulgatoren erleichtern sollte. Jedem Emulga tor wird ein so genannter HLB-Wert (eine dimensionslose Zahl zwischen 0 und 20) zuge schrieben, der angibt, ob eine bevorzugte Wasser- oder Öllöslichkeit vorliegt. Zahlen unter 8 kennzeichnen öllösliche, hydrophobere Emulgatoren, Zahlen über 8 wasserlösliche, hydro philere. If the two liquids are water and oil and if oil droplets are finely distributed in water, then it is an oil-in-water emulsion (O / W emulsion, e.g. milk). The basic character of an O / W emulsion is shaped by the water. In the case of a water-in-oil emulsion (W / O emulsion, e.g. butter), the principle is reversed, the basic character being determined here by the oil. In order to keep emulsions stable over a longer period of time and to prevent the phases from separating, so-called emulsifiers are added to the emulsions. Emulsifiers are usually molecules with a polar, lipophilic structural element and a non-polar, lipophilic structural element. At the end of the 1940s a system was developed to make the selection of emulsifiers easier. A so-called HLB value (a dimensionless number between 0 and 20) is assigned to each emulsifier, which indicates whether the water or oil solubility is preferred. Numbers under 8 indicate oil-soluble, more hydrophobic emulsifiers, numbers above 8 water-soluble, more hydrophilic emulsifiers.
Bei der Herstellung einer Emulsion wird die Wasserphase mit der Lipidphase (Ölphase) unter Rühren vereinigt, wobei die Tröpfchen der inneren Phase der Emulsion auf eine Größe von unter 10 pm zerkleinert werden müssen, damit die Emulsion stabil wird. In the production of an emulsion, the water phase is combined with the lipid phase (oil phase) with stirring, the droplets of the inner phase of the emulsion having to be broken down to a size of less than 10 μm so that the emulsion becomes stable.
Der Trend weg von der vornehmen Blässe hin zur„gesunden, sportlich braunen Haut“ ist seit Jahren ungebrochen. Um diese zu erzielen setzen die Menschen ihre Haut der Sonnenstrah lung aus, da diese eine Pigmentbildung im Sinne einer Melaninbildung hervorruft. Die ultra violette Strahlung des Sonnenlichtes hat jedoch auch eine schädigende Wirkung auf die Haut. Neben der akuten Schädigung (Sonnenbrand) treten Langzeitschäden wie ein erhöh tes Risiko an Hautkrebs zu erkranken bei übermäßiger Bestrahlung mit Licht aus dem UVB- Bereich (Wellenlänge: 280-320 nm) auf. Die übermäßige Einwirkung der UVB- und UVA- Strahlung (Wellenlänge: 320-400 nm) führt darüber hinaus zu einer Schwächung der elasti schen und kollagenen Fasern des Bindegewebes. Dies führt zu zahlreichen phototoxischen und photoallergischen Reaktionen und hat eine vorzeitige Hautalterung zur Folge. The trend away from elegant paleness towards "healthy, sporty brown skin" has been unbroken for years. To achieve this, people expose their skin to solar radiation, as this causes pigment formation in the sense of melanin. However, the ultra violet radiation of sunlight also has a damaging effect on the skin. In addition to acute damage (sunburn), long-term damage such as an increased risk of developing skin cancer occurs when exposed to excessive exposure to light from the UVB range (wavelength: 280-320 nm). The excessive exposure to UVB and UVA radiation (wavelength: 320-400 nm) also leads to a weakening of the elastic and collagen fibers of the connective tissue. This leads to numerous phototoxic and photoallergic reactions and leads to premature skin aging.
Zum Schutz der Haut wurden daher eine Reihe von Lichtschutzfiltersubstanzen entwickelt, die in kosmetischen Zubereitungen eingesetzt werden können. Diese UVA- und UVB-Filter sind in den meisten Industrieländern in Form von Positivlisten wie der Anlage 7 der Kosme tikverordnung zusammengefasst. To protect the skin, a number of light protection filter substances have therefore been developed which can be used in cosmetic preparations. These UVA and UVB filters are summarized in most industrialized countries in the form of positive lists such as Appendix 7 of the Cosmetics Ordinance.
Der Einsatz von lipophilen UV-Filtern in Emulsionen führt häufig zu einer Destabilisierung dieser Systeme und einer daraus resultierenden Trennung der Phasen. Eine Langzeitstabi- liserung von O/W Emulsionen mit UV-Filtern auch bei erhöhter Temperatur ist daher wün schenswert.
Überraschend gelöst wird die Aufgabe durch kosmetische ÖI-in-Wasser-Emulsionen (O/W- Emulsionen) enthaltend neben einer Wasserphase eine oder mehrere darin dispergierte Öl phasen sowie The use of lipophilic UV filters in emulsions often leads to a destabilization of these systems and a resulting separation of the phases. Long-term stabilization of O / W emulsions with UV filters, even at elevated temperatures, is therefore desirable. The object is surprisingly achieved by cosmetic oil-in-water emulsions (O / W emulsions) containing, in addition to a water phase, one or more oil phases dispersed therein as well
a) Skleroglucan a) scleroglucan
und and
b) eine oder mehrere lipophile UV-Filtersubstanzen. b) one or more lipophilic UV filter substances.
Skleroglucan wird von Pilzarten der Gattung Sclerotium (Basidiomycota, Agariomycetes) als mikrobielles Exopolysaccharid in das umgebende Medium abgegeben. Sclerotium delphinii beispielsweise ist ein bedeutender Pflanzenschädling. Skleroglucan wird auch als Scleroti umgummi (INCI: Sclerotium Gum) bezeichnet. Scleroglucan is released into the surrounding medium as a microbial exopolysaccharide by fungal species of the genus Sclerotium (Basidiomycota, Agariomycetes). Sclerotium delphinii, for example, is a major pest of plants. Scleroglucan is also known as Sclerotium Gum (INCI: Sclerotium Gum).
Skleroglucan ist ein (1— >3; 1— >6)-ß-D-Glucan. Seine mittlere Molmasse beträgt etwa 5,7 *106 g/mol, sein durchschnittlicher Polymerisationsgrad etwa 35.000. Scleroglucan is a (1—>3;1—> 6) -β-D-glucan. Its mean molar mass is about 5.7 * 10 6 g / mol, its average degree of polymerization about 35,000.
Die chemische Struktur des Skleroglucans wird wie folgt veranschaulicht: The chemical structure of scleroglucan is illustrated as follows:
Skleroglucan besteht aus einer linearen (1— >3)-ß-D-Glucan-Kette (OdHioOdOQHIOOd)^, an der statistisch jede dritte Glucose-Einheit mit einem einzelnen (1— >6)-ß-D-Glcp-Rest ver zweigt ist. Scleroglucan consists of a linear (1—> 3) -β-D-glucan chain (O d HioO d OQHIOOd) ^, on which statistically every third glucose unit with a single (1—> 6) -β-D- Glcp residue is branched.
Skleroglucan ist in Wasser gut löslich und kann als Verdicker eingesetzt werden. Der Einsatz von Skleroglucan in kosmetischen Emulsionen ist dem Fachmann an sich bekannt, doch konnte der Stand der Technik nicht den Weg zur vorliegenden Erfindung weisen.
Beispielsweise offenbart die DE 10 2014 015 554 die die Verwendung von Skleroglucan in UV-Filter enthaltenden kosmetischen Zubereitungen, zur Reduzierung der durch die UV- Filter in der Zubereitung hervorgerufenen Verunreinigung und/oder Verfärbung von Textilien. Scleroglucan is readily soluble in water and can be used as a thickener. The use of scleroglucan in cosmetic emulsions is known per se to the person skilled in the art, but the prior art could not point the way to the present invention. For example, DE 10 2014 015 554 discloses the use of scleroglucan in UV filters containing cosmetic preparations to reduce the contamination and / or discoloration of textiles caused by the UV filters in the preparation.
Die EP 1 132 076 beschreibt verdickte Haarzusammensetzungen mit einem Gehalt an Skleroglucan. EP 1 132 076 describes thickened hair compositions containing scleroglucan.
Es ist erfindungsgemäß vorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekenn zeichnet ist, dass der Gehalt an Skleroglucan in der Emulsion von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,01 und 1 ,5 Gew.-%, besonders bevorzugt zwischen 0,1 und It is advantageous according to the invention if the emulsion according to the invention is characterized in that the content of scleroglucan in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.01 and 1.5% by weight, particularly preferably between 0.1 and
1 ,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. 1.0% by weight, based in each case on the total weight of the emulsion.
Es ist erfindungsgemäß vorteilhaft, wenn die die Emulsion einen oder mehrere Öl-in-Wasser- Emulgatoren (O/W-Emulgatoren) in einer Gesamtkonzentration von 0,05 bis 5,0 Gew.-% und bevorzugt in einer Gesamtkonzentration von 2,0 bis 4,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. According to the invention, it is advantageous if the emulsion contains one or more oil-in-water emulsifiers (O / W emulsifiers) in a total concentration of 0.05 to 5.0% by weight and preferably in a total concentration of 2.0 to 4.0% by weight, based in each case on the total weight of the emulsion.
Es ist erfindungsgemäß besondersvorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekennzeichnet ist, dass der Gehalt an einem oder mehreren anionischen Emulga toren in der Emulsion von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,05 und According to the invention it is particularly advantageous if the emulsion according to the invention is characterized in that the content of one or more anionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and
2 Gew.-%, besonders bevorzugt zwischen 0,1 und 1 ,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. 2% by weight, particularly preferably between 0.1 and 1.0% by weight, based in each case on the total weight of the emulsion.
Es ist erfindungsgemäß besonders vorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekennzeichnet ist, dass der Gehalt an einem oder mehreren nichtionischen Emul gatoren in der Emulsion von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,05 und According to the invention it is particularly advantageous if the emulsion according to the invention is characterized in that the content of one or more nonionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and
3 Gew.-%, besonders bevorzugt zwischen 0,1 und 2 Gew.-%, jeweils bezogen auf das Ge samtgewicht der Emulsion, beträgt. 3% by weight, particularly preferably between 0.1 and 2% by weight, in each case based on the total weight of the emulsion.
Es ist erfindungsgemäß besonders vorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekennzeichnet ist, dass der Gehalt an einem oder mehreren lipophilen UV- Filtersubstanzen in der Emulsion von 0,001 bis 20 Gew.-% und bevorzugt zwischen 0,05 und 15 Gew.-%, besonders bevorzugt zwischen 0,1 und 10 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. According to the invention, it is particularly advantageous if the emulsion according to the invention is characterized in that the content of one or more lipophilic UV filter substances in the emulsion is from 0.001 to 20% by weight and preferably between 0.05 and 15% by weight, particularly is preferably between 0.1 and 10% by weight, based in each case on the total weight of the emulsion.
Vorteilhafte lipophile UV-A-Filtersubstanzen im Sinne der vorliegenden Erfindung sind z. B. Vorteilhafte UV-A-Filtersubstanzen im Sinne der vorliegenden Erfindung sind Dibenzoyl-
methanderivate, insbesondere das 4-(tert.-Butyl)-4’-methoxydibenzoylmethan (CAS-Nr. 70356-09-1), welches von Givaudan unter der Marke Parsol® 1789 und von Merck unter der Handelsbezeichnung Eusolex® 9020 verkauft wird. Advantageous lipophilic UV-A filter substances for the purposes of the present invention are, for. B. Advantageous UV-A filter substances for the purposes of the present invention are dibenzoyl methane derivatives, in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356-09-1), which is sold by Givaudan under the trade name Parsol ® 1789 and from Merck under the trade name Eusolex® 9020th
Vorteilhafte UV-Filtersubstanzen im Sinne der vorliegenden Erfindung sind ferner soge nannte Breitbandfilter, d.h. Filtersubstanzen, die sowohl UV-A- als auch UV-B-Strahlung ab sorbieren. Advantageous UV filter substances within the meaning of the present invention are also so-called broadband filters, i.e. Filter substances that absorb both UV-A and UV-B radiation.
Vorteilhafte Breitbandfilter oder UV-B-Filtersubstanzen sind beispielsweise Bis-Resorcinyl- triazinderivate mit der folgenden Struktur: Advantageous broadband filters or UV-B filter substances are, for example, bis-resorcinyl triazine derivatives with the following structure:
wobei R1, R2 und R3 unabhängig voneinander gewählt werden aus der Gruppe der ver zweigten und unverzweigten Alkylgruppen mit 1 bis 10 Kohlenstoffatomen bzw. ein einzelnes Wasserstoffatom darstellen. Insbesondere bevorzugt sind das 2,4-Bis-{[4-(2-Ethyl-hexyloxy)- 2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin (INCI: Aniso Triazin), welches unter der Handelsbezeichnung Tinosorb® S bei der CIBA-Chemikalien GmbH erhältlich ist, und das 4,4',4"-(1 ,3,5-Triazin-2,4,6-triyltriimino)-tris-benzoesäure-tris(2-ethylhexylester), synonym: 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-T-hexyloxy)]-1 ,3,5-triazin (INCI: Octyl Triazone), welches von der BASF Aktiengesellschaft unter der Warenbezeichnung UVINUL® T 150 vertrieben wird. where R 1 , R 2 and R 3 are independently selected from the group of the branched and unbranched alkyl groups with 1 to 10 carbon atoms or represent a single hydrogen atom. 2,4-bis - {[4- (2-ethylhexyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine (INCI: Aniso Triazine) are particularly preferred ), which is available under the trade name Tinosorb® S from CIBA-Nahrungsmittel GmbH, and the 4,4 ', 4 "- (1, 3,5-triazine-2,4,6-triyltriimino) -tris-benzoic acid- tris (2-ethylhexyl ester), synonym: 2,4,6-tris- [anilino- (p-carbo-2'-ethyl-T-hexyloxy)] - 1,3,5-triazine (INCI: Octyl Triazone), which is sold by BASF Aktiengesellschaft under the trade name UVINUL® T 150.
Auch andere UV-Filtersubstanzen, welche das Strukturmotiv
Also other UV filter substances, which the structural motif
aufweisen, sind vorteilhafte UV-Filtersubstanzen im Sinne der vorliegenden Erfindung, bei spielsweise die in der Europäischen Offenlegungsschrift EP 570 838 A1 beschriebenen s- Triazinderivate, deren chemische Struktur durch die generische Formel have, are advantageous UV filter substances for the purposes of the present invention, for example the s-triazine derivatives described in European laid-open specification EP 570 838 A1, whose chemical structure is given by the generic formula
wiedergegeben wird, wobei is played back, where
R einen verzweigten oder unverzweigten CrCis-Alkylrest, einen C5-Ci2-Cycloalkylrest, gegebenenfalls substituiert mit einer oder mehreren C1 -C4- Alkylgruppen, darstellt, R represents a branched or unbranched C1 -C4 -alkyl radical, a C5-Ci2-cycloalkyl radical, optionally substituted by one or more C1 -C4 alkyl groups,
X ein Sauerstoffatom oder eine NH-Gruppe darstellt, X represents an oxygen atom or an NH group,
Ri einen verzweigten oder unverzweigten CrCis-Alkylrest, einen C5-Ci2-Cycloalkylrest, gegebenenfalls substituiert mit einer oder mehreren C1 -C4- Alkylgruppen, oder ein Was serstoffatom, ein Alkalimetallatom, eine Ammoniumgruppe oder eine Gruppe der Formel Ri is a branched or unbranched C1-Cis-alkyl radical, a C5-Ci2-cycloalkyl radical, optionally substituted by one or more C1 -C4 alkyl groups, or a hydrogen atom, an alkali metal atom, an ammonium group or a group of the formula
bedeutet, in welcher means in which
A einen verzweigten oder unverzweigten CrCis-Alkylrest, einen C5-Ci2-Cycloalkyl- oder Arylrest darstellt, gegebenenfalls substituiert mit einer oder mehreren C1-C4- Alkylgrup pen, A represents a branched or unbranched C 1 -C 4 -alkyl radical, a C 5 -C 2 -cycloalkyl or aryl radical, optionally substituted by one or more C 1 -C 4 alkyl groups,
R3 ein Wasserstoffatom oder eine Methylgruppe darstellt, R 3 represents a hydrogen atom or a methyl group,
n eine Zahl von 1 bis 10 darstellt, n represents a number from 1 to 10,
R2 einen verzweigten oder unverzweigten CrCis-Alkylrest, einen C5-Ci2-Cycloalkylrest, gegebenenfalls substituiert mit einer oder mehreren C1-C4- Alkylgruppen, darstellt, wenn X die NH-Gruppe darstellt, und R 2 represents a branched or unbranched C 1 -C 6 -alkyl radical, a C 5 -C 2 -cycloalkyl radical, optionally substituted by one or more C 1 -C 4 -alkyl groups, if X represents the NH group, and
einen verzweigten oder unverzweigten CrCis-Alkylrest, einen C5-Ci2-Cycloalkylrest, gegebenenfalls substituiert mit einer oder mehreren C1-C4- Alkylgruppen, oder ein Wasserstoffatom, ein Alkalimetallatom, eine Ammoniumgruppe oder eine Gruppe der Formel a branched or unbranched C 1 -C 4 -alkyl radical, a C 5 -C 2 cycloalkyl radical, optionally substituted by one or more C 1 -C 4 alkyl groups, or a hydrogen atom, an alkali metal atom, an ammonium group or a group of the formula
bedeutet, in welcher means in which
A einen verzweigten oder unverzweigten CrCis-Alkylrest, einen C5-Ci2-Cycloalkyl- oder Arylrest darstellt, gegebenenfalls substituiert mit einer oder mehreren C1-C4- Alkylgrup pen, A represents a branched or unbranched C 1 -C 4 -alkyl radical, a C 5 -C 2 -cycloalkyl or aryl radical, optionally substituted by one or more C 1 -C 4 alkyl groups,
R3 ein Wasserstoffatom oder eine Methylgruppe darstellt, R 3 represents a hydrogen atom or a methyl group,
n eine Zahl von 1 bis 10 darstellt, n represents a number from 1 to 10,
wenn X ein Sauerstoffatom darstellt. when X represents an oxygen atom.
Besonders bevorzugte UV-Filtersubstanz im Sinne der vorliegenden Erfindung ist ferner ein unsymmetrisch substituiertes s-Triazin, dessen chemische Struktur durch die Formel
A particularly preferred UV filter substance for the purposes of the present invention is also an asymmetrically substituted s-triazine, the chemical structure of which is given by the formula
wiedergegeben wird, welches im Folgenden auch als Dioctylbutylamidotriazon (INCI: Dio- ctylbutamidotriazone) bezeichnet wird und unter der Handelsbezeichnung UVASORB HEB bei Sigma 3V erhältlich ist. is reproduced, which is also referred to below as Dioctylbutylamidotriazon (INCI: Dioctylbutamidotriazone) and is available under the trade name UVASORB HEB from Sigma 3V.
Auch in der Europäischen Offenlegungsschrift 775 698 werden bevorzugt einzusetzende Bis- Resorcinyltriazinderivate beschrieben, deren chemische Struktur durch die generische For mel In the European laid-open specification 775 698 bis-resorcinyltriazine derivatives to be used are also described, the chemical structure of which is given by the generic formula
wiedergegeben wird, wobei Ri , R2 und Ai verschiedenste organische Reste repräsentieren. is reproduced, where Ri, R2 and Ai represent a wide variety of organic radicals.
Vorteilhaft im Sinne der vorliegenden Erfindung sind ferner das 2,4-Bis-{[4-(3-sulfonato)-2- hydroxy-propyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin Natriumsalz, das 2,4-Bis-{[4-(3-(2-Propyloxy)-2-hydroxy-propyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)- 1 ,3,5-triazin, das 2,4-Bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-[4-(2-methoxyethyl- carboxyl)-phenylamino]-1 ,3,5-triazin, das 2,4-Bis-{[4-(3-(2-propyloxy)-2-hydroxy-propyloxy)-
2-hydroxy]-phenyl}-6-[4-(2-ethyl-carboxyl)-phenylamino]-1 ,3,5-triazin, das 2,4-Bis-{[4-(2- ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(1-methyl-pyrrol-2-yl)-1 ,3,5-triazin, das 2,4-Bis-{[4- tris(trimethylsiloxy-silylpropyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin, das 2,4-Bis-{[4-(2“-methylpropenyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin und das 2,4-Bis-{[4-(1 1 1’,3’,5’,5’,5’-Heptamethylsiloxy-2“-methyl-propyloxy)-2-hydroxy]-phenyl}- 6-(4-methoxyphenyl)-1 ,3,5-triazin. The 2,4-bis - {[4- (3-sulfonato) -2-hydroxy-propyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, are also advantageous for the purposes of the present invention. 3,5-triazine sodium salt, the 2,4-bis - {[4- (3- (2-propyloxy) -2-hydroxy-propyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) - 1,3,5-triazine, 2,4-bis - {[4- (2-ethyl-hexyloxy) -2-hydroxy] -phenyl} -6- [4- (2-methoxyethyl-carboxyl) -phenylamino] -1, 3,5-triazine, the 2,4-bis - {[4- (3- (2-propyloxy) -2-hydroxy-propyloxy) - 2-hydroxy] -phenyl} -6- [4- (2-ethyl-carboxyl) -phenylamino] -1, 3,5-triazine, the 2,4-bis - {[4- (2-ethyl-hexyloxy) -2-hydroxy] -phenyl} -6- (1-methyl-pyrrol-2-yl) -1, 3,5-triazine, the 2,4-bis - {[4-tris (trimethylsiloxy-silylpropyloxy) -2 -hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine, the 2,4-bis - {[4- (2 "-methylpropenyloxy) -2-hydroxy] -phenyl} -6 - (4-methoxyphenyl) -1, 3,5-triazine and the 2,4-bis - {[4- (1 1 1 ', 3', 5 ', 5', 5'-heptamethylsiloxy-2 "-methyl -propyloxy) -2-hydroxy] -phenyl} - 6- (4-methoxyphenyl) -1, 3,5-triazine.
Ein vorteilhafter Breitbandfilter im Sinne der vorliegenden Erfindung ist das 2,2’-Methylen- bis-(6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)-phenol), welches durch die chemi sche Strukturformel An advantageous broadband filter for the purposes of the present invention is 2,2'-methylene bis (6- (2H-benzotriazol-2-yl) -4- (1, 1, 3,3-tetramethylbutyl) phenol), which through the chemical structural formula
gekennzeichnet ist und unter der Handelsbezeichnung Tinosorb® M bei der CIBA- Chemikalien GmbH erhältlich ist. and is available under the trade name Tinosorb® M from CIBA-Nahrungsmittel GmbH.
Vorteilhafter Breitbandfilter im Sinne der vorliegenden Erfindung ist ferner das 2-(2H- benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1 ,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxa- nyl]propyl]-phenol (CAS-Nr.: 155633-54-8) mit der INCI-Bezeichnung Drometrizole Trisiloxa- ne, welches durch die chemische Strukturformel Another advantageous broadband filter for the purposes of the present invention is 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl-1 - [( trimethylsilyl) oxy] disiloxanyl] propyl] -phenol (CAS-No .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which by the chemical structural formula
gekennzeichnet ist. is marked.
Die UV-B-Filter können öllöslich oder wasserlöslich sein. Vorteilhafte öllösliche UV-B- Filtersubstanzen sind z. B.: 3-Benzylidencampher-Derivate, vorzugsweise 3-(4- Methylbenzyliden)campher, 3-Benzylidencampher; 4-Aminobenzoesäure-Derivate, vorzugs weise 4-(Dimethylamino)-benzoesäure(2-ethylhexyl)ester, 4-The UV-B filters can be oil-soluble or water-soluble. Advantageous oil-soluble UV-B filter substances are z. For example: 3-benzylidene camphor derivatives, preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor; 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4-
(Dimethylamino)benzoesäureamylester; 2,4,6-Trianilino-(p-carbo-2'-ethyl-1'-hexyloxy)-1 ,3,5-- triazin; Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzalmalonsäuredi(2-ethylhe- xyl)ester; Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure(2-ethylhexyl)ester, 4- Methoxyzi tsäureisopentylester; Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4- methoxybenzophenon, 2-Hydroxy-4- ethoxy-4'- ethylbenzophenon, 2,2'-Dihydroxy-4- methoxybenzophenon sowie an Polymere gebundene UV-Filter. Amyl (dimethylamino) benzoate; 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine; Esters of benzalmalonic acid, preferably 4-methoxybenzalmalonic acid di (2-ethylhexyl) ester; Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-methoxycinnamic acid isopentyl ester; Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-ethoxy-4'-ethylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone and UV filters bound to polymers.
Eine weiterere erfindungsgemäß vorteilhaft zu verwendende Lichtschutzfiltersubstanz ist das Ethylhexyl-2-cyano-3,3-diphenylacrylat (Octocrylen), welches von BASF unter der Bezeich nung Uvinul® N 539 erhältlich ist und sich durch folgende Struktur auszeichnet: Another light protection filter substance to be used advantageously according to the invention is ethylhexyl-2-cyano-3,3-diphenyl acrylate (octocrylene), which is available from BASF under the name Uvinul ® N 539 and is characterized by the following structure:
Es kann auch von erheblichem Vorteil sein, polymergebundene oder polymere UV-Filter- substanzen in Zubereitungen gemäß der vorliegenden Erfindung zu verwenden, insbe sondere solche, wie sie in der WO-A-92/20690 beschrieben werden. It can also be of considerable advantage to use polymer-bound or polymeric UV filter substances in preparations according to the present invention, in particular those as described in WO-A-92/20690.
Ferner kann es gegebenenfalls von Vorteil sein, erfindungsgemäß weitere UV-A- und/oder UV-B-Filter in kosmetische oder dermatologische Zubereitungen einzuarbeiten, bei spielsweise bestimmte Salicylsäurederivate wie 4-lsopropylbenzylsalicylat, 2-Ethylhexyl- salicylat (= Octylsalicylat), Homomenthylsalicylat. It may also be advantageous to incorporate further UV-A and / or UV-B filters into cosmetic or dermatological preparations according to the invention, for example certain salicylic acid derivatives such as 4-isopropylbenzyl salicylate, 2-ethylhexyl salicylate (= octyl salicylate), homomenthyl salicylate.
Ganz besonders vorteilhaft sind erfindungsgemäße Zubereitungen, dadurch gekennzeichnet, daß die UV-Licht absorbierenden Substanz oder die Substanzen gewählt wird oder werden aus der Gruppe Butylmethoxydibenzoylmethan, Ethylhexylmethoxycinnamat, Octocrylen,
Ethylhexylsalicylat, Phenylbenzimidazolsulfonsäure, Dinatriumphenyldibenzimidazoltetrasul- fonat, Benzophenon-3, Dro etrizol trisiloxan, Benzophenon-4, Homosalate, Benzol-1 ,4-di(2- oxo-3-bornylidenmethyl-10-sulfonsäure, Polysilicone-15, Ethylhexyl Triazone, Diethylhexyl- Butamidotriazone, Isoamyl p-Methoxycinnamate, Diethylamino Hydroxybenzoyl Hexyl Ben zoate, Methylen-bis-benzotriazolyltetramethylbutylphenol, Bis-Ethylhexyloxyphenolmethoxy- phenyltriazin, 4-Methylbenzylidencampher, 2,4-Bis-[5-](dimethylpropyl)benzoxazol-2-yl-(4- phenyl)-imino]-6-(2-ethylhexyl)-imino-1 ,3,5-triazin und/oder (2-{4-[2-(4-Diethylamino-2- hydroxy-benzoyl)-benzoyl]-piperazin-1-carbonyl}-phenyl)-(4-diethylamino-2-hydroxy-phenyl)- methanon. Preparations according to the invention, characterized in that the UV light absorbing substance or substances are selected or are selected from the group butyl methoxydibenzoyl methane, ethylhexyl methoxycinnamate, octocrylene, are particularly advantageous. Ethylhexyl salicylate, phenylbenzimidazolesulfonic acid, disodium phenyldibenzimidazole tetrasulfonate, benzophenone-3, dro etrizol trisiloxane, benzophenone-4, homosalates, benzene-1, 4-di (2-oxo-3-bornylidenemethylzone, polysilylidenemethylzone - Butamidotriazone, isoamyl p-methoxycinnamate, diethylamino hydroxybenzoyl hexyl benzoate, methylene-bis-benzotriazolyltetramethylbutylphenol, bis-ethylhexyloxyphenol methoxyphenyltriazine, 4-methylbenzylidenecamphor (benzyl-2-benzylidenecamphor, 2,4-bis- benzotriazolyl-] (benzethyl- [5 -]) 4-phenyl) imino] -6- (2-ethylhexyl) imino-1,3,5-triazine and / or (2- {4- [2- (4-diethylamino-2-hydroxy-benzoyl) -benzoyl ] -piperazine-1-carbonyl} -phenyl) - (4-diethylamino-2-hydroxyphenyl) methanone.
Es ist erfindungsgemäß vorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekenn zeichnet ist, dass als O/W-Emulgatoren lipophile Emulgatoren mit einem HLB-Wert von grö ßer/gleich 8 eingesetzt werden. Der HLB-Wert von Emulgatoren kann dabei den üblichen Standartwerken (z. B. Fiedler, Lexikon der Hilfsstoffe für Pharmazie, Kosmetik und angren zende Gebiete, Editio Cantor Verlag, Aulendorf) entnommen werden. It is advantageous according to the invention if the emulsion according to the invention is characterized in that lipophilic emulsifiers with an HLB value of greater than / equal to 8 are used as O / W emulsifiers. The HLB value of emulsifiers can be found in the usual standard works (e.g. Fiedler, Lexicon of Auxiliaries for Pharmacy, Cosmetics and Neighboring Areas, Editio Cantor Verlag, Aulendorf).
Es ist erfindungsgemäß bevorzugt, wenn die erfindungsgemäße Emulsion dadurch gekenn zeichnet ist, dass als O/W-Emulgatoren Glycerylstearatcitrat (CAS 39175-72-9, INCI Glyceryl Stearate Citrate, z. B. Imwitor 370 der Firma Hüls), Polyglyceryl-3 Methylglucosedistearat (INCI Polyglyceryl Methyl Glucose Distearate, z. B. Tego Care 450 der Firma Evonik) und/oder Polyethylenglycol(2000)monostearat (INCI; PEG-40 stearate) eingesetzt werden. It is preferred according to the invention if the emulsion according to the invention is characterized in that, as O / W emulsifiers, glyceryl stearate citrate (CAS 39175-72-9, INCI Glyceryl Stearate Citrate, e.g. Imwitor 370 from Hüls), polyglyceryl-3 methylglucose distearate (INCI Polyglyceryl Methyl Glucose Distearate, e.g. Tego Care 450 from Evonik) and / or polyethylene glycol (2000) monostearate (INCI; PEG-40 stearate) can be used.
In einer erfindungsgemäß bevorzugten Ausführungsform enthält die erfindungsgemäße Emulsion Kalium Cetylphosphat, Natrium Cetearylsulfat, Natrium Stearylglutamat, Alkalisal ze von gesättigten Fettsäuren der Kettenlänge C14-C22, insbesondere Natrium Stearat als anionischen Emulgator. In a preferred embodiment according to the invention, the emulsion according to the invention contains potassium cetyl phosphate, sodium cetearyl sulfate, sodium stearyl glutamate, alkali salts of saturated fatty acids of chain length C14-C22, in particular sodium stearate, as an anionic emulsifier.
In einer weiteren erfindungsgemäß bevorzugten Ausführungsform enthält die erfindungsge mäße Emulsion einen oder mehrere Polyglycerylfettsäureester als nichtionische Emulgato ren. Der erfindungsgemäß besonders bevorzugte Polyglycerylfettsäureester ist dabei Poly- glyceryl-10 Stearat (INCI Polyglyceryl-10 Stearate). In a further embodiment preferred according to the invention, the emulsion according to the invention contains one or more polyglyceryl fatty acid esters as nonionic emulsifiers. The polyglyceryl fatty acid ester particularly preferred according to the invention is polyglyceryl-10 stearate (INCI polyglyceryl-10 stearate).
Es ist erfindungsgemäß besonders vorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekennzeichnet ist, dass der Gehalt an ein oder mehreren anionischen Emulgatoren in der Emulsion von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,05 und 2 Gew.-%, be sonders bevorzugt zwischen 0,1 und 1 ,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt.
Es ist erfindungsgemäß besonders vorteilhaft, wenn die erfindungsgemäße Emulsion dadurch gekennzeichnet ist, dass der Gehalt an ein oder mehreren nichtionischen Emulgato ren, insbesondere einen oder mehrere Polyglycerylfettsäureester, besonders Polyglyceryl-10 Stearat in der Emulsion von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,05 und According to the invention, it is particularly advantageous if the emulsion according to the invention is characterized in that the content of one or more anionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and 2% by weight, be particularly preferably between 0.1 and 1.0% by weight, based in each case on the total weight of the emulsion. According to the invention, it is particularly advantageous if the emulsion according to the invention is characterized in that the content of one or more nonionic emulsifiers, in particular one or more polyglyceryl fatty acid esters, especially polyglyceryl-10 stearate, in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and
3 Gew.-%, besonders bevorzugt zwischen 0,1 und 2,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. 3% by weight, particularly preferably between 0.1 and 2.0% by weight, based in each case on the total weight of the emulsion.
Die erfindungsgemäße Emulsion kann die Konsistenz einer Salbe, Creme oder dünnflüssi gen Lotion aufweisen bzw. eine Salbe, Creme oder dünnflüssige Lotion darstellen. The emulsion according to the invention can have the consistency of an ointment, cream or low-viscosity lotion or represent an ointment, cream or low-viscosity lotion.
Es ist erfindungsgemäß bevorzugt, wenn das erfindungsgemäße Verfahren in Form des Hot- Hot-Verfahrens durchgeführt wird. Bei diesem Verfahren werden eine heiße Öl- und Was serphase miteinander vereinigt. It is preferred according to the invention if the process according to the invention is carried out in the form of the hot-hot process. In this process, a hot oil and water phase are combined with one another.
Dabei ist es erfindungsgemäß besonders bevorzugt, wenn das Verfahren bei einer Tempera tur nicht über 85 °C durchgeführt wird. It is particularly preferred according to the invention if the process is carried out at a temperature not above 85.degree.
Die Emulsion kann erfindungsgemäß vorteilhaft als Salbe, Creme oder Lotion (ggf. sprühbar) vorliegen. According to the invention, the emulsion can advantageously be in the form of an ointment, cream or lotion (optionally sprayable).
Die Emulsion kann erfindungsgemäß vorteilhaft auch als Spray oder als Tränkungsmedium für ein Pflaster oder T uch eingesetzt werden. Daher sind auch Pflaster und Tücher getränkt mit der erfindungsgemäßen Emulsion, erfindungsgemäß. According to the invention, the emulsion can advantageously also be used as a spray or as an impregnation medium for a plaster or cloth. Therefore, plasters and tissues soaked with the emulsion according to the invention are also according to the invention.
Die Wasserphase der erfindungsgemäßen Emulsion kann vorteilhaft übliche kosmetische Hilfsstoffe enthalten, wie beispielsweise Alkohole, insbesondere solche niedriger C-Zahl, vorzugsweise Ethanol und/oder Isopropanol, Diole oder Polyole niedriger C-Zahl sowie de ren Ether, vorzugsweise Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmonoethyl- oder -monobutylether, Hexandiol, Octandiol, Glycerylcaprylat, Ethylhexylglycerin, Methylpro- pandiol, Propylenglykolmonomethyl, -monoethyl- oder -monobutylether, Diethylenglykolmo- nomethyl- oder monoethylether, und analoge Produkte, außerdem Phenoxyethanol, Hydro- xyacetophenone, Benzylalkohol, Benzethonium Chlorid, Polymere, Schaumstabilisatoren, Elektrolyte, Selbstbräuner, Repellentien sowie insbesondere ein oder mehrere Verdickungs mittel, welches oder welche vorteilhaft gewählt werden können aus der Gruppe der Polysac charide bzw. deren Derivate, z.B. Xanthangummi, Carrageenan, Gellangummi, Stärken und Cellulosen, Hyaluronsäure.
Die erfindungsgemäße Ölphase kann alle herkömmlichen Bestandteile von in der Kosmetik eingesetzten Öl-, Fett- und Wachskomponenten enthalten. The water phase of the emulsion according to the invention can advantageously contain conventional cosmetic auxiliaries, such as alcohols, in particular those with a low carbon number, preferably ethanol and / or isopropanol, diols or polyols with a low carbon number, and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl - or monobutyl ether, hexanediol, octanediol, glyceryl caprylate, ethylhexylglycerol, methylpropanediol, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether, and analogous products, also phenoxyethanol, hydrochloride, benzylacetophenol, benzethonium alcohol , Foam stabilizers, electrolytes, self-tanners, repellants and, in particular, one or more thickening agents, which or which can advantageously be selected from the group of polysaccharides or their derivatives, for example xanthan gum, carrageenan, gellan gum, starches and celluloses, hyaluronic acid. The oil phase according to the invention can contain all conventional constituents of oil, fat and wax components used in cosmetics.
Die erfindungsgemäße Emulsion kann erfindungsgemäß vorteilhaft kosmetische Wirk- und Pflegestoffe enthalten, beispielsweise die nach der Kosmetikverordnung zugelassenen UV- Lichtschutzfilter. Derartige Wirkstoffe können erfindungsgemäß vorteilhaft in Konzentrationen von 0,01 bis 30 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung in dieser enthal ten sein. According to the invention, the emulsion according to the invention can advantageously contain cosmetic active and care substances, for example the UV light protection filters approved according to the Cosmetics Ordinance. According to the invention, such active ingredients can advantageously be contained therein in concentrations of 0.01 to 30% by weight, based on the total weight of the preparation.
Als weitere Pflegestoffe können insbesondere Niacinamid, Panthenol, Aloe vera, Vitamin E, Vitamin A, Vitamin A-Derivate, Retinylpalmitat, Vitamin C, Vitamin C-Derivate, Ascorbylp- hosphat, Ascorbylglucosid, Harnstoff, Taurin, Folsäure, Aminosäuren (z.B. Glycin, Histidin, Alanin, Arginin), Dipeptide (z.B. Carnosin) und Tripeptide, ungesättigte Fettsäuren und deren Ester, insbesondere Di- und Triglyceride (z.B. g-Linolensäure, Linolsäure, Ölsäure), Manno se, Magnolia Rindenextrakt, Magnolol, Honokiol, Glycyrrhetinsäure in Konzentrationen von 0,001 bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung eingesetzt werden. Additional care substances that can be used are niacinamide, panthenol, aloe vera, vitamin E, vitamin A, vitamin A derivatives, retinyl palmitate, vitamin C, vitamin C derivatives, ascorbyl phosphate, ascorbyl glucoside, urea, taurine, folic acid, amino acids (e.g. glycine, Histidine, alanine, arginine), dipeptides (e.g. carnosine) and tripeptides, unsaturated fatty acids and their esters, especially di- and triglycerides (e.g. g-linolenic acid, linoleic acid, oleic acid), mannose, magnolia bark extract, magnolol, honokiol, glycyrrhetinic acid in concentrations from 0.001 to 5% by weight, based on the total weight of the preparation, can be used.
Erfindungsgemäß besonders bevorzugt enthält die erfindungsgemäße Zubereitung als weite re Bestandteile Alpha-Hydroxysäuren und/oder deren Salze. Dabei werden erfindungsgemäß bevorzugt Milchsäure/Lactate oder Zitronensäure/Citrate in einer Konzentration von 0,01 bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung eingesetzt. According to the invention, the preparation according to the invention particularly preferably contains alpha-hydroxy acids and / or salts thereof as further constituents. According to the invention, lactic acid / lactates or citric acid / citrates are preferably used in a concentration of 0.01 to 5% by weight, based on the total weight of the preparation.
Die erfindungsgemäße Zubereitung kann Parfümstoffe in beliebiger Zusammensetzung und Menge enthalten. The preparation according to the invention can contain perfumes in any desired composition and amount.
Die nachfolgenden Beispiele sollen die vorliegende Erfindung verdeutlichen ohne sie einzu schränken. Die Angaben beziehen sich stets auf Gew.-%, sofern nicht andere Angaben ge macht werden.
The following examples are intended to illustrate the present invention without restricting it. The data always relate to% by weight, unless otherwise stated.
Rezepturbeispiele Recipe examples
Claims
1. Kosmetische ÖI-in-Wasser-Emulsionen (O/W-Emulsionen) enthaltend neben einer Wasserphase eine oder mehrere darin dispergierte Ölphasen sowie 1. Cosmetic oil-in-water emulsions (O / W emulsions) containing one or more oil phases dispersed therein in addition to a water phase
a) Skleroglucan a) scleroglucan
und and
b) ein oder mehrere lipophile UV-Filtersubstanzen. b) one or more lipophilic UV filter substances.
2. O/W-Emulsionen nach Anspruch 1 , dadurch gekennzeichnet, dass der Gehalt an 2. O / W emulsions according to claim 1, characterized in that the content of
Skleroglucan in der Emulsion von 0,01 bis 1 ,0 Gew.-%, bezogen auf das Gesamtge wicht der Emulsion, beträgt. Scleroglucan in the emulsion from 0.01 to 1, 0 wt .-%, based on the total weight of the emulsion is.
3. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass der Gehalt an einem oder mehreren lipophilen UV-Filtersubstanzen in der Emul sion von 0,001 bis 20 Gew.-% und bevorzugt zwischen 0,05 und 15 Gew.-%, beson ders bevorzugt zwischen 0,1 und 10 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. 3. O / W emulsions according to one of the preceding claims, characterized in that the content of one or more lipophilic UV filter substances in the emul sion of 0.001 to 20 wt .-% and preferably between 0.05 and 15 wt. %, particularly preferably between 0.1 and 10% by weight, based in each case on the total weight of the emulsion.
4. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass die lipophile UV-A-Filtersubstanz oder die -Substanzen gewählt wird oder werden aus der Gruppe der Dibenzoylmethanderivate, insbesondere das 4-(tert.-Butyl)-4’- methoxydibenzoylmethan und der Triazine, insbesondere das Bis-ethylhexyloxyphenol methoxyphenyl triazin. 4. O / W emulsions according to one of the preceding claims, characterized in that the lipophilic UV-A filter substance or substances is or are selected from the group of dibenzoylmethane derivatives, in particular 4- (tert-butyl) -4 '- methoxydibenzoylmethane and the triazines, especially the bis-ethylhexyloxyphenol methoxyphenyl triazine.
5. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass die Emulsion einen oder mehrere ÖI-in-Wasser-Emulgatoren (O/W-Emulgatoren) in einer Gesamtkonzentration von 0,05 bis 5,0%, bezogen auf das Gesamtgewicht der Emulsion, beträgt. 5. O / W emulsions according to one of the preceding claims, characterized in that the emulsion is based on one or more oil-in-water emulsifiers (O / W emulsifiers) in a total concentration of 0.05 to 5.0% based on the total weight of the emulsion.
6. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass der Gehalt an einem oder mehreren anionischen Emulgatoren in der Emulsion von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,05 und 2 Gew.-%, besonders be vorzugt zwischen 0,1 und 1 ,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. 6. O / W emulsions according to one of the preceding claims, characterized in that the content of one or more anionic emulsifiers in the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and 2% by weight , particularly preferably between 0.1 and 1.0% by weight, based in each case on the total weight of the emulsion.
7. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass der Gehalt an einem oder mehreren nichtionischen Emulgatoren in der Emulsion
von 0,001 bis 5,0 Gew.-% und bevorzugt zwischen 0,05 und 3 Gew.-%, besonders be vorzugt zwischen 0,1 und 2,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Emulsion, beträgt. 7. O / W emulsions according to one of the preceding claims, characterized in that the content of one or more nonionic emulsifiers in the emulsion from 0.001 to 5.0% by weight and preferably between 0.05 and 3% by weight, particularly preferably between 0.1 and 2.0% by weight, based in each case on the total weight of the emulsion.
8. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass als O/W-Emulgatoren lipophile Emulgatoren mit einem HLB-Wert von grö ßer/gleich 8 eingesetzt werden. 8. O / W emulsions according to one of the preceding claims, characterized in that lipophilic emulsifiers with an HLB value of greater than / equal to 8 are used as O / W emulsifiers.
9. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass als O/W-Emulgatoren Polyglyceryl-3 Methylglucosedistearat (INCI Polyglyceryl Methyl Glucose Distearate, z. B. Tego Care 450 der Firma Evonik), Kalium Cetylphos- phate, Natrium Cetearylsulfat, Natrium Stearylglutamat, Alkalisalze von gesättigten Fettsäuren der Kettenlänge C14-C22, insbesondere Natrium Stearat und/oder Po- lyethylenglycol(2000)monostearat (INCI; PEG-40 stearate) eingesetzt werden. 9. O / W emulsions according to one of the preceding claims, characterized in that the O / W emulsifiers are polyglyceryl-3 methyl glucose distearate (INCI polyglyceryl methyl glucose distearate, e.g. Tego Care 450 from Evonik), potassium cetylphosphate , Sodium cetearyl sulfate, sodium stearyl glutamate, alkali salts of saturated fatty acids of chain length C14-C22, in particular sodium stearate and / or polyethylene glycol (2000) monostearate (INCI; PEG-40 stearate) can be used.
10. O/W-Emulsionen nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass als O/W-Emulgatoren ein oder mehrere Polyglycerylfettsäureester gewählt wer den, insbesondere bevorzugt Polyglyceryl-10 Stearat.
10. O / W emulsions according to any one of the preceding claims, characterized in that one or more polyglyceryl fatty acid esters are selected as O / W emulsifiers, particularly preferably polyglyceryl-10 stearate.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102019207780.3A DE102019207780A1 (en) | 2019-05-28 | 2019-05-28 | Cosmetic O / W emulsion with scleroglucan and lipophilic UV filter substances |
| PCT/EP2020/062972 WO2020239403A1 (en) | 2019-05-28 | 2020-05-11 | Cosmetic o/w emulsion with scleroglucan and lipophilic uv filter substances |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP3962435A1 true EP3962435A1 (en) | 2022-03-09 |
Family
ID=70682843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP20725690.0A Pending EP3962435A1 (en) | 2019-05-28 | 2020-05-11 | Cosmetic o/w emulsion with scleroglucan and lipophilic uv filter substances |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP3962435A1 (en) |
| DE (1) | DE102019207780A1 (en) |
| WO (1) | WO2020239403A1 (en) |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9110123D0 (en) | 1991-05-10 | 1991-07-03 | Dow Corning | Organosilicon compounds their preparation and use |
| IT1255729B (en) | 1992-05-19 | 1995-11-15 | Giuseppe Raspanti | s-triazine derivatives as photostabilising agents |
| DE19543730A1 (en) | 1995-11-23 | 1997-05-28 | Ciba Geigy Ag | Until resorcinyl-triazines |
| FR2805990B1 (en) | 2000-03-07 | 2003-04-11 | Oreal | THICKENED HAIR COMPOSITION COMPRISING A FIXING POLYMER AND A POWDER COMPOUND |
| EP2167017A2 (en) * | 2007-06-20 | 2010-03-31 | Henkel AG & Co. KGaA | Cosmetic stick based on a congealed oil-in-water dispersion/emulsion having a hydrogel former |
| PL2328542T3 (en) * | 2007-12-14 | 2018-09-28 | Basf Se | Sunscreen compositions comprising colour pigmens |
| KR101907225B1 (en) * | 2010-10-01 | 2018-10-11 | 마리 케이 인코포레이티드 | Skin moisturizer and age fighting formula |
| US20140004058A1 (en) * | 2012-06-28 | 2014-01-02 | Johnson & Johnson Consumer Companies, Inc. | Sunscreen compositions containing an ultraviolet radiation-absorbing polyester |
| DE102014015554A1 (en) * | 2014-10-22 | 2016-04-28 | Beiersdorf Ag | Polysaccharide-containing sunscreens with reduced tendency to textile staining |
| JP2016117666A (en) * | 2014-12-19 | 2016-06-30 | ロレアル | Non-adhesive stable composition |
-
2019
- 2019-05-28 DE DE102019207780.3A patent/DE102019207780A1/en not_active Withdrawn
-
2020
- 2020-05-11 WO PCT/EP2020/062972 patent/WO2020239403A1/en unknown
- 2020-05-11 EP EP20725690.0A patent/EP3962435A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE102019207780A1 (en) | 2020-12-03 |
| WO2020239403A1 (en) | 2020-12-03 |
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