EP4017598A1 - Kosmetische o/w-emulsion mit succinoglucan und lipophilen uv-filtersubstanzen - Google Patents
Kosmetische o/w-emulsion mit succinoglucan und lipophilen uv-filtersubstanzenInfo
- Publication number
- EP4017598A1 EP4017598A1 EP20760785.4A EP20760785A EP4017598A1 EP 4017598 A1 EP4017598 A1 EP 4017598A1 EP 20760785 A EP20760785 A EP 20760785A EP 4017598 A1 EP4017598 A1 EP 4017598A1
- 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
- 239000007764 o/w emulsion Substances 0.000 title claims abstract description 15
- 239000002537 cosmetic Substances 0.000 title claims abstract description 14
- 239000000839 emulsion Substances 0.000 claims abstract description 56
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000004904 UV filter Substances 0.000 claims abstract description 14
- 125000000129 anionic group Chemical group 0.000 claims abstract description 4
- -1 fatty acid esters Chemical class 0.000 claims description 21
- 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
- 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 3
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-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
- 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
- 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 1
- 150000003918 triazines Chemical class 0.000 claims 1
- 239000012071 phase Substances 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 10
- 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
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 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
- 239000000284 extract Substances 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
- KJXSIXMJHKAJOD-LSDHHAIUSA-N (+)-dihydromyricetin Chemical compound C1([C@@H]2[C@H](C(C3=C(O)C=C(O)C=C3O2)=O)O)=CC(O)=C(O)C(O)=C1 KJXSIXMJHKAJOD-LSDHHAIUSA-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
- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 description 2
- 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ACTIUHUUMQJHFO-UHFFFAOYSA-N Coenzym Q10 Natural products COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UHFFFAOYSA-N 0.000 description 2
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- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
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- 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
- 206010063493 Premature ageing Diseases 0.000 description 2
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- 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
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 229930003268 Vitamin C Natural products 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
- 230000015572 biosynthetic process Effects 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
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- 235000017471 coenzyme Q10 Nutrition 0.000 description 2
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- 239000000470 constituent Substances 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
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- 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
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- 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
Definitions
- the present invention relates to a cosmetic preparation containing succinoglucan 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 Annex 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 and a) one or more succinoglucans and b) one or more lipophilic UV filter substances.
- Succinoglucan is a polysaccharide partially esterified with succinic acid, which can be obtained, for example, as a fermentation product of Agrobacterium tumefaciens. Succinoglucan is released into the surrounding medium as a microbial exopolysaccharide.
- the backbone of the succinoglucan is mainly formed by glucose monomers, but galactose can advantageously also be polymerized.
- a particularly advantageous succino glucan has molar ratios of glucose to galactose such as 8-6: 1, in particular about 7: 1.
- every eighth to twelfth sugar molecule of the polymeric backbone is advantageously esterified with a molecule of succinic acid, preferably about every tenth sugar molecule.
- sugar molecules for example pyruvic acid, which can be coupled via acetal formation.
- every fifth to twentieth sugar molecule of the polymeric backbone is coupled to a pyruvic acid molecule, preferably about every eighth sugar molecule.
- succinoglucan The chemical structure of succinoglucan is illustrated as follows:
- succinoglucan is readily soluble in water and can be used as a thickener.
- the use of succinoglucan 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.
- the emulsion according to the invention is characterized in that the content of succinoglucan 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% by weight, each based on the total weight of the emulsion.
- the emulsion has 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 2% by weight, 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 the emulsion is from 0.001 to 5.0% by weight and preferably between 0.05 and 3% by weight, particularly preferably between 0.1 and 2% 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 lipophilic UV- Filter substances in the emulsion from 0.001 to 20% by weight and preferably between 0.05 and 15% by weight, particularly preferably between 0.1 and 10% by weight, in each case based 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, especially 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS No. 70356-09-1), which is available from Givaudan under the Parsol ® 1789 brand and sold by Merck under the trade name Eusolex ® 9020.
- Advantageous UV filter substances for the purposes 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: 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 BASF AG, 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-1'-hexyloxy)] - 1,3,5-triazine (INCI: Octyl Triazone), which is sold by BASF Aktiengesellschaft under the trade name UVINUL® T 150.
- UV filter substances which the structural motif have, are advantageous UV filter substances for the purposes of the present invention, for example the s-triazine derivatives described in the European patent application EP 570838 A1, whose chemical structure is given by the generic formula is played back, where
- R represents a branched or unbranched Ci-Cis-alkyl radical, a C5-Ci2-cycloalkyl radical, optionally substituted with one or more C1-C4-alkyl groups,
- X represents an oxygen atom or an NH group
- Ri is a branched or unbranched Ci-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 means in which
- 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 represents a number from 1 to 10,
- R 2 is 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, when X represents the NH group, and a branched or unbranched C 1 -Cis- 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 means in which
- 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 represents a number from 1 to 10 when X represents an oxygen atom.
- 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.
- 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 and is available under the trade name Tinosorb® M from CIBA-Nahrungsstoff 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 is marked.
- 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-
- benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-di
- 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 methoxydibenzoylmethane, ethylhexyl methoxycinnamate, octocrylene, ethylhexyl salicylate, phenylbenzimidazolesulfonic acid, disodium phenyldibenzimidazole tetrasul- fonate, benzophenone-3, drometrizol trisiloxane, benzophenone-4, homosalates, benzene-1,4-di (2- oxo-3-bornylidenemethyl-10-sulfonic acid, polysilicone-15, ethylhexyl triazone, diethylhexylbutamidotriazone, isoamyl p-methoxycinnamate , Diethyla ino Hydroxybenzoyl Hexyl Benzoate
- 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 is preferably between 0.05 and 3% by weight, particularly preferably between 0.1 and 2.0% by weight, in each case based on the total weight of the emulsion.
- 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 a soaking medium for a plaster or cloth. Therefore, plasters and tissues impregnated 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 customary cosmetic auxiliaries, such as alcohols, especially 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, as well as phenoxyethanol, hydrochloride, benzethylacetophenol, benzethonium alcohol , Foam stabilizers, electrolytes, self-tanner
- the oil phase according to the invention can contain all conventional constituents of oil, fat and wax components used in cosmetics.
- 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 palmitate, vitamin C, vitamin C phosphate, vitamin C palmitate, vitamin C glucoside, coenzyme Q10 (ubiquinone), creatine, creatinine, taurine, Folic acid, alpha-glycosyl rutin, amino acids (e.g. glycine, histidine, alanine, arginine), carnosine, 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, dihydromyricetin, burdock fruit extract, arctiin, milk thistle extracts, silymarin, ingredients of liquorice extracts such as glycyrrhetinic acid and licochalcone A can be used in concentrations of 0.001 to 5% by weight, based on the total weight of the preparation.
- the preparation according to the invention particularly preferably contains alpha-hydroxy acids and / or their salts 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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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Dermatology (AREA)
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Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102019212329.5A DE102019212329A1 (de) | 2019-08-19 | 2019-08-19 | Kosmetische O/W-Emulsion mit Succinoglucan und lipophilen UV-Filtersubstanzen |
| PCT/EP2020/072952 WO2021032657A1 (de) | 2019-08-19 | 2020-08-17 | Kosmetische o/w-emulsion mit succinoglucan und lipophilen uv-filtersubstanzen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP4017598A1 true EP4017598A1 (de) | 2022-06-29 |
Family
ID=72193423
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP20760785.4A Pending EP4017598A1 (de) | 2019-08-19 | 2020-08-17 | Kosmetische o/w-emulsion mit succinoglucan und lipophilen uv-filtersubstanzen |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP4017598A1 (de) |
| DE (1) | DE102019212329A1 (de) |
| WO (1) | WO2021032657A1 (de) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2924020A1 (fr) * | 2007-11-26 | 2009-05-29 | Oreal | Emulsion cosmetique ou dermatologique a base d'ethers gras ethoxyles, d'esters gras ethoxyles et/ou d'esters gras de glycerol et de filtres uv organiques lipophiles;procede de fabrication et utilisations |
| WO2016046210A1 (en) * | 2014-09-26 | 2016-03-31 | Dsm Ip Assets B.V. | O/w emulsions |
| WO2016071284A1 (en) * | 2014-11-03 | 2016-05-12 | L'oreal | Alcohol-free emulsion based on nonionic surfactants, on an anionic amphiphilic lipid and on liposoluble organic uv-screening agents |
Family Cites Families (12)
| 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 (it) | 1992-05-19 | 1995-11-15 | Giuseppe Raspanti | Derivati di s-triazina come agenti fotostabilizzanti |
| DE19543730A1 (de) | 1995-11-23 | 1997-05-28 | Ciba Geigy Ag | Bis-Resorcinyl-Triazine |
| TW200413018A (en) * | 2002-12-26 | 2004-08-01 | Shiseido Co Ltd | Oil-in-water type emulsified cosmetic |
| RU2488378C2 (ru) * | 2008-12-03 | 2013-07-27 | Шисейдо Компани, Лтд. | Косметическое средство в форме масло-в-воде |
| JP5095799B2 (ja) * | 2010-10-19 | 2012-12-12 | 株式会社 資生堂 | 水中油型皮膚外用剤 |
| JP5203537B1 (ja) * | 2011-11-11 | 2013-06-05 | 株式会社 資生堂 | 水中油型乳化日焼け止め化粧料 |
| JP2014024765A (ja) * | 2012-07-24 | 2014-02-06 | Shiseido Co Ltd | 水中油型乳化日焼け止め化粧料 |
| WO2016002751A1 (ja) * | 2014-06-30 | 2016-01-07 | 株式会社 資生堂 | 水中油型乳化組成物 |
| US11529293B2 (en) * | 2016-12-06 | 2022-12-20 | Shiseido Company, Ltd. | Oil-in-water emulsion cosmetic |
| JP7412068B2 (ja) * | 2016-12-16 | 2024-01-12 | 株式会社 資生堂 | 水中油型組成物 |
| JP7203745B2 (ja) * | 2017-09-29 | 2023-01-13 | 株式会社 資生堂 | 水中油型乳化化粧料 |
-
2019
- 2019-08-19 DE DE102019212329.5A patent/DE102019212329A1/de not_active Withdrawn
-
2020
- 2020-08-17 WO PCT/EP2020/072952 patent/WO2021032657A1/de not_active Ceased
- 2020-08-17 EP EP20760785.4A patent/EP4017598A1/de active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2924020A1 (fr) * | 2007-11-26 | 2009-05-29 | Oreal | Emulsion cosmetique ou dermatologique a base d'ethers gras ethoxyles, d'esters gras ethoxyles et/ou d'esters gras de glycerol et de filtres uv organiques lipophiles;procede de fabrication et utilisations |
| WO2016046210A1 (en) * | 2014-09-26 | 2016-03-31 | Dsm Ip Assets B.V. | O/w emulsions |
| WO2016071284A1 (en) * | 2014-11-03 | 2016-05-12 | L'oreal | Alcohol-free emulsion based on nonionic surfactants, on an anionic amphiphilic lipid and on liposoluble organic uv-screening agents |
Non-Patent Citations (1)
| Title |
|---|
| See also references of WO2021032657A1 * |
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| Publication number | Publication date |
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| DE102019212329A1 (de) | 2021-02-25 |
| WO2021032657A1 (de) | 2021-02-25 |
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