WO2017036662A1 - Produit de protection solaire parfumé comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxydibenzoylméthane - Google Patents

Produit de protection solaire parfumé comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxydibenzoylméthane Download PDF

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Publication number
WO2017036662A1
WO2017036662A1 PCT/EP2016/067244 EP2016067244W WO2017036662A1 WO 2017036662 A1 WO2017036662 A1 WO 2017036662A1 EP 2016067244 W EP2016067244 W EP 2016067244W WO 2017036662 A1 WO2017036662 A1 WO 2017036662A1
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
ethylhexyl
oil
cosmetic preparation
preparation according
Prior art date
Application number
PCT/EP2016/067244
Other languages
German (de)
English (en)
Inventor
Charlotte WILLE
Andreas Bleckmann
Cathrin Scherner
Christian Dingler
Original Assignee
Beiersdorf Ag
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Beiersdorf Ag filed Critical Beiersdorf Ag
Priority to EP16741019.0A priority Critical patent/EP3344223A1/fr
Publication of WO2017036662A1 publication Critical patent/WO2017036662A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group

Definitions

  • the present invention relates to a cosmetic preparation containing ethanol,
  • UV-A filter 4- (tert-butyl) -4'-methoxydibenzoylmethane is usually used as the UV-A filter.
  • this UV filter has the known disadvantage, not alone To be photostable, but slowly decompose especially under UV-B radiation.
  • 4- (tert-butyl) -4'-methoxydibenzoylmethane has the likewise known disadvantage of not being particularly soluble in cosmetic preparations, but rather of crystallizing out of the preparation relatively quickly. This also affects the durability and shelf life of the sunscreen, in particular their storage and temperature stability.
  • a relatively new approach to solving these problems of 4- (tert-butyl) -4'-methoxydibenzoylmethane in cosmetic preparations is to use precursors of 4- (tert-butyl) -4'-methoxydibenzoylmethane to be used in the preparations. These are then used, since they transform under sunlight into the 4- (tert-butyl) -4'-methoxydibenzoylmethane, as the starting material for a resulting in the application of UV-A protection.
  • the object is achieved by containing a cosmetic preparation
  • compositions according to the invention are distinguished by a significantly faster and more complete conversion of the precursor under UV light into 4- (tert-butyl) -4'-methoxydibenzoylmethane than is the case in the preparations of the prior art ,
  • Preparations as known from WO2006 / 060886 generally contain dimethicones. Compared to dimethicones, the conversion rate under comparable conditions is significantly greater in the presence of a mixture of ethanol and ethylene brassylate.
  • the cosmetic preparation contains compound 1 in a concentration of 0.1 to 6% by weight, based on the total weight of the preparation. It is preferred according to the invention if the cosmetic preparation contains compound 1 in a concentration of 1 to 4.75% by weight, based on the total weight of the preparation.
  • Embodiments of the present invention that are advantageous according to the invention are further characterized in that the preparation contains ethanol in a concentration of 0.1 to 99% by weight, based on the total weight of the preparation.
  • the cosmetic preparation contains ethanol in a concentration of 2 to 60% by weight, based on the total weight of the preparation. It is advantageous according to the invention if the preparation contains 1, 4-dioxacycloheptadecane-5,17-diones (INCI Ethylene brassylate) in a concentration of 0.00001 to 0.5% by weight, based on the total weight of the preparation.
  • Use concentration for this substance is from 0.0001 to 0.3% by weight, based on the total weight of the preparation.
  • Embodiments of the present invention which are advantageous according to the invention are also characterized in that the preparation contains, in addition to 1,4-dioxacycloheptadecane-5,17-diones (INCI Ethylene brassylate), further perfume substances.
  • the preparation contains, in addition to 1,4-dioxacycloheptadecane-5,17-diones (INCI Ethylene brassylate), further perfume substances.
  • perfumes selected from the group of compounds limonene, citral, linalool, alpha-lsomethylionon, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-Pentylcyclohexylacetat , 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,1,4,4,6-hexamethyltetralin, adipic diester, alpha-amylcinnamaldehyde, alpha-methylionone, amyl C butylphenylmethylpropionalcinnamal,
  • Embodiments of the present invention particularly preferred according to the invention are characterized in that the preparation limonene, benzyl benzoate and / or
  • Linaylacetat contains.
  • perfumes are used according to the invention advantageously in a total concentration of 0.00001 to 0.5% by weight, based on the total weight of the preparation.
  • the preparation contains C 12 -C 15 -alkyl benzoate, dialkyl adipates and / or dialkyl carbonates.
  • the embodiments according to the invention are characterized in that the preparation contains C12-C15 alkyl benzoate in a concentration of 1 to 20% by weight, based on the total weight of the preparation.
  • the preparation contains one or more dialkyl adipates. Preferred according to the invention are the dialkyl adipates dimethyl adipate,
  • Especially preferred according to the invention is the dialkyl adipate di-n-butyl adipate.
  • Preparation contains one or more dialkyl carbonates.
  • these dialkyl adipates are preferably selected according to the invention from the group of compounds dicaprylyl carbonate dimethyl carbonate. Diethyl carbonate. Diisopropyl. Di-n-butyl carbonate.
  • dialkyl carbonates diisopropyl carbonate and di-n-butyl carbonate.
  • preparation of the invention may contain other lipophilic components, for example natural or synthetic oils, fats, waxes, as are commonly used in cosmetics.
  • Embodiments of the present invention that are advantageous according to the invention are further characterized in that the preparation comprises one or more compounds selected from the group of the compounds alpha-lipoic acid, folic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, carnitine, carnosine, natural and / or or synthetic isoflavonoids, flavonoids, creatine, creatinine, taurine, ⁇ -alanine, panthenol, magnolol, honokiol, tocopheryl acetate,
  • the preparation comprises one or more alkanediols from the group of
  • the preparation contains phenoxyethanol and / or ethylhexylglycerol.
  • the total concentration of these substances in the preparation is from 0.1 to 1% by weight, based on the total weight of the preparation (ie if the preparation contains only phenoxyethanol or ethylhexylglycerol, this concentration corresponds to the individual concentration of this substance).
  • Embodiments of the present invention that are particularly advantageous according to the invention are characterized in that the preparation contains one or more UV filters which are selected from the group of the compounds 2-phenylbenzimidazole-5-sulphonic acid and / or salts thereof; Phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid salts; 1,4-di (2-oxo-10-sulfo-3-bornylidenemethyl) benzene and its salts; 4- (2-oxo-3-bornylidenemethyl) benzenesulfonic acid; 2-methyl-5- (2-oxo-3-bornylidenemethyl) sulfonic acid salts; 2,2'-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) -phenol); 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3-
  • Butamidotriazone 2,4-bis- [5-1 (dimethylpropyl) benzoxazol-2-yl- (4-phenyl) -imino] -6- (2-ethylhexyl) -imino-1,3,5-triazine having the (CAS Nos 288254-16-0); 2,4-Bis - ⁇ [4- (2-ethyl-hexyloxy) -2-hydroxy] -phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine) ; 4,4 ', 4 "- (1,3,5-triazine-2,4,6-triyltriimino) tris-benzoic acid tris (2-ethylhexyl ester) (also: 2,4,6-tris [anilino] (p-carbo-2'-ethyl-1'-
  • the preparation according to the invention contains 2-phenylbenzimidazole-5-sulfonic acid salts. In such a case, it is preferred according to the invention if the preparation 2
  • Phenylbenzimidazole-5-sulfonic acid salts in a concentration of 1 to 4% by weight, based on the total weight of the preparation contains.
  • the preparation contains both salicylates, it is advantageous according to the invention 2-ethylhexyl 2-hydroxybenzoate (INCI: ethylhexyl salicylate) in a concentration of 2 to 5% by weight and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate (INCI: homosalates) in a concentration of 2 to 10% by weight, based in each case on the total weight of the preparation.
  • Embodiments of the present invention that are advantageous according to the invention are characterized in that the preparation according to the invention comprises 2,4,6-tris [anilino (p-carbo-2'-ethyl-1'-hexyloxy)] - 1, 3,5-triazine ( INCI: ethylhexyl triazone). It is advantageous according to the invention if the preparation according to the invention 2,4,6-tris
  • the preparation is in the form of an emulsion. It is preferred according to the invention if the preparation is in the form of an O / W emulsion.
  • the preparation according to the invention is in the form of an emulsion
  • the embodiments which are advantageous according to the invention are characterized in that the preparation contains one or more emulsifiers selected from the group of compounds
  • Glyceryl stearate citrate glyceryl stearate (self-emulsifying), stearic acid, stearate salts, polyglyceryl 3-methyl glycose distearate, sodium cetearyl sulfate, sodium staroyl glutamate, polyglyceryl-10 stearate, cetearyl alcohol, cetearyl sulfosuccinate, potassium cetyl phosphate.
  • the total concentration of these emulsifiers in the preparation is from 0.1 to 10% by weight, based on the total weight of the preparation (ie if the preparation contains only one emulsifier, this concentration corresponds to
  • the aqueous phase of the preparations according to the invention may advantageously contain customary cosmetic auxiliaries, such as, for example, isopropanol or polyols of low C number and their ethers, preferably propylene glycol, glycerol, electrolytes, self-tanning agents and in particular one or more thickening agents which can be advantageously selected from the group Silica, aluminum silicates, polysaccharides or their derivatives, for. Hyaluronic acid, xanthan gum, hydroxypropylmethylcellulose, particularly advantageously from the group of the polyacrylates, preferably a polyacrylate from the group of the so-called carbopols,
  • customary cosmetic auxiliaries such as, for example, isopropanol or polyols of low C number and their ethers, preferably propylene glycol, glycerol, electrolytes, self-tanning agents and in particular one or more thickening agents which can be advantageously selected from the group Silica, aluminum silicates, poly
  • Further thickeners which are advantageous according to the invention are those having the INCI name Acrylates / C10-30 alkyl acrylate crosspolymer (for example Pemulen TR 1, Pemulen TR 2, Carbopol 1328 from NOVEON) and Aristoflex AVC (INCI: ammonium acryloyldimethyltaurate / VP copolymer).
  • the preparation contains xanthan gum, crosslinked acrylate / C10-C30 alkyl acrylate polymer and / or vinylpyrrolidone / hexadecene copolymer.
  • a content of glycerol of at least 5% by weight, based on the total weight of the preparation, is particularly advantageous according to the invention.
  • Embodiments of the present invention which are advantageous according to the invention are characterized in that the preparation is free of parabens, methylisothiazolinone,
  • the preparation according to the invention advantageously contains film formers.
  • Film formers in the context of the present invention are substances of different composition, which are characterized by the following property: If a film former is dissolved in water or other suitable solvents and the solution is then applied to the skin, it forms according to Evaporating the solvent a film, which essentially serves to fix the light filter on the skin and thus to increase the water resistance of the product.
  • copolymers of polyvinylpyrrolidone for example, the PVP hexadecene copolymer and the PVP eicosene copolymer, which are among the
  • polystyrene sulfonate sold under the tradename Flexan 130 at National Starch and Chemical Corp. is available, and / or polyisobutene, available from Rewo under the tradename Flexan 130 at National Starch and Chemical Corp. is available, and / or polyisobutene, available from Rewo under the tradename Flexan 130 at National Starch and Chemical Corp. is available, and / or polyisobutene, available from Rewo under the
  • Suitable polymers are e.g. Polyacrylamides (Seppigel 305), polyvinyl alcohols, PVP, PVP / VA copolymers, polyglycols, acrylate / octylacralimide copolymer (Dermacryl 79), acrylates copolymer (Epitex 66).
  • hydrogenated castor oil Dimerdilinoleat (CAS 646054-62-8, INCI Hydrogenated Castor Oil Dimer Dilinoleate), which can be purchased from Kokyu Alcohol Kogyo under the name Risocast DA-H or PPG-3 Benzylethermyristat ( CAS 403517-45-3), which can be obtained under the trade name Crodamol STS from Croda Chemicals.
  • the use of the preparation according to the invention for protection against skin aging (in particular for protection against UV-induced skin aging) and as
  • UV absorption measuring device Helias spectrophotometer (500 fiber light sphere) with
  • Double Monochromator and Photomultiplier (M.U.T. Aviation Technology, Wedel, Germany)
  • UV absorption meter lamp LOT Lamp LSH 102 (LOT Oriel, Darmstadt) with 75 W Xe-Arc lamp
  • Table 2 Absorption increase of compound 1 in ethanol, ethylenes brassylate and other solvents.
  • Emulsion 1 is intended to illustrate the present invention without limiting it. Unless indicated otherwise, all amounts, proportions and percentages are based on the weight and the total amount or on the total weight of the preparations.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

Préparation cosmétique contenant a) de l'éthanol, b) de la 1,4-dioxacycloheptadécane-5,17-dione (INCI : éthylène brassylate) et c) le composé 1.
PCT/EP2016/067244 2015-09-04 2016-07-20 Produit de protection solaire parfumé comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxydibenzoylméthane WO2017036662A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP16741019.0A EP3344223A1 (fr) 2015-09-04 2016-07-20 Produit de protection solaire parfumé comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxydibenzoylméthane

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102015216959.6 2015-09-04
DE102015216959.6A DE102015216959A1 (de) 2015-09-04 2015-09-04 Parfümiertes Sonnenschutzmittel mit Ausgangsstoff für die Bildung von 4-(tert.-Butyl)-4'-methoxydibenzoylmethan

Publications (1)

Publication Number Publication Date
WO2017036662A1 true WO2017036662A1 (fr) 2017-03-09

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PCT/EP2016/067244 WO2017036662A1 (fr) 2015-09-04 2016-07-20 Produit de protection solaire parfumé comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxydibenzoylméthane

Country Status (3)

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EP (1) EP3344223A1 (fr)
DE (1) DE102015216959A1 (fr)
WO (1) WO2017036662A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024023286A1 (fr) * 2022-07-29 2024-02-01 Roka Furadada, S.L. Composition comprenant un précurseur absorbeur d'ultraviolets photochimique et un composé pour augmenter leur taux de conversion photochimique

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102017204791A1 (de) * 2017-03-22 2018-09-27 Beiersdorf Ag Sonnenschutzmittel mit Polyglyceryl-10 Stearat und Citronellol

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WO2006100225A2 (fr) * 2005-03-21 2006-09-28 Ferrer Internacional, S. A. Composes d'ester d'acide benzoique, compositions, utilisations et methodes associes
EP2524959A1 (fr) * 2011-05-17 2012-11-21 Symrise AG Compositions d'odeurs et/ou d'arômes comprenant du dioxolane

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FR2857663B1 (fr) 2003-07-17 2007-12-21 Bioderma Lab Nouveau composes derives de dibenzoylmethane, utilisation en tant que filtres solaires photoactivables et compositions cosmetiques les contenant
EP1709994A1 (fr) 2005-04-04 2006-10-11 Ion Beam Applications S.A. Dispositif et méthode d'imagerie pour le positionnement d'un patient
EP2311844A1 (fr) 2009-10-15 2011-04-20 Interquim, S.A. Composés d'ester d'acide benzoïque polymérique en silyl, utilisations, et compositions associées
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WO2006100225A2 (fr) * 2005-03-21 2006-09-28 Ferrer Internacional, S. A. Composes d'ester d'acide benzoique, compositions, utilisations et methodes associes
EP2524959A1 (fr) * 2011-05-17 2012-11-21 Symrise AG Compositions d'odeurs et/ou d'arômes comprenant du dioxolane

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Title
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024023286A1 (fr) * 2022-07-29 2024-02-01 Roka Furadada, S.L. Composition comprenant un précurseur absorbeur d'ultraviolets photochimique et un composé pour augmenter leur taux de conversion photochimique

Also Published As

Publication number Publication date
EP3344223A1 (fr) 2018-07-11
DE102015216959A1 (de) 2017-03-09

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