EP3313357A1 - Produit de protection solaire comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxy­di­benzoylméthane - Google Patents

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

Info

Publication number
EP3313357A1
EP3313357A1 EP16728908.1A EP16728908A EP3313357A1 EP 3313357 A1 EP3313357 A1 EP 3313357A1 EP 16728908 A EP16728908 A EP 16728908A EP 3313357 A1 EP3313357 A1 EP 3313357A1
Authority
EP
European Patent Office
Prior art keywords
preparation
adipate
ethylhexyl
cosmetic preparation
preparation according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP16728908.1A
Other languages
German (de)
English (en)
Inventor
Charlotte WILLE
Andreas Bleckmann
Torsten Schläger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
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
Publication of EP3313357A1 publication Critical patent/EP3313357A1/fr
Withdrawn legal-status Critical Current

Links

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
    • A61K8/34—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
    • A61K8/35—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
    • A61K8/33—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
    • 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
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • A61K2800/34—Free of silicones

Definitions

  • the present invention relates to a cosmetic preparation containing dialkyl adipates and a precursor for 4- (tert-butyl) -4'-methoxydibenzoylmethane.
  • UVA and UVB filters are summarized in most industrialized countries in the form of positive lists such as Appendix 7 of the Cosmetics Regulation.
  • sunscreens 4- (tert-butyl) -4'-methoxydibenzoylmethane is usually used as UV filter.
  • this UV filter has the known disadvantage of not being particularly photostable on its own, but slowly decomposing under UV-B radiation in particular.
  • 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 ,
  • the preparations according to the invention have the surprising advantage that they have a significantly lower yellowing before application (ie before the skin creamed with the preparation is exposed to sunlight) than is the case with preparations which contain an equivalent amount of (tert-butyl) -4'-methoxydibenzoylmethane included.
  • the preparations according to the invention lead to a significantly reduced textile staining (yellowing), as is the case with preparations which contain an equivalent amount of 4- (tert-butyl) -4'-methoxydibenzoylmethane, if the preparations before, during or advised to come into contact with textiles after use on the skin.
  • the cosmetic preparation contains compound 1 in a concentration of 0.1 to 6% by weight, based on the total weight of the preparation.
  • 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 characterized in that one or more dialkyl adipates are selected from the group of the compounds dimethyl adipate, diethyl adipate, dipropyl adipate, diisopropyl adipate, diisobutyl adipate, di-n-butyl adipate, di-2-ethylhexyl adipate and dicyclohexyl adipate.
  • di-n-butyl adipate as the dialkyl adipate.
  • the dialkyl adipate used is exclusively di-n-butyl adipate. In this case it is
  • the use concentration of di-n-butyl adipate is from 0.5 to 3% 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.
  • inventively advantageous embodiments of the present invention are 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.
  • the preparation contains C 12 -C 15 -alkyl benzoate.
  • 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. According to embodiments advantageous embodiments are characterized in that the
  • 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. Particularly preferred according to the invention are the 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 total concentration of these alkanediols in the preparation is advantageously from 0.1 to 5% by weight, based on the total weight of the preparation (ie if the preparation contains only one alkanediol, this concentration corresponds to
  • 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-
  • the preparation no 3- (4-methylbenzylidene) - camphor, 2-hydroxy-4-methoxybenzophenone (INCI: oxybenzone) and ethylhexyl-2-cyano-3,3-di-phenyl acrylate (INCI: Octocrylen ), so it is free of these ingredients. It is preferred according to the invention if the preparation according to the invention contains 2-phenylbenzimidazole-5-sulfonic acid salts.
  • the preparation contains 2-phenylbenzimidazole-5-sulfonic acid salts in a concentration of 1 to 4% by weight, based 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).
  • 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 ) in an amount of 2 to 5% by weight, based on the total weight of the preparation.
  • 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 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). It is preferred according to the invention, when 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,
  • perfume substances selected from the group of the compounds limonene, citral, linalool, alpha-isomethylionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyl acetate, 3-methyl-5-phenyl 1-pentanol, 7-acetyl-1,1,1,4,4,4,6-hexamethyltetralin, adipic diester, alpha-amylcinnamaldehyde, alpha-methylionone, amyl C, butylphenylmethylpropionalcinnamal, amylsalicylate, amylcinnamylalcohol, anisalcohol, benzoin, benzylalcohol, benzylbenzoate, benzylcinnamate , Benzylsalicylate, bergamot oil, bitter orange oil, buty
  • the preparation according to the invention advantageously contains film formers.
  • Film formers for the purposes 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 a film after the solvent has evaporated Essentially, it serves to fix the light filters on the skin, thus increasing the water resistance of the product. It is particularly advantageous to use the film formers from the group of polymers based on polyvinylpyrrolidone (PVP).
  • PVP polyvinylpyrrolidone
  • 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 LSH102 (LOT Oriel, Darmstadt) with 75 W Xe-Arc lamp

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

Préparation cosmétique contenant a) du dialkyladipate et b) un composé 1 (F).
EP16728908.1A 2015-06-25 2016-06-06 Produit de protection solaire comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxy­di­benzoylméthane Withdrawn EP3313357A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102015211792.8A DE102015211792A1 (de) 2015-06-25 2015-06-25 Sonnenschutzmittel mit Ausgangsstoff für die Bildung von 4-(tert.-Butyl)-4'-methoxydibenzoylmethan
PCT/EP2016/062773 WO2016206962A1 (fr) 2015-06-25 2016-06-06 Produit de protection solaire comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxy­di­benzoylméthane

Publications (1)

Publication Number Publication Date
EP3313357A1 true EP3313357A1 (fr) 2018-05-02

Family

ID=56121062

Family Applications (1)

Application Number Title Priority Date Filing Date
EP16728908.1A Withdrawn EP3313357A1 (fr) 2015-06-25 2016-06-06 Produit de protection solaire comprenant une substance de départ destinée à former du 4-(tert.-butyl)-4'-méthoxy­di­benzoylméthane

Country Status (3)

Country Link
EP (1) EP3313357A1 (fr)
DE (1) DE102015211792A1 (fr)
WO (1) WO2016206962A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102017200723A1 (de) 2017-01-18 2018-07-19 Beiersdorf Ag Octocrylenfreies Sonnenschutzmittel mit Polyglyceryl-10 Stearat
DE102017204792A1 (de) * 2017-03-22 2018-09-27 Beiersdorf Ag Sonnenschutzmittel mit Polyglyceryl-10 Stearat und Linalool
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

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
EP1707558A1 (fr) 2005-03-21 2006-10-04 Ferrer Internacional, S.A. Esters de l'acide benzoique, compositions, utilisations et procedes associes
EP2311844A1 (fr) 2009-10-15 2011-04-20 Interquim, S.A. Composés d'ester d'acide benzoïque polymérique en silyl, utilisations, et compositions associées
US20130058879A1 (en) 2010-05-12 2013-03-07 Merck Patent Gesellschaft Mit Beschrankter Haftung Triazines as reaction accelerators
DE102011115285A1 (de) 2011-09-29 2013-04-04 Merck Patent Gmbh Phosphanoxide als Reaktionsbeschleuniger
DE102013213170A1 (de) * 2013-07-04 2015-01-08 Beiersdorf Ag Octocrylenfreies, geruchsstabiles Sonnenschutzmittel
DE102013215828A1 (de) * 2013-08-09 2015-02-12 Beiersdorf Ag Gelförmiges Sonnenschutzmittel mit Fettalkoholen

Also Published As

Publication number Publication date
WO2016206962A1 (fr) 2016-12-29
DE102015211792A1 (de) 2016-12-29

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