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EP3313356A1 - Produit de protection solaire contenant de l'alcanediol présentant une substance de départ apte à la formation de 4-(tert.-butyl)-4'-méthoxydibenzoylméthane - Google Patents

Produit de protection solaire contenant de l'alcanediol présentant une substance de départ apte à la formation de 4-(tert.-butyl)-4'-méthoxydibenzoylméthane

Info

Publication number
EP3313356A1
EP3313356A1 EP16726900.0A EP16726900A EP3313356A1 EP 3313356 A1 EP3313356 A1 EP 3313356A1 EP 16726900 A EP16726900 A EP 16726900A EP 3313356 A1 EP3313356 A1 EP 3313356A1
Authority
EP
European Patent Office
Prior art keywords
preparation
ethylhexyl
cosmetic preparation
preparation according
acid
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Withdrawn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
EP16726900.0A
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 EP3313356A1 publication Critical patent/EP3313356A1/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Withdrawn legal-status Critical Current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
    • A61K8/18—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
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • 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 defined alkanediols and a precursor for 4- (tert-butyl) -4'-methoxydibenzoylmethane.
  • 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.
  • a cosmetic preparation comprising a) one or more alkanediols selected from the group of compounds 1, 2-pentanediol, 1, 2
  • the preparations 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.
  • Alkanediols (1, 2-pentanediol, 1, 2-hexanediol, 1, 2-octanediol, 1, 2-decanediol, 2-methyl-1, 3-propanediol) in the preparation of 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
  • the total concentration of the alkanediols (1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 2-methyl-1,3-propanediol) in the preparation of 0 is preferably 2 to 4% by weight, based on the total weight of the preparation (ie if the preparation contains only one alkanediol, this concentration corresponds to
  • the preparation according to the invention advantageously contains ethanol.
  • 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. It is inventively preferred if the cosmetic preparation ethanol in a
  • Concentration of 2 to 60% by weight, based on the total weight of the preparation contains.
  • 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. It is also advantageous according to the invention if the preparation contains one or more dialkyl adipates. Preferred according to the invention are the dialkyl adipates dimethyl 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 which 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 synthetic isoflavonoids, flavonoids, creatine, creatinine, taurine, ß-alanine, panthenol, magnolol, honokiol, tocopheryl acetate,
  • the preparation contains phenoxyethanol and / or ethylhexylglycerol.
  • the total concentration of these substances in the preparation is advantageously 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 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 contains 2-phenylbenzimidazole-5-sulfonic acid salts in a concentration of 1 to 4% by weight, based on the total weight of the preparation.
  • 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).
  • 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).
  • 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 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
  • copolymers of polyvinylpyrrolidone for example, the PVP hexadecene copolymer and the PVP eicosene copolymer, which 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
  • 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.

Landscapes

  • 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) un ou plusieurs alcane-diols choisis dans le groupe des composés 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-décanediol, 2-méthyl-1,3-propanediol et b) un composé (1).
EP16726900.0A 2015-06-25 2016-06-06 Produit de protection solaire contenant de l'alcanediol présentant une substance de départ apte à la formation de 4-(tert.-butyl)-4'-méthoxydibenzoylméthane Withdrawn EP3313356A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102015211793.6A DE102015211793A1 (de) 2015-06-25 2015-06-25 Alkandiol-haltige Sonnenschutzmittel mit Ausgangsstoff für die Bildung von 4-(tert.-Butyl)-4'-methoxydibenzoylmethan
PCT/EP2016/062774 WO2016206963A1 (fr) 2015-06-25 2016-06-06 Produit de protection solaire contenant de l'alcanediol présentant une substance de départ apte à la formation de 4-(tert.-butyl)-4'-méthoxy­di­benzoylméthane

Publications (1)

Publication Number Publication Date
EP3313356A1 true EP3313356A1 (fr) 2018-05-02

Family

ID=56098270

Family Applications (1)

Application Number Title Priority Date Filing Date
EP16726900.0A Withdrawn EP3313356A1 (fr) 2015-06-25 2016-06-06 Produit de protection solaire contenant de l'alcanediol présentant une substance de départ apte à la formation de 4-(tert.-butyl)-4'-méthoxydibenzoylméthane

Country Status (3)

Country Link
EP (1) EP3313356A1 (fr)
DE (1) DE102015211793A1 (fr)
WO (1) WO2016206963A1 (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
US11918672B2 (en) 2017-09-01 2024-03-05 Basf Se Water based concentrated product forms of oil-soluble organic UV absorbers

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
WO2016206963A1 (fr) 2016-12-29
DE102015211793A1 (de) 2016-12-29

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