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 PDFInfo
- 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
Links
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.
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 |
Family
ID=56464209
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
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)
Country | Link |
---|---|
EP (1) | EP3344223A1 (fr) |
DE (1) | DE102015216959A1 (fr) |
WO (1) | WO2017036662A1 (fr) |
Cited By (1)
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 |
Families Citing this family (1)
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 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL363113A1 (en) * | 2000-03-27 | 2004-11-15 | Schott Glas | New cosmetic, personal care, cleaning agent, and nutritional supplement compositions comprising bioactive glass and methods of making and using the same |
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 |
EP2568953B1 (fr) | 2010-05-12 | 2014-05-14 | Merck Patent GmbH | Triazines utilisées comme accélérateurs de réaction |
BR112014001222B1 (pt) * | 2011-07-19 | 2018-10-09 | Coty Inc | perfume |
DE102011115285A1 (de) | 2011-09-29 | 2013-04-04 | Merck Patent Gmbh | Phosphanoxide als Reaktionsbeschleuniger |
-
2015
- 2015-09-04 DE DE102015216959.6A patent/DE102015216959A1/de not_active Withdrawn
-
2016
- 2016-07-20 EP EP16741019.0A patent/EP3344223A1/fr not_active Withdrawn
- 2016-07-20 WO PCT/EP2016/067244 patent/WO2017036662A1/fr active Application Filing
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
Non-Patent Citations (1)
Title |
---|
J.J. VALLEJO ET AL: "Evaluation of the avobenzone photostability in solvents used in cosmetic formulations", VITAE, REVISTA DE LA FACULTAD DE QUIMICA FARMACEUTICA, vol. 18 (1), 1 January 2011 (2011-01-01), pages 63 - 71, XP055065741, ISSN: 0121-4004 * |
Cited By (1)
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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