JP2016102088A - Solid solution sunscreen composition and application thereof to powder cosmetics - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a composition containing an organic UV filter that can be added to powder cosmetics in sufficient amounts to impart an excellent UV protection effect to the powder cosmetics.SOLUTION: The invention provides a composition comprising two or more organic UV filters, the organic UV filters forming a solid solution. The invention also relates to powder cosmetics containing the composition.SELECTED DRAWING: None

Description

  The present invention relates to a composition, more particularly to a sunscreen composition for keratin materials such as skin, and its application to powder cosmetics.

  One of the most important features of makeup products, especially powder makeup products, for keratinous substances such as skin is the excellent UV protection effect.

  To date, several prior art documents relating to powder makeup products including UV filters have been published.

  In WO 2010/108085 A2, a) at least about 10% nonpolar silicone oil; b) about 0.1% to about 10% first oil-soluble solid sunscreen; and c) about 0.1% to about 10% first Disclosed is a personal care composition in the form of a water-in-oil emulsion comprising two oil-soluble solid sunscreens; the mass ratio of the first oil-soluble solid sunscreen to the second oil-soluble solid sunscreen is about 0.8 to about 2.0, and the first oil-soluble solid sunscreen is oxybenzone.

In WO 2013/068236 A1, in a cosmetically acceptable medium, a) at least one fine powder phase, b) at least one lipophilic organic UV screening agent, the fine powder phase is from 200 Comprising at least airgel particles of hydrophobic silica, exhibiting a specific surface area per unit mass (Sw) over a range of 1500 m ² / g, and a size expressed as volume-average diameter (D [0.5]) of less than 1500 μm A featured solid composition is disclosed.

  EP 0,839,518 A2 discloses a cosmetic powder composition comprising about 3 to 20 weight percent silica-sunscreen aggregates based on the total mass of the cosmetically acceptable carrier and composition, the aggregates being Less than 65 weight percent porous spherical non-fumed silica and greater than 35 weight percent at least one organic sunscreen.

  In general, organic UV filters must be dissolved in a solvent when added to cosmetics to activate UV filtering performance. However, conventional powder make-up products do not contain sufficient oily binder as a solvent to dissolve the organic UV filter. Therefore, it is difficult to put a sufficient amount of active organic UV filters into conventional powder make-up products, so these have the disadvantages associated with UV protection effects caused by insufficient amounts of active organic UV filters. Have.

WO 2010/108085 A2 WO 2013/068236 A1 EP 0,839,518 A2 EP-A-0 955 039 FR 0 853 634 EP-A-847752

J. Soc. Cosmet. Chem. 40, 127-133 by BL Diffey (1989)

  One object of the present invention is to provide a composition comprising an organic UV filter that can be incorporated into a powder cosmetic in an amount sufficient to give the powder cosmetic an excellent UV protection effect.

Another object of the present invention is to provide a powder cosmetic comprising the composition.

  As a result of intensive research by the present inventor, it was surprisingly found that a composition containing two or more organic UV filters in a solid solution state can be finely pulverized into fine particles while exhibiting these UV protection effects. Thus, the present inventor can put the composition into a powder cosmetic product without any solvent, and therefore in a sufficient amount to provide a powder makeup product with excellent UV protection effect. It has been found that the composition can be put into a powder cosmetic.

  Therefore, the above object of the present invention can be achieved by a composition comprising two or more organic UV filters, wherein the organic UV filter forms a solid solution.

  Preferably, the organic UV filter is selected from lipophilic solid organic UV filters.

  Preferably, the composition comprises at least one organic UV-A filter and at least one organic UV-B filter.

  In a preferred embodiment of the invention, the organic UV filter is selected from aminobenzophenone compounds, triazine compounds, and mixtures thereof.

  In a preferred embodiment of the invention, the composition comprises diethylaminohydroxybenzoyl hexyl benzoate and ethyl hexyl triazone as an organic UV filter.

  In certain embodiments, the composition comprises at least one additional component selected from the group consisting of a silicone resin having an aromatic ring and a compound having a sterol skeleton.

  In certain embodiments, the additional components are present in an amount of 0.5 to 10%, preferably 1 to 8%, more preferably 2 to 5% by weight, based on the total weight of the composition.

  Preferably, the organic UV-A filter and the organic UV-B filter are present in a molar ratio of 2: 1 to 10: 1, preferably 2.5: 1 to 8: 1, more preferably 3: 1 to 7: 1. To do.

  Preferably, the organic UV filter is present in an amount of at least 80%, preferably at least 90%, more preferably at least 95% by weight relative to the total weight of the composition.

  In one aspect of the invention, the composition has a single endothermic peak when the melting temperature of the composition is measured by differential scanning calorimetry.

  In one embodiment of the invention, the composition is a sunscreen composition.

  The invention also relates to a powder cosmetic comprising the composition according to the invention.

  Powder cosmetics include talc, mica, silica, magnesium aluminum silicate, trimethylsiloxysilicic acid, kaolin, benton, calcium carbonate, magnesium bicarbonate, hydroxyapatite, boron nitride, fluorophlogopite, sericite, calcined talc. Inorganic fillers, preferably selected from the group consisting of calcined mica, calcined sericite, synthetic mica, lauroyl lysine, metal soap, bismuth oxychloride, barium sulfate, magnesium carbonate, and mixtures thereof.

  The powder cosmetic may comprise the composition in an amount of 1 to 50% by weight, preferably 5 to 45% by weight, more preferably 10 to 40% by weight, based on the total weight of the powder cosmetic.

  In powder cosmetics, the particles can be present in an amount of 50% by weight or more, based on the total weight of the powder cosmetic.

The present invention is also a method for preparing a composition comprising two or more organic UV filters, wherein the organic UV filter forms a solid solution,
Melting and mixing two or more organic UV filters;
Allowing the mixture to cool;
Causing a phase transition to a solid solution.

  The invention also relates to the composition produced by the method.

  The composition according to the invention can be used in powder cosmetics for keratinous substances such as skin, and comprises two or more organic UV filters in solid solution.

  The composition of the present invention can be pulverized into fine particles by technical methods well known in the art while maintaining the active UV protection effect of organic UV filters in the composition. Therefore, the composition can be put into a powder cosmetic product without using any solvent for dissolving the composition. They can therefore be put into the powder cosmetic in an amount sufficient to give the powder cosmetic an excellent UV protection effect.

  The composition can be used for cosmetics, in particular powder makeup products, for keratin substances such as skin, in the form of pressed powder or loose powder.

  Further, in certain uses of the composition of the present invention, it can be used to coat on a powder material to give the powder material a UV protection effect.

  Hereinafter, the cosmetic solid composition according to the present invention will be described in more detail.

[Composition]
The composition according to the invention comprises an organic UV filter in the solid solution state. As used herein, the term “solid solution” means a solid material that consists of two or more different materials and has a single endothermic peak when its melting temperature is measured by differential scanning calorimetry (DSC). . That is, the composition in the solid solution state has a single melting point. When measuring the melting temperature by differential scanning calorimetry (for example, DSC7000X by Hitachi High-Tech Science), the heating rate can be set up to 5 ° C per minute, and the measurement is carried out from -5 ° C to 150 ° C can do.

  For the purposes of the present invention, the term “solid” characterizes the state of the composition at a temperature of 25 ° C. In particular, the composition according to the invention has a hardness of more than 20 according to a Type A Durometer, preferably more than 40, more preferably more than 60, at a temperature of 25 ° C. and atmospheric pressure (760 mmHg).

The composition according to the invention is preferably a sunscreen composition, which has the in vitro efficacy (SPF) of a UV filter. Sun protection factor (SPF) was determined according to the “in vitro” method described by BL Diffey in J. Soc. Cosmet. Chem. 40, 127-133, (1989). The measurement was performed using a UV-1000S spectrophotometer manufactured by Labsphere. For measurement, each composition is coated on a rough PMMA plate in the form of a regular and homogeneous precipitation rate of 1 mg / cm ² . The sun protection index UVA PPD (FP UVAppd) is necessary to reach the pigmentation threshold without UV filter, and the UV-A dose (MPPDp) required to reach the pigmentation threshold with UV filter Mathematically expressed by the ratio of the appropriate UV-A dose (MPPDnp).

Organic UV Filter The composition comprises two or more different organic UV filters (also referred to as “organic sunscreen agents”). In one embodiment of the present invention, the composition comprises two different organic UV filters. In another embodiment of the invention, the solid solution composition comprises three or more different organic UV filters.

  The inventor of the present invention surprisingly discovered that the combination of organic UV filters can form a solid solution while producing the active UV protection effect they originally have.

  The organic UV filter used in the present invention can be selected from solid organic UV filters. Preferably, the organic UV filter of the present invention comprises only a solid UV organic filter and does not include a liquid organic UV filter. The term “liquid” means a liquid at atmospheric pressure (760 mmHg) and 25 ° C.

  The organic UV filter used in the present invention can be selected from lipophilic organic UV filters. In other words, the organic UV filter used in the present invention may be hydrophobic. Preferably, the organic UV filter used in the present invention can be selected from lipophilic solid organic UV filters.

  The organic UV filter that can be used in the present invention is not limited as long as it can be combined to form a solid solution state. In general, organic UV filters can be classified into UV-A absorbers and UV-B absorbers. In the present specification, UV-A absorber means a UV filter capable of absorbing UV rays having a wavelength of 320 to 400 nm, and UV-B absorber is UV irradiation having a wavelength of 280 to 320 nm. Means a UV filter that can absorb.

  Preferably, the composition of the present invention comprises a combination of at least one organic UV-A filter and at least one organic UV-B filter. More preferably, the composition of the present invention comprises a combination of at least one lipophilic solid organic UV-A filter and at least one lipophilic solid organic UV-B filter.

(Lipophilic UV-A filter)
The lipophilic UV-A filter used in the present invention can include, but is not limited to, aminobenzophenone compounds, dibenzoylmethane compounds, anthranilic acid compounds, and 4,4-diarylbutadiene compounds.

  As an aminobenzophenone compound, mention may be made of n-hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, an alternative name for which is diethylaminohydroxybenzoyl sold under the name “Uvinul A +” by BASF. Hexyl benzoate (DHHB).

  As a dibenzoylmethane compound, 4-isopropyldibenzoylmethane sold under the name “Eusolex 8020” by Merck, and 1- (4-methoxy-1-ethyl) sold under the name “Pongamol” by Quest. Benzofuran-5-yl) -3-phenylpropane-1,3-dione, 1- (4- (tert-butyl) phenyl) -3- (2-hydroxyphenyl) propane-1,3-dione, and Hoffmann- Mention may be made of butylmethoxydibenzoylmethane sold under the trade name “Parsol 1789” by La Roche.

  Mention may be made of menthyl anthranilate commercially available under the name “NEO HELIPAN MA” by Symrise.

  Examples of 4,4-diarylbutadiene compounds include 1,1-dicarboxy (2,2′-dimethylpropyl) -4,4-diphenylbutadiene, and diphenylbutadiene malonate and malononitriles.

(Lipophilic UV-B filter)
The lipophilic solid UV-B filter used in the present invention includes, but is not limited to, triazine compound, para-aminobenzoic acid compound, salicylic acid compound, cinnamate compound, β, β-diphenylacrylate compound, benzylidene camphor compound, phenylbenz Imidazole compounds, imidazoline compounds, benzalmalonate compounds, and mecocyanin compounds can be included.

  As triazine compounds, ethylhexyltriazone marketed by BASF under the name “UVINUL T150”, diethylhexylbutamide triazone marketed by SIGMA 2V under the name “UVASORB HEB”, 2,4,6- Tris (dineopentyl 4'-aminobenzalmalonate) -s-triazine, 2,4,6-tris (diisobutyl4'-aminobenzalmalonate) -s-triazine, 2,4-bis (dineopentyl4'- Aminobenzalmalonate) -6- (n-butyl 4'-aminobenzoate) -s-triazine, 2,4-bis (n-butyl 4'-aminobenzoate) -6- (aminopropyltrisiloxane) -s -Triazines can be mentioned.

  Examples of paraaminobenzoic acid derivatives include para-aminobenzoate (PABA), for example, ethyl PABA (para-aminobenzoate), ethyldihydroxypropyl PABA, ethylhexyldimethyl PABA marketed by ISP under the name "ESCALOL 5972". Can do.

  Examples of salicylic acid compounds include homosalate marketed under the name “Eusolex HMS” by Rona / EM industries and ethylhexyl salicylate marketed under the name “NEO HELIOPAN OS” by Symrise.

  Examples of cinnamic acid compounds include ethylhexyl methoxycinnamate and isopropyl ethoxycinnamate marketed under the name “PARSOL CX” by DSM NUTRITIONAL PRODUCTS, and isoamyl marketed under the name “NEO HELIOPAN E 1000” by Symrise. Mention may be made of methoxycinnamate, diisopropylmethylcinnamate, sinoxate and glycerylethylhexanoate dimethoxycinnamate.

  Examples of the β, β-diphenyl acrylate compound include octocrylene marketed under the name “UVINUL N539” by BASF and ethocrylene marketed under the name “Uvinul N35” by BASF.

  As a benzylidene camphor compound, 3-benzylidene camphor sold under the name "MEXORYL SD" from CHIMEX, methylbenzylidene camphor sold under the name "EUSOLEX 6300" by MERCK, and "MEXORYL SW" by CHIMEX Mention may be made of polyacrylamidomethylbenzylidene camphor sold under the name and terephthalidene dicamphorsulfonic acid marketed under the name “Mexoryl SX” by the company Chimex.

  As phenyl benzimidazole compounds, phenyl benzimidazole sulfonic acid sold under the trade name "Eusolex 232" by Merck and phenyl dibenzimidazole marketed under the name "Neo Heliopan AP" by Haarmann and Reimer Mention may be made of disodium tetrasulfonate.

  Examples of the imidazoline compound include ethylhexyl dimethoxybenzylidenedioxoimidazoline propionate.

  Benzalmalonate compounds include polyorganosiloxanes containing benzalmalonate moieties, such as Polysilicone-15 marketed under the name “Parsol SLX” by DSM NUTRITIONAL PRODUCTS, and di-neopentyl 4′-methoxy Benzalmalonate can be mentioned.

(Lipophilic UV-A and UV-B filters)
The organic UV filters of the present invention can include lipophilic UV-A and UV-B filters. The following are non-limiting examples of UV-A and UV-B filters.
-Benzophenone compounds, for example, benzophenone-1 marketed under the name "UVINUL 400" by BASF, benzophenone-2 marketed under the name "UNIVUL 500" by BASF, "UVINUL M40" by BASF Benzophenone-3 or oxybenzone marketed under the name, benzophenone-6 marketed under the name "Helisorb 11" by norquay, benzophenone marketed under the name "Spectra-Sorb UV-24" by American Cyanamid -8, benzophenone-10, benzophenone-11, and benzophenone-12, etc .;
-Benzotriazole compounds, such as, for example, drometrizole trisiloxane marketed under the name `` Silatrizole '' by Rhodia Chimie and bumetrizole marketed under the name `` TINOGUARTD AS '' by CIBA-GEIGY;
Bis-resorcinyl triazines, such as, for example, bis-ethylhexyloxyphenylmethoxyphenyl triazine marketed under the name “TINOSORB S” by the company CIBA-GEIGY; and
A benzoxazole compound, for example 2,4-bis [5- (1-dimethylpropyl) benzoxazol-2-yl (4-phenyl) imino]-, sold under the name “Uvasorb K2A” by the company Sigma 3V 6- (2-ethylhexyl) imino-1,3,5-triazine and the like.

  Preferably, the organic UV filter can be selected from aminobenzophenone compounds. Preferably, the organic UV filter is selected from triazine compounds.

  In a preferred embodiment of the invention, the organic UV filter is selected from aminobenzophenone compounds, triazine compounds, and mixtures thereof. Preferably, the organic UV filter is a combination of an aminobenzophenone compound and a triazine compound. More preferably, the organic UV filter is a mixture of diethylaminohydroxybenzoyl hexyl benzoate and ethyl hexyl triazone.

  The two or more organic UV filters used in the present invention can be included in any molar ratio as long as a solid solution can be formed.

  According to a preferred embodiment of the present invention, the organic UV filter has a molar ratio of 2: 1 to 10: 1, more preferably 2.5: 1 to 8: 1, even more preferably 3: 1 to 7: 1. Includes oil-based UV-A filters and lipophilic UV-B filters.

  In a further particular embodiment of the invention, the organic UV filter is in a mass ratio of 1: 1 to 5: 1, more preferably 1.2: 1 to 4: 1, even more preferably 1.3: 1 to 4: 1, Includes diethylaminohydroxybenzoyl hexyl benzoate and ethyl hexyl triazone.

  According to the invention, the organic UV filter is present in an amount of at least 80% by weight, preferably at least 90% by weight, more preferably at least 95% by weight, based on the total weight of the composition.

Additional components The composition according to the invention may contain additional components other than organic UV filters, as long as they have no detrimental effect on the formation of solid solutions and are acceptable for cosmetic use. In general, additional components can be used to improve solid solution, such as physical hardness, processability, formability, and stability characteristics.

  Preferably, the additional components can be pasty or solid at 25 ° C. and atmospheric pressure (760 mmHg). The term “pasty” as used herein means a compound having a viscosity of more than 2 Pa · s, preferably more than 10 Pa · s, more preferably more than 15 Pa · s at 25 ° C. and atmospheric pressure (760 mmHg). Understood.

  Non-limiting examples of additional components for the composition can include, but are not limited to, polymers having an aromatic ring, such as silicone resins having an aromatic ring, and compounds having a sterol skeleton.

  The silicone resin having an aromatic ring can be a phenylated silicone resin, for example, phenylpolysilsesquioxane marketed under the name “Belsil SPR 45 VP” by Wacker.

  The sterol skeleton of the compound having a sterol skeleton can be selected from the group consisting of phytosterol, cholesterol, cholestanol, lanosterol, β-sitosterol, stigmasterol, and campesterol. Preferably, the sterol skeleton is selected from phytosterols and cholesterol.

  The compound having a sterol skeleton can be the aforementioned sterol or a derivative thereof. Non-limiting examples of compounds having a sterol skeleton include, but are not limited to, esters of sterols and fatty acids, such as phytosteryl oleate sold under the name “Salacos PO” by Nisshin Oilio.

  Additional components for the composition preferably comprise in an amount of 0.1 to 10% by weight relative to the composition, more preferably 0.5 to 8% by weight, even more preferably 1 to 5% by weight relative to the composition. be able to.

Production method The composition according to the present invention comprises 1) a step of melt-mixing the components of the composition, 2) a step of allowing the melt-mixed composition to cool at room temperature, and 3) a solid solution of the resulting composition. And a step of causing a phase transition to the above.

  The phase transition to the solid solution can be caused, for example, by leaving the composition at room temperature for more than 5 days or by heating the composition to 40 ° C. or higher. In general, the phase transition changes the appearance of the composition from transparent to opaque.

For example, the composition according to the present invention can be prepared by the following method.
1) Put all the ingredients of the composition into a glass beaker,
2) Heat with stirring with a magnetic stirrer until they melt,
3) Stop stirring and cool the resulting mixture to room temperature without using a cooler, then
4) Maintain the resulting composition for more than 5 days at room temperature or heat to above 40 ° C. for its phase transition.

[Powder cosmetics]
The invention also relates to a powder cosmetic comprising the composition according to the invention.

  Powder cosmetics have an excellent UV protection effect produced from the composition according to the invention. Thus, in one embodiment, the invention comprises the use of the composition according to the invention as a UV filter in powder cosmetics.

  The powder cosmetic of the present invention can be used to make up and / or care for skin, preferably facial skin. The powdery cosmetic product of the present invention is preferably of the leave-in type. The term “leave-in” means a composition that is not intended to be washed away or removed immediately after application.

  The powder cosmetic is a cosmetic in powder form in which the particles are present in an amount of 50% by mass or more, preferably 60% by mass or more, more preferably 70% by mass or more, based on the total mass of the powder cosmetic. The particles include solid UV filters, fillers, pigments and the like.

  The powder cosmetic product can be provided in the form of powdered white powder or compact powder. If the powder cosmetic is in the form of a compact powder, the powder is applied by scraping off the powder with an applicator, such as a sponge, puff, or brush, and then bringing the applicator into contact with the skin. Move powder from tool to skin.

  Preferably, the powder cosmetic according to the present invention comprises the composition in an amount of 1-50% by weight, preferably 5-45% by weight, more preferably 10-40% by weight, based on the total weight of the powder cosmetic.

  The powder cosmetic according to the present invention may contain general ingredients for powder cosmetics in addition to the composition. Common ingredients for powder cosmetics include, but are not limited to, inorganic or organic fillers, inorganic UV filter powders, oils, liquid UV filters, pigments and additives.

  As inorganic fillers, talc, mica, silica, magnesium aluminum silicate, trimethylsiloxysilicic acid, kaolin, benton, calcium carbonate, magnesium hydrogen carbonate, hydroxyapatite, boron nitride, fluorophlogopite, sericite, calcined talc, calcined There may be mentioned mica, calcined sericite, synthetic mica, lauroyl lysine, metal soap, bismuth oxychloride, barium sulfate, magnesium carbonate, and mixtures thereof.

  (Meth) acrylic acid or (meth) acrylate powder, for example, polymethyl methacrylate powder; polyacrylonitrile powder; organopolysiloxane powder, polyamide powder, poly-β-alanine powder and polyethylene powder, polytetrafluoroethylene as organic filler Powder, lauroyl lysine, starch, tetrafluoroethylene polymer powder, eg hollow polymer microspheres containing (alkyl) acrylate, derived from organic carboxylic acids containing 8-22 carbon atoms, preferably 12-18 carbon atoms Metal soaps, such as zinc stearate, magnesium stearate, lithium stearate, zinc laurate, magnesium myristate, silicone resin microbeads, polyurethane powders, in particular crosslinked polyurethane powders containing copolymers (see above) The polymer may be a trimethylol hexyl lactone, eg, a microwax, carnauba wax and synthetic wax formed from a mixture of hexamethylene diisocyanate / trimethylol hexyl lactone polymer, carnauba microwax, synthetic microwax, carnauba wax and polyethylene wax. And a microwax formed from a mixture of the above and a polyethylene microwax).

  Examples of inorganic UV filter powders include metal oxides such as titanium oxide (amorphous or crystalline in the form of rutile and / or anatase), zinc oxide, zirconium oxide or cerium oxide.

  Oils can include volatile or non-volatile hydrocarbon oils, silicone oils, or fluorinated oils, and mixtures thereof. In general, oil components are used for powder cosmetic binders.

Hydrocarbon oils are not limited to this,
Hydrocarbon hydrocarbon oils, for example liquid triglycerides of fatty acids containing 4 to 10 carbon atoms, for example heptanoic acid triglycerides or octanoic acid triglycerides, or jojoba oil,
-Ester oil, preferably selected from:
-Synthetic esters, for example oils of the formula R ₁ COOR ₂ in which R ₁ represents a linear or branched fatty acid residue containing 4 to 40 carbon atoms, R ₂ is a hydrocarbon system chain represents a), for example, purcellin oil (cetostearyl octanoate), isononyl isononanoate, alkyl benzoate (C ₁₂ -C _15), 2-ethylhexyl palmitate, octyldodecyl neopentanoate, stearic acid 2-octyldodecyl , 2-octyldodecyl erucate, oleyl erucate, isostearyl isostearate, 2-octyldodecyl benzoate, alcohol or polyhydric alcohol octanoate, polyhydric alcohol decanoate or polyhydric alcohol ricinoleate, isopropyl myristate , Isopropyl palmitate, butyl stearate, hexyl laurate, 2-ethylhexyl palmitate 2-hexyldecyl laurate, palmitate 2-octyl decyl, 2-octyldodecyl myristate or succinic acid 2-diethylhexyl;
-Hydroxylated esters preferably having a total carbon number in the range of 35 to 70, such as polyglyceryl-2 triisostearate, isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl maleate Glyceryl stearate; diethylene glycol diisononanoate;
-Esters of aromatic acids and alcohols having 4 to 22 atoms, for example tridecyl trimellitate;
-C ₂₄ -C ₂₈ esters of branched fatty alcohols or fatty acids, such as those described in patent application EP-A-0 955 039, in particular triisoarachidyl citrate, pentaerythrityl tetraisononanoate, triisostearic acid Glyceryl, glyceryl tris (2-decyl) tetradecanoate, pentaerythrityl tetraisostearate, polyglyceryl-2 tetraisostearate, or pentaerythrityl tetrakis (2-decyl) tetradecanoate,
A polyester obtained by esterification of at least one hydroxylated carboxylic acid triglyceride with an aliphatic monocarboxylic acid and an aliphatic dicarboxylic acid, possibly unsaturated, for example by Zenitech under the name Zenigloss. Succinic acid and isostearic acid castor oil sold;
-Diol dimer and general formula HO-R ¹ -(-OCO-R ² -COO-R ^1- ) _h -OH (wherein
R ¹ represents a diol dimer residue obtained by hydrogenation of dilinoleic acid diacid,
R ² represents a hydrocarbonated dilinoleic acid diacid residue;
h represents an integer of 1 to 9) an ester of a diacid dimer,
In particular, esters of dilinoleic acid diacid and dilinoleyl diol dimer,
-Polyesters obtained by condensation of unsaturated fatty acid dimers and / or trimers and diols, such as those described in patent application FR 0 853 634, in particular, for example, dilinoleic acid and 1,4-butanediol. Polyester obtained by condensation,
-Fatty alcohols containing 12 to 26 carbon atoms, preferably branched, e.g. octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol and oleyl alcohol;
- C ₁₂ -C ₂₂ higher fatty acids, such as oleic acid, linoleic acid and linolenic acid, and mixtures thereof;
-Oils of plant origin, e.g. sesame oil (820.6 g / mol);
-Fatty acids containing from 12 to 26 carbon atoms, for example oleic acid;
-Two alkyl chains are probably the same or different, dialkyl carbonate, e.g. dicaprylyl carbonate; and
-Vinylpyrrolidone copolymers, for example vinylpyrrolidone / 1-hexadecene copolymer are included.

  As silicone oil, modified with polydimethylsiloxane; alkyl dimethicone; vinyl methyl methicone; phenyl silicone oil; and optionally fluorinated aliphatic groups, or functional groups such as hydroxyl, thiol and / or amine groups Mentioned silicones can be mentioned.

  Examples of the fluorinated oil include fluorosilicone oil, fluoropolyether, and fluorosilicone described in EP-A-847752, and perfluoro compounds.

  The powdery cosmetic product according to the present invention advantageously has an oil content of 0.5 to 15% by weight, preferably 1 to 10% by weight, more preferably 2 to 8% by weight, based on the total weight of the powdered cosmetic product. It is.

  Liquid UV filters include liquid anthranil compounds, dibenzoylmethane compounds, cinnamic acid compounds, salicylic acid compounds, camphor compounds, benzophenone compounds, β, β-diphenyl acrylate compounds, triazine compounds, benzotriazole compounds, benzalmalonate compounds, benzoates. Imidazole compounds, imidazoline compounds, bis-benzoazolyl compounds, p-aminobenzoic acid (PABA) and their derivatives, methylene bis (hydroxyphenylbenzotriazole) compounds, benzoxazole compounds, screening polymers and screening silicones, dimers derived from α-alkylstyrene , 4,4-diarylbutadiene, octocrylene and their derivatives, guaiazulene and their derivatives, rutin and their derivatives, flavonoids, bif Bonoido, oryzanol and derivatives thereof, quinic acid and derivatives thereof, peptides with phenol, retinol, cysteine, aromatic amino acids, aromatic amino acid residues, and may include mixtures thereof.

  The liquid UV filter used here is preferably lipophilic.

  Additives include antioxidants, fragrances, preservatives, bactericides, neutralizers, surfactants, waxes, sunscreens, vitamins, moisturizing agents, self-tanning compounds or anti-wrinkle active ingredients, colorants, Examples include pigments, nacres, and reflective particles, which are commonly used in cosmetics.

  These components, in the powder cosmetic according to the present invention, are 30% to 99% by mass, preferably 40% to 90% by mass, more preferably 50% to 80% by mass with respect to the total mass of the total amount of the powder cosmetic. It can be included in an amount of mass%.

  The powder cosmetic product according to the present invention can be prepared by mixing the powdered composition of the present invention and other ingredients by methods well known in the art. The solid solution can be pulverized by methods well known in the art, for example, using a food processor or mixer with similar blades.

  In a particular embodiment of the present invention, the powder cosmetic of the present invention comprises the composition of the present invention as a coating on a powder material, for example, as an inorganic or organic filler, an inorganic UV filter, and a colorant. This embodiment can be prepared by coating a powder material with a composition by technical methods well known in the art.

  The invention will be described in greater detail by way of examples, which should not be construed as limiting the scope of the invention.

Composition formulation Compositions according to Examples 1 to 5 were prepared. The constituents of the composition are shown in Table 1 below. In Table 1, all ingredients are based on "parts by weight" as active raw materials.

  In the examples, the following components were used.

Ethylhexyl triazone: Uvinul T-150 manufactured by BASF
Diethylaminohydroxybenzoyl hexyl benzoate: Uvinul A + from BASF
Phytosteryl oleate: Salacos PO manufactured by Nisshin Oilio
Phenylpolysilsesquioxane: Belsil SPR 45 VP from Wacker

Preparation Protocol Compositions according to Examples 1 to 5 were prepared according to the following protocol.
1) Put all the ingredients of the composition into a glass beaker,
2) Heat to about 100 ° C with stirring with a magnetic stirrer to melt these components,
3) Stop stirring and allow the mixture to cool at room temperature, then
4) The resulting crude solid composition was kept at room temperature for more than 5 days for its phase transition. Their appearance turned from transparent to opaque.

  The composition obtained had a hardness of 80 by a Type A Durometer at a temperature of 25 ° C. and an atmospheric pressure (760 mmHg).

A powder mixture of the composition and filler according to Example 4 was prepared according to the following protocol.
1) The composition according to Example 4 was previously pulverized by a food processor.
2) 30.0 parts by mass of finely pulverized solid solution composition and 70.0 parts by mass of synthetic mica were mixed with a Henschel mixer,
3) The obtained mixture was pulverized twice by a pin mill to obtain a powder mixture.

Evaluation
(Melting temperature)
The compositions according to Examples 1 to 5 were measured for their melting temperatures by differential scanning calorimetry (DSC, DSC7000X by Hitachi High-Tech Science). The heating rate was 5 ° C. per minute. Measurements were performed from -5 ° C to 150 ° C.

  As a comparative example, a simple mixture of 2.5 parts by mass of ethylhexyltriazone, 6.0 parts by mass of diethylaminohydroxybenzoylhexyl benzoate and 0.25 parts by mass of phytosteryl oleate was used.

(UV absorption characteristics)
The UV absorption properties of the powder mixture of the composition and filler according to Example 4 were measured with a UV-2000 in vitro SPF / PA measuring device.

  As a comparative example, a simple mixture of ethylhexyl triazone, diethylaminohydroxybenzoyl hexyl benzoate, phytosteryl oleate, and synthetic mica was used.

This comparative powder mixture was prepared according to the following protocol.
1) 7.27 parts by weight of ethylhexyltriazone, 21.82 parts by weight of diethylaminohydroxybenzoylhexyl benzoate, 0.91 parts by weight of phytosteryl oleate, and 70.0 parts by weight of synthetic mica were mixed by a Henschel mixer,
2) The obtained mixture was pulverized twice by a pin mill to obtain a comparative powder mixture.

result
(Melting temperature)
The DSC curves of the compositions according to Examples 1 to 5 showed that each of these compositions had a single endothermic peak at 77 ° C. These compositions are therefore confirmed to have a unique melting point of 77 ° C.

  On the other hand, the DSC curve of the comparative example showed that two endothermic peaks were derived from ethylhexyltriazone (107 ° C.) and diethylaminohydroxybenzoylhexyl benzoate (58 ° C.).

  According to this result, it can be concluded that the compositions according to Examples 1 to 5 are in a solid solution state.

(UV absorption characteristics)
These results are shown in Table 2 below.

  As shown in Table 2, the powder mixture comprising the composition according to the present invention has a better UV protection effect than the comparative powder mixture not comprising the composition.

Therefore, it can be concluded that the composition according to the invention can be put into the powder cosmetic in an amount sufficient to give the powder cosmetic a good UV protection effect.

Claims (17)

  A composition comprising two or more organic UV filters, wherein the organic UV filters form a solid solution.   The composition of claim 1, wherein the organic UV filter is selected from lipophilic solid organic UV filters.   The composition according to claim 1 or 2, comprising at least one organic UV-A filter and at least one organic UV-B filter.   4. The composition according to any one of claims 1 to 3, wherein the organic UV filter is selected from aminobenzophenone compounds, triazine compounds, and mixtures thereof.   5. The composition according to any one of claims 1 to 4, wherein the organic UV filter comprises diethylaminohydroxybenzoyl hexyl benzoate and ethyl hexyl triazone.   6. The composition according to any one of claims 1 to 5, comprising at least one additional component selected from the group consisting of a silicone resin having an aromatic ring and a compound having a sterol skeleton.   The additional component is present in an amount of 0.5 to 10% by weight, preferably 1 to 8% by weight, more preferably 2 to 5% by weight, based on the total weight of the composition. A composition according to claim 1.   The organic UV-A filter and the organic UV-B filter are present in a molar ratio of 2: 1 to 10: 1, preferably 2.5: 1 to 8: 1, more preferably 3: 1 to 7: 1. The composition according to claim 3.   9.The organic UV filter is present in any amount of at least 80%, preferably at least 90%, more preferably at least 95% by weight relative to the total weight of the composition. A composition according to 1.   10. The composition according to any one of claims 1 to 9, wherein the composition has a single endothermic peak when the melting temperature of the composition is measured by differential scanning calorimetry.   11. The composition according to any one of claims 1 to 10, which is a sunscreen composition.   A powder cosmetic comprising the composition according to any one of claims 1 to 11.   Talc, mica, silica, magnesium aluminum silicate, trimethylsiloxysilicic acid, kaolin, benton, calcium carbonate, magnesium bicarbonate, hydroxyapatite, boron nitride, fluorophlogopite, sericite, calcined talc, calcined mica, calcined sericite 13. A powder cosmetic according to claim 12, further comprising an inorganic filler, preferably selected from the group consisting of: synthetic mica, lauroyl lysine, metal soap, bismuth oxychloride, barium sulfate, magnesium carbonate, and mixtures thereof.   The powder cosmetic according to claim 12 or 13, comprising the composition in an amount of 1 to 50% by weight, preferably 5 to 45% by weight, more preferably 10 to 40% by weight, based on the total weight of the powder cosmetic. .   15. The powder cosmetic according to any one of claims 12 to 14, wherein the particles are present in an amount of 50% by mass or more based on the total mass of the powder cosmetic. A method for preparing a composition comprising two or more organic UV filters, wherein the organic UV filter forms a solid solution, the method comprising:
Melting and mixing two or more organic UV filters;
Allowing the mixture to cool;
Causing a phase transition to a solid solution.   17. A composition produced by the method of claim 16.