WO2006106728A1

WO2006106728A1 - Surface-coated powder and cosmetic preparation containing the same

Info

Publication number: WO2006106728A1
Application number: PCT/JP2006/306452
Authority: WO
Inventors: Atsushi Matsushita; Jiro Nakabayashi
Original assignee: Kose Corporation
Priority date: 2005-03-31
Filing date: 2006-03-29
Publication date: 2006-10-12
Also published as: JPWO2006106728A1; TWI367764B; CN101151015B; KR20070121033A; TW200714298A; CN101151015A; JP4950033B2; HK1118448A1

Abstract

A surface-coated powder obtained by treating the surface of a powder with a siloxy-containing (meth)acrylic acid copolymer obtained by polymerizing (a) 55-65 mass% monomer represented by the following general formula (1): [Chemical formula 1] (1) (wherein R1 is H or CH3 and p is an integer of 2-6), (b) 20-30 mass% monomer represented by the following general formula (2): [Chemical formula 2] (2) (wherein R2 is H or CH3 and R3 is C1-5 alkyl or phenyl), and (c) 15-20 mass% acrylic acid and/or methacrylic acid. This surface-coated powder is excellent in water resistance and adhesion to the skin. A cosmetic preparation containing this surface-coated powder neither gives a discomfortable feeling to the skin nor imposes a burden on the skin after application. The cosmetic preparation is excellent in skin adhesion and makeup retention.

Description

Specification

Surface coating powder and cosmetics containing the same

Technical field

The present invention relates to a powder surface-treated with a specific siloxy group-containing (meth) acrylic acid copolymer and a cosmetic containing the same, and more particularly, excellent water resistance In addition, the present invention relates to a surface coating powder having excellent adhesion to skin and a cosmetic having excellent makeup sustainability and adhesion by containing this powder.

Background art

[0002] Cosmetics, in particular makeup cosmetics, exhibit high coloration and concealment effects by attaching powders such as pigments to the skin. However, in recent years, as represented by the notation of the waterproof function, makeup cosmetics are required to have water resistance and long-lasting makeup persistence. Techniques for imparting adhesion and water resistance to powders using various surface treatment agents such as those have been developed (see, for example, Patent Documents 1 to 3). However, with the conventional technology for surface-coating powder with a surface treatment agent, the affinity between the obtained surface-coated powder and the skin is good! /, So when this is included in cosmetics In some cases, the user feels uncomfortable or burdensome after application.

[0003] For this reason, a technique (see, for example, Patent Document 4) has been developed that incorporates a moisturizing oil component having a high affinity with the skin to compensate for these drawbacks. However, when a moisturizing oil component that has a high affinity with the skin is added to the makeup cosmetics, the makeup film floats up due to sweat, etc. secreted from the skin over time. If this occurs, the makeup persistence will be worse.

[0004] On the other hand, as a result of studying surface-coated powder that can satisfy water resistance and long-lasting makeup durability, the present applicant also used an acrylic silicone-based graft polymer as a surface treatment agent. Has been reported (see Patent Document 5). When the powder coated with this technology is incorporated into the cosmetic, it is superior to the conventional technology in that it causes less discomfort and burden after application, but it is even better. Development of surface coating powder has been desired. [0005] Patent Document 1: Japanese Patent Publication No. 5-86984

Patent Document 2: JP-A-5-339518

Patent Document 3: Japanese Patent Laid-Open No. 7-252113

Patent Document 4: Japanese Patent Laid-Open No. 7-258019

Patent Document 5: Patent No. 3501817

Disclosure of the invention

Problems to be solved by the invention

[0006] As described above, water resistance and long-lasting makeup durability can be satisfied, and osoll

It is necessary to develop a surface coating powder that can make the cosmetics excellent in skin adhesion and makeup sustainability without causing the skin ss to feel uncomfortable or burdensome when applied to cosmetics. Therefore, it is an object of the present invention to provide such a surface-coated powder.

Means for solving the problem

[0007] In view of the above circumstances, the present inventors have conducted intensive research. As a result, the powder surface-treated with a specific siloxy group-containing copolymer is superior in water resistance compared to conventional surface treatment agents. It was found that it has excellent adhesion to the skin. And the cosmetics containing the said surface coating powder discovered that it was excellent in skin adhesion and makeup sustainability, without producing the discomfort and burden feeling to the skin after application | coating, and completed this invention.

That is, according to the present invention, the powder is made from the following monomers (a) to (c):

(a) Monomer represented by the following general formula (1) 55 to 65% by mass

[Chemical 3]

R ¹ CH

HC = C-C-0— CH _P ) r OSCH

2 II

O C H

(Wherein R is H or CH, p is an integer of 2 to 6)

Three

(b) Monomer represented by the following general formula (2) 20-30 quality H, C = C-C-■ O— R (2)

2 II

o

(In the formula, R ² is H or CH, and R ³ is an alkyl group or a phenyl group having 1 to 5 carbon atoms.

Three

)

(c) Acrylic acid and Z or methacrylic acid 15-20% by mass

It is a surface-coated powder obtained by surface-treating with a siloxy group-containing (meth) acrylic acid-based copolymer obtained by polymerizing.

[0009] Further, the present invention is a cosmetic containing the surface-coated powder.

The invention's effect

[0010] The surface-coated powder of the present invention is superior in water resistance and adherence to the skin as compared with conventional surface treatment agents.

[0011] Therefore, the cosmetic containing the surface-coated powder has excellent skin adhesion and makeup persistence without causing discomfort or burden to the skin after application, and is used for makeup and the like. As such, it is suitable.

BEST MODE FOR CARRYING OUT THE INVENTION

Hereinafter, the present invention will be described in detail.

Of the monomers constituting the siloxy group-containing (meth) acrylic acid copolymer used for the production of the surface-coated powder of the present invention, the monomer (a) is obtained by imparting gas permeability to the copolymer. It is a component that reduces the sense of discomfort and burden when applied to the skin, and its structure is shown by the following general formula (1).

[0013] [Chemical 5] CH

H C = C-C-0— C H „) r O S C H

2 II

o C H

(Wherein R is H or CH, p is an integer of 2 to 6)

Three

[0014] Preferred examples of the monomer (a) include tris (trimethylsiloxy) silylpropyl methacrylate, tris (trimethylsiloxy osoll) silylpropyl acrylate, tris (trimethylsilos s s

And xyl) silylhexylmetatalylate, and the like. Tris (trimethylsiloxy) silylpropylmetatalylate is particularly preferable. As the monomer (a), various commercially available products can be used without particular limitation.

In addition, the monomer (b) is a component that imparts compatibility with other cosmetic ingredients to the copolymer, and the structure thereof is represented by the following general formula (2).

[0016] [Chemical 6]

H, C = C-C-0— (2)

² II

o

(Wherein R ² is H or CH, and R ³ is an alkyl group or a phenyl group having 1 to 5 carbon atoms)

Three

[0017] Preferable examples of the monomer (b) include methyl methacrylate, ethyl methacrylate, and phenol acrylate, and methyl methacrylate is particularly preferable. As this monomer (b), various commercially available products can be used without particular limitation.

[0018] Furthermore, the monomer (c) is acrylic acid and Z or methacrylic acid, and is a component for improving the film-forming property of the copolymer and facilitating surface coating onto the powder. As the acrylic acid and Z or methacrylic acid of this monomer (c), various commercially available products with no particular limitation are used. It can be done.

[0019] the siloxy group-containing (meth) acrylic acid copolymer, in amounts charged of these monomers, monomer (a) 55 to 65 weight ^_0/0 (hereinafter, simply referred to as "%"), the monomer ( b) 20 to 30%, monomer (c) 15 to 20% are added and copolymerized to obtain. Further, in addition to the above monomers (a) to (c), a monomer copolymerizable with (meth) acrylate ester may be optionally added and copolymerized within the range not impairing the effects of the present invention. Yo ...

[0020] Examples of the polymerization method for copolymerizing the monomers include a solution polymerization method in which each monomer is dissolved in a solvent, a polymerization initiator is further added thereto, and the mixture is heated and stirred in a nitrogen atmosphere. Can be mentioned. Solvents used in the polymerization method include alcohols such as methanol, ethanol, propanol and butanol, ketones such as acetone, methyl ethyl ketone and ketyl ketone, esters such as ethyl acetate and butyl acetate, benzene, toluene and xylene. These aromatic solvents can be used, and these are used in a suitable mixture. The polymerization reaction can be usually carried out within a temperature range of 50 to 180 ° C, preferably 60 to 120 ° C, and can be completed by stirring for about 5 to 15 hours under these conditions. The siloxy group-containing (meth) acrylic acid copolymer solution after the polymerization reaction may be solvent-substituted with dimethylpolysiloxane or the like.

In the present invention, as a preferred embodiment of the method for producing a siloxy group-containing (meth) acrylic acid copolymer, first, tris (trimethylsiloxy) silylpropyl methacrylate and methacrylic acid are used. In addition, a solvent such as butyl acetate, ethyl acetate and isopropanol and a polymerization initiator such as 2,2'-azobisisobuty-tolyl are placed in a reaction vessel such as a flask and reacted by nitrogen gas publishing or the like. Remove any dissolved oxygen from the container and seal. Next, there is a method in which the reaction vessel is transferred into a thermostat and polymerization is carried out over about 15 hours while stirring at about 60 ° C.

[0022] Examples of the siloxy group-containing (meth) acrylic acid-based copolymer obtained by polymerizing the monomers (a) to (c) as described above include, for example, a structure represented by the following chemical formula (3): Can be mentioned. This product is used as a raw material for the beauty nail material in the invention described in JP-A-2003-342128. In addition, this siloxy group-containing (meth) acrylic acid copolymer has a polystyrene-reduced number average molecular weight of about 3,000 in GPC. Preferably in the range of about 200,000, especially about 5,000 to 100,000

[0023] [Chemical 7]

s S

(Wherein, X is an integer of 35-50, y is an integer of 20-30, z is an integer of 30-40, and R 4 is a group represented by the following chemical formula (4))

[Chemical 8]

C H

R C H O S C H (4

C H

[0025] The powder surface-treated with the siloxy group-containing (meth) acrylic acid copolymer produced as described above is usually a spherical, plate if it is a powder used in cosmetics. Shape, needle shape, etc., particle size such as fumes, fine particles, pigment grade, particle structure such as porous and nonporous, etc., and not limited, inorganic powders, glitter powders, organic powders Body, pigment powder, composite powder and the like. Specifically, titanium oxide, black acid, titanium oxide, konjiio, ultramarine blue, bengara, yellow iron oxide, black iron oxide, zinc oxide, aluminum oxide, silica, magnesium oxide, zirconium oxide, magnesium carbonate, calcium carbonate, oxidation Chromium, chromium hydroxide, carbon black, aluminum silicate, magnesium silicate, aluminum magnesium silicate, my strength, synthetic strength, sericite, talc, kaolin, silicon carbide, barium sulfate, bentonite, smectite, Inorganic powders such as boron nitride, oxysalt / bismuth, acid / titanium-coated titanium, acid / iron-coated magnesium, acid / iron-coated titanium, organic face Lubricating powders such as titanium, aluminum powder, nylon powder, polymethyl methacrylate powder, acrylonitrile monomethacrylic acid copolymer powder, vinyl chloride-redene-methacrylic acid copolymer powder, polyethylene Organic powders such as powder, polystyrene powder, organopolysiloxane elastomer powder, polymethylsilsesquioxane powder, polyurethane powder, wool powder, silk powder, crystalline cenorelose powder, N-acyllysine powder, organic tar Pigments, pigment powders such as organic pigment lake pigments, fine titanium oxide-coated titanium, fine zinc oxide-coated titanium, barium sulfate-coated titanium, titanium oxide-containing silica, zinc oxide-containing silica Examples of composite powders Is, it can be used singly or in combination.

[0026] In the present invention, the surface coating treatment of the powder with the siloxy group-containing (meth) acrylic acid copolymer is not particularly limited, and there are usually known treatment methods. Used. Specifically, a method of directly mixing with powder (dry processing method), a method using a solvent such as ethanol, isopropyl alcohol, n-hexane, benzene and toluene (wet method), a gas phase method, a mechanochemical method, etc. Is mentioned.

In the present invention, as a preferred embodiment of the method for coating the powder with the siloxy group-containing (meth) acrylic acid copolymer, first, a mixer such as a Henschel mixer is used with isopropyl alcohol or the like. Add a solvent, powder such as sericite, and a solution prepared by dissolving a siloxy group-containing methacrylic acid copolymer in a solvent such as dimethylpolysiloxane resin solution, and uniformly disperse. Next, the solution is heated to about 100 ° C. with stirring, the solvent is distilled off under reduced pressure, cooled to room temperature, and then pulverized with a pulverizer such as a pulverizer, to obtain a siloxy group-containing methacrylic acid. A method for obtaining a powder whose surface is coated with an acid copolymer is mentioned.

[0028] Further, the surface-coated powder of the present invention is further provided with a silicone compound, a fluorine compound, an oil agent, an oil or fat, a higher alcohol, a wax, a polymer for the purpose of improving dispersibility in a cosmetic base material, improving touch, and the like. Alternatively, a commonly known surface treating agent such as rosin may be used after being coated.

[0029] The surface-coated powder of the present invention thus obtained is one in which the powder surface is coated with a siloxy group-containing (meth) acrylic acid copolymer, and the coating amount is particularly limited. Although not preferred, 0.05 to 15% of the surface coating powder is preferred, and 0.1 to 10% is particularly preferred. Siloxy group included When the coating amount of the (meth) acrylic acid copolymer is within this range, a surface-coated powder having particularly excellent water resistance and adhesion to the skin can be obtained.

[0030] On the other hand, the cosmetic of the present invention is produced by incorporating the surface-coated powder in accordance with a conventional method in combination with known cosmetic ingredients. The content of the surface coating powder in the cosmetic of the present invention is not particularly limited, but varies depending on the cosmetic dosage form and item, but is generally preferably 0.5 to 90% and 5 to 90%. Is particularly preferred.

[0031] Known cosmetic ingredients used in the cosmetic composition of the present invention include oil-soluble film formations such as oils, powders, surfactants, water-soluble polymers, water, alcohols, trimethylsiloxyketic acid and the like. agents, Paraokishi benzoic acid derivatives, preservatives such as phenoxyethanol, ultraviolet absorption adsorbents, moisturizers, antibacterial agents, perfumes, salts, antioxidants, _P H adjusting agents, chelating agents, refreshing agents, anti-inflammatory agents, Ingredients for skin beautifying (whitening agents, cell activators, rough skin improving agents, blood circulation promoters, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, inclusion compounds, etc. These can be suitably blended within a range not impairing the effects of the present invention.

[0032] Oils that can be blended in the cosmetics of the present invention include properties such as animal oils, vegetable oils, synthetic oils and other solid oils, semisolid oils, liquid oils, and volatile oils that are commonly used in cosmetics. Regardless, hydrocarbons, fats and oils, waxes, hardened oils, ester oils, fatty acids, higher alcohols, silicone oils, fluorine-based oils, lanolin derivatives, oily gelling agents, etc. Can be mentioned. Specifically, hydrocarbons such as liquid paraffin, squalane, petrolatum, polyethylene wax, ethylene propylene copolymer, paraffin wax, montan wax, Fischer-Tropsch wax, polyisobutylene, polybutene, ceresin wax, ozokerite wax, etc. Oils such as beeswax, olive oil, castor oil, castor oil, mink oil, muss power demian nut oil, waxes such as beeswax, gay wax, carnauba wax, candelilla wax, jojoba oil, glyceryl trioctanoate, diisostearic acid Polyglyceryl, diglyceryl triisostearate, glyceryl tribehenate, cetyl 2-ethylhexanoate, isopyl pill myristate, isopropyl palmitate, octyldodecyl myristate, pentaerythrodiphosphate Ttoesuteru, neopentyl glycol dioctanoate, esters such as cholesterol fatty acid ester le, phytosterol fatty acid esters, stearic acid, lauric acid, myristic acid, threonine acid to base, isostearic acid, fatty acids such as Orein acid, stearyl alcohol Alcohol, cetyl alcohol, lauryl alcohol, oleyl alcohol, isostearino alcohol, higher alcohols such as benzyl alcohol, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, otamethyl Cyclotetrasiloxane, trimethylsiloxy-kelic acid, high-polymerization methylphenylpolysiloxane, crosslinked methylpolysiloxane, polyoxy-modified organopolysiloxane, cross-linked polyether-modified methylpolysiloxane, methacryl-modified polysiloxane, stearyl-modified methyl poly Siloxane, oleyl-modified methylpolysiloxane, behyl-modified methylpolysiloxane, polybylpyrrolidone-modified methylpolysiloxane, high degree of polymerization dimethylpolysiloxane, polyoxyalkylene Alkylmethylpolysiloxanes' methylpolysiloxane copolymers, silicones such as alkoxy-modified polysiloxanes, cross-linked organopolysiloxanes, fluorine-modified polysiloxanes, perfluorodecane, perfluorooctane, perfluoropolyethers, etc. Fluorine oils, lanolin, lanolin acetate, lanolin derivatives such as lanolin fatty acid isopropyl, lanolin alcohol, sucrose fatty acid ester, starch fatty acid ester, aluminum isostearate, calcium stearate, 12-hydroxy stearic acid, etc. These can be used, and one or more of these can be used.

Examples of the powder other than the surface coating that can be blended in the cosmetic of the present invention include plates, needles, etc., fumes, fine particles, pigment grades, etc., as long as the powder is generally used in cosmetics. There is no particular limitation depending on the particle size, porous, non-porous particle structure, etc., and inorganic powders, glitter powders, organic powders, pigment powders, metal powders, composite powders Examples include body species. Specifically, white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, barium sulfate, bengara, yellow iron oxide, black iron oxide, carbon black, titanium 'titanium oxide sintered product, chromium oxide, hydroxide Colored inorganic pigments such as chrome, bitumen and ultramarine, talc, muscovite, phlogopite, saucite, biotite, synthetic mica, sericite (sericite), synthetic sericite, kaolin, silicon carbide, bentonite, smectite, oxidation Aluminum, magnesium oxide, zirconium oxide, acid antimony, silica clay, aluminum silicate, aluminum metasilicate magnesium, calcium silicate, barium silicate, magnesium silicate, calcium carbonate, hydroxyapatite, boron nitride, etc. White body powder, titanium dioxide coated mica, chi dioxide Tan-coated oxybismuth bismuth oxide, iron oxide mica titanium, bituminized mica titanium, carmine treated mica titanium, oxysalt bismuth, fish scale foil, polyethylene terephthalate 'aluminum, epoxy laminated powder, polyethylene terephthalate' polyolefin laminated film powder , Glitter powders such as polyethylene terephthalate / polymethylmethalate laminated film powder, organic low molecular weight powders such as zinc stearate and N-acyllysine, natural organic powders such as silk powder and cellulose powder, Red 201, Red 202, Red 205, Red 226, Red 228, Orange 203, Orange 204, Blue 404, Yellow 401, etc. Organic pigment powder, Red No. 3, Red 104 No., Red No. 106, Orange No. 205, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1, etc., organic face such as zirconium, barium or aluminum lake Powder or metal powder such as aluminum powder, gold powder, silver powder, fine titanium oxide coated mica titanium, fine zinc oxide coated mica titanium, barium sulfate coated mica titanium, titanium oxide containing silicon dioxide, zinc oxide containing silicon dioxide, etc. Examples thereof include composite powders, and one or more of these can be used.

As the surfactant that can be incorporated into the cosmetic of the present invention, any surfactant that is generally used in cosmetics can be used. Nonionic surfactants, anionic surfactants, cations Ionic surfactants, amphoteric surfactants and the like. Specifically, examples of the nonionic surfactant include glycerin fatty acid esters and alkylene glycol adducts thereof, polyglycerin fatty acid esters and alkylene glycol adducts thereof, propylene glycol fatty acid esters and alkylene glycol adducts thereof. Sorbitan fatty acid ester and its alkylene glycol adduct, sorbitol fatty acid ester and its alkylene glycol adduct, polyalkylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyalkylene alkyl ether, glycerin alkyl ether, polyoxyethylene Alkylphenol ether, polyoxyethylene hydrogenated castor oil, alkylene glycol adduct of lanolin, polyoxyalkylene-modified silicone, glycerin-modified silicone And polyglycerin-modified silicone, and one or more of these can be used as appropriate. As the surfactant, fatty acids such as stearic acid and lauric acid and their inorganic and organic salts, alkylbenzene sulfates, alkyl sulfonates, a-olefin sulfonates, dialkyl sulfosuccinates A-sulfonated fatty acid salt, acylmethyl taurate salt, N-methyl-N alkyl taurate salt, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphorus Acid salts, polyoxyethylene alkyl fur ether phosphates, N-acyl amino acid salts, N-acyl N-alkyl amino acid salts, 0 alkyl-substituted malates, alkyl sulfosuccinates, etc., one or two of these The above can be used as appropriate. Examples of the cationic surfactant include alkylamine salts, polyamines and alkanolamine fatty acid derivatives, alkyl quaternary ammonium salts, cyclic quaternary ammonium salts, and the like, one or more of these. Can be used as appropriate. Amphoteric surfactants include N, N dimethyl-N alkyl-N carboxymethylammo-betaine, N, N dialkylaminoalkylene carboxylic acid, N, N, N trialkyl-N-sulfoalkylene ammobetaine, N, N N dialkyl mono N, N bis (polyoxyethylenesulfuric) ammum betaine, 2-alkyl-1-hydroxyethyl-1-force ruboxymethylimidazolium umbetaine, etc. are used, and one or more of these are used. be able to.

[0035] Examples of the dosage form of the cosmetic of the present invention include a powder dosage form, an oil-in-water emulsifier type, a water-in-oil emulsifier type, an oil-based dosage form, and a solvent type. Examples of cosmetics include powder, powder solid, oily solid, cream, gel, liquid, mousse, and spray. The cosmetics of the present invention are especially cosmetics for makeup such as foundations, concealers, white powders, shadows, scarlet, makeup bases, eye colors, lipsticks, hairbrows, mascaras, eyeliners, and cures. Can be suitably used.

[0036] The cosmetic of the present invention thus obtained is excellent in skin adhesion and makeup persistence without causing discomfort and burden on the skin after application.

Example

[0037] Next, the present invention will be described in more detail with reference to examples. The present invention is not limited to these examples.

[0038] Synthesis Example 1

Production of a siloxy group-containing methacrylic acid copolymer: In a 500 mL flask, 60 parts tris (trimethylsiloxy) silylpropyl methacrylate, 15 parts methacrylic acid and 25 parts methyl methacrylate, 110 parts butyl acetate, 70 parts ethyl acetate and 30 parts isopropanol as solvent Then, 0.5 part of 2,2′-azobisisobutyl-tolyl as a reaction initiator was charged. In order to remove dissolved oxygen, the flask was sealed with nitrogen gas. The reaction vessel was transferred into a constant temperature bath, and polymerization was carried out over 15 hours while stirring at 60 ° C. After polymerization, dimethylpolysiloxane (SH200C-6cs: manufactured by Toray Dow Silicone Co., Ltd.) was replaced with a solvent !, dimethyl s S polysiloxane resin solution of siloxy group-containing methacrylic acid copolymer (solid content concentration) 20%). This siloxy group-containing methacrylic acid copolymer had a structure represented by the following chemical formula (5). The number average molecular weight in terms of polystyrene in GPC of this copolymer was about 20,000.

[0039] [Chemical 9]

(However, R ⁴ is a group represented by the following chemical formula (6))

[Chemical 10]

C H

R C H O S C H

C H

[0041] Example 1

Surface coated sericite (1): Henschel mixer (manufactured by Mitsui Mining Co., Ltd.) 500 parts by mass of Isoko Isopropyl Alcohol (hereinafter simply referred to as “part”), sericite (Sun Synthetic Site FSE: manufactured by Sanshin Mining Co., Ltd.)) 950 parts, manufactured in Synthesis Example 1 Add 250 parts of a dimethylpolysiloxane resin solution (solid content concentration 20%) of a siloxy group-containing methacrylic acid copolymer and uniformly disperse. Next, while stirring, the mixture was heated to 100 ° C., isopropyl alcohol was distilled off under reduced pressure, cooled to room temperature, and pulverized with a pulverizer to obtain surface-coated sericite. The coating amount of this product with a siloxy group-containing methacrylic acid copolymer was 5% of the surface-coated sericite.

[0042] Example 2

Surface coated talc:

A surface-coated talc was obtained in the same manner as in Example 1 except that the sericite of Example 1 was replaced with talc (average particle size: 5 μm). The coating amount of this product with a siloxy group-containing methacrylic acid copolymer was 5% of the surface-coated talc.

[0043] Example 3

Surface coated titanium oxide:

A surface-coated oxide titanium was obtained in the same manner as in Example 1 except that the sericite of Example 1 was replaced with titanium oxide (Typeta CR-50: manufactured by Ishihara Sangyo Co., Ltd.). The coating amount of the methacrylic acid copolymer containing a siloxy group was 5% of the surface coating acid 匕 titanium.

[0044] Example 4

Surface-coated mica titanium:

The sericite of Example 1 is replaced with mica titanium (Timilon Super Red: manufactured by Merck), and the solid content concentration of the siloxy group-containing methacrylic acid copolymer solution of Synthesis Example 1 is 40%. Were treated in the same manner as in Example 1 to obtain surface-coated mica titanium. The coating amount of this siloxy group-containing methacrylic acid copolymer was 10% of the surface-coated mica titanium.

[0045] Example 5

Surface coated sericite (2):

Henschel mixer (Mitsui Miike), 500 parts of isopropyl alcohol, sericite ( 950 parts of Sun Synthericite FSE (manufactured by Sanshin Mining Co., Ltd.), 125 parts of siloxy group-containing methacrylic acid copolymer solution (solid concentration 20%) produced in Synthesis Example 1 and methyl hydrogen polysiloxane (silicon KF-9901: (Shin-Etsui Gakken Kogyo Co., Ltd.) Add 25 parts and disperse uniformly. Next, while stirring, the mixture was heated to 100 ° C., isopropyl alcohol was distilled off under reduced pressure, cooled to room temperature, and pulverized with a pulverizer to obtain surface-coated sericite. The coating amount of the siloxy group-containing methacrylic acid copolymer and silicone was 2.5% with respect to the surface-covered sericite, respectively.

[0046] Comparative Example 1

Silicone coated sericite:

Henschel mixer (Mitsui Mining Co., Ltd.), isopropyl alcohol 500 parts, sericite (Sun Synthetic Site FSE: Sanshin Mining Co., Ltd.) 950 parts, methyl hydrogen polysiloxane (silicon KF-9901: Shinetsu Igaku Kogyo Co., Ltd. 50 parts) Then, the mixture was heated to 100 ° C with stirring, isopropyl alcohol was distilled off under reduced pressure, cooled to room temperature, and then pulverized with a normalizer to obtain silicone-coated sericite. The coating amount of this material with silicone was 5% with respect to the silicone-coated sericite.

[0047] Comparative Example 2

Silicone-coated talc:

A silicone-coated talc was obtained in the same manner as in Comparative Example 1 except that the sericite of Comparative Example 1 was replaced with talc (average particle size 5 μm). The coating amount of this material with silicone was 5% with respect to the silicone-coated talc.

[0048] Comparative Example 3

Silicone coated titanium oxide:

A silicone-coated titanium oxide was obtained in the same manner as in Comparative Example 1 except that the sericite of Comparative Example 1 was replaced with titanium oxide (Typeta CR-50: manufactured by Ishihara Sangyo Co., Ltd.). The coating amount of the silicone with respect to the silicone-coated titanium oxide was 5%.

[0049] The surface-coated powder in which the surface of the powder was coated with the siloxy group-containing methacrylic acid copolymer of Examples 1 to 5 was compared with the silicone-coated powder and uncoated powder of Comparative Examples 1 to 3. It was excellent in water resistance and excellent adhesion to the skin. [0050] Example 6

Solid powder foundation:

Using the surface-coated powders of Examples 1 to 5 and the coated powders of Comparative Examples 1 to 3, solid powder foundations having the formulations shown in Table 1 below were prepared by the manufacturing method shown below, and “the skin after application” The following evaluation methods and criteria were used to evaluate “no sense of discomfort / no burden”, “skin adhesion”, and “makeup persistence”, and the results are also shown in the table.

[0051] [Table 1]

(%)

* 1: Siloxy group-containing methacrylic acid copolymer coverage 5%

* 2: Siloxy group-containing methacrylic acid copolymer coverage 10%

* 3: Siloxy group-containing methyl acrylate copolymer coverage 2.5% and silicone coverage 2.5%

* 4: Silicon coating coverage 5%

Note 1: Sansynthite FSE (manufactured by Sanshin Mining Co., Ltd.)

Note 2: Taipaque CR— 50 (Ishihara Sangyo Co., Ltd.) [0052] (Production method)

A: Components (1) to (15) are uniformly dispersed with a Henschel mixer (Mitsui Miike).

B: Components (16) to (18) are heated to 60 ° C and mixed.

C: While stirring A with a Henschel mixer, add B and component (19), and disperse uniformly.

D: C is pulverized with a pulverizer.

E: D was filled into a metal pan and compression molded to obtain a solid powdery foundation.

[0053] (Evaluation method)

20 panelists specializing in cosmetics use the above-mentioned products and comparative solid powdered foundations using sponges, and “uncomfortable skin after application” and “no burden” Each of the “assessment” and “i makeup sustainability” was evaluated on a five-point scale according to the following criteria, given a score for each foundation, and the average score of all panels was determined according to the following criteria. As for makeup persistence, foundations were applied to the panels, and they were asked to have a normal life, and the makeup status after 5 hours was evaluated.

Evaluation criteria:

(Evaluation result): (Grade)

Very good: 5 points

Good: 4 points

Normal: 3 points

Slightly bad: 2 points

Defect: 1 point

Judgment criteria:

(Average score): (Judgment)

4.5 or higher: ◎

3.5 or more and less than 4.5: 〇

1.5 to less than 3.5: △

Less than 1.5: X

[0054] As is apparent from the results shown in Table 1, the solid powdery foundations of Examples 1 to 4 which are the products of the present invention. -Chillon was a make-up cosmetic that was excellent in all of the following items: “discomfort to the skin after application”, “no burden”, “skin adhesion”, and “makeup persistence”. On the other hand, the solid powdered foundation of Comparative Product 1 containing untreated powder did not feel uncomfortable or burdened on the skin after application, but had poor skin adhesion and makeup sustainability. In addition, the solid powdered foundation of Comparative Product 2 containing a silicone surface coating powder, which is a conventional surface treatment agent, has a feeling of discomfort and a burden on the skin after application, and the makeup persistence is not good. Katsutsu.

Example 7

Powdered white powder:

(Ingredient)

1. Surface-coated sericite produced in Example 1 *

2-Surface coated mica titanium produced in Example 4 * 0

3. Spherical force (average particle size 15 m) 0

4 Red 2 2 6 1 5

5 Yellow No. 4 aluminum rake 2

6.Methyl paraoxybenzoate 0

7 Fragrance amount

* 1: Siloxy group-containing methacrylic acid copolymer coverage 5%

* 2: Siloxy group-containing methacrylic acid copolymer coverage 10%

[0056] (Production method)

Eight: Components (1) to (7) are uniformly dispersed with a Henschel mixer (Mitsui Miike).

B: A is pulverized with a pulverizer.

C: B was filled into a container to obtain a powdery white powder.

[0057] The powdered white powder of Example 7, which is a product of the present invention, has all items of "discomfort to skin after application / no sense of burden", "skin adhesion", and "brightness of makeup". It was an excellent makeup cosmetic

[0058] Example 8

Solid powder eye color: (Ingredient) (%)

1. Surface coated sericite manufactured in Example 1 * ¹ 50

2. Surface-coated talc produced in Example 2 * ¹ Remaining amount

3.Spherical nai-bumbader (average particle size 6 / m) 3 4.Red 2 26 1

5.Yellow 205 No. 0.2 5

6. Titanium mica (Note 3) 20

7.Scran 3

8. Dimethylpolysiloxane (10 c s) 2.5 5 Vaseline 1.5

1 0 Methyl noroxybenzoate 0.1

1 1.Perfume appropriate amount

* 1: Siloxy group-containing methacrylic acid copolymer coverage 5%

Note 3: Timilons pearl red (Merck)

[0059] (Production method)

Eight: Components (1) to (6) are uniformly dispersed with a Henschel mixer (Mitsui Miike). : Heat components (7) to (10) to 60 and mix.

C: While stirring A with a Henschel mixer, add B and component (11) and disperse uniformly.

D: C is pulverized with a pulverizer.

E: D was filled into a metal pan and compression molded to obtain a solid powder eye color.

[0060] The solid powdered eye color of Example 8, which is the product of the present invention, has all the "uncomfortable feeling on the skin after application 'no burden", "skin adhesion", and "makeup persistence". It was an excellent makeup cosmetic item.

[0061] Example 9

Oily solid foundation: (Ingredient) (%)

1. Surface-coated sericite produced in Example 1 * ¹ 1 5

2. Surface-coated talc produced in Example 2 * ¹ 1 5

3-Titanium oxide 1 0

4 Bengala 0.5

5 yellow iron oxide 2.5

6 Black iron oxide 0.5

7-Spherical nai powder (average particle size 6 / m) 5

8 Dimethylpolysiloxane (20 c s) 1 0

9 Liquid paraffin 1 0

1 0. Glycerinole trioctanoate

1 1 Polyethylene wax 2.5

1 2-ceresin wax 5

1 3.Methyl balaxoxybenzoate

1 4 .Perfume appropriate amount

* 1: Siloxy group-containing methacrylic acid copolymer coverage 5%

[0062] (Production method)

A: Ingredients (8) and (12) are heated and mixed at 90 ° C.

B: Add component (1) (7) and component (13) (14) to A and disperse uniformly.

C: B was heated again to 80 ° C., melted and filled in a metal pan, and cooled to room temperature to obtain an oily solid foundation.

[0063] The oily solid foundation of Example 9, which is the product of the present invention, has all items of "discomfort to the skin after application 'no burden", "skin adhesion", and "makeup persistence". It was an excellent makeup cosmetic.

Claims

Claims [1] The powder is composed of the following monomers (a) to (c): (a) 55 to 65% by mass of a monomer represented by the following general formula (1)

[Chemical 1]

R ¹

HC = CC-0— CH ₂ )

² II

o

osoll

C c

s H h

i

(In the formula, R is H or CH, p is an integer of 2 to 6)

Three

H

(b) Monomer represented by the following general formula (2) 20-30 quality:!

[Chemical 2]

H ₂ C:: cco- R (2)

II

o

Three

)

(c) Acrylic acid and Z or methacrylic acid 15-20% by mass

Surface-coated powder obtained by surface-treating with a siloxy group-containing (meth) acrylic acid-based copolymer obtained by polymerizing.

2. The surface-coated powder according to claim 1, wherein the coating amount of the siloxy group-containing (meth) acrylic acid copolymer is 0.05 to 15% by mass of the surface-coated powder.

[3] A cosmetic comprising the surface-coated powder according to claim 1 or 2.

[4] The cosmetic according to claim 3, wherein the cosmetic is for makeup.