JP2001131022A - Cosmetic containing fluorine-treated powder and spherical polymer powder - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a cosmetic excellent in ultraviolet light-screening properties, water resisting properties, water- and oil-repelling properties, and photocatalytic activity-inhibiting properties. SOLUTION: This cosmetic is obtained by treating a powder having the ultraviolet light-screening properties with a fluorine-based copolymer containing (a) repeating units derived from a fluorine-based (meth)acrylate in an amount of 5-95 wt.%, (b) repeating units derived from a silicon-containing polymerizable compound in an amount of 1-50 wt.%, and/or (c) repeating units derived from a non-fluorine-based monomer other than the above silicon-containing polymerizable compound in an amount of 0-50 wt.%, and adding the treated powder to the cosmetic.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic composition which has little makeup loss and a good feel.

[0002]

2. Description of the Related Art Conventionally, cosmetics containing powders include foundations,
Make-up cosmetics such as makeup, eye color, and cheek color, body cosmetics such as body powder and baby powder, and sunscreen cosmetics such as sunscreen cream and sunscreen lotion are commercially available. However, it has been pointed out that cosmetics containing these powders for cosmetics are liable to lose their makeup due to sweat or sebum.

On the other hand, recently, in order to solve the problem of makeup loss, fluorinated powder (for example, Japanese Patent Application Laid-Open No.
Although 10) is used, there is a problem that the usability such as elongation and stickiness is poor. Therefore, there has been a demand for the development of a cosmetic composition which has a small amount of makeup loss and a good feeling in use.

[0004]

DISCLOSURE OF THE INVENTION The present invention has been made as a result of intensive studies to solve the above-mentioned problems. As a result, it has been found that a cosmetic powder which is surface-treated with a specific fluorine-containing (meth) acrylate It has been found that it is effective to use a polymer powder in combination.

The fluorinated (meth) acrylate used for the fluorinated copolymer has, for example, the following general formula (I-1).

[0006]

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[Wherein, Rf is a polyfluoroalkyl group or a perfluoropolyether group having 6 to 16 carbon atoms, A is an alkylene group having 1 to 4 carbon atoms,

[0008]

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Wherein R ¹ is an alkyl group having 1 to 4 carbon atoms, and R ² is an alkylene group having 1 to 4 carbon atoms;

[0010]

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Wherein X is a hydrogen atom or a methyl group. Further, the fluorine-based (meth) acrylate may be a fluorine-based (meth) acrylate macromonomer having the following general formula (I-2).

[0012]

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[In the formula, Rf is a polyfluoroalkyl group having 6 to 16 carbon atoms or a perfluoropolyether group;
A ¹ is an alkylene group having 1 to 4 carbon atoms,

[0014]

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(Where R ¹ is an alkyl group having 1 to 4 carbon atoms, and R ² is an alkylene group having 1 to 4 carbon atoms), or

[0016]

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Wherein X ¹¹ is a hydrogen atom or a methyl group, Y ¹¹ is a hydrogen atom or a methyl group, and m is 5
~ 100. The polyfluoroalkyl group (Rf group) may be a perfluoroalkyl group.

The perfluoropolyether group is specifically as follows.

F (CF (CF ₃ ) CF ₂ O) _n CF ₂ CF _2- ,
[In the formula, n is an integer of 3 to 30. _{] CF 3 O (CF (CF} 3) CF 2 O) n (CF 2 O) m CF 2 -,
[Wherein, n is an integer of 2 to 30 and m is an integer of 3 to 70. _{] CF 3 O (CF 2 CF} 2 O) n (CF 2 O) m CF 2 -, in the Expression,
n is an integer of 2 to 40 and m is an integer of 4 to 70. _{] F (CF 2 CF 2 CF} 2 O) n CF 2 CF 2 - [ wherein, n =. 3 to
It is an integer of 30. ] Number average molecular weight of perfluoropolyether group ( ¹⁹ F-N
(Measured by MR) is preferably in the range of 500 to 5,000.

Examples of the fluorinated (meth) acrylate are as follows. CF ₃ (CF ₂ ) ₇ (CH ₂ ) OCOCH = CH ₂ , CF ₃ (CF
₂ ) ₆ (CH ₂ ) OCOC (CH ₃ ) = CH ₂ , (CF ₃ ) ₂ CF (C
F ₂ ) ₆ (CH ₂ ) ₂ OCOCH = CH ₂ , CF ₃ (CF ₂ ) ₇ (CH
₂ ) ₂ OCOC (CH ₃ ) = CH ₂ , CF ₃ (CF ₂ ) ₇ (CH ₂ ) ₂ O
COCH = CH ₂ , HCF ₂ (CF ₂ ) ₇ (CH ₂ ) ₂ OCOCH
ＣＨCH ₂ , CF ₃ (CF ₂ ) ₅ (CH ₂ ) ₂ OCOCH ＝ CH ₂ ,
CF ₃ (CF ₂ ) ₇ SO ₂ N (CH ₃ ) (CH ₂ ) ₂ OCOCH = C
_{H 2, CF 3 (CF 2} ) 7 SO 2 N (C 2 H 5) (CH 2) 2 OCOC
(CH ₃ ) = CH ₂ , (CF ₃ ) ₂ CF (CF ₂ ) ₆ CH ₂ CH (OC
OCH ₃ ) CH ₂ OCOC (CH ₃ ) = CH ₂ , (CF ₃ ) ₂ CF
(CF ₂ ) ₆ CH ₂ CH (OH) CH ₂ OCOCH = CH ₂ ,

[0021]

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F (CF (CF ₃ ) CF ₂ O) ₁₀ CF ₂ CF ₂ -C
OOCH ₂ CH ₂ CH = CH ₂ ,

[0023]

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[0024]

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[0025]

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These fluorinated (meth) acrylates may be used as a mixture of two or more kinds.

In the present invention, the non-fluorinated monomers copolymerized with the fluorine-based copolymer are roughly classified into a silicon-containing polymerizable compound, a polyalkylene glycol (meth) acrylate, an alkyl (meth) acrylate, and an alkyl (meth) acrylate. There are four types of macromonomers.

The silicon-containing polymerizable compound is at least one selected from the group consisting of silicone macromonomer, mercapto-modified silicone, azo group-containing silicone, and polymerizable silane.

The mercapto-modified silicone is a silicone having at least one SH group. The mercapto-modified silicone has, for example, the following general formula (II-1) or (II-2).

[0030]

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Or

[0032]

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Wherein R ³ is a divalent saturated hydrocarbon group having 1 to 10 carbon atoms and having a linear or branched carbon chain optionally interrupted by one or two ether bonds. Where l is 10 to 20, m is 10 to 200, and n is 1 to 10. Specific examples of the mercapto-modified silicone are as follows.

[0034]

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[0035]

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The silicone macromonomer has, for example, the following general formula (III-1).

[0037]

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[Wherein Me is a methyl group;
⁴ is a methyl group or a hydrogen atom, and R ⁵ is a group of 1 to 10 carbon atoms having a linear or branched carbon chain optionally interrupted by one or two ether bonds.
A monovalent saturated hydrocarbon group, R ⁶ is an alkyl group having 1 to 4 carbon atoms, and m is 3 to 300. ] R ^5, _{specifically, -CH 2 -, - (CH} 2) 3 -, - (C
_{H 2) 6 -, - (} CH 2) 10 -, - CH 2 -CH (CH 3) -CH
_{2 -, - CH 2 -CH 2} OCH 2 CH 2 CH 2 -, - CH 2 C
_{H 2 OCH 2 CH (CH 3} ) CH 2 -, - CH 2 CH 2 OCH 2
_{CH 2 OCH 2 CH 2 CH 2} - , etc. are exemplified.

The silicone macromonomer is suitably used as a dimethylpolysiloxane compound having a radical polymerizable group at one end of a molecular chain, and specific examples thereof include the following.

[0040]

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[0041]

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[In the above formula, Me is a methyl group. The azo group-containing silicone may be a silicone having an azo group and a urethane bond. The azo group-containing silicone has, for example, the following general formula (IV-1).

[0043]

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Wherein x is from 10 to 200, and n is 1
-20. Specific examples of the azo group-containing silicone are as follows.

[0045]

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The polymerizable silane is a compound having an ethylenically unsaturated double bond and a siloxane bond. The polymerizable silane is, for example, represented by the following general formula (V-1) or (V
-2).

[0047]

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Or CH ₂ ＣＨCHSi (OR ⁹ ) ₃ (V-2) wherein R ⁷ is a methyl group or a hydrogen atom;
⁸ is a divalent saturated hydrocarbon group having 1 to 10 carbon atoms having a linear or branched carbon chain which is optionally interrupted by one or two ether bonds, and R ⁹ is It is an alkyl group having 1 to 4 carbon atoms. Specific examples of the polymerizable silane are as follows.

[0049]

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CH ₂ ＣＨCHSi (OCH ₃ ) ₃ These silicon-containing polymerizable compounds may be used as a mixture of two or more kinds.

The fluorine-containing copolymer of the present invention comprises at least one selected from the group consisting of polyalkylene glycol (meth) acrylates, alkyl (meth) acrylates and alkyl (meth) acrylate macromonomers.
It may have a repeating unit derived from a non-fluorinated monomer other than the silicon-containing polymerizable compound.

The polyalkylene glycol (meth) acrylate has, for example, the following structural formula (VI-1). CH ₂ ＣＲCR ¹⁰ COO— (R ¹¹ —O) _n —R ¹² (VI-1) wherein R ¹⁰ and R ¹² are hydrogen or a methyl group, R ¹¹ is an alkylene group having 2 to 6 carbon atoms, n Represents an integer of 1 to 50. Specifically, 2-hydroxyethyl (meth) acrylate, CH ₂ ＣC (CH ₃ ) COO (CH ₂ CH ₂ O) _n H, wherein n is 2, 5 or 8. And the like.

The alkyl (meth) acrylate has, for example, the following structural formula (VII-1).

[0054]

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[In the formula, X is a hydrogen atom or a methyl group, and n is 1 to 22 (for example, 1 to 10). Specifically, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n
-Butyl (meth) acrylate, t-butyl (meth) acrylate, n-octyl (meth) acrylate, 2-
Ethylhexyl (meth) acrylate, dorazyl (meth) acrylate, cetyl (meth) acrylate, stearyl (meth) acrylate, behenyl (meth) acrylate, and the like.

The alkyl (meth) acrylate macromonomer has, for example, the following structural formula (VIII-2).

[0057]

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[In the formula, each of X ²¹ and Y ²¹ is a hydrogen atom or a methyl group, n is 1 to 22, and m is 5 to 100.] ] In particular,

[0059]

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[0060]

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And the like.

These non-fluorinated monomers may be used as a mixture of two or more kinds.

An appropriate monomer may be used in combination with the non-fluorine-based monomer in order to improve the feeling of use or to impart functions other than water resistance and water / oil repellency. Specific examples include glycidyl (meth) acrylate, cyclohexyl (meth) acrylate, vinyl chloride, vinylidene chloride, and (meth) acrylic acid.

The fluorine-based copolymer used in the present invention imparts water resistance, water repellency and oil repellency to the powder for cosmetics and a favorable feeling upon use.

In the copolymer comprising a fluorine-based copolymer and a non-fluorine-based monomer, the content of the fluorine-based copolymer is as follows:
It is at least 5% by weight, more preferably from 10 to 95% by weight, particularly preferably from 20 to 90% by weight. In the copolymer, the greater the proportion of non-fluorinated monomers, the better the feeling of use when blended into cosmetics, i.e., "slip feeling", "smooth feeling", etc., and also, water, against non-fluorinated solvents Although the solubility is improved, if the proportion of the non-fluorinated monomer exceeds 95% by weight, sufficient water resistance and water / oil repellency cannot be imparted to the film.

The fluorocopolymer used in the present invention can be produced by bulk polymerization, solution polymerization, or emulsion polymerization. In the bulk polymerization, a method in which a mixture of a fluorine-based copolymer and a non-fluorine monomer is replaced with nitrogen, a polymerization initiator is charged, and the mixture is stirred for several hours in a range of 40 to 80 ° C. to perform polymerization. In the case of solution polymerization, a mixture of a fluorinated copolymer and a non-fluorinated monomer is dissolved in a suitable organic solvent in which these monomers are soluble and polymerized in the same manner. The organic solvent used here is a hydrocarbon-based, ester-based, ketone-based, alcohol-based, silicone-based, or fluorine-based solvent.

In the case of emulsion polymerization, these monomers are emulsified in water using a suitable emulsifier and then polymerized in the same manner.
In a certain combination of a fluorine-based copolymer and a non-fluorine-based monomer, the copolymerizability is deteriorated due to poor compatibility between the fluorine-based copolymer and the non-fluorine-based monomer in water.
In this case, a method of improving the compatibility of both monomers by adding a suitable auxiliary solvent such as glycols and alcohols is employed. The emulsifier used in the emulsion polymerization may have any of a hydrocarbon group, a silicone group, and a fluorine group as a hydrophobic group, and may have any of nonionic, anionic, cationic and amphoteric hydrophilic groups.

Examples of the polymerization initiator include various azo compounds and peroxides. At the time of polymerization, a chain transfer agent or a pH adjuster may be added as necessary. The molecular weight of the fluorocopolymer obtained after the polymerization is from 10,000 to 1,000,000.
0, preferably 20,000 to 300,000
It is.

The fluorinated copolymer prepared by solution polymerization and emulsion polymerization is processed into powder after isolating and purifying only the polymer. The treatment concentration of the fluorocopolymer is in the range of 0.5 to 20% by weight, preferably 1 to 5% by weight, based on the powder. If it is less than this range, the effect of the fluorine-based copolymer is not obtained, and if it is too large, the feeling of use of the powder is impaired.

In the present invention, the powder treated with the fluorocopolymer is not particularly limited as long as it is a powder commonly used in cosmetics. For example, talc, kaolin, sericite,
Mica, titanium mica, titanium oxide, iron oxide, magnesium oxide, zinc monoxide, zinc dioxide, heavy or light calcium carbonate, dicalcium phosphate, aluminum hydroxide, barium sulfate, silica, alumina, silica gel, carbon black, oxidation Inorganic powders such as antimony, magnesium aluminate silicate, magnesium aluminate metasilicate, and synthetic mica. Protein powder, fish scale foil, metal soap,
Organic powders such as tar dyes and lakes are exemplified.

When a powder previously treated with a low-molecular fluorine compound (for example, a phosphoric ester containing a perfluoroalkyl group) is surface-treated with this fluorine-based copolymer, the following disadvantages of the low-molecular fluorine compound-treated powder are obtained. Can be improved. -Poor affinity with non-fluorine materials. -Poor usability such as stretch and adhesion.・ It soars up as dust when manufacturing cosmetics. -Poor dispersibility in water and non-fluorinated solvents.

Further, when a powder previously treated with silicone (for example, methyl hydrogen polysiloxane) is surface-treated with this fluorine-based copolymer, a more favorable feeling of use is obtained.

The fluorine-based copolymer is attached to the surface of the powder by a wet method or a dry method, but the wet method is more preferable for more uniform surface treatment. Specifically, the powder is mixed with a solution obtained by diluting the fluorine-based copolymer with an organic solvent, and the mixture is stirred at room temperature or under heating until the powder is uniformly wetted with the organic solvent solution. For the stirring at this time, a Henschel mixer, a vibration ball mill, a rotary ball mill,
A stirring device such as a super mixer or a planetary mixer is used. When stirring on a lab scale, a household juicer mixer may be used. The concentration of the copolymer in the organic solvent solution is not particularly limited, but is adjusted so that the viscosity does not become too high during stirring during powder mixing. After stirring, the organic solvent is distilled off by heating in a vacuum or by heating, and the treated powder is uniformly dispersed by the above-described stirring device.
When stirring on a laboratory scale, a household juicer mixer or a speed cutter may be used.

When a water-soluble (or water-dispersible) low-molecular fluorine compound is to be treated in advance by an aqueous wet method before the treatment with the fluorine-based copolymer, the treatment should be carried out with a mixed system of water and an organic solvent. It is preferable in terms of simplification of the process to use a flushing method characterized by the following.

In the present invention, if necessary at the time of surface treatment,
An appropriate drug for improving the usability may be used in combination.
Drugs for improving the feeling of use of powder include lecithin, N-mono long chain acyl basic amino acids, silicone,
Examples include chitosan, collagen, and wax.

The spherical polymer powder used in combination with the fluorocopolymer-treated powder in the present invention is made of polymethylsilsesquioxane, nylon, polymethyl methacrylate, polyethylene, polyethylene terephthalate / polymethyl methacrylate, divinyl It is either a benzene / styrene copolymer or cellulose, and has an average particle size of 1 to 50 μm.

For example, polymethylsilsesquioxane whose production method is described in detail in JP-A-63-297313 is used. The particle shape of polymethylsilsesquioxane is a true sphere, and the average particle size is 0.1 to 20 μm.
m, particularly preferably 2 to 12 μm, and more preferably those having a particle size distribution in the range of ± 30% of the average particle diameter. For example, Tospearl 120 and Tospearl 145 (manufactured by Toshiba Silicone Co., Ltd.) are optimal.

The spherical polymer powder used in the present invention is
It may be surface-treated with silicone or a fluorine compound.

In the present invention, the proportion of the spherical polymer powder used in combination with the fluorine-based copolymer-treated powder is 1 to 95% by weight of the fluorine-based copolymer-treated powder and 1 to 30% by weight of the spherical polymer powder. Is preferred.

In the cosmetic of the present invention, in addition to these essential components, raw materials generally used in cosmetics may be blended. For example, solid / semi-solid oil components such as petrolatum, lanolin, ceresin, microcrystalline wax, carnauba wax, candelilla wax, higher fatty acids and higher alcohols. Liquid oils such as squalane, liquid paraffin, ester oil, diglyceride, triglyceride, and silicone oil. Fluorinated oils such as perfluoropolyether, perfluorodecalin and perfluorooctane. Water-soluble and oil-soluble polymers, surfactants, coloring agents such as organic dyes, ethanol, preservatives, antioxidants, pigments, thickeners,
pH adjusters, fragrances, ultraviolet absorbers, humectants, blood circulation enhancers, cooling agents, antiperspirants, bactericides, skin activators, and the like are used. The cosmetics of the present invention can be manufactured according to a usual method, and make-up cosmetics such as foundation, towel, eye color, and cheek color, body cosmetics such as body powder and baby powder, sunscreen cream, sunscreen lotion, and the like. Can be applied to sunscreen cosmetics.

[0081]

EXAMPLES Examples of the present invention will be specifically described, but the description does not limit the present invention. Production Example 1 In a four-necked flask equipped with a reflux condenser, a nitrogen inlet, a thermometer, and a stirrer, CH2 = CHCOO (CH2) 2 (C
F2CF2) nCF2CF3 (hereinafter abbreviated as FA, n =
3,4,5 compound in a weight ratio of 5: 3: 1) 2
0 g, side-chain mercapto-modified silicone (hereinafter referred to as Si-S
Abbreviated as H, Shin-Etsu Chemical KF-2001) 10 g,
10 g of butyl acrylate (hereinafter abbreviated as BA) and 158 g of toluene are added, heated to 80 ° C., and stirred for 30 minutes under a nitrogen stream. To this, 2 g of t-butyl peroxypivalate (trade name: Perbutyl PV, manufactured by NOF Corporation) was added and polymerized for 6 hours. By analyzing the residual FA in the reaction solution by gas chromatography, the polymerization rate of FA was 9
It was confirmed that it was 5%. A part of the obtained reaction solution was precipitated with methanol and dried under vacuum to obtain FA / Si-SH / B
A (= 5 / 2.5 / 2.5 wt.) Copolymer was isolated. When the molecular weight of the obtained FA / Si-SH / BA copolymer was measured by GPC, the weight average molecular weight was 35,000.
(In terms of polystyrene). Production Example 2 10 g of Si-SH, which is a monomer of Production Example 1, was replaced with silicone methacrylate [hereinafter abbreviated as Si-MA, trade name Cylaprene FM-0721 (molecular weight 6900),
Polymerization and isolation were carried out in exactly the same manner except for replacing with 10 g, and FA / Si-MA / BA (= 5 /
2.5 / 2.5 wt. ) A copolymer was obtained. GP to molecular weight
The weight average molecular weight measured by C was 78,000 (in terms of polystyrene). Production Example 3 A total of 40 g of the monomer of Production Example 1 was subjected to 24 g of FA and CH2.
Polymerization was carried out by exactly the same method except that toluene, which is a polymerization solvent, was replaced with 16 g of = CHCOOCH2CH2OH (hereinafter abbreviated as HEMA).
And precipitated with n-hexane instead of methanol,
Then, it is vacuum-dried to obtain FA / HEMA (= 6 / 4w).
t. ) A copolymer was obtained. When the molecular weight is measured by GPC,
The weight average molecular weight was 28,000 (in terms of polystyrene).

Production Examples 4 and 5 The FA copolymers of Production Examples 1 and 2 were processed into the mixed powder of Table 1 by the following method. 2 g of FA copolymer was mixed with xylene 120
g was heated and dissolved at 80 ° C. and cooled to room temperature. Put 40 g of this polymer solution and mixed powder in a juicer mixer.
Stirred for 0 seconds. The powder dispersion was poured into an aluminum vat and dried in a steam dryer (50 ° C.) for 24 hours.

[0083]

[Table 1]

Production Example 6 The FA copolymers of Production Examples 1 and 3 were prepared by the following method in Production Example 4.
The same mixed powder as above was processed. 0.8 g of the FA copolymer of Production Example 1 and 1.2 g of the FA copolymer of Production Example 3 were mixed with 60 g of xylene / 60 g of isopropyl alcohol in a mixed solvent of 8 g.
The mixture was dissolved by heating at 0 ° C. and cooled to room temperature. After that,
Same as Production Examples 4 and 5.

Examples 1 to 3 The performances of the cosmetics obtained in the following Examples and Comparative Examples were evaluated as follows. The makeup durability and feeling of use (expansion and stickiness) were evaluated according to the following criteria. ：: Very good ○: Good △: Normal ×: Poor XX: Very poor Evaluation was performed by five panelists specialized in sensory evaluation, and the average was taken as the result. Mixed powders treated with the FA copolymers of Production Examples 4 to 6 were used in Examples 1 to 3, and those not surface-treated with the FA copolymer were used in Comparative Example 1. Table 2 shows the above results.

[0086]

[Table 2]

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C08G 77/455 C08G 77/455 C08L 33/16 C08L 33/16 101/00 101/00 F-term (reference) 4C083 AB232 AB242 AB432 AC482 AD021 AD071 AD072 AD091 AD092 AD152 AD261 BB21 CC01 CC12 CC19 DD17 EE07 EE17 4J002 AB01X BB03X BC01X BC02X BG06X BG07W BG08W CF06X CL00X CP03X CP16W CA18W CA07 BA07 CA07 AW09W FB094 CD08 4J035 BA02 CA01U CA04U CA07U CA13U CA18U CA20U CA26U GA02 GA06 LA07 LB14 4J100 AC03R AC04R AG24P AJ02R AL03Q AL04Q AL05Q AL08P AL08Q AL08R AL09Q BA02P BA02Q BA03P BA03Q BA07P BAQB BABQ BA10P BA12Q BA10P BA07P BA07P BA07P

Claims (8)

[Claims] 1. A repeating unit derived from (a) a fluorine-containing (meth) acrylate in an amount of from 5 to 95% by weight and (b) a repeating unit derived from a silicon-containing polymerizable compound in an amount of from 1 to 5%.
0% by weight and / or a fluorine-containing copolymer containing 0 to 50% by weight of a repeating unit derived from a non-fluorinated monomer other than the silicon-containing polymerizable compound as the component (c) or (b). 1 to 95% by weight of powder for cosmetics,
A cosmetic comprising 1 to 30% by weight of a spherical polymer powder. 2. A fluorine-containing (meth) acrylate having the general formula (I-1): [Wherein, Rf is a polyfluoroalkyl group or a perfluoropolyether group having 6 to 16 carbon atoms, A is an alkylene group having 1 to 4 carbon atoms, (Where R ¹ is an alkyl group having 1 to 4 carbon atoms, and R ² is an alkylene group having 1 to 4 carbon atoms), or And X is a hydrogen atom or a methyl group. Or a compound represented by the general formula (I-2): [In the formula, Rf is a polyfluoroalkyl group or a perfluoropolyether group having 6 to 16 carbon atoms, A ¹ is an alkylene group having 1 to 4 carbon atoms, (Where R ¹ is an alkyl group having 1 to 4 carbon atoms, and R ² is an alkylene group having 1 to 4 carbon atoms), or X ¹¹ is a hydrogen atom or a methyl group, and Y ¹¹
Is a hydrogen atom or a methyl group, and m is 5 to 100. The cosmetic according to claim 1, which is a fluorine-containing (meth) acrylate represented by the following formula: 3. The compound containing a silicon-containing polymerizable compound represented by the general formula (II)
-1) or (II-2): Or [Wherein, R ³ is optionally one or two ether bonds;
A divalent saturated hydrocarbon group having 1 to 10 carbon atoms having a linear or branched carbon chain interrupted by
Is 10 to 20, m is 10 to 200, and n is 0.1 to 10. And a mercapto-modified silicone represented by the general formula (III-1): [Wherein Me is a methyl group, R ⁴ is a methyl group or a hydrogen atom, and R ⁵ is a linear or branched linear group which is optionally interrupted by one or two ether bonds. A divalent saturated hydrocarbon group having 1 to 10 carbon atoms having a carbon chain of R ⁶ is an alkyl group having 1 to 4 carbon atoms,
m is 3 to 300. A silicone macromonomer represented by the general formula (IV-1): Wherein x is from 10 to 200 and n is from 1 to 20. And an azo group-containing silicone represented by the general formula (V-1) or (V-2): Or CH ₂ ＣＨCHSi (OR ⁹ ) ₃ (V-2) wherein R ⁷ is a methyl group or a hydrogen atom;
⁸ is a divalent saturated hydrocarbon group having 1 to 10 carbon atoms having a linear or branched carbon chain which is optionally interrupted by one or two ether bonds, and R ⁹ is It is an alkyl group having 1 to 4 carbon atoms. The cosmetic according to claim 1, which is at least one member selected from the group consisting of polymerizable silanes represented by the formula: 4. The non-fluorinated monomer represented by the general formula (VI-
1): CH ₂ ＣＲCR ¹⁰ COO— (R ¹¹ —O) _n —R ¹² (VI-1) wherein R ¹⁰ and R ¹² are hydrogen or a methyl group, and R ¹¹ is alkylene having 2 to 6 carbon atoms. The group, n represents an integer of 1 to 50. A polyalkylene glycol (meth) acrylate represented by the general formula (VII-1): Wherein X ² is a hydrogen atom or a methyl group, and n is 1
~ 22. An alkyl (meth) acrylate represented by the general formula (VIII-1): [In the formula, each of X ²¹ and Y ²¹ is a hydrogen atom or a methyl group, n is 1 to 22, and m is 5 to 100. The cosmetic according to claim 1, which is at least one member selected from the group consisting of alkyl (meth) acrylate macromonomers represented by the formula: 5. The spherical polymer powder comprises polymethylsilsesquioxane, nylon, polymethylmethacrylate,
Any one of polyethylene, polyethylene terephthalate / polymethyl methacrylate, divinylbenzene / styrene copolymer, and cellulose, and having an average particle size of 1
The cosmetic according to claim 1, which has a size of -50 µm. 6. The cosmetic according to claim 1, wherein the cosmetic powder to be treated with the fluorocopolymer is a powder that has been treated with silicone in advance. 7. The cosmetic according to claim 1, wherein the cosmetic powder to be treated with the fluorocopolymer is a powder that has been previously treated with a low molecular fluorine compound. 8. The low molecular fluorine compound represented by the general formula (IX-
1): [Rf-AO] _n PO (OM) _3-n (IX-1) [wherein, Rf is a polyfluoroalkyl group or a perfluoropolyether group having 6 to 16 carbon atoms, and A is a carbon number. 1
An alkylene group of 4 to (Where R ¹ is an alkyl group having 1 to 4 carbon atoms, and R ² is an alkylene group having 1 to 4 carbon atoms), or And M represents a hydrogen atom, a metal atom, ammonium or substituted ammonium, and n represents a number of 1 to 3. The cosmetic powder according to claim 7, which is a fluorophosphate ester represented by the formula: