JP3535840B2 - Method for producing liquid non-aqueous dispersion - Google Patents

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a polymer used in the production of a cosmetic having excellent water resistance, oil resistance, adhesiveness, ease of application, and biocompatibility, and a polymer dispersed in silicone oil. The present invention relates to a method for producing a liquid non-aqueous dispersion.

[0002]

2. Description of the Related Art Conventionally, for the purpose of imparting functions such as water resistance, oil resistance, and adhesiveness to cosmetics and improving the durability of makeup,
Various polymers are used as raw materials for cosmetics. For example, polyvinyl alcohol, polyvinylpyrrolidone,
High molecular weight polymers such as polyvinyl acetate, acrylic ester resin, nitrocellulose, alkyd resin, polyamide resin, methoxyethylene / maleic anhydride copolymer, acrylic resin alkanolamine solution, make-up cosmetics, hair cosmetics, It is used as a raw material for cosmetics such as nail cosmetics and basic cosmetics. However, since the films obtained from these polymers are all continuous films in which the polymer chains are entangled, cosmetics using these polymers improve makeup retention, but are difficult to apply during makeup, and the film becomes stiff after makeup. However, it is not possible to increase the blending amount of the polymer because it causes a feeling of discomfort and deteriorates the cosmetic use feeling. Therefore, there is a demand for a raw material polymer for cosmetics that gives a cosmetic with a good feeling of use while maintaining the makeup retention.

As one of the methods for solving this problem, many studies have been conducted to improve elongation, roughness, etc. by using silicon acrylic resin and utilizing the slip property of silicon. For example, in Japanese Patent Laid-Open No. 2-247110, a silicone-acrylic graft polymer is blended in an attempt to make makeup lasting and make-up feeling compatible. However, even in these methods, the polymer is synthesized in a solution state and the resulting coating film forms a continuous film in which the polymer chains are entangled, so that the cosmetic use feeling when used as a cosmetic is unsatisfactory. Therefore, there is a restriction that the compounding amount of the polymer cannot be increased.

Further, in Japanese Unexamined Patent Publication No. 8-269332, a non-aqueous resin dispersion liquid in which an acrylic polymer is dispersed in a hydrophobic medium such as silicone oil using a silicone dispersant resin is proposed as a cosmetic. There is. However, since this cosmetic is also manufactured by polymerizing a high molecular weight silicone dispersant resin in advance and using a large amount of this dispersant by a two-step polymerization method, the silicon component of the dispersant is dissolved. In addition, the solution does not form a completely dispersed system and has a high viscosity, and the film formed by makeup forms a continuous film with entangled silicon components, which makes it easier to use as a film-forming agent. Was unsatisfactory. That is, a polymer dispersion having the properties of a film-forming agent is preferable as a cosmetic raw material, but it is still unsatisfactory for the purpose of providing a cosmetic having a good cosmetic use feeling. Therefore, there is a demand for a raw material polymer for cosmetics that can be used more generally.

[0005]

DISCLOSURE OF THE INVENTION The object of the present invention is to provide a feeling of discomfort such as good water resistance, oil resistance, adhesion, and long lasting makeup, which can be applied with no resistance during makeup and the film does not become stiff after makeup. The purpose of the present invention is to provide a polymer for a general-purpose raw material binder in the form of a liquid polymer non-aqueous dispersion, which gives a cosmetic having a good cosmetic use feeling.

[0006]

According to the findings of the present inventors, when a high-molecular weight polymer is used as a cosmetic material, it is difficult to apply and the dry film is taut, which reduces the cosmetic use feeling. The causes are as follows: 1) In a solution-type polymer, the polymer is in a dissolved state in which the polymer chains are entangled in a solution, and the film formed by makeup is a continuous coating film in which the polymer chains are entangled. 2) In addition, in a dispersion type resin such as an emulsion, which has a dispersed structure in a solution, when a coating film is formed by makeup, particles are fused and the resulting film has a polymer chain. Be in a tangled state;

The inventors of the present invention have proposed a method for solving this problem by 1) forming a dispersion structure in a polymer solution, 2) and forming a film so that the polymer chains on the surface of the dispersed particles are separated from each other. We have found that it is necessary to disperse particles into agglomerated form while maintaining their physical shape without touching each other. Whether the object of the present invention can be achieved depends on
It depends on how to establish appropriate concrete means to obtain the status of the above method.

Conventionally, as a method for producing a non-aqueous dispersion polymer for obtaining a dispersion structure, the ICI method (Japanese Patent Publication No. 40-233) has been used.
50), Cook Point method (JP-B-47-215)
81), Ford method (Japanese Patent Publication No. 47-8537), and various other methods are known. However, in all of these methods, after a component soluble in a hydrocarbon is synthesized in a hydrocarbon-based hydrophobic solvent, a component insoluble in the hydrocarbon is graft-polymerized to stabilize the dispersion. As a result of the examination, the present inventors
These methods are: 1) The manufacturing method is complicated and it is difficult to form a high-concentration solution, 2) The composition is limited to obtain a stable dispersion, 3) Furthermore, dispersion is added in addition to these drawbacks. By orienting a hydrocarbon-soluble soft component on the surface of the particles, it is a means to ensure the dispersion stability as a result, and for this reason, the formed film is a continuous film in which polymer chains are entangled. It has been found that the result is the formation of a coating film, which is not suitable for the purpose of the present invention.

Therefore, the present inventors have completed the present invention as a result of investigating this problem. That is, the present invention has the general formula 1

[Chemical 2] (Wherein X represents a radically polymerizable group, n represents an integer of 1 to 10 and m represents an integer of 3 to 300) and a silicon macromonomer having a radically polymerizable dimethylpolysiloxane as a main component. 1 to 20% by weight of the component A, which is a component B which is a vinyl monomer group mainly composed of (meth) acrylate copolymerizable with the component A 99-80
% In the presence of a radical polymerization initiator in the absence of a dispersion stabilizer that disperses the resulting copolymer by one-step polymerization in silicone oil, and the copolymer is dispersed in the silicone oil. A method for producing a liquid non-aqueous dispersion for use in cosmetics, which comprises producing the liquid non-aqueous dispersion. The dispersion obtained according to the present invention is excellent in that dimethylpolysiloxane groups are dispersed in a surface-orientated form, and when it is used as a cosmetic, the dispersed particles are formed into a film even in the film-forming process at the time of makeup. In addition to water resistance and oil resistance, it is easy to apply, and a film with no discomfort is formed by makeup.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION The silicone oil which can be used in the present invention is, for example, a dialkylpolysiloxane such as dimethylpolysiloxane, diethylpolysiloxane or dibutylpolysiloxane, such as methylphenylpolysiloxane or ethylphenyllpolysiloxane. Cyclic dialkyl polysiloxanes such as alkylphenyl polysiloxanes, such as cyclic dimethyl polysiloxane, cyclic diethyl polysiloxane, cyclic dibutyl polysiloxane,
Examples include polysiloxanes such as cyclic alkylphenyl polysiloxanes such as cyclic methylphenyl polysiloxane, cyclic ethylphenyl polysiloxane, and cyclic butylphenyl polysiloxane. Further, modified polysiloxanes such as amino-modified polysiloxane, polyether-modified polysiloxane and alkyl-modified polysiloxane can also be used. These silicone oils can be used alone or in combination of two or more depending on the application.

The macromonomer (component A) having a radically polymerizable group and containing dimethylpolysiloxane is represented by the above formula (1). Examples of the radically polymerizable group represented by X in the formula include an acryloxy group, a methacryloxy group, a styryl group, an allyl group, a vinylbenzyl group, a vinyl ether group, an acrylimide group, a vinylalkylsilyl group and a vinylketone group. Specific examples of these silicone macromonomers include dimethyl polysiloxypropyl acrylate ester, methyl polysiloxypropyl methacrylic acid ester, dimethyl polysiloxypropyl vinyl benzyl ether, dimesyl polysiloxypropyl acrylamide, dimethyl polysiloxypropionate vinyl benzylate. , And the like. Of these, dimethylpolysiloxypropyl acrylate, dimethylpolysiloxypropylmethacrylate, and the like are particularly preferable. The number average molecular weight of these silicone macromonomers is 100 as the polystyrene equivalent number average molecular weight of gel permeation chromatography.
0 to 100,000, preferably 2000 to 50,000
Is. When it is 1000 or less, the dispersion stability is poor and 100
If it exceeds 000, the viscosity of the non-aqueous dispersion becomes too high.
These A components can be used alone or in combination of two or more kinds. The component A is used as a component dissolved in silicone oil in an amount of 1 to 20%, preferably 2 to 15% of the total amount of the monomers. If it exceeds 20%, the polymer will be dissolved in silicone oil to make it difficult to apply, and stickiness due to the silicon macromonomer will occur. If it is less than 1%, a stable dispersion cannot be obtained.

The radical-polymerizable monomer (component B) mainly composed of (meth) acrylate copolymerizable with the component A has a polarity different from that of the macromonomer mainly composed of dimethylpolysiloxane, so that it is generally used. ) Acrylates can be used. For example, alkyl such as methyl (meth) acrylate, ethyl (meth) acrylate, N-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, stearyl (meth) acrylate, benzyl (meth) acrylate, cyclohexyl (meth) acrylate. (Meth) acrylates, for example
Hydroxyl group-containing (meth) acrylates such as hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl and (meth) acrylate, such as acrylic acid, methacrylic acid, crotonic acid, and itaconic acid, Fumaric acid, carboxylic group-containing unsaturated monomers such as maleic acid and its half ester,
For example, phosphoric acid group-containing (meth) acrylates such as light ester PA and light ester PM (manufactured by Kyoeisha Chemical Co., Ltd.) such as NN dimethylaminoethyl (meth) acrylate, NN diethylaminoethyl (meth) acrylate, etc. Epoxy group-containing (meth) such as (meth) acrylates such as glycidyl (meth) acrylate
Acrylates, for example, N-alkoxy-substituted amides such as N-methoxymethylol (meth) acrylamide and N-butoxymethylol (meth) acrylamide, carbonyl-containing unsaturated monomers such as diacetone acrylamide and acetoacetoxyethyl methacrylate. Is mentioned. Examples of other (meth) acrylate-copolymerizable monomers include aromatic vinyls such as styrene, alphamethylstyrene and vinyltoluene, unsaturated nitriles such as (meth) acrylonitrile, vinyl acetate, vinyl propionate, etc. And vinyl esters thereof. Examples of the polyfunctional vinyl monomer include divinylbenzene, trimethylolpropane tri (meth) acrylate, ethylene glycol di (meth) acrylate, and the like. These can be used alone or in combination of two or more. The glass transition temperature of the copolymer composition is preferably -30 to 80 ° C, particularly preferably 10 to 50 ° C.
If the temperature is -30 ° C or lower, the strength of the coating film is not sufficient, and if it is 80 ° C or higher, the film forming property is insufficient and the adhesion is deteriorated.

The dispersion polymer liquid in the silicone oil according to the present invention can be obtained by radical polymerization of the components (A) and (B) in the silicone oil. The radical polymerization initiator may be any one used in general radical polymerization, for example,
2,2-azobisisobutyronitrile, 2,2-azobis (2,4dimethylvaleronitrile), 2,2-azobis (4-methoxy-2,4-dimethylvaleronitrile), dimethyl 2,2-azobisisobutyrate And azo compounds such as lauroyl peroxide, t-butyl peroxide, dicumyl peroxide, t-butyl peroxy 2-ethylhexanoate, and benzoyl peroxide. These polymerization initiators are used in an amount of 0.01 to 5% by weight, preferably 0.1 to 2% by weight, based on the monomer mixture. Also,
For the purpose of adjusting the molecular weight, a chain transfer agent such as mercaptoacetic acid, mercaptopropionic acid, 2-propanethiol, 1-butanethiol, 2-mercaptoethanol, ethylmercaptoacetate, thiophenol, 2-naphthalenethiol, dodecylmercaptan is used. May be.

The polymerization reaction is usually carried out in silicone oil with 3
It is carried out at 0 to 180 ° C., preferably 80 to 150
It is better to perform at ℃. Under this condition, a silicon macromonomer (A) containing polydimethylsiloxane as a main component,
Vinyl monomer B mainly composed of (meth) acrylate
The components, the polymerization initiator and the like can be added and continuously added dropwise to complete the reaction in about 5 to 10 hours.
By radically copolymerizing in silicone oil,
Using a silicon macromonomer mainly composed of dimethylpolysiloxane as a soluble component, other copolymerizable monomers mainly composed of (meth) acrylate become higher in molecular weight due to the progress of the reaction in the polymerization process and become insoluble in silicon oil. It seems that the polysiloxane is placed on the outside and the acrylic component is rolled up inside to form a dispersed structure. Therefore, the dispersion stability and the particle size are determined by changing the copolymerization composition of the silicon macromonomer (A) whose main component is dimethylpolysiloxane and the vinyl monomer (B) whose main component is (meth) acrylate. .

From this, the ratio of the silicon macromonomer (component A) containing silicon macromonomer as the main component and the vinyl monomer (component B) containing mainly (meth) acrylate, the vinyl monomer containing (meth) acrylate as the main component. Type, polymerization reaction temperature, type and amount of catalyst,
The particle size and the molecular weight can be controlled by adjusting the monomer charging method and the like.

The weight average molecular weight of the polymer dispersed in silicone oil thus produced is 5,000 to 500,000, particularly 10,000 to 10,000 in terms of polystyrene in GPC.
It is preferably 100,000. When the molecular weight is 3,000 or less, tackiness occurs, and when it exceeds 500,000, the film-forming property becomes insufficient and the adhesiveness deteriorates.

Further, the particle size of the dispersed polymer liquid in the silicone oil in the present invention is preferably 0.05 to 2.0 μ, and particularly 0.1 to 0.8 μ in order to obtain the transparency of the film. . If the particle size exceeds 2μ, the stability of the dispersed particles will be insufficient and the transparency of the resulting film will also be reduced.

The thus obtained dispersed polymer liquid in silicone oil has a particle structure in which polydimethylsiloxane is oriented on the surface.
In addition to properties such as oil resistance and adhesion, it has a low viscosity even during drying and has a good stretch and has a refreshing feel.The formed film has no entanglement, so it does not feel uncomfortable and uncomfortable. It also has properties not found in other polymers.

The dispersion polymer liquid in silicone oil obtained according to the present invention has both good makeup retention and a good cosmetic use feeling. Therefore, makeup cosmetics such as foundation, white powder, blusher, eye shadow and mascara, hair color, Hair cosmetics such as hair spray, hair foam and hair dye, nail cosmetics such as nail cream and nail enamel, lip cosmetics such as lipsticks and lip balms, basic makeup such as eyeliner cosmetics, creams, lotions and lotions. Fee, shampoo,
It is generally used as a raw material for cosmetics such as cleansing cosmetics such as rinses.

[0020]

EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited thereto. Production of polymer liquid dispersed in silicone oil

Example 1 KF-995 commercially available as silicone oil in a reaction vessel equipped with a thermometer, a reflux condenser, a stirrer, a dropping funnel and the like.
(Decamethylcyclopentasiloxane; manufactured by Shin-Etsu Chemical Co., Ltd.) 400 g was charged, and after replacement with nitrogen gas, 120
Warmed to and held at. Methyl methacrylate (MMA)
336 g, 2-ethylhexyl acrylate (2EHA)
224 parts, commercially available silicon macromonomer FM-072
1 (polydimethylsiloxypropyl acrylate; structural formula with one end silaplane made by Chisso

[Chemical 3] And an average molecular weight of 5,000) and 40 g of tertiary butyl peroxy 2-ethylhexanoether (PBO) as a polymerization initiator were added dropwise over 180 minutes. After the completion of dropping, the mixture was kept at the same temperature for 3 hours and then cooled to obtain a milky white dispersed polymer liquid having a solid content of 60.2% and a viscosity of 3.6 ps. The weight average molecular weight of the obtained dispersion polymer was 31,000 as measured by GPC. The average particle size of the dispersion is measured by a laser Doppler / frequency analysis type particle size analyzer (UPA manufactured by Nikkiso Co., Ltd.).
It was 0.27 micrometer by the measurement using 150).

Example 2 According to Example 1, 400 g of KF-995 was charged.
After heating at 0 ° C, 270 g of methyl methacrylate, 250 g of butyl acrylate (BA), 40 g of 2-hydroxyethyl methacrylate (2HEMA), FM-0725
A mixture of 40 g (manufactured by Chisso, having the same structure as FM-0721 and having an average molecular weight of 10,000) and 9 g of tertiary butyl peroxy 2-ethyl exonoate was added dropwise over 180 minutes, and then at a temperature of 3 After holding for a period of time, it was cooled to obtain a milky white dispersed polymer liquid having a solid content of 60.1% and a viscosity of 5.3 ps. The resulting dispersion polymer had a weight average molecular weight of 28,000 and an average particle diameter of 0.28μ.

Example 3 According to Example 1, KF-994 was used instead of KF-995.
(Decamethylcyclopentane siloxane; manufactured by Shin-Etsu Chemical Co., Ltd.) 400 g was charged, and at 110 ° C., methyl methacrylate 50 g, butyl methacrylate (BMA)
460 g, butyl acrylate 30 g, FM-0721
A mixture of 60 g and 4 g of tertiary butyl peroxy 2-ethylhexanoate was added dropwise over 180 minutes, and the mixture was kept at the same temperature for 180 minutes and then cooled to obtain a solid content of 60.
A milky white dispersed polymer liquid having a viscosity of 4.3 ps and 2% was obtained. The weight average molecular weight of the obtained dispersion polymer was 5200.
0, the average particle diameter was 0.30μ.

Comparative Example 1 400 g of toluene (TOL) was charged into a reaction vessel equipped with a thermometer, a reflux condenser, a stirrer, a dropping funnel, etc., and after purging with nitrogen gas, it was heated to 110 ° C. and kept. . 336 g of methyl methacrylate, 224 parts of 2-ethylhexyl acrylate, commercially available silicone macromonomer FM-0
A mixture of 40 g of 721 and 9 g of tertiary butyl peroxy 2-ethylhexanoate as a polymerization initiator was added dropwise over 180 minutes. After completion of dropping, the mixture was kept at the same temperature for 3 hours and then cooled, and solid content was 60.3% and viscosity was 52.
A clear polymer solution of 7 ps was obtained. The weight average molecular weight of the obtained polymer was 29000.

Comparative Example 2 According to Comparative Example 1, 500 g of toluene was charged and 110 ° C.
After heating and holding at 220 ° C., methyl methacrylate 220 g, 2-ethylhexyl acrylate 90 parts, FM-0721 1
180 g of a mixture of 50 g and 9 g of tertiary butyl peroxy 2-ethylhexanoate as a polymerization initiator.
It dripped over minutes. After the dropping was completed, the temperature was maintained at the same temperature for 3 hours and then cooled to obtain a semitransparent polymer solution having a solid content of 50.2% and a viscosity of 23.4 ps. The weight average molecular weight of the obtained polymer was 32,000. 100 g of this product was poured into 1000 g of methanol to precipitate a polymer. The precipitate was separated and dried to obtain a solid polymer.

Comparative Example 3 According to Example 1, 500 g of KF-995 was charged.
After maintaining at 0 ° C, 220 g of methyl methacrylate, 90 g of butyl methacrylate, 150 g of FM-0721,
A mixture of 9 g of tert-butyl peroxy 2-ethylexanoate and 180 g was added dropwise over 180 minutes, and the mixture was kept at the same temperature for 3 hours and then cooled to give a milky white dispersion having a solid content of 50.2% and a viscosity of 2.5 ps. A polymer liquid was obtained. The resulting dispersion polymer had a weight average molecular weight of 32,000 and an average particle diameter of 0.25μ.

Comparative Example 4 According to Example 1, 400 g of KF-995 was charged.
After heating at 0 ° C, 480 g of methyl methacrylate, 60 g of styrene (ST), 20 g of butyl acrylate, FM-
0721 40 g, and a mixture of tertiary butyl and peroxy 2-ethyl exoanoate 9 g were added dropwise over 180 minutes, and the mixture was kept at the same temperature for 3 hours and then cooled, and solid content was 60.2% and viscosity was 2.8 ps. A milky white dispersed polymer liquid was obtained. The weight average molecular weight of the obtained dispersion polymer was 2
The average particle diameter was 9,000 and was 0.26 μm.

Polymerization conditions and properties of Examples 1 to 3 and Comparative Examples 1 to 4 are shown in Tables 1 and 2.

[0029]

[Table 1]                 Table 1 Polymerization conditions of dispersion polymer in silicone oil ────────────────────────────────────                   Example 1 2 3 Comparative Example 1 2 3 4 ──────────────────────────────────── Solvent KF-995 400 g 400 500 400        KF-994 400        TOL 400 500 Silicone macromonomer   FM-0721 40 g 60 40 150 150 40              FM-0725 40 Monomer       ST 60           MMA 336 g 270 50 336 220 220 480           BMA 460           BA 250 30 20           2EHA 224 g 224 90 90           2HEMA 40 Catalyst PBO 9 g 8 4 9 9 9 9 Reaction temperature 120 ℃ 120 110 110 110 110 120 ────────────────────────────────────

[0030]

[Table 2]                 Table 2 Properties of dispersed polymer in silicone oil ────────────────────────────────────                       Example 1 2 3 Comparative Example 1 2 3 4 ──────────────────────────────────── Solid content 60.2 (%) 60.1 60.2 60.3 50.2 50.2 60.2 Viscosity 3.6 (ps) 5.3 4.3 52.7 23.4 2.5 2.8 Average particle size 0.27 (μ) 0.29 0.30 ---- 0.25 0.26 Weight average molecular weight 31000 25000 52000 29000 32000 32000 29000 ──────────────────────────────────── Acrylic part Tg 8.1 ℃ 8.7 19.7 8.1 27.3 27.3 94.5 Silicon macromonomer  % 7.1% 10 7.1 7.1 30 30 7.1 ────────────────────────────────────

The performance of the obtained polymer was tested according to the following test methods and evaluation criteria, and the results shown in Table 3 were obtained. Test method (1) Apply the transparent dispersion liquid on a transparent glass plate with an applicator so that the dry film thickness is 20 μ, and then at 20 ° C. RH 65%
The film was formed into a film, and the degree of turbidity of the film was visually evaluated. (2) Disperse resin liquid on a water-resistant clean fluorine film to a dry film thickness of 2
It was coated with an applicator so as to be 0 μm, dried, and then the coating film was peeled off, and the state change of the film after being immersed in tap water for 3 days was visually determined. (3) Oil resistance The coated film obtained in the same manner as in (2) above was visually evaluated for changes in the state of the film after being immersed in indodecane for 24 hours. (4) A few drops of the skin adhesive dispersion were applied to the back of the hand, and after drying, rubbing with a finger was evaluated by the removal of the film. (5) The applicability dispersion was evaluated by the presence or absence of a catch when it was spread on the back of a hand with a finger until it was dry. (6) Skin followability It was measured by the feeling of a tightness after drying of the coating film applied in the above (5). Evaluation criteria ◎: Very good ○: Good △: Slightly bad ×: Bad

[0032]

[Table 3]                             Table 3 Evaluation results ────────────────────────────────────                 Example 1 2 3 Comparative Example 1 2 3 4 ──────────────────────────────────── Coating performance   Transparency ○ ○ ○ ○ ○ ○-   Water resistance ○ ○ ○ ○ ○ ○-   Oil resistance ○ ○ ○ ○ ○ ○-   Adhesion ○ ○ ○ ○ ○ ○ × Usability   Applicability ◎ ◎ ◎ × × △ ◎   Skin following ability ◎ ◎ ◎ ◎ × × △- ────────────────────────────────────

Preparation of cosmetics (liquid foundation
Compounding example)

Example 4 1) to 10) below. After mixing the components described above, the mixture was uniformly dispersed with a sand grinder to obtain a liquid foundation.

[0035]   1). Dispersion polymer in silicone oil (Example 1) 45.0   2). Dimethyl polysiloxane 5.3   3). Isoparaffin (Isopar K) * 9.0   4). Titanium oxide 19.3   5). Bengal 1.2   6). Yellow iron oxide 2.7   7). Black iron oxide 0.9   8). Mica 12.0   9). Talc 4.5   10). Perfume 0.1                                         * Made by Exxon Chemical

Comparative Example 5 1). ~ 5). After mixing the ingredients of
6). ~ 12). Was added and dispersed uniformly by a roll mill to obtain a liquid foundation.

[0037]   1). Solid polymer obtained in Comparative Example 2 15.0   2). Dimethylpolysiloxane 9.0   3). Decamethylcyclopentasiloxane 6.0   4). Isoparaffin (Isopar K) 39.8   5). Titanium oxide 12.9   6). Bengal 0.8   7). Yellow iron oxide 1.8   8). Black iron oxide 0.6   9). Mica 8.0   10). Talc 3.0   11). Perfume 0.1

The evaluation results are as follows.

[Table 4]                       Evaluation results ──────────────────────────────                         Example 4 Comparative example 5 ────────────────────────────── Spread and spread ◎ △     A refreshing feeling ○ ○     No discomfort ◎ △ Hold makeup ○ ○ ──────────────────────────────                       Evaluation criteria ◎: Very good ○: Good △: Slightly bad ×: Bad

[0039]

EFFECT OF THE INVENTION The dispersed polymer liquid in silicone oil obtained by the present invention is a polymer which has both good makeup lasting and cosmetic feeling, which conventional polymers do not have, and includes foundation, white powder, blusher, eye shadow, Makeup cosmetics such as mascara, hair color, hair spray, hair foam, hair cosmetics such as hair dye, nail cream such as nail cream and nail enamel, lip cosmetics such as lipstick and lip cream, eyeliner It can be generally used as a raw material for cosmetics, such as basic cosmetics such as cosmetics, creams, emulsions and lotions, and cleaning cosmetics such as shampoos and rinses.

Continuation of the front page (56) Reference JP 2000-63225 (JP, A) JP 8-269332 (JP, A) JP 10-218726 (JP, A) JP 10-218740 (JP, A) A) JP 10-218750 (JP, A) JP 2000-290154 (JP, A) JP 2000-86429 (JP, A) JP 6-9332 (JP, A) JP 2000-273028 ( JP, A) JP 9-110633 (JP, A) JP 11-246441 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A61K ^7/ 00-7/50 C08F 2/06

Claims (2)

(57) [Claims] 1. A general formula 1 (Wherein X represents a radically polymerizable group, n represents an integer of 1 to 10 and m represents an integer of 3 to 300) and a silicon macromonomer having a radically polymerizable dimethylpolysiloxane as a main component. Component 1 is 1 to 20% by weight and component B is 99-80% which is a vinyl monomer group mainly composed of (meth) acrylate copolymerizable with the component A. In the absence of agents,
Use in cosmetics, characterized by producing a liquid non-aqueous dispersion in which a copolymer is dispersed in silicone oil by copolymerizing by one-step polymerization in silicone oil in the presence of a radical polymerization initiator. And a method for producing a liquid non-aqueous dispersion, which is used for. 2. A cosmetic comprising the liquid non-aqueous dispersion according to claim 1.