JP2002255748A - Method for producing nonaqueous liquid dispersion - Google Patents

Abstract

PROBLEM TO BE SOLVED: To prepare a liquid nonaqueous dispersion including a polymer dispersed in silicone oil that is useful for producing cosmetics having excellent resistance to water, resistance to oil, high adhesion, easy application properties and living body following properties. SOLUTION: In the method for producing the liquid nonaqueous dispersion that is used in cosmetics, (A) 1-20 wt.% of a silicone macromonomer mainly including radically polymerizable dimethylpolysiloxane represented by formula (I) (wherein X is a radically polymerizable group; (n) is an integer of 1-10; (m) is an integer of 3-300) and (B) 99-80 wt.% of a vinyl monomer group mainly including a (meth)acrylate copolymerizable with the component A are characteristically copolymerized through a one-step polymerization process in silicone oil by using a radical polymerization initiator in the absence of a dispersion stabilizer that can disperse the resultant copolymer produced.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a polymer dispersed in silicone oil, which is used for the production of cosmetics having excellent water resistance, oil resistance, adhesion and applicability, and biocompatibility. To a method for producing a liquid non-aqueous dispersion.

[0002]

2. Description of the Related Art Conventionally, cosmetics have been imparted with functions such as water resistance, oil resistance, and adhesion to improve the durability of cosmetics.
Various polymers are used as raw materials for cosmetics. For example, polyvinyl alcohol, polyvinyl pyrrolidone,
High molecular weight polymers such as polyvinyl acetate, acrylate 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 coatings obtained from these polymers are all continuous coatings with high molecular chains, cosmetics using these polymers improve the long-lasting cosmetics, but are difficult to apply at the time of makeup, and the coatings become firm after makeup. This makes it impossible to increase the amount of the polymer, because of the uncomfortable feeling of the cosmetics and the feeling of using the cosmetics. For this reason, there is a demand for a raw material polymer for cosmetics that provides cosmetics with a good cosmetic use feeling while maintaining the cosmetic durability.

As one method of solving this problem, many studies have been made to improve elongation, roughness, and the like by using a silicone acrylic resin and utilizing the slip property of silicon. For example, in Japanese Patent Application Laid-Open No. 2-247110, a silicone-acrylic graft polymer is blended to attempt to achieve both long-lasting makeup and a feeling of using makeup. However, even in these methods, the synthesized film is synthesized in the form of a solution in which the polymer is dissolved, and the resulting coating film forms a continuous film in which the polymer chains are entangled. Therefore, there was a restriction that the blending amount of the polymer could not be increased.

In Japanese Patent Application Laid-Open No. 8-269332, a non-aqueous resin dispersion in which an acrylic polymer is dispersed in a hydrophobic medium such as silicone oil using a silicone dispersant resin has been proposed as a cosmetic. I have. However, since this cosmetic is prepared by polymerizing a high molecular weight silicone-based dispersant resin in advance and using a large amount of this dispersant by a two-stage polymerization method, the silicone component of the dispersant is dissolved. The solution is not completely dispersed and becomes a highly viscous solution.In addition, the film formed by makeup forms a continuous film in which the silicone component is entangled. Was unsatisfactory. That is, as a cosmetic raw material, a polymer dispersion having the property of a film-forming agent is preferable, but it is still unsatisfactory for the purpose of providing a cosmetic material having a good cosmetic use feeling. Therefore, there is a need for a raw material polymer for cosmetics that can be used for general purposes.

[0005]

SUMMARY OF THE INVENTION An object of the present invention is to provide a water-resistant, oil-resistant, and adhesive film which has good cosmetic durability, and can be applied without any resistance at the time of makeup, and the film does not stick after makeup. It is an object of the present invention to provide a general-purpose raw material binder polymer in the form of a liquid polymer non-aqueous dispersion, which gives a cosmetic composition having a good cosmetic feel without any problem.

[0006]

According to the findings of the present inventors, when a high molecular weight polymer is used as a raw material for cosmetics, it is difficult to apply the high molecular weight polymer and the feeling of using the cosmetic such as a dry film is reduced. The main causes are as follows: 1) In the case of the solution type polymer, the polymer is in a dissolved state in which the polymer chains are entangled in the solution, and the coating formed by the makeup is a continuous coating film in which the polymer chains are directly entangled. 2) In addition, in the case of a dispersion type resin such as an emulsion, it has a dispersion structure in a solution, but when a coating film is formed by makeup, particles are fused to form a polymer chain. Is entangled;

[0007] The present inventors have solved this problem by 1) making the polymer solution into a dispersed structure, 2) and also forming a film, in which the polymer chains on the surface between the dispersed particles are not free. It was found that it was necessary to make the dispersed particles coherent while keeping the physical shape without any notice. Whether the object of the present invention can be achieved depends on
It depends on how to establish the appropriate concrete means to obtain the status of the above method.

Conventionally, as a method for producing a non-aqueous dispersion polymer to obtain a dispersion structure, an ICI method (Japanese Patent Publication No. 40-233) has been known.
50), Cook Paint method (JP-B-47-215)
81) and various methods such as the Ford method (Japanese Patent Publication No. 47-8537). However, all of these methods are intended to stabilize dispersion by synthesizing a component which is soluble in a hydrocarbon in a hydrocarbon-based hydrophobic solvent and then graft-polymerizing the component which is insoluble in the hydrocarbon. The present inventors, as a result of the examination,
These methods are: 1) the production process is complicated and it is difficult to produce a highly concentrated solution; 2) the composition is limited in order to obtain a stable dispersion; 3) furthermore, in addition to these disadvantages, dispersion Orientation of soft components soluble in hydrocarbons on the surface of the particles is a means of ensuring dispersion stability as a result, and as a result, the formed film is a continuous film with polymer chains entangled. As a result, it was found that a coating film was formed, which was not suitable for the purpose of the present invention.

The present inventors have studied the above problem and completed the present invention. That is, the present invention relates to general formula 1

Embedded image Wherein X is a radically polymerizable group, n is an integer of 1 to 10, and m is an integer of 3 to 300. A component 1 to 20% by weight, and B component which is a vinyl monomer group mainly composed of (meth) acrylate copolymerizable with the A component 99-80
% Is copolymerized by one-stage polymerization in silicone oil in the absence of a dispersion stabilizer for dispersing the resulting copolymer and in the presence of a radical polymerization initiator, and the copolymer is dispersed in silicone oil. A method for producing a liquid non-aqueous dispersion for use in cosmetics, characterized by producing a liquid non-aqueous dispersion. The dispersion obtained by the present invention is excellent because the dimethylpolysiloxane group is dispersed in a form oriented on the surface, and when a cosmetic is formed, the dispersed particles are formed in an aggregated form even in a film forming process during makeup. In addition to water and oil resistance, it is easy to apply and forms a film that does not cause discomfort due to makeup.

[0010]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Silicon oils usable in the present invention include, for example, dialkylpolysiloxanes such as dimethylpolysiloxane, diethylpolysiloxane and dibutylpolysiloxane, for example, methylphenylpolysiloxane and ethylphenylpolysiloxane. Alkyl phenyl polysiloxanes, such as cyclic dimethyl polysiloxane, cyclic diethyl polysiloxane, cyclic dialkyl polysiloxane such as cyclic dibutyl polysiloxane, for example,
And polysiloxanes such as cyclic alkylphenylpolysiloxanes such as cyclic methylphenylpolysiloxane, cyclic ethylphenylpolysiloxane, and cyclic butylphenylpolysiloxane. Also, modified polysiloxanes such as amino-modified polysiloxane, polyether-modified polysiloxane, and alkyl-modified polysiloxane can 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). In the formula, examples of the radical polymerizable group represented by X 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 vinyl ketone group. Specific examples of these silicon macromonomers include dimethyl polysiloxypropyl acrylate, methyl polysiloxypropyl methacrylate, dimethyl polysiloxypropyl vinyl benzyl ether, dimesyl polysiloxypropyl acrylamide, dimethyl polysiloxypropionate vinyl benzylate And the like. Of these, dimethyl polysiloxypropyl acrylate, dimethyl polysiloxypropyl methacrylate and the like are particularly preferable. The number average molecular weight of these silicon macromonomers is 100 as the number average molecular weight in terms of polystyrene by gel permeation chromatography.
0 to 100,000, preferably 2000 to 50,000
It is. If it is less than 1,000, the dispersion stability is poor, and
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. The component A is used as a component to be dissolved in silicone oil in an amount of 1 to 20%, preferably 2 to 15% of the whole monomer. If it exceeds 20%, the polymer will dissolve in the silicone oil, making it difficult to apply, and stickiness or the like derived from 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 component A has a different polarity from that of a macromonomer mainly composed of dimethylpolysiloxane, and is therefore a common radical (meth) acrylate. ) 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, and cyclohexyl (meth) acrylate (Meth) acrylates, for example,
Hydroxyl-containing (meth) acrylates such as hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl and (meth) acrylate; for example, acrylic acid, methacrylic acid, crotonic acid, and itaconic acid; Carboxyl group-containing unsaturated monomers such as fumaric acid, 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 basic (e.g., NN dimethylaminoethyl (meth) acrylate, NN diethylaminoethyl (meth) acrylate) Epoxy group-containing (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, and carbonyl-containing unsaturated monomers such as diacetone acrylamide and acetoacetoxyethyl methacrylate Is mentioned. Other monomers copolymerizable with (meth) acrylate include, for example, aromatic vinyls such as styrene, alpha-methylstyrene, vinyltoluene, unsaturated nitriles such as (meth) acrylonitrile, vinyl acetate, vinyl propionate and the like. Vinyl esters and the like. Examples of the polyfunctional vinyl monomer include divinylbenzene, trimethylolpropane tri (meth) acrylate, and ethylene glycol di (meth) acrylate. These can be used alone or in combination of two or more. The glass transition temperature of the copolymer composition is preferably from -30 to 80C, particularly preferably from 10 to 50C.
If the temperature is lower than -30 ° C, the strength of the coating film is not obtained. If the temperature is higher than 80 ° C, the film forming property is insufficient, and the adhesion is reduced.

The polymer dispersion in silicone oil of the present invention can be obtained by radically polymerizing the components (A) and (B) in the silicone oil. The radical polymerization initiator may be any one as long as it is used for general radical polymerization.
2,2-azobisisobutyronitrile, 2,2-azobis (2,4 dimethylvaleronitrile), 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 organic peroxides such as benzoyl peroxide. These polymerization initiators are preferably 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 adjusting the molecular weight, a chain transfer agent such as mercaptoacetic acid, mercaptopropionic acid, 2-propanethiol, 1-butanethiol, 2-mercaptoethanol, ethylmercaptoacetate, thiophenol, 2-naphthalenethiol, and dodecylmercaptan is used. You may.

The polymerization reaction is usually carried out in silicone oil for 3 hours.
The reaction is carried out at 0 to 180 ° C, preferably at 80 to 150 ° C.
It is good to carry out at ° C. Under these conditions, a silicon macromonomer (A) containing polydimethylsiloxane as a main component,
Vinyl monomer B mainly composed of (meth) acrylic acid
It can be completed in about 5 to 10 hours by adding the components, the polymerization initiator, and the like and continuously dropping them.
By radical copolymerization in silicone oil,
With a silicone macromonomer mainly composed of dimethylpolysiloxane as a dissolving component, other copolymerizable monomers mainly composed of (meth) acrylate become high molecular weight by the progress of the reaction in the polymerization process and become insoluble in silicon oil. It is considered that the polysiloxane is on the outside and the acrylic component is turned into a rounded shape on the inside and has a dispersed structure. Therefore, the dispersion stability and particle size are determined by changing the copolymer composition of the silicon macromonomer (A) containing dimethylpolysiloxane as a main component and the vinyl monomer (B) containing (meth) acrylate as a main component. .

From this, the ratio of the silicon macromonomer (component A) mainly composed of silicon macromonomer to the vinyl monomer (component B) mainly composed of (meth) acrylate, and the ratio of vinyl monomer mainly composed of (meth) acrylate 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 5000 to 500,000, particularly 10,000 to 100,000 in terms of polystyrene by GPC.
Preferably, it is 100,000. When the molecular weight is 3,000 or less, tackiness occurs, and when the molecular weight exceeds 500,000, the film-forming property is insufficient, and the adhesion is reduced.

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

The dispersion polymer liquid in the silicone oil thus obtained has a particle structure in which polydimethylsiloxane is oriented on the surface, so that the polymer has water resistance,
In addition to properties such as oil resistance and adhesiveness, even during drying, the viscosity is low, so it has good elongation, it has a refreshing feel, and the formed film has no entanglement, so it does not feel uncomfortable and uncomfortable Has properties that are not found in polymers.

The dispersion polymer liquid in silicone oil obtained by the present invention has good cosmetic durability and cosmetic use feeling, so that makeup cosmetics such as foundation, white powder, blusher, eyeshadow, 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 lipstick and lip balm, eyeliner cosmetics, basic makeup such as cream, emulsion and lotion Charges, shampoo,
It is commonly used as a raw material for cosmetics such as rinsing cosmetics.

[0020]

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

Example 1 Commercially available KF-995 as silicone oil was placed in a reaction vessel equipped with a thermometer, a reflux condenser, a stirrer, a dropping funnel and the like.
400 g (decamethylcyclopentasiloxane; manufactured by Shin-Etsu Chemical Co., Ltd.)
Warmed to ° C. and held. 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 of nitrogen)

Embedded image And a mixture of 40 g of tertiary butyl peroxy 2-ethylhexanoether (PBO) as a polymerization initiator was added dropwise over 180 minutes. After completion of the dropwise addition, 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 dispersed polymer was 31,000 as measured by GPC. The average particle size of the dispersion was measured using a laser Doppler / frequency analysis type particle size analyzer (UPA manufactured by Nikkiso Co., Ltd.).
150) was 0.27 μm.

Example 2 According to Example 1, 400 g of KF-995 was charged and 12
After heating and holding 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 Nisso and having the same structure as FM-0721 and having an average molecular weight of 10,000) and 9 g of tertiary butyl peroxy 2-ethylexanoate was added dropwise over 180 minutes. After keeping for a time, the mixture 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 weight average molecular weight of the obtained dispersed polymer was 28,000, and the average particle size was 0.28 μ.

Example 3 According to Example 1, KF-994 was used instead of KF-995.
(Decamethylcyclopentanesiloxane; 400 g, manufactured by Shin-Etsu Chemical Co., Ltd.), and at 110 ° C., 50 g of methyl methacrylate, butyl methacrylate (BMA)
460 g, butyl acrylate 30 g, FM-0721
A mixture of 60 g and 4 g of tertiary butyl peroxy 2-ethylhexisanoate was added dropwise over 180 minutes, the mixture was kept at the same temperature for 180 minutes, and then cooled to obtain a solid matter of 60.
A milky white dispersion polymer liquid having a viscosity of 4.3% and a viscosity of 4.3 ps was obtained. The weight average molecular weight of the obtained dispersed polymer was 5200.
0, the average particle size 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., replaced with nitrogen gas, heated to 110 ° C. and held. . 336 g of methyl methacrylate, 224 parts of 2-ethylhexyl acrylate, commercially available silicon macromonomer FM-0
A mixture of tertiary butyl peroxy 2-ethylhexanoate (9 g) and 721 (40 g) and a polymerization initiator was added dropwise over 180 minutes. After the completion of the dropwise addition, the mixture was kept at the same temperature for 3 hours and cooled, and the solid content was 60.3% and the viscosity was 52.
A 7 ps clear polymer solution was obtained. The weight average molecular weight of the obtained polymer was 29,000.

Comparative Example 2 According to Comparative Example 1, 500 g of toluene was charged and charged at 110 ° C.
After heating and holding, 220 g of methyl methacrylate, 90 parts of 2-ethylhexyl acrylate, FM-0721 1
A mixture of 50 g and 9 g of tertiary butyl peroxy 2-ethylhexanoate as a polymerization initiator was mixed with 180 parts.
Dropped over minutes. After completion of the dropwise addition, the mixture was kept at the same temperature for 3 hours and then cooled to obtain a translucent 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 was poured into 1000 g of methanol to precipitate the 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, and 11 was prepared.
After heating and holding at 0 ° C., 220 g of methyl methacrylate, 90 g of butyl methacrylate, 150 g of FM-0721,
And a mixture of 9 g of tertiary butyl peroxy 2-ethylexanoate was added dropwise over 180 minutes, kept at the same temperature for 3 hours, cooled, and cooled to a milky white dispersion having a solid content of 50.2% and a viscosity of 2.5 ps. A polymer liquid was obtained. The weight average molecular weight of the obtained dispersed polymer was 32,000, and the average particle diameter was 0.25 μ.

Comparative Example 4 According to Example 1, 400 g of KF-995 was charged and 12
After heating at 0 ° C., 480 g of methyl methacrylate, 60 g of styrene (ST), 20 g of butyl acrylate, FM-
After adding dropwise a mixture of 40 g of 0721 and 9 g of tertiary butyl and peroxy 2-ethylexanoate over 180 minutes, the mixture was kept at the same temperature for 3 hours, cooled, solid content was 60.2% and viscosity was 2.8 ps. A milky white dispersion polymer solution was obtained. The weight average molecular weight of the obtained dispersed polymer is 2
9000, the average particle size was 0.26μ.

Tables 1 and 2 show polymerization conditions and properties of Examples 1 to 3 and Comparative Examples 1 to 4.

[0029]

[Table 1] Table 1 Polymerization conditions of dispersed polymer in silicone oil ─ Example 1 2 3 Comparative Example 1 2 3 4 溶媒 Solvent KF -995 400 g 400 500 400 KF-994 400 TOL 400 500 Silicon 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 2 HEMA 40 catalyst PBO 9 g 8 4 9 9 9 9 Reaction temperature 120 ° C 120 110 110 110 110 120 ─────────────────────── ─────────────

[0030]

[Table 2] Table 2 Properties of polymer dispersed in silicone oil ─ Example 1 2 3 Comparative example 1 2 3 4 固 形 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 ────ア ク リ ル 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 by the following test methods and evaluation criteria, and the results shown in Table 3 were obtained. Test method (1) Transparency The dispersion was applied on a transparent glass plate with an applicator so that the dry film thickness became 20 μm, and the temperature was 20 ° C. and RH 65%.
, And the degree of cloudiness of the film was visually determined. (2) Water resistance The dispersed resin solution is dried on a clean fluorine film to a dry film thickness of 2
It was applied with an applicator so as to have a thickness of 0 μm, dried, the coated film was peeled off, and the state change of the film after immersion in tap water for 3 days was visually determined. (3) Oil resistance The coating film obtained in the same manner as in (2) was immersed in indodecane for 24 hours, and the change in the state of the film was visually determined. (4) Skin Adhesion A few drops of the dispersion were applied to the back of the hand, dried, and rubbed with a finger to determine how the film was removed. (5) Applicability The dispersion was determined by the presence or absence of snagging when stretched to dryness with the finger of the back of the hand. (6) Skin Following Property Measured by the feeling of 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 例 Example 1 2 3 Comparison Example 1 2 3 4 塗膜 Film performance Transparency ○ ○ ○ ○ ○ ○-Water resistance ○ ○ ○ ○ ○ ○-Oil resistance ○ ○ ○ ○ ○ ○-Adhesion ○ ○ ○ ○ ○ ○ × Usability Application property ◎ ◎ ◎ × × × ◎ × × △-────────────────────────────────────

Preparation of Cosmetics (Liquid Foundation
Example of blending into)

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

1). Dispersed polymer in silicone oil (Example 1) 45.0 2). Dimethylpolysiloxane 5.3 3). Isoparaffin (Isopar K) * 9.0 4). Titanium oxide 19.5 Bengala 1.2 6). Yellow iron oxide 2.7 7). Black iron oxide 0.9 8). Mica 12.0 9). Talc 4.5 10). Fragrance 0.1 * Exxon Chemical Company Made

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

1). The 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). Bengala 0.8 7). Yellow iron oxide 1.8 8). Black iron oxide 0.6 9). Mica 8.0 10). Talc 3.0 11). Fragrance 0 .1

The evaluation results are as follows.

[Table 4] Evaluation results {Example 4 Comparative Example 5}広 が り Spread and spread ◎ △ Refreshing feeling ○ ○ No uncomfortable feeling ◎ △ Make-up lasting ○ ○ ─────────── ─────────────────── Evaluation criteria ◎: very good ○: good △: slightly bad ×: bad

[0039]

The polymer dispersion in silicone oil obtained by the present invention is a polymer having both good cosmetic durability and cosmetic use feeling, which is not found in conventional polymers, and includes foundation, white powder, blush, eye shadow, Makeup cosmetics such as mascara, hair color, hair spray, hair foam, hair cosmetics such as hair dye, nail cosmetics such as nail cream and nail enamel, lip cosmetics such as lipstick, lip balm, eyeliner It can be widely 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.

 ──────────────────────────────────────────────────続 き Continued on front page F-term (reference) 4C083 AB232 AB242 AB432 AC012 AD152 AD161 AD162 CC01 CC12 DD01 DD23 DD28 DD39 EE07 FF01 4J011 HA03 HB25 HB28 4J027 AF03 AF05 AF06 AJ01 BA04 BA05 BA06 BA07 BA08 BA09 BA13 BA10 BA16 BA20 BA25

Claims (2)

[Claims] 1. The general formula 1 Wherein X is a radically polymerizable group, n is an integer of 1 to 10, and m is an integer of 3 to 300. 1 to 20% by weight of component A, and 99 to 80% of component B, which is a group of vinyl monomers mainly composed of (meth) acrylate copolymerizable with the component A. Dispersion stability for dispersing the resulting copolymer In the absence of the agent,
Copolymerization by one-stage polymerization in silicone oil in the presence of a radical polymerization initiator to produce a liquid non-aqueous dispersion in which the copolymer is dispersed in silicone oil, for use in cosmetics. A method for producing a liquid non-aqueous dispersion. 2. A cosmetic comprising the liquid non-aqueous dispersion according to claim 1.