JPH11217444A - Silicone rubber powder, method for producing the same, and cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a silicone rubber powder in which generation of odor over time is suppressed even in the coexistence of a polyether compound and water, an efficient production method of the rubber powder, and a rubber powder and a polyether compound The present invention provides a cosmetic that suppresses generation of an unpleasant odor over time, despite the fact that the cosmetic contains water and water. SOLUTION: A silicone rubber powder obtained by impregnating a silicone rubber powder crosslinked by a hydrosilylation reaction in the presence of a platinum-based catalyst with a compound that reduces the catalytic action of the platinum-based catalyst, and a hydrosilyl powder in the presence of a platinum-based catalyst The method for producing a silicone rubber powder, characterized by impregnating a compound that reduces the catalytic action of the platinum-based catalyst, into the silicone rubber powder crosslinked by a polymerization reaction, and at least the silicone rubber powder, a polyether compound, and Cosmetics characterized by containing water.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a silicone rubber powder, a method for producing the rubber powder, and a cosmetic compounded with the rubber powder. Silicone rubber powder whose generation has been suppressed, an efficient method for producing the rubber powder, and the generation of an unpleasant odor over time has been suppressed in spite of the cosmetic containing the rubber powder, polyether compound, and water Related to cosmetics.

[0002]

2. Description of the Related Art Silicone rubber powder obtained by crosslinking by a hydrosilylation reaction under the catalytic action of a platinum-based catalyst is used as a raw material for cosmetics and various additives. There is a problem that a composition obtained by allowing a powder to coexist with a polyether compound and water, especially a cosmetic, generates an odor over time. For this reason, there has been a problem that the use of such silicone rubber powder in cosmetics is partially restricted.

[0003]

DISCLOSURE OF THE INVENTION The present inventors have intensively studied the above-mentioned problems, and as a result, have reached the present invention. That is, an object of the present invention is to suppress the generation of odor over time even in the coexistence of a polyether compound and water, to produce a silicone rubber powder crosslinked by a hydrosilylation reaction in the presence of a platinum-based catalyst, and to improve the efficiency of the rubber powder. The object of the present invention is to provide a cosmetic composition in which the generation of an unpleasant odor with time is suppressed, despite a conventional production method and a cosmetic composition containing the rubber powder, the polyether compound and water.

[0004]

SUMMARY OF THE INVENTION The silicone rubber powder of the present invention is crosslinked by a hydrosilylation reaction in the presence of a platinum-based catalyst, and is impregnated with a compound that reduces the catalytic action of the platinum-based catalyst. It is characterized by the following. Also,
The method for producing a silicone rubber powder according to the present invention is characterized in that a silicone rubber powder crosslinked by a hydrosilylation reaction is impregnated with a compound that reduces the catalytic action of the platinum catalyst in the presence of a platinum catalyst. Furthermore, the cosmetic of the present invention is characterized by containing at least the above-mentioned silicone rubber powder, a polyether compound, and water.

[0005]

DESCRIPTION OF THE PREFERRED EMBODIMENTS First, the silicone rubber powder of the present invention will be described in detail. The silicone rubber powder of the present invention contains a platinum-based catalyst and is crosslinked by a hydrosilylation reaction. The average particle size of the silicone rubber powder is not limited, but when it is used as a raw material for cosmetics, it is within the range of 0.1 to 500 μm because the feeling of use of the obtained cosmetic is good. It is particularly preferable that the thickness be in the range of 0.5 to 200 μm. The hardness of the silicone rubber forming the silicone rubber powder is not limited. However, when the silicone rubber is used as a raw material of a cosmetic, the obtained cosmetic has a good feeling of use. Therefore, JIS K 6301 “ Hardness test (A)
(JIS A hardness) is preferably 80 or less, and particularly preferably JIS A hardness of 65 or less.

The surface of the silicone rubber powder of the present invention may be covered with inorganic fine particles. As the inorganic fine particles, for example, silicon oxide, titanium oxide,
Fine powders of metal oxides such as zinc oxide, aluminum oxide, zirconium oxide, and antimony oxide; fine powders of metal nitrides such as boron nitride and aluminum nitride; other fine powders of sulfides and fine powders of chloride; Metal oxide fine particles. Furthermore, since silicon oxide fine particles, titanium oxide fine particles, and zinc oxide fine particles are excellent in dispersibility, ultraviolet absorption effect, and the like, favorable results are obtained when this silicone rubber powder is used as a raw material for cosmetics. The surface of the inorganic fine particles is made of silicone,
It may be one treated with metal soap, N-acylglutamic acid, fluorine or the like.

[0007] The silicone rubber powder of the present invention is characterized in that it is impregnated with a compound that reduces the catalytic action of a platinum-based catalyst. As this compound, for example, a nitrogen atom,
Compounds containing a phosphorus atom or a sulfur atom, compounds containing an unsaturated group (for example, enyne compounds, acetylene alcohols), and preferably, an organic amine compound containing a nitrogen atom, an amino group-containing silicone,
It is a phosphoric acid compound containing a phosphorus atom, more preferably an organic amine compound and an amino group-containing silicone, and particularly preferably an amino group-containing silicone.

Examples of such organic amine compounds include 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl- Compounds that can be used as cosmetic raw materials, such as 1,3-propanediol, L-alanine, DL-alanine, allantoin, L-arginine, L-arginine L-aspartate, and triethanolamine alkyl sulfate are exemplified.

Further, such an amino group-containing silicone includes, for example, a compound represented by the following general formula:

Embedded image (Wherein p is 0 or 1, x is a positive number, and y is 0 or a positive number), a silicone represented by the general formula:

Embedded image (Wherein p is 0 or 1, and y is 0 or a positive number), an amino group-containing silicone represented by the general formula:

Embedded image (Wherein p is 0 or 1, and y is 0 or a positive number), an amino group-containing silicone represented by the general formula:

Embedded image (Wherein p is 0 or 1, x is a positive number, and y is 0 or a positive number), and a part of the methyl groups of these amino group-containing silicones. Examples include silicones substituted with a phenyl group, a 3,3,3-trifluoropropyl group, a hydroxyl group, a methoxy group or an ethoxy group. The viscosity of the amino group-containing silicone is not limited, but it is not more than 0.5 centipoise at 25 ° C. because it does not easily evaporate from the silicone rubber powder of the present invention and a sufficient lasting effect can be obtained. Is preferable, and further, at 25 ° C., 1.
It is preferably within the range of 0 to 50,000,000 centipoise, and particularly at 25 ° C., 1.0 to 1,000.
It is preferably within the range of centipoise.

The amount of the compound impregnated in the silicone rubber powder of the present invention is not limited, but is sufficient to reduce the catalytic activity of the platinum-based catalyst contained in the silicone rubber powder. When a compound containing a nitrogen atom, a phosphorus atom, or a sulfur atom or a compound containing an unsaturated group is used, platinum metal 1 contained in the platinum-based catalyst contained in the silicone rubber powder is used.
It is preferable that the amount of nitrogen atom, phosphorus atom, and sulfur atom in this compound be 0.05 mol or more, and particularly that the amount of these atoms be 0.1 mol or more, based on the mol. preferable.

Next, the method for producing the silicone rubber powder of the present invention will be described in detail. The method for producing a silicone rubber powder according to the present invention is characterized in that a silicone rubber powder crosslinked by a hydrosilylation reaction is impregnated with a compound that reduces the catalytic action of the platinum catalyst in the presence of a platinum catalyst. This silicone rubber powder contains a platinum-based catalyst and is crosslinked by a hydrosilylation reaction. The average particle size of this silicone rubber powder is not limited,
When this is used as a raw material for a cosmetic, the obtained cosmetic has a good feeling of use.
m, particularly preferably in the range of 0.5 to 20.
It is preferably within a range of 0 μm. The hardness of the silicone rubber forming the silicone rubber powder is not limited. However, when this silicone rubber powder is used as a raw material of a cosmetic, the obtained cosmetic has a good feeling of use. Is preferably 80 or less, and particularly preferably, its JIS A hardness is 65 or less.

Further, the surface of the silicone rubber powder may be coated with inorganic fine particles. Examples of the inorganic fine particles include the same powders as described above, and are preferably metal oxide fine particles. Furthermore, since silicon oxide fine particles, titanium oxide fine particles, and zinc oxide fine particles are particularly excellent in dispersibility, ultraviolet absorption effect, and the like, favorable results are obtained when this silicone rubber powder is used as a raw material for cosmetics. Further, the inorganic fine particles may be those whose surface has been previously treated with silicone, metal soap, N-acylglutamic acid, fluorine or the like.

As the compound impregnated in the silicone rubber powder and reducing the catalytic action of the platinum-based catalyst, the same compounds as described above are exemplified. Preferably, an organic amine compound containing a nitrogen atom and an amino group containing an amino group are used. Silicone is a phosphoric acid compound containing a phosphorus atom, more preferably an organic amine compound and an amino group-containing silicone, and particularly preferably an amino group-containing silicone. Examples of the organic amine compound include the same compounds as described above. Examples of the amino group-containing silicone include the same silicones as described above. The amino group-containing silicone is preferably not less than 0.5 centipoise at 25 ° C., since it does not easily volatilize from the silicone rubber powder and can obtain a sufficient sustained effect. 1.0 ~
It is preferably within the range of 50,000,000 centipoise, and particularly preferably within the range of 1.0 to 1,000 centipoise at 25 ° C.

The production method of the present invention is characterized by impregnating the above-mentioned silicone rubber powder with a compound which reduces the catalytic activity of a platinum-based catalyst. In the case of a state or a high-viscosity liquid, a method of immersing the silicone rubber powder in this organic solution and then removing the organic solvent,
If this compound is a low-viscosity liquid, after immersing the silicone rubber powder in this liquid, a method of removing the compound adhering to the surface as necessary, after immersing the silicone rubber powder in this organic solution, A method of removing the organic solvent can be used.

In the production method of the present invention, the amount of the compound impregnated in the silicone rubber powder is not limited, but is an amount sufficient to reduce the catalytic action of the platinum-based catalyst contained in the silicone rubber powder. When a compound containing a nitrogen atom, a phosphorus atom, or a sulfur atom or a compound containing an unsaturated group is used as this compound,
It is preferable to impregnate an amount of nitrogen, phosphorus, and sulfur in the compound of 0.05 mol or more with respect to 1 mol of platinum metal in the platinum-based catalyst contained in the silicone rubber powder, Further, it is preferable to impregnate these atoms in an amount of 0.1 mol or more, and it is particularly preferable that these atoms are equimolar or more.

Next, the cosmetic of the present invention will be described in detail. The cosmetic of the present invention is characterized by containing at least a silicone rubber powder impregnated with the compound that reduces the catalytic activity of the platinum-based catalyst, a polyether compound, and water. This silicone rubber powder is as described above. In the cosmetic of the present invention, the content of the silicone rubber powder is not limited, but is preferably 0.1% by weight or more, more preferably 1% by weight or more of the cosmetic, since the feeling of use is good. Preferably, there is.

Further, as the polyether compound,
For example, polyalkylene oxides such as polyethylene oxide, polypropylene oxide, polybutylene oxide, polyoxyethylene / polyoxypropylene glycol; polyoxyethylene alkyl ether, polyoxyethylene alkenyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene
Polyalkylene oxide ethers such as polyoxypropylene alkyl ether; polyalkylene oxide esters such as polyoxyethylene sorbitan fatty acid ester and polyoxyethylene glycerin fatty acid ester; general formula:

Embedded image (Where m is a positive number, n is 0 or a positive number, x
Is a positive number, and y is 0 or a positive number. A) a polyether chain-containing silicone represented by the general formula:

Embedded image (Where m is a positive number, n is 0 or a positive number, x
Is a positive number, and y is 0 or a positive number. A) a polyether chain-containing silicone represented by the general formula:

Embedded image (Where m is a positive number, n is 0 or a positive number, y
Is 0 or a positive number. A) a polyether chain-containing silicone represented by the general formula:

Embedded image (Where m is a positive number, n is 0 or a positive number, y
Is 0 or a positive number. A) a polyether chain-containing silicone represented by the general formula:

Embedded image (Where m is a positive number, n is 0 or a positive number, x
Is a positive number, and y is 0 or a positive number. ), Wherein some of the methyl groups of these polyether chain-containing silicones are phenyl,
Silicones substituted with a 3,3-trifluoropropyl group, a hydroxyl group, a methoxy group or an ethoxy group, and silicones in which polyether chains are blocked with hydroxyl groups are exemplified.

The water is not particularly limited, and is preferably purified water which is usually used for cosmetics.

In the cosmetic of the present invention, as other components, for example, extenders such as mica, talc, sericite and nylon powder; inorganic pigments such as pearl;
Organic pigments such as 02, red b226, yellow 4, and aluminum lake; and various inorganic powders such as zinc oxide, titanium oxide, zirconium oxide, and iron oxide. Further, the cosmetic of the present invention may contain, for example, an inorganic powder which has been subjected to silicone treatment, metal soap treatment, N-acylglutamic acid treatment, or fluorine treatment.

The cosmetic of the present invention may contain an oil agent. Examples of the oil agent include hydrocarbons such as solid or liquid paraffin, crystal oil, ceresin, ozokerite or montan wax; vegetable oils such as olive, ground wax, carnauba wax, lanolin, whale wax, and animal fats and oils. ; Stearic acid, palmitic acid, oleic acid, glycerin monostearate, glycerin distearate,
Fatty acids such as glycerin monooleate, isopropyl myristate, isopropylstearate, butylstearate, dextrin fatty acid ester and the like; polydimethylsiloxane, octamethyltetrasiloxane, decamethylcyclopentasiloxane, volatile Silicone oils such as silicone oil, polymethylphenylsiloxane, and amino-modified polysiloxane; and alcohols such as ethyl alcohol, isopropyl alcohol, cetyl alcohol, stearyl alcohol, palmityl alcohol, and hexyl decyl alcohol.

Further, the cosmetic of the present invention includes glycol,
It may also contain a polyhydric alcohol having a moisturizing effect, such as glycerin and sorbitol. Further, the cosmetics of the present invention include p-methylbenzylidene, camphor and its sodium sulfonate and organic acid sodium salts, known ultraviolet absorbers such as benzophenones and esters, cosmetics, quasi-drugs, It can also contain preservatives, fragrances, pigments, pearlescent agents, coloring agents, antioxidants, thickeners, etc., which can be incorporated in external medicines.

Examples of such cosmetics of the present invention include cosmetics in the form of solutions, emulsions, creams, semi-solids, etc., such as perfumes, shampoos, rinses, face wash, Pack, lotion, cream, milky lotion, cosmetic oil, foundation, lip balm, eye cream, eyeshadow, eyeliner, mascara, nail cream, nail enamel, antiperspirant, suntan lotion,
Antiperspirants, tanning (stopping) creams, tanning (stopping) oils, shaving lotions, shaving creams, and bath cosmetics. Since the cosmetic of the present invention contains the silicone rubber powder of the component (A), it is particularly preferable for the cosmetic to have a refreshing and smooth feel, such as lotion, shaving lotion, acne lotion and aerosol. Hair care products such as shampoos, rinses, and hair styling products; Detergents such as cleansing agents, facial cleansers, body shampoos; Makeup cosmetics such as water-white powder and eyeshadow; Preferably it is a fragrance.

[0023]

EXAMPLES The silicone rubber powder of the present invention, a method for producing the same, and cosmetics will be described in more detail with reference to examples. In addition, the viscosity in an Example is a value measured at 25 degreeC. The properties of the silicone rubber powder, the aqueous dispersion of the silicone rubber powder comprising the silicone rubber powder, the polyether compound, and water, and the evaluation of the cosmetics were measured as follows. [Average Particle Size of Silicone Rubber Powder] The average particle size of the silicone rubber powder was measured by an image processing device connected to an optical microscope. [Amount of Compound Impregnated in Silicone Rubber Powder that Decreases Catalytic Activity of Platinum Catalyst] To 50 parts by weight of toluene was added to 1 part by weight of the silicone rubber powder and left for 48 hours to impregnate the silicone rubber powder. Further, a compound that reduces the catalytic action of the platinum-based catalyst is extracted. Thereafter, the amount of the compound in the extract was determined, and the impregnation amount in the silicone rubber powder was calculated. [Judgment of Occurrence of Odor of Silicone Rubber Powder Aqueous Solution and Cosmetic Over Time] 325 ml of an aqueous dispersion of silicone rubber powder comprising silicone rubber powder, polyether compound and water, or 100 g of cosmetics The container was stored at 50 ° C. for 3 months and stored at 50 ° C. for 5 months in a state sealed with a glass bottle with a lid. I was judged by a person. When 3 to 10 panelists judged that odor was generated,
The case of 〜6 was evaluated as Δ, and the case of 0 to 2 was evaluated as ○.

Example 1 5 ppm of platinum metal by weight
JIS A hardness is 30 and average particle size is 4
100 parts by weight of a silicone rubber powder crosslinked by a hydrosilylation reaction,
While stirring at 00 rpm, the formula:

Embedded image Was added dropwise. After the completion of the dropping, the mixture is further stirred for 30 minutes,
A silicone rubber powder impregnated with the above amino group-containing silicone was prepared.

Next, 100 parts by weight of this silicone rubber powder, formula:

Embedded image Polyethylene oxide chain-containing silicone 1 represented by
0 parts by weight and 100 parts by weight of water were stirred with a homodisper at 2500 rpm for 10 minutes to prepare an aqueous dispersion of silicone rubber powder. The presence or absence of odor generation over time in this aqueous dispersion of silicone rubber powder was evaluated. The results are shown in Table 1.

Next, 47 parts by weight of an aqueous dispersion of the silicone rubber powder, 5 parts by weight of octyl p-methoxycinnamate, α
Monoisostearyl glyceryl ether polyoxyethylene sorbitan monooleate 1 part by weight, beeswax 2 parts by weight, lanolin 2 parts by weight, squalane 10 parts by weight, liquid paraffin 10 parts by weight, purified water 25 parts by weight,
Appropriate amount of preservative and perfume are added by homodisper 2
The mixture was stirred at 500 rpm for 5 minutes to prepare an emulsion cosmetic.
The presence / absence of odor of this cosmetic over time was evaluated, and the results are shown in Table 1.

Example 2 In Example 1, the silicone rubber powder contained 3 ppm of platinum metal by weight, had a JIS A hardness of 30, and had an average particle diameter of 4 μm.
In the same manner as in Example 1 except that a silicone rubber powder crosslinked by a hydrosilylation reaction was used, an aqueous dispersion of silicone rubber powder and an emulsion cosmetic were prepared. The presence or absence of these odors over time was evaluated in the same manner as in Example 1, and the results are shown in Table 1.

Comparative Example 1 An aqueous dispersion of silicone rubber powder and an emulsion cosmetic were prepared in the same manner as in Example 1 except that the amino group-containing silicone was not impregnated. The presence or absence of odor generation over time was evaluated in the same manner as in Example 1. The results are shown in Table 1.

Example 3 5 ppm of platinum metal by weight
JIS A hardness is 30 and average particle size is 4
100 parts by weight of a silicone rubber powder having a surface coated with 4% by weight of amorphous silica fine particles and crosslinked by hydrosilylation
While stirring at rpm, 30 parts by weight of 2-amino-2-methyl-1-propanol was added dropwise. After the completion of the dropwise addition, the mixture was further stirred for 30 minutes to prepare a silicone rubber powder impregnated with 2-amino-2-methyl-1-propanol.

Next, using this silicone rubber powder, an aqueous dispersion of the silicone rubber powder and an emulsion cosmetic were prepared in the same manner as in Example 1. The presence or absence of odor generation over time was evaluated in the same manner as in Example 1. The results are shown in Table 1.

[Comparative Example 2] An aqueous dispersion of silicone rubber powder and an emulsion cosmetic were prepared in the same manner as in Example 3 except that 2-amino-2-methyl-1-propanol was not impregnated. Was prepared. The presence or absence of odor generation over time was evaluated in the same manner as in Example 3, and the results are shown in Table 1.

[0032]

[Table 1]

[0033]

The silicone rubber powder of the present invention is characterized in that generation of odor over time is suppressed even in the presence of a polyether compound and water. Further, the method for producing a silicone rubber powder of the present invention is characterized in that such a silicone rubber powder can be produced efficiently. In addition, the cosmetic of the present invention has a odor generation over time despite the cosmetic containing a platinum-based catalyst, a silicone rubber powder crosslinked by a hydrosilylation reaction, a polyether compound, and water. Is suppressed.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁶ Identification code FI C08L 83/08 C08L 83/08 83/12 83/12 (72) Inventor Kazuo Kobayashi 2-2 Chikusa-kaigan, Ichihara-shi, Chiba Toray Dow Corning Silicone Co., Ltd. Research and Development Headquarters (72) Inventor Takashi Tachibana 2-2 Chikusa Kaigan, Ichihara City, Chiba Prefecture Toray Dow Corning Silicone Co., Ltd. Research and Development Headquarters

Claims (5)

[Claims] 1. A silicone rubber powder obtained by impregnating a silicone rubber powder crosslinked by a hydrosilylation reaction in the presence of a platinum-based catalyst with a compound that reduces the catalytic action of the platinum-based catalyst. 2. The silicone rubber powder according to claim 1, wherein the compound that reduces the catalytic action of the platinum-based catalyst is an organic amine compound. 3. The method according to claim 1, wherein the compound that reduces the catalytic activity of the platinum-based catalyst is an amino group-containing silicone.
The silicone rubber powder according to claim 1. 4. The silicone rubber according to claim 1, wherein a silicone rubber powder crosslinked by a hydrosilylation reaction is impregnated with a compound that reduces the catalytic activity of the platinum catalyst in the presence of a platinum catalyst. Powder manufacturing method. 5. A cosmetic comprising at least the silicone rubber powder according to claim 1, a polyether compound, and water.