JP2010030952A - Treated powder and cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a treated powder which has high water repellency and good dispersibility into a silicone oil, its manufacturing method, and a cosmetic which includes the treated powder, has good water resistance, and excels in makeup durability and usability. <P>SOLUTION: The treated powder is obtained by subjecting a powder to surface treatment with an organosiloxane-modified organohydrogenpolysiloxane having at least one Si-H group and at least one linear or branched organosiloxane group as a pendant group in the molecule. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a treated powder having a powder surface coated with a specific silicone, a method for producing the powder, and a cosmetic comprising the treated powder. More specifically, the present invention relates to at least one Si-- in the molecule. High water repellency obtained by treating the surface of the powder with an organosiloxane-modified organohydrogenpolysiloxane having an H group and at least one linear or branched organosiloxane group as a pendant group, and is dispersed in silicone oil The present invention relates to a treated powder having good properties, a method for producing the treated powder, and a cosmetic characterized by having good water resistance and excellent makeup and usability by blending the treated powder. .

  Makeup cosmetics such as foundations and mascaras are required to have water repellency against sweat and water in order to prevent makeup from collapsing due to sweat and water, and sunscreen cosmetics to protect against ultraviolet rays. As described above, fine particles of zinc oxide and titanium dioxide are blended, and in addition to imparting water resistance as a sunscreen cosmetic, high dispersibility in the blended oil is required in order to enhance the ultraviolet protective effect. Processed powder is used for the purpose of meeting such requirements.

  Conventionally, there are many known methods for hydrophobizing a hydrophilic powder, and in particular, it has already been well known to utilize the water repellency of silicone oil. For example, a method for imparting water repellency by simply attaching a mineral powder such as talc and a silicone compound having a hydrogen atom directly bonded to this powder by blender mixing or the like, followed by baking (see Patent Document 1) ), Or after dissolving dimethylpolysiloxane or methylhydrogenpolysiloxane in an organic solvent, contact and adhere to talc, and if necessary, add a material such as zinc octoate as a crosslinking catalyst for methylhydrogenpolysiloxane and bake. Thus, there is a method of performing a silicone treatment (see Patent Document 2). Further, a method is known in which a silicone oil and an oil agent are added to a powder and subjected to a mechanochemical reaction such as stirring and mixing or pulverization, followed by a baking treatment (see Patent Document 3). Powders treated with these methylhydrogenpolysiloxanes have no problem when silicone oil is mainly used as cosmetic oil, but squalane, liquid paraffin, oil and fat, ester oil, etc. are widely used as cosmetic oil. In the case of using mainly this hydrocarbon oil, there is a problem that the dispersibility is poor.

  For the purpose of solving such problems, the powder surface is coated with a silicone compound having a Si-H group, and then the Si-H group and an unsaturated compound are subjected to addition reaction using a solvent, whereby various powders are formed on the powder surface. A method for adding a functional group is disclosed, and a surface-treated powder in which dispersibility in hydrocarbon oil is improved by adding an alkyl group or the like by this method is disclosed. However, since this method uses a wet process using a solvent for the addition reaction, the equipment and process are complicated, and the powder may agglomerate after the reaction. Has a problem.

Japanese Patent Publication No.45-2915 JP-B 45-18999 JP 56-16404 Japanese Patent No. 3478607

  The present invention is a treated powder having high water repellency and good dispersibility with respect to silicone oil, a method for producing the same, and water resistance obtained by blending the treated powder, having a good makeup and having excellent usability. It is related with the cosmetics characterized by having.

  As a result of intensive studies to achieve the above-mentioned problems, the present inventors have found that an organosiloxane-modified organo having at least one Si-H group and at least one linear or branched organosiloxane group as a pendant group in the molecule. It has been found that by treating the surface of the powder with hydrogen polysiloxane, a treated powder having high water repellency and high dispersibility in silicone oil can be obtained, and the present invention has been completed.

That is, the present invention relates to a treated powder having a powder surface coated with a specific silicone and a cosmetic comprising the treated powder, and more specifically, a powder selected from an inorganic powder and an organic powder. One or more types are surface-treated with an organosiloxane-modified organohydrogenpolysiloxane having at least one Si-H group and at least one linear or branched organosiloxane group as a pendant group in the molecule. A treated powder, wherein the organosiloxane-modified organohydrogenpolysiloxane is a compound represented by the general formula (A).
(Wherein R1 represents a methyl group or a phenyl group, and may be the same or different from each other; R2 is represented by a methyl group, a phenyl group, hydrogen, a hydroxyl group, general formula (B) or general formula (C)); A linear or branched siloxane group, at least one of which is a linear or branched siloxane group, s, t, u represent an average number, s is 1-100, t is 0-100, u is 0 A number of ~ 50.)
(Wherein R1 represents a methyl group or a phenyl group and may be the same or different from each other; R3 represents a methyl group, an ethyl group, a propyl group, a butyl group or R4; R4 represents a linear or branched alkylene; A straight-chain or branched alkylene group having an ester group between them, or an alkylene group having an ether group between them, or an oxygen group, or oxygen, (It is an average number and represents a number from 0 to 150.)
And 1 to 20 parts by weight of the organosiloxane-modified organohydrogenpolysiloxane represented by the general formula (A) with respect to 100 parts by weight of one or more powders selected from inorganic powders and organic powders The present invention relates to a method for producing a treated powder which is stirred and mixed and heated and baked at 50 to 200 ° C., and a cosmetic comprising the treated powder.

  According to the present invention, it is possible to obtain a treated powder having high water repellency and good dispersibility in silicone oil in which organopolysiloxane having branched organosiloxane groups is bonded to the powder surface. Then, by blending the treated powder, it is possible to obtain a cosmetic having good water resistance, excellent makeup and good feeling of use.

The present invention is described in detail below.
The powder used in the present invention is not particularly limited, but is a powder generally used in cosmetics, and includes organic pigments, inorganic pigments, metal oxides and metal hydroxides, mica, pearls. Illustrative examples include glossy powder, metal, carbon, magnetic powder, silicate mineral, and porous material. These powders may be used alone or in combination.

  For example, silicon, silicic anhydride, magnesium silicate, talc, kaolin, muscovite, phlogopite, biotite, sericite, iron mica, lithia mica, chinwald mica, soda mica, artificial mica, bentonite, mica titanium, oxy Bismuth chloride, zirconium oxide, magnesium oxide, zinc oxide, titanium dioxide, fine particle titanium oxide, aluminum oxide, calcium sulfate, barium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, red iron oxide, yellow iron oxide, black iron oxide, ultramarine Inorganic powders such as bitumen, chromium oxide, chromium hydroxide, carmine, carbon black, and composites thereof, polyamide powder such as nylon powder, polyolefin powder such as polyethylene powder, polyester powder, polystyrene powder, polymethyl methacrylate, etc. The polyacrylic Fluorine resin powder such as salt powder, silicone resin powder, silicone rubber powder, Teflon (registered trademark) powder, divinylbenzene / styrene copolymer powder, polyurethane powder, polyepoxy powder, celluloid, acetyl cellulose, cellulose, chitin, chitosan , Polysaccharide powder, protein powder, CI pigment yellow, CI pigment orange, CI pigment red, CI pigment bio red, CI pigment blue, CI pigment green, CI pigment brown, etc., and inorganic and organic powders Composite powder. Further, the shape of these powders is not particularly limited, and any shape such as a plate shape, a block shape, a scale shape, and a spherical shape may be used. Both those with holes and those without holes can be used.

The organosiloxane-modified organohydrogenpolysiloxane of the present invention has an organosiloxane group in which at least one Si-H group and at least one linear or branched organosiloxane group are branched in the molecule. It is a compound represented by these.
(Wherein R1 represents a methyl group or a phenyl group, and may be the same or different from each other; R2 is represented by a methyl group, a phenyl group, hydrogen, a hydroxyl group, general formula (B) or general formula (C)); A linear or branched siloxane group, at least one of which is a linear or branched siloxane group, s, t, u represent an average number, s is 1-100, t is 0-100, u is 0 A number of ~ 50.)
(Wherein R1 represents a methyl group or a phenyl group and may be the same or different from each other; R3 represents a methyl group, an ethyl group, a propyl group, a butyl group or R4; R4 represents a linear or branched alkylene; A straight-chain or branched alkylene group having an ester group between them, or an alkylene group having an ether group between them, or an oxygen group, or oxygen, (It is an average number and represents a number from 0 to 150.)

  Examples of the linear or branched siloxane group represented by the general formula (B) or general formula (C) represented by R2 include diorganopolysiloxane and tris (triorganosyloxy) silyl group. The main chain organohydrogenpolysiloxane may be branched as a pendant group, or the organohydrogenpolysiloxane may be crosslinked.

  R4 represents a linear or branched alkylene group, an ester group having a linear or branched alkylene group, or an ether group having a linear or branched alkylene group Represents a group or oxygen. These may be functional groups that can be stably bonded to the main chain organohydrogenpolysiloxane.

Moreover, s, t, and u represent an average number, and are numbers of s = 1-100, t = 0-100, u = 0-50. s is related to the number of Si-H groups in the molecule, and is related to the degree of cross-linking polymerization of the organosiloxane-modified organohydrogenpolysiloxane when powder processing is performed. If s is small and the number of Si—H groups is small, the degree of crosslinking is low. Conversely, if s is large and the number of Si—H groups is large, the degree of crosslinking is high, and the degree of crosslinking is selected in the range of 1 to 100 depending on the properties required for water-repellent powder. . In addition, t is related to the number of branched linear or branched organosiloxane groups in the molecule. When t is large and the number of linear or branched organosiloxane groups is large, dispersibility in silicone oil is improved and the feeling of use is improved. Come moist. On the other hand, when t is small and the number of linear or branched organosiloxane groups is small, dispersibility in silicone oil is reduced, but the feeling of use is refreshed. T is selected in the range of 0 to 100 in relation to the desired physical properties. u is related to the length of the dimethylpolysiloxane chain or diphenylpolysiloxane chain, and u is selected in the range of 0 to 50 in relation to the required physical properties such as increasing u to increase the water repellency as silicone. The

  These organosiloxane-modified organohydrogenpolysiloxanes can be obtained by a conventional method of making silicones. For example, KF99P or KF9901 of Shin-Etsu Chemical Co., Ltd., which is a commercially available methylhydrogenpolysiloxane, or Toray Dow Corning Corporation SH1107C, etc., and Chisso Corporation FM-0711, FM-0721, FM-0725, FM-0701, FM-0701T, FM-7711, FM-7721, FM-7725, FM-7725, etc. And a linear or branched dimethylpolysiloxane can be synthesized by a hydrosilylation reaction in an equivalent ratio that leaves a part of the Si—H group of methylhydrogenpolysiloxane. The reaction may be a solvent-free or a solvent usually used for hydrosilylation reaction such as toluene or isopropyl alcohol. As the catalyst, a catalyst generally used for hydrosilylation reaction such as chloroplatinic acid can be used.

  The amount of treatment of these organosiloxane-modified organohydrogenpolysiloxanes into the powder is determined by the particle diameter of the powder to be used, the desired coating area, etc. 20% by mass. When the treatment amount is lower than 0.1% by mass, it is difficult to obtain sufficient water repellency, and when the treatment amount exceeds 20% by mass, a gel body due to silicone as a treatment agent tends to be generated on the powder surface. When blended, the feeling of use becomes worse.

  In addition, there is no particular limitation on the process of treating the powder with these organosiloxane-modified organohydrogenpolysiloxanes. For example, the organosiloxane-modified organohydrogenpolysiloxane is used as it is in the raw material powder or in an appropriate solvent (for example, methanol, ethanol, etc.). , Chloroform, dichloromethane, hexane, heptane, petroleum ether, volatile silicone, etc.) and then sprayed or added dropwise to uniformly mix and disperse, then dry at room temperature or heat, then bake by heating Alternatively, a mechanochemical method in which the reaction is performed by mixing and stirring using a ball mill or the like may be used. Moreover, you may use an alkaline substance, organic acid salt of various metals, and an acidic substance as a reaction accelerator of organosiloxane modified organohydrogen polysiloxane at this time.

  In particular, as a method for producing the treated powder, the organosiloxane-modified organohydrogenpolysiloxane represented by the general formula (A) is used with respect to 100 parts by weight of one or more powders selected from inorganic powders and organic powders. Add 1-20 parts by weight of siloxane without solvent, or dilute in a suitable solvent (for example, methanol, ethanol, chloroform, dichloromethane, hexane, heptane, petroleum ether, volatile silicone, etc.) and add by spraying or dropping. Are preferably mixed and stirred at 50 to 200 ° C., and more preferably 100 to 180 ° C.

In the treated powder of the present invention, silicone is stably added at a high density on the surface thereof, so that when the powder is dispersed in the cosmetic oil, the proximity of the powders is hindered, so that the dispersion stability is improved. The dispersion is stable even when an electrolyte is added to the cosmetic.
In the present invention, the blending amount of the treated powder into the cosmetic is preferably 0.1 to 99.9% by mass, more preferably 1 to 90% by mass, although it varies depending on the use and dosage form of the product.

  In the cosmetic of the present invention, within the range not impairing the effects of the present invention, in addition to the treated powder, aqueous components, powders, surfactants, oils, moisturizers, alcohols, alcohols, etc. A viscosity agent, a film agent, a pH adjuster, an antiseptic, a coloring material, an antioxidant, an ultraviolet absorber, a fragrance, a drug, and the like can be appropriately blended as necessary.

  The cosmetics of the present invention include, for example, milky lotion, cream, lotion, cosmetic liquid, cleansing, pack, cleaning agent, sunscreen cosmetics, foundation, blusher, eye shadow, mascara, eyeliner, lipstick, nail enamel, hair Examples include cosmetics. These cosmetics can be produced according to a conventional method.

  In addition to cosmetics, the treated powders of the present invention include dry toners for electrophotographic copying machines, plastic additives (reinforcing agents, colorants, etc.), rubber additives (adhesives, etc.), magnetic materials for magnetic tapes. It can also be used as a pigment for paints and inks, a lubricant, a digestive powder and the like.

  Hereinafter, the present invention will be described in more detail with reference to examples. However, it goes without saying that the scope of the present invention is not limited by these examples.

Production Example 1 (organosiloxane-modified organohydrogenpolysiloxane 1)
In a 2 L reaction vessel, 256.2 g (about 0.1 mol) of KF99P (manufactured by Shin-Etsu Chemical Co., Ltd.) as methyl hydrogen polysiloxane and 0.2 g of a 1% ethanol solution of chloroplatinic acid were added and heated to 50 ° C. Then, 1000 g (0.2 mol) of Silaplane FM-0721 (manufactured by Chisso Corporation) was added dropwise from a dropping funnel, and the mixture was stirred while being heated to 50 ° C., and allowed to react for about 8 hours. In A), R1 is a methyl group, R2 at the end of the polysiloxane bond is a methyl group, R2 between the polysiloxane bonds is a general formula (B), R1 is a methyl group, R3 is a butyl group, and R4 is A dimethylpolysiloxane which is a branched methylene group having an ester group, wherein s is about 38, t is about 2, and u is about 0. The acid-modified organohydrogenpolysiloxane 1 were synthesized.

Production Example 2 (organosiloxane-modified organohydrogenpolysiloxane 2)
In a 2 L reaction vessel, 256.2 g (about 0.1 mol) of KF99P (made by Shin-Etsu Chemical Co., Ltd.) as methyl hydrogen polysiloxane and 0.2 g of a 1% ethanol solution of chloroplatinic acid were added and heated to 50 ° C. Then, 423 g (1.0 mol) of Silaplane FM-0701 (manufactured by Chisso Corporation) was added dropwise from a dropping funnel, and the mixture was stirred and allowed to react for about 10 hours while warming to 50 ° C. In the formula (A), R1 is a methyl group, R2 at the end of the polysiloxane bond is a methyl group, R2 between the polysiloxane bonds is a general formula (C), R1 is a methyl group, and R4 is an ester. A branched dimethylpolysiloxane which is a tris (trimethylsiloxy) silyl group which is a branched methylene group having a group, wherein s is about 30, But about 10, u was synthesized about 0 organosiloxane-modified organohydrogenpolysiloxane 2.

Production Example 3 (organosiloxane-modified organohydrogenpolysiloxane 3)
In a 2 L reaction vessel, 285.3 g (about 0.1 mol) of KF9901 (made by Shin-Etsu Chemical Co., Ltd.) as methyl hydrogen polysiloxane, 400 g of toluene as a solvent, and 0.5 g of 1% ethanol solution of chloroplatinic acid Then, 1000 g (0.1 mol) of Silaplane FM-0725 was added dropwise from the dropping funnel, and the mixture was stirred while warming to 70 ° C. for about 5 hours. Thereafter, 50 g of activated carbon was added and stirring was continued for 30 minutes. After cooling to room temperature, the activated carbon was removed by filtration, and then heated under reduced pressure to remove toluene as a solvent. In general formula (A), R1 was a methyl group and poly R2 at the end of the siloxane bond is a methyl group, R2 between the polysiloxane bonds is a methylene group having a branch in which R1 is a methyl group, R3 is a butyl group, and R4 is an ester group between the general formula (B) As a result, organosiloxane-modified organohydrogenpolysiloxane 3 having s of about 19, t of about 1, and u of about 20 was obtained.

Production Example 4 (organosiloxane-modified organohydrogenpolysiloxane 4)
In a 2 L reaction vessel, 256.2 g (about 0.1 mol) of KF99P (manufactured by Shin-Etsu Chemical Co., Ltd.) as methyl hydrogen polysiloxane and 0.2 g of a 1% ethanol solution of chloroplatinic acid were added and heated to 50 ° C. Then, 500 g (0.1 mol) of Silaplane FM-0721 and 100 g (0.1 mol) of Silaplane FM-7711 were added dropwise from a dropping funnel, and the mixture was stirred while heating to 50 ° C. for about 8 hours. By reacting for a period of time, organosiloxane-modified organohydrogenpolysiloxane 4 having a dimethylpolysiloxane crosslink and having dimethylpolysiloxane branched as a pendant group was synthesized.

Production Example 5 (organosiloxane-modified organohydrogenpolysiloxane 5)
In a 2 L reaction vessel, 256.2 g (about 0.1 mol) of KF99P (manufactured by Shin-Etsu Chemical Co., Ltd.) as methyl hydrogen polysiloxane and 0.2 g of a 1% ethanol solution of chloroplatinic acid were added and heated to 50 ° C. Next, 1000 g (1.0 mol) of Silaplane FM-0711 was added dropwise from a dropping funnel, and the mixture was stirred while being heated to 50 ° C., and reacted for about 10 hours. R2 at the terminal of the polysiloxane bond is a methyl group, and R2 between the polysiloxane bonds is a methyl group, R1 is a methyl group, R3 is a butyl group, and R4 has an ester group between them. Organosiloxane-modified organo, which is a dimethylpolysiloxane, which is a branched methylene group, wherein s is about 30, t is about 10, and u is about 0 It was synthesized the original polysiloxane 5.

Example 1 (treated powder 1)
In a 10 L super mixer, 500 g of ultrafine titanium oxide ST-455 (manufactured by Titanium Industry Co., Ltd.) was added, and a mixture of 50 g of organosiloxane-modified organohydrogenpolysiloxane of Production Example 1 and 50 g of hexane was added with strong stirring for 30 minutes. Stir at room temperature. Further, the temperature was raised to 100 ° C. and held for 5 hours for baking treatment. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Industry Co., Ltd.) to obtain organosiloxane-modified organohydrogenpolysiloxane-treated fine particle titanium oxide.

Example 2 (treated powder 2)
In a 10 L supermixer, 500 g of talc JA46R (manufactured by Asada Flour Milling Co., Ltd.) is added, and a mixture of 15 g of organosiloxane-modified organohydrogenpolysiloxane of Production Example 2 and 20 g of 99.5% ethyl alcohol is added with strong stirring for 30 minutes. Stir at room temperature. It was further heated to 150 ° C. and held for 5 hours for baking treatment. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Kogyo Co., Ltd.) to obtain an organosiloxane-modified organohydrogenpolysiloxane-treated talc.

Example 3 (treated powder 3)
In a 10 L supermixer, 500 g of sericite FSE (manufactured by Sanshin Mining Co., Ltd.) was added, and a mixture of 25 g of the organosiloxane-modified organohydrogenpolysiloxane of Production Example 3 and 20 g of isopropyl alcohol was added with strong stirring at room temperature for 30 minutes. Stir. It was further heated to 150 ° C. and held for 5 hours for baking treatment. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Industry Co., Ltd.) to obtain an organosiloxane-modified organohydrogenpolysiloxane-treated sericite.

Example 4 (treated powder 4)
In a 10 L supermixer, 500 g of titanium dioxide CR50 (Ishihara Sangyo Co., Ltd.) was added, and a mixture of 25 g of the organosiloxane-modified organohydrogenpolysiloxane of Production Example 4 and 20 g of 99.5% ethyl alcohol was added with vigorous stirring. Stir for minutes at room temperature. It was further heated to 200 ° C. and held for 5 hours for baking treatment. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Kogyo Co., Ltd.) to obtain an organosiloxane-modified organohydrogenpolysiloxane-treated titanium oxide.

Example 5 (treated powder 5)
In a 10 L supermixer, 500 g of mica titanium prominence RH (manufactured by Nippon Koken Kogyo Co., Ltd.) was added, and a mixture of 50 g of organosiloxane-modified organohydrogenpolysiloxane of Production Example 5 and 20 g of hexane was added with stirring for 30 minutes at room temperature. Stir. It was further heated to 80 ° C. and baked for 10 hours. After cooling, coarse particles were removed by a classifier MDS-2 (manufactured by Nippon Pneumatic Industry Co., Ltd.) to obtain organosiloxane-modified organohydrogenpolysiloxane-treated mica titanium.

Example 6 (treated powder 6)
In a 10 L supermixer, 500 g of Bengala R516P (manufactured by Titanium Industry Co., Ltd.) was added, and a mixture of 15 g of the organosiloxane-modified organohydrogenpolysiloxane of Production Example 1 and 20 g of hexane was added with stirring and stirred at room temperature for 30 minutes. It was further heated to 120 ° C. and baked for 5 hours. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Kogyo Co., Ltd.) to obtain an organosiloxane-modified organohydrogenpolysiloxane-treated bengara.

Example 7 (treated powder 7)
In a 10 L super mixer, 500 g of yellow iron oxide LL100P (manufactured by Titanium Industry Co., Ltd.) was added, and a mixture of 15 g of organosiloxane-modified organohydrogenpolysiloxane of Production Example 1 and 20 g of hexane was added with stirring and stirred at room temperature for 30 minutes. . It was further heated to 120 ° C. and baked for 5 hours. After cooling, coarse particles were removed using a classifier MDS-2 (manufactured by Nippon Pneumatic Kogyo Co., Ltd.) to obtain an organosiloxane-modified organohydrogenpolysiloxane-treated yellow iron oxide.

Example 8 (treated powder 8)
In a 10 L super mixer, 500 g of black iron oxide BL100P (manufactured by Titanium Industry Co., Ltd.) was added, and a mixture of 15 g of the organosiloxane-modified organohydrogenpolysiloxane of Production Example 1 and 20 g of hexane was added with stirring and stirred at room temperature for 30 minutes. . It was further heated to 120 ° C. and baked for 5 hours. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Kogyo Co., Ltd.) to obtain an organosiloxane-modified organohydrogenpolysiloxane-treated black iron oxide.

Example 9 (treated powder 9)
In a 10 L supermixer, 500 g of fine particle zinc oxide FINEX-30 (manufactured by Sakai Chemical Industry Co., Ltd.) was added, and a mixture of 15 g of the organosiloxane-modified organohydrogenpolysiloxane of Production Example 2 and 20 g of hexane was added with stirring for 30 minutes at room temperature. Stir with. It was further heated to 120 ° C. and baked for 5 hours. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Industry Co., Ltd.) to obtain organosiloxane-modified organohydrogenpolysiloxane-treated fine particle zinc oxide.

Example 10 (treated powder 10)
In a 10 L supermixer, 500 g of barium sulfate W-10 (manufactured by Takehara Chemical Industry Co., Ltd.) is added, and a mixture of 15 g of organosiloxane-modified organohydrogenpolysiloxane of Production Example 3 and 20 g of hexane is added with stirring for 30 minutes at room temperature. Stir. It was further heated to 120 ° C. and baked for 5 hours. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Kogyo Co., Ltd.) to obtain organosiloxane-modified organohydrogenpolysiloxane-treated barium sulfate.

Comparative Example 1 (Comparative powder 1)
In a 10 L supermixer, 500 g of ultrafine titanium oxide ST-455 (manufactured by Titanium Industry Co., Ltd.) was added. Under strong stirring, 50 g of KF99P (manufactured by Shin-Etsu Chemical Co., Ltd.) and 50 g of hexane were used. The mixture was added and stirred for 30 minutes at room temperature. The temperature was further raised to 100 ° C. and held for 5 hours. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Industry Co., Ltd.) to obtain methylhydrogenpolysiloxane-coated fine particle titanium oxide.

Comparative Example 2 (Comparative Powder 2)
A 10-liter super mixer is charged with 500 g of talc JA46R (manufactured by Asada Flour Milling Co., Ltd.), and a mixture of 15 g of KF99P (manufactured by Shin-Etsu Chemical Co., Ltd.), which is methylhydrogenpolysiloxane, and 20 g of 99.5% ethyl alcohol, under strong stirring. And stirred at room temperature for 30 minutes. It was further heated to 150 ° C. and held for 5 hours. After cooling, coarse particles were removed with a classifier MDS-2 (manufactured by Nippon Pneumatic Industry Co., Ltd.) to obtain a methylhydrogenpolysiloxane-treated talc.

Comparison of water repellency and oil dispersion stability (water repellency test)
12 g of the powder was press-molded at 200 kg in a medium dish, a water drop was dropped on the surface, and the contact angle after 1 minute was measured. The higher the contact angle, the higher the water repellency. The results are shown in Table 1.

* 1: ST-455 (made by Titanium Industry Co., Ltd.)
* 2: Talc JA46R (Asada Flour Milling Co., Ltd.)
The treated powders of Examples 1 and 2 have a higher contact angle and higher water repellency than Comparative Examples 1 and 2 and untreated powder.

(Oil dispersibility test)
A dispersion obtained by dispersing 10 g of powder in 50 g of silicone oil with a disper was applied thinly on a blackboard, and the dispersibility with respect to oil was examined by visually checking the transparency. The results are shown in Table 2.
◎: Transparent ○: A little white but almost transparent △: White, but somewhat transparent ×: Pretty white

* 1: ST-455 (made by Titanium Industry Co., Ltd.)
* 2: Talc JA46R (Asada Flour Milling Co., Ltd.)
The treated powders of Examples 1 and 2 have higher silicone oil dispersibility than Comparative Examples 1 and 2 and untreated powder.

Example 11 Foundation Dimethylpolysiloxane (6cSt) 10.0% by mass
Isostearic acid 0.5
Diisostearyl malate 3.0
Glyceryl tri-2-ethylhexanoate 3.0
Sorbitan sesquiisostearate 1.0
Spherical PMMA-coated mica 6.0
Metal soap talc 8.0
Spherical silica 5.0
Vitamin E acetate 0.1
Tocopherol 0.1
Ethylparaben appropriate amount 2-methoxyhexyl paramethoxycinnamate 3.0
Spherical nylon powder 10.0
Silicone-treated fine particle titanium oxide of Example 1 2.0
Silicone-treated talc of Example 2 10.0
Silicone-treated sericite of Example 3 25.0
Silicone-treated titanium dioxide of Example 4 5.0
Silicone-treated mica titanium of Example 5 4.0
Silicone-treated Bengala of Example 6 1.5
Silicone-treated yellow iron oxide of Example 7 2.5
Silicone-treated black iron oxide of Example 8 0.3

(Manufacturing method)
The above components were mixed and stirred according to a conventional method, and filled into a container to obtain a solid foundation.
The foundation of Example 11 had high water repellency and was difficult to lose makeup, had a good makeup, and had a good feeling when used.

Example 12 W / O emulsion foundation Dimethylpolysiloxane (6cSt) 10.0% by mass
Decamethylcyclopentasiloxane 20.0
PEG-10 Dimethicone 5.0
High molecular weight amino-modified silicone 0.1
Glycerin 5.0
1,3-butylene glycol 10.0
Palmitic acid 0.5
Macadamia nut oil fatty acid cholesteryl 0.1
Distearyldimethylammonium chloride 0.2
Silicone-treated fine particle titanium oxide 1.0 of Example 1
Silicone-treated talc of Example 2 2.0
Silicone-treated sericite of Example 3 10.0
Silicone-treated titanium oxide of Example 4 3.0
Silicone-treated mica titanium of Example 5 3.5
Silicone-treated Bengala of Example 6 1.5
Silicone-treated yellow iron oxide of Example 7 2.5
Silicone-treated black iron oxide of Example 8 0.3
Silicone-treated barium sulfate of Example 10 5.0
Spherical silicone powder 1.0
Sodium L-glutamate 0.5
Tocopherol acetate 0.1
P-Hydroxybenzoic acid ester 2-ethylhexyl paramethoxycinnamate 2.0
Dimethyl distearyl ammonium hectorite 5.0
Perfume Appropriate amount Purified water Residual

(Manufacturing method)
The above components were emulsified and mixed according to a conventional method to obtain a W / O emulsified foundation.
The W / O emulsified foundation of Example 12 had high water repellency, good makeup, and excellent use feeling.

Example 13 Sunscreen Cosmetics Dimethylpolysiloxane (6cSt) 5.0% by mass
Decamethylcyclopentasiloxane 20.0
Trimethylsiloxysilicic acid 3.0
PEG-10 Dimethicone 5.0
Dipropylene glycol 3.0
Cetyl 2-ethylhexanoate 1.0
2-Ethylhexyl paramethoxycinnamate 7.0
4-tbutyl-4'-methoxydibenzoylmethane 1.0
Silicone-treated fine particle titanium oxide 10.0 of Example 10.0
Silicone-treated fine particle zinc oxide 7.0 of Example 7.0
Paraben appropriate amount Phenoxyethanol appropriate amount Edetate trisodium 0.2
Dimethyl distearyl ammonium hectorite 3.0
Perfume Appropriate amount Purified water Residual

(Manufacturing method)
The above ingredients were emulsified and mixed according to a conventional method to obtain a sunscreen cosmetic.
The sunscreen cosmetic of Example 13 was excellent in feeling of use, had no whitening when applied to the skin, had high water resistance and an excellent sunscreen effect.

Example 14 Lipstick Microcrystalline Wax 1.0% by mass
Ceresin 7.0
Candelilla Row 3.0
Glyceryl triisostearate 15.0
Diisostearyl malate 2.0
Glyceryl diisostearate1.0
Trimethylol trioctanoate 0.5
Glyceryl tri-2-ethylhexanoate Residual calcium hydrogen phosphate 1.0
Silicone-treated mica titanium of Example 5 2.0
Silicone-treated Bengala of Example 6 2.0
Silicone-treated yellow iron oxide of Example 7 1.0
Silicone-treated barium sulfate 2.0 of Example 10
Dye Appropriate amount Heavy liquid isoparaffin 10.0

(Manufacturing method)
The above components were dissolved and mixed by a conventional method to obtain a lipstick.
The lipstick of Example 14 had excellent usability and high stability.

Example 15 Mascara Light isoparaffin 8.0% by mass
Dimethylpolysiloxane (6cSt) 3.0
Decamethylcyclopentasiloxane 10.0
Trimethylsiloxysilicic acid 10.0
Methyl polysiloxane emulsion appropriate amount 1,3-butylene glycol 4.0
Dioleic acid polyethylene glycol 2.0
Diglyceryl diisostearate 2.0
Sodium bicarbonate 0.1
Sodium metaphosphate appropriate amount Tocopherol acetate 0.1
Paraoxybenzoic acid ester appropriate amount Sodium dehydroacetate appropriate amount Silicone-treated bengara of Example 6 0.5
Silicone-treated black iron oxide of Example 8 5.0
Bentonite 1.0
Dimethyl distearyl ammonium hectorite 5.0
Polyvinyl acetate emulsion 20.0
Heavy liquid isoparaffin 4.0
Nylon fiber 3.0
Purified water residue

(Manufacturing method)
The above components were emulsified and mixed by a conventional method to obtain a mascara.
The mascara of Example 15 was excellent in water resistance, had a good makeup, and was excellent in use feeling.

Example 16 Nail enamel Nitrocellulose (1/2 second) 10.0% by mass
Alkyd resin 10.0
Acetyltributyl citrate 5.0
Ethyl acetate 20.0
Butyl acetate 15.0
Ethyl alcohol 5.0
Toluene 33.0
Silicone-treated titanium dioxide of Example 4 1.0
Silicone-treated bengara of Example 6 0.5
Silicone-treated yellow iron oxide of Example 7 0.5
Organic pigment lake appropriate amount Precipitation inhibitor appropriate amount

(Manufacturing method)
The above components were mixed by a usual method to obtain a nail enamel.
The nail enamel of Example 16 was excellent in pigment dispersibility.

The organosiloxane-modified organohydrogenpolysiloxane-treated powder of the present invention can be used in any application that requires water repellency and dispersibility in silicone oils, and is particularly resistant to makeup loss due to sweat and the like and has a good makeup. It can be used for cosmetics with excellent use feeling and sunscreen cosmetics that require a high UV protection effect.
In addition to cosmetics, the treated powders of the present invention include dry toners for electrophotographic copying machines, plastic additives (reinforcing agents, colorants, etc.), rubber additives (adhesives, etc.), magnetic materials for magnetic tapes. It can also be used as a pigment for paints and inks, a lubricant, a digestive powder and the like.

Claims (3)

Organosiloxane-modified organohydrogen having at least one Si-H group and at least one linear or branched organosiloxane group in the molecule of one or more powders selected from inorganic powder and organic powder A treated powder, characterized by being surface treated with polysiloxane, wherein the organosiloxane-modified organohydrogenpolysiloxane is a compound represented by the general formula (A).
(Wherein R1 represents a methyl group or a phenyl group, and may be the same or different from each other; R2 is represented by a methyl group, a phenyl group, hydrogen, a hydroxyl group, general formula (B) or general formula (C)); A linear or branched siloxane group, at least one of which is a linear or branched siloxane group, s, t, u represent an average number, s is 1-100, t is 0-100, u is 0 A number of ~ 50.)
(Wherein R1 represents a methyl group or a phenyl group and may be the same or different from each other; R3 represents a methyl group, an ethyl group, a propyl group, a butyl group or R4; R4 represents a linear or branched alkylene; A straight-chain or branched alkylene group having an ester group between them, or an alkylene group having an ether group between them, or an oxygen group, or oxygen, (It is an average number and represents a number from 0 to 150.)   1 to 20 parts by weight of the organosiloxane-modified organohydrogenpolysiloxane represented by the general formula (A) is stirred with respect to 100 parts by weight of one or more powders selected from inorganic powders and organic powders. After mixing, heat-baking is performed at 50 to 200 ° C. A cosmetic comprising the treated powder according to claim 1 or 2.