Organopolysiloxane, and cosmetic containing same

Abstract

This organopolysiloxane is represented by a formula (1) and can yield a water-in-oil type emulsion that has a low viscosity and high stability over time. [In the formula, R1 moieties are each independently a group selected from among an alkyl group having 1-20 carbon atoms, an aryl group having 6-20 carbon atoms and an aralkyl group having 7-20 carbon atoms. R2 moieties are each independently a polyhydric alcohol-containing monovalent hydrocarbon group represented by formula (2) (in the formula, X is a straight chain or branched alkylene group having 6-20 carbon atoms). R3 moieties are each independently an organopolysiloxane-containing group.]

Description

Organopolysiloxanes and cosmetics containing the same

[0001] This invention relates to organopolysiloxanes and cosmetics. In this invention, compositions for use in cosmetics may be referred to simply as cosmetics.

[0002] Conventionally, silicone-based surfactants have been widely used as emulsifiers for emulsifying silicones. Among these, polyglycerin-modified silicones possess the skin-adherence properties of polyglycerin and the light feel characteristic of silicones, and are widely used in emulsified cosmetics, etc. However, they are known to tend to cause a sticky feeling (Patent Document 1). Furthermore, compared to polyethylene oxide, a widely used hydrophilic group modifier, polyglycerin-modified silicones have low surface activity, and the particle size distribution of emulsified cosmetics using them is wide, resulting in poor emulsification stability. Moreover, if the amount of polyglycerin group modification is increased to improve emulsification stability, the viscosity of the compound increases due to hydrogen bonding between glyceryl groups, making it difficult to use.

[0003] Japanese Patent Publication No. 2002-3334

[0004] This invention has been made in view of the above circumstances, and aims to provide an organopolysiloxane that can be used to produce a water-in-oil emulsion with low viscosity and high temporal stability. In addition, it aims to provide a water-in-oil emulsion or cosmetic with excellent usability.

[0005] As a result of diligent research to achieve the above objective, the inventors have found that when a long-chain organopolysiloxane is used as a spacer between the hydrophilic group and the organopolysiloxane chain, an oil-in-water emulsion with low viscosity and high temporal stability (emulsification stability) can be obtained. Furthermore, since the organopolysiloxane lowers the viscosity of the oil-in-water emulsion, the inventors have found an oil-in-water emulsion containing the organopolysiloxane with excellent feel, and a cosmetic composition containing the organopolysiloxane and the oil-in-water emulsion with excellent usability and temporal stability, leading to the present invention.

[0006] Accordingly, the present invention provides the following: 1. An organopolysiloxane represented by the following formula (1). [In the formula, R 1 R is independently selected from alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and aralkyl groups having 7 to 20 carbon atoms. 2 These are independently expressed in the following equation (2) (In the formula, X is a linear or branched alkylene group having 6 to 20 carbon atoms, R 5 R is a monovalent hydrocarbon group containing a hydrogen atom and a monovalent hydrocarbon group having 1 to 6 carbon atoms, where m, n1, and n2 are integers such that 0 ≤ m ≤ 10 and 0 ≤ n1 ≤ 5, except when m = 0 or 1, 1 ≤ n1 ≤ 5. n2 is an integer such that 0 ≤ n2 ≤ 5 and 0 ≤ m + n1 + n2 ≤ 10. However, the bonding of each glycerol unit enclosed by m and n1 may be in a block or random. ) is a monovalent hydrocarbon group containing a polyhydric alcohol, and R 3 These are independently organopolysiloxane-containing groups. a, b1, b2, b3, c, and d are 1 ≤ a ≤ 20, 0 ≤ b1 ≤ 300, 0 < b2 ≤ 80, 0 ≤ b3 ≤ 20, 0 ≤ c ≤ 10, 0 ≤ d ≤ 10, and 10 ≤ b1 + b2 + b3 ≤ 400, respectively. ) are monovalent hydrocarbon groups containing polyhydric alcohols represented by R 3 are independently organopolysiloxane-containing groups. a, b1, b2, b3, c, and d are 1 ≤ a ≤ 20, 0 ≤ b1 ≤ 300, 0 < b2 ≤ 80, 0 ≤ b3 ≤ 20, 0 ≤ c ≤ 10, 0 ≤ d ≤ 10, and 10 ≤ b1 + b2 + b3 ≤ 400, respectively. 2. The above R 3 In this, the organopolysiloxane-containing group is as shown in formulas (3) to (6) below (In the formula, k is an integer between 0 and 5. 4 The organopolysiloxane according to claim 1, wherein R is independently selected from an alkenyl group having 2 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and an aralkyl group having 7 to 20 carbon atoms, i is an integer between 0 and 500, and j1, j2, and j3 are integers between 0 and 2. ) The organopolysiloxane according to claim 1, wherein R is an organopolysiloxane-containing group selected from the groups represented by . 3. In the organopolysiloxane, 2 The organopolysiloxane according to claim 1 or 2, wherein is the group represented by formula (2), and X in formula (2) is a linear alkylene group having 6 to 10 carbon atoms. 4. In the organopolysiloxane, R2 is a group represented by the formula (2), and the organopolysiloxane according to 1 or 2 wherein 0 ≦ m + n1 + n2 ≦ 5. 5. The cosmetic according to any one of 1 to 3, having an HLB of 0.1 to 8.0. 6. A cosmetic containing the organopolysiloxane according to any one of 1 to 5. 7. An oil-in-water emulsion containing the organopolysiloxane according to any one of 1 to 5. 8. A cosmetic containing the oil-in-water emulsion according to 7.

[0007] According to the present invention, an organopolysiloxane capable of producing an oil-in-water emulsion having a low viscosity and high stability over time can be provided. In addition, an oil-in-water emulsion and a cosmetic excellent in usability and stability over time can be provided.

[0008] Hereinafter, the present invention will be described in detail, but the present invention is not limited thereto. In the present invention, the case of using in cosmetics will be described in detail below, but the use is not particularly limited. In the present invention, the component name may be described by the cosmetic display name or the International Nomenclature of Cosmetic Ingredient (INCI). When the cosmetic display name and INCI correspond, the cosmetic display name or the English description may be omitted.

[0009] [(A) Component] The present invention is an organopolysiloxane represented by the following formula (1). [In the formula, R 1 is independently a group selected from an alkyl group having 1 to 20 carbon atoms, an aryl group having a carbon number of 6 to 20, and an aralkyl group having 7 to 20 carbon atoms. R 2 is independently the following formula (2) (In the formula, X is a linear or branched alkylene group having 6 to 20 carbon atoms, R 5 [[ID= 20]] is independently a group selected from a hydrogen atom and a monovalent hydrocarbon group having 1 to 6 carbon atoms, and m, n1, and n2 are 0 ≦ m ≦ 10, 0 ≦ n1 ≦ 5, provided that when m = 0 or 1, 1 ≦ n1 ≦ 5. n2 is an integer of 0 ≦ n2 ≦ 5, 0 ≦ m + n1 + n2 ≦ 10. However, the bond of each glycerin unit surrounded by m and n1 may be a block or random.) is a polyhydric alcohol-containing monovalent hydrocarbon group represented by, R3 These are independently organopolysiloxane-containing groups. a, b1, b2, b3, c, and d are 1 ≤ a ≤ 20, 0 ≤ b1 ≤ 300, 0 < b2 ≤ 80, 0 ≤ b3 ≤ 20, 0 ≤ c ≤ 10, 0 ≤ d ≤ 10, and 10 ≤ b1 + b2 + b3 ≤ 400, respectively. ) are monovalent hydrocarbon groups containing polyhydric alcohols represented by R 3 These are independently organopolysiloxane-containing groups. a, b1, b2, b3, c, and d satisfy the following conditions: 1 ≤ a ≤ 20, 0 ≤ b1 ≤ 300, 0 < b2 ≤ 80, 0 ≤ b3 ≤ 20, 0 ≤ c ≤ 10, 0 ≤ d ≤ 10, and 10 ≤ b1 + b2 + b3 ≤ 400.

[0010] R 1 The group is independently selected from C1-C20 alkyl groups, C6-C20 aryl groups, and C7-C20 aralkyl groups. Among these, C1-C10 alkyl groups, aryl groups, aralkyl groups, and fluoroalkyl groups are preferred, and C1-C5 alkyl groups, phenyl groups, or trifluoropropyl groups are more preferred. Specifically, examples include methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, cyclopentyl groups, cyclohexyl groups, phenyl groups, tolyl groups, and trifluoropropyl groups.

[0011] R 2 These are independently expressed in the following equation (2) (In the formula, X is a linear or branched alkylene group having 6 to 20 carbon atoms, R 5 m, n1, and n2 are independently selected from a hydrogen atom and a monovalent hydrocarbon group having 1 to 6 carbon atoms, where m, n1, and n2 are integers such that 0 ≤ m ≤ 10 and 0 ≤ n1 ≤ 5, except when m = 0 or 1, 1 ≤ n1 ≤ 5. n2 is an integer such that 0 ≤ n2 ≤ 5 and 0 ≤ m + n1 + n2 ≤ 10. However, the bonding of each glycerol unit enclosed by m and n1 may be in a block or random. ) This is a monovalent hydrocarbon group containing a polyhydric alcohol, represented by .

[0012] In formula (2) above, X represents a linear or branched alkylene group having 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms. For example, -(CH2)6-, -(CH2)8-, -(CH2) 10 Examples include -(CH2)6- and -(CH2)8-, which are preferred.

[0013] In the above formula, m is 0 ≤ m ≤ 10, preferably 1 ≤ m ≤ 5, and more preferably 1 ≤ m ≤ 3. If m is greater than 10, the polarity increases when used as an emulsifier, which may lead to a deterioration in the compatibility between the oil and the emulsifier, especially when silicone oil is used as the oil. Also, the viscosity of the organopolysiloxane itself increases, which may lead to poor compatibility with the oil and a deterioration in emulsification. Furthermore, n1 is 0 ≤ n1 ≤ 5, preferably 0 ≤ n1 ≤ 3, more preferably 0 ≤ n1 ≤ 1, and even more preferably 0. When n1 = 0, m is preferably 1 ≤ m ≤ 10. When n1 = 0, n2 = 0. When n1 is not 0, n1 = 1 is preferred. When m = 0 or 1, 1 ≤ n1 ≤ 5, preferably 1 ≤ n1 ≤ 3, and more preferably n1 = 1. If n1 is 5 or less, it has the effect of lowering the polarity of the emulsifier and improving the compatibility between the oil and the emulsifier. n2 is 0 ≤ n2 ≤ 5, preferably 1 ≤ n2 ≤ 5, more preferably 1 ≤ n2 ≤ 3, and even more preferably 1 ≤ n2 ≤ 2. If n2 is greater than 5, the polarity of the emulsifier increases, which may lead to a deterioration in the compatibility between the oil and the emulsifier, especially when silicone oil is used as the oil. Also, it is an integer between 0 ≤ m + n1 + n2 ≤ 10, preferably 1 ≤ m + n1 + n2 ≤ 5, and more preferably 1 ≤ m + n1 + n2 ≤ 3. If it is greater than the above upper limit, the polarity of the emulsifier increases, which may lead to a deterioration in the compatibility between the oil and the emulsifier, especially when silicone oil is used as the oil. Note that the bonding of each glycerin unit enclosed by m and n1 may be in blocks or random.

[0014] a, b1, b2, b3, c, and d are within the following ranges: 1 ≤ a ≤ 20, preferably 1 ≤ a ≤ 10, and more preferably 1 ≤ a ≤ 5. When c = d = 0, a = 0. 0 ≤ b1 ≤ 300, preferably 10 ≤ b1 ≤ 200, and more preferably 20 ≤ b1 ≤ 150. 0 < b2 ≤ 80, preferably 1 ≤ b2 ≤ 40, and more preferably 2 ≤ b2 ≤ 25. From the viewpoint of increasing hydrophilicity by increasing the amount of alkyl or alkoxyalkyl groups substituted with one or more hydroxyl groups, b2 is more preferably 3 or more. 0 ≤ b3 ≤ 20, preferably 0 ≤ b3 ≤ 15, and more preferably 0 ≤ b3 ≤ 10. From the viewpoint of increasing emulsifying properties by increasing the amount of organopolysiloxane-containing groups, b3 is more preferably 1 or more. 0 ≤ c ≤ 10, preferably 0 ≤ c ≤ 5, and more preferably 0 ≤ c ≤ 2. 0 ≤ d ≤ 10, preferably 0 ≤ d ≤ 5, and more preferably 0 ≤ d ≤ 2. From the viewpoint of emulsification, 10 ≤ b1 + b2 + b3 ≤ 400, preferably 20 ≤ b1 + b2 + b3 ≤ 200, and more preferably 30 ≤ b1 + b2 + b3 ≤ 150.

[0015] R 3 These are independently organopolysiloxane-containing groups. Examples of organopolysiloxane-containing groups include the groups represented by the following formulas (3) to (6). 3 3SiO 1 / 2 One or more R in each unit 3 R is an organopolysiloxane-containing group. 3 Some of these may be hydroxyl groups. (In the formula, k is an integer between 0 and 5. 4 (Each is independently selected from alkenyl groups having 2 to 20 carbon atoms, alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and aralkyl groups having 7 to 20 carbon atoms, where i is an integer between 0 and 500, and j1, j2, and j3 are integers between 0 and 2.)

[0016] k is an integer between 0 and 5. 4Each is independently a group selected from an alkenyl group having 2 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and an aralkyl group having 7 to 20 carbon atoms. k is an integer of 0 ≤ k ≤ 5, preferably 0 ≤ k ≤ 2, i is an integer of 0 ≤ i ≤ 500, preferably 1 ≤ i ≤ 100, and more preferably 1 ≤ i ≤ 50. When i is greater than 500, the hydrophobicity is too high, and there is a risk of lacking emulsion stability. j1 to j3 are each an integer of 0 to 2.

[0017] It is preferable that the HLB calculated by the Griffin method of the organopolysiloxane represented by the above formula (1) is 0.1 to 15. Among them, in order to be used as a water-in-oil emulsifier, it is preferably 0.1 to 8.0, more preferably 0.1 to 6.0, and still more preferably 0.5 to 4.5. The Griffin method is defined by HLB value = 20 × (sum of molecular weights of hydrophilic parts / total molecular weight). The HLB value is a numerical value representing the affinity of the surfactant for water and oil agents.

[0018] The organopolysiloxane of the present invention necessarily has one or more of the groups represented by the above formula (2). The groups represented by formulas (3) to (6) can impart hydrophobicity to the organopolysiloxane. Therefore, by changing the ratio of the group represented by formula (2) and the groups represented by formulas (3) to (6), the hydrophilicity of the organopolysiloxane can be controlled.

[0019] [Organopolysiloxane] The organopolysiloxane of the present invention has a long-chain organopolysiloxane as a spacer between the hydrophilic group and the organopolysiloxane chain, is represented by the above general formula (1), and can be used alone or in combination of two or more.

[0020] The viscosity of the organopolysiloxane of the present invention depends on the molecular weight and hydroxyl value. While a higher hydroxyl value increases hydrophilicity, contributing to improved emulsion stability, it also increases viscosity, making synthesis difficult. The organopolysiloxane of the present invention, compared to glycerin-modified silicones with three carbon atoms between the glyceryl group and the organopolysiloxane chain, exhibits lower viscosity regardless of equivalent hydroxyl value and molecular weight, thus facilitating synthesis. Furthermore, when used as an emulsifier, it results in a low-viscosity water-in-oil emulsion, leading to a lighter feel.

[0021] The weight-average molecular weight of the organopolysiloxane is preferably 1,000 to 50,000, more preferably 1,000 to 20,000, and even more preferably 2,000 to 10,000, from the viewpoint of performance and workability such as filtration. If the weight-average molecular weight of the organopolysiloxane is 1,000 or more, when used as an emulsifier, molecular movement of the emulsifier at the interface is suppressed, resulting in higher emulsification stability. Furthermore, if the weight-average molecular weight is 50,000 or less, emulsion formation is more sufficient. In addition, organopolysiloxanes with a weight-average molecular weight of 3,000 to 10,000 are preferable because they can be used as water-in-oil emulsifiers not only with silicone oil but also when oils other than silicone oil are used in the oil phase. In this invention, the weight-average molecular weight can be determined as the weight-average molecular weight in terms of polystyrene in gel permeation chromatography (GPC) analysis under the following conditions (the same applies hereinafter).

[0022] [Measurement Conditions] Developing solvent: Tetrahydrofuran (THF) Flow rate: 0.6 mL / min Detector: Differential refractive index detector (RI) Detector temperature: 40°C Column: TSK Guardcolumn SuperH-H, TSKgel SuperHM-N (6.0 mm I.D. × 15 cm × 1), TSKgel SuperH2500 (6.0 mm I.D. × 15 cm × 1) (both manufactured by Tosoh Corporation) Column temperature: 40°C Sample injection volume: 50 μL (0.3 mass% THF solution)

[0023] [Manufacturing Method] The method for synthesizing the organopolysiloxane of the present invention is not particularly limited, but it can be obtained by a hydrosilylation reaction between an organohydrogenpolysiloxane having a hydrosilyl group and a compound having an alkenyl group.

[0024] More specifically, the organopolysiloxane represented by formula (1) above is obtained by a hydrosilylation reaction between the organohydrogenpolysiloxane represented by formula (7) below and one or more terminal alkenyl group-containing compounds represented by formulas (8), (9), (10), (11), or (12) below (provided that one or more of the groups represented by formula (8) below are included). This hydrosilylation reaction may also be carried out in the presence of a platinum catalyst or a rhodium catalyst.

[0025] (In the formula, R 1 a, b 1 , b 2 , b 3 , c, and d are as described above. (In the formula, X, R 5 (As stated above.) (In the formula, k, j1, j2, and j3 are as described above.)

[0026] The organohydrogenpolysiloxane shown in formula (7) above is expressed in units of M (R 1 3SiO 1 / 2 ), D unit ((R 1 2SiO 2 / 2 ) and (R 1 HSiO 2 / 2 )) is an essential component, and T units (R 1 SiO 3 / 2 ), Q unit (SiO 4 / 2 It consists of constituent components, with the following being optional components. Its weight-average molecular weight is preferably 1,000 to 50,000, and more preferably 1,000 to 20,000, from the viewpoint of performance and workability such as filtration.

[0027] The method for producing organopolysiloxane by the above hydrosilylation reaction will be described in detail below. In the hydrosilylation reaction step between the organohydrogenpolysiloxane represented by formula (7) and a terminally unsaturated group-containing compound selected from formulas (8), (9), (10), (11), and (12), the molar ratio of hydrosilyl group to terminally unsaturated group is preferably 0.5 to 2.0, and more preferably 0.8 to 1.2.

[0028] This hydrosilylation reaction is preferably carried out in the presence of a platinum catalyst or a rhodium catalyst. For example, chloroplatinic acid, alcohol-modified chloroplatinic acid, and chloroplatinic acid-vinylsiloxane complexes are preferred. Furthermore, since excessive use of the catalyst will cause the reactant to become discolored, the amount of platinum or rhodium relative to the organopolysiloxane is preferably 50 ppm or less, and more preferably 20 ppm or less.

[0029] Furthermore, the above hydrosilylation reaction may be carried out in the presence of an organic solvent if necessary. Examples of organic solvents include cyclic organopolysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane; aromatic hydrocarbons such as toluene and xylene; ketone-based organic solvents such as acetone, methyl ethyl ketone, diethyl ketone, and methyl isobutyl ketone; aliphatic hydrocarbons such as hexane, heptane, octane, and cyclohexane; monohydric aliphatic alcohols such as methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-methyl-1-propanol, 2-butanol, 2-methyl-2-propanol, 1-pentanol, 2-methylbutanol, 2-pentanol, 1-hexanol, 2-methylpentanol, 1-heptanol, 1-octanol, 1-nonanol, and 1-decanol; and dihydric aliphatic alcohols such as ethylene glycol and 1,2-propylene glycol. Ethanol, 1-propanol, and 2-propanol are particularly preferred from the viewpoint of reactivity.

[0030] When a solvent is used, the amount used is preferably 1 to 80% by mass of the total reaction solution (system), and more preferably 5 to 50% by mass. Within this range, the reaction system is kept uniform, and the reaction proceeds efficiently.

[0031] The hydrosilylation reaction conditions are not particularly limited, but it is preferable to heat under reflux at a temperature of 50 to 150°C, more preferably 80 to 120°C, for about 1 to 10 hours.

[0032] The reaction may also include a step to remove the rhodium or platinum catalyst used after the hydrosilylation reaction using activated carbon. The amount of activated carbon used is preferably 0.001 to 5.0% by mass of the total system, and more preferably 0.01 to 1.0% by mass. Using this range further suppresses discoloration of the reactants.

[0033] Unreacted hydrosilyl groups may be present in the organopolysiloxane after the hydrosilylation reaction. Furthermore, if the organic solvent used in the hydrosilylation reaction is an aliphatic alcohol, a dehydrogenation reaction will proceed, and alkoxy groups may remain.

[0034] After the hydrosilylation reaction, it is possible to include a step of substituting any remaining hydrosilyl groups with hydroxysilyl groups as needed. In particular, when used in cosmetics and the like, the hydrosilyl groups may become inactive over time due to a dehydrogenation reaction, potentially generating hydrogen gas, which poses a safety problem. Therefore, it is preferable to include a step of substituting hydrosilyl groups with hydroxysilyl groups.

[0035] One method for substituting hydrosilyl groups with hydroxysilyl groups involves adding a basic catalyst such as an alkali metal carbonate, alkali metal bicarbonate, or alkali metal hydroxide to hydrolyze the unreacted hydrosilyl groups, followed by neutralization with an acidic catalyst equal to the molar equivalent of the basic catalyst. Specific examples of basic catalysts include lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide, and barium hydroxide as examples of strong basic catalysts, and sodium carbonate, calcium carbonate, and sodium bicarbonate as examples of weak basic catalysts. A strong basic catalyst is particularly preferable in terms of promoting the dehydrogenation reaction, and sodium hydroxide is specifically preferred. Specific examples of acidic catalysts include inorganic acids such as hydrochloric acid, sulfuric acid, sulfurous acid, fuming sulfuric acid, and phosphoric acid; sulfonic acids such as p-toluenesulfonic acid, methanesulfonic acid, and trifluoromethanesulfonic acid; and carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, benzoic acid, citric acid, and oxalic acid. In general, it is preferable to use acids or bases in combination with water and heat them at a temperature below the boiling point of water, rather than using them alone. Through this process, hydrosilyl groups (SiH groups) are replaced with hydroxysilyl groups (SiOH groups).

[0036] After the addition reaction, a deodorization process to reduce the odor may be included as needed. In particular, when used in cosmetics and the like, it is preferable to include a deodorization process because odor develops over time. The odor development mechanism of typical polyether-modified silicones is explained as follows: When an addition reaction is carried out between an allyl ether-modified polyether and a hydrogen polyorganosiloxane in the presence of a platinum catalyst, the allyl group undergoes internal transition as a side reaction, producing a propenyl ether-modified polyether. Since this propenyl ether-modified polyether does not have addition reactivity with the hydrogen polyorganosiloxane, it remains in the system as an impurity. When water reacts with this propenyl ether-modified polyether, the propenyl ether is hydrolyzed, and propionaldehyde, which is the cause of the malodor, is thought to be generated. Furthermore, it is known that the above hydrolysis reaction is further accelerated in the presence of an acid catalyst, and when polyether-modified silicone is used in water-based cosmetics, the acidity of the solution becomes more acidic over time due to the oxidative degradation of the polyether, which accelerates the hydrolysis reaction mentioned above and causes odor development.

[0037] Two typical formulations can be cited as examples of deodorization processes. The first formulation involves adding an acidic catalyst to the solution after the addition reaction to hydrolyze all of the propenyl ether remaining in the system, and then removing the resulting propionaldehyde by strip purification (Japanese Patent Publication No. 2137062).

[0038] Specific examples of acidic catalysts used in the first formulation include inorganic acids such as hydrochloric acid, sulfuric acid, sulfurous acid, fuming sulfuric acid, and phosphoric acid; sulfonic acids such as p-toluenesulfonic acid, methanesulfonic acid, and trifluoromethanesulfonic acid; and carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, benzoic acid, oxalic acid, and citric acid. These acids are used in combination with water, but when it is necessary to remove the used acid, it is preferable to use one with a low boiling point, such as hydrochloric acid, formic acid, acetic acid, or trifluoroacetic acid. Furthermore, from the viewpoint of processing efficiency, it is preferable to use strong acids such as hydrochloric acid or trifluoroacetic acid, but when using cyclic organopolysiloxane as a solvent, there is a risk of ring opening under strong acid conditions, so it is preferable to use a weak acid such as citric acid or acetic acid.

[0039] The processing temperature is preferably 80°C or lower to prevent oxidation of the hydrophilic groups. The amount of acidic aqueous solution added is preferably 0.1 to 100% by mass relative to the organic group-modified organosilicon resin, and more preferably 5 to 30% by mass.

[0040] From a productivity standpoint, a preferred method involves adding an aqueous solution to the reaction solution to bring the pH down to 7 or below, followed by heating, stirring, and then strip purification. The above strip purification can be carried out at room temperature or under reduced pressure, but the temperature is preferably 120°C or below. To efficiently perform strip purification under these temperature conditions, it is preferable to carry it out under reduced pressure, or, in the case of atmospheric pressure, under the flow of an inert gas such as nitrogen or argon.

[0041] The second formulation involves adding hydrogen to the solution after the addition reaction to alkylate the unsaturated double bond (a so-called hydrogenation reaction), thereby stably controlling the generation of propionaldehyde over time (U.S. Patent No. 5,225,509, Japanese Patent Publication No. 7-330907).

[0042] Hydrogenation reactions can be carried out using hydrogen or metal hydrides, and further categorized into homogeneous and heterogeneous reactions. These can be carried out individually or in combination. However, considering the advantage that no catalyst remains in the product, heterogeneous catalytic hydrogenation using a solid catalyst is the most preferred method.

[0043] Examples of solid catalysts include elements or compounds of nickel, palladium, platinum, rhodium, cobalt, chromium, copper, and iron. In this case, a catalyst support is not necessary, but if one is used, activated carbon, silica, silica-alumina, alumina, zeolite, etc., can be used. These catalysts can be used individually or in combination. The most preferred catalyst is Raney nickel, which is economically advantageous. Since Raney nickel is usually used by developing it in an alkali, it is especially important to carefully measure the pH of the reaction solution. Also, since the reaction system becomes weakly alkaline, hydrolysis reactions with acidic aqueous solutions are particularly effective for deodorization.

[0044] Hydrogenation reactions are generally preferably carried out at a pressure of 1 to 100 MPa and a temperature of 50 to 200°C. The hydrogenation reaction can be either palindromic or continuous. In the case of palindromic reactions, the reaction time depends on the amount of catalyst and temperature, but is generally 3 to 12 hours. The hydrogen pressure can be adjusted to a constant pressure as appropriate, but the endpoint of the hydrogenation reaction is the point at which the hydrogen pressure stops changing, which can be determined by carefully observing the pressure gauge.

[0045] The amount of aldehyde contained in the cross-linked organosilicon resin purified by such acid treatment or hydrogenation reaction can be reduced to 70 ppm or less, 20 ppm or less, and even 10 ppm or less.

[0046] Furthermore, it is possible to combine the two types of deodorization treatment processes mentioned above. While acid treatment can decompose and remove aldehyde compounds, there are limitations to completely removing unsaturated double bonds, and therefore it is not possible to completely suppress the generation of aldehydes, which are the cause of the odor. Hydrogenation treatment can reduce the amount of aldehyde compounds generated by eliminating unsaturated double bonds, but aldehyde condensates formed by the condensation of some aldehydes remain in the system even after the above treatment and are difficult to remove by strip purification. Therefore, complete deodorization is possible by applying a hydrogenation reaction to the solution after the addition reaction to alkylate the remaining unsaturated double bonds, and then adding an acid catalyst to decompose the aldehyde condensates in the system (International Publication No. 2002 / 05588).

[0047] [Water-in-Oil Emulsion] When the organopolysiloxane of the present invention is used as an emulsifier in a water-in-oil emulsion, the reason why the emulsification (over time) stability is improved is not entirely clear. However, it is thought that the interaction between the alkyl chains, which act as spacers for the emulsifier, at the oil / water interface of the emulsion increases the strength of the interfacial film, thereby improving emulsification stability. In addition, since the viscosity of the emulsion is low, the emulsion is less likely to break down when applied to the skin, making it easier to feel the oil phase and resulting in a richer feel. Normally, when conventional polyglycerin-modified silicones are used, if the amount of emulsifier is small, the interfacial film weakens and the emulsion may coalesce. However, the emulsion obtained above can exist in a relatively stable state. In particular, when alcohol components are included in the formulation, the mobility of the emulsifier in the interfacial film increases, making it easier for separation to occur over time. When the organopolysiloxane of the present invention is used, the strength of the interfacial film is high, it is less affected by alcohol components, and separation over time is less likely. Furthermore, it provides a rich feel when applied to the skin, while reducing the stickiness characteristic of surfactants, resulting in a lighter texture. In particular, it can reduce whitening in sunscreen cosmetics and uneven coloring in makeup cosmetics. It yields a water-in-oil emulsion with small particle sizes and a narrow particle size distribution. It can provide a water-in-oil emulsion with good long-term stability.

[0048] The average particle size of the water-in-oil emulsion is preferably 1.0 to 10.0 μm, and more preferably 1.0 to 8.0 μm. By keeping it below the above upper limit, particle coalescence is suppressed, resulting in greater stability. Particle size distribution (D 90 -D 10 ) / D 50 The particle size is preferably 1.5 to 4.0 μm, and more preferably 1.5 to 3.5 μm. Keeping it below the above upper limit improves coating performance. The average particle size was measured using a laser diffraction / scattering particle size distribution analyzer (e.g., Microtrac MT3300EX2, Microtrac-Bell), with the volume-based median diameter D 50 This is the value of D. 10 , D 50 , D 90 These refer to the particle sizes at which the cumulative volume frequencies calculated from the smallest particle size in the emulsion are 10%, 50%, and 90%, respectively.

[0049] [Cosmetics] The organopolysiloxane (A) of the present invention can be incorporated into cosmetics in various ways. For example, it can be mixed in the oil phase, the aqueous phase, or both and used as an emulsifier, texture modifier, thickener, compatibilizer, or insolubilizer, or as a powder dispersant. When this organopolysiloxane, or a water-in-oil emulsion using this organopolysiloxane, is used in cosmetics, cosmetics with good texture and excellent long-term stability (emulsification stability) can be provided. As for cosmetics, it is particularly applicable as a raw material for all cosmetics applied externally to the skin and hair. In this case, the amount of organopolysiloxane (A) incorporated is preferably in the range of 0.1 to 20% by mass of the total cosmetic, and more preferably in the range of 0.1 to 10% by mass. If it is less than 0.1% by mass, sufficient emulsification performance cannot be obtained, and if it is more than 20% by mass, the texture may deteriorate.

[0050] The cosmetic composition described above may be either an emulsion or a non-aqueous type. When a refreshing feel is desired, an emulsion is selected, and any of the following emulsion forms are acceptable: O / W emulsion, W / O emulsion, O / W / O emulsion, or W / O / W emulsion. From the viewpoint of obtaining the effects of the present invention, an oil-in-water emulsion (O / W emulsion) is preferred. When an oily feel or water resistance is desired, a non-aqueous composition or a powder composition can be selected, and in either case, a good cosmetic composition can be obtained. In this invention, "non-aqueous composition" refers to a composition that does not intentionally contain water.

[0051] The cosmetics of the present invention are not particularly limited, but can be applied to a variety of products, such as serums, lotions, creams, hair care products, foundations, makeup bases, sunscreens, concealers, blushes, lipsticks, lip glosses, balms, mascaras, eyeshadows, eyeliners, body makeup, deodorants, and nail cosmetics. Among these, makeup cosmetics such as lotions, creams, hair care products, and foundations, as well as cosmetics with sunscreen effects, are particularly preferred. The properties of the cosmetics of the present invention can be selected from a variety of forms, such as liquid, cream, solid, paste, gel, mousse, soufflé, clay, powder, and stick.

[0052] The viscosity of the cosmetic is not particularly limited and is selected appropriately depending on the dosage form. For example, in the case of liquid cosmetics, the viscosity is appropriately selected from ranges such as 15.0 to 80.0 mPa·s and 15.0 to 50.0 mPa·s. Among these, 15.0 to 30.0 mPa·s is preferred, and 15.0 to 25.0 mPa·s is more preferred. Setting it above the lower limit prevents the particles from coalescing and makes it more stable. Setting it below the upper limit improves the applicability. The viscosity of the cosmetic is the value at 25°C measured with a B-type viscometer, for example, a rotational viscometer (Toki Sangyo, VISCOMETER TVB-10M).

[0053] [Other Ingredients] The cosmetic composition of the present invention may contain various ingredients commonly used in cosmetics as other ingredients. Other ingredients may include, for example, (B) aqueous components, (C) oils, (D) powders, (E) surfactants, (F) cross-linked organopolysiloxanes, (G) film-forming agents, (I) other additives. These can be used individually or in appropriate combinations of two or more. These ingredients can be appropriately selected and used depending on the type of cosmetic composition, and their amounts can be known amounts depending on the type of cosmetic composition.

[0054] (B) Aqueous component The aqueous component is not particularly limited as long as it is an aqueous component that can be normally incorporated into cosmetics. Specifically, examples include water, lower alcohols such as ethanol (INCI: Alcohol), sugar alcohols such as erythritol, maltitol, xylitol, and sorbitol (INCI), and humectants such as polyhydric alcohols such as BG (INCI: Butylene Glycol), glycerin, PG (INCI: Propylene Glycol), DPG (INCI: Dipropylene Glycol), and pentylene glycol (INCI). These can be used individually or in appropriate combinations of two or more. When incorporating this component, the amount incorporated is preferably 0.1 to 90% by mass in the cosmetic.

[0055] (C) Oils The cosmetic composition of the present invention may contain oils. The oils may be volatile or non-volatile, and may be solid, semi-solid, or liquid at room temperature (25°C). Examples include silicone oil, natural animal and vegetable oils and fats and semi-synthetic oils, hydrocarbon oils, higher alcohols, fatty acids, ester oils, fluorinated oils, and ultraviolet absorbers. When oils are included, the amount of oil is not particularly limited, but is preferably 1 to 95% by mass of the cosmetic composition, and more preferably 15 to 40% by mass.

[0056] • Silicone oils include, for example, alkyl-modified silicones such as dimethicone (INCI), trisiloxane (INCI), methyl trimethicone (INCI), ethyl trisiloxane (INCI), ethyl methicone (INCI), and hexyl dimethicone (INCI); long-chain alkyl-modified silicones such as caprylyl methicone (INCI); linear or branched organopolysiloxanes ranging from low viscosity to high viscosity, such as phenyl trimethicone (INCI), diphenyl dimethicone (INCI), diphenylsiloxy phenyl trimethicone (INCI), tetraphenyldimethyldisiloxane (INCI), and methyl hydrogenpolysiloxane; cyclotetrasiloxane (INCI), cyclopentasiloxane (INCI) I) Examples include cyclic organopolysiloxanes such as cyclohexasiloxane (INCI), amino-modified organopolysiloxanes such as amodimethicone (INCI) and aminopropyl dimethicone (INCI), pyrrolidone-modified organopolysiloxanes such as PCA dimethicone (INCI), antifoaming agents such as simethicone (INCI), pyrrolidone carboxylic acid-modified organopolysiloxanes, high-polymerization gum-like dimethylpolysiloxane, gum-like amino-modified organopolysiloxane, gum-like dimethylsiloxane / methylphenylsiloxane copolymers, and other silicone rubbers, as well as low-viscosity organopolysiloxane solutions of silicone gum and rubber, amino acid-modified silicones, fluorine-modified silicones, silicone resins, and silicone resin solutions.

[0057] Examples of commercially available silicone oils include those manufactured by Shin-Etsu Chemical Co., Ltd.: KF-96L-1cs, KF-96L-1.5cs, KF-96L-2cs, KF-96A-6cs, KF-4422, KF-4418, KF-54, KF-54HV, KF-56A, KF-995, etc.

[0058] - Solid Oily Components In the present invention, if it is desired to solidify the cosmetic composition, it is preferable to incorporate an oily component that is solid at 25°C. The oily component that is solid at 25°C preferably has a melting point of 40°C or higher, more preferably 60 to 110°C, and can include waxes, hydrocarbons, esters, higher alcohols, and higher fatty acids. It is not particularly limited as long as it is a raw material that can be normally incorporated into cosmetics. Specifically, carnauba wax (INCI: Copernicia Cerifera (Carnauba) Wax), sugarcane wax, candelilla wax (INCI: Euphorbia Cerifera (Candelilla) Wax), refined candelilla wax, rice wax, wood wax, jojoba wax, kapok wax, rice bran wax, white bayberry fruit wax, shea butter, cocoa butter, Japanese wax (INCI: Rhus Succedanea Fruit Wax), montan wax (INCI: Montan Wax), hydrogenated castor oil isostearate and other vegetable waxes, beeswax, beef tallow, beef bone tallow, lard (INCI: Lard), horse tallow (INCI: Horse) Examples include animal waxes such as fat, sheep fat, lanolin (INCI: Lanolin), oak tallow, shellac wax, and whale wax; semi-synthetic waxes such as lanolin esters, lanolin fatty acid esters, and beeswax acid esters; hydrogenated oils such as hydrogenated castor oil and hydrogenated coconut oil; hydrocarbon waxes such as solid paraffin, polyethylene, ceresin, ozokerite, and microcrystalline wax; wax esters such as synthetic beeswax; amino acid stearyl alcohols such as dioctyldodecyl lauroyl glutamate, dioctyldodecyl lauroyl glutamate, and dioctyldodecyl lauroyl glutamate; fatty acids such as stearic acid and behenic acid; and silicone waxes such as acrylic silicone resins of acrylic-silicone graft or block copolymer (Shin-Etsu Chemical Co., Ltd.: acrylic-silicone graft copolymer: KP-561P, 562P, etc.), or derivatives thereof. Preferably, one or more selected from these are used.

[0059] ・Natural animal and vegetable oils and semi-synthetic oils, natural animal and vegetable oils and semi-synthetic oils, としては, アボガド oil (indicated name (INCI: Persea Gratissima (Avocado) Oil), アマニoil (indicated name (INCI: Linum) Usitatissimum (Linseed) Seed Oil)), アーモンド oil (indicated name (INCI: Prunus AmｽggallsDulces (Sweet Almond) Oil), Egoma Oil (representing name), Olive Oil (representing name (INCI: Olea Europaea (Oliv) Fruit Oil)), America Gaya Oil (representing name (INCI: Torreya Californica (California Nutmeg) Oil)), Kousi Gaya Oil (representing name (INCI: Cymbopogon Nardus (Citronella) Oil)), Kaya Seed Oil (representing name (INCI: Torreya Nucifera Seed)) Oil), Kyonin Oil (INCI: Kyonin Yu), Goma Oil (INCI: Sesamum Indicum (Sesame) Seed Oil), Komenuka Oil (INCI: Oryza Sativa (Rice) Bran Oil), Sazanka Oil (INCI: Camellia Kissi Seed Oil), Saflawo Oil (INCI: Carthamus Tinctorius (Saflawoer)) Seeded Oil), Daizu Oil (INCI: Glycine Soja (Soybean) Oil), Chami Oil (INCI: Camellia Sinensis Seeded Oil), Tsubaki Oil (INCI: Camellia Japan Seeded Oil), Evening Primrose Oil (INCI: Oenothera Biennis (Evening Primrose)) Oil), Natane Oil (name), Tomorokoshi Germ Oil (name (INCI: Zea Mays (Corn) Germ Oil)), Kome Germ Oil (name (INCI: Oryza Sativa (Rice) Germ Oil)),Combi germ oil (INCI: Triticum Vulgare (Wheat) Germ Oil) and other germ oils, paschic oil (INCI: Elaeis Guineensis (Palm) Oil), paschic kernel oil (INCI: Elaeis Guineensis (Palm) Kernel Oil), himashi oil (INCI: Ricinus Communis (Castor) Seeed) Helianthus Annuus (Sunflower) Seed Oil), Himawari Seed Oil (INCI: Helianthus Annuus (Sunflower) Seed Oil), Boodu Seed Oil (INCI: Vitis Vinifera (Grape) Seed Oil), Hohoba Seed Oil (INCI: Simmondsia Chinese (Jojoba) Seed Oil), Macadamia Seed Oil (INCI: Macadamia Ternifolia Seed Oil) Oil), Medow Floam Oil (INCI: Limnanthes Alba (Meadowfoam) Seeed Oil), Cotton Oil (INCI: Gossypium Herbaceum (Cotton) Seeed Oil), Yashi Oil (INCI: Cocos Nucifera (Coconut) Oil), Pearnut Oil (INCI: Arachis Hypogaea (Pearnut)) Natural plant oils such as Salmon liver oil (INCI: Shark Liver Oil), Salmon liver oil (INCI: Cod Liver Oil), Cod liver oil (INCI: Fish Liver Oil), Turtle oil (INCI: Tortle Oil), Mink oil (INCI: Mink Oil), Egg oil (INCI: Egg Oil), etc., and natural animal oils such as Hydrogenated Coconut oil (INCI: Hydrogenated Coconut ... Oil)), liquid ラノリン (indicated name (INCI: Lanolin Oll)) and other semi-synthetic oils and greases. ,

[0060] Liquid oily components include hydrocarbon oils, higher fatty acids, higher alcohols, esters, silicone oils, and fluorinated oils.

[0061] Hydrocarbon oils include, for example, linear or branched hydrocarbon oils, and may be volatile or non-volatile hydrocarbon oils. Specifically, examples include olefin oligomers (INCI), isoparaffins such as (C13,14) isoparaffins (INCI), isododecane (INCI), undecane (INCI), tridecane (INCI), dodecane (INCI), isohexadecane (INCI), hydrogenated polyisobutene (indication name (INCI): Hydrogenated Polyisobutene)), squalane (INCI), mineral oil (INCI), coconut alkanes (INCI), alkanes such as (C13-15) alkanes (INCI), etc.

[0062] • Higher fatty acids include oleic acid (INCI: Oleic Acid), linoleic acid (INCI: Linoleic Acid), linolenic acid (INCI: Linolenic Acid), arachidonic acid (INCI: Arachidonic Acid), eicosapentaenoic acid (EPA) (INCI: Eicosapentaenoic Acid), docosahexaenoic acid (DHA) (INCI: Docosahexaenoic Acid), isostearic acid (INCI: Isostearic Acid), and hydroxystearic acid (INCI: Hydroxystearic Acid). Examples include Acid.

[0063] Examples of higher alcohols include alcohols having preferably 6 or more carbon atoms, more preferably 10 to 30. Specific examples of higher alcohols include lauryl alcohol (INCI), myristyl alcohol (INCI), palmityl alcohol (INCI), stearyl alcohol (INCI), behenyl alcohol (INCI), oleyl alcohol (INCI), isostearyl alcohol (INCI), octyldodecanol (INCI), cholesterol (INCI), phytosterols (INCI), batyl alcohol (INCI), and the like.

[0064] ・As ester ester oils, alkyl glycol monoisostearate such as diisobutyl adipate (indication name (INCI): Diisobutyl Adipate)), dihexyldecyl adipate (indication name), diheptylundecyl adipate (indication name (INCI): Diheptylundecyl Adipate)), isostearyl isostearate (indication name (INCI): Isostearyl Isostearate)), isocetyl isostearate (indication name (INCI): Isostearyl Isostearate)), trimethylolpropane triisostearate (indication name (INCI): Trimethylolpropane Triisostearate)), and glycol diethylhexanoate (indication name (INCI): Glycol Octyldodecyl esters such as Diethylhexanoate), Cetyl Ethylhexanoate (Indication name (INCI): Cetyl Ethylhexanoate), Trimethylolpropane Triethylhexanoate (Indication name (INCI): Trimethylolpropane Triethylhexanoate), Pentaerythrityl Tetraethylhexanoate (Indication name (INCI): Pentaerythrityl Tetraethylhexanoate), Octyldodecyl Stearoyl Stearate (Indication name (INCI): Octyldodecyl Stearoyl Stearate), Oleyl Oleate (Indication name (INCI): Oleyl Oleate), Octyldodecyl Oleate (Indication Name (INCI: Octyldodecyl Oleate)), Decyl Oleate (Indication Name (INCI: Decyl Oleate)), Neopentyl Glycol Dioctanoate (Indication Name (INCI: Neopentyl Glycol Diethylhexanoate)), Neopentyl Glycol Dicaprate (Indication Name (INCI: Neopentyl Glycol Dicaprate)), Diisostearyl Malate (Indication Name (INCI: Diisostearyl Malate)), Triethyl Citrate (Indication Name (INCI: Triethyl Citrate)),Diethylhexyl succinate (INCI: Diethylhexyl Succinate), Amyl acetate (INCI: Amyl Acetate), Ethyl acetate (INCI: Ethyl Acetate), Butyl acetate (INCI: Butyl Acetate), Isocetyl stearate (INCI: Isocetyl Stearate), Butyl stearate (INCI: Butyl Stearate), Diisopropyl sebacate (INCI: Diisopropyl Sebacate), Diethylhexyl sebacate (INCI: Diethylhexyl Sebacate), Cetyl lactate (Indication name (INCI: Cetyl Lactate)), Myristyl lactate (Indication name (INCI: Myristyl Lactate)), Isononyl isononanoate (Indication name (INCI: Isononyl Isononanoate)), Isotridecyl isononanoate (Indication name (INCI: Isotridecyl Isononanoate)), Isopropyl palmitate (Indication name (INCI: Isopropyl Palmitate)), Ethylhexyl palmitate (Indication name (INCI: Ethylhexyl Isopalmitate)), Hexyldecyl palmitate (Indication name (INCI: Isocetyl Palmitate, Hexyldecyl Palmitate esters such as Palmitate, Cholesteryl Hydroxystearate (INCI), Isopropyl Myristate (INCI), Octyldodecyl Myristate (INCI), Myristyl Myristate (INCI), Ethylhexyl Laurate (INCI), Hexyl Laurate (INCI),Examples include dioctyldodecyl lauroyl glutamate (indicated name (INCI): Dioctyldodecyl Lauroyl Glutamate), isopropyl lauroyl sarcosinate (indicated name (INCI): Isopropyl Lauroyl Sarcosinate), and (caprylic / capric acid) coconut alkyl (indicated name (INCI): Coco-Caprylate / Caprate).

[0065] Furthermore, among ester oils, examples of glyceride oils include triethylhexanoin (indication name (INCI):) tri(caprylic / capric acid) glyceryl (indication name (INCI): Caprylic / Capric Triglyceride)), cocoglyceryl (INCI), (caprylic / capric acid / succinic acid) triglyceryl (indication name (INCI): Caprylic / Capric / Succinic Triglyceride)), (caprylic / capric acid) glycerides (indication name (INCI): Caprylic / Capric Glycerides) and others.

[0066] Examples of fluorinated oils include perfluorodecalin (INCI), perfluorononyldimethicone (INCI), and perfluoromethylcyclopentane (INCI).

[0067] UV absorbers include oxybenzone-1 (indicated name (INCI: Benzophenone-1)), oxybenzone-2 (indicated name (INCI: Benzophenone-2)), oxybenzone-3 (indicated name (INCI: Benzophenone-3)), oxybenzone-4 (indicated name (INCI: Benzophenone-4)), oxybenzone-5 (indicated name (INCI: Benzophenone-5)), oxybenzone-6 (indicated name (INCI: Benzophenone-6)), oxybenzone-9 (indicated name (INCI: Benzophenone-9)), homosalate (INCI), octocrylene (INCI), and t-butyl methoxydibenzoylmethane (indicated name (INCI: Butyl (Methoxydibenzylmethane), Ethylhexyl salicylate (Indication name (INCI): Ethylhexyl Salicylate), Diethylamino Hydroxybenzoyl Hexyl Benzoate (Indication name (INCI): Diethylamino Hydroxybenzyl Hexyl Benzoate), Polysilicone-15 (INCI), Octyl Dimethoxybenzylidene Dioxoimidazolidinepropionate (Indication name (INCI): Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidinepropionate), Terephthalylidene Dicamphor Sulfonic Acid (Indication name (INCI): Terephthalylidene Diamphor Sulfonic Acid), Ethylhexyl Triazone (INCI), Methylbis(trimethylsiloxy)silylisopentyl Trimethoxycinnamate (INCI: Isopentyl Trimethoxycinnamate Trisiloxane), Drometrizole Trisiloxane (INCI), Dimethyl PABA Ethylhexyl (INCI: Ethylhexyl Dimethoxyl PABA), Isopropyl Paramethoxycinnamate (INCI: Isopropyl Methoxycinnamate), Ethylhexyl Methoxycinnamate (INCI: Ethylhexyl Methoxycinnamate),Bis-ethylhexyloxyphenol methoxyphenyl triazine (INCI), phenylbenzimidazole sulfonic acid (INCI: Phenylbenzimidazole Sulfonic Acid), methylene bisbenzotriazolyltetramethylbutylphenol (INCI), glyceryl dimethoxycinnamate ethylhexanoate (INCI: Glyceryl Ethylhexanoate Dimethoxycinnamate), glyceryl PABA (INCI), methyl diisopropylcinnamate (INCI: Diisopropyl Methyl Cinnamate), cinoxate (INCI), ethylhexyl dimethoxybenzylidene dioxoimidazolidinepropionate (INCI: Ethylhexyl Examples include Dimethoxybenzylidene (Dioxoimidazolidine Propionate), etc.

[0068] Furthermore, with respect to the oil (C), it is preferable to select an oil with high compatibility with component (A) of the present invention in order to easily incorporate component (A) of the present invention into cosmetics. Even oils with poor compatibility can be incorporated by limited formulation or in combination with other compatibilizers.

[0069] (D) Powder The powder is not particularly limited as long as it is a raw material that can be normally incorporated into cosmetics, but examples include pigments, silicone spherical powders, etc. When incorporating powder, the amount of powder is not particularly limited, but it is desirable to incorporate it in an amount of 0.1 to 90% by mass of the total cosmetic, and more preferably 1 to 35% by mass.

[0070] • Coloring Pigments As coloring pigments, there are no particular limitations as long as they are pigments commonly used for coloring cosmetics, including red iron oxide (indicated name (INCI: Iron Oxides)), yellow iron oxide (indicated name (INCI: Iron Oxides)), white titanium dioxide (indicated name (INCI: Titanium Dioxide)), black iron oxide (indicated name (INCI: Iron Oxides)), ultramarines (indicated name (INCI: Ultramarines)), ferric ferrocyanide (indicated name (INCI: Ferric Ferrocyanide, Ferric Ammonium Ferrocyanide)), manganese violet (indicated name (INCI: Manganese Violet)), and cobalt titanate (indicated name (INCI: Cobalt Titanium)). (Oxide), chromium hydroxide (indicated name (INCI: Chromium Hydroxide Green)), chromium oxide (indicated name (INCI: Chromium Oxide Greens)), (Al / cobalt) oxide (indicated name (INCI: Cobalt Aluminum Oxide)), (titanium / titanium oxide) calcined products (indicated name (INCI: Titanium / Titanium Dioxide)), (Li / cobalt) titanate (indicated name (INCI: Lithium Cobalt Titanate)), (iron oxide / titanium oxide) sintered products (indicated name), iron oxide-doped titanium oxide (indicated name (INCI: Iron Oxides, Titanium Any of the following can be used: composites doped with dissimilar metals such as dioxide, inorganic brown pigments such as titanium nitride (indicated name (INCI): Titanium Nitride) and ferrous hydroxide (indicated name (INCI): Iron Hydroxide), and γ-iron oxide, inorganic yellow pigments such as ochre, lake-formed tar dyes, lake-formed natural dyes, and other colored pigments.

[0071] Furthermore, the shape of the pigment according to the present invention may be spherical, approximately spherical, rod-shaped, spindle-shaped, petal-shaped, strip-shaped, irregularly shaped, etc., and there are no particular limitations on its geometric form as long as it can impart color to cosmetics. Also, from the viewpoint of opacity, a pigment with a particle size, i.e., a volume-average particle size, in the range of 150 to 600 nm is preferable. The volume-average particle size can be measured by TEM or the like. If it is less than 150 nm, the opacity is low, which may result in low coloring efficiency of cosmetics, and if it is greater than 600 nm, the feel of use may deteriorate.

[0072] Furthermore, the pigments according to the present invention may be partially or completely surface-treated with inorganic compounds such as alumina, aluminum hydroxide, silica, or hydrated silica.

[0073] The hydrophobic treatment of a colored pigment according to the present invention refers to surface treatment of the colored pigment with a hydrophobic treatment agent. The surface hydrophobic treatment agent for the colored pigment according to the present invention is not particularly limited as long as it can impart hydrophobicity, and examples include silicone treatment agents, waxes, paraffins, organofluorine compounds such as perfluoroalkyls and phosphates, surfactants, amino acids such as N-acyl glutamic acid, and metal soaps such as aluminum stearate and magnesium myristate.

[0074] More preferably, silicone treatment agents include silanes or silylation agents such as caprylsilane (Shin-Etsu Chemical Co., Ltd.: AES-3083) or trimethoxysilyldimethicone, silicone oils such as dimethyl silicone (Shin-Etsu Chemical Co., Ltd.: KF-96A series), methylhydrogen-type polysiloxane (Shin-Etsu Chemical Co., Ltd.: KF-99P, KF-9901, etc.), silicone branched silicone treatment agents (Shin-Etsu Chemical Co., Ltd.: KF-9908, KF-9909, etc.), and silicone compounds such as acrylic silicone (Shin-Etsu Chemical Co., Ltd.: KP-574, KP-541). In particular, the silicone powder treatment agent described in Japanese Patent Publication No. 3912961 is preferably used, and among them, triethoxysilylethylpolydimethylsiloxyethylhexyldimethicone (manufactured by Shin-Etsu Chemical Co., Ltd.: KF-9909), which is a dimethylpolysiloxane having triethoxysilyl groups, polydimethylsiloxyethyl groups, and hexyl groups in its side chains, is effectively used because it exhibits high affinity even when the dispersion medium for dispersing the highly hydrophobic treated colored pigment according to the present invention is a mixed composition of silicone and hydrocarbons.

[0075] Furthermore, the above-mentioned surface hydrophobic treatment agents may be used individually or in combination of two or more types.

[0076] In the present invention, there are no particular limitations on the manufacturing method for surface-treating the colored pigment using a hydrophobic treatment agent, and it can be carried out by known methods. Surface treatment methods can be broadly classified into dry methods and wet methods. As a dry method, for example, the treatment can be carried out by mixing / contacting the colored pigment and the hydrophobic treatment agent used in the present invention using any agitator, pulverizer, mixer, disperser, etc., such as a Henschel mixer, ball mill, jet mill, kneader, planetary mixer, sand mill, attritor, ribbon blender, disper mixer, homo mixer, etc. In this case, the treatment may be carried out while applying energy such as heating, mechanochemical mechanical force, or superheated steam. Alternatively, after thoroughly mixing / contacting the colored pigment and the hydrophobic treatment agent, the treatment may be carried out by separately applying energy such as heating, mechanochemical mechanical force, or superheated steam. Alternatively, when mixing / contacting the hydrophobic agent with the colored pigment, to improve the dispersion efficiency of the hydrophobic agent, the hydrophobic agent may be pre-dissolved or dispersed in an arbitrary amount of water, solvent, or supercritical fluid, and then sprayed onto the colored pigment. In a wet method, the colored pigment and hydrophobic agent are dispersed in water, solvent, or supercritical fluid, mixed / contacted, and then the solvent is evaporated. Furthermore, it is possible to apply energy such as heating, mechanochemical force, or superheated steam to carry out the treatment.

[0077] Specific examples of colored pigments that have undergone hydrophobic surface treatment include the KTP-09 series, particularly KTP-09W, KTP-09R, KTP-09Y, KTP-09B, etc. (manufactured by Shin-Etsu Chemical Co., Ltd.).

[0078] Inorganic powders include: Zirconium oxide (Indication name (INCI): Zirconium Dioxide), Zinc oxide (Indication name (INCI): Zinc Oxide), Cerium oxide (Indication name (INCI): Cerium Oxide), Magnesium oxide (Indication name (INCI): Magnesium Oxide), Barium sulfate (Indication name (INCI): Barium Sulfate), Calcium sulfate (Indication name (INCI): Calcium Sulfate), Magnesium sulfate (Indication name (INCI): Magnesium Sulfate), Calcium carbonate (Indication name (INCI): Calcium Carbonate), Magnesium carbonate (Indication name (INCI): Magnesium Carbonate), Talc (INCI), Mica (INCI), Kaolin (INCI), Synthetic Fluorphlogopite (Indication name (INCI): Synthetic Fluorphlogopite), Synthetic Fluorphlogopite Iron (Indication name), Biotite (Indication name (INCI): Biotite), Potassium Silicate (Indication name (INCI): Potassium Silicate)), Silica (INCI), Aluminum Silicate (Indication name (INCI): Aluminum Silicate)), Magnesium Silicate (Indication name (INCI): Magnesium Silicate)), Silicate (Al / Mg) (Indication name (INCI): Magnesium Aluminum Silicate)), Calcium Silicate (Indication name (INCI): Calcium Silicate (Al / Ca / Na) (Indication name (INCI: Aluminum Calcium Sodium Silicate)), Silicate (Li / Mg / Na) (Indication name (INCI: Lithium Magnesium Sodium Silicate)), Silicate (Na / Mg) (Indication name (INCI: Sodium Magnesium Silicate)), Borosilicate (Ca / Al) (Indication name (INCI: Calcium Aluminum Borosilicate)), Borosilicate (Ca / Na) (Indication name (INCI: Calcium Sodium Borosilicate, hydroxyapatite (INCI), bentonite (INCI), montmorillonite (INCI), hectorite (INCI), zeolite (INCI), alumina (INCI),Examples include fine particles made of aluminum hydroxide (indicated name (INCI: Aluminum Hydroxide)), boron nitride (indicated name (INCI: Boron Nitride)), glass (indicated name (INCI: Glass)), etc. Furthermore, as inorganic colored pearl pigments, there are pearl agents such as mica coated with titanium dioxide (INCI: Titanium Dioxide), synthetic fluorophlogopite coated with titanium dioxide (INCI: Titanium Dioxide), bismuth oxychloride (INCI: Bismuth Oxychloride), bismuth oxychloride coated with titanium dioxide (INCI: Titanium Dioxide), and titanium dioxide (INCI: Titanium Examples of pearl pigments include talc coated with dioxide (INCI), fish scale foil (indication name), and colored mica coated with titanium dioxide (indication name (INCI: Titanium Dioxide)). The application is not limited to untreated or known surface treatments commonly used in cosmetics.

[0079] Examples of metal powders include fine metal particles consisting of Al (indicated name (INCI: Aluminum, Aluminum Powder)), copper (indicated name (INCI: Copper Powder)), silver (indicated name (INCI: Silver Powder)), gold (indicated name (INCI: Gold)), etc.

[0080] Organic powders include powders made from silicone, polyamide, polyacrylic acid / acrylic acid ester, polyester, polyethylene (INCI), polypropylene (INCI), polystyrene (INCI), styrene-acrylic acid copolymer, divinylbenzene-styrene copolymer, polyurethane, vinyl resin, urea resin, melamine resin, benzoguanamine, polymethylbenzoguanamine, tetrafluoroethylene, polymethyl methacrylate, cellulose (INCI), silk (INCI), nylon (indication name), phenolic resin, epoxy resin, polycarbonate, etc. In particular, examples of silicones include silicone resin particles; polymethylsilsesquioxane (INCI), silicone rubber powder, silicone resin-coated silicone rubber powder; (vinyl dimethicone / methicone silsesquioxane) crosspolymer (INCI), (diphenyl dimethicone / vinyl diphenyl dimethicone / silsesquioxane) crosspolymer (INCI), polysilicone-1 crosspolymer (INCI), polysilicone-22 (INCI), etc.

[0081] Examples of commercially available silicone powders include those manufactured by Shin-Etsu Chemical Co., Ltd.: KMP-590, KMP-591, KMP-592, KMP-597, KMP-598, KSP-100, KSP-101, KSP-102, KSP-105, KSP-100W, KSP-300, KSP-411, KSP-441, KM-9729, KM-440, etc.

[0082] Furthermore, metal soaps can also be cited, with specific examples including zinc stearate (indicated name (INCI: Zinc Stearate)), aluminum stearate (indicated name (INCI: Aluminum Stearate)), calcium stearate (indicated name (INCI: Calcium Stearate)), magnesium stearate (indicated name (INCI: Magnesium Stearate)), zinc myristate (indicated name (INCI: Zinc Myristate)), magnesium myristate (indicated name (INCI: Magnesium Myristate)), cetyl phosphate (zinc / Na) (indicated name (INCI: Sodium Zinc Cetyl Phosphate)), and potassium cetyl phosphate (indicated name (INCI: Potassium Cetyl Powders consisting of phosphates, etc., are also examples.

[0083] Furthermore, organic dyes can also be cited, with specific examples including Red 3, Red 104(1) (indicated name (INCI: Red 28, Red 28 Lake)), Red 106, Red 201 (indicated name (INCI: Red 6)), Red 202 (indicated name (INCI: Red 7)), Red 204, Red 205, Red 220 (indicated name (INCI: Red 34)), Red 226 (indicated name (INCI: Red 30)), Red 227 (indicated name (INCI: Red 33, Red 33 Lake)), Red 228 (indicated name (INCI: Red 36)), Red 230(1) (indicated name (INCI: Red 22, Red 22 Lake)), Red 230 (2) (Display name), Red 401 (Display name), Red 505 (Display name), Yellow 4 (Display name (INCI: Yellow 5)), Yellow 5 (Display name (INCI: Yellow 6, Yellow 6) Yellow 202 (1) (Display name (INCI: Yellow 8)), Yellow 203 (Display name (INCI: Yellow 10, Yellow 10 Lake)), Yellow 204 (Display name (INCI: Yellow 11)), yellow 401, blue 1 (display name (INCI:Blue 1, Blue 1 Lake)), blue 2, blue 201, blue 205 (display name (INCI:Blue 4)), Blue 404 (Display name), Green 3 (Display name (INCI: Green 3, Green 3 Lake)), Green 201 (Display name (INCI: Green 5)), Green 202 (Display name (INCI: Green 6)), Green 204 (Display name (INCI: Green 8)), Green 205 (Display name), Orange 201 (Display name (INCI: Orange 5)), Orange 203 (Display name (INCI: Pigment Orange 5)), Orange 204 (Display name), Orange 205 (Display name (INCI: Orange 4, Orange 4 Lake)), Orange 206 (Display name (INCI: Orange 10)), Orange 207 (Display name (INCI: Orange 11)) Tar dyes such as cochineal (INCI), laccaic acid (indicated name (INCI: Laccaic Acid)), safflower red (indicated name (INCI: Carthamus Tinctorius (Safflora) Flower Extract)),Examples of natural pigments include Lithospermum Officinalis Root Extract (INCI: Lithospermum Officinalis Root Extract), Gardenia Yellow (INCI: Gardenia Yellow), and Gardenia Blue (INCI: Hydrolyzed Gardenia Florida Extract).

[0084] - Inorganic-organic composite powders: Examples of inorganic-organic composite powders include composite powders in which the surface of an inorganic powder is coated with an organic powder by a known or publicly used method.

[0085] Furthermore, the aforementioned powders may also be used if their particle surfaces have been treated. The surface treatment agent is preferably one that can impart hydrophobicity from the viewpoint of water resistance of the cosmetic. The hydrophobic treatment agent is not particularly limited and can include silicone treatment agents, waxes, paraffins, perfluoroalkyl and phosphate-based organofluorine compounds, surfactants, amino acids such as N-acyl glutamic acid, aluminum stearate, and metal soaps such as magnesium myristate. More preferably, silicone treatment agents include silanes such as triethoxycaprylylsilane (INCI) or silylation agents, dimethicone (INCI), methicone (INCI), hydrogen dimethicone (INCI), triethoxysilylethyl polydimethylsiloxyethyl dimethicone (INCI), triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (INCI), (acrylates / tridecyl acrylate / triethoxysilylpropyl methacrylate / dimethicone methacrylate) copolymer (indicated name (INCI): Acrylates / Tridecyl Acrylate / Triethoxysilylpropyl Methacrylate / Dimethicone Methacrylate Copolymer). Specific examples of these silicone treatment agents include AES-3083, KF-99P, KF-9901, KF-9908, KF-9909, KP-574, and KP-541, all manufactured by Shin-Etsu Chemical Co., Ltd.

[0086] Furthermore, the above-mentioned surface hydrophobic treatment agents may be used alone or in combination of two or more types. Specific examples of surface-treated colored pigments include the KTP-09 series manufactured by Shin-Etsu Chemical Co., Ltd., particularly KTP-09W, KTP-09R, KTP-09Y, and KTP-09B.

[0087] - UV Absorbing and Scattering Agent As the oil, liquid silicone oil, hydrocarbon oil, ester oil, natural animal and vegetable oil, semi-synthetic oil, etc., as exemplified as component (C) above, and fluorine-based oils can be used. Specific examples of dispersions in which particles that absorb and scatter ultraviolet light are dispersed in the oil include the SPD series (product name) manufactured by Shin-Etsu Chemical Co., Ltd., particularly SPD-T5, SPD-T5L, SPD-Z5, SPD-T6, SPD-Z6, SPD-T7, SPD-Z7L, etc.

[0088] (E) Surfactants Surfactants include nonionic, anionic, cationic, and amphoteric surfactants, but are not particularly limited. Any surfactant other than the component in (A) above, and commonly used in cosmetics, can be used. Among these surfactants, one or more selected from non-crosslinked silicone surfactants or crosslinked silicone surfactants are preferred because they allow for the creation of stable cosmetics. In any case, the amount of surfactant blended is preferably 0.1 to 20% by mass of the total cosmetic composition. A value of 0.1% by mass or more is preferable because it allows for sufficient dispersion and emulsification functions, and a value of 20% by mass or less is preferable because it prevents the cosmetic from feeling sticky. The HLB of the surfactant is not limited, but is preferably 2 to 14.5 for the purpose of maintaining the water resistance of the cosmetic composition.

[0089] Non-crosslinked silicone surfactants are those in which some of the methyl groups of a linear or branched silicone main chain are replaced with hydrophilic groups such as polyethylene glycol or polyglycerin. Specifically, linear or branched polyoxyethylene-modified organopolysiloxane, linear or branched polyoxyethylene-polyoxypropylene-modified organopolysiloxane, linear or branched polyoxyethylene-alkyl-comodified organopolysiloxane, linear or branched polyoxyethylene-polyoxypropylene-alkyl-comodified organopolysiloxane, linear or branched polyglycerin-modified organopolysiloxane, linear or branched polyglycerin-alkyl-comodified organopolysiloxane, and linear or branched pyrrolidone-modified organopolysiloxane are preferred. Examples include PEG-11 methyl ether dimethicone (INCI), PEG / PPG-20 / 22 butyl ether dimethicone (INCI), PEG-3 dimethicone (INCI), PEG-10 dimethicone (INCI), PEG-9 polydimethylsiloxyethyl dimethicone (INCI), lauryl PEG-9 polydimethylsiloxyethyl dimethicone (INCI), cetyl PEG / PPG-10 / 1 dimethicone (INCI), polyglyceryl-3 polydimethylsiloxyethyl dimethicone (INCI), lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone (INCI), isostearyl polyglyceryl-3 dimethicone (INCI), and others.

[0090] Examples of commercially available products include those manufactured by Shin-Etsu Chemical Co., Ltd.: KF-6011, KF-6011P, KF-6012, KF-6015, KF-6017, KF-6043, KF-6028, KF-6038, KF-6048, KF-6104, KF-6106, KF-6105, KF-6180, KF-6115, etc.

[0091] Examples of cross-linked silicone surfactants include (dimethicone / (PEG-10 / 15)) crosspolymer (INCI), (PEG-15 / lauryl dimethicone) crosspolymer (INCI), (PEG-10 / lauryl dimethicone) crosspolymer (INCI), (PEG-15 / lauryl polydimethylsiloxyethyl dimethicone) crosspolymer (INCI), (dimethicone / polyglycerin-3) crosspolymer (INCI), (lauryl dimethicone / polyglycerin-3) crosspolymer (INCI), and (polyglycerin-3 / lauryl polydimethylsiloxyethyl dimethicone) crosspolymer (INCI).

[0092] Furthermore, when using a cross-linked silicone surfactant, in a composition comprising the cross-linked silicone surfactant and a liquid oil at room temperature, it is preferable that the cross-linked silicone surfactant swells when it contains more than its own weight of the liquid oil relative to the liquid oil. As the liquid oil, any liquid silicone oil, hydrocarbon oil, ester oil, natural animal or vegetable oil, semi-synthetic oil, or fluorinated oil can be used in the optional component (1) oil. Examples include cyclopentasiloxane (INCI), dimethicone (INCI), caprylyl methicone (INCI), mineral oil (INCI), isododecane (INCI), isohexadecane (INCI), triethylhexanoin (INCI), isotridecyl isononanoate (indication name (INCI): Isotridecyl Isononanoate)), squalane (INCI), etc.

[0093] Examples of commercially available cross-linked silicone surfactants that swell when they contain liquid oil include KSG-210, KSG-240, KSG-270, KSG-310, KSG-320, KSG-330, KSG-340, KSG-320Z, KSG-350Z, KSG-710, KSG-790, KSG-810, KSG-820, KSG-830, KSG-840, KSG-820Z, KSG-850Z, and others, manufactured by Shin-Etsu Chemical Co., Ltd.

[0094] (F) Crosslinked organopolysiloxane In a composition comprising a crosslinked organopolysiloxane and a liquid oil at room temperature, it is preferable that the crosslinked organopolysiloxane swells when it contains the liquid oil in a quantity greater than or equal to its own weight. As the liquid oil agent, fluorine-based oils such as liquid silicone oil, hydrocarbon oil, ester oil, natural animal and vegetable oil, and semi-synthetic oil, as exemplified as component (C) above, can be used. Examples include cyclopentasiloxane (INCI), dimethicone (INCI), mineral oil (INCI), isododecane (INCI), isohexadecane (INCI), triethylhexanoin (INCI), isotridecyl isononanoate (indication name (INCI): Isotridecyl Isononanoate)), squalane (INCI), and (caprylic / capric acid) coconut alkyl (indication name (INCI): Coco-Caprylate / Caprate)).

[0095] Component (F), unlike the cross-linked silicone surfactant component (E) mentioned above, is a compound that does not have a polyether or polyglycerin structure in its molecular structure. Specific examples include (dimethicone / vinyl dimethicone) crosspolymer (INCI), (dimethicone / phenyl vinyl dimethicone) crosspolymer (INCI), (vinyl dimethicone / lauryl dimethicone) crosspolymer (INCI), and (lauryl polydimethylsiloxyethyl dimethicone / bis-vinyl dimethicone) crosspolymer (INCI). Examples of commercially available compositions consisting of cross-linked organopolysiloxane and a liquid oil at room temperature include KSG-15, KSG-1510, KSG-16, KSG-1610, KSG-19, KSG-016F, KSG-18A, KSG-41A, KSG-42A, KSG-43, KSG-44, KSG-45, KSG-042Z, KSG-045Z, KSG-048Z, KM-116, etc., manufactured by Shin-Etsu Chemical Co., Ltd.

[0096] (G) Film-forming agents are mainly added to further maintain the effectiveness of the cosmetic. There are no particular limitations, but from the viewpoint of imparting water repellency, silicone-based compositions are preferred. Specifically, trimethylsiloxysilicate, acrylic-silicone film-forming agents, silicone-modified norbornene, silicone-modified pullulan, silicone-modified polyvinyl alcohol, etc. can be used.

[0097] Examples of film-forming agents for silicone-based compositions include trimethylsiloxysilicate (indicated name (INCI): Trimethylsiloxysilicate), (acrylates / dimethicone) copolymer (INCI), (norbornene / tris(trimethylsiloxy)silylnorbornene) copolymer (INCI), and tri(trimethylsiloxy)silylpropylcarbamate pullulan (indicated name (INCI): Trimethylsiloxysilylcarbamate Pullulan).

[0098] The film-forming agent may be dissolved in a liquid oil at room temperature beforehand and then incorporated into the cosmetic. As the liquid oil, any liquid silicone oil, hydrocarbon oil, ester oil, natural animal or vegetable oil, semi-synthetic oil, or fluorine-based oil can be used in the optional component (1) oil. Specific examples of commercially available silicone film-forming agents include KF-7312J, KP-545, KP-549, KP-543, NBN-30-ID, TSPL-30-ID, TSPL-30-D5, etc., manufactured by Shin-Etsu Chemical Co., Ltd.

[0099] (I) Other additives Other additives include oil-soluble gelling agents, preservatives / bacteria, antiperspirants, fragrances, salts, antioxidants, pH adjusters, chelating agents, cooling agents, anti-inflammatory agents, skin beautifying ingredients (whitening agents, cell activators, skin roughness improvers, blood circulation promoters, skin astringents, anti-seborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, inclusion compounds, etc.

[0100] • Oil-soluble gelling agents: Examples of oil-soluble gelling agents include metal soaps such as aluminum stearate, magnesium stearate, and zinc myristate; amino acid derivatives such as lauroyl glutamic acid (indicated name (INCI): Lauroyl Glutamic Acid) and α,γ-di-n-butylamine; dextrin palmitate (indicated name (INCI): Dextrin Palmitate), dextrin isostearate (indicated name (INCI): Dextrin Isostearate), dextrin myristate (indicated name (INCI): Dextrin Myristate), inulin stearate (indicated name (INCI): Stearoyl Inulin), and (palmitic acid / ethylhexanoic acid) dextrin (indicated name (INCI): Dextrin Examples include dextrin fatty acid esters such as palmitate / ethylhexanoate; sucrose fatty acid esters such as sucrose palmitate and sucrose stearate; fructooligosaccharide fatty acid esters such as fructooligosaccharide stearate and fructooligosaccharide 2-ethylhexanoate; benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol; disteardimonium hectorite (INCI), stearalkonium hectorite (INCI), organically modified clay minerals of hectorite; and stearalkonium bentonite (INCI).

[0101] Examples of preservatives and disinfectants include alkyl parahydroxybenzoates, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, imidazolidinyl urea, salicylic acid, isopropylmethylphenol, carbolic acid, parachlormethacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, iodopropynyl butylcarbamate, polylysine, bisabolol, ethylhexylglycerin, glyceryl caprylate, caprylhydroxamic acid, hexyl dimethylolpropanoate, polyaminopropyl biguanide, photosensitizer, silver, and plant extracts. Preservatives may be used individually or in combination of two or more. In particular, polylysine, bisabolol, ethylhexylglycerin, glyceryl caprylate, caprylhydroxamic acid, hexyl dimethylolpropanoate, polyaminopropyl biguanide, ethylhexylglycerin, and phenoxyethanol are preferred because they are easy to incorporate into cosmetics and are expected to have a preservative effect. Ethylhexylglycerin, phenoxyethanol, and glyceryl caprylate are especially preferred in terms of compatibility with the dispersion of the present invention. By incorporating preservatives, it is expected that bacterial contamination will be suppressed and the shelf life of the dispersion will be improved.

[0102] Examples of antiperspirants include aluminum hydroxyhalides such as chlorohydroxyaluminum, aluminum halides such as aluminum chloride, aluminum allantoin salts, tannic acid, persimmon tannin, sulfate (Al / K), zinc oxide, zinc paraphenolsulfonate, calcined alum, tetrachloro(Al / zirconium) hydrate, and trichlorohydrate glycine (Al / zirconium). Particularly preferred as components that exhibit high efficacy are aluminum hydroxyhalides, aluminum halides, and complexes or mixtures thereof with oxyzirconyl oxyhalides and hydroxyzirconyl hydroxyhalides (e.g., tetrachloro(Al / zirconium) hydrate, trichlorohydrate glycine (Al / zirconium)).

[0103] Fragrances include natural and synthetic fragrances. Natural fragrances include plant-derived fragrances isolated from flowers, leaves, wood, fruit peels, etc., and animal-derived fragrances such as musk and civet. Synthetic fragrances include hydrocarbons such as monoterpenes, alcohols such as aliphatic alcohols and aromatic alcohols, aldehydes such as terpene aldehydes and aromatic aldehydes, ketones such as alicyclic ketones, esters such as terpene esters, lactones, phenols, oxides, nitrogen-containing compounds, acetals, etc.

[0104] Salts include inorganic salts, organic acid salts, amine salts, and amino acid salts. Examples of inorganic salts include sodium, potassium, magnesium, calcium, aluminum, zirconium, and zinc salts of inorganic acids such as hydrochloric acid, sulfuric acid, carbonic acid, and nitric acid; examples of organic acid salts include salts of organic acids such as acetic acid, dehydroacetic acid, citric acid, malic acid, succinic acid, ascorbic acid, and stearic acid; examples of amine salts and amino acid salts include salts of amines such as triethanolamine and salts of amino acids such as glutamic acid. In addition, salts of hyaluronic acid and chondroitin sulfate, aluminum zirconium glycine complexes, and even acid-alkali neutralization salts used in cosmetic formulations can be used. Sodium chloride is particularly preferred in terms of solubility, feel, and suppression of foaming. However, if added in large quantities, it may inhibit the swelling of water-soluble polymers.

[0105] Antioxidants: While not particularly limited, examples of antioxidants include carotenoids, ascorbic acid and its salts, ascorbyl stearate, tocopherol, tocopheryl acetate, tocopherol, p-t-butylphenol, butylhydroxyanisole, dibutylhydroxytoluene, phytic acid, ferulic acid, thiotaurine, hypotaurine, sulfites, erythorbic acid and its salts, chlorogenic acid, epicatechin, epigallocatechin, epigallocatechin gallate, apigenin, campherol, myricetin, quercetin, and the like. Only one antioxidant may be used, or two or more may be used in combination.

[0106] pH adjusters Examples of pH adjusters include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, dl-malic acid, potassium carbonate, sodium bicarbonate, and ammonium bicarbonate.

[0107] Chelating agents include alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, and phosphoric acid.

[0108] Cooling agents include L-menthol, camphor, and menthyl lactate.

[0109] Anti-inflammatory agents include allantoin, glycyrrhizic acid and its salts, glycyrrhetinic acid and stearyl glycyrrhetinate, tranexamic acid, and azulene.

[0110] • Skin beautifying ingredients: Examples of skin beautifying ingredients include whitening agents such as placenta extract, arbutin, glutathione, and saxifrage extract; cell activators such as royal jelly, photosensitizer, cholesterol derivatives, and calf blood extract; skin roughness improving agents; blood circulation promoting agents such as nonylic acid vanenylamide, benzyl nicotinate, β-butoxyethyl nicotinate, capsaicin, gingerol, cantharis tincture, ichthammol, caffeine, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandelate, cinnarizine, trazoline, acetylcholine, verapamil, cepharanthine, and γ-oryzanol; skin astringents such as zinc oxide and tannic acid; and anti-seborrheic agents such as sulfur and thianthol.

[0111] Vitamins include vitamin A derivatives such as vitamin A oil, retinol, retinyl acetate, and retinyl palmitate; vitamin B2 derivatives such as riboflavin, riboflavin butyrate, and flavin adenine nucleotide; vitamin B6 derivatives such as pyridoxine hydrochloride, pyridoxine dioctanoate, and pyridoxine tripalmitate; vitamin B derivatives such as vitamin B12 and its derivatives; vitamin B15 and its derivatives; L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sulfate sodium, and L-ascorbic acid phosphate dicate. Examples include vitamin C compounds such as lium, vitamin D compounds such as ergocalciferol and cholecalciferol, vitamin E compounds such as α-tocopherol, β-tocopherol, γ-tocopherol, dl-α-tocopherol acetate, dl-α-tocopherol nicotinate, and dl-α-tocopherol succinate; nicotinic acid compounds such as nicotinic acid, benzyl nicotinate, and nicotinamide; vitamin H, vitamin P, calcium pantothenate, D-pantothenyl alcohol, pantothenyl ethyl ether, acetylpantothenyl ethyl ether, and other pantothenic acid compounds, as well as biotin.

[0112] Examples of amino acids include glycine, valine, leucine, isoleucine, serine, threonine, phenylalanine, arginine, lysine, aspartic acid, glutamic acid, cystine, cysteine, methionine, and tryptophan.

[0113] Nucleic acids include deoxyribonucleic acid, among others.

[0114] Examples of hormones include estradiol and ethenylestradiol.

[0115] Examples of inclusion compounds include cyclodextrins.

[0116] The present invention will be described in more detail below with reference to manufacturing examples, examples, and comparative examples, but the present invention is not limited to the manufacturing examples and examples described below. Unless otherwise specified, "%" in the composition refers to mass percent. In addition, in the formulas showing the structures below, the wavy lines of substituents refer to the parts that are bonded to the silicon atoms of the siloxane unit, and the bonding order of those having multiple types of repeating units may be in blocks or random. Organopolysiloxanes are used as manufacturing examples, and cosmetic examples are used as examples and comparative examples. The amounts of formulations are those of the formulations described.

[0117] Table 1 below details the raw materials used in the manufacturing example. The structural formula of polyglycerin having an alkenyl group at one end of the raw materials is shown below.

[0118]

[0119] [Manufacturing Example 1] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E1) (weight-average molecular weight 3,600, hydrosilyl group amount: 2.22 mmol / g), 42.2 g of alcohol having an allyl group at one end as shown in the following formula (E2) (raw material A, vinyl group amount: 3.6 mmol / g), 128.0 g of 2-propanol, and 0.17 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 63.4 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E3) was added and heated at 80°C for 3 hours. Subsequently, 10.0 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.17 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E4) (weight-average molecular weight 7,400). The HLB of the obtained organopolysiloxane was 4.1.

[0120]

[0121] [Manufacturing Example 2] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E5) (weight-average molecular weight 3,300, hydrosilyl group amount: 1.66 mmol / g), 45.2 g of alcohol having an allyl group at one end as shown in the following formula (E6) (raw material B, vinyl group amount: 2.7 mmol / g), 116.2 g of 2-propanol, and 0.23 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 58.3 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E7) was added and heated at 80°C for 3 hours. Subsequently, 8.7 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.15 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E8) (weight-average molecular weight 6,720). The HLB of the obtained organopolysiloxane was 4.4.

[0122]

[0123] [Manufacturing Example 3] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E9) (weight-average molecular weight 3,660, hydrosilyl group amount: 2.46 mmol / g), 63.5 g of alcohol having an allyl group at one end as shown in the following formula (E10) (raw material C, vinyl group amount: 2.1 mmol / g), 98.1 g of 2-propanol, and 0.13 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 83.7 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E11) was added and heated at 80°C for 3 hours. Subsequently, 13.1 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.22 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E12) (weight-average molecular weight 9,050). The HLB of the obtained organopolysiloxane was 5.1.

[0124]

[0125] [Manufacturing Example 4] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E13) (weight-average molecular weight 3,170, hydrosilyl group amount: 2.21 mmol / g), 39.4 g of alcohol having an allyl group at one end as shown in the following formula (E14) (raw material D, vinyl group amount: 4.0 mmol / g), 139.4 g of 2-propanol, and 0.17 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 81.0 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E15) was added and heated at 80°C for 3 hours. Subsequently, 13.9 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.23 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E16) (weight-average molecular weight 6,990). The HLB of the obtained organopolysiloxane was 3.6.

[0126]

[0127] [Manufacturing Example 5] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E17) (weight-average molecular weight 3,750, hydrosilyl group amount: 2.13 mmol / g), 48.4 g of alcohol having an allyl group at one end represented by the following formula (E18) (starting material E, vinyl group amount: 3.3 mmol / g), 133.5 g of 2-propanol, and 0.18 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 48.7 g of organopolysiloxane having a vinyl group at one end represented by the following formula (E19) was added and heated at 80°C for 3 hours. Subsequently, 7.4 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.12 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E20) (weight-average molecular weight 7,390). The HLB of the obtained organopolysiloxane was 4.9.

[0128]

[0129] [Manufacturing Example 6] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E21) (weight-average molecular weight 2,890, hydrosilyl group amount: 2.08 mmol / g), 61.4 g of alcohol having an allyl group at one end as shown in the following formula (E22) (raw material F, vinyl group amount: 2.5 mmol / g), 129.1 g of 2-propanol, and 0.16 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 85.8 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E23) was added and heated at 80°C for 3 hours. Subsequently, 6.5 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.11 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E24) (weight-average molecular weight 7,150). The HLB of the obtained organopolysiloxane was 5.0.

[0130]

[0131] [Manufacturing Example 7] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E25) (weight-average molecular weight 3,130, hydrosilyl group amount: 3.19 mmol / g), 66.2 g of alcohol having an allyl group at one end as shown in the following formula (E26) (raw material A, vinyl group amount: 3.6 mmol / g), 116.3 g of 2-propanol, and 0.20 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 61.2 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E27) was added and heated at 80°C for 3 hours. Subsequently, 10.0 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.17 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E28) (weight-average molecular weight 7,120). The HLB of the obtained organopolysiloxane was 5.8.

[0132]

[0133] [Manufacturing Example 8] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E29) (weight-average molecular weight 3,300, hydrosilyl group amount: 1.66 mmol / g), 33.4 g of alcohol having an allyl group at one end represented by the following formula (E30) (raw material A, vinyl group amount: 3.6 mmol / g), 66.7 g of 2-propanol, and 0.21 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 58.3 g of organopolysiloxane having a vinyl group at one end represented by the following formula (E31) was added and heated at 80°C for 3 hours. Subsequently, 6.7 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.11 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E32) (weight-average molecular weight 6,330). The HLB of the obtained organopolysiloxane was 3.5.

[0134]

[0135] [Manufacturing Example 9] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E33) (weight-average molecular weight 6,790, hydrosilyl group amount: 2.65 mmol / g), 66.0 g of alcohol having an allyl group at one end as shown in the following formula (E34) (raw material B, vinyl group amount: 2.7 mmol / g), 83.0 g of 2-propanol, and 0.10 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 80.7 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E35) was added and heated at 80°C for 3 hours. Subsequently, 10.0 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.17 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E36) (weight-average molecular weight 16,760). The HLB of the obtained organopolysiloxane was 5.3.

[0136]

[0137] [Manufacturing Example 10] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E37) (weight-average molecular weight 9,950, hydrosilyl group amount: 2.76 mmol / g), 75.0 g of alcohol having an allyl group at one end represented by the following formula (E38) (raw material B, vinyl group amount: 2.7 mmol / g), 140.0 g of 2-propanol, and 0.18 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 124.6 g of organopolysiloxane having a vinyl group at one end represented by the following formula (E39) was added and heated at 80°C for 3 hours. Subsequently, 14.0 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.24 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E40) (weight-average molecular weight 29,820). The HLB of the obtained organopolysiloxane was 5.0.

[0138]

[0139] [Comparative Example 1 of Manufacturing] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E41) (weight-average molecular weight 3,850, hydrosilyl group amount: 1.56 mmol / g), 26.8 g of alcohol having an allyl group at one end as shown in the following formula (E42) (raw material G, vinyl group amount: 4.8 mmol / g), 101.4 g of 2-propanol, and 0.13 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 33.3 g of organopolysiloxane having a vinyl group at one end as shown in the following formula (E43) was added and heated at 80°C for 3 hours. Subsequently, 8.9 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.15 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E44) (weight-average molecular weight 6,170). The HLB of the obtained organopolysiloxane was 3.3.

[0140]

[0141] [Comparative Example 2 of Manufacturing] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E45) (weight-average molecular weight 4,340, amount of hydrosilyl group: 1.84 mmol / g), 38.6 g of alcohol having an allyl group at one end represented by the following formula (E46) (raw material H, amount of vinyl group: 3.6 mmol / g), 83.1 g of 2-propanol, and 0.11 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 35.3 g of organopolysiloxane having a vinyl group at one end represented by the following formula (E47) was added and heated at 80°C for 3 hours. Subsequently, 11.1 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.19 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E48) (weight-average molecular weight 7,550). The HLB of the obtained organopolysiloxane was 4.4.

[0142]

[0143] [Comparative Example 3 of Manufacturing] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E49) (weight-average molecular weight 3,330, hydrosilyl group amount: 1.80 mmol / g), 47.5 g of alcohol having an allyl group at one end represented by the following formula (E50) (raw material I, vinyl group amount: 2.8 mmol / g), 103.3 g of 2-propanol, and 0.09 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 57.8 g of organopolysiloxane having a vinyl group at one end represented by the following formula (E51) was added and heated at 80°C for 3 hours. Subsequently, 7.4 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.12 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E52) (weight-average molecular weight 6,840). The HLB of the obtained organopolysiloxane was 4.6.

[0144]

[0145] [Comparative Example 4] Method for producing organopolysiloxane 100 g of organohydrogenpolysiloxane represented by the following formula (E53) (weight-average molecular weight 5,500, hydrosilyl group amount: 2.73 mmol / g), 45.0 g of alcohol having an allyl group at one end represented by the following formula (E54) (starting material H, vinyl group amount: 4.8 mmol / g), 116.0 g of 2-propanol, and 0.14 g of 0.5% platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex / ethanol solution were charged into a reactor and heated at 80°C for 3 hours. After confirming the reaction, 41.8 g of organopolysiloxane having a vinyl group at one end represented by the following formula (E55) was added and heated at 80°C for 3 hours. Subsequently, 11.6 g of 0.01 N hydrochloric acid solution was added and heated at 80°C for 3 hours to hydrolyze the remaining allyl ether groups, and the mixture was neutralized with 0.19 g of 5% sodium bicarbonate solution. The reaction mixture was heated under reduced pressure to remove the solvent by distillation, and the mixture was filtered to obtain an organopolysiloxane represented by the following formula (E56) (weight-average molecular weight 10,270). The HLB of the obtained organopolysiloxane was 4.8.

[0146]

[0147] [Examples 1-10, Comparative Examples 1-4] Water-in-oil emulsions with the compositions shown in Table 2 below were prepared. (Manufacturing Method) Components 1 and 2 were mixed until homogeneous. Components 3-5 were then gently added after homogeneous mixing and stirred to form an emulsion. This was filled into a designated container to obtain a water-in-oil emulsion. The obtained emulsion was evaluated as follows. The results are shown in Table 2. Note that descriptions such as Manufacturing Example 1 refer to the organopolysiloxane obtained in Manufacturing Example 1.

[0148] <Particle Size and Particle Size Distribution Measurement> The median diameter D of particles of the prepared organopolysiloxane water-in-oil emulsion was measured using a laser diffraction / scattering particle size distribution analyzer (Microtrac MT3300EX2, Microtrac-Bell). 50 This is the value. Furthermore, the above device allows for volume-based particle size distribution (D 90 -D 10 ) / D 50 The following was calculated. The above values ​​are listed in Table 2.

[0149] <Evaluation of Usability> Ten expert panelists evaluated the obtained water-in-oil emulsion for its applicability (spreadability) and richness (thick feel) according to the criteria described below. The results were judged based on the average of the ten panelists' scores, according to the following criteria: 5 points: Good 4 points: Fairly good 3 points: Average 2 points: Fairly bad 1 point: Bad

[0150] Based on the average score of the obtained evaluation results, the results are shown below. ◎◎: Average score of 4.5 or higher ◎: Average score of 4.0 or higher but less than 4.5 ○: Average score of 3.0 or higher but less than 4.0 △: Average score of 2.0 or higher but less than 3.0 ×: Average score less than 2.0

[0151] <Viscosity Measurement> The viscosity of the obtained water-in-oil emulsion at 25°C after one week was measured using a rotational viscometer (Toki Sangyo, VISCOMETER TVB-10M) with spindle No. 23 at a rotation speed of 6 rpm (initial viscosity).

[0152] <Stability over time> The initial viscosity of the obtained water-in-oil emulsion and the viscosity after storage in a constant temperature bath at 50°C for one month were measured using the same method as above (measured at 25°C). The change in viscosity from the initial viscosity was evaluated. ◎: ±0% or more and less than ±5% ○: ±5% or more and less than ±10% △: ±10% or more and less than ±15% ×: ±20% or more Viscosity change rate (%) = 100 - (Viscosity after storage at 50°C for 1 month / Initial viscosity) × 100

[0153]

[0154] As shown in Table 2 above, the water-in-oil emulsion of the present invention had lower emulsion viscosity (in this composition, initial viscosity of 30 mPa·s or less is indicated with "○", and greater than that with "×") compared to Comparative Examples 1 to 4, and exhibited significantly superior coatability and richness. Although Examples 1, 4, 5, 7, and 8 used modifiers with a small degree of polymerization distribution, it can be seen that the emulsions were finished with lower viscosity compared to Comparative Examples 1 and 4. This is because the organopolysiloxane used in the comparative examples had high viscosity, resulting in higher viscosity emulsions. Low-viscosity emulsions have better coatability and a more easily perceived richness.

[0155] [Examples 11-20, Comparative Examples 5-8] Water-in-oil emulsions with the compositions shown in Table 3 below were prepared. (Manufacturing Method) Components 1 and 2 were mixed until uniform. Components 3-6 were then gently added after uniform mixing and stirred to form an emulsion. This was filled into a designated container to obtain a water-in-oil emulsion. The obtained water-in-oil emulsion was evaluated in the same manner as described above. The results are shown in Table 3.

[0156]

[0157] As shown in Table 3 above, the water-in-oil emulsion of the present invention had lower emulsion viscosity and significantly superior application properties, richness, and long-term stability compared to Comparative Examples 5 to 8. Generally, when an alcohol component is included in a formulation, it increases the mobility of the emulsifier in the interfacial film, making it easier to separate over time. The cosmetic composition of the present invention has a high interfacial film strength, is less affected by the alcohol component, and is less prone to separation over time.

[0158] [Example 21, Comparative Examples 9 and 10] Sunscreen milk with the composition shown in Table 4 below was prepared. (Manufacturing Method) Components 1 to 6 were mixed until uniform. Components 9 to 12 were then gently added after uniform mixing and stirred to form an emulsion. Components 7 and 8 were then added to the emulsion and mixed. This was filled into a designated container to obtain sunscreen milk. The obtained sunscreen milk was evaluated as follows. The results are shown in the table.

[0159] [Evaluation of Usability] Ten expert panelists evaluated the obtained cosmetic products based on the following criteria: applicability (ease of spreadability), richness (thick feel), white cast (resistance to whitening when the sunscreen cosmetic is applied), and whitening (resistance to whitening when wet after the sunscreen cosmetic has dried). The results were judged based on the average values ​​of the ten panelists, according to the following criteria. The same method was used for evaluating applicability and richness.

[0160] - When the same amount of whitening was applied, a score was given as follows: 5 points for very high transparency after application, 4 points for high transparency, 3 points for a slightly white finish, 2 points for whitening, and 1 point for very whitening. ◎: Average score of 4.0 points or higher ○: Average score of 3.0 points or higher but less than 4.0 points △: Average score of 2.0 points or higher but less than 3.0 points ×: Average score less than 2.0 points

[0161] Sunscreen cosmetics were applied to a 1 mm thick whitened quartz glass plate using a bar coater (KOSP-CN-05M, manufactured by Cortec Co., Ltd.), dried at 50°C for 2 hours, immersed in purified water for 10 minutes, and then the water was removed before measurement. A spectrophotometer (U-3310) manufactured by Hitachi High-Tech Science was used for measurement, and the transmittance at 410 nm was evaluated. ◎: 90% or more ○: 85% or more and less than 90% △: 80% or more and less than 85% ×: Less than 80%

[0162] (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 25% (Dimethicone / Polyglycerin-3) crosspolymer (indication name (INCII: Dimethicone / Polyglycerin-3 crosspolymer)) and 75% dimethicone (indication name (INCI: DIMETHICONE)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 7% (Dimethicone / Vinyl Dimethicone) crosspolymer (indication name (INCI: Dimethicone / Vinyl Dimethicone Crosspolymer)) and 93% cyclopentasiloxane (indication name (INCI: Cyclopentasiloxane)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Polyglyceryl-3 polydimethylsiloxyethyl dimethicone (Indication name (INCI: Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone)) (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: Dimethicone (Indication name (INCI: DIMETHICONE)) (Note 5) Manufactured by Shin-Etsu Chemical Co., Ltd.: Titanium dioxide (Indication name (INCI: Titanium Dioxide) 40% dispersion) (Note 6) Manufactured by Shin-Etsu Chemical Co., Ltd.: Zinc oxide (Indication name (INCI: Zinc Oxide) 60% dispersion)

[0163] As shown in Table 4 above, the cosmetic composition of the present invention was superior to Comparative Examples 9 and 10 in terms of overall applicability, richness, white cast, and whitening.

[0164] Examples of cosmetic formulations are shown below. The same criteria as above were used for evaluation in the following cases.

[0165] [Example 23] W / O Cream <Preparation of Cosmetic Composition> A: Components 1 to 4 were uniformly mixed. B: Components 5 to 11 were uniformly mixed. C: The mixture obtained in B was added to the mixture obtained in A and emulsified to obtain W / O cream. Composition % 1. KSG-310 (Note 1) 3 2. KSG-44 (Note 2) 1 3. Organopolysiloxane from Manufacturing Example 5 0.2 4. Squalane 10.8 5. BG 6 6. Ethanol 5 7. Glycerin 2 8. Sodium Citrate 0.2 9. Sodium Chloride 0.5 10. Phenoxyethanol 0.2 11. Total remaining water: 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 30% (PEG-15 / Lauryl Dimethicone) crosspolymer (indication name (INCII: PEG-15 / Lauryl Dimethicone Crosspolymer)) and 70% mineral oil (indication name (INCI: Mineral Oil)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 30% (Vinyl Dimethicone / Lauryl Dimethicone) crosspolymer (indication name (INCI: Vinyl Dimethicone / Lauryl Dimethicone Crosspolymer)) and 70% squalane (indication name (INCI: Squalane)) The obtained W / O cream had excellent applicability and richness, was fresh, and had good stability over time.

[0166] [Example 24] W / O Cream <Preparation of Cosmetic Composition> A: Components 1 to 4 were uniformly mixed. B: Components 5 to 14 were uniformly mixed. C: The mixture obtained in B was added to the mixture obtained in A and emulsified to obtain W / O cream. Composition % 1. Organopolysiloxane from Manufacturing Example 8 4 2. KSG-18A (Note 1) 1 3. KF-6104 (Note 2) 3 4. KF-96A-6cs 13 5. BG 8 6. Ethanol 5 7. Sorbitol 2 8. Sodium Citrate 0.2 9. Sodium Chloride 0.5 10. Methylparaben 0.1 11. Dipotassium Glycyrrhizate 0.2 12. Arbutin 3 13. Sodium Pyrosulfite 0.02 14. Total remaining water: 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 15% (Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer) (Indication name (INCI): Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer) and 85% diphenylsiloxyphenyl trimethicone (Indication name (INCI): Diphenylsiloxy) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone (Indication name (INCI): Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone) The obtained W / O cream had excellent applicability and richness, was fresh, and had good stability over time.

[0167] [Example 25] W / O Cream <Preparation of Cosmetic Composition> A: Components 1 to 6 were uniformly mixed. B: Components 7 to 13 were uniformly mixed. C: The mixture obtained in B was added to the mixture obtained in A and emulsified to obtain W / O cream.Composition % 1. KSG-840 (Note 1) 3 2. KSG-44 (Note 2) 3 3. Organopolysiloxane from Manufacturing Example 8 0.5 4. Squalane 6 5. Jojoba seed oil 14 6. KSP-100 (Note 3) 1 7. BG 5 8. Glycerin 3 9. Sodium hyaluronate (1% aqueous solution) 1.5 10. Sodium citrate 0.2 11. Sodium chloride 0.5 12. Ethylhexylglycerin 0.1 13. Total remaining water: 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 30% (Lauryl Dimethicone / Polyglycerin-3 Crosspolymer (Indication name (INCI): Lauryl Dimethicone / Polyglycerin-3 Crosspolymer) and 70% Squalane (Indication name (INCI): Squalane) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 30% (Vinyl Dimethicone / Lauryl Dimethicone Crosspolymer (Indication name (INCI): Vinyl Dimethicone / Lauryl Dimethicone Crosspolymer) and 70% Squalane (Indication name (INCI): Squalane) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Vinyl Dimethicone / Methicone Silsesquioxane) Crosspolymer (Indication name (INCI: Vinyl Dimethicone / Methicone Silsesquioxane Crosspolymer)) The obtained W / O cream had excellent applicability and richness, was fresh, and had good stability over time.

[0168] [Example 26] Concealer <Preparation of Cosmetic> Components 1 to 9 were uniformly mixed to obtain a concealer. Composition % 1. KSP-101 (Note 1) 18 2. KSP-300 (Note 2) 4 3. KSG-19 (Note 3) 6 4. Organopolysiloxane from Manufacturing Example 7 0.5 5. KF-56A 7 6. KF-96A-6cs Remaining amount 7. KF-96L-2cs 18 8. Silicone-treated fine particle zinc oxide 5 9. Titanium dioxide 0.3 Total 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Vinyl dimethicone / methicone silsesquioxane) crosspolymer (Indication name (INCI: Vinyl Dimethicone / Methicone Silsesquioxane Crosspolymer)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Diphenyl dimethicone / vinyl diphenyl dimethicone / silsesquioxane) crosspolymer (Indication name (INCI: Diphenyl Dimethicone / Vinyl Diphenyl Dimethicone / Silsesquioxane Crosspolymer)) (Note 3) Shin-Etsu Chemical Co., Ltd.: A concealer obtained from a mixture of 15% (Dimethicone / Vinyl Dimethicone) Crosspolymer (indicated name (INCI): Dimethicone / Vinyl Dimethicone Crosspolymer) and 85% Dimethicone (indicated name (INCI): Dimethicone) exhibited excellent applicability and richness, as well as good moisture retention and stability over time.

[0169] [Example 27] O / W Cream <Preparation of Cosmetic Composition> A: Components 1 to 4 were uniformly mixed. B: Components 5 to 13 were uniformly mixed. C: The mixture obtained in A was added to the mixture obtained in B and emulsified to obtain O / W cream. Composition % 1. KSG-048Z (Note 1) 5 2. KSG-19 (Note 2) 10 3. Organopolysiloxane from Manufacturing Example 11 0.5 4. KF-96A-6cs 10 5. Polysorbate 60 1 6. BG 5 7. Pentylene glycol 2 8. Xylitol 2 9. SIMULGEL NS (Note 3) 1 10. Carboxyvinyl polymer 0.2 11. Sodium hydroxide appropriate amount 12. Phenoxyethanol 0.3 13. Total remaining water: 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 20% (Lauryl polydimethylsiloxyethyl dimethicone / bis-vinyl dimethicone) crosspolymer (indication name (Lauryl olimethylsiloxyethyl Dimethicone / Bis-Vinyldimethicone Crosspolymer)) and 80% dimethicone (indication name (INCI: Dimethicone)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Dimethicone / vinyl dimethicone) crosspolymer (indication name (INCI: Dimethicone / Vinyl Dimethicone) A mixture of 15% Crosspolymer and 85% dimethicone (indication name (INCI: Dimethicone)) (Note 3: SEPPIC (hydroxyethyl acrylate / sodium acryloyldimethyl taurate) copolymer composition) The resulting O / W cream had excellent applicability and richness, was fresh, and had good stability over time.

[0170] [Example 28] O / W Sunscreen Cream <Preparation of Cosmetic Composition> A: Components 1-8 were heated to 80°C and mixed uniformly. B: Components 9-14 were heated to 80°C and mixed uniformly. C: The mixture obtained in B was added to the mixture obtained in A, emulsified, slowly cooled, and component 15 was added and mixed uniformly to obtain O / W sunscreen cream. Composition % 1. Xanthan gum 0.2 2. BG 8 3. Caprylhydroxamic acid 0.1 4. SEPIGEL 305 (Note 1) 2 5. Polyoxyethylene (60) hydrogenated castor oil 1 6. KF-6043 (Note 2) 0.5 7. Allantoin 0.2 8. Purified water residue 9. Organopolysiloxane from Manufacturing Example 12 0.3 10. KF-56A 3 11. KSG-016F (Note 3) 1.5 12. Cetanol 2 13. Ethylhexyl Methoxycinnamate 5 14. Alkylsilane-treated Zinc Oxide Microparticles 2 15. Ethanol 10 Total 100.0 (Note 1) Manufactured by SEPPIC (polyacrylamide composition) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: PEG-10 dimethicone (indication name (INCI: PEG-10 Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 25% (dimethicone / vinyl dimethicone) crosspolymer (indication name (INCI: Dimethicone / Vinyl Dimethicone Crosspolymer) and 75% dimethicone (indication name (INCI: Dimethicone)) yielded an O / W sunscreen cream that had excellent applicability and richness, was refreshing, and had good stability over time.

[0171] [Example 29] W / O Sunscreen Cream <Preparation of Cosmetic Composition> A: Components 1 to 11 were uniformly mixed. B: Components 14 to 18 were uniformly mixed. C: The mixture obtained in B was added to the mixture obtained in A and emulsified, and components 12 to 13 were added and uniformly mixed to obtain a W / O sunscreen cream. Composition % 1. Organopolysiloxane of Manufacturing Example 1 2 2. KSG-18A (Note 1) 2 3. KF-6048 (Note 2) 1.5 4. Dicaprylyl Carbonate 8 5. Isononyl Isononanoate 3 6. Disteardimonium Hecto 0.8 7. Stearyl Glycyrrhizate 0.2 8. Ethylhexyl Methoxycinnamate 7 9. Diethylamino Hydroxybenzoyl Hexyl Benzoate 2 10. 11. Cetyl ethylhexanoate 5 12. KSP-300 (Note 3) 2 13. SPD-T7 (Note 4) 12 14. SPD-Z5 (Note 5) 12 15. Pentylene glycol 2 16. Ethanol 6 17. Sodium citrate 0.2 18. Sodium chloride 0.5 19. Total water remaining 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 15% (Dimethicone / Phenyl Vinyl Dimethicone) crosspolymer (Indication name (INCI): Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer) and 85% diphenylsiloxy phenyl trimethicone (Indication name (INCI): Diphenylsiloxy)(Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Cetyl PEG / PPG-10 / 1 Dimethicone (Indication name (INCI: Cetyl PEG / PPG-10 / 1 Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Diphenyl Dimethicone / Vinyl Diphenyl Dimethicone / Silsesquioxane) Crosspolymer (Indication name (INCI: Diphenyl Dimethicone / Vinyl Diphenyl Dimethicone / Silsesquioxane Crosspolymer)) (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: Titanium dioxide (Indication name (INCI: Titanium Dioxide) 40% dispersion) (Note 5) Manufactured by Shin-Etsu Chemical Co., Ltd.: Zinc oxide (Indication name (INCI: Zinc The W / O sunscreen cream obtained with a 60% oxide dispersion exhibited excellent applicability, a rich texture, and good moisture retention and stability over time.

[0172] [Example 30] W / O Shaking Sunscreen <Preparation of Cosmetic Composition> A: Components 11-14 were dispersed in a homomixer, then components 1-10 were added and mixed uniformly. B: Components 15-21 were mixed uniformly. C: The mixture obtained in B was added to the mixture obtained in A and emulsified to obtain a W / O shaking sunscreen. Composition % 1. Organopolysiloxane from Manufacturing Example 7 0.5 2. KSG-18A (Note 1) 3 3. KF-6038 (Note 2) 2 4. (Caprylic / Capric Acid) Coconut Alkyl 5.5 5. Triethylhexanoin 5 6. Homosalate 5 7. Ethylhexyl Salicylate 5 8. Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 2.5 9. Octocrylene 2 10. KMP-590 (Note 3) 0.5 11. KF-96L-2cs 27 12. KF-6105 (Note 4) 1.5 13. Metal soap treated fine particle titanium dioxide 4.5 14. Alkyl silane treated fine particle zinc oxide 12 15. BG 3 16. Ethanol 6 17. Tranexamic acid 2 18. Glyceryl caprylate 0.1 19. Sodium citrate 0.2 20. Sodium chloride 0.5 21. Total remaining water 100.0(Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 15% (Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer) (Indication name (INCI: Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer) and 85% diphenylsiloxyphenyl trimethicone (Indication name (INCI: Diphenylsiloxy)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Lauryl PEG-9 Polydimethylsiloxyethyl Dimethicone (Indication name (INCI: Lauryl PEG-9 Polydimethylsiloxyethyl Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Polymethylsilsesquioxane (Indication name (INCI: Polymethylsilsequioxane) (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: Lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone (Indication name (INCI): Lauryl Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone) The obtained W / O shaking sunscreen had excellent applicability and richness, and good stability over time.

[0173] [Example 31] Shaking Foundation <Preparation of Cosmetic Composition> A: Components 12-18 were dispersed using a three-roller system. B: Components 1-11 were uniformly mixed. C: The mixture obtained in A was added to the mixture obtained in B and uniformly mixed to obtain a shaking foundation. Composition % 1. Organopolysiloxane from Manufacturing Example 3 0.5 2. KSG-18A (Note 1) 3 3. KF-6038 (Note 2) 2 4. KSP-441 (Note 3) 8 5. KP-550 (Note 4) 1.5 6. Disteardimonium hecto 1.5 7. Dimethylsilylated silica 1.6 8. Ethylhexyl methoxycinnamate 5 9. Triethylhexanoin 6 10. Isododecane 10 11. KF-96L-2cs Remaining amount 12. KF-96A-6cs 6 13. KF-6106 (Note 5) 0.75 14. Metal soap treated fine particle titanium oxide 3 15. KTP-09W (Note 6) 8.5 16. KTP-09Y (Note 7) 0.9 17. KTP-09R (Note 7) 0.5 18. KTP-09B (Note 7) 0.119. Ethanol 6 Total 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 15% (Dimethicone / Phenyl Vinyl Dimethicone) crosspolymer (Indication name (INCI): Dimethicone / Phenyl Vinyl Dimethicone Crosspolymer) and 85% diphenylsiloxy phenyl trimethicone (Indication name (INCI): Diphenylsiloxy)(Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Lauryl PEG-9 Polydimethylsiloxyethyl Dimethicone (Indication name (INCI: Lauryl PEG-9 Polydimethylsiloxyethyl Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Polysilicone-22 (Indication name (INCI: Polysilicone-22)) (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Acrylates / Dimethicone) Copolymer (Indication name (INCI: Acrylates / Dimethicone Copolymer)) (Note 5) Manufactured by Shin-Etsu Chemical Co., Ltd.: Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone (Indication name (INCI: Polyglyceryl-3 Polydimethylsiloxyethylhexyl Dimethicone) (Note 6) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (Indication name (NCI): Triethoxysilylpolydimethylsiloxyethylhexyl Dimethicone) Treated titanium dioxide (Note 7) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (Indication name (INCI): Triethoxysilylpolydimethylsiloxyethylhexyl The Dimethicone-treated iron oxide-based shaken foundation exhibited excellent applicability, richness, and good stability over time.

[0174] [Example 32] W / O Liquid Foundation <Preparation of Cosmetic Composition> A: Components 9-14 were dispersed using a three-roller system. B: Components 1-8 were uniformly mixed. C: Components 15-18 were uniformly mixed. D: The mixture obtained in B was emulsified by adding the mixture obtained in C, and the mixture obtained in A was added and uniformly mixed to obtain a W / O liquid foundation. Composition % 1. Organopolysiloxane from Manufacturing Example 10 2 2. KSG-15 (Note 1) 2 3. KF-6017 (Note 2) 2 4. KF-56A (Note 3) 5 5. Disteardimonium hecto 1 6. KF-995 17.1 7. KF-96A-6cs 5 8. KSP-100 (Note 4) 2 9. Ethylhexyl palmitate 5 10. KP-578 (Note 5) 0.2 11. KTP-09W (Note 6) 15 12. KTP-09Y (Note 7) 0.9 13. KTP-09R (Note 7) 0.5 14. KTP-09B (Note 7) 0.1 15. BG 5 16. Sodium citrate 0.2 17. Sodium chloride 0.5 18. Total remaining water: 100.0 (Note 1) Shin-Etsu Chemical Co., Ltd.: A mixture of 7% (Dimethicone / Vinyl Dimethicone) Crosspolymer (Indication name (INCI): Dimethicone / Vinyl Dimethicone Crosspolymer) and 93% Cyclopentasiloxane (Indication name (INCI): Cyclopentasiloxane)(Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: PEG-10 Dimethicone (Indication name (INCI: PEG-10 Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Diphenylsiloxy Phenyl Trimethicone (Indication name (INCI: Diphenylsiloxy Phenyl Trimethicone)) (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Vinyl Dimethicone / Methicone Silsesquioxane) Crosspolymer (Indication name (INCI: Vinyl Dimethicone / Methicone Silsesquioxane Crosspolymer)) (Note 5) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Acrylates / Ethylhexyl Acrylate / Dimethicone Methacrylate) Copolymer (Indication name (INCI: Acrylates / Ethylhexyl Acrylate / Dimethicone Methacrylate Copolymer) (Note 6) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (Indication name (INCI): Triethoxysilylethyl Polydimethylsiloxyethyl Hexyl Dimethicone) treated titanium dioxide (Note 7) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (Indication name (INCI): Triethoxysilylethyl Polydimethylsiloxyethyl Hexyl The W / O liquid foundation obtained using Dimethicone-treated iron oxide exhibited excellent applicability, richness, and good stability over time.

[0175] [Example 33] W / O Liquid Foundation <Preparation of Cosmetic Composition> A: Components 8-14 were dispersed using a three-roller system. B: Components 1-7 were uniformly mixed. C: Components 15-18 were uniformly mixed. D: The mixture obtained in B was emulsified by adding the mixture obtained in C, and A was added and uniformly mixed to obtain a W / O liquid foundation. Composition % 1. KSG-360Z (Note 1) 3 2. KSG-19 (Note 2) 5 3. KF-6028 (Note 3) 3 4. KF-96L-2cs 24.8 5. Disteardimonium hecto 1.2 6. PG dicaprate 5 7. KF-7312L (Note 4) 1.5 8. Cetyl ethylhexanoate 6 9. Manufacturing Example 3: Organopolysiloxane 0.5 10. Metal soap treated fine titanium dioxide 5 11. KF-9901 (Note 5) treated titanium dioxide 8.5 12. KF-9901 (Note 5) treated yellow iron oxide 0.9 13. KF-9901 (Note 5) treated red iron oxide 0.5 14. KF-9901 (Note 5) treated black iron oxide 0.1 15. DPG 5 16. Sodium citrate 0.2 17. Sodium chloride 1 18. Total remaining water: 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 35% (PEG-15 / Lauryl Polydimethylsiloxyethyl Dimethicone) Crosspolymer (Indication name (INCI: PEG-15 / Lauryl Polydimethylsiloxyethyl Dimethicone Crosspolymer) and 93% Dimethicone (Indication name (INCI: Dimethicone))(Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 15% (Dimethicone / Vinyl Dimethicone Crosspolymer) (Indication name (INCI: Dimethicone / Vinyl Dimethicone Crosspolymer)) and 85% Dimethicone (Indication name (INCI: Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: PEG-9 Polydimethylsiloxyethyl Dimethicone (Indication name (INCI: PEG-9 Polydimethylsiloxyethyl Dimethicone)) (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: Trimethylsiloxysilicate (Indication name (INCI: Trimethylsiloxysilicate)) (Note 5) Manufactured by Shin-Etsu Chemical Co., Ltd.: Hydrogen Dimethicone (Indication name (INCI): Hydrogen Dimethicone) The obtained W / O liquid foundation had excellent applicability and richness, and good stability over time.

[0176] [Example 34] BB Cream <Preparation of Cosmetic Composition> A: Components 12-17 were dispersed using a three-roller system. B: Components 1-11 were uniformly mixed. C: Components 18-21 were uniformly mixed. D: The mixture obtained in B was emulsified by adding the mixture obtained in C, and the mixture obtained in A was added and uniformly mixed to obtain BB cream. Composition % 1. Organopolysiloxane from Manufacturing Example 3 3 2. KSG-42A (Note 1) 5 3. KF-6048 (Note 2) 3 4. Disteardimonium hecto 1 5. Isododecane 12 6. Hexyl laurate 5 7. t-Butyl methoxydibenzoylmethane 3 8. Homosalate 8 9. Octocrylene 5 10. Ethylhexyl salicylate 5 11. 12. Bis-ethylhexyloxyphenol methoxyphenyl triazine 1.5 13. Isotridecyl isononanoate 2 14. KF-6105 0.2 15. AES-3083 (Note 3) treated titanium dioxide 6 16. AES-3083 (Note 3) treated yellow iron oxide 0.8 17. AES-3083 (Note 3) treated red iron oxide 0.4 18. AES-3083 (Note 3) treated black iron oxide 0.1 19. BG 5 20. Sodium citrate 0.2 12. Sodium chloride 1 13. Total remaining water 100.0(Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 20% (vinyl dimethicone / lauryl dimethicone crosspolymer) (indicated name (INCI: Vinyl Dimethicone / Lauryl Dimethicone Crosspolymer) and 80% isododecane (indicated name (INCI: Isododecane)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Cetyl PEG / PPG-10 / 1 Dimethicone (indicated name (INCI: Cetyl PEG / PPG-10 / 1 Dimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxycaprylylsilane (indicated name (INCI: Triethoxycaprylylsilane)) The resulting BB cream exhibited excellent applicability, a rich texture, and good stability over time.

[0177] [Example 35] Pourable Foundation <Preparation of Cosmetic Composition> A: Components 1 to 12 were dispersed in a homomixer, then component 13 was added and heated to 95°C. B: Components 14 to 20 were uniformly mixed at 85°C. C: The mixture obtained in B was emulsified by adding the mixture obtained in A, filled into a container, and cooled to obtain a pourable foundation. Composition % 1. KSG-240 (Note 1) 3 2. Organopolysiloxane from Manufacturing Example 3 0.3 3. Ethylhexyl Methoxycinnamate 7.5 4. Octocrylene 2 5. Diethylamino Hydroxybenzoyl Hexyl Benzoate 2.5 6. KF-56A (Note 2) 6 7. KF-6105 0.3 8. Alkylsilane-treated Fine Particle Zinc Oxide 4 9. KTP-09W (Note 3) 5 10. KTP-09Y (Note 4) 0.6 11. KTP-09R (Note 4) 0.3 12. KTP-09B (Note 4) 0.1 13. Ceresin 2.4 14. Phenoxyethanol 0.2 15. PCA-Na 1 16. Glycerin 4 17. BG 8 18. Sodium citrate 0.2 19. Sodium chloride 120. Total remaining water 100.0(Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 20% (Dimethicone / (PEG-10 / 15)) crosspolymer (Indication name (INCII: Dimethicone / (PEG-10 / 15) crosspolymer) and 80% cyclopentasiloxane (Indication name (INCI: Cyclopentasiloxane)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Diphenylsiloxyphenyl trimethicone (Indication name (INCI: Diphenylsiloxy Phenyl Trimethicone)) (Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (Indication name (INCI: Triethoxysilyl Titanium dioxide treated with Polydimethylsiloxyethylhexyl Dimethicone (Note 4) Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone (Indication name (INCI): Triethoxysilyl Polydimethylsiloxyethyl Hexyl Dimethicone) The resulting pourable foundation had excellent applicability and richness, was fresh, and had good stability over time.

[0178] [Example 36] Mascara <Preparation of Cosmetic Composition> A: Components 1-9 were dispersed in a disperser, then components 10-12 were added and heated to 95°C. B: A was cooled to obtain mascara. Composition % 1. TSPL-30-ID (Note 1) 10 2. Isododecane residue 3. Disteardimonium hecto 5 4. KP-574 (Note 2) treated black iron oxide 5 5. KP-574 (Note 2) treated talc 5 6. KMP-590 5 7. Organopolysiloxane from Manufacturing Example 10 1.2 8. Propylene carbonate 1.6 9. Phenoxyethanol 0.2 10. Dextrin palmitate 2 11. Synthetic wax 6 12. Paraffin wax 6 Total 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Tri(trimethylsiloxy)silylpropylcarbamate pullulan (Indication name (INCI): Trimethylsiloxysilylcarbamate Pullulan)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Acrylates / Tridecyl Acrylate / Triethoxysilylpropyl Methacrylate / Dimethicone Methacrylate) Copolymer (Indication name (INCI): Acrylates / Tridecyl Acrylate / Triethoxysilylpropyl Methacrylate / Dimethicone Methacrylate Copolymer)) The resulting mascara exhibited excellent application, a rich texture, and good oil resistance.

[0179] [Example 37] Lipstick <Preparation of Cosmetic Composition> A: Components 9-16 were dispersed in a roll mill. B: Components 1-8 were heated to 95°C and mixed uniformly. C: The mixture obtained in A, the mixture obtained in B, and components 17-18 were mixed uniformly and heated to 85°C. D: The mixture obtained in C was filled into a stick container to obtain a lipstick. Composition % 1. Polyethylene 7 2. Microcrystalline wax 3 3. KP-561P (Note 1) 10.5 4. Triethylhexanoin 14 5. Neopentyl glycol diethylhexanoate 14 6. Neopentyl glycol dicaprate 8 7. Hydrogenated polyisobutene remainder 8. KF-54HV (Note 2) 7.5 9. Sericite 0.7 10. Appropriate amount of Red No. 201 11. 12. Appropriate amount of Red No. 202 13. Appropriate amount of Yellow No. 4 2.7g of KTP-09W (Note 3) 14. Appropriate amount of KTP-09B (Note 4) 15. Appropriate amount of KTP-09R (Note 4) 16. Polyglyceryl-2 triisostearate 4g 17. Mica 6g 18. Organopolysiloxane 1 of Manufacturing Example 11 Total 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: (Acrylates / Stearyl Acrylate / Dimethicone Methacrylate) Copolymer (Indication name (INCI): Acrylates / Stearyl Acrylate / Dimethicone Methacrylate Copolymer) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: Diphenyl Dimethicone (Indication name (INCI): Diphenyl Dimethicone)(Note 3) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethyl hexyl dimethicone (Indication name (INCI): Triethoxysilylethyl Polydimethylsiloxyethyl Hexyl Dimethicone) treated titanium dioxide (Note 4) Manufactured by Shin-Etsu Chemical Co., Ltd.: Triethoxysilylethyl polydimethylsiloxyethyl hexyl dimethicone (Indication name (INCI): Triethoxysilylethyl Polydimethylsiloxyethyl Hexyl Dimethicone) treated iron oxide The resulting lipstick had excellent applicability, richness, and good adhesion.

[0180] Leave-in Hair Treatment <Preparation of Cosmetic> A: Ingredients 1-4 were uniformly mixed. B: Ingredients 6-11 were uniformly mixed. C: The mixture obtained in B was added to the mixture obtained in A and emulsified, and ingredient 5 was added to obtain the leave-in treatment. Composition % 1. Organopolysiloxane from Manufacturing Example 3 3 2. KSG-19 (Note 2) 1 3. KF-6017 (Note 3) 0.2 4. KF-96A-6cs 8.5 5. Fragrance appropriate amount 6. Dipropylene glycol 8 7. Ethanol 5 8. Methyl parahydroxybenzoate 0.1 9. Sodium citrate 0.2 10. Sodium chloride 0.5 11. Total amount of purified water remaining: 100.0 (Note 1) Manufactured by Shin-Etsu Chemical Co., Ltd.: A mixture of 15% (Dimethicone / Vinyl Dimethicone) Crosspolymer (Indication name (INCI: Dimethicone / Vinyl Dimethicone Crosspolymer) and 85% Dimethicone (Indication name (INCI: Dimethicone)) (Note 2) Manufactured by Shin-Etsu Chemical Co., Ltd.: PEG-10 Dimethicone (Indication name (INCI: PEG-10 Dimethicone)) The resulting leave-in hair treatment had excellent manageability, was moisturizing, and had good stability over time.

Claims

The organopolysiloxane represented by the following formula (1). [In the formula, R 1 These are independently selected from alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and aralkyl groups having 7 to 20 carbon atoms. R 2 These are independently expressed in the following equation (2) (In the formula, X is a linear or branched alkylene group having 6 to 20 carbon atoms, R 5 m, n1, and n2 are independently selected from a hydrogen atom and a monovalent hydrocarbon group having 1 to 6 carbon atoms, where m, n1, and n2 are such that 0 ≤ m ≤ 10 and 0 ≤ n1 ≤ 5, except when m = 0 or 1, when 1 ≤ n1 ≤ 5. n2 is an integer such that 0 ≤ n2 ≤ 5 and 0 ≤ m + n1 + n2 ≤ 10. However, the bonding of each glycerol unit enclosed by m and n1 may be in a block or random. It is a monovalent hydrocarbon group containing a polyhydric alcohol, represented by R 3 These are independently organopolysiloxane-containing groups. a, b1, b2, b3, c, and d are defined as follows: 1 ≤ a ≤ 20, 0 ≤ b1 ≤ 300, 0 < b2 ≤ 80, 0 ≤ b3 ≤ 20, 0 ≤ c ≤ 10, 0 ≤ d ≤ 10, and 10 ≤ b1 + b2 + b3 ≤ 400, respectively. It is a monovalent hydrocarbon group containing a polyhydric alcohol, R 3 These are independently organopolysiloxane-containing groups. a, b1, b2, b3, c, and d are defined as follows: 1 ≤ a ≤ 20, 0 ≤ b1 ≤ 300, 0 < b2 ≤ 80, 0 ≤ b3 ≤ 20, 0 ≤ c ≤ 10, 0 ≤ d ≤ 10, and 10 ≤ b1 + b2 + b3 ≤ 400, respectively. The above R 3 In this, the organopolysiloxane-containing group is as shown in formulas (3) to (6) below (In the formula, k is an integer between 0 and 5. 4 (Each is independently selected from alkenyl groups having 2 to 20 carbon atoms, alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and aralkyl groups having 7 to 20 carbon atoms, where i is an integer between 0 and 500, and j1, j2, and j3 are integers between 0 and 2.) The organopolysiloxane according to claim 1, which is an organopolysiloxane-containing group selected from the groups represented by . 　 In the organopolysiloxane, R 2 The organopolysiloxane according to claim 1, wherein is the group represented by formula (2), and X in formula (2) is a linear alkylene group having 6 to 10 carbon atoms. 　 In the organopolysiloxane, R 2 is a group represented by the formula (2), and the organopolysiloxane according to claim 1, wherein 0 ≦ m + n1 + n2 ≦ 5. 　 The organopolysiloxane according to claim 1, wherein the HLB is 0.1 to 8.

0. A cosmetic composition comprising the organopolysiloxane described in claim 1. 　 A water-in-oil emulsion comprising the organopolysiloxane described in claim 1. 　 A cosmetic composition comprising the water-in-oil emulsion according to claim 7.

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