Cosmetics containing organopolysiloxane-modified cyclodextrin compounds

Abstract

To provide an organopolysiloxane modified cyclodextrin compound, and a cosmetic material.SOLUTION: A compound composed of sugar units represented by formula (1) and having an adjusted amount of substituent. [In the formula, each R is independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a carboxylic acid ester residue having 1 to 22 carbon atoms, a group represented by the following formula (2), or the like. ].SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to an organopolysiloxane-modified cyclodextrin compound, a method for producing the same, and a cosmetic composition containing the same. [Background technology]

[0002] Cyclodextrin has a doughnut-shaped structure, with the inside being lipophilic and the outside being hydrophilic, and has the ability to incorporate various active substances into the cavity. Therefore, it can solubilize poorly soluble substances and improve the stability in the product, and is therefore widely used in products such as medicines, foods, cosmetics, fibers, and paints. Cyclodextrin is often added and used, but polymers containing cyclodextrin groups have also been reported. For example, cyclodextrin condensation polymers obtained by reacting cyclodextrins with diisocyanate compounds are used as selective fixing agents for halogenated aromatic compounds contained in organic media (Patent Document 1). In addition, derivatives in which cyclodextrin is bonded via an amide group can improve the water solubility of poorly water-soluble compounds, and their application to medicines and cosmetics has been reported (Patent Documents 2 and 3).

[0003] Acrylic hydrogels with cyclodextrin in the side chain have the ability to incorporate drugs, active substances, or protective agents, and are used in contact lenses and cosmetics (Patent Document 4). In addition, cyclodextrin conjugates containing polyoxyethylene groups as linkers are used to encapsulate various guest molecules (Patent Document 5). However, all of these are intended to encapsulate various substances. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP 2013-233473 A [Patent Document 2] JP 2007-106789 A [Patent Document 3] JP 2009-024094 A [Patent Document 4] Special Publication No. 2011-529998 [Patent Document 5] JP 2007-023280 A Summary of the Invention [Problem to be solved by the invention]

[0005] The present invention aims to provide an organopolysiloxane-modified cyclodextrin compound and a cosmetic containing the same. The compound can improve the blending stability (stability over time) of oils such as silicone oil in cosmetics. Cosmetics containing the compound spread well, are not oily or sticky, have a light, smooth feel that is characteristic of silicone oil, and have excellent adhesion to the skin, improving makeup wear (makeup durability). The present invention aims to provide a cosmetic that can stably blend medicinal ingredients, fragrances, and the like, in cosmetics that further contain these. [Means for solving the problem]

[0006] As a result of intensive research conducted by the present inventors in order to achieve the above object, it has been found that the ratio of hydrogen atoms of three hydroxyl groups substituted in the sugar units constituting the organopolysiloxane-modified cyclodextrin compound, that is, the molar number N of hydrogen atoms, H , the number of moles of alkyl having 1 to 8 carbon atoms N A , the number of moles N of the carboxylic acid ester residue having 1 to 22 carbon atoms E , the number of moles of a particular triorganosilyl-modified amide group N S , the number of moles of a specific divalent organopolysiloxane group N LS The present invention was made based on the finding that the above problems can be solved by setting the ratio of

[0007] Accordingly, the present invention provides the following organopolysiloxane-modified cyclodextrin compound and its production method, as well as a cosmetic composition containing the same. 1.The following formula (1) [ka] [In the formula, R independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a carboxylate residue having 1 to 22 carbon atoms, or a compound represented by the following formula (2): [ka] (In the formula, R 1 are independently a group selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms, n is an integer of 1 to 10, and a is an integer of 0 to 3. or a group represented by the following formula (3): [ka] (In the formula, R 2 are independently selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms, b is independently 2 to 16, c is 0 to 300, and * is a bond that bonds to a hydroxyl group of another sugar unit. wherein X is -CH2CH2O- or -CH2CH(CH3)O-, and m is 0 or 1. The organopolysiloxane-modified cyclodextrin compound is composed of sugar units represented by the following formula: H , the number of moles of alkyl having 1 to 8 carbon atoms N A , the number of moles N of the carboxylic acid ester residue having 1 to 22 carbon atoms E , the number of moles N of the group represented by the above formula (2) S , the number of moles N of the group represented by the above formula (3) LS The ratio of N H :N A :N E :N S :N LS =0~2.85:0~2.85:0~2.9:0~2.9:0.15~0.5 (N H +NA +N E +N S +N LS = 3.0. 2. The organopolysiloxane-modified cyclodextrin compound according to 1, wherein the sugar unit of the above formula (1) is derived from a cyclodextrin compound selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, as well as derivatives of these cyclodextrins having a hydroxyethyl group or a hydroxypropyl group. 3. In the above formula (2), n = 3, R 1 3. The organopolysiloxane-modified cyclodextrin compound according to 1 or 2, wherein is a methyl group. 4. A step 1 of etherifying a cyclodextrin or derivative having a sugar unit with an unsaturated group-containing halogenated compound in the presence of an alkali metal to substitute a portion of the hydroxyl groups with an unsaturated group to obtain an unsaturated group-containing cyclodextrin compound; If necessary, a part or all of the hydrogen atoms of the remaining hydroxyl groups of the unsaturated group-containing cyclodextrin compound obtained in step 1 are etherified with an alkyl halide in the presence of an alkali metal, dehydrated with a carboxylic acid compound, dehydrochlorinated with a corresponding carboxylic acid chloride, esterified with a corresponding acid anhydride, or reacted with a cyclodextrin compound represented by the following formula (4): [ka] (In the formula, R 1 , n, and a are the same as above.) Step 2 of obtaining a substituted cyclodextrin compound containing an unsaturated group by a urethane bond forming reaction with an isocyanate group-containing organopolysiloxane represented by the formula: A method for producing the cyclodextrin compound according to any one of 1 to 3, comprising step 3 of addition reacting the unsaturated group-containing cyclodextrin compound obtained in step 1 or the substituted cyclodextrin compound containing an unsaturated group obtained in step 2 with an organohydrogenpolysiloxane in the presence of an addition curing catalyst. 5. A cosmetic preparation containing the organopolysiloxane-modified cyclodextrin compound according to any one of 1 to 3, the cosmetic preparation containing the cyclodextrin compound in an amount of 0.05 to 20% by mass. 6. A cosmetic preparation according to 5, further comprising water and in the form of an emulsion. 7. A cosmetic preparation according to 5 or 6, further comprising one or more selected from silicone oil, hydrocarbon oil, ester oil, glyceride oil and ultraviolet absorber. 8. The cosmetic preparation according to any one of 5 to 7, further comprising a powder, which is in the form of a liquid, a paste or a solid. Effect of the Invention

[0008] According to the present invention, a novel organopolysiloxane-modified cyclodextrin compound can be provided. In addition, the compound can improve the blending stability of oils such as silicone oil in cosmetics. Furthermore, cosmetics containing the compound spread well, are not oily or sticky, have a light, smooth feel that is characteristic of silicone oil, and have excellent adhesion to the skin, so that makeup wear can be improved. Furthermore, in cosmetics containing medicinal ingredients, fragrances, etc., it is possible to provide cosmetics in which these can be stably blended. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0009] The present invention will be described in detail below. [Component (A)] The organopolysiloxane-modified cyclodextrin compound of the present invention is represented by the following formula (1): [ka] [In the formula, R independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a carboxylate residue having 1 to 22 carbon atoms, or a compound represented by the following formula (2): [ka] (In the formula, R 1are independently a group selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms, n is an integer of 1 to 10, and a is an integer of 0 to 3. or a group represented by the following formula (3): [ka] (In the formula, R 2 are independently selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms, b is independently 2 to 16, c is 0 to 300, and * is a bond that bonds to a hydroxyl group of another sugar unit. wherein X is -CH2CH2O- or -CH2CH(CH3)O-, and m is 0 or 1. The organopolysiloxane-modified cyclodextrin compound is composed of sugar units represented by the following formula: H , the number of moles of alkyl having 1 to 8 carbon atoms N A , the number of moles N of the carboxylic acid ester residue having 1 to 22 carbon atoms E , the number of moles N of the group represented by the above formula (2) S , the number of moles N of the group represented by the above formula (3) LS The ratio of N H :N A :N E :N S :N LS =0~2.85:0~2.85:0~2.9:0~2.9:0.15~0.5 (N H +N A +N E +N S +N LS = 3.0.

[0010] The sugar unit represented by formula (1) is preferably a cyclodextrin structure consisting of sugar units derived from a cyclodextrin compound selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, as well as derivatives of these cyclodextrins having a hydroxyethyl group or a hydroxypropyl group.

[0011] R in formula (1) is independently a group selected from a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a carboxylate residue having 1 to 22 carbon atoms, a triorganosilyl-modified amide group represented by formula (2), and a linking group having a divalent organopolysiloxane group represented by formula (3), and N is the number of moles of hydrogen atoms in 1 mole of the organopolysiloxane-modified cyclodextrin compound. H , the number of moles of alkyl having 1 to 8 carbon atoms N A , the number of moles N of the carboxylic acid ester residue having 1 to 22 carbon atoms E , the number of moles N of the group represented by the above formula (2) S , the number of moles N of the group represented by the above formula (3) LS The ratio of N H :N A :N E :N S :N LS =0~ 2.85 :0~2.85:0~ 2.9 :0~2.9:0.15~0.5 (However, N H +N A +N E +N S +N LS = 3.0.)

[0012] Examples of the alkyl group having 1 to 20 carbon atoms include linear and branched alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, decyl, tridecyl, hexadecyl, and octadecyl groups, and cycloalkyl groups such as cyclopentyl and cyclohexyl groups. Of these, methyl and propyl groups are preferred.

[0013] Examples of the carboxylate residue having 1 to 22 carbon atoms include ester residues of linear and branched fatty acids such as acetic acid, caprylic acid, undecanoic acid, myristic acid, palmitic acid, stearic acid, behenic acid, etc. Among these, the residues of acetic acid (the residue is an acetyl group), myristic acid, palmitic acid, and stearic acid are preferred.

[0014] In the triorganosilyl-modified amide group represented by formula (2), R 1 are independently selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms. Examples of the alkyl group include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, and octyl groups, and cycloalkyl groups such as cyclopentyl and cyclohexyl groups. Examples of the aryl group include aryl groups such as phenyl and tolyl groups, and examples of the aralkyl group include benzyl and phenethyl groups. Examples of the fluorine-substituted alkyl group include trifluoropropyl and heptadecafluorodecyl groups. Among them, alkyl groups having 1 to 8 carbon atoms and phenyl groups are preferred, and methyl groups are more preferred.

[0015] n is an integer of 1 to 10, preferably 2 to 6, and more preferably 3. a is an integer of 0 to 3, and preferably 3. If it is within this range, the compatibility of the obtained organopolysiloxane-modified cyclodextrin compound with oils such as silicone oils is further improved. Furthermore, cosmetics using such organopolysiloxane-modified cyclodextrin compounds have good spreadability, are not sticky, and have an excellent feel when used.

[0016] In the organopolysiloxane represented by the above formula (3), 2are independently selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms. Examples of the alkyl group include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, and octyl groups, and cycloalkyl groups such as cyclopentyl and cyclohexyl groups. Examples of the fluorine-substituted alkyl group include a trifluoropropyl group and a heptadecafluorodecyl group. Examples of the aryl group include a phenyl group and a tolyl group, and examples of the aralkyl group include aralkyl groups such as a benzyl group and a phenethyl group. Among these, an alkyl group having 1 to 8 carbon atoms and a phenyl group are preferred, and a methyl group is more preferred.

[0017] b is independently 2 to 16, preferably 2 to 6, and more preferably 3. c is 0 to 300, preferably 0 to 200, and more preferably 10 to 200. In addition, * is a bond bonding to a hydroxyl group of another sugar unit.

[0018] The ratio of hydrogen atoms of three hydroxyl groups substituted in 1 mole of the organopolysiloxane-modified cyclodextrin compound, that is, the ratio (ratio) in 1 mole of the organopolysiloxane-modified cyclodextrin compound, is as follows: N H :N A :N E :N S :N LS =0~ 2.85 :0~ 2.85 :0~2.9:0~2.9: 0.15 ~0.5 (where N H +N A +N E +N S +N LS =3.0) N H : Number of moles of hydrogen atoms N A : Number of moles of alkyl having 1 to 8 carbon atoms N E : Number of moles of carboxylic acid ester residues having 1 to 22 carbon atoms NS : the number of moles of the group represented by the above formula (2) N LS : the number of moles of the group represented by the above formula (3) Above N H :N A :N E :N S :N LS The ratio of N is preferably 0-2.8:0-2.6:0-2.9:0-1.5:0.2-0.5, and more preferably 0-2.7:0-2.6:0-2.7:0-1.5:0.2-0.5. LS The group represented by (3) is essential, but the other groups are N E : Carboxylic acid ester residue having 1 to 22 carbon atoms; N H : Hydrogen atom and N E ;Carboxylic acid ester residue having 1 to 22 carbon atoms;N H : Hydrogen atom and N S A combination of groups represented by the above formula (2) is preferred, and N LS A group represented by (3), a hydrogen atom and N S A combination of groups represented by the above formula (2) is more preferred. When both groups are contained, the lower limit is appropriately selected from the range of 0.05 or more.

[0019] X is -CH2CH2O- or -CH2CH(CH3)O-, and m is 0 or 1.

[0020] The solubility in each oil, the degree of crosslinking, and the molecular weight change depending on the ratio of these, so they can be combined according to the oil used. In addition, this organopolysiloxane-modified cyclodextrin compound can be blended directly into the cosmetic, but since it is usually in a solid form, it is preferable to blend it into the cosmetic in a state where it is dissolved in an oil or in a state where it is gelled in an oil. In this case, the oil can be the same as the oil that can be blended into the cosmetic of the present invention described later.

[0021] [Method for producing organopolysiloxane-modified cyclodextrin compound] Next, the method for producing the organopolysiloxane-modified cyclodextrin compound of the present invention will be described. [Step 1] Synthesis of unsaturated group-containing cyclodextrin compound Cyclodextrin or a derivative having the corresponding sugar unit is subjected to an etherification reaction with an unsaturated group-containing halogenated compound in the presence of an alkali metal to substitute a portion of the hydroxyl groups for unsaturated groups.

[0022] [Process 2] A part or all of the hydrogen atoms of the remaining hydroxyl groups of the unsaturated group-containing cyclodextrin compound obtained in step 1 are etherified with an alkyl halide in the presence of an alkali metal, dehydrated with a carboxylic acid compound, dehydrochlorinated with a corresponding carboxylic acid chloride, esterified with a corresponding acid anhydride, or reacted with an isocyanate group-containing organopolysiloxane of the following formula (4) to form a urethane bond, thereby obtaining a substituted cyclodextrin compound containing an unsaturated group. H :N A :N E :N S :N LS The ratio of is adjusted by adjusting the amount of the substance added in this step, etc. This step can be omitted if it is not necessary for the desired organopolysiloxane-modified cyclodextrin compound. [ka] (In the formula, R 1 , n, and a are the same as above.)

[0023] [Step 3] Synthesis of organopolysiloxane-modified cyclodextrin compound The synthesis can be carried out by subjecting the unsaturated group-containing cyclodextrin compound obtained in step 1 or the unsaturated group-containing substituted cyclodextrin compound obtained in step 2 to an addition reaction with an organohydrogenpolysiloxane in the presence of an addition curing catalyst.

[0024] [Process 1] Examples of cyclodextrin or derivatives include cyclodextrin compounds selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, as well as derivatives of these cyclodextrins having a hydroxyethyl group or a hydroxypropyl group. The cyclodextrin and its derivatives are preferably heated and dried in advance to remove the included water before use in the production.

[0025] Examples of the unsaturated group-containing halogenated compound used in the etherification reaction of cyclodextrin or a derivative in step 1 include vinyl chloride, vinyl bromide, allyl chloride, and allyl bromide. Examples of the alkali metal include sodium, sodium hydride, sodium hydroxide, potassium, and potassium hydroxide. The reaction is preferably carried out using a solvent, and polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, and dimethylsulfoxide can be used. The reaction temperature is preferably in the range of 0 to 120°C, but is appropriately selected according to the boiling point of the unsaturated group-containing halogenated compound. The unsaturated group content in the sugar unit can be adjusted by changing the molar ratio of each raw material.

[0026] [Process 2] The etherification reaction in step 2 can be synthesized by reacting an alkyl halide under the same conditions as in step 1. Examples of the alkyl halide include iodomethane, propyl chloride, propyl bromide, hexyl bromide, and octyl bromide. In the esterification reaction, the dehydration reaction with a carboxylic acid compound can be synthesized in the presence of an acid catalyst. Examples of the carboxylic acid compound include acetic acid, propionic acid, caprylic acid, myristic acid, palmitic acid, and stearic acid, and examples of the acid catalyst include sulfuric acid, phosphoric acid, and p-toluenesulfonic acid. The reaction is preferably carried out using a solvent, and polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, and dimethylsulfoxide can be used, and the reaction temperature is preferably in the range of 30 to 150°C.

[0027] The dehydrochlorination reaction with carboxylic acid chloride can be carried out in the presence of an organic or inorganic base. Examples of the carboxylic acid chloride include the acid chlorides of the above-mentioned carboxylic acid compounds, and examples of the organic or inorganic base include tertiary amines such as triethylamine and pyridine, and inorganic bases such as sodium carbonate, potassium carbonate, and sodium hydrogen carbonate. The reaction is preferably carried out using a solvent, and polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, and dimethylsulfoxide can be used, and the reaction temperature is preferably in the range of 0 to 150°C. The reaction with a carboxylic anhydride can be carried out in the presence of an organic or inorganic base. Examples of the carboxylic anhydride include acetic anhydride, and the organic or inorganic base is the same as above. The reaction may be carried out in a solvent, such as a polar solvent such as N,N-dimethylformamide, N-methylpyrrolidone, or dimethylsulfoxide, and the reaction temperature is preferably in the range of 0 to 120°C.

[0028] In the urethane bond forming reaction with the isocyanate group-containing organopolysiloxane represented by formula (4), specific examples of the isocyanate group-containing organopolysiloxane include the following. [ka]

[0029] In this reaction, it is preferable to use a solvent from the viewpoint of improving the reaction efficiency and controlling the reaction. Examples of the solvent used in the reaction include esters such as butyl acetate, ketones such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, aromatic hydrocarbons such as toluene and xylene, ethers such as dibutyl ether, tetrahydrofuran, and dioxane, amides such as N,N-dimethylformamide and N-methylpyrrolidone, and dimethyl sulfoxide, which may be used alone or in combination of two or more. Among them, polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone, and dimethyl sulfoxide are preferable, and a known catalyst used for forming a urethane bond, such as amines such as triethylamine, triethylenediamine, and N-methylmorpholine, and organometallic compounds such as di-n-butyltin dilaurate and stannous oleate, may be added as a catalyst to improve the reaction efficiency. This reaction varies depending on the presence or absence of a solvent and its type, but is usually performed at 20 to 150° C. for 1 to 10 hours.

[0030] [Step 3] In the addition reaction in step 3, the molar ratio of the Si-H group of the organohydrogenpolysiloxane to the unsaturated group of the unsaturated group-containing cyclodextrin compound obtained in step 1 or the unsaturated group-containing substituted cyclodextrin compound obtained in step 2 is preferably in the range of 0.8 to 1.2. This reaction is carried out in the presence of an addition reaction catalyst such as a platinum catalyst or a rhodium catalyst. Examples of the platinum catalyst or the rhodium catalyst include chloroplatinic acid, alcohol-modified chloroplatinic acid, and chloroplatinic acid-vinylsiloxane complex. The amount of the catalyst used may be an effective amount as a catalyst, but the amount of platinum or rhodium is preferably 50 ppm or less, more preferably 20 ppm or less.

[0031] The above addition reaction is preferably carried out using a solvent, such as aromatic hydrocarbons such as toluene and xylene, lower alcohols such as ethanol and isopropyl alcohol, aliphatic or alicyclic hydrocarbons such as n-pentane, n-hexane and cyclohexane, halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride, ethers such as tetrahydrofuran and dioxane, and ketones such as acetone and methyl ethyl ketone. A hydrocarbon solvent or a lower alcohol is preferably used. The addition reaction temperature is preferably in the range of 20°C to 80°C, and more preferably under solvent reflux.

[0032] [Gelling agent] The organopolysiloxane-modified cyclodextrin compound of the present invention is suitable as a gelling agent for oil agents.As the oil agents, silicone oils, hydrocarbon oils, ester oils, glyceride oils, natural animal and vegetable oils and semi-synthetic oils and fats, as well as ultraviolet absorbers and mixtures thereof, which can be used alone or in combination of two or more.Among them, as the oil agents to be gelled, silicone oils and hydrocarbon oils are preferred, and specifically, cyclic silicones such as decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane, linear silicones such as hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and tetradecamethylhexasiloxane, branched silicones such as tristrimethylsiloxymethylsilane, linear hydrocarbon oils such as decane, undecane and dodecane, and branched hydrocarbon oils such as isododecane are preferred. When the composition is gelled, the blending amount of the organopolysiloxane-modified cyclodextrin compound in the composition is preferably 3 to 20% by mass in the cosmetic.

[0033] [Cosmetics] The organopolysiloxane-modified cyclodextrin compound of the present invention is suitable as a raw material for skin care cosmetics, makeup cosmetics, UV protection cosmetics, and hair cosmetics. The blending amount is preferably in the range of 0.05 to 20 mass% in the cosmetic, more preferably in the range of 0.05 to 10 mass%, and even more preferably in the range of 0.05 to 5 mass parts. With such an amount, the cosmetic has a light and smooth feel that is characteristic of silicone oil, and has excellent blending stability and cosmetic durability. Furthermore, the optional components described below can be blended alone or in combination of two or more kinds within a range that does not impair the effects of the present invention. The compound name may be written as the cosmetic label name or INCI.

[0034] ·water The cosmetic of the present invention may further contain water and may be in the form of an emulsion. When water is added, the amount of water added varies depending on the formulation, but is preferably 1 to 95% by mass, and more preferably 20 to 80% by mass, of the cosmetic.

[0035] Oils Furthermore, the oil composition may contain one or more selected from silicone oil, hydrocarbon oil, ester oil, glyceride oil, natural animal and vegetable oils and fats, semi-synthetic oils and fats, and ultraviolet absorbents, particularly one or more selected from silicone oil, hydrocarbon oil, ester oil, glyceride oil, and ultraviolet absorbents, or a mixture thereof, or may be a gel of these oil agents.

[0036] As the oil agent, any oil agent, whether solid, semi-solid or liquid, can be used so long as it is used in ordinary cosmetics. Examples of silicone oils that can be used in the present invention include cyclotetrasiloxane (INCI), cyclopentasiloxane (INCI), cyclohexasiloxane (INCI), dimethicone (INCI), methyl trimethicone (INCI), tetrakistrimethylsiloxysilane, caprylyl methicone (INCI), phenyl trimethicone (INCI), diphenylsiloxyphenyl trimethicone (INCI), diphenyl dimethicone (INCI), trifluoromethyl alkyl (C1-4) dimethicone, amodimethicone (INCI), aminopropyl dimethicone (INCI), PCA dimethicone (INCI), and the like.

[0037] Examples of hydrocarbon oils include linear, branched and volatile hydrocarbon oils, and specific examples thereof include isoparaffins such as olefin oligomers (INCI), (C13,14) isoparaffin (INCI), isododecane (INCI), undecane (INCI), dodecane (INCI), isohexadecane (INCI), hydrogenated polyisobutene (INCI), squalane (INCI), mineral oil (INCI), coconut alkanes (INCI), (C13-15) alkanes (INCI), and the like.

[0038] Examples of ester oils include n-alkyl glycol monoisostearates such as diisobutyl adipate (INCI: Diisobutyl Adipate), dihexyldecyl adipate (display name), diheptylundecyl adipate (INCI: Diheptylundecyl Adipate), and isostearyl isostearate (INCI: Isostearyl Isostearate), isocetyl isostearate (INCI: Isocetyl Isostearate), trimethylolpropane triisostearate (INCI: Trimethylolpropane Triisostearate), glycol diethylhexanoate (INCI: Glycol Diethylhexanoate), cetyl ethylhexanoate (INCI: Cetyl Ethylhexanoate), trimethylolpropane triethylhexanoate (INCI: Trimethylolpropane Triethylhexanoate), and pentaerythrityl tetraethylhexanoate (INCI: Pentaerythrityl Tetraethylhexanoate). Tetraethylhexanoate, cetyl octanoate (INCI: Cetyl Ethylhexanoate), octyldodecyl esters such as stearoyloxystearate (INCI: Octyldodecyl Stearoyl Stearate), oleyl oleate (INCI: Oleyl Oleate), octyldodecyl oleate (INCI: Octyldodecyl Oleate), decyl oleate (INCI: Decyl Oleate), neopentyl glycol dioctanoate (INCI: Neopentyl Glycol Diethylhexanoate), neopentyl glycol dicaprate (INCI: Neopentyl Glycol Dicaprate), diisostearyl malate (INCI: Diisostearyl Malate), triethyl citrate (INCI: Triethyl Citrate), diethylhexyl succinate (INCI: Diethylhexyl Succinate), amyl acetate (INCI: Amyl Acetate) Acetate, Ethyl acetate (INCI:Etyl Acetate), Butyl acetate (INCI:ButylAceetate, Isocetyl Stearate, Butyl Stearate, Diisopropyl Sebacate, Diethylhexyl Sebacate, Cetyl Lactate, Myristyl Lactate, Isononyl Isononanoate, Isotridecyl Isononanoate, Isopropyl Palmitate, Ethylhexyl Isopalmitate, Hexyldecyl Palmitate myristates such as cholesteryl hydroxystearate (INCI: Isopropyl myristate), octyldodecyl myristate (INCI: Octyldodecyl myristate), and myristyl myristate (INCI: Myristyl myristate); ethylhexyl laurate (INCI: Ethylhexyl Laurate), hexyl laurate (INCI: Hexyl Laurate), dioctyldodecyl lauroyl glutamate (INCI: Dioctyldodecyl Lauroyl Glutamate), and isopropyl lauroyl sarcosine ester (INCI: Isopropyl Lauroyl Sarcosinate).

[0039] Examples of glyceride oils include triethylhexanoin (INCI), tri(caprylic acid / capric acid)glyceryl (INCI: Caprylic / Capric Triglyceride), cocoglyceryl (INCI), (caprylic acid / capric acid / succinic acid) triglyceride (INCI: Caprylic / Capric / Succinic Triglyceride), (caprylic acid / capric acid)glycerides (INCI), etc.

[0040] In addition to these, the following oils can be used depending on the purpose. For example, natural animal and vegetable oils and semi-synthetic oils and fats include avocado oil (INCI: Persea Gratissima (Avocado) Oil), linseed oil (INCI: Linum Usitatissimum (Linseed) Seed Oil), almond oil (INCI: Prunus Amygdalus Dulcis (Sweet Almond) Oil), ivotaro, perilla oil (display name), perilla oil, olive oil (INCI: Olea Europaea (Olive) Fruit Oil), cacao butter, kapok wax, American grass oil (INCI: Torreya Californica (California Nutmeg) Oil), Japanese cypress oil (INCI: Cymbopogon Nardus (Citronella) Oil), torreya seed oil (INCI: Torreya Nucifera Seed Oil), carnauba wax (INCI: Copernicia Cerifera (Carnauba) Wax), liver oil, candelilla wax (INCI: Euphorbia Cerifera (Candelilla) Wax), refined candelilla wax, beef tallow, beef leg fat, beef bone fat, hardened beef tallow, Kyounin Yu oil (INCI: Kyounin Yu), spermaceti wax, hardened oil, wheat germ oil (INCI: Triticum Vulgare (Wheat) Germ Oil), sesame oil (INCI: Sesamum Indicum (Sesame) Seed Oil), rice germ oil (INCI: Oryza Sativa (Rice) Germ Oil), rice bran oil (INCI: Oryza Sativa (Rice) Bran Oil), sugarcane wax (INCI: Saccharum Officinarum (Sugarcane) Wax), camellia oil (INCI: Camellia Kissi Seed Oil), safflower oil (INCI: Carthamus Tinctorius (Safflower) Seed Oil) Oil), Shea Butter (INCI:Butyrospermum Parkii (SheaButter), Chinese Ginger Oil, Cinnamon Oil, Jojoba Wax, Squalane (INCI), Squalene (INCI), Shellac Wax, Turtle Oil (INCI:Turtle Oil), Soybean Oil (INCI:Glycine Soja (Soybean) Oil), Tea Seed Oil (INCI:Camellia Sinensis Seed Oil), Camellia Oil (INCI:Camellia Japonica Seed Oil), Evening Primrose Oil (INCI:Oenothera Biennis (Evening Primrose) Oil), Corn Germ Oil (INCI:Zea Mays (Corn) Germ Oil), Pig Fat (INCI:Lard), Rapeseed Oil, Japanese Tung Oil, Rice Bran Wax (INCI:Oryza Sativa (Rice) Bran Wax), Germ Oil, Horse Fat (INCI:Horse Fat), Persic Oil (display name), Palm Oil (INCI:Elaeis Guineensis (Palm) Oil), Palm Kernel Oil (INCI: Elaeis Guineensis (Palm) Kernel Oil), Castor Oil (INCI: Ricinus Communis (Castor) Seed Oil), Hydrogenated Castor Oil, Castor Oil Fatty Acid Methyl Esters, Sunflower Oil (INCI: Helianthus Annuus (Sunflower) Seed Oil), Grape Seed Oil (INCI: Vitis Vinifera (Grape) Seed Oil), Bayberry Wax, Jojoba Seed Oil (INCI: Simmondsia Chinensis (Jojoba) Seed Oil), Macadamia Seed Oil (INCI: Macadamia Ternifolia Seed Oil), Macadamia Nut Oil (INCI: Macadamia Integrifolia Seed Oil), Beeswax (INCI: Beeswax), Mink Oil, Meadowfoam Oil (INCI: Limnanthes Alba (Meadowfoam) Seed Oil) Oil), Cottonseed Oil (INCI: Gossypium Herbaceum (Cotton) Seed Oil), Cotton Wax, Rhus Sucedanea Fruit Wax, Rhus Sucedanea Kernel Oil, Montan Wax (INCI: MontanWax), coconut oil (INCI: Cocos Nucifera (Coconut) Oil), hardened coconut oil, tricoconut oil fatty acid glyceride, mutton tallow, peanut oil (INCI: Arachis Hypogaea (Peanut) Oil), lanolin (INCI: Lanolin), liquid lanolin (INCI: Lanolin Oil), reduced lanolin, lanolin alcohol (INCI), hard lanolin, lanolin acetate, lanolin alcohol acetate (INCI: Acetylated Lanolin Alcohol), lanolin fatty acid isopropyl (INCI: Isopropyl Lanolate), POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, egg yolk oil (INCI: Egg Oil), etc., where POE means polyoxyethylene.

[0041] Examples of higher alcohols include lauryl alcohol (INCI), myristyl alcohol (INCI), palmityl alcohol, stearyl alcohol (INCI), behenyl alcohol (INCI), hexadecyl alcohol, oleyl alcohol (INCI), isostearyl alcohol (INCI), hexyldodecanol, octyldodecanol (INCI), cetostearyl alcohol, 2-decyltetradecyl, cholesterol (INCI), phytosterol (INCI), POE cholesterol ether, monostearyl glycerin ether (batyl alcohol), and monooleyl glyceryl ether (selachyl alcohol).

[0042] The amount of these oils to be added will vary depending on the formulation, but is preferably in the range of 1 to 98% by mass in the cosmetic.

[0043] As the ultraviolet absorbing agent, any ultraviolet absorbing agent, whether solid, semi-solid or liquid, can be used so long as it is used in ordinary cosmetics.

[0044] Specifically, homosalate (INCI), octocrylene (INCI), t-butyl methoxydibenzoylmethane (INCI), ethylhexyl salicylate (INCI), diethylamino hydroxybenzoyl hexyl benzoate (INCI), oxybenzone-6 (INCI: Benzophenone-6), oxybenzone-9 (INCI: Benzophenone-9), oxybenzone-1 (INCI: Benzophenone-1), polysilicone-15 (INCI), dimethoxybenzylidene dioxoimidazolidine octyl propionate (INCI: Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate, Oxybenzone-2 (INCI: Benzophenone-2), Terephthalylidene Dicamphor Sulfonic Acid (INCI: Terephthalylidene Dicamphor Sulfonic Acid), Ethylhexyl Triazone (INCI), Bis(trimethylsiloxy)silyl isopentyl trimethoxycinnamate trisiloxane (INCI: Isopentyl Trimethoxycinnamate Trisiloxane), Drometrizole Trisiloxane (INCI), Ethylhexyl Dimethyl PABA, Isopropyl Methoxycinnamate (INCI: Isopropyl Methoxycinnamate), Ethylhexyl Methoxycinnamate (INCI: Ethylhexyl Methoxycinnamate), Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine)Triazine), Oxybenzone-3 (INCI: Benzophenone-3), Oxybenzone-4 (INCI: Benzophenone-4), Oxybenzone-5 (INCI: Benzophenone-5), Phenylbenzimidazole Sulfonic Acid (INCI: Phenylbenzimidazole Sulfonic Acid), Methylene Bis-Benzotriazolyl Tetramethylbutylphenol (INCI: Methylene Bis-Benzotriazolyl Tetramethylbutylphenol), Glyceryl Ethylhexanoate Dimethoxycinnamate (INCI: Glyceryl PABA), Methyl Diisopropyl Cinnamate (INCI: Diisopropyl Methyl Cinnamate), Cinoxate (INCI), Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate (INCI: Ethylhexyl Dimethoxybenzylidene Dioxoimidazolidine Propionate) etc.

[0045] It is possible to use a UVA absorber (e.g., diethylamino hydroxybenzoyl hexyl benzoate (INCI)) and a UVB absorber (e.g., ethylhexyl methoxycinnamate (INCI)) in combination, and they can also be combined in any desired manner. When an ultraviolet absorber is used, the amount of the ultraviolet absorber varies depending on the formulation, but is preferably 0.1 to 30% by mass in the cosmetic.

[0046] ·powder The cosmetic of the present invention further contains a powder, and may be in any of a liquid, a paste, and a solid form in which the powder is dispersed. Even when the cosmetic of the present invention contains a powder, there is no change such as agglomeration of the powder, and the dispersion stability of the powder is excellent. In addition, if the cosmetic of the present invention is in any of a liquid, a paste, and a solid form, the handling is good and the cosmetic can be applied to various cosmetics.

[0047] The powder used in the present invention may be any powder used in ordinary cosmetics, regardless of its shape (spherical, acicular, plate-like, etc.), particle size (aerosol, fine particles, pigment-grade, etc.), or particle structure (porous, nonporous, etc.), and may be one or more types. Examples of powder include inorganic powders, organic powders, surfactant metal salt powders, colored pigments, pearl pigments, metal powder pigments, tar dyes, and natural dyes.

[0048] Specifically, examples of inorganic powders include titanium oxide (INCI: titanium dioxide), zirconium oxide (INCI: zirconium dioxide), zinc oxide (INCI: zinc oxide), cerium oxide (INCI: cerium oxide), magnesium oxide (magnesium oxide), barium sulfate (barium sulfate), calcium sulfate (calcium sulfate), magnesium sulfate (magnesium sulfate), calcium carbonate (calcium carbonate), magnesium carbonate (magnesium carbonate), talc (INCI: talc), mica (INCI: mica), kaolin (INCI: kaolin), sericite, titanium mica (TITANIUM MICA), silica (INCI: silica), hydrated silica (INCI: hydrated silica), aluminum silicate (INCI: aluminum silicate), and magnesium silicate (INCI: magnesium silicate). Silicate, magnesium aluminum silicate (INCI: Magnesium Aluminum Silicate), calcium silicate (INCI: Calcium Silicate), hydroxyapatite (INCI: Hydroxyapatite), bentonite (INCI: Bentonite), montmorillonite (INCI: Montmorillonaite), hectorite (INCI: Hectorite), zeolite (INCI: Zeolite), alumina (INCI: Alumina), aluminum hydroxide, and boron nitride (INCI: Boron Nitride).

[0049] Examples of the organic powder include polyamide, polyester, polyethylene (INCI: Polyethylen), polypropylene (INCI: Polystyrene), polyurethane, polymethyl methacrylate (INCI: Polymethyl Methacrylate), cellulose (INCI: Cellulose), silk, nylon, and silicone (INCI: Vinyl Dimethicone / Methicone Crosspolymer, Polymethylsilsesquioxane, Vinyl Dimethicone / Methicone Silsesquioxane Crosspolymer, Diphenyl Dimethicone / Vinyl Diphenyl Dimethicone / Silsesquioxane Crosspolymer, Polysilicone-1 Crosspolymer, Polysilicone-22).

[0050] Examples of surfactant metal salt powders (metal soaps) include zinc stearate (INCI: Zinc Stearate), aluminum stearate, calcium stearate, magnesium stearate, zinc myristate (INCI: Zinc Myristate), magnesium myristate, and the like.

[0051] Examples of colored pigments include inorganic red pigments such as iron oxide (INCI: iron oxide), iron hydroxide, and iron titanate, inorganic brown pigments such as gamma-iron oxide, inorganic yellow pigments such as yellow iron oxide (INCI: yellow ocher), inorganic black pigments such as black iron oxide (INCI: carbon black), inorganic purple pigments such as manganese violet (INCI: manganese violet), inorganic green pigments such as chromium hydroxide green (INCI: chromium oxide green), and cobalt titanate (INCI: cobalt titanium oxide), inorganic blue pigments such as iron blue and ultramarine, and synthetic resin powders made by combining these powders.

[0052] Examples of pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, and titanium oxide-coated colored mica.

[0053] Examples of metal powder pigments include aluminum powder and copper powder (INCI: Copper Powder). Tar dyes include Red No. 3 (Erythrosine), Red No. 104 (Phloxine B), Red No. 106 (Acid red), Red No. 201 (Lithol rubine B), Red No. 202 (Lithol rubine BCA), Red No. 204 (Lake red CBA), Red No. 205 (Lithol red), Red No. 220 (Deep maroon), Red No. 226 (Helindone pink CN), Red No. 227 (Fast acid magenta), Red No. 228 (Parmatone red), Red No. 230 (Eosine YS), Red No. 401 (Violamine R), Red No. 505 (Oil red XO), Yellow No. 4 (Tartrazin), Yellow No. 5 (Sunset yellow FCF), Yellow No. 202 (Uranine K), Yellow No. 203 (Quinolin yellow WS), Yellow No. 204 (Quinolin yellow SS), Yellow No. 401 (Hanza yellow), Blue No. 1 (Brilliant blue FCF), Blue No. 2 (Indigo carmine), Blue No. 201 (Indigo), Blue No. 404 (Phtalocyanine blue), Green No. 3 (Fast green FCF), Green No. 201 (Alizanine cyanine green F), Green No. 204 (Pyranine conc), Green No. 205 (Light green SF yellowish), Orange No. 201 (Dibromofluorescein), Orange No. 203 (Permanent orange), Orange No. 204 (Benzidine orange G), Orange No. 206 (Diiodofluorescein), and Orange No. 207 (Erlthrosine yellowish NA).

[0054] Examples of natural dyes include cochineal, laccaic acid (INCI), carthamin, Brazilin, and crocin.

[0055] In addition, these powders may be used in the form of composite powders or powders treated with general oils, silicone oils, fluorine compounds, surfactants, or the like. Powders treated with a hydrolyzable silyl group or an alkyl group having a hydrogen atom directly bonded to the silicon atom, linear and / or branched organopolysiloxanes having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom, linear and / or branched organopolysiloxanes having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom and co-modified with a long-chain alkyl, linear and / or branched organopolysiloxanes having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom and co-modified with a polyoxyalkylene, and acrylic-silicone copolymers having a hydrolyzable silyl group or a hydrogen atom directly bonded to the silicon atom may also be used as necessary.

[0056] Compounds that have an alcoholic hydroxyl group in their molecular structure The cosmetic of the present invention may contain one or more compounds having an alcoholic hydroxyl group in its molecular structure, depending on the purpose. Examples of compounds having an alcoholic hydroxyl group that can be added in the present invention include lower alcohols such as ethanol (INCI: Alcohol) and isopropanol (INCI: Isopropyl Alcohol), sugar alcohols such as sorbitol (INCI) and maltose (INCI), sterols such as cholesterol (INCI), sitosterol (INCI: Beta-Sitosterol), phytosterol (INCI), and lanosterol (INCI), and polyhydric alcohols such as butylene glycol (INCI), propylene glycol (INCI), dibutylene glycol, and pentylene glycol (INCI). When a compound having an alcoholic hydroxyl group in its molecular structure is contained, the amount of the compound contained in the cosmetic is preferably in the range of 0.1 to 98% by mass.

[0057] Water-soluble or water-swellable polymer compounds The cosmetic preparation of the present invention may contain one or more water-soluble or water-swellable polymeric compounds depending on the purpose. For example, gum arabic (INCI: Acacia Senegal Gum), tragacanth gum (INCI: Astragalus Gummifer Gum), galactan, carob gum, guar gum (INCI: Cyamopsis Tetragonoloba (Guar) Gum), karaya gum (INCI: Sterculia Urens Gum), carrageenan (INCI: Chondrus Crispus (Carrageenan)), pectin (INCI), agar (INCI: Agar), quince seed (INCI: Pyrus Cydonia Seed), rice starch (INCI: Oryza Sativa (Rice) Starch), wheat starch (INCI: Triticum Vulgare (Wheat) Starch), potato starch (INCI: Solanum Tuberosum (Potato) Starch), corn starch, algae colloid, trant gum (INCI: Astragalus Gummifer Gum), locust bean gum and other plant-based polymeric compounds; xanthan gum (INCI), dextran (INCI), succinoglycan (INCI), pullulan (INCI), and other microbial polymeric compounds; collagen (INCI), casein (INCI), albumin (INCI), gelatin (INCI), and other animal-based polymeric compounds; sodium carboxymethyl starch (INCI: Sodium Carboxymethyl Starch), hydroxypropyl starch (INCI: Hydroxypropyl Starch), and other starch-based polymeric compounds; methylcellulose (INCI), ethylcellulose (INCI), methylhydroxypropylcellulose (INCI), carboxymethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose (INCI), nitrocellulose (INCI), sodium cellulose sulfate (INCI: Sodium Cellulose Sulfate), sodium carboxymethylcellulose, crystalline cellulose (INCI: Microcrystalline Cellulose)Examples of water-soluble polymers include cellulose-based polymers such as cellulose powder, alginic acid-based polymer compounds such as sodium alginate (INCI: Algin) and propylene glycol alginate (INCI: Propylene Glycol Alginate), vinyl polymer compounds such as polyvinyl methyl ether and carboxyvinyl polymer, polyoxyethylene polymer compounds, polyoxyethylene polyoxypropylene copolymer polymer compounds, acrylic polymers such as sodium polyacrylate (INCI: Sodium Polyacrylate), polyethylacrylate (INCI: Polyethylacrylate), polyacrylamide (INCI), and acryloyldimethyltaurate copolymers, polyethyleneimine, cationic polymers, and other synthetic water-soluble polymers, and inorganic water-soluble polymers such as bentonite (INCI), magnesium aluminum silicate (INCI: Magnesium Aluminum Silicate), montmorillonite (INCI), beidellite, nontronite, saponite, hectorite (INCI), and silicic anhydride. These water-soluble polymer compounds also include film-forming agents such as polyvinyl alcohol (INCI) and polyvinylpyrrolidone (INCI). When a water-soluble or water-swellable polymer compound is blended, the blending amount is preferably in the range of 0.1 to 25% by mass in the cosmetic.

[0058] The cosmetic of the present invention may contain one or more surfactants depending on the purpose. Examples of surfactants include anionic, cationic, nonionic and amphoteric surfactants, but there is no particular limitation, and any surfactants that are used in ordinary cosmetic preparations may be used.

[0059] Examples of anionic surfactants include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and their salts, condensation salts of amino acids and fatty acids, alkane sulfonates, alkene sulfonates, sulfonates of fatty acid esters, sulfonates of fatty acid amides, formalin condensation sulfonates, alkyl sulfates, secondary higher alcohol sulfates, alkyl and allyl ether sulfates, sulfates of fatty acid esters, sulfates of fatty acid alkylolamides, sulfates of turpentine oil, alkyl phosphates, ether phosphates, alkyl allyl ether phosphates, amide phosphates, N-acyl lactates, N-acyl sarcosine salts, N-acyl amino acid surfactants, etc.; examples of cationic surfactants include alkyl amine salts, amine salts of polyamines and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, imidazolium salts, etc.

[0060] Examples of nonionic surfactants include sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol fatty acid esters, sucrose fatty acid esters, methyl glucoside fatty acid esters, alkyl polyglucosides, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene propylene glycol fatty acid esters, polyoxyethylene castor oil, poly Examples of the surfactants include oxyethylene hydrogenated castor oil, polyoxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, linear or branched polyoxyalkylene-modified organopolysiloxane, linear or branched polyoxyalkylene / alkyl-co-modified organopolysiloxane, linear or branched polyglycerin-modified organopolysiloxane, linear or branched polyglycerin / alkyl-co-modified organopolysiloxane, alkanolamide, sugar ether, and sugar amide. Examples of the amphoteric surfactants include betaine, phosphatidylcholine, aminocarboxylates, imidazoline derivatives, and amidoamine types.

[0061] Among these surfactants, linear or branched organopolysiloxanes having a polyoxyalkylene chain or a polyglycerin chain in the molecule, or linear or branched organopolysiloxanes further having a long-chain alkyl group having 6 to 20 carbon atoms are preferred. In these surfactants, the content of hydrophilic polyoxyalkylene groups or polyglycerin residues preferably accounts for 10 to 70% by mass in the molecule. When a surfactant is blended, the blending amount in the cosmetic is preferably 0.1 to 20% by mass, more preferably 0.2 to 10% by mass.

[0062] The cosmetic of the present invention may contain one or more silicone resins depending on the purpose. The silicone resin is preferably an acrylic silicone resin of an acrylic / silicone graft or block copolymer. In addition, an acrylic silicone resin containing one or more anion moieties selected from a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety, a fluoroalkyl moiety, and a carboxylic acid moiety in the molecule may also be used.

[0063] Furthermore, this silicone resin is R 1s 3SiO 1 / 2 Units and SiO 4 / 2 Resin composed of units, R 1s 3SiO 1 / 2 Units and R 1s 2SiO 2 / 2 Units and SiO 4 / 2 Resin composed of units, R 1s 3SiO 1 / 2 Units and R 1s SiO 3 / 2 Resin composed of units, R 1s 3SiO 1 / 2 Units and R 1s 2SiO 2 / 2 Units and R 1s SiO 3 / 2 Resin composed of units, R 1s 3SiO 1 / 2 Units, R 1s 2SiO 2 / 2 Units, R 1s SiO 3 / 2 Units and SiO 4 / 2 It is preferable that the silicone compound is a silicone network compound made of a resin composed of units (R 1s represents an organic group). Silicone network compounds containing one or more moieties selected from a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety, a fluoroalkyl moiety, and an amino moiety in the molecule can also be used. When a silicone resin is blended, the blending amount in the cosmetic is preferably 0.1 to 20% by mass, more preferably 1 to 10% by mass.

[0064] Depending on the purpose, the cosmetic of the present invention may contain a composition consisting of one or more crosslinked organopolysiloxanes and an oil agent that is liquid at room temperature. It is preferable that this crosslinked organopolysiloxane swells by absorbing liquid oil equal to or greater than its own weight. As the liquid oil, for example, the above-mentioned liquid silicone oil, hydrocarbon oil, ester oil, natural animal and vegetable oil, semi-synthetic oil, fluorine-based oil, etc. may be used. For example, the kinetic viscosity at 25°C measured by an Ostwald viscometer described in JIS Z 8803:2011 is 0.65 mm 2 / s~100.0mm 2 Examples of the crosslinking agent include low-viscosity silicone oils having a viscosity of 100 / s, liquid paraffin, squalane, isododecane, isohexadecane, and other hydrocarbon oils, trioctanoin, and other glyceride oils, isotridecyl isononanoate, N-acyl glutamic acid esters, lauroyl sarcosinate, and other ester oils, and natural animal and vegetable oils such as macadamia nut oil. In addition, it is preferable that the crosslinking agent of this crosslinked organopolysiloxane has two or more vinyl reactive sites in the molecule and forms a crosslinked structure by reacting with a hydrogen atom directly bonded to a silicon atom. Examples of the crosslinking agent having two or more vinyl reactive sites in the molecule include organopolysiloxanes having two or more vinyl groups in the molecule, polyoxyalkylenes having two or more allyl groups in the molecule, polyglycerols having two or more allyl groups in the molecule, and α,ω-alkenyl dienes.

[0065] It is also possible to use a crosslinked organopolysiloxane containing at least one moiety selected from the group consisting of a polyoxyalkylene moiety, a polyglycerin moiety, a long-chain alkyl moiety, an alkenyl moiety, an aryl moiety, and a fluoroalkyl moiety in the crosslinked molecule. When a composition consisting of a crosslinked organopolysiloxane and an oil agent that is liquid at room temperature is blended, the blending amount in the cosmetic is preferably 0.1 to 80% by mass, more preferably 1 to 50% by mass.

[0066] The cosmetic of the present invention may contain one or more silicone waxes depending on the purpose. The silicone wax is a silicone-modified olefin wax obtained by addition reaction of an olefin wax having an unsaturated group consisting of an α-olefin and a diene with an organohydrogenpolysiloxane having one or more hydrosilyl groups per molecule. The α-olefin of the olefin wax is preferably an α-olefin having 2 to 12 carbon atoms such as ethylene, propylene, 1-butene, 1-hexene, 4-methyl-1-pentene, and the diene is preferably butadiene, isoprene, 1,4-hexadiene, vinylnorbornene, ethylidenenorbornene, or dicyclopentadiene. The organohydrogenpolysiloxane having a hydrosilyl group may have a structure such as a linear structure or a branched siloxane structure.

[0067] Furthermore, the cosmetic of the present invention may contain ingredients used in ordinary cosmetics, such as oil-soluble gelling agents, resins, antiperspirants, moisturizing agents, antibacterial and preservative agents, antibacterial agents, fragrances, salts, antioxidants, pH adjusters, chelating agents, cooling agents, anti-inflammatory agents, skin beautifying ingredients (skin whitening agents, cell activators, agents for improving rough skin, blood circulation promoters, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, hair solidifying agents, etc.

[0068] Examples of the oil-soluble gelling agent include metal soaps such as aluminum stearate, magnesium stearate (INCI: Magnesium Stearate), and zinc myristate (INCI: Zinc Myristate); amino acid derivatives such as N-lauroyl-L-glutamic acid (INCI: Lauroyl Glutamic Acid) and α,γ-di-n-butylamine; dextrin fatty acid esters such as dextrin palmitate (INCI: Dextrin Palmitate), dextrin stearate (INCI: Dextrin Stearate), and dextrin 2-ethylhexanoate palmitate (INCI: Dextrin Palmitate / Ethylhexanoate); sucrose palmitate (INCI: Sucrose Palmitate), sucrose stearate (INCI: Sucrose Stearate), and the like. Examples of gelling agents include sucrose fatty acid esters such as sucrose stearate, fructooligosaccharide fatty acid esters such as fructooligosaccharide stearic acid esters and fructooligosaccharide 2-ethylhexanoic acid esters, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol, and organically modified clay minerals such as dimethylbenzyldodecylammonium montmorillonite clay and dimethyldioctadecylammonium montmorillonite clay. The cosmetic preparation of the present invention can achieve a sufficient effect even without blending these oil-soluble gelling agents.

[0069] Examples of antiperspirants include aluminum chlorohydrate (INCI), aluminum chloride (INCI), aluminum sesquichlorohydrate, zirconyl hydroxychloride, aluminum zirconium hydroxychloride, and aluminum zirconium glycine complex.

[0070] Examples of moisturizing agents include glycerin, sorbitol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, pentylene glycol, glucose, xylitol, maltitol, polyethylene glycol, hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate, polyoxyethylene methylglucoside, polyoxypropylene methylglucoside, egg yolk lecithin, soybean lecithin, phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, and sphingophospholipids.

[0071] Examples of antibacterial and preservative agents include alkyl paraoxybenzoate, benzoic acid (INCI: Benzoic Acid), sodium benzoate (INCI: Sorbic Acid), potassium sorbate (INCI: Potassium Sorbate), and phenoxyethanol (INCI). Examples of antibacterial agents include benzoic acid, salicylic acid, carbolic acid (INCI), sorbic acid, alkyl paraoxybenzoate, parachlorometacresol (INCI), hexachlorophene (INCI), benzalkonium chloride (INCI), chlorhexidine dihydrochloride (INCI: Chlorhexidine Dihydrochloride), trichlorocarbanilide, photosensitizers, and phenoxyethanol.

[0072] Examples of the fragrance include natural fragrances and synthetic fragrances. Natural fragrances include plant fragrances separated from flowers, leaves, wood, peels, etc.; animal 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.

[0073] Examples of the salts include inorganic salts, organic acid salts, amine salts, and amino acid salts. Examples of the inorganic salts include sodium salts, potassium salts, magnesium salts, calcium salts, aluminum salts, zirconium salts, and zinc salts of inorganic acids such as hydrochloric acid, sulfuric acid, carbonic acid, and nitric acid; examples of the organic acid salts include salts of organic acids such as acetic acid (INCI), dehydroacetic acid (INCI), citric acid (INCI), malic acid (INCI), succinic acid (INCI), ascorbic acid (INCI), and stearic acid (INCI); examples of the amine salts and amino acid salts include salts of amines such as triethanolamine (INCI), and salts of amino acids such as glutamic acid. In addition, other salts such as hyaluronic acid (INCI: Hyaluronic Acid), chondroitin sulfate, aluminum zirconium glycine complex, and even acid-alkali neutral salts used in cosmetic formulations can also be used.

[0074] Examples of antioxidants include tocopherol (INCI), pt-butylphenol, butylhydroxyanisole (INCI), dibutylhydroxytoluene (INCI), and phytic acid. Examples of pH adjusters include lactic acid (INCI), citric acid (INCI), glycolic acid (INCI), succinic acid (INCI), tartaric acid (INCI), dl-malic acid (INCI), potassium carbonate (INCI), sodium bicarbonate (INCI), and ammonium bicarbonate (INCI). Examples of chelating agents include alanine (INCI), sodium edetate, sodium polyphosphate (INCI), and sodium metaphosphate (INCI). Examples of cooling agents include L-menthol, camphor, etc.; examples of anti-inflammatory agents include allantoin (INCI), glycyrrhizic acid (INCI: Glycyrrhizic Acid) and its salts, glycyrrhetinic acid (INCI: Glycyrrhetinic Acid) and stearyl glycyrrhetinate (INCI: Stearyl Glycyrrhetinate), tranexamic acid, azulene (INCI), etc.

[0075] Examples of skin-beautifying ingredients include whitening agents such as placenta extract, arbutin (INCI), glutathione (INCI), and Saxifraga Sarmentosa Extract (INCI), royal jelly (INCI), photosensitizers, cholesterol derivatives, and cell activators such as calf blood extract, skin roughness improving agents, nonylic acid valenylamide, nicotinic acid benzyl ester (INCI: Benzyl Nicotinate), nicotinic acid β-butoxyethyl ester, capsaicin (INCI), zingerone, cantharides tincture, ichthammol (INCI), caffeine (INCI), tannic acid (INCI), α-borneol (INCI), and tocopheryl nicotinate (INCI). Examples of effective anti-inflammatory agents include blood circulation promoters such as nicotinate, inositol hexanicotinate, cyclandelate, cinnarizine, tolazoline, acetylcholine, verapamil, cepharanthine, and γ-oryzanol (INCI); skin astringents such as zinc oxide and tannic acid; and antiseborrheic agents such as sulfur and thianthrol.

[0076] Examples of vitamins include vitamin A oil, retinol (INCI), retinol acetate (INCI: Retinyl Acetate), retinol palmitate (INCI: Retinyl Palmitate), and other vitamin A derivatives; riboflavin (INCI), riboflavin butyrate (INCI: Riboflavin Tetrabutyrate), flavin adenine nucleotide (INCI: Disodium Flavine Adenine Dinucleotide), and other vitamin B2 derivatives; pyridoxine hydrochloride, pyridoxine dioctanoate, pyridoxine tripalmitate (INCI: Pyridoxine Tripalmitate), and other vitamin B6 derivatives; vitamin B12 and its derivatives; vitamin B15 and its derivatives; L-ascorbic acid (INCI: Ascorbic Acid), L-ascorbic acid dipalmitate, L-ascorbic acid-2-sodium sulfate (INCI: Disodium Ascorbyl Sulfate), and other vitamin B12 derivatives. vitamin C such as L-ascorbic acid phosphate dipotassium sulfate, vitamin D such as ergocalciferol (INCI) and cholecalciferol (INCI), vitamin E such as α-tocopherol (INCI), β-tocopherol (INCI), γ-tocopherol (INCI), dl-α-tocopherol acetate (INCI: tocopheryl acetate), dl-α-tocopherol nicotinate (INCI: tocopheryl nicotinate), and dl-α-tocopherol succinate (INCI: tocopheryl succinate), nicotinic acids such as vitamin H, vitamin P, nicotinic acid, benzyl nicotinate, and nicotinamide, pantothenic acids such as calcium pantothenate, D-pantothenyl alcohol, pantothenyl ethyl ether, and acetyl pantothenyl ethyl ether, and biotin.

[0077] Examples of amino acids include glycine (INCI), valine (INCI), leucine (INCI), isoleucine (INCI), serine (INCI), threonine (INCI), phenylalanine (INCI), arginine (INCI), lysine (INCI), aspartic acid (INCI), glutamic acid (INCI), cystine (INCI), cysteine ​​(INCI), methionine (INCI), tryptophan (INCI), etc.; examples of nucleic acids include deoxyribonucleic acid, etc.; and examples of hormones include estradiol (INCI), ethenyl estradiol (INCI), etc.

[0078] Examples of polymeric compounds for fixing hair include amphoteric, anionic, cationic, and nonionic polymeric compounds, such as polyvinylpyrrolidone-based polymeric compounds such as polyvinylpyrrolidone (INCI) and vinylpyrrolidone / vinyl acetate copolymer (INCI), acidic vinyl ether-based polymeric compounds such as methyl vinyl ether / maleic anhydride alkyl half ester copolymer, acidic polyvinyl acetate-based polymers such as vinyl acetate / crotonic acid copolymer, acidic acrylic polymeric compounds such as (meth)acrylic acid / alkyl (meth)acrylate copolymer, (meth)acrylic acid / alkyl (meth)acrylate / alkyl acrylamide copolymer, and amphoteric acrylic polymeric compounds such as N-methacryloylethyl-N,N-dimethylammonium·α-N-methylcarboxybetaine / alkyl (meth)acrylate copolymer, and hydroxypropyl (meth)acrylate / butylaminoethyl methacrylate / acrylic acid octylamide copolymer. Naturally derived polymeric compounds such as cellulose or its derivatives, keratin, and collagen or its derivatives can also be suitably used.

[0079] The cosmetic preparation of the present invention may be in the form of a powder, oil, water-in-oil emulsion, oil-in-water emulsion, non-aqueous emulsion, or multiple emulsion such as W / O / W or O / W / O.

[0080] Examples of cosmetics include skin care cosmetics such as liquids, massage products, beauty serums, beauty oils, cleansers, deodorants, hand creams, lip creams, and wrinkle concealers; makeup cosmetics such as makeup bases, concealers, face powders, powder foundations, liquid foundations, cream foundations, oil-based foundations, blushers, eye shadows, mascara, eyeliners, eyebrows, and lipsticks; hair cosmetics such as shampoos, rinses, treatments, and setting agents; antiperspirants, and ultraviolet ray protective cosmetics such as sunscreen oils, sunscreen emulsions, and sunscreen creams.

[0081] In particular, those that contain water and are in the form of an emulsion are suitable as makeup bases, liquid foundations, sunscreen lotions, sunscreen creams, and the like.

[0082] The form of these cosmetics can be selected from a variety of forms, including liquid, milky, creamy, solid, paste, gel, powder, pressed, multi-layered, mousse, spray, stick, pencil, etc. When the cosmetic of the present invention contains powder, it is preferable that the cosmetic be in any of the forms of a liquid, paste, or solid in which the powder is dispersed, from the viewpoint of good handleability. EXAMPLES

[0083] The present invention will be specifically described below with reference to synthesis examples, comparative synthesis examples, examples, and comparative examples, but the present invention is not limited to the following examples. In the following examples, unless otherwise specified, "%" in the composition indicates mass%. In the following, examples of organopolysiloxane-modified cyclodextrin compounds are shown in Synthesis Examples 3-1 to 3-5, Comparative Synthesis Examples 3-1 to 3-2, and examples of cosmetics are shown in Examples and Comparative Examples.

[0084] [Synthesis Example 1-1] Synthesis of allyl group-containing γ-cyclodextrin 45 g of γ-cyclodextrin dried at 110° C. for 2 hours was dissolved in 300 g of N-methylpyrrolidone, and a solution of 5.31 g of sodium methoxide and 15 g of methanol was added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50° C., and then 12.59 g of allyl bromide was added dropwise, and the mixture was heated to 80° C. and reacted for 5 hours. After the reaction, the mixture was cooled and added to 3,000 g of acetone to cause precipitation. The precipitate was further washed three times with 300 g of acetone. The mixture was added to 500 g of methanol and stirred, and the insoluble matter was filtered off. The methanol solution obtained was distilled off under reduced pressure to obtain 24.2 g of a pale yellow solid. The obtained product was 1 When the molar ratio of allyl groups was measured by 1 H-NMR, R of the sugar unit of the following formula (5) was hydrogen group / allyl group=2.65 / 0.35. [ka]

[0085] [Synthesis Example 1-2] Synthesis of allyl group-containing γ-cyclodextrin 40 g of γ-cyclodextrin dried at 110° C. for 2 hours was dissolved in 300 g of N-methylpyrrolidone, and a solution of 6.66 g of sodium methoxide and 15 g of methanol was added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50° C., and then 14.93 g of allyl bromide was added dropwise, and the mixture was heated to 80° C. and reacted for 5 hours. After the reaction, the mixture was cooled and added to 3,000 g of acetone to cause precipitation. The precipitate was further washed three times with 300 g of acetone. The mixture was added to 500 g of methanol and stirred, and the insoluble matter was filtered off. The methanol solution obtained was distilled off under reduced pressure to obtain 21.5 g of a pale yellow solid. The obtained product was 1 When the molar ratio of allyl groups was measured by 1 H-NMR, R of the sugar unit of the above formula (5) was hydrogen group / allyl group=2.53 / 0.47.

[0086] [Synthesis Example 1-3] Synthesis of allyl group-containing α-cyclodextrin 40 g of α-cyclodextrin dried at 110°C for 2 hours was dissolved in 300 g of N-methylpyrrolidone, and a solution of 3.33 g of sodium methoxide and 10 g of methanol was added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50°C, and 7.46 g of allyl bromide was added dropwise, and the mixture was heated to 80°C and reacted for 5 hours. After the reaction, the mixture was cooled and 3,000 g of acetone was added to cause precipitation. The precipitate was further washed three times with 300 g of acetone. The mixture was added to 500 g of methanol and stirred, and the insoluble matter was filtered off. The methanol solution obtained was distilled off under reduced pressure to obtain 19.5 g of a pale yellow solid. The obtained product was 1 When the molar ratio of allyl groups was measured by 1 H-NMR, the R of the sugar unit of the following formula (6) was hydrogen group / allyl group=2.78 / 0.22. [ka]

[0087] [Synthesis Example 1-4] Synthesis of allyl group-containing 2-hydroxypropyl β-cyclodextrin 45 g of 2-hydroxypropyl β-cyclodextrin (Mw 1,380) dried at 110°C for 2 hours was dissolved in 300 g of N-methylpyrrolidone, and a solution of 3.70 g of sodium methoxide and 10 g of methanol was added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50°C, and then 8.28 g of allyl bromide was added dropwise, and the mixture was heated to 80°C and reacted for 5 hours. After the reaction, the mixture was cooled and added to 3,000 g of acetone to cause precipitation. The precipitate was further washed three times with 300 g of acetone. The mixture was added to 500 g of methanol and stirred, and the insoluble matter was filtered off. The methanol solution obtained was distilled off under reduced pressure to obtain 22.0 g of a pale yellow solid. The obtained product was 1 When the molar ratio of allyl groups was measured by 1 H-NMR, R' of the sugar unit of the following formula (7) was hydrogen group / allyl group=2.70 / 0.30. [ka] (R' is the same as R.)

[0088] [Synthesis Example 2-1] Butyl etherification of allyl group-containing γ-cyclodextrin Synthesis Example 1-2 14.5 g of the allyl group-containing γ-cyclodextrin obtained in Synthesis Example 2 was dissolved in 200 g of N-methylpyrrolidone, and a solution of 13.0 g of sodium methoxide and 50 g of methanol was added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50°C, and then 32.9 g of butyl bromide was added dropwise, and the mixture was heated to 80°C and reacted for 5 hours. After the reaction, the mixture was cooled and added to 2,000 g of water to cause precipitation. The precipitate was washed three times with 300 g of water and then dried at 100°C to obtain 22.8 g of a light brown solid. The obtained product was 1 Analysis by 1 H-NMR revealed that there were no remaining hydroxyl groups, and the molar ratio of R in the sugar unit of the above formula (5) was butyl group / allyl group=2.53 / 0.47.

[0089] [Synthesis Example 2-2] Acetylation of allyl group-containing γ-cyclodextrin 7.8 g of the allyl group-containing γ-cyclodextrin obtained in Synthesis Example 1-1 and 103 g of pyridine were mixed, and 66.6 g of acetic anhydride was added dropwise at room temperature. The mixture was heated and reacted at 80° C. for 6 hours. After cooling, 100 g of methanol was added dropwise, and the mixture was then added to 1,000 g of water to cause precipitation. The precipitate was washed three times with 300 g of water and dried to obtain 10.6 g of a light brown solid. The obtained product was 1 Analysis by 1 H-NMR revealed that there were no remaining hydroxyl groups, and the molar ratio of R in the sugar unit of the above formula (5) was acetyl group / allyl group=2.65 / 0.35.

[0090] [Synthesis Example 2-3] Palmitic acid esterification of allyl group-containing α-cyclodextrin 15.0 g of the allyl group-containing α-cyclodextrin obtained in Synthesis Example 1-3, 50 g of N,N-dimethylformamide, and 14.5 g of pyridine were dissolved, and 25.3 g of palmitic acid chloride was added dropwise. After the dropwise addition was completed, the temperature was raised to 90°C and the reaction was carried out for 5 hours. After cooling, the mixture was added to 500 g of methanol to cause precipitation. This was washed three times with 300 g of methanol and dried to obtain 29.8 g of a light brown solid. The obtained product was as follows: 1 Analysis by 1 H-NMR revealed that the molar ratio of R in the sugar unit of formula (6) above was hydrogen atom / allyl group / palmitate residue=1.83 / 0.22 / 0.95.

[0091] [Synthesis Example 2-4] Urethane formation reaction between allyl group-containing γ-cyclodextrin and isocyanate group-containing organopolysiloxane 13.1 g of the allyl group-containing γ-cyclodextrin obtained in Synthesis Example 1-1 was dissolved in 150 g of N-methylpyrrolidone at 60° C., and then 0.5 g of triethylamine was added, and 45.5 g of an isocyanate group-containing organopolysiloxane represented by the following general formula (8) was added dropwise. After stirring and reacting for 3 hours at 110° C., the reaction liquid was added to 500 g of water while stirring, and the resulting precipitate was filtered off, washed twice with 300 g of water and twice with 300 g of a water / methanol=1 / 1 solution, and then dried to obtain 48.4 g of a light brown solid. The obtained product was 1 Analysis by H-NMR revealed that the molar ratio of R in the sugar unit of formula (6) above was hydrogen atom / allyl group / formula (9) below = 1.34 / 0.35 / 1.31. [ka]

[0092] [Synthesis Example 3-1] 6.9 g of the compound of Synthesis Example 2-1, 100 g of toluene, and 37.6 g of hydrogenpolysiloxane of the following formula (10) were dissolved, and 0.015 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted at 100° C. for 5 hours. After the reaction, the toluene was distilled off under reduced pressure to obtain 44.0 g of a light brown solid. 1The molar substitution ratio of hydroxyl groups was measured by H-NMR, and it was found that the molar ratio of R in the sugar unit of the following formula (11) was butyl group / divalent group represented by the following formula (11-1) of 2.53 / 0.47 to obtain an organopolysiloxane-modified cyclodextrin compound. [ka]

[0093] [Synthesis Example 3-2] 4.0 g of the compound of Synthesis Example 2-2, 100 g of toluene, and 37.3 g of hydrogenpolysiloxane of the following formula (12) were dissolved, and 0.015 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted at 100° C. for 5 hours. After the reaction, the toluene was distilled off under reduced pressure to obtain 40.9 g of a light brown solid. 1 The hydroxyl group substitution molar ratio was measured by H-NMR, and it was found that an organopolysiloxane-modified cyclodextrin compound was obtained in which the ratio of acetyl groups to the divalent group represented by the following formula (12-1) in R of the saccharide unit of the above formula (11) was 2.65 / 0.35. [ka] (In the formula, * represents a bond that bonds to the hydroxyl group of another sugar unit.)

[0094] [Synthesis Example 3-3] 17.4 g of the compound of Synthesis Example 2-3, 100 g of toluene, and 22.9 g of hydrogenpolysiloxane of the following formula (13) were dissolved, and 0.015 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted for 5 hours at 100° C. After the reaction, the toluene was distilled off under reduced pressure to obtain 39.5 g of a light brown solid. This, 1 The molar substitution ratio of hydroxyl groups was measured by H-NMR, and it was found that an organopolysiloxane-modified cyclodextrin compound was obtained in which the ratio of hydrogen atoms / palmitic acid ester residues / divalent groups represented by the following formula (13-1) in R of the saccharide unit of the above formula (11) was 1.83 / 0.95 / 0.22. [ka] (In the formula, * represents a bond that bonds to the hydroxyl group of another sugar unit.)

[0095] [Synthesis Example 3-4] 18.9 g of the compound of Synthesis Example 2-4, 100 g of toluene, and 15.5 g of hydrogenpolysiloxane of the following formula (14) were dissolved, and 0.015 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted at 100° C. for 5 hours. After the reaction, the toluene was distilled off under reduced pressure to obtain 33.7 g of a light brown solid. 1 The molar substitution ratio of the hydroxyl groups was measured by H-NMR, and it was found that an organopolysiloxane-modified cyclodextrin compound was obtained in which the ratio of hydrogen atoms in R of the sugar unit of the above formula (11) to monovalent palmitate residues represented by the following formula (14-1) to divalent groups represented by the following formula (14-2) was 1.34 / 1.31 / 0.35. [ka] (In the formula, * represents a bond that bonds to the hydroxyl group of another sugar unit.)

[0096] [Synthesis Example 3-5] 14.0 g of the compound of Synthesis Example 1-4, 100 g of toluene, and 11.2 g of hydrogenpolysiloxane of the following formula (15) were dissolved, and 0.015 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted at 100° C. for 5 hours. After the reaction, the toluene was distilled off under reduced pressure to obtain 24.9 g of a light brown solid. 1 The molar substitution ratio of hydroxyl groups was measured by H-NMR, and it was found that an organopolysiloxane-modified cyclodextrin compound was obtained in which the ratio of hydrogen atoms in R' of the saccharide unit of the following formula (16) to the divalent group represented by the following formula (16-1) was 2.70 / 0.30. [ka] (R' is the same as R.)

[0097] [Comparative Synthesis Example 1-1] Synthesis of allyl group-containing γ-cyclodextrin 45 g of γ-cyclodextrin dried at 110°C for 2 hours was dissolved in 300 g of N-methylpyrrolidone, and a solution of 1.12 g of sodium methoxide and 8 g of methanol was added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50°C, and 4.0 g of allyl bromide was added dropwise, and the mixture was heated to 80°C and reacted for 5 hours. After the reaction, the mixture was cooled and added to 3000 g of acetone to cause precipitation. The precipitate was washed three times with 300 g of acetone and then dried to obtain 39.8 g of a pale yellow solid. The obtained product was 1 When the molar ratio of allyl groups was measured by 1 H-NMR, R of the sugar unit of the above formula (5) was hydrogen group / allyl group=2.91 / 0.09.

[0098] [Comparative Synthesis Example 1-2] Synthesis of allyl group-containing γ-cyclodextrin 45 g of γ-cyclodextrin dried at 110° C. for 2 hours was dissolved in 300 g of N-methylpyrrolidone, and 8.45 g of sodium methoxide and 25 g of methanol were added and stirred for 5 hours, after which the methanol was distilled off under reduced pressure. The mixture was heated to 50° C., 20.14 g of allyl bromide was added dropwise, and the mixture was heated to 80° C. and reacted for 5 hours. After the reaction, the mixture was cooled and added to 3000 g of acetone to cause precipitation. The precipitate was further washed three times with 300 g of acetone. The mixture was added to 500 g of methanol and stirred, and the insoluble matter was filtered off. The methanol solution obtained was distilled off under reduced pressure to obtain 49.2 g of a pale yellow solid. The obtained product was 1 When the molar ratio of allyl groups was measured by 1 H-NMR, R of the sugar unit of the above formula (5) was hydrogen group / allyl group=2.42 / 0.58.

[0099] [Comparative Synthesis Example 2-1] Acetylation of allyl group-containing γ-cyclodextrin 10.0 g of the allyl group-containing γ-cyclodextrin obtained in Comparative Synthesis Example 1-1 was mixed with 145 g of pyridine, and 93.8 g of acetic anhydride was added dropwise at room temperature. The mixture was heated and reacted at 80° C. for 6 hours. After cooling, 100 g of methanol was added dropwise, and the mixture was then added to 1,000 g of water to cause precipitation. The precipitate was washed three times with 300 g of water and dried to obtain 14.2 g of a light brown solid. The obtained product was 1 H-NMR analysis revealed no remaining hydroxyl groups, and the molar ratio of acetyl groups to allyl groups was measured, with R in the sugar unit of formula (5) being acetyl groups / allyl groups=2.91 / 0.09.

[0100] [Comparative Synthesis Example 2-2] Acetylation of allyl group-containing γ-cyclodextrin 10.0 g of the allyl group-containing γ-cyclodextrin obtained in Comparative Synthesis Example 1-2 was mixed with 120 g of pyridine, and 77.9 g of acetic anhydride was added dropwise at room temperature. The mixture was heated and reacted at 80° C. for 6 hours. After cooling, 100 g of methanol was added dropwise, and the mixture was then added to 1000 g of water to cause precipitation. The precipitate was washed three times with 300 g of water and dried to obtain 15.1 g of a light brown solid. The obtained product was 1 H-NMR analysis revealed that there were no remaining hydroxyl groups, and the molar ratio of acetyl groups to allyl groups was measured, and R of the sugar unit of formula (5) above was acetyl groups / allyl groups=2.42 / 0.58.

[0101] [Comparative Synthesis Example 3-1] 14.0 g of the compound of Comparative Synthesis Example 2-1, 70 g of toluene, and 9.9 g of the hydrogenpolysiloxane of the above formula (13) were dissolved, and 0.01 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted at 100° C. for 5 hours. After the reaction, the toluene was distilled off under reduced pressure to obtain 23.2 g of a light brown solid. 1 The hydroxyl group substitution molar ratio was measured by H-NMR, and it was found that an organopolysiloxane-modified cyclodextrin compound was obtained in which the ratio of acetyl groups to the divalent group represented by the following formula (13-1) in R of the saccharide unit of the above formula (11) was 2.91 / 0.09. [ka] (In the formula, * represents a bond that bonds to the hydroxyl group of another sugar unit.)

[0102] [Comparative Synthesis Example 3-2] 10.0 g of the compound of Comparative Synthesis Example 2-2, 100 g of toluene, and 45.6 g of the hydrogenpolysiloxane of the above formula (13) were dissolved, and 0.015 g of a 3% toluene solution of chloroplatinic acid-vinylsiloxane complex was added and reacted at 100° C. for 5 hours. After the reaction, the toluene was distilled off under reduced pressure to obtain 54.2 g of a light brown solid. 1 The hydroxyl group substitution molar ratio was measured by H-NMR, and it was found that an organopolysiloxane-modified cyclodextrin compound was obtained in which the ratio of acetyl groups to the divalent group represented by the following formula (13-1) in R of the saccharide unit of the above formula (11) was 2.42 / 0.58. [ka] (In the formula, * represents a bond that bonds to the hydroxyl group of another sugar unit.)

[0103] The organopolysiloxane-modified cyclodextrin compounds obtained in Synthesis Examples 3-1 to 3-5 and Comparative Synthesis Examples 3-1 to 3-2 were mixed with decamethylcyclopentasiloxane and isododecane to a concentration of 10% by mass, and the mixture was stirred at 100° C. for 3 hours and then visually observed at room temperature. The gelling (thickening) properties are shown in Table 1.

[0104] [Table 1]

[0105] Synthesis Examples 3-1 to 3-5 were dissolved at 100° C. and gelled at room temperature without flowability. On the other hand, Comparative Synthesis Example 3-1 was dissolved at 100° C. and did not gel at room temperature, whereas Comparative Synthesis Example 3-2 was not dissolved at 100° C. and did not dissolve even at room temperature.

[0106] [Examples and Comparative Examples (Stability Evaluation)] Components (1), (3), (4) to (10) were mixed and uniformly dispersed, and then (2) was gradually added and mixed. To this, a solution of components (11), (12), and (13) was gently added and emulsified to obtain a water-in-oil emulsion with the composition shown in Table 2. The obtained water-in-oil emulsion was filled into a glass bottle, and the appearance after 7 days at 50°C was visually inspected, and the stability over time was evaluated based on the change in viscosity from the initial emulsion. The viscosity was measured at 25°C using a BM type viscometer (manufactured by Toki Sangyo Co., Ltd.) (rotor No. 3 or No. 4, 30 rpm, 1 minute). The blend amounts in the table are the blend amounts of the blended products shown (the same applies below).

[0107] [Table 2] Note 1) Shin-Etsu Chemical Co., Ltd.: KF-6017 (INCI: PEG-10 DIMETHICOME) (Note 2) Shin-Etsu Chemical Co., Ltd.: KF-96A-6cs (INCI: DIMETHICONE)

[0108] Examples 1 to 5 showed excellent stability over time with no separation of the emulsion or change in viscosity even after 7 days at 50°C, whereas Comparative Example 1, which did not contain a gelling agent, and Comparative Examples 2 and 3, which used Comparative Synthesis Examples 1 and 2, showed low initial viscosity, separation of the emulsion, and low viscosity, resulting in poor stability over time. In particular, Comparative Example 3 had a rough feel, which impaired the feel of the dimethylpolysiloxane, because the compound of Comparative Synthesis Example 2 was insoluble in the oil. Next, examples of cosmetics containing the organopolysiloxane-modified cyclodextrin compound of the present invention will be described.

[0109] [Example 6: W / O type emulsion] (components) (parts by mass) 1. Compound obtained in Synthesis Example 3-1 2.0 2. Dimethylpolysiloxane (dynamic viscosity: 6mm 2 / s) 16.0 3. Decamethylcyclopentasiloxane 18.8 4. Glyceryl trioctanoate 5.0 5. Polyether modified silicone (Note 3) 3.0 6. 1,3-Butanediol 5.0 7. Preservatives 0.1 8.Fragrance 0.1 9. Purified water 50.0 Total 100.0 (Note 3) Shin-Etsu Chemical Co., Ltd. KF-6017 (INCI: PEG-10 DIMETHICOME) (Manufacturing method) a: Ingredients 1, 3, and 5 were mixed and dissolved at 80°C, after which 2 and 4 were added and mixed with stirring. b: Components 6 to 9 were mixed uniformly, then added to a and mixed with stirring to obtain an emulsion. (result) The emulsion thus obtained was a W / O type emulsion that was not oily or sticky, had a smooth feel, lasted well, and was highly stable.

[0110] [Example 7: W / O type cream] (components) (parts by mass) 1. Compound obtained in Synthesis Example 3-3 0.5 2. Dimethylpolysiloxane (dynamic viscosity: 6mm 2 / s) 12.0 3. Cross-linked polyether modified silicone (Note 4) 2.0 4. Polyether modified branched silicone (Note 5) 0.5 5. Dipropylene glycol 10.0 6. Sodium citrate 0.2 7. Ethanol 5.0 8. Preservatives 0.1 9.Fragrance 0.1 10. Purified water 69.6 Total 100.0 (Note 4) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHYCONE / PEG-10 / 15 CROSSPOLYMER) (Note 5) Shin-Etsu Chemical Co., Ltd. KF-6028 (INCI: PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Manufacturing method) a: Components 1, 2, and 3 were mixed and dissolved at 80°C, after which 3 was added and mixed with stirring. b: Components 5 to 10 were mixed uniformly, then added to a and mixed with stirring to obtain an emulsion. (result) The cream thus obtained was a W / O type cream that was neither oily nor sticky, had a smooth feel, lasted well, and was highly stable.

[0111] [Example 8: W / O type cream foundation] (components) (parts by mass) 1. Compound obtained in Synthesis Example 3-3 1.0 2. Cross-linked polyether modified silicone (Note 6) 3.0 3. Polyether modified silicone (Note 7) 1.0 4. Dimethylpolysiloxane (dynamic viscosity: 6mm 2 / s) 3.0 5. Decamethylpentasiloxane 9.0 6. Glyceryl trioctanoate 5.0 7. Neopentyl glycol dioctanoate 2.0 8. Spherical polymethylsilsesquioxane powder (Note 8) 1.5 9. Polyglycerin alkyl co-modified branched silicone (Note 9) 2.0 10. Silicone-treated titanium dioxide (Note 10) 6.9 11. Silicone-treated red iron oxide (Note 11) 0.38 12. Silicone-treated yellow iron oxide (Note 12) 0.6 13. Silicone-treated chromated iron oxide (Note 13) 0.12 14. Pentylene glycol 5.0 15. Sodium chloride 0.5 16. Preservatives 0.1 17.Fragrance 0.1 18. Purified water 58.8 Total 100.0 (Note 6) Shin-Etsu Chemical Co., Ltd. KSG-210 (INCI: DIMETHYCONE / PEG-10 / 15 CROSSPOLYMER) (Note 7) Shin-Etsu Chemical Co., Ltd. KF-6017P (INCI: PEG-10 DIMETHICOME) (Note 8) Shin-Etsu Chemical Co., Ltd. KMP-590 (INCI: POLYMETHYLSILS ESQUIOXANE) (Note 9) Shin-Etsu Chemical Co., Ltd. KF-6105 (INCI: LAURYL POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETICONE) (Note 10) Shin-Etsu Chemical Co., Ltd. KTP-09W (INCI: TITANIUM DIOXIDE, ALUMINUM HYDROXIDE, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) (Note 11) KTP-09R (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 12) KTP-09Y (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 13) KTP-09B (INCI: IRON OXIDES, TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Manufacturing method) a: Components 1, 3, 4, and a portion of 5 were mixed and mixed at 80°C, after which 3 and 6 to 8 were added and mixed with stirring. b: Components 9 to 13 and the remainder of 5 were mixed with stirring. c: Ingredients 14 to 16 and 18 were mixed uniformly. d: c was added to a and mixed by stirring to emulsify. e: Ingredients 17 and b were added to d and mixed with stirring. (result) The cream foundation thus obtained was a W / O type cream foundation that was neither oily nor sticky, had a smooth feel, had good makeup staying power, and was highly stable.

[0112] [Example 9: Cream eye color] (components) (parts by mass) 1. Compound obtained in Synthesis Example 3-4 2.0 2. Polyether-modified branched siloxane (Note 14) 2.0 3. Dimethylpolysiloxane (dynamic viscosity: 6mm 2 / s) 6.5 4. Decamethylpentasiloxane 26.6 5. Triethylhexanoin 6.0 6. Organically modified bentonite 1.2 7. Acrylate / dimethyl silicone copolymer (Note 15) 1.5 8. Triethoxycaprylsilane-treated pigment (Note 16) 5.0 9. Dipropylene glycol 5.0 10. Sodium citrate 0.2 11. Preservatives 0.1 12.Fragrance 0.1 13. Purified water 43.8 Total 100.0 (Note 14) Shin-Etsu Chemical Co., Ltd. KF-6028 (INCI: PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Note 15) Shin-Etsu Chemical Co., Ltd. KP-575 (INCI: ACRYLATES / ETHYLHEXYL ACRYLATE / DIMETHICONE METHACRYLATE COPOLYMER) (Note 16) Shin-Etsu Chemical Co., Ltd. AES-3083 (INCI:TRIETHOXYCAPRYLSILANE) treated pigment (Manufacturing method) a: Components 1, 2, a portion of 4, and 6 were mixed at 80°C, and then 3 and 5 were added and mixed with stirring. b: Ingredients 9 to 11 and 13 were mixed with stirring. c: Ingredients 7, 8, and the remainder of 4 were mixed uniformly. d: b was added to a and mixed by stirring to emulsify. e: Ingredients 12 and c were added to d and mixed with stirring. (result) The cream eye color thus obtained was a cream eye color that was not oily or sticky, had a smooth feel, had good makeup staying power, and was excellent in stability.

[0113] [Example 10: Sun Cut Cream] (components) (parts by mass) 1. Triethoxyalkyl silicone-treated zinc oxide (Note 17) 20.0 2. Alkyl-polyglycerin co-modified silicone (Note 18) 12.0 3. Decamethylcyclopentasiloxane 20.0 4. Neopentyl glycol dioctanoate 8.0 5. Cross-linked alkyl polyether co-modified silicone (Note 19) 2.0 6. Compound obtained in Synthesis Example 3-3 1.0 7. Alkyl-polyether co-modified branched silicone (Note 20) 1.0 8. Octyl methoxycinnamate 3.0 9. Sodium citrate 0.2 10. Dipropylene glycol 3.0 11. Preservatives 0.1 12.Fragrance 0.1 13. Purified water 29.6 Total 100.0 (Note 17) Zinc oxide treated with KF-9909 (INCI: TRIETHOXYSILYLETHYL POLYDIMETHYLSILOXYETHYL HEXYL DIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Note 18) Shin-Etsu Chemical Co., Ltd. KF-6105 (INCI: LAURYL POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETICONE) (Note 19) Shin-Etsu Chemical Co., Ltd. KSG-310 (INCI: PEG-15 / LAURYL DIMETHICONE CROSSPOLYMER) (Note 20) Shin-Etsu Chemical Co., Ltd. KF-6038 (INCI: LAURYL PEG-9 POLYDIMETHYLSILOXYETHYL DIMETHICONE) (Manufacturing method) a: A portion of component 3 and components 4 to 8 were heated to 80°C and mixed uniformly with stirring. b: Components 9 to 11 and 13 were mixed. c: Components 1, 2, and the remainder of 3 were mixed. d: b was added to a and mixed by stirring to emulsify. e: c and component 12 were added to d and mixed with stirring. (result) The sun-cut cream thus obtained was not oily or sticky, had a smooth feel, lasted well, and was highly stable.

[0114] [Example 11: Suncut Milk Lotion] (components) (parts by mass) 1. Cross-linked modified silicone (Note 21) 4.0 2. Compound obtained in Synthesis Example 3-2 1.0 3. Dimethylpolysiloxane (dynamic viscosity: 6mm 2 / s) 6.0 4. Glyceryl trioctanoate 2.0 5. Polyether modified silicone (Note 22) 1.0 6. Titanium oxide / decamethylcyclopentasiloxane dispersion (Note 23) 30.0 7. Zinc oxide / decamethylcyclopentasiloxane dispersion (Note 24) 30.0 8. Dipropylene glycol 3.0 9. Sodium citrate 0.2 10. Preservatives 0.1 11.Fragrance 0.1 12. Purified water 22.6 Total 100.0 (Note 21) Shin-Etsu Chemical Co., Ltd. KSG-15 (INCI: DIMETHICONE / VINYL DIMETHICONE CROSSPOLYMER) (Note 22) Shin-Etsu Chemical Co., Ltd. KF-6017 (INCI: PEG-10 DIMETHICOME) (Note 23) Manufactured by Shin-Etsu Chemical Co., Ltd. SPD-T5 (INCI: CYCLOPENTASILOXAN, TITANIUM DIOXIDE, POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETHICONE, ALMINUMU HYDROXIDE, STEARIC ACID) (Note 24) SPD-Z5 (INCI: ZINC OXIDE, CYCLOPENTASILOXAN, TITANIUM DIOXIDE, POLYGLYCERYL-3 POLYDIMETHYLSILOXYETHYL DIMETHICONE) manufactured by Shin-Etsu Chemical Co., Ltd. (Manufacturing method) a: Components 1 to 5 were mixed with stirring at 80°C. b: Ingredients 8 to 10 and 12 were mixed. c: b was added to a and mixed by stirring to emulsify. d: Components 6, 7, and 11 were added to c and mixed with stirring. (result) The suncut milky lotion thus obtained was not oily or sticky, had a smooth feel, lasted well, and was highly stable.

[0115] From the above, it has been demonstrated that cosmetics containing organopolysiloxane-modified cyclodextrin compounds are not oily or sticky, and have the light, smooth feel that is characteristic of silicone oils. Furthermore, when the cosmetics contain medicinal ingredients, fragrances, etc., these can be stably incorporated into the cosmetics. The present invention is not limited to the above-described embodiment. The above-described embodiment is merely an example, and any configuration that is substantially the same as the technical idea described in the claims of the present invention and that provides similar effects is included in the technical scope of the present invention.

Claims

1. The following formula (1) 【Chemistry 1】 [In the formula, R independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a carboxylate residue having 1 to 22 carbon atoms, or a compound represented by the following formula (2): 【Chemistry 2】 (In the formula, R 1 are independently a group selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms, n is an integer of 1 to 10, and a is an integer of 0 to 3. or a group represented by the following formula (3): 【Chemistry 3】 (In the formula, R 2 are independently selected from an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an aralkyl group having 7 to 12 carbon atoms; b is independently 2 to 16, c is 0 to 300, and * is a bond that bonds to a hydroxyl group of another sugar unit. X is a group represented by -CH 2 CH 2 O- or -CH 2 CH (CH 3 ) O—, and m is 0 or 1. The organopolysiloxane-modified cyclodextrin compound is composed of sugar units represented by the following formula: H , the number of moles of alkyl having 1 to 8 carbon atoms N A , the number of moles N of the carboxylic acid ester residue having 1 to 22 carbon atoms E , the number of moles N of the group represented by the above formula (2) S , the number of moles N of the group represented by the above formula (3) LS The ratio of N H :N A :N E :N S :N LS = 0 to 2.85: 0 to 2.85: 0 to 2.9: 0 to 2.9: 0.15 to 0.5 (N H +N A +N E +N S +N LS = 3.0, wherein the cosmetic contains the cyclodextrin compound in an amount of 0.05 to 20% by mass.

2. In the above formula (2), n = 3, R 1 2. The cosmetic composition according to claim 1, wherein is a methyl group.

3. 3. The cosmetic preparation according to claim 1 or 2, further comprising water and in the form of an emulsion.

4. The cosmetic preparation according to any one of claims 1 to 3, further comprising at least one selected from the group consisting of silicone oil, hydrocarbon oil, ester oil, glyceride oil and ultraviolet absorbing agent.

5. The cosmetic according to any one of claims 1 to 4, further comprising a powder, and being in the form of a liquid, a paste or a solid.

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