Cosmetic compositions, skin cosmetics and cleansers

Abstract

The purpose of the present invention is to provide: a skin cosmetic that provides good moist feeling to the skin and good non-stickiness to the skin; and a cosmetic composition that provides good moist feeling to the skin and good non-stickiness to the skin, that has high foamability, and that can be used to obtain a cleanser that is capable of forming fine foam that can be easily washed off.　The present invention pertains to a cosmetic composition or the like containing copolymers represented by general formula (1). Regarding the copolymers contained in the cosmetic composition, the average of n + m satisfies 180 ≤ n + m ≤ 350, the average of p + q satisfies 50 ≤ p + q ≤ 90, and a value [asymmetrical coefficient (As)] calculated using the calculation formula (expression 1) below and a chromatogram obtained by measuring a molecular weight distribution of a mixture of the copolymers using gel permeation chromatography under the measurement conditions below is 1.9-4.2. [Measurement conditions for gel permeation chromatography] · Device: HLC-8320GPC (manufactured by Tosoh Corporation) · Analysis column: TSKgel Guard column Super AW, TSKgel Super AW4000, TSKgel Super AW3000, and TSKgel Super AW2500 are linked in series (all of the columns are manufactured by Tosoh Corporation, and TSKgel is a registered trademark of Tosoh Corporation) · Sample solution: 0.125 wt% of N,N-dimethyl formamide solution · The amount of injected solution: 20 μL · Flow rate: 0.6 mL / min · Measurement temperature: 40°C · Detection device: a refractive index detector [In general formula (1), EO represents an ethyleneoxy group, PO represents a propyleneoxy group, m, n, p, and q each independently represent an integer of at least 0, [(EO)n / (PO)p] represents a polyalkyleneoxy chain in which n mol of ethyleneoxy groups and p mol of propyleneoxy groups are linked in an arbitrarily defined order, and [(EO)m / (PO)q] represents a polyalkyleneoxy chain in which m mol of ethyleneoxy groups and q mol of propyleneoxy groups are linked in an arbitrarily defined order.] As = (R - S) / (T - R) (expression 1) [In this calculation expression (expression 1), R represents an elution time (min) at which a peak (P1) having the highest signal intensity indicates a maximum point on a chromatograph, S and T each represent an elution time (min) at a point at which the signal intensity before or after the maximum point of the peak (P1) becomes 1 / 10 times the height from the baseline to the maximum point and which is closest to the maximum point, and S < R < T is satisfied.]

Description

[Technical Field]

[0001] The present invention relates to a cosmetic composition, a skin cosmetic, and a cleanser. [Background technology]

[0002] Skin cosmetics containing a specific nonionic surfactant (polyoxyethylene / polyoxypropylene copolymer) are known as skin cosmetics that do not leave the skin sticky after application and have an excellent feel when used (Patent Document 1). In addition, a detergent with excellent storage stability is known that combines a specific nonionic surfactant (polyoxyethylene / polyoxypropylene copolymer) with a detergent that combines an anionic surfactant with a relatively high cleaning action and a cationic polymer (Patent Document 2).

[0003] Regarding skin cosmetics containing the nonionic surfactant (polyoxyethylene / polyoxypropylene copolymer) described in Patent Document 1, consumers are demanding further improvement in the feel when used. Furthermore, consumers are demanding improvements in the feel of cleansers containing the nonionic surfactant (polyoxyethylene / polyoxypropylene copolymer) described in Patent Document 2, specifically improvements in foaming properties, foam fineness, and foam rinsing. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication No. 2015 / 186582 [Patent Document 2] Japanese Patent Application Publication No. 2019-59692 Summary of the Invention [Problem to be solved by the invention]

[0005] To provide a cosmetic composition capable of producing a skin cosmetic that gives a moist feeling to the skin and a non-sticky feeling to the skin, and a cleanser that gives a moist feeling to the skin and a non-sticky feeling to the skin, has high foaming properties, and is excellent in fineness of foam and quick-rinse. [Means for solving the problem]

[0006] The present inventors have conducted extensive research to solve the above problems and have arrived at the present invention. Specifically, the present invention relates to a cosmetic composition comprising a copolymer represented by the following general formula (1), wherein the average value of n+m in the copolymer contained in the cosmetic composition is a number that satisfies 180≦n+m≦350, the average value of p+q is a number that satisfies 50≦p+q≦90, and the value [asymmetry coefficient (As)] calculated using a chromatogram obtained by measuring the molecular weight distribution of a mixture of the copolymers using gel permeation chromatography under the measurement conditions below and the following calculation formula (Equation 1) is 1.9 to 4.2; and to a skin cosmetic composition and a cleanser containing the cosmetic composition. [Gel permeation chromatography measurement conditions] Equipment: HLC-8320GPC (Tosoh Corporation) Analytical column: TSKgel Guardcolumn Super AW, TSKgel Super AW4000, TSKgel Super AW3000, and TSKgel Super AW2500 connected in sequence (all columns are manufactured by Tosoh Corporation, and TSKgel is a registered trademark of Tosoh Corporation). Sample solution: 0.125% by weight N,N-dimethylformamide solution ·Solution injection volume: 20μL ·Flow rate: 0.6mL / min ·Measurement temperature: 40℃ Detector: Refractive index detector [ka] [In general formula (1), EO represents an ethyleneoxy group, PO represents a propyleneoxy group, n, m, p, and q each independently represent an integer of 0 or greater, [(EO)n / (PO)p] represents a polyalkyleneoxy chain in which n moles of ethyleneoxy groups and p moles of propyleneoxy groups are bonded in any order, and [(EO)m / (PO)q] represents a polyalkyleneoxy chain in which mm moles of ethyleneoxy groups and q moles of propyleneoxy groups are bonded in any order.] As = (RS) / (TR) (Equation 1) [In the calculation formula (Equation 1), R is the elution time (min) at which the peak (P1) with the strongest signal intensity reaches its maximum point on the chromatogram, S and T are the elution times (min) of the points closest to the maximum point, which are points before and after the maximum point of peak (P1) where the signal intensity is 1 / 10 of the height from the baseline to the maximum point, and S <R<Tである。] [Effects of the Invention]

[0007] Skin cosmetics containing the cosmetic composition of the present invention provide a moist feeling and non-stickiness to the skin, and cleansers containing the cosmetic composition of the present invention provide a moist feeling and non-stickiness to the skin, as well as high foaming properties, fine foam texture, and excellent foam rinsing properties. DETAILED DESCRIPTION OF THE INVENTION

[0008] The present invention will be described in detail below. In this application, skin cosmetics refer to products that are applied to the skin for purposes such as decorating and protecting the skin, such as makeup cosmetics, lotions, milky lotions, creams, all-in-one gels, and shaving agents, and cleansers refer to products that are applied to the body for purposes such as washing the skin and hair, such as shampoos, facial cleansers, cleansers, body soaps, solid soaps, and liquid soaps. In this specification, the names of compounds may be written as the display names or alternative display names listed in the "List of Cosmetic Ingredient Display Names" compiled by the Japan Cosmetic Industry Association.

[0009] <Copolymer> The cosmetic composition of the present invention contains a copolymer represented by general formula (1). [ka]

[0010] The copolymer represented by general formula (1) is a compound obtained by adding ethylene oxide and 1,2-propylene oxide to 2-methyl-2,4-pentanediol. In general formula (1), EO represents an ethyleneoxy group, PO represents a propyleneoxy group, n, m, p, and q are each independently an integer of 0 or greater, [(EO)n / (PO)p] represents a polyalkyleneoxy chain in which n moles of ethyleneoxy groups and p moles of propyleneoxy groups are bonded in any order, and [(EO)m / (PO)q] represents a polyalkyleneoxy chain in which mm moles of ethyleneoxy groups and q moles of propyleneoxy groups are bonded in any order.

[0011] In a polyalkyleneoxy chain in which the ethyleneoxy groups and propyleneoxy groups are bonded in any order, the addition of the ethyleneoxy groups and propyleneoxy groups may be block addition or random addition, with random addition being preferred from the viewpoints of the moist feeling and non-stickiness of a skin cosmetic containing the cosmetic composition of the present invention, and the foaming ability, fineness of foam, foam rinse-off, moist feeling and non-stickiness of a cleanser containing the cosmetic composition. A polyalkyleneoxy chain in which the addition of ethyleneoxy groups and propyleneoxy groups is a block addition has a structure obtained by separately adding ethylene oxide and 1,2-propylene oxide in order, and has chains of ethyleneoxy groups and chains of propyleneoxy groups bonded in an order corresponding to the amounts of ethylene oxide and 1,2-propylene oxide used in the addition reaction and corresponding to the order of the addition reaction. A polyalkyleneoxy chain in which the addition of ethyleneoxy groups and propyleneoxy groups is random is a structure obtained by mixing ethylene oxide and 1,2-propylene oxide and carrying out an addition reaction.

[0012] The cosmetic composition of the present invention contains a copolymer represented by general formula (1). The polymer contained in the cosmetic composition of the present invention may be a mixture of two or more copolymers produced separately, or the reaction product obtained by the addition reaction of ethylene oxide and 1,2-propylene oxide to 2-methyl-2,4-pentanediol, which is the reaction for producing the copolymer, may be used as is.

[0013] In the copolymer contained in the cosmetic composition, the average value of n+m in general formula (1) is a number that satisfies 180≦n+m≦350, and the average value of p+q is a number that satisfies 50≦p+q≦90. From the viewpoints of the moist feeling and non-stickiness of a skin cosmetic containing the cosmetic composition of the present invention, and the foaming ability, fineness of foam, foam rinse-off, moist feeling and non-stickiness of a cleanser containing the copolymer, the average value of n+m is preferably a number that satisfies 200≦n+m≦330, and more preferably a number that satisfies 270≦n+m≦300, and the average value of p+q is preferably a number that satisfies 55≦p+q≦85, and more preferably a number that satisfies 65≦p+q≦75. From the viewpoint of the moist feeling and non-stickiness of a skin cosmetic containing the cosmetic composition of the present invention, and the foaming ability, fineness of foam, foam rinse-off, moist feeling and non-stickiness of a cleanser containing the copolymer, it is preferable that the average value of n+m is a number that satisfies 200≦n+m≦330 and the average value of p+q is a number that satisfies 55≦p+q≦85, and it is even more preferable that the average value of n+m is a number that satisfies 270≦n+m≦300 and the average value of p+q is a number that satisfies 65≦p+q≦75. The average value of n+m and the average value of p+q are the average number of moles of ethyleneoxy groups added and the average number of moles of propyleneoxy groups added, respectively, calculated for all copolymers represented by general formula (1) contained in the cosmetic composition. The average value of n+m and the average value of p+q are average values ​​for multiple types of copolymers with different numbers of added ethyleneoxy groups and propyleneoxy groups.

[0014] The average value of n+m, which is the average number of moles of ethyleneoxy groups added, and the average value of p+q, which is the average number of moles of propyleneoxy groups added, of the copolymer represented by general formula (1) contained in the cosmetic composition, are determined by the number average molecular weight (Mn) of the copolymer calculated using the hydroxyl value (mgKOH / g) of the copolymer contained in the cosmetic composition and the proton nuclear magnetic resonance ( 1 The molecular weight can be calculated from the ratio of ethyleneoxy groups to propyleneoxy groups determined by measuring H-NMR. Specifically, the total molecular weight of the portions of the copolymer consisting of ethyleneoxy groups and propyleneoxy groups is calculated by subtracting the molecular weight of the structure derived from 2-methyl-2,4-pentanediol from the number average molecular weight (Mn) of the copolymer. 1 The total molecular weight of the ethyleneoxy group portion of the copolymer is calculated using the weight ratio calculated from the molar ratio of ethyleneoxy groups to propyleneoxy groups determined by H-NMR. The average value of n+m, which is the average number of moles of ethyleneoxy groups added, can be calculated by dividing the total molecular weight of the ethyleneoxy group portion by the molecular weight of one ethyleneoxy group. The average value of p+q, which is the average number of moles of propyleneoxy groups added, can also be calculated in the same way.

[0015] The number average molecular weight (Mn) of the copolymer can be calculated by the following formula (2) using the hydroxyl value (mgKOH / g) of the copolymer measured by Method A described in JIS K1557-1 (2007) Plastics - Polyurethane Raw Material Polyol Test Method Part 1: Determination of Hydroxyl Value. Number average molecular weight (Mn) of copolymer = [(2 × 56100) / hydroxyl value of copolymer (mgKOH / g)] (Equation 2)

[0016] The ratio of the average number of moles of ethyleneoxy groups added to the average number of moles of propyleneoxy groups in the copolymer represented by general formula (1) was measured under the following conditions for a sample prepared by dissolving 10 mg of the copolymer in 0.5 ml of deuterated chloroform: 1H-NMR measurement is performed, and the ratio of the integral values ​​of the peak observed between 0.6 and 1.4 ppm to the integral value of the peak observed between 3.0 and 4.0 ppm in the obtained NMR chart can be calculated. [ 1 H-NMR measurement conditions] Equipment: BRUKER AVANCE III 400HD (frequency: 400MHz, manufactured by BRUKER OPTICS) Sample temperature: 25℃ Accumulation count: 16 times

[0017] 1 In the NMR chart obtained by H-NMR measurement, the peaks observed between 0.6 and 1.4 ppm are peaks derived from three hydrogen atoms bonded to the methyl group of the propyleneoxy group, and the peaks observed between 3.0 and 4.0 ppm are peaks derived from a total of four hydrogen atoms bonded to the methylene group of the ethyleneoxy group, two hydrogen atoms bonded to the methylene group of the propyleneoxy group, and one hydrogen atom bonded to the methine group of the propyleneoxy group. Therefore, the ratio of the total number of moles of ethyleneoxy groups to the total number of moles of propyleneoxy groups contained in the copolymer [(n+m) / (p+q)] can be calculated from the ratio of the integral values ​​of the two peaks using the following (Equation 3).

[0018] [(n+m) / (p+q)]=(3 / 4)×{(S2-S1) / S1} (Formula 3) [In Formula 3, S1 is the integral value of the peak observed between 0.6 and 1.4 ppm, and S2 is the integral value of the peak observed between 3.0 and 4.0 ppm.]

[0019] The cosmetic composition of the present invention contains the copolymer, and the asymmetry coefficient (As) calculated using a chromatogram obtained by measuring the molecular weight distribution of a copolymer mixture using gel permeation chromatography under the following measurement conditions and the following (Equation 1) is 1.9 to 4.2. The asymmetry coefficient (As) is an index that represents the symmetry of a chromatogram in a mixture containing multiple types of copolymers represented by general formula (1) that differ in the number of added ethyleneoxy groups and the number of added propyleneoxy groups. If the mixture is symmetrical, the value will be close to 1, and the more high-molecular-weight components there are, the larger the value will be.

[0020] If the asymmetry coefficient (As) is less than 1.9, the skin cosmetic product will have a problem of poor moisturizing feeling on the skin, and furthermore, the cleanser will have a problem of poor moisturizing feeling on the skin and poor foam rinsing. On the other hand, if the asymmetry coefficient (As) exceeds 4.2, the odor of the cosmetic composition becomes a problem, the stickiness of the skin becomes a problem in the skin cosmetics, and the stickiness of the skin, poor foaming properties, and a lack of fineness of the foam become problems in the cleansing agent. The asymmetry coefficient (As) is preferably 2.0 to 4.0, and more preferably 2.5 to 3.5, from the viewpoints of odor of a cosmetic composition, moist skin feeling and non-stickiness of a skin cosmetic, and foam-rinse, moist skin feeling and non-stickiness of a cleanser.

[0021] [Gel permeation chromatography measurement conditions] Equipment: HLC-8320GPC (Tosoh Corporation) Analytical column: TSKgel Guardcolumn Super AW, TSKgel Super AW4000, TSKgel Super AW3000, and TSKgel Super AW2500 connected in sequence (all columns are manufactured by Tosoh Corporation, and TSKgel is a registered trademark of Tosoh Corporation). Sample solution: 0.125% by weight N,N-dimethylformamide solution ·Solution injection volume: 20μL ·Flow rate: 0.6mL / min ·Measurement temperature: 40℃ Detector: Refractive index detector

[0022] As = (RS) / (TR) (Equation 1)

[0023] In the calculation formula (Equation 1), R is the elution time (min) at which the peak (P1) with the strongest signal intensity reaches its maximum point on the chromatogram, S and T are the elution times (min) of the points closest to the maximum point, where the signal intensity is 1 / 10 of the height from the baseline to the maximum point, before and after the maximum point of peak (P1), respectively, and S <R<Tである。

[0024] When the cosmetic composition of the present invention is contained in a skin cosmetic, cleanser, or the like, the asymmetry coefficient (As) can be calculated by measuring the molecular weight distribution of a mixture of the copolymer represented by general formula (1) separated by a known method such as liquid chromatography.

[0025] The copolymer contained in the cosmetic composition of the present invention can be produced by a reaction in which a required amount of ethylene oxide and a required amount of 1,2-propylene oxide are added to 2-methyl-2,4-pentanediol in the presence of a catalyst (hereinafter, this reaction is referred to as alkylene oxide addition reaction). Among these, a reaction product obtained by adding ethylene oxide and 1,2-propylene oxide to 2-methyl-2,4-pentanediol is preferred, a reaction product obtained by adding 180 to 350 moles of ethylene oxide and 50 to 90 moles of 1,2-propylene oxide to 1 mole of 2-methyl-2,4-pentanediol is more preferred, and a reaction product obtained by adding 200 to 330 moles of ethylene oxide and 55 to 85 moles of 1,2-propylene oxide to 1 mole of 2-methyl-2,4-pentanediol is more preferred. A reaction product obtained by adding 200 to 300 moles of ethylene oxide and 55 to 85 moles of 1,2-propylene oxide to 1 mole of 2-methyl-2,4-pentanediol is more preferred, a reaction product obtained by adding 200 to 300 moles of ethylene oxide and 55 to 85 moles of 1,2-propylene oxide to 1 mole of 2-methyl-2,4-pentanediol is particularly preferred, and a reaction product obtained by adding 270 to 300 moles of ethylene oxide and 65 to 75 moles of 1,2-propylene oxide to 1 mole of 2-methyl-2,4-pentanediol is most preferred.

[0026] The alkylene oxide addition reaction to 2-methyl-2,4-pentanediol can be carried out by a known method, such as a method in which ethylene oxide and 1,2-propylene oxide are added dropwise to a mixture of 2-methyl-2,4-pentanediol and a catalyst for the alkylene oxide reaction. Before carrying out the alkylene oxide addition reaction, it is preferable to subject the mixture of 2-methyl-2,4-pentanediol and the catalyst to a dehydration treatment in view of the reaction activity of the catalyst used in the addition reaction. The dehydration treatment is preferably carried out by mixing the catalyst and 2-methyl-2,4-pentanediol in a reaction vessel (such as a stainless steel autoclave equipped with a stirrer and temperature control function), adjusting the temperature inside the reaction vessel to 80 to 300°C (preferably 80 to 120°C) under normal pressure or reduced pressure (preferably reduced pressure, more preferably reduced pressure after replacing the inside of the reaction vessel with nitrogen), and performing the dehydration treatment for 1 to 4 hours.

[0027] The catalyst used in the alkylene oxide addition reaction may be an acidic catalyst or an alkaline catalyst. Examples of the acid catalyst include perhalogen acids and / or their salts, sulfuric acid and / or its salts, phosphoric acid and / or its salts, nitric acid and / or its salts, and perfluoroalkylsulfonic acids and / or their metal salts. Examples of the salt of the acid catalyst include ammonium salts and metal salts. Examples of metal salts include sodium salts, potassium salts, and magnesium salts.

[0028] Examples of the halogen in the perhalogen acid and / or salt thereof include chlorine, bromine, and iodine, and from the viewpoint of reactivity, chlorine is preferred. Examples of the metal perfluoroalkylsulfonate include metal trifluoromethanesulfonate and metal pentafluoroethanesulfonate. When the salt of the acid catalyst is a metal salt, the metal is not particularly limited, but from the viewpoint of reactivity, a divalent or trivalent metal is preferred. Examples of such a metal include magnesium, calcium, scandium, barium, zinc, cobalt, nickel, copper, aluminum, cadmium, titanium, hafnium, chromium, molybdenum, manganese, iron, palladium, and rare earth metal atoms, and preferably magnesium, zinc, aluminum, titanium, iron, and scandium.

[0029] The acidic catalyst is preferably a perchlorate or a metal salt of perfluoroalkylsulfonate of a divalent or trivalent metal, more preferably a perchlorate, metal trifluoromethanesulfonate, or metal pentafluoroethanesulfonate of a metal selected from magnesium, zinc, aluminum, scandium, and titanium, and particularly preferably magnesium perchlorate, zinc perchlorate, aluminum perchlorate, scandium triflate, or titanium triflate.

[0030] Examples of alkali catalysts include alkali metal hydroxides (lithium hydroxide, sodium hydroxide, potassium hydroxide, cesium hydroxide, etc.), alkaline earth metal hydroxides (magnesium hydroxide, calcium hydroxide, barium hydroxide, etc.), tertiary amines (triethylamine, trimethylamine, etc.), and quaternary ammonium salts (tetramethylammonium hydroxide, etc.), of which potassium hydroxide, sodium hydroxide, and cesium hydroxide are preferred, and potassium hydroxide is more preferred.

[0031] The catalyst used in the alkylene oxide addition reaction is preferably an alkali catalyst. The amount of the acidic catalyst or alkaline catalyst used is preferably 0.0001 to 1% by weight, and more preferably 0.001 to 0.5% by weight, based on the total weight of 2-methyl-2,4-pentanediol, ethylene oxide, and 1,2-propylene oxide, from the viewpoints of the reaction rate of the alkylene oxide addition reaction and the viscosity of the copolymer obtained by this production method.

[0032] Furthermore, from the viewpoint of facilitating stirring of the mixture of 2-methyl-2,4-pentanediol and the catalyst before the alkylene oxide addition reaction and stirring during the alkylene oxide addition reaction, the alkylene oxide addition reaction may be carried out by further adding a solvent to the mixture of the catalyst and 2-methyl-2,4-pentanediol. Furthermore, the catalyst, 2-methyl-2,4-pentanediol, and the solvent may be mixed in a reaction vessel, or a mixture thereof may be mixed in advance and placed in the reaction vessel to carry out the reaction. Examples of the solvent include toluene, xylene, benzene, dimethyl sulfoxide, diglyme, triglyme, 1,4-dioxane, cyclohexane, hexane, diethyl ether, dimethylformamide, carbon tetrachloride, N-methylpyrrolidone, 1,2-dimethoxyethane, 1,2-dichloroethane, chloroform, and dialkyl polypropylene glycol. The solvents may be used alone or in combination of two or more.

[0033] Among these, toluene and xylene are preferred from the viewpoints of miscibility with the catalyst and 2-methyl-2,4-pentanediol and ease of distillation. When the copolymer is produced using a solvent, the solvent may be distilled off before use in the cosmetic composition, or the copolymer may be used in the cosmetic composition without being distilled off. The solvent can be removed by distillation using a known method such as vacuum distillation of the solvent using an evaporator.

[0034] From the viewpoint of reaction rate and the like, the amount of the solvent used in the alkylene oxide addition reaction is preferably 99% by weight or less, and more preferably 90% by weight or less, based on the total weight of 2-methyl-2,4-pentanediol, catalyst, ethylene oxide, and 1,2-propylene oxide.

[0035] From the viewpoint of the asymmetry coefficient (As) and the reaction rate of the alkylene oxide addition reaction, the reaction temperature in the alkylene oxide addition reaction is preferably 110 to 150° C., more preferably 130 to 145° C. Carrying out the alkylene oxide addition reaction under these conditions is preferred because it makes it easier to obtain a copolymer mixture having an asymmetry coefficient (As) of 1.9 to 4.2.

[0036] The alkylene oxide addition reaction may be carried out by a method in which the entire amount of the required alkylene oxide and 2-methyl-2,4-pentanediol are simultaneously placed in a reaction vessel and the addition reaction is carried out all at once (single-stage reaction), or by a method in which the addition reaction of a portion of the required alkylene oxide with 2-methyl-2,4-pentanediol is carried out in multiple batches (multi-stage reaction). Among these, it is preferable to carry out the alkylene oxide addition reaction in two stages (two times) from the viewpoint of the asymmetry coefficient (As) and reduction of process time, etc. By carrying out the alkylene oxide addition reaction in two stages, it is preferable because it becomes easier to obtain a copolymer mixture having an asymmetry coefficient (As) of 1.9 to 4.2. When the alkylene oxide addition reaction is carried out in two stages, it is preferable that the first stage reaction involves mixing the catalyst and 2-methyl-2,4-pentanediol in a reaction vessel, followed by a dehydration treatment, mixing a portion of ethylene oxide and 1,2-propylene oxide and adding the mixture dropwise to the reaction vessel to carry out the first stage alkylene oxide addition reaction to synthesize a reaction intermediate, and then dehydrating the reaction intermediate, followed by adding dropwise the remaining mixture of ethylene oxide and 1,2-propylene oxide to carry out the second stage alkylene oxide addition reaction to obtain a copolymer.

[0037] When the alkylene oxide addition reaction is carried out in two stages, the reaction temperatures are preferably 110 to 130°C in the first stage and 120 to 150°C in the second stage, from the viewpoint of the asymmetry coefficient (As) of the copolymer and the reaction rate of the alkylene oxide addition reaction, and more preferably 120 to 125°C in the first stage and 140 to 145°C in the second stage. Furthermore, when the alkylene oxide addition reaction is carried out in two stages, the number of moles of ethylene oxide and 1,2-propylene oxide in the first stage are preferably 15 to 25 moles of ethylene oxide and 5 to 7 moles of 1,2-propylene oxide per mole of 2-methyl-2,4-pentanediol, from the viewpoint of the reaction rate of the alkylene oxide addition reaction and the asymmetry coefficient (As). The number of moles of ethylene oxide and 1,2-propylene oxide in the second stage are preferably 180 to 310 moles of ethylene oxide and 50 to 80 moles of 1,2-propylene oxide per mole of the reaction intermediate obtained in the first stage reaction, from the viewpoint of the reaction rate of the alkylene oxide addition reaction. The molecular weight of the reaction intermediate obtained in the first-stage reaction can be calculated from the weights of 2-methyl-2,4-pentanediol, ethylene oxide, and 1,2-propylene oxide used in the first-stage alkylene oxide addition reaction.

[0038] When the alkylene oxide addition reaction is carried out in the presence of an alkali catalyst, a step of adsorbing and removing the alkali catalyst from the reaction mixture with an adsorbent may be carried out after the alkylene oxide addition reaction. Preferred adsorbents include magnesium silicate (e.g., Kyoward 600 (manufactured by Kyowa Chemical Industry Co., Ltd. (Kyoward is a registered trademark of Kyowa Chemical Industry Co., Ltd.)) and aluminum silicate (e.g., Kyoward 700 (manufactured by Kyowa Chemical Industry Co., Ltd.)).

[0039] From the viewpoints of the efficiency of adsorption and removal and shortening the time required for the adsorption and removal process, the weight of the adsorbent used is preferably 3.0% by weight or less, and more preferably 2.0% by weight or less, based on the total weight of 2-methyl-2,4-pentanediol, ethylene oxide, and 1,2-propylene oxide used in the alkylene oxide addition reaction.

[0040] In the production of the copolymer used in the cosmetic composition of the present invention, from the viewpoint of the asymmetry coefficient (As), it is preferable to carry out the alkylene oxide addition reaction in the presence of an alkali catalyst without carrying out a step of adsorbing and removing the alkali catalyst.

[0041] The reaction mixture obtained by the alkylene oxide addition reaction of adding ethylene oxide and 1,2-propylene oxide to 2-methyl-2,4-pentanediol contains a copolymer represented by general formula (1). When the asymmetry coefficient (As) measured for the reaction mixture satisfies the range of 1.9 to 4.2, the reaction mixture obtained in the alkylene oxide addition reaction may be used as is as the copolymer used in the cosmetic composition of the present invention. Furthermore, when the asymmetry factor (As) measured for the reaction mixture satisfies the range of 1.9 to 4.2, and when the asymmetry factor (As) measured for the reaction mixture does not satisfy the range of 1.9 to 4.2, copolymers separated from the reaction mixture by a known method such as liquid chromatography may be mixed and used so that the average value of n+m satisfies 180≦n+m≦350, the average value of p+q satisfies 50≦p+q≦90, and the asymmetry factor (As) satisfies 1.9 to 4.2.

[0042] <Cosmetic composition> The cosmetic composition of the present invention may contain any other component. The amount of the copolymer contained in the cosmetic composition of the present invention is preferably 50 to 100% by weight, more preferably 80 to 100% by weight, based on the total weight of the cosmetic composition, from the viewpoints of handleability, stability, and transportation costs.

[0043] The cosmetic composition of the present invention may contain, as components other than the copolymer, some of the other cosmetic raw materials contained in the skin cosmetics and cleansers described below (anionic surfactants, amphoteric surfactants, cationic surfactants, nonionic surfactants, water, pH adjusters, conditioning agents, oils, cooling agents, moisturizers, antioxidants, chelating agents, thickeners, fragrances, colorants, preservatives, UV protection agents, etc.). In particular, the content of water contained in the cosmetic composition is appropriately selected depending on the application of the cosmetic composition, but is preferably 50% by weight or less, and more preferably 20% by weight or less, based on the total weight of the copolymer and the water. The cosmetic composition may also contain unreacted materials and catalyst residues remaining from the production of the copolymer.

[0044] The content of the copolymer contained in the cosmetic composition is 1 This can be confirmed from the H-NMR measurement results and the weight of the heating residue. The heating residue refers to the residue remaining after the sample is left standing in a hot air circulation dryer adjusted to 150°C for 60 minutes. For example, the residual amount of a cosmetic composition after leaving it in a hot air circulation dryer at a temperature of 150°C for 60 minutes was measured by the internal standard method using benzoic acid. 1 H-NMR measurement is performed, and the weight ratio of the copolymer to the heating residue of the cosmetic composition is calculated from the peak area of ​​the copolymer and the peak area of ​​benzoic acid. Then, the amount of the copolymer in the cosmetic composition can be calculated from the weight ratio of the copolymer to the heating residue of the cosmetic composition.

[0045] <Skin cosmetics> The skin cosmetic of the present invention is a skin cosmetic containing the cosmetic composition of the present invention.

[0046] The total weight proportion of the copolymer represented by the general formula (1) contained in the skin cosmetic of the present invention is preferably 0.001 to 10 wt %, more preferably 0.5 to 5 wt %, and particularly preferably 1 to 5 wt %, based on the weight of the skin cosmetic, from the viewpoints of moisturizing the skin and non-stickiness of the skin.

[0047] The skin cosmetic of the present invention may contain other ingredients in addition to the above-mentioned cosmetic composition, such as known cosmetic raw materials used as cosmetic raw materials, such as anionic surfactants, amphoteric surfactants, cationic surfactants, nonionic surfactants, water, pH adjusters, solvents, conditioning agents, oils, cooling agents, moisturizers, antioxidants, chelating agents, thickeners, fragrances, colorants, preservatives, UV protection agents, and whitening agents.

[0048] Examples of the anionic surfactant include ether carboxylic acids or salts thereof, sulfate ester salts, sulfonate salts, phosphate ester salts, fatty acid salts, and anionic amino acid surfactants.

[0049] Examples of the ether carboxylate or a salt thereof include polyoxyethylene (degree of polymerization 4) sodium lauryl ether carboxylate, polyoxyethylene (degree of polymerization 6) sodium lauryl ether carboxylate, polyoxyethylene (degree of polymerization 4) sodium tridecyl ether carboxylate, polyoxyethylene (degree of polymerization 7) sodium tridecyl ether carboxylate, and sodium lauryl glycol carboxylate.

[0050] Examples of sulfate salts include sodium lauryl sulfate, polyoxyethylene (degree of polymerization 3) sodium lauryl ether sulfate, polyoxyethylene (degree of polymerization 3) triethanolamine lauryl ether sulfate, polyoxyethylene (degree of polymerization 3) coconut oil fatty acid monoethanolamide sodium sulfate, and polyoxyethylene (degree of polymerization 3) alkyl (carbon number 12-13) ether sodium sulfate.

[0051] Examples of sulfonates include sodium dodecylbenzenesulfonate, polyoxyethylene (degree of polymerization 2) lauryl sulfosuccinate disodium salt, lauryl sulfosuccinate disodium, and polyoxyethylene (degree of polymerization 5) lauroylethanolamide sulfosuccinate disodium.

[0052] Examples of the phosphate ester salt include sodium lauryl phosphate and polyoxyethylene (degree of polymerization 10) sodium lauryl ether phosphate.

[0053] Examples of fatty acid salts include salts of myristic acid (sodium myristate, potassium myristate, triethanolamine myristate, etc.), salts of lauric acid (sodium laurate, potassium laurate, triethanolamine laurate, etc.), salts of stearic acid (sodium stearate, triethanolamine stearate, etc.), sodium palmitate, triethanolamine palmitate, etc.

[0054] Anionic amino acid surfactants include N-lauroyl sarcosine triethanolammonium, N-myristoyl sarcosine triethanolammonium, N-lauroyl sarcosine sodium, N-myristoyl sarcosine sodium, N-coconut oil fatty acid sarcosine triethanolammonium, N-coconut oil fatty acid sarcosine sodium, N-lauroyl-N-methyl-β-alanine sodium, N-lauroyl-N-methyl-β-alanine triethanolammonium, N-myristoyl-N-methyl-β-alanine sodium, N -Coconut oil fatty acid-N-methyl-β-alanine sodium, N-lauroyl glutamic acid triethanolammonium, N-lauroyl glutamic acid sodium, N-coconut oil fatty acid glutamic acid triethanolammonium, N-coconut oil fatty acid glutamic acid sodium, N-lauroyl aspartic acid, N-lauroyl aspartic acid sodium, N-lauroyl aspartic acid disodium, N-lauroyl aspartic acid potassium, N-lauroyl aspartic acid triethanolammonium, N-myristoyl aspartic acid sodium, N- Disodium myristoyl aspartate, potassium N-myristoyl aspartate, triethanolammonium N-myristoyl aspartate, sodium N-cocoyl acylaspartate, disodium N-cocoyl acylaspartate, potassium N-cocoyl acylaspartate, triethanolammonium N-cocoyl acylaspartate, disodium N-lauroyl glutamate, potassium N-lauroyl glutamate, sodium N-myristoyl glutamate, N-myristoyl glutamic acid Disodium, potassium N-myristoyl glutamate, triethanolammonium N-myristoyl glutamate, disodium N-cocoyl glutamate, potassium N-cocoyl glutamate, potassium N-lauroyl sarcosine, potassium N-stearoyl glutamate, sodium N-stearoyl glutamate, disodium N-stearoyl glutamate, triethanolammonium N-stearoyl glutamate, sodium N-palmitoyl glutamate, disodium N-palmitoyl glutamate,N-Palmitoyl glutamic acid triethanolammonium, N-oleoyl glutamic acid sodium, N-oleoyl glutamic acid disodium, N-oleoyl glutamic acid triethanolammonium, N-cocoyl methyl taurate potassium, N-cocoyl methyl taurate sodium, N-cocoyl methyl taurate magnesium, N-myristoyl methyl taurate sodium, N-cocoyl acyl-L-glycine, N-lauroyl methyl-β-alanine potassium, lauroyl methyl alanine sodium, N-lauroyl Sodium lauroylalanine, potassium N-lauroylalanine, ammonium N-lauroylalanine triethanolate, sodium N-myristoylalanine, sodium N-cocoate alanine, ammonium N-cocoate alanine triethanolate, sodium N-palm kernel oil fatty acid glutamate, potassium N-myristoylsarcosinate, sodium N-palm kernel oil fatty acid sarcosinate, potassium N-palm kernel oil fatty acid sarcosinate, ammonium N-palm kernel oil fatty acid triethanolate, sodium N-stearoylsarcosinate, N- Sodium lauroyl methyl taurate, sodium N-cocoate methyl taurate, sodium N-cocoate methyl taurate, sodium N-stearoyl methyl taurate, sodium N-cocoate glycine, potassium N-cocoate glycine, triethanolammonium N-cocoate glycine, sodium N-palm kernel aspartate, ammonium N-palm kernel aspartate, sodium N-uroylserine, potassium N-lauroylserine, triethanolammonium N-lauroylserine , Sodium N-cocoate serine, Potassium N-cocoate serine, Sodium triethanolammonium N-cocoate serine, Sodium N-palm kernel oil serine, Potassium N-palm kernel oil serine, Sodium N-lauroyl threonate, Potassium N-lauroyl threonate, Triethanolammonium N-lauroyl threonate, Sodium N-cocoate (cocoyl) threonate, Potassium N-cocoate (cocoyl) threonate, Sodium triethanolammonium N-cocoate (cocoyl) threonate,Examples include sodium N-palm kernel oil fatty acid threonate and ammonium N-palm kernel oil fatty acid threonate.

[0055] Examples of amphoteric surfactants include alkyldimethylacetate betaine, fatty acid amidopropyl betaine, alkylimidazolinium betaine, sulfobetaine-type amphoteric surfactants, and amphoteric amino acid surfactants.

[0056] Examples of alkyldimethylacetic acid betaines include lauryldimethylaminoacetic acid betaine, myristyldimethylaminoacetic acid betaine, and stearyldimethylaminoacetic acid betaine.

[0057] Examples of fatty acid amidopropyl betaines include lauric acid amidopropyl betaine, myristic acid amidopropyl betaine, isostearic acid amidopropyl betaine, and coconut oil fatty acid amidopropyl betaine.

[0058] Examples of alkylimidazolinium betaines include N-lauroyl-N'-carboxymethyl-N'-hydroxyethylethylenediamine sodium, N-coconut oil fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine sodium, and N-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine.

[0059] Examples of sulfobetaine-type amphoteric surfactants include lauramidopropyl hydroxysultaine and cocamidopropyl hydroxysultaine.

[0060] Examples of amphoteric amino acid surfactants include sodium lauryl-β-aminopropionate.

[0061] Cationic surfactants include quaternary ammonium salts and amine salts.

[0062] Examples of quaternary ammonium salts include stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, distearyldimethylammonium chloride, and lanolin fatty acid aminopropylethyldimethylammonium ethyl sulfate.

[0063] Examples of the amine salt include stearic acid diethylaminoethylamide lactate and behenic acid dimethylaminoethylamide lactate.

[0064] Examples of nonionic surfactants include alkylene oxide (2 to 8 carbon atoms) adducts of alcohols having 4 to 24 carbon atoms, esters or ethers of fatty acids having 8 to 24 carbon atoms and alcohols or alkylene oxide (2 to 8 carbon atoms) polymers, alkylene oxide adducts of higher fatty acid esters of polyhydric (dihydric to decahydric) alcohols, glycerin fatty acid esters, polyglycerin fatty acid esters, and fatty acid alkanolamides.

[0065] Examples of alkylene oxide (having 2 to 8 carbon atoms) adducts of alcohols having 4 to 24 carbon atoms include PPG-7 buteth-10 (polyoxyethylene (degree of polymerization 10) polyoxypropylene (degree of polymerization 7) butyl ether), laureth-20 (polyoxyethylene (degree of polymerization 20) lauryl ether), oleth-20 (polyoxyethylene (degree of polymerization 20) oleyl ether), PPG-2 ceteth-12 (polyoxyethylene (degree of polymerization 12) polyoxypropylene (degree of polymerization 2) cetyl ether), and ceteth-20 (a mixture of polyoxyethylene (degree of polymerization 5) cetearyl ether and polyoxyethylene (degree of polymerization 5) oleyl ether).

[0066] Examples of the esters or ethers of fatty acids having 8 to 24 carbon atoms with alcohols or alkylene oxide (having 2 to 8 carbon atoms) polymers include glyceryl stearate, ethylene glycol stearate, sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitan oleate, sorbitan coconut oil fatty acid, PEG-9 oleate, steareth-20, PEG-23 stearate, PEG-3 distearate, PEG-150 distearate, PEG-190 distearate, and PEG-60 hydrogenated castor oil.

[0067] Examples of alkylene oxide adducts of higher fatty acid esters of polyhydric (dihydric to decahydric) alcohols include (caprylic / capric) PEG-6 glycerides [addition polymerization of polyethylene oxide (degree of polymerization 6) to glycerin esters of caprylic acid and capric acid], PEG-10 sorbitan laurate, PEG-80 sorbitan laurate, PEG-6 sorbitan oleate, PEG-6 sorbitan oleate, PEG-3 sorbitan oleate, PEG-40 sorbitan oleate, PEG-6 sorbitan stearate, PEG-40 sorbitan stearate, PEG-160 sorbitan triisostearate, and PEG-120 methyl glucose dioleate.

[0068] Examples of glycerin fatty acid esters include glyceryl caprylate, glyceryl myristate, glyceryl oleate, glyceryl stearate, and fatty acid (C8, C10) triglycerides (tri(caprylic / capric)glyceryl).

[0069] Examples of polyglycerin fatty acid esters include decaglyceryl monooleate, decaglyceryl monolaurate, decaglyceryl isostearate, hexaglyceryl polyricinoleate, and diglyceryl isostearate.

[0070] Examples of fatty acid alkanolamides include coconut oil fatty acid monoethanolamide, coconut oil fatty acid N-methylethanolamide, coconut oil fatty acid diethanolamide, lauric acid diethanolamide, lauric acid myristic acid diethanolamide, and stearic acid diethanolamide.

[0071] Examples of water include tap water, purified water, hard water, soft water, natural water, deep sea water, hot spring water, electrolytic alkaline ionized water, electrolytic acidic ionized water, ion-exchanged water, and cluster water.

[0072] Examples of pH adjusters include lactic acid, citric acid, phosphoric acid, malic acid, tartaric acid, hydrochloric acid, acetic acid, sodium hydroxide, potassium hydroxide, and triethanolamine.

[0073] Examples of the solvent include ethanol, isoprene diol, denatured alcohol, dipropylene glycol, 1,2-hexanediol, isododecane, isopropanol, butyl acetate, ethoxydiglycol, and propylene glycol.

[0074] Conditioning agents include polyquaternium-10 (a polymer of a quaternary ammonium salt obtained by adding glycidyltrimethylammonium chloride to hydroxyethyl cellulose), polyquaternium-7 (a polymer of a quaternary ammonium salt obtained from acrylic acid amide and dimethyldiallylammonium chloride), polyquaternium-22 (a copolymer of dimethyldiallylammonium chloride and acrylic acid), (VP / VA) copolymer (a copolymer of vinyl acetate and vinylpyrrolidone), guar hydroxypropyltrimonium chloride (a quaternary ammonium salt obtained by adding glycidyltrimethylammonium chloride to guar gum), PEG-34, PEG-400, sodium polyacrylate, hydroxyethyl cellulose, and panthenol.

[0075] Examples of oils include liquid oils, solid oils, hydrocarbon oils, synthetic ester oils, silicone oils, and essential oils.

[0076] Examples of liquid oils and fats include mineral oil, avocado oil, camellia oil, turtle oil, macadamia seed oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, camellia oil, castor oil, linseed oil, safflower oil, cottonseed oil, soybean oil, peanut oil, tea seed oil, Japanese cypress oil, rice bran oil, jojoba oil, rice germ oil, triethylhexanoin, and triisopalmitin.

[0077] Examples of solid fats and oils include cacao butter, coconut oil, candelilla wax, beeswax, shea butter, horse oil, hydrogenated coconut oil, palm oil, beef tallow, lanolin, hydrogenated beef tallow, palm kernel oil, hydrogenated palm oil, lard, Japan wax, and hydrogenated castor oil.

[0078] Examples of hydrocarbon oils include isododecane, isohexadecane, squalane, squalene, petrolatum, paraffin, hydrogenated polyisobutene, ozokerite, olefin oligomer, pristane, ceresin, and microcrystalline wax.

[0079] Synthetic ester oils include isopropyl myristate, cetyl ethylhexanoate, octyldodecyl myristate, cetyl palmitate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl ethylhexanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl hydroxystearate, glycol diethylhexanoate, neopentyl glycol dicaprate, caprylic / capric triglyceride (a triester of caprylic and capric acid with glycerin), hydroxystearic acid, dipentaerythrityl hexahydroxystearate / stearic acid / rosinate (a hexaester of hydroxystearic acid, stearic acid, and rosin acid with dipentaerythritol), diisostearyl malate, and glyceryl diisostearate. , Trimethylolpropane Tri-2-ethylhexanoate, Trimethylolpropane Triethylhexanoate, Pentaerythrityl Tetraethylhexanoate, Trimethylolpropane Triisostearate, Ethylhexyl Palmitate, Trimyristin, Methyl Ricinoleate, Oleyl Oleate, Diisobutyl Adipate, Di(Phytosteryl / Octyldodecyl) Lauroyl Glutamate (Lauroyl Glutamic Acid and Phytosterol and Octyldodecyl) ester with ludocanol), diheptylundecyl adipate, ethyl laurate, diethylhexyl sebacate, isocetyl myristate, hexyldecyl palmitate, dihexyldecyl adipate, diisopropyl sebacate, diethylhexyl succinate, triethyl citrate, PEG-3 trimethylolpropane triisostearate, polyglyceryl-2 triisostearate, and sucrose tetraisostearate.

[0080] Examples of silicone oils include linear polysiloxanes, cyclic polysiloxanes, and modified polysiloxanes (amino-modified polysiloxanes, polyether-modified siloxanes, alkyl-modified polysiloxanes, and fluorine-modified polysiloxanes).

[0081] Examples of chain siloxanes include diphenyl dimethicone, caprylyl methicone, dimethicone, (dimethicone / vinyl dimethicone) crosspolymer (dimethylpolysiloxane crosslinked with divinyldimethylpolysiloxane), and (dimethicone / phenylvinyl dimethicone) crosspolymer (dimethylpolysiloxane copolymer crosslinked with phenylvinyldimethylpolysiloxane).

[0082] Examples of cyclic siloxanes include cyclopentasiloxane and cyclohexasiloxane.

[0083] Examples of modified polysiloxanes include amodimethicone (a silicone polymer whose terminals are modified with amino groups), aminopropyl dimethicone, alkyl (C26-28) dimethicone, alkyl (C30-45) dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and perfluorononyl dimethicone.

[0084] Cooling agents include menthol, peppermint oil, thymol, methyl salicylate, and camphor.

[0085] Examples of moisturizing agents include glycerin, 1,3-butylene glycol, hydrogenated rapeseed oil alcohol, sorbitol, sodium lactate, PCN-Na (sodium pyrrolidone carboxylate), sodium hyaluronate, and sodium chondroitin sulfate.

[0086] Examples of antioxidants include vitamin E, BHT (dibutylhydroxytoluene), BHA (butylhydroxyanisole), dipotassium glycyrrhizinate, ascorbyl palmitate, and rosemary leaf extract.

[0087] Examples of the chelating agent include EDTA (ethylenediaminetetraacetic acid), EDTA-2Na (disodium salt of ethylenediaminetetraacetic acid), sodium polyphosphate, disodium pyrophosphate, gluconic acid, sodium gluconate, and ascorbic acid.

[0088] Examples of thickeners include guar gum, xanthan gum, starch, behenyl alcohol, stearyl alcohol, cetearyl alcohol, cetanol, myristyl alcohol, carbomer, hydroxypropyl methylcellulose, polyvinyl alcohol, sodium polyacrylate, sodium acrylate-grafted starch, disteardimonium hectorite, talc, glycol distearate, and corn starch.

[0089] Coloring agents include Blue No. 1, Blue No. 2, Green No. 3, and Red No. 1.

[0090] Examples of preservatives include phenoxyethanol, o-cymen-5-ol, methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben, and isobutylparaben.

[0091] Examples of ultraviolet protection agents include titanium oxide, zinc oxide, ethylhexyl methoxycinnamate, ethylhexyl dimethyl PABA, and t-butyl methoxydibenzoylmethane.

[0092] Examples of whitening agents include tranexamic acid, arbutin, and hydroquinone.

[0093] The skin cosmetic of the present invention can be produced by mixing using a known method, such as mixing the cosmetic composition and other ingredients using a known mixing device such as a disper mixer or paddle mixer, but the production method of the skin cosmetic of the present invention is not limited to these methods.

[0094] The skin cosmetic of the present invention may be in the form of a makeup cosmetic, a lotion, an emulsion, a cream, an all-in-one gel, a shaving agent, etc. The skin cosmetic of the present invention is particularly suitable as a lotion and a cream because it provides a moist feeling to the skin and is non-sticky and has a low odor. The form of the skin cosmetic of the present invention is not particularly limited, and it may be in the form of a liquid or a cream.

[0095] When the skin cosmetic of the present invention is a lotion, the lotion preferably contains, for example, the following ingredients: Glycerin is a preferred moisturizing agent. The lotion may contain 1.0 to 5.0% by weight of glycerin based on the weight of the entire lotion.

[0096] When the cosmetic of the present invention is a lotion, the preferred composition of each component calculated as an active ingredient is as follows. Note that the active ingredient refers to the raw material of each component excluding water. In a lotion with the following composition, the remaining component may be all water. Copolymer represented by general formula (1): 1.0 to 10.0% by weight Humectant: 1.0 to 5.0% by weight

[0097] When the skin cosmetic of the present invention is a cream, the cream preferably contains, for example, the following ingredients: Preferred nonionic surfactants are hexaglyceryl polyricinoleate, diglyceryl isostearate, and fatty acid (C8, C10) triglyceride (tri(caprylic / capric)glyceryl). The cream may contain 0.5 to 3.0% by weight of hexaglyceryl polyricinoleate based on the weight of the entire cream. The cream may contain 0.5 to 3.0% by weight of diglyceryl isostearate based on the weight of the entire cream. The cream may contain 10.0 to 30.0% by weight of fatty acid (C8, C10) triglyceride (caprylic / capric triglyceride) based on the weight of the entire cream. Preferred moisturizing agents are glycerin and 1,3-butylene glycol. The cream may contain 5.0 to 10.0% by weight of glycerin based on the weight of the entire cream, and 1.0 to 5.0% by weight of 1,3-butylene glycol based on the weight of the entire cream.

[0098] When the cosmetic of the present invention is a cream, the preferred composition of each component calculated as an active ingredient is as follows. Note that the active ingredient refers to the raw material of each component excluding water. In a cream with the following composition, the remaining component may be all water. Copolymer represented by general formula (1): 1.0 to 10.0% by weight Nonionic surfactant: 11.0 to 36.0% by weight Moisturizer: 6.0 to 15.0% by weight

[0099] <Cleanser> The cleanser of the present invention is a cleanser containing the cosmetic composition of the present invention.

[0100] The total weight proportion of the copolymer represented by the general formula (1) contained in the cleanser of the present invention is preferably 0.001 to 10% by weight, more preferably 0.5 to 5% by weight, and particularly preferably 1 to 5% by weight, based on the weight of the cleanser, from the viewpoints of foam-rinsing property of the cleanser, moist feeling on the skin, and non-stickiness on the skin.

[0101] The cleanser of the present invention may contain other ingredients in addition to the cosmetic composition described above. Examples of other ingredients include the same known cosmetic raw materials as those listed as other ingredients for skin cosmetics. Among known cosmetic raw materials, from the viewpoint of foaming ability, the cleanser of the present invention preferably contains an anionic surfactant, and more preferably contains an anionic amino acid-based surfactant. The amount of surfactant contained in the detergent is preferably 0.5 to 35% by weight based on the weight of the detergent, and the amount of surfactant means the total amount of anionic surfactant, amphoteric surfactant, cationic surfactant, and nonionic surfactant.

[0102] The cleanser of the present invention can be produced by mixing using a known method, such as mixing the cosmetic composition and other ingredients using a known mixing device such as a disper mixer or a paddle mixer, but the cleanser of the present invention is not limited to these production methods.

[0103] The detergent of the present invention may be in the form of shampoo, face wash, cleanser, body soap, solid soap, liquid soap, etc. It provides excellent skin moisturizing and non-sticky feeling, has good foam rinse-off properties, and has good foaming properties and fine foam, making it particularly suitable for use in detergents such as shampoo, face wash, cleanser, body soap, etc. The form of the detergent of the present invention is not particularly limited, and it may be in the form of a liquid or cream.

[0104] When the cleansing agent of the present invention is a shampoo, the moist feeling of the skin and the non-stickiness of the skin may also mean the moist feeling of the hair and the non-stickiness of the hair.

[0105] When the cleansing agent of the present invention is a shampoo, the shampoo preferably contains, for example, the following ingredients: As the anionic surfactant, sodium polyoxyethylene (degree of polymerization 4) lauryl ether carboxylate and sodium N-lauroyl sarcosine are preferred. The shampoo may contain 5.0 to 20.0% by weight of sodium polyoxyethylene (degree of polymerization 4) lauryl ether carboxylate based on the total weight of the shampoo.The shampoo may contain 5.0 to 20.0% by weight of sodium N-lauroyl sarcosinate based on the total weight of the shampoo. The amphoteric surfactant is preferably coconut oil fatty acid amidopropyl betaine. The shampoo may contain 1.0 to 10.0% by weight of coconut oil fatty acid amidopropyl betaine based on the weight of the entire shampoo.

[0106] When the cleansing agent of the present invention is a shampoo, the preferred composition of each component calculated as an active ingredient is as follows. Note that the active ingredient means the raw material of each component excluding water. In a shampoo with the following composition, the remaining component may be all water. Copolymer represented by general formula (1): 1.0 to 10.0% by weight Anionic surfactant: 10.0 to 20.0% by weight Amphoteric surfactant: 1.0 to 10.0% by weight

[0107] When the cleanser of the present invention is a facial cleanser, the facial cleanser preferably contains, for example, the following ingredients: As the anionic surfactant, salts of lauric acid, salts of myristic acid and salts of stearic acid are preferred. The facial cleanser may contain 3.0 to 10.0 wt% of a salt of lauric acid based on the total weight of the facial cleanser. The facial cleanser may contain 10.0 to 20.0 wt% of a salt of myristic acid based on the total weight of the facial cleanser. The facial cleanser may contain 10.0 to 20.0 wt% of a salt of stearic acid based on the total weight of the facial cleanser. In this specification, when the anionic surfactant contains a fatty acid salt, it is assumed that all of the fatty acids are potassium salts, and the weight of the potassium salt of the fatty acid is regarded as the weight of the fatty acid salt. Glycerin is a preferred moisturizing agent. The facial cleanser may contain 5.0 to 20.0% by weight of glycerin based on the total weight of the facial cleanser. The pH adjuster is preferably potassium hydroxide. The facial cleanser may contain 3.0 to 10.0% by weight of potassium hydroxide based on the total weight of the facial cleanser.

[0108] When the cleanser of the present invention is a facial cleanser, the preferred composition of each component calculated as an active ingredient is as follows. Note that the active ingredient refers to the raw material of each component excluding water. In a facial cleanser with the following composition, the remaining component may be all water. Copolymer represented by general formula (1): 1.0 to 10.0% by weight Anionic surfactant: 23.0 to 50.0% by weight Humectant: 5.0 to 20.0% by weight pH adjuster: 3.0 to 10.0% by weight

[0109] When the cleanser of the present invention is a cleanser, the cleanser preferably contains, for example, the following ingredients: As the anionic surfactant, polyoxyethylene (degree of polymerization 4) sodium lauryl ether carboxylate is preferred. The cleanser may contain 0.1 to 3.0% by weight of sodium polyoxyethylene (degree of polymerization 4) lauryl ether carboxylate based on the weight of the entire cleanser. The amphoteric surfactant is preferably N-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine. The cleanser may contain 0.1 to 3.0% by weight of N-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine based on the weight of the entire cleanser.

[0110] When the cleanser of the present invention is a cleanser, preferred compositions of each component calculated as an active ingredient include the following. Note that the active ingredient refers to the raw material of each component excluding water. In a cleanser with the following composition, the remaining components may all be water. Copolymer represented by general formula (1): 1.0 to 10.0% by weight Anionic surfactant: 0.1 to 3.0% by weight Amphoteric surfactant: 0.1 to 3.0% by weight

[0111] When the cleansing agent of the present invention is a body soap, the body soap preferably contains, for example, the following ingredients: As the anionic surfactant, salts of lauric acid, salts of myristic acid, sodium lauryl glycol carboxylate, and sodium N-lauroyl sarcosinate are preferred. The body soap may contain 5.0 to 15.0% by weight of a salt of lauric acid based on the total weight of the body soap. The body soap may contain 3.0 to 10.0% by weight of a salt of myristic acid based on the total weight of the body soap. The body soap may contain 1.0 to 5.0% by weight of sodium lauryl glycol carboxylate based on the total weight of the body soap. The body soap may contain 1.0 to 5.0% by weight of sodium N-lauroyl sarcosinate based on the total weight of the body soap. The amphoteric surfactant is preferably coconut oil fatty acid amidopropyl betaine. The body soap may contain 1.0 to 10.0% by weight of coconut oil fatty acid amidopropyl betaine based on the total weight of the body soap. The pH adjuster is preferably potassium hydroxide. The body soap may contain 1.0 to 5.0% by weight of sodium hydroxide based on the total weight of the body soap.

[0112] When the cleanser of the present invention is a body soap, the preferred composition of each component calculated as an active ingredient is as follows. Note that the active ingredient refers to the raw material of each component excluding water. In a face wash with the following composition, the remaining component may be all water. Copolymer represented by general formula (1): 1.0 to 10.0% by weight Anionic surfactant: 9.0 to 30.0% by weight Amphoteric surfactant: 1.0 to 10.0% by weight pH adjuster: 1.0 to 5.0% by weight

[0113] The present specification discloses the following:

[0114] The present disclosure (1) relates to a cosmetic composition comprising a copolymer represented by the following general formula (1), wherein the average value of n+m in the copolymer contained in the cosmetic composition is a number that satisfies 180≦n+m≦350, the average value of p+q is a number that satisfies 50≦p+q≦90, and the value [asymmetry coefficient (As)] calculated using a chromatogram obtained by measuring the molecular weight distribution of a mixture of the copolymers using gel permeation chromatography under the measurement conditions below and the following formula (Formula 1) is 1.9 to 4.2. [Gel permeation chromatography measurement conditions] Equipment: HLC-8320GPC (Tosoh Corporation) Analytical column: TSKgel Guardcolumn Super AW, TSKgel Super AW4000, TSKgel Super AW3000, and TSKgel Super AW2500 connected in sequence (all columns are manufactured by Tosoh Corporation, and TSKgel is a registered trademark of Tosoh Corporation). Sample solution: 0.125% by weight N,N-dimethylformamide solution ·Solution injection volume: 20μL ·Flow rate: 0.6mL / min ·Measurement temperature: 40℃ Detector: Refractive index detector [ka] [In general formula (1), EO represents an ethyleneoxy group, PO represents a propyleneoxy group, m, n, p, and q each independently represent an integer of 0 or greater, [(EO)n / (PO)p] represents a polyalkyleneoxy chain in which n moles of ethyleneoxy groups and p moles of propyleneoxy groups are bonded in any order, and [(EO)m / (PO)q] represents a polyalkyleneoxy chain in which mm moles of ethyleneoxy groups and q moles of propyleneoxy groups are bonded in any order.] As = (RS) / (TR) (Equation 1) [In the calculation formula (Equation 1), R is the elution time (min) at which the peak (P1) with the strongest signal intensity reaches its maximum point on the chromatogram, S and T are the elution times (min) of the points closest to the maximum point, which are points before and after the maximum point of peak (P1) where the signal intensity is 1 / 10 of the height from the baseline to the maximum point, and S <R<Tである。]

[0115] The present disclosure (2) is a skin cosmetic comprising the cosmetic composition according to the present disclosure (1).

[0116] The present disclosure (3) is a cleanser containing the cosmetic composition according to the present disclosure (1). [Example]

[0117] The present invention will be further explained below with reference to examples and comparative examples, but the present invention is not limited to these.

[0118] <Production Example 1> In a stainless steel autoclave equipped with a stirrer and temperature control, 38 g (0.321 mol) of 2-methyl-2,4-pentanediol (Tokyo Chemical Industry Co., Ltd.) and 1.7 g of potassium hydroxide (Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 110°C, and then 344 g (7.80 mol) of ethylene oxide and 117 g (2.01 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, to obtain 500 g of intermediate 1. The time from the start of the dropwise addition of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. 40 g (0.0255 mol) of Intermediate 1 was placed in a stainless steel autoclave equipped with a stirrer and a temperature control function, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 120°C, and then 344 g (7.80 mol) of ethylene oxide and 117 g (2.01 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, to obtain 500 g of alkylene oxide adduct 1. The time from the start of the dropwise addition of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. The number average molecular weight (Mn), the average number of moles of ethyleneoxy groups added, the average number of moles of propyleneoxy groups added, and the asymmetry coefficient (As) of the alkylene oxide adduct 1 were measured by the methods described above. In the alkylene oxide adduct 1, the average number of moles of ethyleneoxy groups added was 330, the average number of moles of propyleneoxy groups added was 85, and the asymmetry coefficient (As) was 2.0.

[0119] <Production Example 2> In a stainless steel autoclave equipped with a stirrer and temperature control, 40 g (0.339 mol) of 2-methyl-2,4-pentanediol (Tokyo Chemical Industry Co., Ltd.) and 1.5 g of potassium hydroxide (Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 120°C, and then 345 g (7.83 mol) of ethylene oxide and 114 g (1.96 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, yielding 500 g of intermediate 2. The time from the start of introduction of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. 42 g (0.0283 mol) of Intermediate 2 was placed in a stainless steel autoclave equipped with a stirrer and a temperature control function, and the atmosphere inside the autoclave was replaced with nitrogen. Then, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 140°C, and then 345 g (7.83 mol) of ethylene oxide and 114 g (1.96 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, to obtain 500 g of alkylene oxide adduct 2. The time from the start of the dropwise addition of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. The number average molecular weight (Mn), average number of moles of ethyleneoxy groups added, average number of moles of propyleneoxy groups added, and asymmetry coefficient (As) of alkylene oxide adduct 2 were measured in the same manner as for alkylene oxide adduct 1. In the alkylene oxide adduct 2, the average number of moles of ethyleneoxy groups added was 300, the average number of moles of propyleneoxy groups added was 75, and the asymmetry coefficient (As) was 2.5.

[0120] <Production Example 3> 42 g (0.359 mol) of 2-methyl-2,4-pentanediol (Tokyo Chemical Industry Co., Ltd.) and 1.5 g of potassium hydroxide (Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed in a stainless steel autoclave equipped with a stirrer and temperature control function, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 125°C, and then 346 g (7.86 mol) of ethylene oxide and 110 g (1.89 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, to obtain 500 g of intermediate 3. The time from the start of introduction of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. 44 g (0.0317 mol) of Intermediate 3 was placed in a stainless steel autoclave equipped with a stirrer and a temperature control function, and the atmosphere inside the autoclave was replaced with nitrogen. Dehydration was then carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 145°C, and then 346 g (7.86 mol) of ethylene oxide and 110 g (1.89 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, to obtain 500 g of alkylene oxide adduct 3. The time from the start of the dropwise addition of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. The number average molecular weight (Mn), average number of moles of ethyleneoxy groups added, average number of moles of propyleneoxy groups added, and asymmetry coefficient (As) of alkylene oxide adduct 3 were measured in the same manner as for alkylene oxide adduct 1. In the alkylene oxide adduct 3, the average number of moles of ethyleneoxy groups added was 270, the average number of moles of propyleneoxy groups added was 65, and the asymmetry coefficient (As) was 3.5.

[0121] <Production Example 4> 49 g (0.411 mol) of 2-methyl-2,4-pentanediol (Tokyo Chemical Industry Co., Ltd.) and 1.5 g of potassium hydroxide (Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed in a stainless steel autoclave equipped with a stirrer and temperature control function, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 130°C, and then 330 g (7.50 mol) of ethylene oxide and 120 g (2.06 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, yielding 500 g of intermediate 4. The time from the start of introduction of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. 50 g (0.0412 mol) of Intermediate 4 was placed in a stainless steel autoclave equipped with a stirrer and a temperature control function, and the atmosphere inside the autoclave was replaced with nitrogen. Then, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 150°C, and then 330 g (7.50 mol) of ethylene oxide and 120 g (2.06 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, to obtain 500 g of alkylene oxide adduct 4. The time from the start of the dropwise addition of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. The number average molecular weight (Mn), average number of moles of ethyleneoxy groups added, average number of moles of propyleneoxy groups added, and asymmetry coefficient (As) of alkylene oxide adduct 4 were measured in the same manner as for alkylene oxide adduct 1. In the alkylene oxide adduct 4, the average number of moles of ethyleneoxy groups added was 200, the average number of moles of propyleneoxy groups added was 55, and the asymmetry coefficient (As) was 4.0.

[0122] <Comparative Manufacturing Example 1> In a stainless steel autoclave equipped with a stirrer and temperature control, 40 g (0.338 mol) of 2-methyl-2,4-pentanediol (Tokyo Chemical Industry Co., Ltd.) and 2.0 g of potassium hydroxide (Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 100°C, and then 4473 g (101.5 mol) of ethylene oxide and 1475 g (25.4 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200 kPa, yielding 5990 g of alkylene oxide adduct 1'. The time from the start of introduction of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 24 hours. The number average molecular weight (Mn), average number of moles of ethyleneoxy groups added, average number of moles of propyleneoxy groups added, and asymmetry coefficient (As) of alkylene oxide adduct 1′ were measured in the same manner as for alkylene oxide adduct 1. In the alkylene oxide adduct 1', the average number of moles of ethyleneoxy groups added was 300, the average number of moles of propyleneoxy groups added was 75, and the asymmetry coefficient (As) was 1.8.

[0123] <Comparative Manufacturing Example 2> In a stainless steel autoclave equipped with a stirrer and temperature control, 40 g (0.338 mol) of 2-methyl-2,4-pentanediol (Tokyo Chemical Industry Co., Ltd.) and 2.0 g of potassium hydroxide (Fujifilm Wako Pure Chemical Industries, Ltd.) were mixed, and the atmosphere inside the autoclave was replaced with nitrogen. After that, dehydration was carried out under reduced pressure (2.7 kPa) at 120°C for 1 hour. Next, the temperature inside the autoclave was raised to 160°C, and then 4473g (101.5 mol) of ethylene oxide and 1475g (25.4 mol) of 1,2-propylene oxide were added dropwise while adjusting the gauge pressure of the autoclave to maintain it in the range of 50 to 200kPa, yielding 5990g of alkylene oxide adduct 2'. The time from the start of introduction of ethylene oxide and 1,2-propylene oxide to the end of the reaction was 12 hours. The number average molecular weight (Mn), average number of moles of ethyleneoxy groups added, average number of moles of propyleneoxy groups added, and asymmetry coefficient (As) of alkylene oxide adduct 2′ were measured in the same manner as for alkylene oxide adduct 1. In the alkylene oxide adduct 2', the average number of moles of ethyleneoxy groups added was 300, the average number of moles of propyleneoxy groups added was 75, and the asymmetry coefficient (As) was 4.5.

[0124] <Cosmetic Compositions 1 to 4 and Cosmetic Compositions 1' and 2'> The obtained alkylene oxide adducts 1 to 4 and alkylene oxide adducts 1' and 2' were used as they were as cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2'. Table 1 shows the number average molecular weights (Mn) of the alkylene oxide adducts contained in cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', the average number of moles of ethyleneoxy groups added in the alkylene oxide adducts, the average number of moles of propyleneoxy groups added in the alkylene oxide adducts, the weight proportions of the copolymers represented by general formula (1) contained in the cosmetic compositions, and the asymmetry coefficients (As) of the alkylene oxide adducts.

[0125] <Odor of the cosmetic composition> Five male and five female panelists applied 1 g of Cosmetic Compositions 1 to 4 and Cosmetic Compositions 1' and 2' to their forearms and evaluated the odor on the arms upon application. The odor evaluation results were rated on a 5-point scale from 1 to 5, and the total scores of the 10 panelists are shown in Table 1. The higher the score, the lower the odor.

[0126] [Table 1]

[0127] <Examples 1 to 4 and Comparative Examples 1 and 2: Lotion> Cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', along with other ingredients listed in Table 2, were placed in a paddle mixer in the proportions listed in Table 2 and mixed at 25°C and a rotation speed of 60 rpm to prepare lotions according to Examples 1 to 4 and comparative lotions according to Comparative Examples 1 and 2. The obtained lotions of Examples 1 to 4 and Comparative Examples 1 and 2 were evaluated for moist feeling and non-stickiness of the skin after use by the following methods, and the results are shown in Table 2.

[0128] <Moisturized skin> Ten male and ten female panelists washed their forearms with 1 g of a 10 wt% diluted aqueous solution of polyoxyethylene (degree of polymerization 2) sodium lauryl ether sulfate, rinsed with 40°C hot water, towel-dried, and then waited for 15 minutes in a room at 25°C and 60% humidity. Then, 1 g of the lotions according to Examples 1 to 4 and Comparative Examples 1 and 2 was applied to the forearms. Two minutes after application, a Corneometer [trade name: Corneometer CM825 {manufactured by Courage+Khazaka (Corneometer is a registered trademark of Courage+Khazaka Electronic GmbH)] was used to measure the stratum corneum moisture content 10 minutes later. The ratio (%) of the initial stratum corneum moisture content was measured. This ratio is shown in Table 2 as the skin moisturizing sensation. The skin moisturizing sensations listed in Table 2 are the average (%) of the skin moisturizing sensations of a total of 20 panelists. A higher value indicates better stratum corneum moisture retention and thus better skin moisturizing. The polyoxyethylene (polymerization degree 2) sodium lauryl ether sulfate used was Emal 20C [manufactured by Kao Corporation (Emal is a registered trademark of Kao Corporation)].

[0129] <Non-sticky skin> Five male and five female panelists washed their forearms with 1 g of a 10 wt% diluted aqueous solution of polyoxyethylene (degree of polymerization 2) sodium lauryl ether sulfate, rinsed with hot water at 40°C, towel-dried, and then waited for 15 minutes in a room at 25°C and 60% humidity. Then, 1 g of the lotions according to Examples 1 to 4 and Comparative Examples 1 and 2 was applied to the forearms, and the skin was evaluated for non-stickiness. The non-stickiness of the skin was evaluated on a scale of 1 to 5, and the total scores of the 10 people are shown in Table 2. The higher the score, the less sticky the skin felt. The polyoxyethylene (polymerization degree 2) sodium lauryl ether sulfate used was Emal 20C (manufactured by Kao Corporation).

[0130] [Table 2]

[0131] In Table 2, the numbers in parentheses indicate the total weight of the ingredients (sometimes called active ingredients) contained in each raw material, excluding water. The ingredients listed in Table 2 were as follows: Glycerin [Product name: Concentrated glycerin for cosmetics {manufactured by Kao Corporation}]

[0132] <Examples 5 to 8 and Comparative Examples 3 to 4: Cream> Cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', along with other ingredients listed in Table 3, were placed in a disper mixer in the proportions listed in Table 3 and mixed at 80°C and a rotation speed of 60 rpm to produce creams according to Examples 5 to 8 and comparative creams according to Comparative Examples 3 and 4. The obtained creams of Examples 5 to 8 and Comparative Examples 3 to 4 were evaluated for moist feeling and non-stickiness of the skin after use in the same manner as the lotions of Examples 1 to 4, and the results are shown in Table 3.

[0133] [Table 3]

[0134] In Table 3, the numbers in parentheses indicate the total weight of the ingredients (sometimes called active ingredients) contained in each raw material, excluding water. The ingredients listed in Table 3 were as follows: Hexaglyceryl polyricinoleate [Product name: NIKKOL Hexaglyn PR-15 {manufactured by Nikko Chemicals Co., Ltd. (NIKKOL is a registered trademark of Nikko Chemicals Co., Ltd.)] Diglyceryl isostearate [Product name: NIKKOL DGMIS {manufactured by Nikko Chemicals Co., Ltd.}] Glycerin [Product name: Concentrated glycerin for cosmetics {manufactured by Kao Corporation}] 1,3-Butylene glycol [product name: High Sugar Cane BG {manufactured by Kokyu Alcohol Kogyo Co., Ltd. (High Sugar Cane is a registered trademark of Kokyu Alcohol Kogyo Co., Ltd.)] Fatty acid (C8, C10) triglyceride (caprylic / capric triglyceride) [Product name: ODO {manufactured by Nisshin Oillio Co., Ltd.}]

[0135] <Examples 9 to 12 and Comparative Examples 5 and 6: Cleansing> Cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', along with other ingredients listed in Table 4, were placed in a paddle mixer in the proportions listed in Table 4 and mixed at 25°C and a rotation speed of 60 rpm to produce cleansers according to Examples 9 to 12 and comparative cleansers according to Comparative Examples 5 and 6. The resulting cleansers of Examples 9 to 12 and Comparative Examples 5 to 6 were evaluated for moist feeling and non-stickiness of the skin after use in the same manner as the lotions of Examples 1 to 4, and the results are shown in Table 3.

[0136] [Table 4]

[0137] In Table 4, the numbers in parentheses indicate the total weight of the ingredients (sometimes called active ingredients) contained in each raw material, excluding water. The ingredients listed in Table 4 are as follows: 28% by weight polyoxyethylene (degree of polymerization 4) sodium lauryl ether carboxylate aqueous solution [product name: Viewlite LCA-25N {manufactured by Sanyo Chemical Industries, Ltd. (Viewlite is a registered trademark of Sanyo Chemical Industries, Ltd.)] 43% by weight N-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine aqueous solution [trade name: Levon CIB {manufactured by Sanyo Chemical Industries, Ltd. (Levon is a registered trademark of Sanyo Chemical Industries, Ltd.)]

[0138] <Examples 13 to 20 and Comparative Examples 7 to 10: Shampoo> Cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', along with other ingredients listed in Table 5, were placed in a paddle mixer in the proportions listed in Table 5 and mixed at 25°C and a rotation speed of 60 rpm to produce shampoos according to Examples 13 to 20 and comparative shampoos according to Comparative Examples 7 to 10. The obtained shampoos of Examples 13 to 20 and Comparative Examples 7 to 10 were evaluated for moist feeling and non-stickiness of the skin after use, as well as foaming ability, fineness of the foam, and foam rinsing property, using the methods described below, and the results are shown in Table 5.

[0139] <Moisturized skin> Ten male and ten female panelists thoroughly wet their forearms with 40°C hot water, then washed their forearms with 1 g of the shampoos according to Examples 13 to 16 and Comparative Examples 7 and 8, rinsed thoroughly with 40°C hot water, and towel-dried. The ratio (%) of the stratum corneum moisture content measured 10 minutes after towel-drying to the initial stratum corneum moisture content measured using a corneometer 2 minutes after towel-drying is shown in Table 5 as the moist feeling of the skin. The moist feeling of the skin shown in Table 5 is the average (%) of the moist feeling of the skin for a total of 20 panelists. The higher the value, the better the retention of stratum corneum moisture and the better the moist feeling of the skin.

[0140] <Non-sticky skin> Five male and five female panelists thoroughly wet their forearms with 40°C hot water, then washed their forearms with 1 g of the shampoos according to Examples 13 to 20 and Comparative Examples 7 to 10, rinsed thoroughly with 40°C hot water, towel-dried, and evaluated the lack of stickiness of the skin. The panelists evaluated the non-stickiness of the skin on a scale of 1 to 5 after actual use, and the total scores of the 10 panelists are shown in Table 5. The higher the score, the less sticky the skin felt and the better the evaluation result.

[0141] <Foaming ability, fine foam and quick foam removal> Each of the shampoos according to Examples 13 to 20 and Comparative Examples 7 to 10 was diluted 10 times with ion-exchanged water to prepare a test aqueous solution. The test aqueous solution was stirred at 25°C for 60 seconds using a Dynamic Foam Analyzer (trade name: DFA100, manufactured by KRUSS Scientific Instruments), and then allowed to stand for 120 seconds after stirring was stopped. The foam height (mm) and foam size (μm) were measured 5 seconds after stirring was stopped. 2 ) were measured and the results are shown in Table 5 as foaming ability and foam fineness. Furthermore, the foam size (μm 2 The bubble size (μm) was measured 120 seconds after stirring was stopped and the results are shown in Table 5 as the bubble breaking quality. 2 ) means that the foam disappears more easily.

[0142] [Table 5]

[0143] In Table 5, the numbers in parentheses indicate the total weight of the ingredients (sometimes called active ingredients) contained in each raw material, excluding water. The ingredients listed in Table 5 were as follows: 28% by weight polyoxyethylene (degree of polymerization 4) sodium lauryl ether carboxylate aqueous solution [product name: Viewlite LCA-25N {manufactured by Sanyo Chemical Industries, Ltd.}] 30% by weight N-lauroyl sarcosinate sodium aqueous solution [product name: Soypon SLE {manufactured by Kawaken Fine Chemicals Co., Ltd. (Soypon is a registered trademark of Kawaken Fine Chemicals Co., Ltd.)] 34% by weight coconut oil fatty acid amidopropyl betaine aqueous solution [product name: Levon HC-30W {manufactured by Sanyo Chemical Industries, Ltd.}]

[0144] <Examples 21 to 24 and Comparative Examples 11 to 12: Facial Cleanser> Cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', along with the other ingredients listed in Table 6, were placed in a paddle mixer in the proportions listed in Table 6 and mixed at 25°C and a rotation speed of 60 rpm to produce facial cleansers according to Examples 21 to 24 and comparative facial cleansers according to Comparative Examples 11 and 12. The obtained facial cleansers of Examples 21 to 24 and Comparative Examples 11 to 12 were evaluated in the same manner as the shampoos of Examples 13 to 20 for moist feeling and non-stickiness on the skin after use, as well as foaming ability, fineness of foam, and quickness of foam rinsing, and the results are shown in Table 6.

[0145] [Table 6]

[0146] In Table 6, the numbers in parentheses indicate the total weight of the ingredients (sometimes called active ingredients) contained in each raw material, excluding water. The ingredients listed in Table 6 are as follows: Lauric acid [product name: NAA-122 {manufactured by NOF Corporation (NAA is a registered trademark of NOF Corporation)] Myristic acid [product name: NAA-142 {manufactured by NOF Corporation}] Stearic acid [product name: NAA-172 {manufactured by NOF Corporation}] Glycerin [Product name: Concentrated glycerin for cosmetics {manufactured by Kao Corporation}] Potassium hydroxide [Nacalai Tesque, Inc.]

[0147] <Examples 25 to 32 and Comparative Examples 13 to 16: Body Soap> Cosmetic compositions 1 to 4 and cosmetic compositions 1' and 2', along with the other ingredients listed in Table 7, were placed in a paddle mixer in the proportions listed in Table 7 and mixed at 25°C and a rotation speed of 60 rpm to produce body soaps according to Examples 25 to 32 and comparative body soaps according to Comparative Examples 13 to 16. The obtained body soaps of Examples 25 to 32 and Comparative Examples 13 to 16 were evaluated in the same manner as the shampoos of Examples 13 to 20 for the moist feeling and non-stickiness of the skin after use, as well as for foaming ability, foam fineness, and foam rinsing ability, and the results are shown in Table 7.

[0148] [Table 7]

[0149] In Table 7, the numbers in parentheses indicate the total weight of the ingredients (sometimes called active ingredients) contained in each raw material, excluding water. The ingredients listed in Table 7 are as follows: Lauric acid [product name: NAA-122 {manufactured by NOF Corporation}] Myristic acid [product name: NAA-142 {manufactured by NOF Corporation}] 29% by weight sodium lauryl glycol carboxylate aqueous solution [product name: Viewlite SHAA {manufactured by Sanyo Chemical Industries, Ltd.}] 30% by weight N-lauroyl sarcosinate sodium aqueous solution [product name: Soypon SLE {manufactured by Kawaken Fine Chemicals Co., Ltd. (Soypon is a registered trademark of Kawaken Fine Chemicals Co., Ltd.)] 34% by weight coconut oil fatty acid amidopropyl betaine aqueous solution [product name: Levon HC-30W {manufactured by Sanyo Chemical Industries, Ltd.}] Sodium hydroxide [Nacalai Tesque, Inc.]

[0150] The evaluation results shown in Tables 2 and 3 indicate that the skin cosmetics of the present invention provide a good moist feeling and non-stickiness to the skin. Furthermore, the evaluation results shown in Tables 4 to 7 indicate that the cleansing agents of the present invention provide a good moist feeling and non-stickiness to the skin, and furthermore, have high foaming properties, fine foam texture, and excellent foam rinsing properties. [Industrial Applicability]

[0151] Skin cosmetics containing the cosmetic composition of the present invention provide a moist feeling to the skin and a non-sticky feeling to the skin, and are therefore suitable for use as lotions, creams, etc. Furthermore, cleansers containing the cosmetic composition of the present invention provide a moist feeling to the skin and a non-sticky feeling to the skin, and have high foaming properties, fine foam texture, and excellent foam rinsing properties, and are therefore suitable for use as shampoos, facial washes, cleansers, body soaps, etc.

Claims

1. A cosmetic composition comprising a copolymer represented by the following general formula (1), wherein the average value of n+m in the copolymer contained in the cosmetic composition is a number that satisfies 180≦n+m≦350, the average value of p+q is a number that satisfies 50≦p+q≦90, and the value [asymmetry coefficient (As)] calculated using a chromatogram obtained by measuring the molecular weight distribution of a mixture of the copolymers using gel permeation chromatography under the following measurement conditions and the following calculation formula (Formula 1) is 1.9 to 4.

2. [Gel permeation chromatography measurement conditions] Apparatus: HLC-8320GPC (manufactured by Tosoh Corporation) Analytical column: TSKgel Guard column Super AW, TSKgel Super AW4000, TSKgel Super AW3000, and TSKgel Super AW2500 connected in this order (all columns are manufactured by Tosoh Corporation, and TSKgel is a registered trademark of Tosoh Corporation) Sample solution: 0.125 wt% N,N-dimethylformamide solution ・Solution injection amount: 20μL ・Flow rate: 0.6mL / min ・Measurement temperature: 40℃ ・Detection device: Refractive index detector 【Chemical 1】 [In general formula (1), EO represents an ethyleneoxy group, PO represents a propyleneoxy group, m, n, p, and q each independently represent an integer of 0 or greater, [(EO)n / (PO)p] represents a polyalkyleneoxy chain in which n moles of ethyleneoxy groups and p moles of propyleneoxy groups are bonded in any order, and [(EO)m / (PO)q] represents a polyalkyleneoxy chain in which mm moles of ethyleneoxy groups and q moles of propyleneoxy groups are bonded in any order.] As=(RS) / (TR) (Formula 1) [In the calculation formula (Equation 1), R is the elution time (min) at which the peak (P1) with the strongest signal intensity on the chromatogram reaches its maximum point, and S and T are the elution times (min) of the points closest to the maximum point, which are points before and after the maximum point of peak (P1) at which the signal intensity is 1 / 10 of the height from the baseline to the maximum point, and S<R<T.]

2. A skin cosmetic comprising the cosmetic composition according to claim 1.

3. A cleanser comprising the cosmetic composition according to claim 1.

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