Oil-in-water emulsion cosmetic composition or water-based cosmetic composition

The oil-in-water emulsion cosmetic composition addresses poor water resistance of water-dispersible UV absorbers by incorporating a UV absorber held within a thickener and carboxylic acid-modified silicone network, ensuring effective UV protection and a fresh feel.

JP2025173262APending Publication Date: 2025-11-27SHISEIDO CO LTD
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Patent Information

Application Number
JP2024078762
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-05-14
Publication Date
2025-11-27

AI Technical Summary

Technical Problem

Cosmetics containing water-dispersible ultraviolet absorbers exhibit poor water resistance, leading to reduced effectiveness when exposed to sweat or water.

Method used

An oil-in-water emulsion cosmetic composition comprising a water-dispersible ultraviolet absorber, associative thickeners, and carboxylic acid-modified silicone, with the absorber being held by the hydrophobic moieties of the thickener and carboxylic acid-modified silicone network upon application, enhancing water resistance.

Benefits of technology

The composition provides excellent water resistance, maintaining UV protection despite exposure to sweat or water, while reducing the oily feel and providing a fresh application experience.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

To provide an oil-in-water emulsion cosmetic composition or a water-based cosmetic composition containing a water-dispersible ultraviolet absorber and having good water resistance.SOLUTION: Provided is an oil-in-water emulsion cosmetic composition or a water-based cosmetic composition, containing, in an aqueous phase, a water-dispersible ultraviolet absorber that is solid at 25°C, an associative thickener, a carboxylic acid-modified silicone, and a basic compound.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to an oil-in-water emulsion cosmetic composition or an aqueous cosmetic composition. [Background technology]

[0002] In recent years, oil-in-water emulsion cosmetic compositions, which have a refreshing feel when used, have become popular among consumers as sun care products.

[0003] For example, Patent Document 1 discloses a cosmetic preparation containing (A) a carboxylic acid-modified silicone having a specific structure and being liquid at room temperature (25°C), (B) a water-soluble thickener, (C) a basic compound, and (D) an inorganic UV protection agent consisting of a hydrophobic fine particle metal oxide, with component (D) having a structure in which it is dispersed in an aqueous phase. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication No. 2020 / 036064 Summary of the Invention [Problem to be solved by the invention]

[0005] Water-dispersible ultraviolet absorbers are known as ultraviolet protection agents that can be used in sun care products. However, while cosmetics containing water-dispersible ultraviolet absorbers exhibit high ultraviolet protection effects, they have the problem of poor water resistance. however,

[0006] The present invention seeks to improve the above-mentioned circumstances, and its object is to provide an oil-in-water emulsion cosmetic composition or an aqueous cosmetic composition that contains a water-dispersible ultraviolet absorber and has good water resistance. [Means for solving the problem]

[0007] The present invention that achieves the above object is as follows.

[0008] <Aspect 1> An oil-in-water emulsion cosmetic composition or an aqueous cosmetic composition, In the aqueous phase, Water-dispersible ultraviolet absorber that is solid at 25°C. associative thickeners, Carboxylic acid-modified silicone, and Basic compounds A composition comprising: <Aspect 2> 2. The composition of claim 1, wherein the water-dispersible ultraviolet absorber comprises at least one selected from the group consisting of methylene bisbenzotriazolyl tetramethylbutylphenol, trisbiphenyl triazine, and bisethylhexyloxyphenol methoxyphenyl triazine. <Aspect 3> 3. The composition of any one of the preceding aspects, wherein the associative thickener comprises a hydrophobically modified polyether urethane and / or a hydrophobically modified alkyl cellulose. <Aspect 4> The composition of embodiment 3, wherein the hydrophobically modified polyether urethane has a structure shown in formula (1): [ka] In formula (1), R 11 , R 12 and R 14 each independently represents a hydrocarbon group, R 13 represents a hydrocarbon group which may have a urethane bond, R 15 represents a linear, branched or secondary hydrocarbon group; m is a number equal to or greater than 2, h is a number greater than or equal to 1, and k and n are each independently a number from 0 to 1,000. <Aspect 5> The hydrophobically modified polyether urethane is R 11 -[(OR 12 )k -OH] m and one or more polyether polyols represented by R 13 -(NCO) h+1 and one or more polyisocyanates represented by HO-(R 14 -O) n -R 15 5. The composition of claim 3 or 4, wherein the polyether monoalcohol is a reaction product of one or more polyether monoalcohols represented by the formula: <Aspect 6> The composition according to any one of aspects 1 to 5, wherein the carboxylic acid-modified silicone has a structure represented by the following formula (4): [ka] In equation (4), Rc is a group of the general formula: -R 1 -(OR 2 )v-(O)wR 3 -COOH (where R 1 represents a linear or branched alkylene group having 2 to 22 carbon atoms, and R 2 represents a linear or branched alkylene group having 2 to 4 carbon atoms, and R 3 represents a bond (-) or a linear or branched alkylene group having 1 to 22 carbon atoms, v represents a number from 0 to 200, and w represents a number of 0 or 1), Each Rx may be the same or different and represents an alkyl or alkoxy group having 1 to 22 carbon atoms, or a phenyl group; each Ry represents Rc or Rx; a and b are each a positive number, a+b are numbers in the range of 2 to 20, and a / b is in the range of 0.3 to 3.0. <Aspect 7> An oil-in-water emulsion cosmetic composition, The oil phase further contains an oil-based ultraviolet absorber. The composition of any one of aspects 1 to 6. <Aspect 8> Aspect 8. The composition according to any one of Aspects 1 to 7, which is used as a sunscreen cosmetic. [Effects of the Invention]

[0009] According to the present invention, it is possible to provide an oil-in-water emulsion cosmetic composition that contains a water-dispersible ultraviolet absorber and has good water resistance.

[0010] Furthermore, according to the present invention, it is possible to provide an aqueous cosmetic composition that contains a water-dispersible ultraviolet absorber and has good water resistance. DETAILED DESCRIPTION OF THE INVENTION

[0011] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described in detail below with reference to the preferred embodiments. However, the present invention is not limited to the following embodiments, and various modifications can be made within the scope of the present invention.

[0012] <<Cosmetic Composition>> The cosmetic composition of the present invention (hereinafter also referred to simply as "the composition of the present invention") is An oil-in-water emulsion cosmetic composition or an aqueous cosmetic composition, In the aqueous phase, Water-dispersible ultraviolet absorber that is solid at 25°C. associative thickeners, Carboxylic acid-modified silicone, and Basic compounds A composition comprising: is.

[0013] Although the composition of the present invention contains a water-dispersible ultraviolet absorber, it overcomes the problem of poor water resistance that is associated with conventional water-dispersible ultraviolet absorbers and exhibits excellent water resistance.

[0014] Without being limited by theory, the reason why the composition of the present invention has excellent water resistance is presumed to be as follows. That is, it is thought that in the composition of the present invention, the carboxylic acid-modified silicone neutralized with a basic compound forms a network on the surface of the skin upon application. The water-dispersible UV absorber contained in the composition of the present invention is held by the hydrophobic moieties of the associative thickener and can enter the network with the carboxylic acid-modified silicone together with the associative thickener. As a result, the water-dispersible UV absorber is less likely to be washed away by sweat or external water, etc., and therefore it is presumed that excellent water resistance can be imparted.

[0015] In the present invention, the term "associative thickener" refers to an amphipathic thickener having hydrophilic and hydrophobic groups in its molecular chain, and which exhibits a thickening effect in an aqueous solvent, for example, by the association of the hydrophobic groups with each other due to hydrophobic interactions.

[0016] Furthermore, an oil-in-water emulsion cosmetic composition refers to a cosmetic composition in which an oil phase is dispersed in the form of emulsified particles in an aqueous phase (external phase). Accordingly, in the oil-in-water emulsion cosmetic composition of the present invention, the aqueous phase contains a water-dispersible UV absorber that is solid at 25°C, an associative thickener, a carboxylic acid-modified silicone, and a basic compound, and the oil phase is dispersed in the aqueous phase.

[0017] Furthermore, an aqueous cosmetic composition refers to a composition in which an aqueous phase is the primary component, i.e., a cosmetic composition in which the aqueous phase accounts for more than 50% by mass of the entire composition (preferably at least 55%, at least 60%, at least 70%, or at least 80% by mass, and at most 99%, at most 95%, at most 90%, or at most 85% by mass). Accordingly, the aqueous cosmetic composition of the present invention contains a water-dispersible UV absorber that is solid at 25°C, an associative thickener, a carboxylic acid-modified silicone, and a basic compound in the aqueous phase. The aqueous cosmetic composition of the present invention may include solubilized cosmetic compositions in which water-insoluble components are solubilized in water, two- or three-layer cosmetic compositions containing an aqueous phase and an oil phase, and the like, but does not include oil-in-water emulsion cosmetic compositions in which the oil phase components are emulsified.

[0018] Each component that may be included in the composition of the present invention will be described in detail below.

[0019] <Water-dispersible UV absorber> The composition of the present invention contains at least one water-dispersible UV absorber that is solid at 25° C. By including such a water-dispersible UV absorber in the aqueous phase, the composition of the present invention can reduce the oily feel when used compared to conventional oil-based UV absorbers, provide a fresh feel when used, and also provide UV protection effects.

[0020] In the composition of the present invention, the content of the water-dispersible UV absorber according to the present invention is not particularly limited, and may be, for example, 0.5% by mass or more, 1.0% by mass or more, 1.5% by mass or more, 2.0% by mass or more, 2.5% by mass or more, 3.0% by mass or more, 3.5% by mass or more, 4.0% by mass or more, 4.5% by mass or more, or 5.0% by mass or more, or 20% by mass or less, 18% by mass or less, 16% by mass or less, 14% by mass or less, 12% by mass or less, 10% by mass or less, 8.0% by mass or less, 5.0% by mass or less, or 3.0% by mass or less. Furthermore, from the viewpoint of further improving the UV protection effect and usability, the content of the water-dispersible UV absorber according to the present invention is preferably, for example, in the range of 2.0 to 10% by mass, based on the total composition.

[0021] In the present invention, the water-dispersible UV absorber used is not particularly limited as long as it is solid at 25° C., and may include, for example, at least one selected from the group consisting of methylenebisbenzotriazolyltetramethylbutylphenol, trisbiphenyltriazine, and bisethylhexyloxyphenolmethoxyphenyltriazine. A solid powder of these UV absorbers may be blended into the aqueous phase of the composition of the present invention, or a commercially available aqueous dispersion thereof may be blended directly into the aqueous phase of the composition of the present invention.

[0022] <Associative thickener> The composition of the present invention contains at least one associative thickener. When the associative thickener is used in the aqueous phase together with the carboxylic acid-modified silicone described below, the water resistance of the composition of the present invention, particularly the water resistance of the water-dispersible UV absorber according to the present invention, can be improved.

[0023] In the composition of the present invention, the content of the associative thickener is not particularly limited, and may be, for example, 0.1% by mass or more, 0.2% by mass or more, 0.3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, 0.7% by mass or more, 0.8% by mass or more, 0.9% by mass or more, or 1.0% by mass or more, and may be 5.0% by mass or less, 4.5% by mass or less, 4.0% by mass or less, 3.5% by mass or less, 3.0% by mass or less, 2.5% by mass or less, 2.0% by mass or less, 1.5% by mass or less, or 1.0% by mass or less, relative to the total mass of the composition.

[0024] Furthermore, in the composition of the present invention, the amount of the associative thickener relative to 100 parts by mass of the above-mentioned water-dispersible ultraviolet absorber may be, for example, 10 parts by mass or more, 20 parts by mass or more, 30 parts by mass or more, or 40 parts by mass or more, or may be 100 parts by mass or less, 90 parts by mass or less, 80 parts by mass or less, 70 parts by mass or less, 60 parts by mass or less, 50 parts by mass or less, or 40 parts by mass or less.

[0025] In the present invention, the associative thickener can contain hydrophobically modified polyetherurethane and / or hydrophobically modified alkylcellulose. That is, the associative thickener according to the present invention may contain one or more types of hydrophobically modified polyetherurethane, one or more types of hydrophobically modified alkylcellulose, or one or more types of hydrophobically modified polyetherurethane and one or more types of hydrophobically modified alkylcellulose simultaneously.

[0026] (Hydrophobic modified polyether urethane) The hydrophobically modified polyether urethane is a type of "associative thickener" as referred to in the present invention. As shown in Figure 1 of JP 2009-234917 A, for example, the hydrophobic moieties of the copolymer associate with each other in an aqueous medium, and the hydrophilic moieties form loops or bridges, thereby exhibiting a thickening effect.

[0027] In the present invention, the hydrophobically modified polyether urethane can be represented, for example, by the following formula (1): [ka]

[0028] In the above formula (1), R 11 , R 12 and R 14 each independently represents a hydrocarbon group. 11 , R 12 and R 14 may each independently be an alkylene group having 2 to 4 carbon atoms or a phenylethylene group.

[0029] In the above formula (1), R 13 represents a hydrocarbon group which may have a urethane bond, where the hydrocarbon group is preferably an alkylene group having 1 to 10 carbon atoms.

[0030] In the above formula (1), R 15 represents a linear, branched or secondary hydrocarbon group. 15 may be an alkyl group having 8 to 36 carbon atoms.

[0031] In the above formula (1), m is a number equal to or greater than 2. h is a number equal to or greater than 1. k and n are each independently a number from 0 to 1,000.

[0032] In the present invention, the hydrophobically modified polyether urethane, particularly the hydrophobically modified polyether urethane represented by the above formula (1), is, for example, R 11 -[(OR 12 )k -OH]m (where R 11 , R 12 , k, and m are as defined in the above formula (1), and one or more polyether polyols represented by R 13 -(NCO) h+1 (where R 13 , h is as defined in the above formula (1), and one or more polyisocyanates represented by HO-(R 14 -O) n -R15 (where R 14 , R 15 , n is as defined in formula (1) above) with one or more polyether monoalcohols.

[0033] Furthermore, R in formula (1) 11 ~R 15 is the R used 11 -[(OR 12 ) k -OH]m, R 13 -(NCO) h+1 , HO-(R 14 -O) n -R 15 The charging ratio of the above three components is not particularly limited, but the ratio of hydroxyl groups derived from the polyether polyol and polyether monoalcohol to isocyanate groups derived from the polyisocyanate may be NCO / OH=0.8:1 to 1.4:1.

[0034] The above formula R 11 -[(OR 12 ) k The polyether polyol compound represented by [-OH]m can be obtained by addition polymerization of an m-valent polyol with an alkylene oxide such as ethylene oxide, propylene oxide, butylene oxide or epichlorohydrin, or styrene oxide.

[0035] Here, the polyol is preferably a dihydric to octahydric one, and examples thereof include dihydric alcohols such as ethylene glycol, propylene glycol, butylene glycol, hexamethylene glycol, and neopentyl glycol; glycerin, trioxyisobutane, 1,2,3-butanetriol, 1,2,3-pentatriol, 2-methyl-1,2,3-propanetriol, 2-methyl-2,3,4-butanetriol, 2-ethyl-1,2,3-butanetriol, 2,3,4-pentanetriol, 2,3,4-hexanetriol, 4-propyl-3,4,5-heptanetriol, and 2,4-dimethyl-2,3,4-pentanetriol. trihydric alcohols such as pentaerythritol, 1,2,3,4-pentanetetrol, 2,3,4,5-hexanetetrol, 1,2,4,5-pentanetetrol, and 1,3,4,5-hexanetetrol; pentahydric alcohols such as adonit, arabitol, and xylitol; hexahydric alcohols such as dipentaerythritol, sorbitol, mannitol, and idit; and octahydric alcohols such as sucrose, but are not limited to these.

[0036] In addition, depending on the alkylene oxide, styrene oxide, etc. to be added, R 12 is determined, but alkylene oxides having 2 to 4 carbon atoms or styrene oxide are preferred from the viewpoint of easy availability.

[0037] The alkylene oxide, styrene oxide, etc. to be added may be a homopolymer, a random polymerization of two or more kinds, or a block polymerization. The addition method may be a conventional method. The degree of polymerization k is 0 to 1000, preferably 1 to 500, and more preferably 10 to 200. R 12 The ratio of ethylene groups in the total R 12 The content is 50 to 100 mass % of the total.

[0038] Also, R 11 -[(OR12 ) k -OH] m The molecular weight of the copolymer is preferably 500 to 100,000, and particularly preferably 1,000 to 50,000.

[0039] The above formula R 13 -(NCO) h+1 The polyisocyanate represented by the formula (I) may have two or more isocyanate groups in the molecule. Examples of the polyisocyanate include, but are not limited to, aliphatic diisocyanates, aromatic diisocyanates, alicyclic diisocyanates, biphenyl diisocyanates, and phenylmethane di-, tri-, and tetraisocyanates.

[0040] Examples of aliphatic diisocyanates include, but are not limited to, methylene diisocyanate, dimethylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, dipropyl ether diisocyanate, 2,2-dimethylpentane diisocyanate, 3-methoxyhexane diisocyanate, octamethylene diisocyanate, 2,2,4-trimethylpentane diisocyanate, nonamethylene diisocyanate, decamethylene diisocyanate, 3-butoxyhexane diisocyanate, 1,4-butylene glycol dipropyl ether diisocyanate, thiodihexyl diisocyanate, metaxylylene diisocyanate, paraxylylene diisocyanate, and tetramethylxylylene diisocyanate.

[0041] Examples of aromatic diisocyanates include, but are not limited to, metaphenylene diisocyanate, paraphenylene diisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, dimethylbenzene diisocyanate, ethylbenzene diisocyanate, isopropylbenzene diisocyanate, tolidine diisocyanate, 1,4-naphthalene diisocyanate, 1,5-naphthalene diisocyanate, 2,6-naphthalene diisocyanate, and 2,7-naphthalene diisocyanate.

[0042] Examples of alicyclic diisocyanates include, but are not limited to, hydrogenated xylylene diisocyanate and isophorone diisocyanate.

[0043] Examples of biphenyl diisocyanates include, but are not limited to, biphenyl diisocyanate, 3,3'-dimethylbiphenyl diisocyanate, and 3,3'-dimethoxybiphenyl diisocyanate.

[0044] Examples of phenylmethane diisocyanates include diphenylmethane-4,4'-diisocyanate, 2,2'-dimethyldiphenylmethane-4,4'-diisocyanate, diphenyldimethylmethane-4,4'-diisocyanate, 2,5,2',5'-tetramethyldiphenylmethane-4,4'-diisocyanate, cyclohexylbis(4-isocyanthophenyl)methane, 3,3'-dimethoxydiphenylmethane-4,4' -diisocyanate, 4,4'-dimethoxydiphenylmethane-3,3'-diisocyanate, 4,4'-diethoxydiphenylmethane-3,3'-diisocyanate, 2,2'-dimethyl-5,5'-dimethoxydiphenylmethane-4,4'-diisocyanate, 3,3'-dichlorodiphenyldimethylmethane-4,4'-diisocyanate, benzophenone-3,3'-diisocyanate, and the like.

[0045] Examples of phenylmethane triisocyanates include, but are not limited to, 1-methylbenzene-2,4,6-triisocyanate, 1,3,5-trimethylbenzene-2,4,6-triisocyanate, 1,3,7-naphthalene triisocyanate, biphenyl-2,4,4′-triisocyanate, diphenylmethane-2,4,4′-triisocyanate, 3-methyldiphenylmethane-4,6,4′-triisocyanate, triphenylmethane-4,4′,4″-triisocyanate, 1,6,11-undecane triisocyanate, 1,8-diisocyanate-4-isocyanatemethyloctane, 1,3,6-hexamethylene triisocyanate, bicycloheptane triisocyanate, and tris(isocyanatephenyl)thiophosphate.

[0046] These polyisocyanate compounds may also be used in the form of dimers or trimers (isocyanurate bonds), or may be reacted with amines to be used as biurets.

[0047] Furthermore, polyisocyanates having a urethane bond obtained by reacting these polyisocyanate compounds with polyols can also be used. The polyol is preferably a divalent to octavalent polyol, and the above-mentioned polyols are preferred. 13 -(NCO) h+1 When a trivalent or higher polyisocyanate is used as the hydroxyl group, the polyisocyanate having a urethane bond is preferred.

[0048] The above formula HO-(R 14 -O)nR 15 The polyether monoalcohol represented by the formula (I) may be a polyether of a linear, branched, or secondary monohydric alcohol. Such a compound can be obtained by addition polymerization of an alkylene oxide such as ethylene oxide, propylene oxide, butylene oxide, or epichlorohydrin, or styrene oxide, to a linear, branched, or secondary monohydric alcohol. For an explanation of linear alcohols, branched alcohols, and secondary alcohols, see JP 2009-234917 A.

[0049] Also, R 15 is a hydrocarbon group or a fluorocarbon group, of which an alkyl group is preferred, and further preferably has a total of 8 to 36 carbon atoms, particularly preferably 12 to 24 carbon atoms.

[0050] The alkylene oxide, styrene oxide, etc. to be added may be homopolymerized, or may be randomly polymerized or block polymerized from two or more kinds. The addition method may be a conventional method. The degree of polymerization n is 0 to 1000, preferably 1 to 200, and more preferably 10 to 200. Furthermore, R 14 The ratio of ethylene groups in the total R 14 The content is preferably 50 to 100% by mass, and more preferably 65 to 100% by mass.

[0051] The copolymer represented by the above formula (1) can be produced in the same manner as in the reaction of a normal polyether with an isocyanate, for example, by heating at 80 to 90° C. for 1 to 3 hours to cause the reaction.

[0052] Also, R 11 -[(OR 12 ) k -OH] m and a polyether polyol (A) represented by R 13 -(NCO) h+1 and a polyisocyanate (B) represented by the formula: 14 -O) n -R 15 When reacting with a polyether monoalcohol (C) represented by the formula (1), by-products other than the copolymer having the structure of formula (1) may also be produced. For example, when a diisocyanate is used, the CBABC copolymer represented by formula (1) is produced as the main product, but other by-products such as CBC and CB-(AB)ABC copolymers may also be produced. In this case, the copolymer of formula (1) can be used in the present invention in the form of a mixture containing the copolymer of formula (1) without separating it.

[0053] In one embodiment of the present invention, the hydrophobically modified polyether urethane may be, for example, a (PEG-240 / decyltetradeceth-20 / HDI) copolymer. Alternatively, a commercially available product may be used as the hydrophobically modified polyether urethane. Examples of commercially available products include "ADEKA NOL (registered trademark) GT-700" (manufactured by ADEKA Corporation).

[0054] (Hydrophobically modified alkyl cellulose) Hydrophobically modified alkyl cellulose is a type of "associative thickener" as referred to in the present invention. In the present invention, the hydrophobically modified alkyl cellulose may be an alkyl cellulose hydrophobically modified with an alkyl group having 14 to 22 carbon atoms. This hydrophobically modified alkyl cellulose is a compound in which a long-chain alkyl group, which is a hydrophobic group, is introduced into a water-soluble cellulose ether derivative, and is represented by the following formula (2):

[0055] [ka]

[0056] In formula (2), each R may be the same or different and is independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a group -[CH2CH(CH3)O] q The group is one or more groups selected from -H (wherein q is an integer of 1 to 5, preferably 1 to 3), a -CH2CH2OH group, and a -CH2CH(OH)CH2OR' group (wherein R' is an alkyl group having 14 to 22 carbon atoms), and preferably contains a -CH2CH(OH)CH2OR' group.

[0057] In formula (2), A is a group -(CH2) t -(t is an integer of 1 to 3, preferably 1).

[0058] In formula (2), p is an integer of 100 to 10,000, and preferably an integer of 500 to 5,000.

[0059] The method for producing the hydrophobically modified alkyl cellulose of formula (2) generally involves the production of a water-soluble cellulose ether derivative as a base, specifically, methyl cellulose (where R is a hydrogen atom or a methyl group), ethyl cellulose (where R is a hydrogen atom or an ethyl group), propyl cellulose (where R is a hydrogen atom or a propyl group), butyl cellulose (where R is a hydrogen atom or a butyl group), hydroxypropyl cellulose (where R is a hydrogen atom or a hydroxypropyl group (group -[CHCH(CHO) q -H (wherein q is an integer of 1 to 5, preferably 1 to 3)), hydroxypropyl methylcellulose (wherein R is a hydrogen atom, a methyl group, or a hydroxypropyl group (same as above)), or the like, can be contacted with a compound for introducing a long-chain alkyl group having 14 to 22 carbon atoms, specifically, a long-chain alkyl glycidyl ether of the following formula (3), in the presence of an alkali catalyst to obtain the above-mentioned copolymer.

[0060] [ka]

[0061] In formula (3), R' is an alkyl group having 14 to 22 carbon atoms.

[0062] In the present invention, the content of the -CH2CH(OH)CH2OR' group introduced into the hydrophobically modified alkyl cellulose is preferably about 0.1 to 5.0% by mass based on the total amount of the hydrophobically modified alkyl cellulose. To achieve this content, the molar ratio of the water-soluble cellulose ester derivative and the long-chain alkyl glycidyl ether reacted, the reaction time, the type of alkali catalyst, and other factors may be appropriately selected. After the reaction, the reaction product may be subjected to purification steps such as neutralization, filtration, washing, drying, and sieving.

[0063] Among the above water-soluble cellulose ether derivatives, it is particularly preferable to select hydroxypropyl methylcellulose (wherein R in formula (2) is a hydrogen atom, a methyl group, a -[CH2CH(CH3)O] group, qH, and the group -CH2CH(OH)CH2OR', and t of the group A is 1, and A is a methylene group).

[0064] Furthermore, R' in the long-chain alkyl glycidyl ether of formula (3) is an alkyl group having 14 to 22 carbon atoms, preferably an alkyl group having 14 to 20 carbon atoms, and more preferably a stearyl group having 18 carbon atoms (-C 18 H 37 )

[0065] In the present invention, the weight average molecular weight of the hydrophobically modified alkyl cellulose is preferably 100,000 to 1,000,000, more preferably 300,000 to 800,000, and even more preferably 550,000 to 750,000.

[0066] In the present invention, it is preferable to use hydrophobically modified hydroxypropyl methylcellulose (hydrophobized hydroxypropyl methylcellulose), more specifically stearoxy hydroxypropyl cellulose, as the hydrophobically modified alkyl cellulose. Commercially available hydrophobically modified alkyl celluloses can also be used, including, but not limited to, Sangelose 90L (display name: hydrophobized hydroxypropyl methylcellulose; manufactured by Daido Chemical Industry Co., Ltd.), Natrosol Plus 330cs (manufactured by Ashland), and Polysurf 67cs (manufactured by Ashland). Commercially available stearoxy hydroxypropyl methylcelluloses, such as Sangelose 60L (manufactured by Daido Chemical Industry Co., Ltd.), and stearoxy PG hydroxyethyl cellulose sulfonate, such as Poise 310 (manufactured by Kao Corporation), can also be used in the present invention.

[0067] <Carboxylic acid modified silicone> The composition of the present invention comprises at least one carboxylic acid-modified silicone. In the aqueous phase, the carboxylic acid-modified silicone can mainly function as a dispersant, but can also function as an emulsifier. It is also believed that when the composition of the present invention containing the carboxylic acid-modified silicone is applied to the skin, the carboxylic acid-modified silicone can form a network with the surface of the skin.

[0068] In the composition of the present invention, the content of the carboxylic acid-modified silicone is not particularly limited and may be, for example, 0.1 mass% or more, 0.2 mass% or more, 0.3 mass% or more, 0.4 mass% or more, or 0.5 mass% or more, relative to the total composition, and may be 15 mass% or less, 10 mass% or less, 5.0 mass% or less, 1.0 mass% or less, or 0.5 mass% or less. Furthermore, from the viewpoint of further improving usability, the content of the carboxylic acid-modified silicone is preferably 5.0 mass% or less, relative to the total composition.

[0069] Furthermore, in the composition of the present invention, the carboxylic acid-modified silicone may be, for example, 1.0 part by mass or more, 5.0 parts by mass or more, 10 parts by mass or more, or 20 parts by mass or more to 40 parts by mass or more relative to 100 parts by mass of the water-dispersible UV absorber, or may be 100 parts by mass or less, 90 parts by mass or less, 80 parts by mass or less, 70 parts by mass or less, 60 parts by mass or less, 50 parts by mass or less, 40 parts by mass or less, 30 parts by mass or less, or 20 parts by mass or less. Furthermore, in the composition of the present invention, the carboxylic acid-modified silicone is preferably 10 parts by mass or more relative to 100 parts by mass of the water-dispersible UV absorber.

[0070] In the present invention, the carboxylic acid-modified silicone is preferably one that is liquid at 25° C. More specifically, the carboxylic acid-modified silicone according to the present invention may have, for example, a structure represented by the following formula (4). [ka]

[0071] In the above formula (4), Rc is a group represented by the general formula: -R1 -(OR 2 )v-(O)wR 3 It represents a carboxyl group-containing organic group represented by -COOH.

[0072] where the general formula -R 1 -(OR 2 )v-(O)wR 3 In -COOH, R 1 represents a linear or branched alkylene group having 2 to 22 carbon atoms. 1 may represent a linear alkylene group preferably having 2 to 12 carbon atoms, particularly preferably having 2 to 10 carbon atoms. More specifically, R 1 may be, for example, an ethylene group, a propylene group, a trimethylene group, a butylene group, a pentamethylene group, a hexamethylene group, a heptamethylene group, an octamethylene group, a nonamethylene group, a decamethylene group, an undecamethylene group, a dodecamethylene group, a tridecamethylene group, a tetradecamethylene group, a pentadecamethylene group, a hexadecamethylene group, and the like, but is not limited to these.

[0073] General formula-R 1 -(OR 2 )v-(O)wR 3 In -COOH, R 2 represents a linear or branched alkylene group having 2 to 4 carbon atoms. More specifically, R 2 may be, for example, but not limited to, an ethylene group, a propylene group, a trimethylene group, a butylene group, and the like.

[0074] General formula-R 1 -(OR 2 )v-(O)wR 3 In -COOH, R 3 represents a bond (-) or a linear or branched alkylene group having 1 to 22 carbon atoms. 3Examples of the linear or branched alkylene group having 1 to 22 carbon atoms include, but are not limited to, a methylene group, an ethylene group, an ethylethylene group, a propylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, a heptamethylene group, an octamethylene group, a nonamethylene group, a decamethylene group, an undecamethylene group, a dodecamethylene group, a tridecamethylene group, a tetradecamethylene group, a pentadecamethylene group, and a hexadecamethylene group.

[0075] General formula-R 1 -(OR 2 )v-(O)wR 3 In —COOH, v represents a number from 0 to 200. v is preferably a number from 0 to 20, and more preferably a number from 0 to 10. Furthermore, w represents a number of 0 or 1. When both v and w are 0, the carboxyl group-containing organic group has the structural formula —(C n’ H 2n’ )-COOH, in which one carboxyl group is bonded to a silicon atom via a linear or branched alkylene group having 3 to 44 carbon atoms. In the formula, n' is a number from 3 to 44, preferably a number from 3 to 20, and particularly preferably a number from 3 to 16.

[0076] In the above formula (4), each Rx may be the same or different and represents an alkyl or alkoxy group having 1 to 22 carbon atoms, or a phenyl group, and each Ry represents Rc or Rx.

[0077] In the above formula (4), a and b are each a positive number, a+b is a number in the range of 2 to 20, and a / b is in the range of 0.3 to 3.0.

[0078] The carboxylic acid-modified silicone represented by formula (4) is not particularly limited as long as it is an organosiloxane having at least one carboxyl group-containing organic group introduced into a side chain or terminal thereof. Preferably, the carboxyl group-containing organic group is introduced into a side chain of the organosiloxane.

[0079] Therefore, examples of carboxylic acid-modified silicones represented by formula (4) include those in which a carboxyl group-containing organic group is grafted as a side chain onto a silicone main chain, those in which a carboxyl group-containing organic group is attached to one end of a silicone main chain, those in which a carboxyl group-containing organic group is attached to both ends of a silicone main chain, those in which a carboxyl group-containing organic group is attached to both ends of a silicone main chain and further carboxyl group-containing organic groups are grafted as side chains, and those that optionally further have a long-chain alkyl group having 6 or more carbon atoms. Most preferred are those in which a carboxyl group-containing organic group is grafted as a side chain onto a silicone main chain. Note that the presence of a long-chain alkyl group in the carboxylic acid-modified silicone may improve blend stability with organic oils such as hydrocarbon oils or organic cosmetic raw materials (especially UV absorbers, etc.).

[0080] In one embodiment, in the carboxylic acid-modified silicone represented by formula (4), Ry is Rx, and the silicone side chain has a general formula -R 1 -(OR 2 )v-(O)wR 3 Carboxylic acid-modified silicones grafted with carboxyl-containing organic groups represented by -COOH are preferred. In another embodiment, Ry is Rx, and the silicone side chain preferably has a plurality of the carboxyl-containing organic groups. In a further embodiment, Ry is Rx, the silicone side chain preferably has a plurality of the carboxyl-containing organic groups, and a / b=1.

[0081] In the present invention, more specific examples of carboxylic acid-modified silicones include, but are not limited to, carboxydecyltrisiloxane and carboxydecyldimethicone.

[0082] In the present invention, the carboxylic acid-modified silicone can be produced by known methods, such as a method of subjecting a dimethylpolysiloxane having Si-H groups to an addition reaction with an unsaturated carboxylic acid ester compound in the presence of a platinum catalyst, followed by saponification to form a carboxylic acid; a method of subjecting a dimethylpolysiloxane having Si-H groups to an addition reaction with an unsaturated carboxylic acid silyl ester or an allyloxycarboxylic acid silyl ester in the presence of a platinum catalyst, followed by post-reaction hydrolysis to obtain the target product; and a method of subjecting a bis(hydroxycarbonylethyl)tetramethyldisiloxane to an equilibration reaction using a cyclic siloxane and an acidic catalyst to obtain a silicone modified with carboxylic acids at both ends (Silicone Handbook, edited by Ito Kunio, Nikkan Kogyo Shimbun, pp. 166-167). Particularly preferred carboxylic acid-modified silicones for the present invention include those commercially available under the trade name ES-5800 Formulation Aid (manufactured by Dow Toray Industries, Inc.).

[0083] <Basic compounds> The composition of the present invention contains one or more basic compounds. The basic compounds can be dispersed in water (or an aqueous phase) and can interact with the hydrophobic water-dispersible UV absorber. Furthermore, the basic compounds can neutralize and / or anionize the carboxylic acid-modified moieties of the carboxylic acid-modified silicone in the aqueous phase.

[0084] In the composition of the present invention, the content of the basic compound is not particularly limited and may be, for example, 0.01% by mass or more, 0.05% by mass or more, 0.10% by mass or more, or 0.15% by mass or more, and may be 2.00% by mass or less, 1.50% by mass or less, 1.00% by mass or less, or 0.80% by mass or less, relative to the entire composition.

[0085] In addition, in the composition of the present invention, the content of the basic compound may be appropriately adjusted according to the content of the carboxylic acid-modified silicone.For example, in the case of a monovalent basic compound, the content of the monovalent basic compound may be adjusted to, for example, 0.5 mol or more, 0.6 mol or more, 0.7 mol or more, 0.8 mol or more, 0.9 mol or more, or 1.0 mol or more, or 1.5 mol or less, 1.4 mol or less, 1.3 mol or less, 1.2 mol or less, 1.1 mol or less, or 1.0 mol or less, relative to 1.0 mol of the carboxylic acid group contained in the carboxylic acid-modified silicone.

[0086] The pH of the composition of the present invention is not particularly limited, and may be, for example, acidic, alkaline, or neutral. From the viewpoint of neutralizing or anionizing the carboxylic acid-modified site of the carboxylic acid-modified silicone, the pH value may be, for example, 7.0 or more, 7.1 or more, or 7.2 or more, and may be 9.5 or less, 9.0 or less, or 8.5 or less. The pH of the composition of the present invention is preferably, for example, 7.0 or more and 8.5 or less.

[0087] <water> The compositions of the present invention comprise water, which constitutes the aqueous phase (external phase) of the compositions of the present invention.

[0088] In the composition of the present invention, the water content is not particularly limited and may be, for example, 30% by mass or more, 35% by mass or more, or 40% by mass or more, and 99% by mass or less, 95% by mass or less, 90% by mass or less, 80% by mass or less, or 70% by mass or less, based on the total mass of the composition. The water content may be adjusted as appropriate depending on the intended use of the cosmetic composition.

[0089] In the present invention, the water is not particularly limited and may be, for example, water used in cosmetics and quasi-drugs, such as ion-exchanged water, distilled water, ultrapure water, and tap water.

[0090] <Other ingredients> The composition of the present invention may further contain other components, if necessary, in addition to the components described above. The other components will be described below as examples, but the present invention is not limited to these other components.

[0091] (oil content) The composition of the present invention may further contain an oil. When the composition of the present invention is an oil-in-water emulsion cosmetic composition, the oil may be present in the oil phase. When the composition of the present invention is an aqueous cosmetic composition, the oil may be present solubilized in water, or may be present separated from water upon standing.

[0092] In the composition of the present invention, when an oil component is contained, its content is not particularly limited and may be, for example, 1.0% by mass or more, 5.0% by mass or more, or 10% by mass or more, and may be 70% by mass or less, 60% by mass or less, 50% by mass or less, 40% by mass or less, 30% by mass or less, 20% by mass or less, or 10% by mass or less, based on the entire composition. Furthermore, when an oil component is present, the content is preferably, for example, 1.0% by mass or more and 40% by mass or less, based on the entire composition.

[0093] The oil is not particularly limited and may be liquid, solid, or semi-solid oil, or a mixture thereof, at room temperature (25°C) and normal pressure (1 atm). The oil may be a non-volatile oil, a volatile oil, or a mixture thereof. In the present invention, non-volatile oil refers to oil having a boiling point of over 260°C at room temperature and normal pressure. In contrast, volatile oil refers to oil having a boiling point of 60 to 260°C at room temperature and normal pressure.

[0094] In the present invention, more specific examples of oils include, but are not limited to, polar oils, hydrocarbon oils, and silicone oils.

[0095] There are no particular limitations on the "polar oil" as long as it is an oil with a high polarity among the oils commonly used in cosmetics, but for example, oils with a relative dielectric constant of about 5 or more, preferably about 10 or more, are preferably used.

[0096] Typical examples of polar oils include ester oils and oil-based ultraviolet absorbers.

[0097] More specific examples of the ester oil include tripropylene glycol dineopentanoate, isononyl isononanoate, isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, cetyl ethylhexanoate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid esters, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, glycerin di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, tetra-2-ethyl Pentaerythrityl hexanoate, triethylhexanoin (glycerin tri-2-ethylhexanoate), glycerin trioctanoate, glycerin triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glycerin trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, palmitic Examples of suitable oleic acid surfactants include, but are not limited to, 2-heptylundecyl adipate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, and triethyl citrate.

[0098] More specifically, oil-based ultraviolet absorbers include, but are not limited to, benzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, dibenzoylmethane derivatives, β,β-diphenylacrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthranil derivatives, imidazoline derivatives, benzalmalonate derivatives, 4,4-diarylbutadiene derivatives, etc. Some specific examples and trade names of these will be described below.

[0099] Examples of benzoic acid derivatives include, but are not limited to, ethyl para-aminobenzoate (PABA), ethyl-dihydroxypropyl PABA, ethylhexyl-dimethyl PABA (e.g., "Escarol 507"; manufactured by ISP), glyceryl PABA, PEG-25-PABA (e.g., "Uvinal P25"; manufactured by BASF), and diethylaminohydroxybenzoylhexyl benzoate (e.g., "Uvinal A Plus"), etc.

[0100] Salicylic acid derivatives include, but are not limited to, homosalate (Eusolex HMS; manufactured by Rona / EM Industries), ethylhexyl salicylate (e.g., NeoHeliopan OS; manufactured by Herman & Reimer), dipropylene glycol salicylate (e.g., Dipsal; manufactured by Skell), and TEA salicylate (e.g., NeoHeliopan TS; manufactured by Herman & Reimer).

[0101] Examples of cinnamic acid derivatives include, but are not limited to, ethylhexyl methoxycinnamate (e.g., Parsol MCX; manufactured by Hoffmann-La Roche), isopropyl methoxycinnamate, isoamyl methoxycinnamate (e.g., Neo Heliopan E1000; manufactured by Herman & Reimer), cinnoxate, DEA methoxycinnamate, diisopropyl methylcinnamate, glyceryl ethylhexanoate dimethoxycinnamate, and di-(2-ethylhexyl)-4'-methoxybenzalmalonate.

[0102] Dibenzoylmethane derivatives include, but are not limited to, 4-tert-butyl-4'-methoxydibenzoylmethane (eg, "Parsol 1789"), and the like.

[0103] Examples of β,β-diphenylacrylate derivatives include, but are not limited to, octocrylene (for example, "Uvinal N539" manufactured by BASF).

[0104] Examples of benzophenone derivatives include, but are not limited to, benzophenone-1 (e.g., "Uvinal 400"; manufactured by BASF), benzophenone-2 (e.g., "Uvinal D50"; manufactured by BASF), benzophenone-3 or oxybenzone (e.g., "Uvinal M40"; manufactured by BASF), benzophenone-4 (e.g., "Uvinal MS40"; manufactured by BASF), benzophenone-5, benzophenone-6 (e.g., "Helisorb 11"; manufactured by Norquay), benzophenone-8 (e.g., "Spectra-Sorb UV-24"; manufactured by American Cyanamid), benzophenone-9 (e.g., "Uvinal DS-49"; manufactured by BASF), and benzophenone-12.

[0105] Examples of benzylidene camphor derivatives include, but are not limited to, 3-benzylidene camphor (e.g., "Mexoryl SD"; manufactured by Cimex), 4-methylbenzylidene camphor, benzylidene camphorsulfonic acid (e.g., "Mexoryl SL"; manufactured by Cimex), benzalkonium camphor methosulfate (e.g., "Mexoryl SO"; manufactured by Cimex), terephthalidene discamphorsulfonic acid (e.g., "Mexoryl SX"; manufactured by Cimex), and polyacrylamidomethyl benzylidene camphor (e.g., "Mexoryl SW"; manufactured by Cimex).

[0106] Examples of triazine derivatives include, but are not limited to, anisotriazine (e.g., "Tinosorb S"; manufactured by Ciba Specialty Chemicals), ethylhexyl triazone (e.g., "Uvinal T150"; manufactured by BASF), diethylhexylbutamido triazone (e.g., "Uvasorb HEB"; manufactured by Sigma 3V), bisethylhexyloxyphenol methoxyphenyl triazine, and 2,4,6-tris(diisobutyl-4'-aminobenzalmalonate)-s-triazine.

[0107] Examples of phenylbenzotriazole derivatives include, but are not limited to, drometrizole trisiloxane (e.g., Silatrizole; manufactured by Rhodia-Chemie) and methylenebis(benzotriazolyltetramethylbutylphenol) (e.g., Tinosorb M; manufactured by Ciba Specialty Chemicals).

[0108] Examples of anthranil derivatives include, but are not limited to, menthyl anthranilate (for example, "Neo Heliopan MA"; manufactured by Herman & Reimer).

[0109] Imidazoline derivatives include, but are not limited to, ethylhexyldimethoxybenzylidene dioxoimidazoline propionate and the like.

[0110] Examples of benzalmalonate derivatives include, but are not limited to, polyorganosiloxanes having benzalmalonate functional groups (for example, polysilicone-15; "Parsol SLX"; manufactured by DSM Nutrition Japan).

[0111] Examples of 4,4-diarylbutadiene derivatives include, but are not limited to, 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene and the like.

[0112] Among the above-mentioned oil-based ultraviolet absorbents, if they are solid at 25°C and are blended in the water phase of the composition of the present invention as a water dispersion, they are classified as the above-mentioned "water-dispersible ultraviolet absorbents."

[0113] Examples of hydrocarbon oils include, but are not limited to, liquid paraffin, paraffin, hydrogenated polydecene, squalane, squalene, pristane, petrolatum, light liquid isoparaffin (also called "hydrogenated polyisobutene"), isododecane, and isohexadecane.

[0114] The silicone oil may be selected from volatile and non-volatile linear, branched, or cyclic silicone oils. More specifically, examples of the silicone oil include, but are not limited to, methylpolysiloxane, methylphenylpolysiloxane, methylpolycyclosiloxane, methylhydrogenpolysiloxane, dimethylsiloxane, dimethylsiloxane-methyl (POE) siloxane copolymer, high-polymerized methylpolysiloxane, dimethylsiloxane-methyl (POP) siloxane copolymer, tetradecamethylhexasiloxane, octamethyltrisiloxane, dimethylsiloxane-methylcetyloxysiloxane copolymer, decamethyltetrasiloxane, cyclopentasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, hexadecamethylcycloheptasiloxane, etc.

[0115] (Other added ingredients) The composition of the present invention may optionally contain other additives such as surfactants, other aqueous components, moisturizers, oils and fats, higher alcohols, antioxidants, alcohols, cosmetic ingredients, lecithin, glycolipids, plant extracts, preservatives, fragrances, pH adjusters, and colorants, as long as the effects of the present invention are not impaired.

[0116] <Uses of the composition of the present invention> The composition of the present invention can be suitably used as a cosmetic or a raw material thereof. Furthermore, since the composition of the present invention is an oil-in-water emulsion cosmetic composition or an aqueous cosmetic composition, it can be used to produce a cosmetic that provides a fresh feeling while having high water resistance.

[0117] Therefore, the composition of the present invention can be suitably used, for example, as a sunscreen cosmetic, a makeup base, a concealer, or a foundation, or as a raw material thereof. In one embodiment of the present invention, the composition of the present invention may be used for a sunscreen cosmetic. When the composition of the present invention is a sunscreen cosmetic, it is preferable that the composition of the present invention further contains the above-mentioned oily ultraviolet absorber, from the viewpoint of further improving the ultraviolet protection effect.

[0118] Furthermore, the formulation of the composition of the present invention or a cosmetic containing the composition of the present invention is not particularly limited, and may be, for example, a liquid, gel, emulsion, cream, or solid formulation.

[0119] Furthermore, the cosmetic composition according to the present invention may be a two-layer type that is shaken and / or mixed when used, or may be a type that is used as is.

[0120] <Method for producing the composition of the present invention> The method for producing the composition of the present invention is not particularly limited, and can be carried out by a conventional method.

[0121] For example, when the composition of the present invention is an oil-in-water emulsion cosmetic composition, the composition of the present invention can be produced by a method comprising preparing an oil phase part and an aqueous phase part in advance, and emulsifying the oil phase by mixing and / or stirring while gradually adding the oil phase to the aqueous phase. [Example]

[0122] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these. Unless otherwise specified, the blending amounts in the tables are expressed in mass %.

[0123] Examples 1 to 3 and Comparative Example 1 Based on the formulations in Table 1, oil-in-water emulsion cosmetic compositions of Examples 1 to 3 and Comparative Example 1 were prepared.

[0124] The water resistance of each of the resulting compositions was evaluated as follows, and the results are shown in Table 1.

[0125] (Water resistance evaluation) An equal amount of each composition sample was applied to a resin plate with a finger for 60 seconds, allowed to dry for 15 minutes, and then the absorbance in the wavelength range of 280 to 400 nm was measured using a Hitachi U-3500 automatic recording spectrophotometer.

[0126] The plate was thoroughly immersed in water with a hardness of 50 to 500, and stirred at 300 rpm using a Three-One motor for 30 minutes. The plate was then dried for 15 to 30 minutes until all water droplets on the surface had disappeared, and the absorbance was measured again.

[0127] The rate of change in absorbance before and after the water bath was calculated using the following formula: Absorbance change rate (%) = (absorbance after water bath) / (absorbance before water bath) x 100

[0128] Using the rate of change in absorbance obtained in Comparative Example 1 as a standard, the Examples and other Comparative Examples were evaluated based on the degree to which their water resistance had increased from this standard (rate of change in absorbance in each of the Examples and other Comparative Examples - rate of change in absorbance in Comparative Example 1). The evaluation criteria were as follows: "A": If it increases by 20% or more, "B": If it increases by 10% or more but less than 20% "C": If the price rises by less than 10% (including if it does not rise at all).

[0129] [Table 1]

[0130] As is clear from Table 1, compared to the composition of Comparative Example 1, all of the compositions of Examples 1 to 3 were found to be superior in water resistance.

[0131] Examples 4 to 7 and Comparative Examples 2 to 3 Oil-in-water emulsion cosmetic compositions of Examples 4 to 7 and Comparative Examples 2 and 3 were prepared based on the formulations in Table 2. Water resistance of each of the resulting compositions was evaluated in the same manner as above. Note that Comparative Example 2 was used as the comparison standard for Examples 4 to 6, and Comparative Example 3 was used as the comparison standard for Example 7. The results obtained are shown in Table 2.

[0132] [Table 2]

[0133] As is clear from the results in Table 2, the compositions of Examples 4 to 6 all have superior water resistance compared to the composition of Comparative Example 2, and the composition of Example 7 has superior water resistance compared to the composition of Comparative Example 3.

[0134] Examples 8 to 9 and Comparative Examples 4 to 5 Oil-in-water emulsion cosmetic compositions of Examples 8 and 9 and Comparative Examples 4 and 5 were prepared based on the formulations in Table 3. Water resistance of each of the resulting compositions was evaluated in the same manner as above. Note that Comparative Example 4 was used as the comparison standard for Example 8, and Comparative Example 5 was used as the comparison standard for Example 9. The results obtained are shown in Table 3.

[0135] [Table 3]

[0136] As is clear from the results in Table 3, the composition of Example 8 has superior water resistance compared to the composition of Comparative Example 4, and the composition of Example 9 has superior water resistance compared to the composition of Comparative Example 5.

[0137] Examples 10 to 11 and Comparative Examples 6 to 10 Based on the formulations in Table 4, aqueous cosmetic compositions of Examples 10-11 and Comparative Examples 6-10 were prepared. The water resistance of each of the resulting compositions was evaluated in the same manner as above. Comparative Example 6 was used as a control. The results are shown in Table 4.

[0138] [Table 4]

[0139] As is clear from the results in Table 4, compared to the compositions of Comparative Examples 6 to 10, the compositions of Examples 10 and 11 were all found to be superior in water resistance.

Claims

1. An oil-in-water emulsion cosmetic composition or an aqueous cosmetic composition, In the aqueous phase, a water-dispersible ultraviolet absorber that is solid at 25°C; associative thickeners, Carboxylic acid-modified silicone, and Basic compounds A composition comprising:

2. 2. The composition of claim 1, wherein the water-dispersible ultraviolet absorber comprises at least one selected from the group consisting of methylene bisbenzotriazolyl tetramethylbutylphenol, trisbiphenyl triazine, and bisethylhexyloxyphenol methoxyphenyl triazine.

3. 10. The composition of claim 1, wherein the associative thickener comprises a hydrophobically modified polyether urethane and / or a hydrophobically modified alkyl cellulose.

4. The composition of claim 3, wherein the hydrophobically modified polyether urethane has a structure represented by the following formula (1): 【Chemistry 1】 In formula (1), R 11 , R 12 and R 14 each independently represents a hydrocarbon group, R 13 represents a hydrocarbon group which may have a urethane bond, R 15 represents a linear, branched or secondary hydrocarbon group; m is a number equal to or greater than 2; h is a number greater than or equal to 1, and k and n are each independently a number from 0 to 1,000.

5. The hydrophobically modified polyether urethane is R 11 - [(O-R 12 ) k -OH] m and one or more polyether polyols represented by R 13 -(NCO) h+1 and one or more polyisocyanates represented by HO—(R 14 -O) n -R 15 4. The composition of claim 3, wherein the polyether monoalcohol is a reaction product of one or more of the following:

6. The composition according to claim 1, wherein the carboxylic acid-modified silicone has a structure represented by the following formula (4): 【Chemistry 2】 In formula (4), Rc is a group represented by the general formula: -R 1 - (OR 2 ) v-(O) w-R 3 -COOH (where R 1 represents a linear or branched alkylene group having 2 to 22 carbon atoms; R 2 represents a linear or branched alkylene group having 2 to 4 carbon atoms; R 3 represents a bond (-) or a linear or branched alkylene group having 1 to 22 carbon atoms, v represents a number from 0 to 200, and w represents a number of 0 or 1), Each Rx may be the same or different and represents an alkyl or alkoxy group having 1 to 22 carbon atoms, or a phenyl group; each Ry represents Rc or Rx; a and b are each a positive number; a+b are numbers ranging from 2 to 20, and a / b is in the range of 0.3 to 3.

0.

7. An oil-in-water emulsion cosmetic composition, The oil phase further contains an oil-based ultraviolet absorber. The composition of claim 1.

8. The composition according to any one of claims 1 to 7, which is used as a sunscreen cosmetic.

Citation Information

Patent Citations

  • Oil-in-water emulsion cosmetic composition

    WO2020036064A1