Cosmetic composition

The cosmetic composition with a hydrophobically modified polyether urethane and a specific compound improves spreadability by dissolving in the aqueous phase and interacting with the thickener, addressing the spreadability issues of associative thickeners.

JP2025173276APending Publication Date: 2025-11-27SHISEIDO CO LTD
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Patent Information

Application Number
JP2024078784
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

Cosmetic compositions thickened using associative thickeners face challenges in terms of spreadability upon application.

Method used

A cosmetic composition comprising an associative thickener, a hydrophobically modified polyether urethane, and a compound represented by a specific general formula, along with water, which enhances spreadability by dissolving the compound in the aqueous phase and interacting with the hydrophobic groups of the thickener.

Benefits of technology

The composition achieves improved spreadability upon application, as demonstrated by expert panel evaluations.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

To provide a novel cosmetic composition in which spreadability during application is improved.SOLUTION: A cosmetic composition comprises (A) an associative thickener, (B) at least one compound selected from a compound represented by general formula (1) in the figure and a pharmacologically acceptable salt thereof, and (C) water. (In the formula, R1, R3, R4 and R6 are each independently an alkyl group having 1 to 3 carbon atoms, and R2 and R5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.)SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a cosmetic composition. [Background technology]

[0002] In the field of cosmetics, associative thickeners, typified by hydrophobically modified polyether urethane, are sometimes used to increase viscosity.

[0003] For example, Patent Document 1 discloses a sheet-type cosmetic material obtained by impregnating a nonwoven fabric with a base containing at least (A) a hydrophobically modified polyether urethane and (B) a salt-type whitening agent.

[0004] Patent Document 2 discloses a pyrimidylpyrazole compound that has an excellent melanin production inhibitory effect and is useful as a skin whitening agent. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] International Publication No. 2022 / 124201 [Patent Document 2] International Publication No. 2009 / 099192 Summary of the Invention [Problem to be solved by the invention]

[0006] However, cosmetic compositions thickened using associative thickeners have room for improvement in terms of spreadability upon application.

[0007] The present invention is intended to improve the above-mentioned circumstances, and its object is to provide a novel cosmetic composition that has improved spreadability upon application. [Means for solving the problem]

[0008] The present invention that achieves the above object is as follows.

[0009] <Aspect 1> Ingredients: (A) associative thickener, (B) the following general formula (1): [ka] (In general formula (1), R1, R3, R4, and R6 are each independently an alkyl group having 1 to 3 carbon atoms, and R2 and R5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.) and at least one compound selected from the group consisting of compounds represented by the formula (I) and pharmacologically acceptable salts thereof; (C)Water A cosmetic composition comprising: <Aspect 2> A cosmetic composition according to Aspect 1, wherein the component (A) is a hydrophobically modified polyether urethane. <Aspect 3> A cosmetic composition according to Aspect 2, wherein the hydrophobically modified polyether urethane is a (PEG-240 / decyltetradeceth-20 / HDI) copolymer. <Aspect 4> In the general formula (1), R1, R3, R4, and R6 are methyl groups, and R2 and R5 are hydrogen atoms; The cosmetic composition according to any one of Aspects 1 to 3. <Aspect 5> Aspect 5. The cosmetic composition according to any one of Aspects 1 to 4, further comprising a component (D) a carbomer. <Aspect 6> Aspect 6. The cosmetic composition according to any one of aspects 1 to 5, wherein the component (A) is present in an amount of 0.1 parts by mass or more relative to 100 parts by mass of the total of the components (A), (B), and (C). <Aspect 7> Aspect 7. The cosmetic composition according to any one of Aspects 1 to 6, wherein the component (B) is contained in an amount of 1.0 to 1000 parts by mass relative to 100 parts by mass of the component (A). [Effects of the Invention]

[0010] According to the present invention, a novel cosmetic composition having improved spreadability upon application can be provided. 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") comprises: Ingredients: (A) associative thickener, (B) the following general formula (1): [ka] (In general formula (1), R1, R3, R4, and R6 are each independently an alkyl group having 1 to 3 carbon atoms, and R2 and R5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.) and at least one compound selected from the group consisting of compounds represented by the formula (I) and pharmacologically acceptable salts thereof; (C)Water A cosmetic composition comprising or consisting of is.

[0013] The composition of the present invention contains an associative thickener, but has improved spreadability upon application. Without being limited by theory, this is presumably due to the fact that a compound having a specific structure (i.e., a compound represented by general formula (1) or a pharmacologically acceptable salt thereof) is essentially water-soluble and therefore exists dissolved in water (or in an aqueous phase), while interacting in some way with the hydrophobic group of the associative thickener.

[0014] Each component contained in the composition of the present invention will be described in detail below.

[0015] <Component (A) Associative Thickener> The composition of the present invention contains at least one associative thickener as component (A). In the present invention, the term "associative thickener" refers to an amphiphilic thickener having both hydrophilic and hydrophobic groups in the molecular chain, and which exhibits a thickening effect in, for example, an aqueous solvent, as the hydrophobic groups associate with each other through hydrophobic interactions.

[0016] By including an associative thickener in the composition of the present invention, the composition of the present invention can be thickened and the composition of the present invention can be made to have a wide range of states, for example, from a gel state to a liquid state before application to the skin or the like.

[0017] In the present invention, the associative thickener may be, for example, a hydrophobically modified polyether urethane.

[0018] As shown in Figure 1 of Japanese Patent Application Laid-Open No. 2009-234917, for example, in the hydrophobic modified polyether urethane, the hydrophobic portions of the copolymer associate with each other in an aqueous medium, and the hydrophilic portions form loops or bridges, thereby enabling the polyether urethane to exhibit a thickening effect.

[0019] In the present invention, the hydrophobically modified polyether urethane can be represented, for example, by the following formula (2): [ka] Here, in formula (2), R 11 , R 12 and R 14 each independently represents a hydrocarbon group, and R 13 represents a hydrocarbon group which may have a urethane bond, and R 15 represents a linear, branched or secondary hydrocarbon group; m is a number of 2 or more; h is a number of 1 or more; and k and n are each independently a number of 0 to 1000.

[0020] More specifically, in the above formula (2), R 11 , R 12 and R14 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.

[0021] In the above formula (2), 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.

[0022] In the above formula (2), R 15 represents a linear, branched or secondary hydrocarbon group. 15 may be an alkyl group having 8 to 36 carbon atoms.

[0023] In the above formula (2), 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.

[0024] In the present invention, the hydrophobically modified polyether urethane, particularly the hydrophobically modified polyether urethane represented by the above formula (2), 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 (2), and one or more polyether polyols represented by R 13 -(NCO) h+1 (where R 13 , h is as defined in the above formula (2), and one or more polyisocyanates represented by HO-(R 14 -O) n -R15 (where R 14 , R 15 , n is as defined in formula (2) above), and may be a reaction product with one or more polyether monoalcohols.

[0025] Furthermore, R in equation (2) 11 ~R15 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.

[0026] 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.

[0027] 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.

[0028] 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.

[0029] 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.

[0030] 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.

[0031] 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.

[0032] 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.

[0033] 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.

[0034] Examples of alicyclic diisocyanates include, but are not limited to, hydrogenated xylylene diisocyanate and isophorone diisocyanate.

[0035] Examples of biphenyl diisocyanates include, but are not limited to, biphenyl diisocyanate, 3,3'-dimethylbiphenyl diisocyanate, and 3,3'-dimethoxybiphenyl diisocyanate.

[0036] 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.

[0037] 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.

[0038] 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.

[0039] 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.

[0040] The above formula HO-(R 14 -O) n -R 15The 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.

[0041] Also, R 15 is a hydrocarbon group or a fluorocarbon group, preferably an alkyl group, and more preferably has a total of 8 to 36 carbon atoms, particularly preferably 12 to 24 carbon atoms.

[0042] 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.

[0043] 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.

[0044] 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 15When reacting with a polyether monoalcohol (C) represented by the formula (1), by-products other than the copolymer having the structure of formula (2) may also be produced. For example, when a diisocyanate is used, the CBABC copolymer represented by formula (2) 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 mixture containing the copolymer of formula (1) can be used in the present invention without separating the copolymer of formula (1).

[0045] 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).

[0046] In the composition of the present invention, the content of component (A) is not particularly limited, and may be adjusted, for example, as follows.

[0047] That is, relative to 100 parts by mass in total of component (A), component (B) described later, and component (C) described later, component (A) may be, for example, 0.01 parts by mass or more, 0.05 parts by mass or more, 0.1 parts by mass or more, 0.2 parts by mass or more, 0.3 parts by mass or more, 0.4 parts by mass or more, 0.5 parts by mass or more, 0.6 parts by mass or more, 0.7 parts by mass or more, 0.8 parts by mass or more, 0.9 parts by mass or more, 1.0 parts by mass or more, 1.1 parts by mass or more, 1.2 parts by mass or more, 1.3 parts by mass or more, 1.4 parts by mass or more, 1.5 parts by mass or more, 1.6 parts by mass or more 1.7 parts by mass or more, 1.8 parts by mass or more, or 1.9 parts by mass or more, and 10 parts by mass or less, 9.5 parts by mass or less, 9.0 parts by mass or less, 8.5 parts by mass or less, 8.0 parts by mass or less, 7.5 parts by mass or less, 7.0 parts by mass or less, 6.5 parts by mass The amount may be 6.0 parts by mass or less, 5.5 parts by mass or less, 5.0 parts by mass or less, 4.5 parts by mass or less, 4.0 parts by mass or less, 3.5 parts by mass or less, 3.0 parts by mass or less, 2.5 parts by mass or less, 2.0 parts by mass or less, 1.5 parts by mass or less, or 1.0 parts by mass or less.

[0048] Furthermore, in the composition of the present invention, the content of component (A) may be, for example, 0.01 mass% or more, 0.05 mass% or more, 0.08 mass% or more, 0.1 mass% or more, 0.5 mass% or more, 0.8 mass% or more, 1.0 mass% or more, 1.2 mass% or more, 1.5 mass% or more, or 1.7 mass% or more, relative to the entire composition, and may be 10 mass% or less, 8.0 mass% or less, 5.0 mass% or less, or 2.0 mass% or less.

[0049] <Component (B)> The composition of the present invention contains, as component (B), at least one compound selected from compounds represented by the following general formula (1) and pharmacologically acceptable salts thereof. Here, the compound represented by general formula (1) is also referred to as a pyrimidylpyrazole compound. [ka] In general formula (1), R1, R3, R4, and R6 are each independently an alkyl group having 1 to 3 carbon atoms, and R2 and R5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

[0050] In the present invention, the "alkyl group having 1 to 3 carbon atoms" may be a linear, branched, or cyclic saturated hydrocarbon group having 1 to 3 carbon atoms. More specific examples of the alkyl group having 1 to 3 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, and a cyclopropyl group. Of these, preferred alkyl groups include a methyl group or an ethyl group, with a methyl group being particularly preferred.

[0051] In one embodiment of the present invention, component (B) may be a compound or a pharmacologically acceptable salt thereof in which R1, R3, R4, and R6 are methyl groups. In another embodiment of the present invention, R2 and R5 may be hydrogen atoms. In a further embodiment of the present invention, it is preferred that R1, R3, R4, and R6 are methyl groups, and R2 and R5 are hydrogen atoms.

[0052] In the present invention, examples of the compound represented by general formula (1) and its pharmacologically acceptable salts include, but are not limited to, inorganic acid salts such as hydrochloride, hydrobromide, sulfate, and phosphate, and organic acid salts such as acetate, propionate, citrate, lactate, oxalate, maleate, fumarate, succinate, tartrate, and methanesulfonate. The method for obtaining a pharmacologically acceptable salt of the compound represented by general formula (1) is not particularly limited, and for example, a method of converting the compound represented by general formula (1) into an acid addition salt using a desired inorganic or organic acid by a conventional method may be used.

[0053] In the present invention, the compound represented by general formula (1) may be synthesized using a known method (for example, the synthesis method disclosed in Patent Document 2 or the method for producing a pyrimidinylpyrazole compound disclosed in International Publication No. 2011 / 086955), or may be obtained from a commercially available product.

[0054] In the composition of the present invention, the content of component (B) is not particularly limited, and may be adjusted, for example, as follows.

[0055] That is, relative to 100 parts by mass of the above-mentioned component (A), the amount of component (B) may be 1.0 part by mass or more, 5.0 parts by mass or more, 10 parts by mass or more, 15 parts by mass or more, 20 parts by mass or more, 25 parts by mass or more, 30 parts by mass or more, 35 parts by mass or more, 40 parts by mass or more, 45 parts by mass or more, 50 parts by mass or more, 100 parts by mass or more, 150 parts by mass or more, 200 parts by mass or more, 250 parts by mass or more, 300 parts by mass or more, 350 parts by mass or more, 400 parts by mass or more, 450 parts by mass or more, or 500 parts by mass or more, and may be 1000 parts by mass or less, 800 parts by mass or less, 500 parts by mass or less, 300 parts by mass or less, 100 parts by mass or less, or 80 parts by mass or less.

[0056] Furthermore, in the composition of the present invention, the content of component (B) may be, for example, 0.01% by mass or more, 0.05% by mass or more, 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, 1.0% by mass or less, or 0.5% by mass or less, relative to the entire composition.

[0057] <Ingredient (C) Water> The composition of the present invention contains water as component (C).

[0058] In the present invention, the water is not particularly limited and may be, for example, water used in cosmetics and quasi-drugs. For example, ion-exchanged water, distilled water, ultrapure water, and tap water can be used.

[0059] In the composition of the present invention, the content of component (C) is not particularly limited and may be, for example, 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass or more, 45% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, 70% by mass or more, 75% by mass or more, 80% by mass or more, 85% by mass or more, or 90% by mass or more, and may be 99% by mass or less, 95% by mass or less, or 90% by mass or less, based on the entire composition.

[0060] <Other ingredients> In addition to the above-described components, the composition of the present invention may further contain other components within the range that does not impair the effects of the present invention. The other components will be described below as examples, but the present invention is not limited to these other components.

[0061] (Component (D) Carbomer) The composition of the present invention may optionally further comprise at least one carbomer as component (D). By including a carbomer, the spreadability of the composition of the present invention upon application can be further improved.

[0062] In the present invention, a carbomer is a water-soluble vinyl polymer having a carboxyl group, and specifically refers to a polymer having acrylic acid and / or methacrylic acid as the main chain, and is also called a "carboxyvinyl polymer."

[0063] Commercially available carbomers that can be used include, for example, Carbopol (registered trademark) 940, Carbopol (registered trademark) 941, Carbopol (registered trademark) 980, and Carbopol (registered trademark) 981 (all manufactured by Lubrizol Corporation).

[0064] In the composition of the present invention, when component (D) is contained, its content is not particularly limited and may be, for example, 0.01 mass% or more, 0.05 mass% or more, 0.10 mass% or more, or 0.15 mass% or more, and may be 1.0 mass% or less, 0.8 mass% or less, 0.5 mass% or less, or 0.3 mass% or less, relative to the entire composition.

[0065] (optional ingredient) The compositions of the present invention may further comprise, as an optional ingredient, for example, at least one moisturizer.

[0066] The moisturizer is not particularly limited, and examples thereof include, but are not limited to, dipropylene glycol, glycerin, diethylene glycol, butylene glycol, polyethylene glycol, hexylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, elastin, amino acids, nucleic acids, cholesteryl-12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO)PO adduct, Rosa serrata extract, Botrytis extract, and Melilot extract.

[0067] When a moisturizing agent is contained in the composition of the present invention, its content is not particularly limited and may be, for example, 0.01% by mass or more, 0.1% by mass or more, 1.0% by mass or more, or 5.0% by mass or more, and may be 50% by mass or less, 40% by mass or less, 30% by mass or less, 20% by mass or less, 15% by mass or less, or 10% by mass or less, relative to the entire composition.

[0068] The composition of the present invention may also contain optional ingredients commonly used in external skin preparations such as cosmetics and pharmaceuticals, such as oils, humectants, UV protection agents, antioxidants, sequestering agents, surfactants, preservatives, fragrances, alcohols, other thickeners, powders, coloring materials, herbal medicines, and various other medicinal ingredients and drugs, as needed. Furthermore, other whitening agents, such as vitamin C, magnesium ascorbyl phosphate, ascorbyl glucoside, arbutin, kojic acid, rucinol, ellagic acid, tranexamic acid, alkoxysalicylic acid, and linoleic acid, may also be incorporated into the composition of the present invention.

[0069] The composition of the present invention is widely applicable in the fields of cosmetics, pharmaceuticals and quasi-drugs.

[0070] The dosage form of the composition of the present invention is preferably a dosage form that can be applied to the skin, and may be any dosage form, such as a solution, emulsion, solid, semi-solid, powder, powder dispersion, water-oil two-layer separation, water-oil-powder three-layer separation, ointment, gel, aerosol, mousse, stick, or the like.

[0071] The composition of the present invention may be used in any form, including, for example, facial cosmetics such as lotion, emulsion, cream, pack, essence, gel, etc., and makeup cosmetics such as foundation, makeup base, concealer, etc. Alternatively, the composition of the present invention may be used as a raw material for these cosmetics. [Example]

[0072] 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 are expressed in mass %.

[0073] Examples 1 to 6 and Comparative Examples 1 and 2 Compositions of Examples 1 to 6 and Comparative Examples 1 and 2 were prepared based on the formulations in Table 1. The compound of general formula (1) blended in each example was 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride, which was synthesized as follows.

[0074] A 50 mL recovery flask was charged with 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine (1.00 g, 4.94 mmol) and methanol (4.94 mL), and 1.0 N hydrochloric acid (4.94 mL) was added dropwise at room temperature. After the addition was complete, the mixture was stirred at room temperature for 1 hour. After the reaction was complete, the solvent was distilled off under reduced pressure, and the resulting solid was recrystallized from a mixed solvent of ethanol and ethyl acetate to obtain 0.93 g (79% yield) of 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride.

[0075] Here, when the structure of the synthesized 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride was applied to the general formula (1) according to the present invention, R1, R3, R4, and R6 were methyl groups, and R2 and R5 were hydrogen atoms. [ka]

[0076] Furthermore, each synthesized composition was evaluated for spreadability upon application by a panel of 10 experts, using the following evaluation criteria. The evaluation results are shown in Table 1. (Evaluation of spreadability when applied) "A": Compared to the reference composition, more than 8 out of 10 people felt that the spread was improved; "B": 5 to 7 out of 10 people felt that the spread was improved compared to the reference composition; "C": 3-4 out of 10 people felt that the spread was improved compared to the reference composition; "D": Compared to the reference composition, 2 or fewer people out of 10 felt that the spread was improved.

[0077] The reference composition was the composition of Comparative Example 1. When the composition of Comparative Example 1 was applied, a comprehensive evaluation was carried out by a panel of 10 experts, and 8 or more of the experts felt that it had "poor spread."

[0078] [Table 1]

[0079] As is clear from the results in Table 1, compared to Comparative Example 1, all of the compositions of Examples 1 to 6 had better spreadability when applied.

[0080] On the other hand, in the case of Comparative Example 2, which contained ascorbyl glucoside (also known as "L-ascorbic acid 2-glucoside"), which is known as a salt-type whitening agent, instead of component (B), it was found that the effect of improving spreadability was low.

[0081] Examples 7 and 8, and Comparative Examples 3 to 5 Compositions of Examples 7 and 8 and Comparative Examples 3 to 5 were prepared based on the formulations in Table 2. The compound of general formula (1) blended in each example was the same as in Example 1 above.

[0082] The synthesized compositions were evaluated for spreadability upon application in the same manner as described above. The evaluation results are shown in Table 2. The composition of Comparative Example 3 was used as the reference composition for the evaluation of Example 7 and Comparative Example 4, and the composition of Comparative Example 5 was used as the reference composition for the evaluation of Example 8.

[0083] [Table 2]

[0084] As is clear from the results in Table 2, it was found that all of the compositions of Example 7 had better spreadability when applied than those of Comparative Example 3. It was also found that all of the compositions of Example 8 had better spreadability when applied than those of Comparative Example 5.

[0085] On the other hand, in the case of Comparative Example 4, in which ascorbyl glucoside (also known as "L-ascorbic acid 2-glucoside"), which is known as a salt-type whitening agent, was blended instead of component (B), it was found that the effect of improving spreadability was low.

Claims

1. Ingredients: (A) an associative thickener, (B) the following general formula (1): 【Chemistry 1】 (In general formula (1), R 1 , R 3 , R 4 , and R 6 are each independently an alkyl group having 1 to 3 carbon atoms, and R 2 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. and at least one compound selected from the group consisting of compounds represented by the formula (I) and pharmacologically acceptable salts thereof; (C) Water A cosmetic composition comprising:

2. The cosmetic composition according to claim 1 , wherein the component (A) is a hydrophobically modified polyether urethane.

3. The cosmetic composition according to claim 2, wherein the hydrophobically modified polyether urethane is a (PEG-240 / decyltetradeceth-20 / HDI) copolymer.

4. In the general formula (1), R 1 , R 3 , R 4 , and R 6 is a methyl group, and R 2 and R 5 is a hydrogen atom, The cosmetic composition according to claim 1.

5. The cosmetic composition according to claim 1, further comprising component (D) a carbomer.

6. 2. The cosmetic composition according to claim 1, wherein the component (A) is present in an amount of 0.01 parts by mass or more relative to a total of 100 parts by mass of the components (A), (B), and (C).

7. 2. The cosmetic composition according to claim 1, wherein the component (B) is contained in an amount of 1.0 to 1000 parts by mass relative to 100 parts by mass of the component (A).

Citation Information

Patent Citations

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