Cosmetic composition

By using associative thickeners and compounds with specific structures, along with their salts and water, the spreadability during application is improved, solving the problem of insufficient spreadability in existing cosmetic compositions and achieving better application results.

CN120938835APending Publication Date: 2025-11-14SHISEIDO CO LTD
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Patent Information

Application Number
CN202510560898.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-05-14
Filing Date
2025-04-30
Publication Date
2025-11-14

AI Technical Summary

Technical Problem

Existing cosmetic compositions do not spread well when applied.

Method used

By employing a composition comprising an associative thickener, a compound with a specific structure, and a pharmacologically permissible salt and water, the spreadability during application is improved through the interaction between the hydrophobically modified polyether urethane and the compound.

Benefits of technology

It improves the spreadability of the cosmetic composition during application, providing a better application effect.

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Abstract

The present invention addresses the problem of providing a novel cosmetic composition having improved spreadability when applied. [Solution] A cosmetic composition comprising (A) an associative thickener, (B) at least one compound selected from the group consisting of compounds represented by general formula (1) and pharmacologically acceptable salts thereof, and (C) water. (In general formula (1), R1, R3, R4 and R6 are each independently an alkyl group having 1-3 carbon atoms, and R2 and R5 are each independently a hydrogen atom or an alkyl group having 1-3 carbon atoms. )
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Description

Technical Field

[0001] This invention relates to cosmetic compositions. Background Technology

[0002] In the cosmetics industry, associative thickeners, such as hydrophobically modified polyether urethane, are sometimes used to achieve high viscosity.

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

[0004] In addition, Patent Document 2 discloses a pyrimidinylpyrazole compound that has excellent melanin production inhibition effect and is useful as a whitening agent.

[0005] Existing technical documents

[0006] Patent documents

[0007] Patent Document 1: International Publication No. 2022 / 124201

[0008] Patent Document 2: International Publication No. 2009 / 099192 Summary of the Invention

[0009] The problem that the invention aims to solve

[0010] However, cosmetic compositions thickened with associative thickeners have room for improvement in terms of spreadability during application.

[0011] The present invention aims to improve the above-mentioned situation, and its object is to provide a new cosmetic composition that improves the spreadability during application.

[0012] Methods for solving problems

[0013] The present invention, which achieves the above objectives, is described below.

[0014] <Option 1>

[0015] A cosmetic composition comprising the following ingredients:

[0016] (A) Associative thickeners;

[0017] (B) At least one compound selected from compounds represented by general formula (1) below and their pharmacologically permissible salts; and

[0018] (C) Water.

[0019]

[0020] (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.)

[0021] Option 2

[0022] According to the cosmetic composition of Scheme 1, the above component (A) is a hydrophobically modified polyether urethane.

[0023] Option 3

[0024] According to the cosmetic composition of Scheme 2, the above-mentioned hydrophobically modified polyether urethane is PEG-240 / HDI copolymer bis-decyltetradecyl alcohol polyether-20 ether.

[0025] Option 4

[0026] According to any one of Schemes 1 to 3, the cosmetic composition in the above general formula (1)

[0027] R1, R3, R4, and R6 are methyl groups, and,

[0028] R2 and R5 are hydrogen atoms.

[0029] Option 5

[0030] The cosmetic composition according to any one of Schemes 1 to 4 further comprises component (D) carbomer.

[0031] <Option 6>

[0032] According to any one of Schemes 1 to 5, in the cosmetic composition, the component (A) is 0.1 parts by mass or more relative to the total of 100 parts by mass of the above-mentioned component (A), the above-mentioned component (B) and the above-mentioned component (C).

[0033] <Option 7>

[0034] According to any one of Schemes 1 to 6, the cosmetic composition comprises, relative to 100 parts by weight of component (A), 1.0 to 1000 parts by weight of component (B).

[0035] The effects of the invention

[0036] According to the present invention, a new cosmetic composition with improved spreadability during application can be provided. Detailed Implementation

[0037] The embodiments of the present invention will now be described in detail. However, the present invention is not limited to the following embodiments and can be implemented in various ways within the scope of the invention's intent.

[0038] Cosmetic Compositions

[0039] The cosmetic composition of the present invention is the following cosmetic composition (hereinafter also simply referred to as "the composition of the present invention"), which contains or is composed of the following ingredients:

[0040] (A) Associative thickeners;

[0041] (B) At least one compound selected from compounds represented by general formula (1) below and their pharmacologically permissible salts; and

[0042] (C) Water.

[0043]

[0044] (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.)

[0045] The compositions of the present invention contain an associative thickener, but the spreadability upon application is improved. Although not theoretically limited, it is presumed that this effect is achieved by the fact that compounds having a specific structure (i.e., compounds represented by general formula (1) or their pharmacologically permissible salts) are substantially water-soluble and thus dissolve in water (or in the aqueous phase), and on the other hand, interact with the hydrophobic base of the associative thickener.

[0046] The components contained in the composition of the present invention will be described in detail below.

[0047] <Ingredient (A) Associative Thickener>

[0048] The composition of the present invention comprises at least one associative thickener as component (A). In the present invention, "associative thickener" refers to an amphiphilic thickener having hydrophilic and hydrophobic groups in its molecular chain, for example, exhibiting a thickening effect in an aqueous solvent by associating the hydrophobic groups with each other through hydrophobic interactions.

[0049] 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 before being applied to the skin, etc., can be in a wide range of states, for example, from a gel state to a liquid state.

[0050] In this invention, the associative thickener may be, for example, a hydrophobically modified polyether urethane.

[0051] Hydrophobically modified polyether urethanes, such as those disclosed in Japanese Patent Application Publication No. 2009-234917, as shown in Figure 1, exhibit a thickening effect in water-soluble media, where the hydrophobic portions of the copolymer associate with each other and the hydrophilic portions form rings or bridges.

[0052] In this invention, the hydrophobically modified polyether urethane can be represented, for example, by the following formula (2):

[0053]

[0054] Here, in equation (2), R 11 R 12 and R 14 Each independently represents a hydrocarbon group, R 13 R represents a hydrocarbon group that can have a carbamate bond. 15 It represents a straight chain, branched chain, or secondary hydrocarbon group, where m is a number greater than 2, h is a number greater than 1, and k and n are each independent numbers from 0 to 1000.

[0055] More specifically, in equation (2) above, R 11 R 12 and R 14 Each group independently represents a hydrocarbon group. R is preferred. 11 R 12 and R 14 Each can be an alkylene group or a phenyl ethylene group having 2 to 4 carbon atoms.

[0056] In equation (2) above, R 13 This indicates a hydrocarbon group that may have a carbamate bond. Here, as a hydrocarbon group, an alkylene group having 1 to 10 carbon atoms is preferred.

[0057] In equation (2) above, R 15 Indicates a straight-chain, branched, or secondary hydrocarbon group. R is preferred. 15 It can be an alkyl group with 8 to 36 carbon atoms.

[0058] In equation (2) above, m is a number greater than 2. h is a number greater than 1. k and n are each independent numbers from 0 to 1000.

[0059] In this invention, the hydrophobically modified polyether urethane, particularly the hydrophobically modified polyether urethane of formula (2) above, can be, for example, R 11 -[(OR 12 ) k -OH]m(here, R 11 R 12 One or more polyether polyols, k, m as defined in formula (2) above, and R 13 -(NCO) h+1 (Here, R) 13 One or more polyisocyanates (as defined in formula (2) above) and HO-(R) 14 -O) n-R15 (here, R) 14 R 15 The reaction product of one or more polyether monohydric alcohols as defined in formula (2) above.

[0060] Furthermore, R in equation (2) 11 ~R 15 It can be used through R 11 -[(OR 12 ) k -OH]m、R 13 -(NCO) h+1 ,HO-(R 14 -O) n -R 15 The ratio of the above three components is not particularly limited. The ratio of hydroxyl groups from polyether polyols and polyether monools to isocyanate groups from polyisocyanates can be NCO / OH = 0.8:1 to 1.4:1.

[0061] The above formula R 11 -[(OR 12 ) k The polyether polyol compound represented by -OH]m can be formed by addition polymerization of ethylene oxide, propylene oxide, butene oxide, epichlorohydrin and other olefin oxides, styrene oxide and other polyols with m-ary polyols.

[0062] Here, polyols with 2 to 8 members are preferred, such as ethylene glycol, propylene glycol, butanediol, hexanediol, neopentyl glycol, and other diols; glycerol, trihydroxyisobutane, 1,2,3-butanetriol, 1,2,3-pentanetriol, 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, 2,4-dimethyl-2,3... Trihydric alcohols such as 4-pentanetriol, pentamethylglycerol, pentaglycerol, 1,2,4-butanetriol, 1,2,4-pentanetriol, trimethylolpropane, and trihydroxymethylol; tetrahydric alcohols such as pentaerythritol, 1,2,3,4-pentanetriol, 2,3,4,5-hexanetriol, 1,2,4,5-pentanetriol, and 1,3,4,5-hexanetriol; pentahydric alcohols such as arabinitol, arabinitol, and xylitol; hexahydric alcohols such as dipentaerythritol, sorbitol, mannitol, and idotitol; and octylhydric alcohols such as sucrose, but not limited to these.

[0063] Furthermore, although R is determined by the addition of olefin oxides, styrene oxides, etc. 12 However, from the viewpoint of being particularly easy to obtain, olefin oxides or styrene oxides with 2 to 4 carbon atoms are preferred.

[0064] The olefin oxides, styrene oxides, etc., involved in the addition can be homopolymers, random polymers of two or more types, or block polymers. The addition method can be a conventional method. Furthermore, the degree of polymerization k is 0–1000, preferably 1–500, and more preferably 10–200. Additionally, the ethylene group in R… 12 The preferred proportion is all R 12 50-100% of the mass.

[0065] In addition, R 11 -[(OR 12 ) k -OH] m The molecular weight is preferably 5,000,000 to 100,000, and particularly preferably 10,000,000 to 50,000.

[0066] The above formula R 13 -(NCO) h+1 The polyisocyanates shown can have more than two isocyanate groups in the molecule. Examples include, but are not limited to, aliphatic diisocyanates, aromatic diisocyanates, alicyclic diisocyanates, biphenyl diisocyanates, di-, tri-, and tetra-isocyanates of phenylmethane.

[0067] Examples of aliphatic diisocyanates include, for example, methylene diisocyanate, dimethylene diisocyanate, 1,3-propane diisocyanate, 1,4-butane diisocyanate, 1,5-pentane diisocyanate, 1,6-hexane diisocyanate, dipropyl ether diisocyanate, 2,2-dimethylpentane diisocyanate, 3-methoxyhexane diisocyanate, 1,8-octane diisocyanate, 2,2,4-trimethylpentane diisocyanate, 1,9-nonane diisocyanate, 1,10-decane diisocyanate, 3-butoxyhexane diisocyanate, 1,4-butanediol dipropyl ether diisocyanate, thiodihexyl diisocyanate, isophthalic dimethyl diisocyanate, terephthalic dimethyl diisocyanate, tetramethylphthalic dimethyl diisocyanate, etc., but are not limited to these.

[0068] Examples of aromatic diisocyanates include, but are not limited to, m-phenylene diisocyanate, p-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, dimethylphenyl diisocyanate, ethylphenyl diisocyanate, isopropylphenyl diisocyanate, dimethylbiphenyl diisocyanate, 1,4-naphthalene diisocyanate, 1,5-naphthalene diisocyanate, 2,6-naphthalene diisocyanate, and 2,7-naphthalene diisocyanate.

[0069] Examples of alicyclic diisocyanates include, but are not limited to, hydrogenated diphenylmethylene diisocyanate and isophorone diisocyanate.

[0070] Examples of biphenyl diisocyanates include, but are not limited to, biphenyl diisocyanate, 3,3'-dimethylbiphenyl diisocyanate, and 3,3'-dimethoxybiphenyl diisocyanate.

[0071] Examples of diisocyanates of phenylmethane include, for instance, diphenylmethane-4,4'-diisocyanate, 2,2'-dimethyldiphenylmethane-4,4'-diisocyanate, diphenyldimethylmethane-4,4'-diisocyanate, 2,5,2',5'-tetramethyldiphenylmethane-4,4'-diisocyanate, cyclohexylbis(4-isocyanatophenyl)methane, and 3,3'-dimethoxydiphenylmethane-4,4'-diisocyanate. '-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, etc., but not limited to these.

[0072] Examples of triisocyanates of phenylmethane 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-isocyanate-methyloctane, 1,3,6-hexamethylene triisocyanate, dicycloheptane triisocyanate, tris(isocyanate-phenyl)thiophosphate, etc.

[0073] In addition, these polyisocyanate compounds can be used as dimers and trimers (isocyanurate bonds), and can also be reacted with amines to be used as biuret.

[0074] Furthermore, polyisocyanates containing urethane bonds, which have reacted these polyisocyanate compounds with polyols, can also be used. As the polyol, 2- to 8-membered polyols are preferred, and the aforementioned polyols are even more preferred. Additionally, polyisocyanates with 3 or more members can be used as R... 13 -(NCO) h+1 In this case, a polyisocyanate having the urethane bond is preferred.

[0075] The above formula HO-(R) 14 -O) n -R 15The polyether monohydric alcohol shown can be a linear, branched, or secondary monohydric alcohol polyether. Such compounds can be obtained by addition polymerization of ethylene oxide, propylene oxide, butene oxide, epichlorohydrin or other olefin oxides, styrene oxide, etc., with linear, branched, or secondary monohydric alcohols. Further details regarding linear alcohols, branched alcohols, and secondary alcohols can be found in Japanese Patent Application Publication No. 2009-234917.

[0076] In addition, R 15 It is a hydrocarbon group or a fluorinated carbon group, preferably an alkyl group, and its total number of carbon atoms is preferably 8 to 36, particularly preferably 12 to 24.

[0077] Furthermore, the olefin oxides, styrene oxides, etc., involved in the addition can be homopolymers, random polymers of two or more types, or block polymers. The addition method can be a conventional method. The degree of polymerization n is 0 to 1000, preferably 1 to 200, and more preferably 10 to 200. Additionally, the ethylene in R... 14 The preferred proportion is all R 14 50-100% by mass, more preferably 65-100% by mass.

[0078] As a method for producing the copolymer shown in formula (2) above, it is operated in the same way as the reaction of polyether and isocyanate, for example, it can be obtained by heating at 80 to 90°C for 1 to 3 hours to allow it to react.

[0079] Furthermore, in making R 11 -[(OR 12 ) k -OH] m The polyether polyol (A) and R shown 13 -(NCO) h+1 The polyisocyanate (B) shown is related to HO-(R) 14 -O) n -R 15 When the polyether monohydric alcohol (C) shown is reacted, substances other than copolymers of the structure of formula (2) are sometimes generated as byproducts. For example, when diisocyanate is used, a CBABC type copolymer of formula (2) is generated as the main product. In addition, copolymers of CBC type, CB-(AB)xABC type, etc., are sometimes generated as byproducts. In this case, in particular, the copolymer of formula (2) can be used in the present invention as a mixture containing copolymers of formula (2) without separating the copolymer.

[0080] In one embodiment of the present invention, the hydrophobically modified polyether urethane can be, for example, a PEG-240 / HDI copolymer bis-decyltetradecyl alcohol polyether-20 ether. Furthermore, commercially available products can be used as the hydrophobically modified polyether urethane. Examples of commercially available products include, for instance, "Adekanor (registered trademark) GT-700" (manufactured by ADEKA Co., Ltd.).

[0081] In the composition of the present invention, the content of component (A) is not particularly limited, and can be adjusted, for example, as follows.

[0082] That is, relative to a total of 100 parts by mass 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. More than 1.7 parts by weight, more than 1.8 parts by weight, or more than 1.9 parts by weight. Alternatively, it can be less than 10 parts by weight, less than 9.5 parts by weight, less than 9.0 parts by weight, less than 8.5 parts by weight, less than 8.0 parts by weight, less than 7.5 parts by weight, less than 7.0 parts by weight, less than 6.5 parts by weight, less than 6.0 parts by weight, less than 5.5 parts by weight, less than 5.0 parts by weight, less than 4.5 parts by weight, less than 4.0 parts by weight, less than 3.5 parts by weight, less than 3.0 parts by weight, less than 2.5 parts by weight, less than 2.0 parts by weight, less than 1.5 parts by weight, or less than 1.0 parts by weight.

[0083] Furthermore, in the composition of the present invention, the content of component (A) relative to the whole composition may, for example, be 0.01% by mass or more, 0.05% by mass or more, 0.08% by mass or more, 0.1% by mass or more, 0.5% by mass or more, 0.8% by mass or more, 1.0% by mass or more, 1.2% by mass or more, 1.5% by mass or more, or 1.7% by mass or more; or it may be 10% by mass or less, 8.0% by mass or less, 5.0% by mass or less, or 2.0% by mass or less.

[0084] <Ingredient (B)>

[0085] The compositions of the present invention comprise at least one compound selected from the compounds represented by the following general formula (1) and their pharmacologically permissible salts as component (B). Here, the compounds represented by general formula (1) are also referred to as pyrimidinylpyrazole compounds.

[0086]

[0087] Here, 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.

[0088] In this invention, the term "alkyl group having 1 to 3 carbon atoms" can be a straight-chain, branched, or cyclic saturated hydrocarbon group having 1 to 3 carbon atoms. More specifically, examples of alkyl groups having 1 to 3 carbon atoms include methyl, ethyl, n-propyl, isopropyl, and cyclopropyl. Among these, methyl or ethyl are preferred alkyl groups, with methyl being particularly preferred.

[0089] In one embodiment of the invention, component (B) can be a compound in which R1, R3, R4, and R6 are methyl groups or a pharmacologically permissible salt thereof. Furthermore, in other embodiments of the invention, R2 and R5 can be hydrogen atoms. In a further embodiment of the invention, it is preferred that R1, R3, R4, and R6 are methyl groups, and R2 and R5 are hydrogen atoms.

[0090] Furthermore, in this invention, the pharmacologically permissible salt of the compound represented by general formula (1) can include, for example, inorganic acids such as hydrochloride, hydrobromide, sulfate, and phosphate, and organic acid salts such as acetate, propionate, citrate, lactate, oxalate, maleate, fumarate, succinate, tartrate, and methanesulfonate, but is not limited to these. Moreover, there are no particular limitations on obtaining a pharmacologically permissible salt of the compound represented by general formula (1). For example, a conventional method can be used to convert the compound represented by general formula (1) into an acid addition salt using a desired inorganic or organic acid.

[0091] In this invention, the compound represented by general formula (1) can be synthesized using known methods (e.g., the synthesis method disclosed in Patent Document 2, the method for manufacturing pyrimidinylpyrazole compounds disclosed in International Publication No. 2011 / 086955), or can be obtained from commercially available products.

[0092] In the compositions of the present invention, the content of component (B) is not particularly limited, and can be adjusted, for example, as follows.

[0093] That is, relative to 100 parts by mass of component (A) above, component (B) can be 1.0 parts 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. In addition, it can be less than 1000 parts by mass, less than 800 parts by mass, less than 500 parts by mass, less than 300 parts by mass, less than 100 parts by mass, or less than 80 parts by mass.

[0094] Furthermore, in the composition of the present invention, the content of component (B) relative to the whole composition may, for example, be 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. Alternatively, it 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.

[0095] <Ingredient (C) Water>

[0096] The composition of the present invention contains water as a component (C).

[0097] In this invention, the term "water" is not particularly limited and can be, for example, water used in cosmetics and pharmaceutical quasi-products. Examples of water that can be used include, for instance, ion-exchanged water, distilled water, ultrapure water, and tap water.

[0098] In the composition of the present invention, the content of component (C) is not particularly limited, but relative to the whole composition, it can be, for example, 10% or more by mass, 15% or more by mass, 20% or more by mass, 25% or more by mass, 30% or more by mass, 35% or more by mass, 40% or more by mass, 45% or more by mass, 50% or more by mass, 55% or more by mass, 60% or more by mass, 65% or more by mass, 70% or more by mass, 75% or more by mass, 80% or more by mass, 85% or more by mass, or 90% or more by mass. In addition, it can be 99% or less by mass, 95% or less by mass, or 90% or less by mass.

[0099] <Other Ingredients>

[0100] In addition to the components described above, the compositions of the present invention may further contain other components without impairing the effects of the present invention. These other components are exemplified below, but the present invention is not limited to these other components.

[0101] (Component (D) Carbomer)

[0102] The compositions of the present invention may optionally further comprise at least one carbomer as component (D). By including carbomer, the spreadability of the compositions of the present invention during application can be further improved.

[0103] In this invention, carbomer is a water-soluble vinyl polymer with carboxyl groups, specifically referring to a polymer with acrylic acid and / or methacrylic acid as the main chain, also known as a "carboxyl vinyl polymer".

[0104] As commercially available products for carbomer, examples include Carbopol (registered trademark) 940, Carbopol (registered trademark) 941, Carbopol (registered trademark) 980, and Carbopol (registered trademark) 981 (all manufactured by Rubyzor).

[0105] In the composition of the present invention, the content of component (D) is not particularly limited, but may be, for example, 0.01% or more by mass, 0.05% or more by mass, 0.10% or more by mass, or 0.15% or more by mass relative to the whole composition. In addition, it may be less than 1.0% by mass, less than 0.8% by mass, less than 0.5% by mass, or less than 0.3% by mass.

[0106] (Optional ingredients)

[0107] The compositions of the present invention may further include, for example, at least one moisturizer as an optional ingredient.

[0108] As a moisturizer, there are no particular limitations, and examples include, for instance, dipropylene glycol, glycerin, diethylene glycol, butylene glycol, polyethylene glycol, hexanediol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucin sulfate, calonic acid, terminal collagen, elastin, amino acids, nucleic acids, cholesteryl-12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglyceride (EO)PO adduct, prickly pear extract, yarrow extract, sweet osmanthus extract, etc., but are not limited to these.

[0109] When the composition of the present invention contains a humectant, its content is not particularly limited. Relative to the whole composition, for example, it can be 0.01% or more by mass, 0.1% or more by mass, 1.0% or more by mass, or 5.0% or more by mass. In addition, it can be 50% or less by mass, 40% or less by mass, 30% or less by mass, 20% or less by mass, 15% or less by mass, or 10% or less by mass.

[0110] Furthermore, the compositions of the present invention can be appropriately blended with optional ingredients commonly used in cosmetics, pharmaceuticals, and other topical skin agents, such as oils, humectants, UV protectants, antioxidants, metal ion blocking agents, surfactants, preservatives, fragrances, alcohols, other thickeners, powders, colorants, crude drugs, and various other pharmaceutical ingredients. Further, other whitening agents such as vitamin C, magnesium ascorbate phosphate, ascorbate glucoside, arbutin, kojic acid, 4-butylresorcinol, ellagic acid, tranexamic acid, alkoxysalicylic acid, and linoleic acid can also be appropriately blended into the compositions of the present invention.

[0111] The compositions of the present invention can be widely used in the fields of cosmetics, pharmaceuticals, and quasi-pharmaceuticals.

[0112] The dosage form of the composition of the present invention is preferably a dosage form that can be applied to the skin, and can be, for example, any dosage form such as solution, emulsion, solid form, semi-solid form, powder, powder dispersion, water-oil two-layer separation, water-oil-powder three-layer separation, ointment, gel, aerosol, mousse, stick, etc.

[0113] Furthermore, the composition of the present invention can be used in any form, such as facial care cosmetics like lotions, creams, masks, serums, and gels, as well as makeup cosmetics like foundations, primers, and concealers. Alternatively, the composition of the present invention can be used as a raw material for these cosmetics.

[0114] Example

[0115] The following examples illustrate the invention in further detail, but the invention is not limited thereto. Furthermore, unless otherwise specified, the mixing amount is expressed as a percentage by mass.

[0116] Examples 1-6, and Comparative Examples 1 and 2

[0117] The compositions of Examples 1 to 6 and Comparative Examples 1 and 2 were prepared based on the formulations in Table 1. In addition, the compound of general formula (1) mixed in each example was 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride, which was synthesized as follows.

[0118] 1.00 g (4.94 mmol) of 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine and 4.94 mL of methanol were added to a 50 mL flask, followed by dropwise addition of 1.0 N hydrochloric acid (4.94 mL) at room temperature. The mixture was stirred at room temperature for 1 hour after the addition was complete. After the reaction was complete, the solvent was removed by distillation under reduced pressure, and the resulting solid was recrystallized from a mixture of ethanol and ethyl acetate to obtain 0.93 g (79% yield) of 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride.

[0119] Here, if the structure of the synthesized 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride is substituted into the general formula (1) of the present invention, then R1, R3, R4 and R6 are methyl groups, and R2 and R5 are hydrogen atoms.

[0120]

[0121] In addition, the spreadability of each synthesized composition was evaluated by 10 professional reviewers. The evaluation criteria are as follows, and the evaluation results are shown in Table 1.

[0122] (Evaluation of the spreadability during application)

[0123] “A”: Compared with the baseline composition, more than 8 out of 10 people felt that the stretch was better;

[0124] "B": Compared with the baseline composition, 5 to 7 out of 10 people felt that the stretch was better;

[0125] "C": Compared with the baseline composition, 3 to 4 out of 10 people felt that the stretch was better;

[0126] “D”: Compared to the baseline composition, fewer than 2 out of 10 people reported better stretching.

[0127] In addition, the composition of Comparative Example 1 was used as a reference composition. After the composition of Comparative Example 1 was applied, it was comprehensively evaluated by 10 professional reviewers. As a result, more than 8 professional reviewers felt that the spreadability was "poor".

[0128] [Table 1]

[0129]

[0130] As can be clearly seen from the results in Table 1, the compositions of Examples 1 to 6 all spread better when applied compared to Comparative Example 1.

[0131] On the other hand, it can be seen that in Comparative Example 2, which was mixed with ascorbate glucoside (also known as "L-ascorbate 2-glucoside"), a salt-type whitening agent, instead of component (B), the improvement effect on stretchability was low.

[0132] Examples 7 and 8 and Comparative Examples 3-5

[0133] The compositions of Examples 7 and 8 and Comparative Examples 3 to 5 were prepared based on the formulations in Table 2. Furthermore, the compounds of general formula (1) mixed in each example were the same as those in Example 1 above.

[0134] The spreadability of each synthesized composition was evaluated in the same manner as described above. The evaluation results are shown in Table 2. Furthermore, 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.

[0135] [Table 2]

[0136] (Table 2)

[0137]

[0138] *1: 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride was used.

[0139] As clearly shown in Table 2, the composition of Example 7 spreads better when fully applied compared to Comparative Example 3. Furthermore, the composition of Example 8 spreads better when fully applied compared to Comparative Example 5.

[0140] On the other hand, it can be seen that in Comparative Example 4, which was mixed with ascorbate glucoside (also known as "L-ascorbate 2-glucoside"), a salt-type whitening agent, instead of component (B), the improvement effect on stretchability was low.

Claims

1. A cosmetic composition comprising the following ingredients: (A) Associative thickeners; (B) At least one compound selected from compounds represented by general formula (1) below and their pharmacologically permissible salts; and (C) Water, 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.

2. The cosmetic composition according to claim 1, wherein 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 / HDI copolymer bis-decyltetradecyl alcohol polyether-20 ether.

4. The cosmetic composition according to claim 1, wherein in the general formula (1), R1, R3, R4, and R6 are methyl groups, and, R2 and R5 are hydrogen atoms.

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

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

7. The cosmetic composition according to claim 1, wherein the component (B) is 1.0 to 1000 parts by weight relative to 100 parts by weight of the component (A).

Citation Information

Patent Citations

  • Oil-in-water emulsion composition

    JP2009234917A

  • Skin whitening agent and external preparation for the skin

    WO2009099192A1

  • Process for preparation of pyrimidinylpyrazole compounds

    WO2011086955A1

  • Sheet-like cosmetic

    WO2022124201A1