Water-in-oil emulsion cosmetic composition

The combination of polyoxyalkylene-modified silicone, hydrophobically modified polyether urethane, and sugar fatty acid ester in an oil-in-water emulsified cosmetic composition addresses the issue of weak water resistance, creating a protective oil phase film for improved durability and freshness.

JP2025105237APending Publication Date: 2025-07-10SHISEIDO CO LTD
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Patent Information

Application Number
JP2023223655
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-28
Publication Date
2025-07-10

AI Technical Summary

Technical Problem

Oil-in-water emulsified cosmetics often suffer from weak water resistance, limiting their usability and market demand for compositions that balance freshness and high water resistance.

Method used

An oil-in-water emulsified cosmetic composition containing polyoxyalkylene-modified silicone, hydrophobically modified polyether urethane, and sugar fatty acid ester, which forms an oil phase film on the skin protected by these components, enhancing water resistance.

Benefits of technology

The composition achieves improved water resistance by forming a protective oil phase film on the skin, providing enhanced durability and freshness.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a water-in-oil emulsion cosmetic composition exhibiting superior water resistance when compared with conventional products.SOLUTION: A water-in-oil emulsion cosmetic composition comprises a polyoxyalkylene-modified silicone, a hydrophobically modified polyether urethane, and a sugar fatty acid ester.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to an oil-in-water type emulsified cosmetic composition.

Background Art

[0002] In recent years, as sun care products, oil-in-water type emulsified cosmetic compositions with a refreshing usability have been favored by consumers.

[0003] To date, various oil-in-water type emulsified cosmetic compositions have been developed.

[0004] For example, in Patent Document 1, the following components (A) to (E): (A) (Acrylates / Beheneth-25 Methacrylate) copolymer 0.15 to 1% by mass, (B) (PEG-240 / Decyltetradeceth-20 / HDI) copolymer 0.05 to 1% by mass, (C) liquid oil containing an oil-soluble ultraviolet absorber 8 to 20% by mass, (D) hydrophobized metal oxide 5 to 20% by mass, (E) water, and the content ratio (A) / (B) of the components (A) and (B) is 0.15 to 20, and an oil-in-water type emulsified cosmetic substantially free of a surfactant is disclosed.

[0005] Also, in Patent Document 2, (A) a UV protection agent containing at least one selected from the group consisting of (A1) a UV absorber and (A2) a UV scattering agent, and (B) at least one selected from the group consisting of a polymer containing a structural unit derived from a hydrophobic modified polyurethane and acrylamide, and (C) a component containing a polyoxyalkylene glyceryl ether, wherein the content of the component (B) is 0.6% by mass or more, and the content ratio of the component (B) to the component (C) is 0.16 or more and 1.4 or less, and an oil-in-water type UV protection cosmetic is disclosed.

Prior Art Documents

Patent Documents

[0006]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0007] However, oil-in-water emulsified cosmetics often have the problem of weak water resistance. For this reason, an oil-in-water emulsified cosmetic composition having both fresh usability and high water resistance is still in demand in the market.

[0008] The present invention aims to improve the above circumstances, and its object is to provide an oil-in-water emulsified cosmetic composition having improved water resistance performance compared to the prior art.

Means for Solving the Problems

[0009] The present invention for achieving the above object is as follows.

[0010] 〈Aspect 1〉 A polyoxyalkylene-modified silicone, a hydrophobic-modified polyether urethane, and a sugar fatty acid ester An oil-in-water emulsified cosmetic composition containing the same. 〈Aspect 2〉 The oil-in-water emulsified cosmetic composition according to Aspect 1, wherein the HLB value of the polyoxyalkylene-modified silicone is 10.0 or less. 〈Aspect 3〉 The oil-in-water emulsified cosmetic composition according to Aspect 1 or 2, wherein the polyoxyalkylene-modified silicone contains at least one selected from the group consisting of PEG-12 dimethicone, PEG-10 dimethicone, and PEG-9 dimethicone. 〈Aspect 4〉 The oil-in-water emulsified cosmetic composition according to any one of Aspects 1 to 3, wherein the sugar fatty acid ester contains a dextrin fatty acid ester. 〈Aspect 5〉 The water-in-oil type emulsified cosmetic composition according to aspect 4, wherein the dextrin fatty acid ester contains at least one selected from the group consisting of (palmitic acid / 2-ethylhexanoic acid) dextrin, palmitic acid dextrin, oleic acid dextrin, stearic acid dextrin, and myristic acid dextrin. <Aspect 6> The hydrophobic modified polyether urethane is R 11 -[(O-R 12 ) k -OH] m One or more polyether polyols represented by, and R 13 -(NCO) h+1 One or more polyisocyanates represented by, and HO-(R 14 -O) n -R 15 The water-in-oil type emulsified cosmetic composition according to any one of aspects 1 to 5, which is a reaction product of one or more polyether monoalcohols represented by. <Aspect 7> The water-in-oil type emulsified cosmetic composition according to any one of aspects 1 to 6, further comprising an ultraviolet absorber. <Aspect 8> The water-in-oil type emulsified cosmetic composition according to any one of aspects 1 to 7, wherein the content of the polyoxyalkylene-modified silicone is 0.1 to 7.0% by mass. <Aspect 9> The water-in-oil type emulsified cosmetic composition according to any one of aspects 1 to 8, wherein the content of the hydrophobic modified polyether urethane is 0.1 to 5.0% by mass. <Aspect 10> The water-in-oil type emulsified cosmetic composition according to any one of aspects 1 to 9, wherein the content of the sugar fatty acid ester is 0.1 to 10% by mass. <Aspect 11> The water-in-oil type emulsified cosmetic composition according to any one of aspects 1 to 10, which is a sunscreen cosmetic.

Advantages of the Invention

[0011] According to the present invention, it is possible to provide an oil-in-water type emulsified cosmetic composition having improved water resistance as compared with the prior art.

Mode for Carrying Out the Invention

[0012] Hereinafter, embodiments of the present invention will be described in detail. It should be noted that the present invention is not limited to the following embodiments, and various modifications can be made within the scope of the gist of the invention.

[0013] 《Oil-in-Water Type Emulsified Cosmetic Composition》 The oil-in-water type emulsified cosmetic composition of the present invention (hereinafter, also simply referred to as "the composition of the present invention") is polyoxyalkylene-modified silicone, hydrophobically modified polyether urethane, and sugar fatty acid ester An oil-in-water type emulsified cosmetic composition containing is.

[0014] The composition of the present invention has high water resistance as compared with the prior art. Although not limited to theory, this is considered to be due to the following reasons. That is, in the composition of the present invention, by blending a combination of polyoxyalkylene-modified silicone as an emulsifier, hydrophobically modified polyether urethane as an aqueous phase thickener, and sugar fatty acid ester as an oil phase gelling agent, after applying the composition of the present invention to the skin and volatile components such as moisture have volatilized, an oil phase film gelled by sugar fatty acid ester is formed on the skin, and it is considered that this oil phase film is protected by polyoxyalkylene-modified silicone and hydrophobically modified polyether urethane.

[0015] In other words, it is considered that the composition of the present invention exhibits a high water resistance effect because it uses in combination specific constituent components, namely polyoxyalkylene-modified silicone, hydrophobically modified polyether urethane, and sugar fatty acid ester.

[0016] Hereinafter, each component that can constitute the composition of the present invention will be described in detail.

[0017] <Polyoxyalkylene-modified silicone> The composition of the present invention contains a polyoxyalkylene-modified silicone.

[0018] The polyoxyalkylene-modified silicone is excellent in emulsifying action, dispersing action, and penetrating action, and is widely used in the field of cosmetics. The inventor has achieved an improvement in the water resistance of the composition of the present invention by using a polyoxyalkylene-modified silicone in combination with a hydrophobically modified polyether urethane and a sugar fatty acid ester.

[0019] The polyoxyalkylene-modified silicone has a linear or branched polysiloxane as a main skeleton and a polyoxyalkylene group in the side chain. In the present invention, the polyoxyalkylene-modified silicone preferably has a linear silicone skeleton.

[0020] Here, examples of the polyoxyalkylene group include, but are not limited to, a polyoxyethylene group, a polyoxypropylene group, a polyoxybutylene group, a polyoxyethylene·polyoxypropylene group, a polyoxyethylene·polyoxybutylene group, etc. The polyoxyalkylene group is preferably a polyoxyethylene group. The average degree of polymerization of the monomer units in the polyoxyalkylene group is not particularly limited, and is, for example, preferably 5 to 100 or less, more preferably 5 to 50, and still more preferably 5 to 15.

[0021] Examples of the substituent of the polysiloxane skeleton include, but are not limited to, hydrogen, an alkyl group having 1 to 6 carbon atoms, or an aryl group having 6 to 9 carbon atoms. The substituent of the polysiloxane skeleton is preferably a methyl group. The average degree of polymerization of the monomer units in the polysiloxane skeleton is not particularly limited, and is, for example, preferably 3 to 550.

[0022] In addition, the polyoxyalkylene-modified silicone may include, for example, those represented by the following general formula (I). However, the polyoxyalkylene-modified silicone is not limited to those represented by this general formula (I). [Chemical formula]

[0023] In formula (I), R1 to R7 are each independently hydrogen or an alkyl group having 1 to 6 carbon atoms. A1 to A3 are each independently such that at least one of them is a group of the formula: -(CH2) a -(C2H4O) b -(C3H6O) c -R8 (wherein R8 is hydrogen or an alkyl group having 1 to 6 carbon atoms, a is an integer of 0 to 6, b is an integer of 0 to 50, c is an integer of 0 to 50, and b + c is at least 5 or more, and is a polyoxyalkylene group), and the other groups among A1 to A3 may be hydrogen or an alkyl group having 1 to 6 carbon atoms. p is an integer of 1 to 200, and q is an integer of 0 to 50.

[0024] In the above formula (I), R1 to R7 are side chains in the polysiloxane structure of the main chain. For example, when all of R1 to R7 are methyl groups, formula (I) has a dimethylpolysiloxane structure, and when R1 to R7 are methyl groups and phenyl groups, formula (I) has a methylphenylpolysiloxane structure. Also, A1 to A3 are positions where a polyoxyalkylene group can be introduced in the polysiloxane structure of the main chain.

[0025] In one embodiment of the present invention, R1 to R7 in formula (I) may each independently be an alkyl group having 1 to 6 carbon atoms, or may be a methyl group. In one embodiment of the present invention, A1 and A3 in formula (I) may each independently be an alkyl group having 1 to 6 carbon atoms, or may be a methyl group. Also, A2 in formula (I) is a group of the formula: -(CH2) a -(C2H4O) b -(C3H6O) c-R8, where a may be 0, and / or b may be an integer of 3 or more, 5 or more, 7 or more, 9 or more, 10 or more, or 12 or more, and may also be an integer of 50 or less, 40 or less, 30 or less, 20 or less, or 12 or less, and / or c may be 0.

[0026] More specifically, in the composition of the present invention, the polyoxyalkylene-modified silicone may contain at least one selected from the group consisting of, for example, PEG-12 dimethicone, PEG-10 dimethicone, and PEG-9 dimethicone.

[0027] In the present invention, the HLB value of the polyoxyalkylene-modified silicone is not particularly limited and may be, for example, 10.0 or less. Therefore, in the composition of the present invention, as the polyoxyalkylene-modified silicone, those having an HLB value of 10.0 or less, 9.5 or less, 9.0 or less, 8.5 or less, 8.0 or less, 7.5 or less, 7.0 or less, 6.5 or less, 6.0 or less, 5.5 or less, 5.0 or less, or 4.5 or less may be used, and those having an HLB value of 2.0 or more, 2.5 or more, 3.0 or more, 3.2 or more, 3.5 or more, 4.0 or more, 4.2 or more, or 4.5 or more may also be used.

[0028] The HLB (Hydrophilic-Lipophilic Balance) value is generally a value indicating the affinity of a surfactant for water and oil, and is a parameter known as the hydrophilic-lipophilic balance, and can be easily obtained by a known calculation method such as the Griffin method.

[0029] In the present invention, a commercially available product may be used as the polyoxyalkylene-modified silicone.

[0030] In the composition of the present invention, the content of the polyoxyalkylene-modified silicone is not particularly limited. For example, it may be 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, 1.0% by mass or more, 1.1% by mass or more, 1.2% by mass or more, 1.3% by mass or more, 1.4% by mass or more, 1.5% by mass or more, or 1.6% by mass or more with respect to the whole composition, and may also be 7.0% by mass or less, 6.5% by mass or less, 6.0% by mass or less, 5.5% by mass or less, 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, or 2.0% by mass or less.

[0031] 〈Hydrophobically modified polyether urethane〉 The composition of the present invention contains a hydrophobically modified polyether urethane.

[0032] The hydrophobically modified polyether urethane is a kind of associative thickener. An associative thickener is a copolymer having a hydrophilic base as a backbone and a hydrophobic part at the end, and refers to a copolymer in which the hydrophobic parts of the copolymer associate with each other in a water-soluble medium to exhibit a thickening effect. For example, as shown in FIG. 1 disclosed in JP-A-2009-234917, in a water-soluble medium, the hydrophobic parts of the copolymer of the associative thickener associate with each other, and the hydrophilic parts form a loop shape or a bridge shape, and can exhibit a thickening effect. The present inventor has realized an improvement in the water resistance of the composition of the present invention by using the hydrophobically modified polyether urethane in combination with the polyoxyalkylene-modified silicone and the sugar fatty acid ester.

[0033] In the present invention, the hydrophobically modified polyether urethane can be represented, for example, by the following formula (II): [Chemical formula]

[0034] In the above formula (II), R 11 , R 12 and R 14each independently represents a hydrocarbon group. Preferably, R 11 , R 12 and R 14 each independently represents an alkylene group having 2 to 4 carbon atoms or a phenylethylene group. Also, R 13 represents a hydrocarbon group which may have a urethane bond, and here, as the hydrocarbon group, an alkylene group having 1 to 10 carbon atoms is preferable. Also, R 15 represents a linear, branched or secondary hydrocarbon group. Preferably, R 15 is an alkyl group having 8 to 36 carbon atoms. m is a number of 2 or more. h is a number of 1 or more. k and n each independently represent a number from 0 to 1000.

[0035] The hydrophobic modified polyether urethane represented by the above formula (II) is, for example, one or more polyether polyols represented by R 11 -[(O-R 12 ) k -OH]m (where R 11 , R 12 , k, and m are as defined above), one or more polyisocyanates represented by R 13 -(NCO) h+1 (where R 13 , h are as defined above), and one or more polyether monoalcohols represented by HO-(R 14 -O) n -R15 (where R 14 , R 15 , n are as defined above).

[0036] Also, R 11 to R 15 in formula (II) are the R 11 -[(O-R 12 ) k -OH]m, R 13 -(NCO) h+1 , HO-(R 14 -O) n -R 15can be determined by. The charging ratios of the above three components are not particularly limited, but the ratio of the hydroxyl groups derived from the polyether polyol and the polyether monoalcohol to the isocyanate groups derived from the polyisocyanate may be NCO / OH = 0.8:1 to 1.4:1.

[0037] The above formula R 11 -[(O-R 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, epichlorohydrin, or styrene oxide.

[0038] Here, as the polyol, those having 2 to 8 valences are preferable. For example, dihydric alcohols such as ethylene glycol, propylene glycol, butylene glycol, hexamethylene glycol, neopentyl glycol; trihydric alcohols such as glycerin, trioxyisobutane, 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-2,3,4-pentanetriol, pentamethylglycerin, pentaglycerin, 1,2,4-butanetriol, 1,2,4-pentanetriol, trimethylolethane, trimethylolpropane; tetrahydric alcohols such as pentaerythritol, 1,2,3,4-pentanetetrol, 2,3,4,5-hexanetetrol, 1,2,4,5-pentanetetrol, 1,3,4,5-hexanetetrol; pentavalent alcohols such as adonite, arabite, xylitol; hexavalent alcohols such as dipentaerythritol, sorbitol, mannitol, iditol; octavalent alcohols such as sucrose, etc. can be mentioned, but are not limited thereto.

[0039] Also, R is determined by alkylene oxide, styrene oxide, etc. to be added. From the viewpoint of easy availability, alkylene oxide having 2 to 4 carbon atoms or styrene oxide is preferable. 12 However, from the viewpoint of easy availability, alkylene oxide having 2 to 4 carbon atoms or styrene oxide is preferable.

[0040] The alkylene oxide, styrene oxide, etc. to be added may be homopolymerization, random polymerization of two or more kinds, or block polymerization. The addition method may be a normal method. The degree of polymerization k is from 0 to 1000, preferably from 1 to 500, more preferably from 10 to 200. Also, R 12 The proportion of the ethylene group in is preferably 50 to 100% by mass of all R 12

[0041] Also, R 11 -[(O-R 12 ) k -OH] m preferably has a molecular weight of 500 to 100,000, particularly preferably 1000 to 50,000.

[0042] The polyisocyanate represented by the above formula R 13 -(NCO) h+1 may have two or more isocyanate groups in the molecule. For example, aliphatic diisocyanate, aromatic diisocyanate, alicyclic diisocyanate, biphenyl diisocyanate, di-, tri-, tetra-isocyanate of phenylmethane, etc. may be mentioned, but not limited thereto.

[0043] 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, tetramethylxylylene diisocyanate, etc.

[0044] 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, 2,7-naphthalene diisocyanate, etc.

[0045] Examples of alicyclic diisocyanates include, but are not limited to, hydrogenated xylylene diisocyanate, isophorone diisocyanate, etc.

[0046] Examples of biphenyl diisocyanates include, but are not limited to, biphenyl diisocyanate, 3,3'-dimethylbiphenyl diisocyanate, 3,3'-dimethoxybiphenyl diisocyanate, etc.

[0047] Examples of phenylmethane diisocyanates include, but are not limited to, 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, 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, etc.

[0048] 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-naphthalenetriisocyanate, biphenyl-2,4,4'-triisocyanate, diphenylmethane-2,4,4'-triisocyanate, 3-methyldiphenylmethane-4,6,4'-triisocyanate, triphenylmethane-4,4',4''-triisocyanate, 1,6,11-undecanetriisocyanate, 1,8-diisocyanate-4-isocyanatemethyloctane, 1,3,6-hexamethylenetriisocyanate, bicycloheptanetriisocyanate, tris(isocyanatophenyl)thiophosphate, etc.

[0049] In addition, dimers or trimers (isocyanurate bonds) of these polyisocyanate compounds may be used, or they may be reacted with amines to be used as biurets.

[0050] Furthermore, polyisocyanates having urethane bonds obtained by reacting these polyisocyanate compounds with polyols can also be used. As the polyol, those having 2 to 8 valences are preferred, and the aforementioned polyols are preferred. Note that when a polyisocyanate having a valence of 3 or more is used as R 13 -(NCO) h+1 in the above, this polyisocyanate having a urethane bond is preferred.

[0051] The polyether monoalcohol represented by the above formula HO-(R 14 -O)n-R 15 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, epichlorohydrin, or styrene oxide to a linear, branched, or secondary monohydric alcohol. For the description of linear alcohols, branched alcohols, and secondary alcohols, reference may be appropriately made to the description in JP-A-2009-234917.

[0052] Also, R 15 is a hydrocarbon group or a fluorocarbon group, preferably an alkyl group among them, more preferably having a total carbon atom number of 8 to 36, and particularly preferably 12 to 24.

[0053] Also, the alkylene oxide, styrene oxide, etc. to be added may be homopolymerization, random polymerization of two or more kinds, or block polymerization. The addition method may be a usual method. The degree of polymerization n is 0 to 1000, preferably 1 to 200, and more preferably 10 to 200. Also, the proportion of ethylene groups in R 14 is preferably 50 to 100% by weight, more preferably 65 to 100% by weight of all R 14 .

[0054] As a method for producing the copolymer represented by the above formula (II), it can be obtained by heating and reacting at, for example, 80 to 90°C for 1 to 3 hours in the same manner as the reaction between a normal polyether and an isocyanate.

[0055] Also, R 11 -[(O-R 12 ) k -OH] m When reacting the polyether polyol (A) represented by with the polyisocyanate (B) represented by R 13 -(NCO) h+1 and the polyether monoalcohol (C) represented by HO-(R 14 -O) n -R 15 substances other than the copolymer of the structure of formula (II) may also be by-produced. For example, when using a diisocyanate, the main product is a C-B-A-B-C type copolymer represented by formula (II), but other copolymers such as C-B-C type and C-B-(A-B)x-A-B-C type may be by-produced. In this case, the mixture containing the copolymer of formula (II) can be used in the present invention without particularly separating the copolymer of formula (II).

[0056] Also, a commercially available product may be used as the hydrophobically modified polyether urethane. Examples of commercially available products include "ADEKANOL (registered trademark) GT-700" (manufactured by ADEKA CORPORATION).

[0057] In the composition of the present invention, the content of the hydrophobically modified polyether urethane is not particularly limited. For example, it may be 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 with respect to the whole composition, and may also 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.

[0058] 〈Sugar fatty acid ester〉 The composition of the present invention contains a sugar fatty acid ester.

[0059] Sugar fatty acid esters are generally known as a kind of oil-phase gelling agent. The inventor has realized the improvement of the water resistance of the composition of the present invention by using a sugar fatty acid ester in combination with a polyoxyalkylene-modified silicone and a hydrophobic-modified polyether urethane.

[0060] In the present invention, the sugar fatty acid ester is not particularly limited, and may include, for example, dextrin fatty acid ester.

[0061] Dextrin fatty acid ester is an ester of dextrin or reduced dextrin and a higher fatty acid, and those generally used in cosmetics may be used. Further, dextrin or reduced dextrin having an average sugar polymerization degree of 3 to 100 may be used.

[0062] In the composition of the present invention, as the constituent fatty acid of the dextrin fatty acid ester, for example, a saturated fatty acid having 8 to 22 carbon atoms may be used. More specifically, the dextrin fatty acid ester may include, for example, at least one selected from the group consisting of (palmitic acid / 2-ethylhexanoic acid) dextrin, palmitic acid dextrin, oleic acid dextrin, stearic acid dextrin, and myristic acid dextrin.

[0063] In the composition of the present invention, the content of the sugar fatty acid ester 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 with respect to the whole composition, and may also be 10% by mass or less, 9.0% by mass or less, 8.0% by mass or less, 7.0% by mass or less, 6.0% by mass or less, 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, or 1.0% by mass or less.

[0064] 〈Water〉 The composition of the present invention contains water. The water constitutes the external phase of the oil-in-water type emulsion composition.

[0065] There is no particular limitation on the water used in the composition of the present invention, and for example, it may be water used in cosmetics and quasi-drugs. For example, ion-exchanged water, distilled water, ultrapure water, and tap water can be used.

[0066] In the composition of the present invention, the water content is not particularly limited and may be appropriately adjusted according to the purpose and use. For example, with respect to the entire composition, the water may be 20% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, or 90% by mass or more, and may also be 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, 70% by mass or less, 65% by mass or less, 60% by mass or less, or 55% by mass or less.

[0067] <Other components> Hereinafter, other components that may be included in the composition of the present invention will be described. These other components can be appropriately selected based on the target dosage form, the use of the cosmetics, etc., and may be blended in appropriate amounts. The present invention is not limited to the other components listed below.

[0068] (Ultraviolet absorber) The composition of the present invention may further contain an ultraviolet absorber. By containing an ultraviolet absorber in the composition of the present invention, an ultraviolet absorption effect can be obtained.

[0069] In the composition of the present invention, the ultraviolet absorber is not particularly limited, and examples thereof include benzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, dibenzoylmethane derivatives, β,β-diphenylacrylate derivatives, benzophenone derivatives, benzylidene camphor derivatives, phenylbenzimidazole derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthranil derivatives, imidazoline derivatives, benzalmalonate derivatives, 4,4-diarylbutadiene derivatives, and the like. Specific examples of these ultraviolet absorbers will be described below, but the present invention is not limited to these examples.

[0070] Examples of benzoic acid derivatives include ethyl para-aminobenzoate (PABA), ethyl-dihydroxypropyl PABA, ethylhexyl-dimethyl PABA, glyceryl PABA, PEG-25-PABA, and hexyl diethylaminohydroxybenzoyl benzoate, but are not limited thereto.

[0071] Examples of salicylic acid derivatives include ethylhexyl salicylate, homosalate, dipropylene glycol salicylate, and TEA salicylate, but are not limited thereto.

[0072] Examples of cinnamic acid derivatives include octyl methoxycinnamate, isopropyl methoxycinnamate, isoamyl methoxycinnamate, cinoxate, DEA methoxycinnamate, diisopropyl methylcinnamate, glyceryl-ethylhexanoate-dimethoxycinnamate, and di-(2-ethylhexyl)-4'-methoxybenzalmalonate, but are not limited thereto.

[0073] Examples of dibenzoylmethane derivatives include 4-tert-butyl-4'-methoxydibenzoylmethane, but are not limited thereto.

[0074] Examples of β,β-diphenylacrylate derivatives include octocrylene, but are not limited thereto.

[0075] Examples of benzophenone derivatives include, but are not limited to, benzophenone-1, benzophenone-2, benzophenone-3 or oxybenzone, benzophenone-4, benzophenone-5, benzophenone-6, benzophenone-8, benzophenone-9, and benzophenone-12, etc.

[0076] Examples of benzylidene camphor derivatives include, but are not limited to, 3-benzylidene camphor, 4-methylbenzylidene camphor, benzylidene camphor sulfonic acid, camphor benzalkonium metilsulfate, terephthalylidene dicamphor sulfonic acid, and polyacrylamide methylbenzylidene camphor, etc.

[0077] Examples of phenylbenzimidazole derivatives include, but are not limited to, phenylbenzimidazole sulfonic acid, and disodium phenyl dibenzimidazole tetrasulfonate, etc.

[0078] Examples of triazine derivatives include, but are not limited to, bis-ethylhexyl oxy-phenol methoxy phenyl triazine, ethylhexyl triazone, diethylhexyl butamido triazone, and 2,4,6-tris(diisobutyl-4'-aminobenzal malonate)-s-triazine, etc.

[0079] Examples of phenylbenzotriazole derivatives include, but are not limited to, drometrizole trisiloxane, and methylene bis(benzotriazolyl tetramethylbutylphenol), etc.

[0080] Examples of anthranil derivatives include, but are not limited to, menthyl anthranilate, etc.

[0081] Examples of imidazoline derivatives include, but are not limited to, ethylhexyl dimethoxy benzylidene dioxo imidazoline propionate, etc.

[0082] Examples of the benzalmalonate derivative include, but are not limited to, polyorganosiloxanes having a benzalmalonate functional group (for example, polysilicone-15).

[0083] Examples of the 4,4-diarylbutadiene derivative include, but are not limited to, 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.

[0084] In the composition of the present invention, only one type of ultraviolet absorber may be blended, or two or more types may be blended.

[0085] In the composition of the present invention, when the ultraviolet absorber is contained, its content is not particularly limited. For example, it may be 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, 5.0% by mass or more, 6.0% by mass or more, 7.0% by mass or more, 8.0% by mass or more, 9.0% by mass or more, 10% by mass or more, 11% by mass or more, 12% by mass or more, 13% by mass or more, 14% by mass or more, 15% by mass or more, or 16% by mass or more with respect to the entire composition, and may also be 30% by mass or less, 25% by mass or less, 20% by mass or less, or 18% by mass or less.

[0086] (Oil component) The composition of the present invention may further contain an oil component. The oil component refers to those other than the above-described oily ultraviolet absorbers for the sake of convenience of explanation.

[0087] The oil component is not particularly limited, and examples thereof include hydrocarbon oils, ester oils, silicone oils, higher alcohols having 12 to 22 carbon atoms, fats and oils, and the like.

[0088] The hydrocarbon oil may be a volatile hydrocarbon oil or a non-volatile hydrocarbon oil.

[0089] In the present invention, the "volatility" of the oil component means an oil component having a boiling point of 260°C or lower at normal pressure (1 atm). Correspondingly, in the present invention, the "non-volatility" of the oil component means an oil component having a boiling point exceeding 260°C under atmospheric pressure and normal pressure (1 atm).

[0090] Specific examples of the hydrocarbon oil include, for example, decane, dodecane, isododecane, isohexadecane, liquid paraffin, squalane, squalene, paraffin, and mixtures of two or more of these, but are not limited thereto.

[0091] Specific examples of the ester oil include, but are not limited to, 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 ester, N - alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, glycerin di - 2 - heptylundecanoate, trimethylolpropane tri - 2 - ethylhexanoate, trimethylolpropane triisostearate, pentaerythrityl tetra - 2 - ethylhexanoate, triethylhexanoin (glycerin tri - 2 - ethylhexanoate), glycerin trioctanoate, glycerin triisopalmitate, trimethylolpropane triisostearate, cetyl 2 - ethylhexanoate, 2 - ethylhexyl palmitate, glycerin trimyristate, glyceride di - 2 - heptylundecanoate, methyl ester of castor oil fatty acid, oleyl oleate, acetoglyceride, 2 - heptylundecyl palmitate, 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, alkyl (C12 - 15) benzoate, 2 - ethylhexyl succinate, and triethyl citrate, etc.

[0092] The silicone oil may be an acyclic silicone oil (e.g., a linear silicone oil or a branched silicone oil, etc.) or a cyclic silicone oil.

[0093] Specific examples of silicone oils include, for example, non-cyclic silicone oils such as polydimethylsiloxane (also referred to as "dimethicone"), methylphenylpolysiloxane, and methylhydrogenpolysiloxane, cyclic silicone oils such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane, and mixtures of two or more of these, but are not limited thereto.

[0094] Examples of higher alcohols having 12 to 22 carbon atoms include, but are not limited to, oleyl alcohol, 2-decyltetradecynol, dodecanol, isostearyl alcohol, octyldodecanol, etc.

[0095] Examples of fats and oils include, but are not limited to, beeswax, cocoa butter, avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, persic oil, wheat germ oil, southernwood oil, castor oil, linseed oil, safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagiri oil, Japanese cedar oil, jojoba oil, germ oil, triglyceride, glyceryl trioctanoate, glyceryl triisopalmitate, etc.

[0096] In the composition of the present invention, when an oil component is contained, its content is not particularly limited, and for example, it may be 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, 5.0% by mass or more, 6.0% by mass or more, 7.0% by mass or more, 8.0% by mass or more, 9.0% by mass or more, or 10% by mass or more with respect to the whole composition, and may also be 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 20% by mass or less, or 15% by mass or less.

[0097] (Aqueous component) The composition of the present invention may further contain an aqueous component other than water.

[0098] As the aqueous component, for example, one or more selected from monohydric to trihydric alcohols may be used.

[0099] As the monohydric alcohol, those commonly used in cosmetics may be used. For example, ethyl alcohol (ethanol), normal propyl alcohol, isopropyl alcohol, etc. may be mentioned, but it is not limited thereto.

[0100] As the dihydric alcohol, those commonly used in cosmetics may be used. For example, 1,3-butylene glycol, dipropylene glycol, etc. may be mentioned, but it is not limited thereto.

[0101] As the trihydric alcohol, those commonly used in cosmetics may be used. For example, glycerin, etc. may be mentioned, but it is not limited thereto.

[0102] In the composition of the present invention, when an aqueous component is contained, its content is not particularly limited. For example, it may be 1.0% by mass or more, 5.0% by mass or more, 10% by mass or more, 15% by mass or more, or 20% by mass or more with respect to the whole composition, and may also be 30% by mass or less, 25% by mass or less, or 22% by mass or less.

[0103] (Fatty acid) The composition of the present invention may further contain a fatty acid.

[0104] As the fatty acid, those that can be used in cosmetics or the like may be used, and can be selected from fatty acids having a linear or branched saturated or unsaturated hydrocarbon group. In particular, a higher fatty acid that is solid at normal temperature and has 8 to 22 carbon atoms, for example, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, isomyristic acid, isopalmitic acid, isostearic acid, linoleic acid, linolenic acid, etc. may be mentioned, but it is not limited thereto.

[0105] (Thickening polysaccharide) The composition of the present invention may further contain a thickening polysaccharide.

[0106] As the thickening polysaccharide, there is no particular limitation, and for example, succinoglycan and / or xanthan gum etc. may be used.

[0107] Succinoglycan is a kind of polysaccharide derived from microorganisms. More specifically, in addition to sugar units derived from galactose and glucose, it means a polysaccharide derived from microorganisms containing units derived from succinic acid, pyruvic acid, and acetic acid as an optional component, or salts of these acids.

[0108] In the composition of the present invention, when the thickening polysaccharide is contained, its content is not particularly limited. For example, it may be 0.01% by mass or more, 0.05% by mass or more, or 0.1% by mass or more with respect to the whole composition, and may also be 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, 1.0% by mass or less, or 0.5% by mass or less.

[0109] (Surfactant) The composition of the present invention may further contain a surfactant.

[0110] The surfactant is not particularly limited, and examples include, but are not limited to, nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. These surfactants may be used alone or in combination of two or more.

[0111] In the composition of the present invention, when the surfactant is contained, its content is not particularly limited. For example, it may be 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.5% by mass or more, or 1.0% by mass or more with respect to the whole composition, and may also 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.

[0112] (Optional additive) In addition to the above, the composition of the present invention may further contain other optional components commonly used in cosmetics, such as, but not limited to, other surfactants, film-forming agents, preservatives, chelating agents, stabilizers, sequestering agents, powder components, pH adjusters, skin nutrients, vitamins, various drugs such as whitening agents, antioxidants, antioxidant aids, fragrances, etc., as appropriate according to need.

[0113] <Manufacturing Method of the Composition of the Present Invention> The manufacturing method of the composition of the present invention is not particularly limited. For example, an oil phase part and an aqueous phase part may be prepared in advance, and while gradually adding the oil phase to the aqueous phase, emulsification may be carried out by mixing and / or stirring, etc.

[0114] <Use> The composition of the present invention can be suitably used as a cosmetic or a raw material thereof. Further, since the composition of the present invention is an oil-in-water type emulsified cosmetic, it can be made into a cosmetic with high water resistance while giving a fresh feeling. In addition, 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 a raw material thereof. In one embodiment of the present invention, the composition of the present invention may be a sunscreen cosmetic. When the composition of the present invention is a sunscreen cosmetic, the composition of the present invention preferably contains the above-mentioned ultraviolet absorber.

[0115] Also, the dosage form of the cosmetic according to the present invention is not particularly limited, and may be, for example, a liquid form, a gel form, an emulsion form, a cream form, or a solid form.

[0116] Furthermore, the cosmetic according to the present invention may be of a two-layer type that is shaken and / or mixed during use, or may be of a type that is used as it is.

Examples

[0117] Examples will be given below to explain the present invention in more detail, but the present invention is not limited thereto. Unless otherwise specified, the blending amounts in the tables are shown in mass%.

[0118] Examples 1 to 4 and Comparative Examples 1 to 9 Based on the formulations in Tables 1 and 2, oil-in-water emulsified cosmetic compositions of Examples 1 to 4 and Comparative Examples 1 to 9 were prepared.

[0119] For each of the obtained compositions, water resistance evaluation was performed as follows. The obtained results are shown in Table 1.

[0120] (Water Resistance Evaluation) Samples of the same amount of each composition were applied to a resin plate with a finger for 60 seconds and dried for 15 minutes. Then, the absorbance in the wavelength range of 280 to 400 nm was measured with a U-3500 type recording spectrophotometer manufactured by Hitachi, Ltd.

[0121] The measured plate was sufficiently immersed in water with a hardness of 50 to 500, and stirred in the water for 30 minutes at 300 rpm using a three-one motor. Then, it was dried for about 15 to 30 minutes until the water droplets on the surface disappeared, and the absorbance was measured again.

[0122] From the absorbance before the water bath and the absorbance after the water bath, the change rate of the absorbance before and after the water bath (that is, water resistance) was calculated by the following formula: Water resistance (%) = (Absorbance after water bath) / (Absorbance before water bath) × 100

[0123] Based on the water resistance of the obtained Comparative Example 1, the water resistance improvement degrees of the Examples and other Comparative Examples from this standard were evaluated. The evaluation criteria are as follows: "A": When it increased by 40% or more, "B": When it increased by 30% or more and less than 40%, "C": When it increased by 20% or more and less than 30%, "D": When it increased by less than 20% (including the case where there was no increase).

[0124] In addition, in the above evaluation, in the "A" and "B" ranks, it means that the water resistance is significantly improved compared with the conventional case.

[0125]

Table 1

[0126]

Table 2

[0127] As is clear from the results in Table 1, it was found that the compositions of Examples 1 to 4 all had significantly improved water resistance compared to the reference (Comparative Example 1). In particular, it was found that the composition of Example 1 had the highest water resistance.

[0128] On the other hand, it was found that Comparative Examples 2 to 9 all had a low effect of improving water resistance. The reason is analyzed as follows. That is, it is presumed that the compositions of Comparative Examples 2 and 4 to 6 did not contain hydrophobically modified polyether urethane. Also, it is presumed that the compositions of Comparative Examples 3 and 8 did not contain sugar fatty acid esters. Further, it is presumed that the composition of Comparative Example 7 did not contain polyoxyalkylene-modified silicone.

[0129] In other words, the compositions of Examples 1 to 4 all contained polyoxyalkylene-modified silicone, hydrophobically modified polyether urethane, and sugar fatty acid ester, and thus were able to achieve high water resistance.

[0130] Note that the reason why the composition of Comparative Example 9 could not be prepared is presumed to be due to poor compatibility of the oil phase. 《Formulation Examples》 Hereinafter, formulation examples of the composition of the present invention are exemplarily given. Note that the present invention is not limited by the following formulation examples. Also, the blending amounts in the table are shown in mass %.

[0131]

Table 3

[0132]

Table 4

[0133]

Table 5

[0134]

Table 6

Claims

1. A water-in-oil type emulsified cosmetic composition comprising a polyoxyalkylene-modified silicone, a hydrophobic-modified polyether urethane, and a sugar fatty acid ester.

2. The water-in-oil type emulsified cosmetic composition according to Claim 1, wherein the HLB value of the polyoxyalkylene-modified silicone is 10.0 or less.

3. The water-in-oil type emulsified cosmetic composition according to Claim 1, wherein the polyoxyalkylene-modified silicone contains at least one selected from the group consisting of PEG-12 dimethicone, PEG-10 dimethicone, and PEG-9 dimethicone.

4. The water-in-oil type emulsified cosmetic composition according to Claim 1, wherein the sugar fatty acid ester contains a dextrin fatty acid ester.

5. The water-in-oil type emulsified cosmetic composition according to Claim 4, wherein the dextrin fatty acid ester contains at least one selected from the group consisting of (palmitic acid / 2-ethylhexanoic acid) dextrin, palmitic acid dextrin, oleic acid dextrin, stearic acid dextrin, and myristic acid dextrin.

6. The hydrophobic modified polyether urethane is R 11 -[(O-R 12 ) k -OH] m One or more polyether polyols represented by, R 13 -(NCO) h+1 One or more polyisocyanates represented by, HO-(R 14 -O) n -R 15 The water-in-oil type emulsified cosmetic composition according to claim 1, which is a reaction product of one or more polyether monoalcohols represented by

7. The water-in-oil type emulsified cosmetic composition according to Claim 1, further comprising an ultraviolet absorber.

8. The water-in-oil type emulsified cosmetic composition according to Claim 1, wherein the content of the polyoxyalkylene-modified silicone is 0.1 to 7.0% by mass.

9. The water-in-oil type emulsified cosmetic composition according to Claim 1, wherein the content of the hydrophobic-modified polyether urethane is 0.1 to 5.0% by mass.

10. The water-in-oil type emulsified cosmetic composition according to Claim 1, wherein the content of the sugar fatty acid ester is 0.1 to 10% by mass.

11. The water-in-oil type emulsified cosmetic composition according to any one of Claims 1 to 10, which is a sunscreen cosmetic.

Citation Information

Patent Citations

  • Oil-in-water emulsion cosmetic

    JP2023098303A

  • Oil-in-water ultraviolet-protective cosmetic

    WO2023106267A1