Water-in-oil emulsified cosmetic

Abstract

To provide a water-in-oil emulsified cosmetic that gives a pleasant sensation during use.SOLUTION: A water-in-oil emulsified cosmetic comprises: (A) a pyrimidylpyrazole compound having a specific structure or a salt thereof; (B) a specific polyether-modified silicone; (C) an oil component; and (D) water.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a water-in-oil emulsion cosmetic preparation. Specifically, the present invention relates to a water-in-oil emulsion cosmetic preparation comprising a pyrimidylpyrazole compound or a salt thereof. [Background technology]

[0002] Water-in-oil emulsion cosmetics, which have an oil phase as the continuous phase (external phase) and an aqueous phase as the dispersed phase (internal phase), are suitable for use as external skin preparations because they can efficiently spread oil-soluble active ingredients, such as emollients, oil-soluble drugs, UV absorbers, etc., onto the skin, and are widely used in the cosmetics field for skin care creams or milky lotions, hair care creams, etc. Water-in-oil emulsion cosmetics, which have an oily component as the external phase, are excellent at moisturizing the skin, but tend not to produce a fresh feeling. In order to achieve this sensation of moisture, attempts have been made to rapidly disintegrate emulsion particles upon application, releasing the water in the internal phase onto the skin, thereby achieving a remarkable sensation of moisture as if water were overflowing, even with a water-in-oil emulsion cosmetic (e.g., Patent Document 1). This sensation when used is called a phase inversion sensation (a sensation of water overflowing), as it is caused by a phase inversion from water-in-oil to oil-in-water.

[0003] Pigmentation such as skin spots and freckles occurs when hormonal abnormalities or ultraviolet light stimulate the skin, which leads to increased melanin production in epidermal pigment cells and excessive deposition of melanin in the epidermis. To prevent or improve such abnormal deposition of melanin pigment, whitening agents are blended into cosmetics. Various ingredients are known to be blended as whitening agents, and in recent years, pyrimidylpyrazole compounds have also been known as useful whitening agents (e.g., Patent Document 2). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] International Publication 2020 / 017618 [Patent Document 2] International Publication 2009 / 099192 Summary of the Invention

[0005] The present inventors have surprisingly found that by combining a pyrimidylpyrazole compound or a salt thereof with a specific polyether-modified silicone in a water-in-oil emulsion cosmetic, the feel during use is significantly improved. The present invention is based on these findings.

[0006] According to the present invention, the following inventions are provided. [1] A water-in-oil emulsion cosmetic comprising: (A) a pyrimidylpyrazole compound represented by formula (a) or a salt thereof; (B) a polyether-modified silicone represented by formula (b) and having a weight-average molecular weight of 30,000 or more; (C) an oil; and (D) water. [ka] (In the formula, R a1 , R a3 , R a4 and R a6 are each independently 1-3 is an alkyl group, R a2 and R a5 are each independently a hydrogen atom or C 1-3 is an alkyl group) [ka] [In the formula, A is a methyl group, a phenyl group, and a group of the formula: -C 3 H 6 O(C 2 H 4 O) p (C 3 H 6 O) q R' (In the formula, R' is a hydrogen atom, an acyl group, or C 1-4 is a group selected from the group consisting of alkyl groups, p is an integer from 5 to 50; q is an integer from 5 to 50; Repeating unit (C 2 H 4 O) and (C 3 H 6 O) may be arranged randomly or in blocks. is a group selected from the group consisting of polyoxyalkylene groups represented by R b is a methyl group or a phenyl group, m is an integer from 50 to 1000; n is an integer from 1 to 40, Repeating unit (SiR b 2 O) and (SiR b AO) may be arranged randomly or in blocks, The content of polyoxyalkylene groups in the polyether-modified silicone is 40% by mass or more. [2] R a2 and R a5 is a hydrogen atom. [3] R a1 , R a3 , R a4 and R a6 The cosmetic composition according to [1] or [2], wherein is a methyl group. [4] The cosmetic preparation according to any one of [1] to [3], wherein the component (B) is PEG / PPG-19 / 19 dimethicone. [5] The cosmetic preparation according to any one of [1] to [4], further comprising (E) a silicone surfactant having an HLB value of 2 to 5 (excluding those corresponding to component (B)). [6] The cosmetic according to any one of [1] to [5], wherein the blending amount of component (A) is 0.01 to 1 mass % relative to the total amount of the cosmetic. [7] The cosmetic according to any one of [1] to [6], wherein the blending amount of component (B) is 0.1 to 2 mass % relative to the total amount of the cosmetic. [8] The cosmetic according to any one of [1] to [7], wherein the blending amount of component (C) is 5 to 50 mass % relative to the total amount of the cosmetic. [9] The cosmetic preparation according to any one of [1] to [8], wherein the blending ratio of the component (A) to the component (B) is, in terms of mass ratio, (A):(B)=1:0.5 to 1:10.

[0007] According to the present invention, it is possible to provide a water-in-oil emulsion cosmetic having an excellent feeling when used. In particular, the present invention is excellent in the rich feeling at the beginning of application, and can impart a remarkable phase change feeling when applied.

[0008] The present invention relates to a water-in-oil emulsion cosmetic (hereinafter, sometimes referred to as a cosmetic) comprising (A) a pyrimidylpyrazole compound having a specific structure or a salt thereof, (B) a specific polyether-modified silicone, (C) an oil, and (D) water.

[0009] (A) A pyrimidylpyrazole compound or a salt thereof The cosmetic preparation according to the present invention comprises (A) a pyrimidylpyrazole compound represented by formula (a) or a salt thereof. [ka] During the ceremony, R a1 , R a3 , R a4 and R a6 are each independently 1-3 It is an alkyl group, specifically a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a cyclopropyl group, preferably a methyl group or an ethyl group, and more preferably a methyl group. R a2 and R a5 are each independently a hydrogen atom or C 1-3 It is an alkyl group, specifically a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a cyclopropyl group, preferably a hydrogen atom, a methyl group, or an ethyl group, and more preferably a hydrogen atom.

[0010] The component (A) may be a salt of the pyrimidylpyrazole compound represented by formula (a). The type of salt is not particularly limited as long as it is a pharmacologically acceptable salt, and may be an inorganic salt or an organic salt. Examples of the salt include hydrochloride, hydrobromide, sulfate, phosphate, acetate, propionate, citrate, lactate, oxalate, maleate, fumarate, tartrate, and methanesulfonate. The component (A) is preferably dimethylpyrazolyldimethylpyrimidine hydrochloride.

[0011] The component (A) may be used in combination with one or more different types. The amount of the component (A) added is preferably 0.01 to 1 mass %, more preferably 0.05 to 0.8 mass %, and even more preferably 0.2 to 0.7 mass %, relative to the total amount of the cosmetic.

[0012] (B) Polyether-modified silicone The cosmetic composition according to the present invention comprises a polyether-modified silicone represented by formula (b) and having a weight-average molecular weight of 30,000 or more. [ka] During the ceremony, Each A is independently selected from a methyl group, a phenyl group, and a group of the formula: -C 3 H 6 O(C 2 H 4 O) p (C 3 H 6 O) q R' (In the formula, R' is a hydrogen atom, an acyl group, or C 1-4 is a group selected from the group consisting of alkyl groups, p is an integer from 5 to 50; q is an integer from 5 to 50; Repeating unit (C 2 H 4 O) and (C 3 H 6O) may be arranged randomly or in blocks. is a group selected from the group consisting of polyoxyalkylene groups represented by R b is a methyl group or a phenyl group, m is an integer from 50 to 1000; n is an integer from 1 to 40, Repeating unit (SiR b 2 O) and (SiR b AO) may be arranged randomly or in blocks, The polyoxyalkylene group content in the polyether-modified silicone is 40 mass % or more.

[0013] Examples of component (B) include PEG / PPG-30 / 10 dimethicone, PEG / PPG-19 / 19 dimethicone, and the like, and preferably PEG / PPG-19 / 19 dimethicone.

[0014] The component (B) may be blended in one or more types. The blending amount of the component (B) is preferably 0.1 to 2 mass%, more preferably 0.2 to 1.5 mass%, even more preferably 0.2 to 0.8 mass%, and still more preferably 0.3 to 0.7 mass%, relative to the total amount of the cosmetic.

[0015] The blending ratio of the (A) component to the (B) component, in mass ratio, is preferably (A):(B)=1:0.5 to 1:10, more preferably (A):(B)=1:0.5 to 1:5, even more preferably (A):(B)=1:0.6 to 1:4, or (A):(B)=1:0.7 to 1:1.5.

[0016] (C) Oil content The cosmetic composition according to the present invention further comprises an oil component (C). Examples of the component (C) include silicone oil, hydrocarbon oil, ester oil, etc., and silicone oil is preferred.

[0017] Examples of silicone oils include chain polysiloxanes (such as dimethicone, diphenylsiloxyphenyltrimethicone, diphenylpolysiloxane, etc.), and cyclic polysiloxanes (such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.).

[0018] Examples of hydrocarbon oils include isododecane, isohexadecane, isoparaffin, mineral oil (liquid paraffin), ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and hydrogenated polydecene.

[0019] Examples of ester oils include octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate (isopropyl myristate), octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, and isocetyl isostearate. , cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, tripropylene glycol pivalate, diisostearyl malate, glycerin di-2-heptylundecanoate, glycerin diisostearate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate , pentaerythritol tetra-2-ethylhexanoate, glycerin tri-2-ethylhexanoate, glycerin trioctanoate, glycerin triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate-2-ethylhexyl palmitate, glycerin trimyristate, tri-2-heptylundecanoate glyceride, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecanoate palmitate Decyl, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate, cetyl ethylhexanoate, and macadamia nut fatty acid phytosteryl.

[0020] The component (C) may be blended in one or more types. The blending amount of the component (C) is preferably 5 to 50 mass % relative to the total amount of the cosmetic, more preferably 7 to 25 mass %, and even more preferably 10 to 20 mass %.

[0021] (D)Water The cosmetic preparation according to the present invention contains water. As the water, water used in cosmetics, quasi-drugs, etc., can be used, such as purified water, ion-exchanged water, tap water, etc. The blending amount of water is preferably 20 to 90 mass %, more preferably 30 to 85 mass %, and even more preferably 40 to 80 mass %, based on the total amount of the cosmetic according to the present invention.

[0022] (E) Silicone surfactants with HLB of 2 to 5 The cosmetic preparation according to the present invention may further contain (E) a silicone surfactant (excluding those falling under component (B)) with an HLB value of 2 to 5. Note that, although component (B) may contain those with an HLB value of 2 to 5, those falling under component (B) are excluded from component (E) in the present invention. By further including the component (E) in the cosmetic according to the present invention, the stability of the component (B) in the cosmetic can be further improved.

[0023] The component (E) is a silicone surfactant, and its HLB value is within the range of 2 to 5. In the present invention, the "silicone surfactant" is a nonionic surfactant having a silicone structure (hydrophobic portion) and a hydrophilic portion in the molecule. Specific examples of the component (E) include poly(oxyethylene-oxypropylene) methylpolysiloxane copolymer, polyoxyethylene methylpolysiloxane copolymer, silicone chain branched methylpolysiloxane copolymer, alkyl chain branched polyoxyethylene methylpolysiloxane copolymer, alkyl chain-branched polyoxyethylene methylpolysiloxane copolymer, crosslinked polyoxyethylene methylpolysiloxane, alkyl group-containing crosslinked polyoxyethylene methylpolysiloxane, branched polyglycerin-modified silicone, crosslinked polyglycerin-modified silicone, alkyl group-containing crosslinked polyglycerin-modified silicone, alkyl group-branched polyglycerin-modified silicone, etc. More specifically, examples of such dimethicones include PEG-9 polydimethylsiloxyethyl dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, cetyl PEG / PPG-10 / 1 dimethicone, PEG-9 methyl ether dimethicone, PEG-10 dimethicone, and PEG-3 dimethicone, and preferably PEG-9 polydimethylsiloxyethyl dimethicone or PEG-10 dimethicone.

[0024] The component (E) may be blended in one or more types. The blending amount of the component (E) is preferably 0.05 to 10 mass%, more preferably 0.1 to 5 mass%, even more preferably 0.2 to 3 mass%, and even more preferably 0.2 to 1 mass%, relative to the total amount of the cosmetic.

[0025] In addition to the above-mentioned components, the cosmetic of the present invention may contain optional components that are usually used in cosmetics and pharmaceuticals. Examples of optional components include moisturizers, lower alcohols, sequestering agents, neutralizing agents, pH adjusters, antioxidants, preservatives, medicines, UV absorbers, powder components, fragrances, etc., and one or more of these may be contained as long as the effects of the present invention are achieved.

[0026] Cosmetics according to the present invention include, for example, milky or creamy products such as milky lotion, skin care cream, hair cream, liquid foundation, eyeliner, mascara, eye shadow, etc., which are produced by conventional methods. EXAMPLES

[0027] The present invention will be described in detail with reference to the following examples, but the present invention is not limited to these examples. The contents are expressed as mass % relative to the total amount unless otherwise specified.

[0028] [Examples 1 to 3 and Comparative Examples 1 and 2] According to the formulations shown in Table 1, water-in-oil emulsion cosmetics of Examples 1 to 3 and Comparative Examples 1 and 2 were prepared. [Table 1] In the table, PEG-10 dimethicone: "KF-6017P", manufactured by Shin-Etsu Chemical Co., Ltd., HLB=4.5

[0029] [Usability evaluation (1) Rich feeling] A panel of 10 experts applied each of the cosmetics of the Examples and Comparative Examples to the skin and evaluated the rich feeling at the beginning of application. Here, "rich feeling" means a feeling of being thick during application of the cosmetics, with a springy and moderately responsive sensation. Based on the evaluations of each expert panel, a judgment was made according to the following criteria. The results obtained are shown in Table 1. S: 10 out of 10 people answered that there was a rich feeling when first applied. A: Between 8 and 9 out of 10 people answered that there was a rich feeling when first applying it. B: Between 6 and 7 out of 10 people answered that there was a rich feeling when first applying the cream. C: Less than 5 out of 10 people answered that there was a rich feeling when first applied.

[0030] [Usability evaluation (2) Phase change sensation] A panel of 10 experts applied each cosmetic composition of the Examples and Comparative Examples to the skin and evaluated the phase inversion sensation (water overflow sensation). Based on the evaluation of each expert panel, a judgment was made according to the following criteria. The obtained results are shown in Table 1. S: 10 out of 10 people answered that they felt a sense of phase change. A: Between 8 and 9 out of 10 people answered that they felt a sense of phase change. B: Six to seven out of ten people answered that they felt a sense of phase change. C: Less than 5 out of 10 people answered that they felt a sense of phase change.

Claims

1. (A) a pyrimidylpyrazole compound represented by formula (a) or a salt thereof, (B) a polyether-modified silicone represented by formula (b) and having a weight average molecular weight of 30,000 or more; (C) oil, and (D) Water A water-in-oil emulsion cosmetic comprising: 【Chemistry 1】 (In the formula, R ａ１ , R ａ３ , R ａ４ and R ａ６ are each independently １－３ is an alkyl group, R ａ２ and R ａ５ Each independently represents a hydrogen atom or C １－３ is an alkyl group) 【Chemistry 2】 [In the formula, A is a methyl group, a phenyl group, and a group of the formula: -C ３ H ６ O(C ２ H ４ O) ｐ (C ３ H ６ O) ｑ R’ (In the formula, R′ is a hydrogen atom, an acyl group, or C １－４ is a group selected from the group consisting of alkyl groups, p is an integer from 5 to 50; q is an integer from 5 to 50, Repeating unit (C ２ H ４ O) and (C ３ H ６ O) may be arranged randomly or in blocks. is a group selected from the group consisting of polyoxyalkylene groups represented by R ｂ is a methyl group or a phenyl group, m is an integer from 50 to 1000, n is an integer from 1 to 40, Repeating unit (SiR ｂ ２ O) and (SiR ｂ AO) may be arranged randomly or in blocks, The content of polyoxyalkylene groups in the polyether-modified silicone is 40% by mass or more.

2. R ａ２ and R ａ５ The cosmetic preparation according to claim 1 , wherein is a hydrogen atom.

3. R ａ１ , R ａ３ , R ａ４ and R ａ６ The cosmetic preparation according to claim 1 or 2, wherein is a methyl group.

4. 3. The cosmetic preparation according to claim 1, wherein component (B) is PEG / PPG-19 / 19 dimethicone.

5. 3. The cosmetic preparation according to claim 1 or 2, further comprising (E) a silicone surfactant having an HLB of 2 to 5 (excluding those corresponding to component (B)).

6. 3. The cosmetic according to claim 1, wherein the blending amount of component (A) is 0.01 to 1 mass % relative to the total amount of the cosmetic.

7. 3. The cosmetic according to claim 1, wherein the blending amount of component (B) is 0.1 to 2 mass% based on the total amount of the cosmetic.

8. 3. The cosmetic according to claim 1, wherein the blending amount of component (C) is 5 to 50 mass % relative to the total amount of the cosmetic.

9. 3. The cosmetic preparation according to claim 1, wherein the blending ratio of the component (A) to the component (B) is, in mass ratio, (A):(B)=1:0.5 to 1:10.

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