WO2023120180A1 - Oil-in-water type emulsified cosmetic - Google Patents

Abstract

[Problem] To provide an oil-in-water type emulsified cosmetic that has an excellent feel of use. [Solution] This oil-in-water type emulsified cosmetic contains (A) a cyclic carboxamide derivative having a specific structure or a salt thereof, (B) core-corona type particles, (C) oil, and (D) water. The core-corona type particles (B) are obtained through radical polymerization of a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers.

Description

Oil-in-water emulsified cosmetic

The present invention relates to an oil-in-water emulsified cosmetic.

In oil-in-water emulsified cosmetics, it is common to stably mix an aqueous component and an oily component by the emulsifying action of a surfactant or the like. Since the oil is surrounded by the emulsifier and the outer phase is a continuous layer of the aqueous phase, it is said to have an excellent feeling of freshness when used.
There is an emulsification method called Pickering emulsion as a technique of emulsifying by adsorbing powder to the interface without using a surfactant. Among them, an oil-in-water emulsified cosmetic using core-corona type particles as a dispersant has been proposed (for example, Patent Document 1). With regard to such cosmetics, there is room for further improvement in the user's feeling of use, especially in terms of freshness.

On the other hand, cyclic carboxamide derivatives are known to have anti-wrinkle and anti-pigmentation effects, and have been proposed to be added to cosmetics (for example, Patent Document 2).

JP 2018-168087 A International publication 2011/040496

According to the studies of the present inventors, it has been found that when cyclic carboxamide derivatives are used in cosmetics, they tend to be sticky and less likely to feel fresh. The present inventors have surprisingly found that using an oil-in-water cosmetic containing a combination of core-corona type particles and a specific cyclic carboxamide derivative can achieve excellent feeling during use. The present invention is based on these findings.

（式中、
　Ｒ^１は、水酸基で置換されていてもよい炭素数１～６の炭化水素基、または水素原子であり、
　Ｘは、－ＣＨ_２－または－Ｎ（Ｒ^２）－であり、ここで、Ｒ^２は、水酸基で置換されていてもよい炭素数１～６の炭化水素基、または水素原子であり、かつ
　ｎａは、１～３の整数である）、
（Ｂ）コア－コロナ型粒子、
（Ｃ）油分、および
（Ｄ）水
を含んでなり、
　（Ｂ）コア－コロナ型粒子が、ポリエチレンオキサイドマクロモノマーと、アクリル酸／メタクリル酸誘導体モノマーおよびアクリルアミド／メタクリルアミド誘導体モノマーからなる群から選択される疎水性モノマーとをラジカル重合して得られる粒子である、水中油型乳化化粧料。
［２］（Ａ）成分の式（ａ）において、
　Ｒ^１が、炭素数１～３のヒドロキシアルキル基であり、
　Ｘが、－ＣＨ_２－または－ＮＨ－であり、かつ
　ｎａが、１である、［１］に記載の化粧料。
［３］（Ａ）成分が、１－（２－ヒドロキシエチル）－２－イミダゾリジノンである、［１］または［２］に記載の化粧料。
［４］（Ａ）成分の配合量が、化粧料の総量に対して、０．０５～５質量％である、［１］～［３］のいずれかに記載の化粧料。
［５］前記ラジカル重合が下記（ｉ）～（ｉｖ）の条件下で行われる、［１］～［４］のいずれかに記載の化粧料：
（ｉ）前記ポリエチレンオキサイドマクロモノマーの仕込みモル量：前記疎水性モノマーの仕込みモル量で表されるモル比が１：１０～１：２５０であること、
（ｉｉ）前記ポリエチレンオキサイドマクロモノマーが式（ｂ１）で表され、前記アクリル酸／メタクリル酸誘導体モノマーが式（ｂ２）で表され、前記アクリルアミド／メタクリルアミド誘導体モノマーが式（ｂ３）で表されること、
（ｉｉｉ）重合溶媒が水－アルコール混合溶媒であり、前記アルコールがエタノール、ジプロピレングリコール、１，３－ブチレングリコール、およびイソプレングリコールからなる群から選択されること、および
（ｉｖ）前記水－アルコール混合溶媒の溶媒組成が、２０℃で、質量比で、水：アルコール＝９０～１０：１０～９０であること。

（式中、
　Ｒ^１１は、水素原子または炭素数１～３のアルキル基であり、
　Ｒ^１２は、水素原子またはメチル基であり、かつ
　ｎｂは、８～２００の数である）

（式中、
　Ｒ^１３は、水素原子または炭素数１～３のアルキル基であり、かつ
　Ｒ^１４は、炭素数１～１２のアルキル基である）

（式中、
　Ｒ^１５は、水素原子または炭素数１～３のアルキル基であり、かつ
　Ｒ^１６およびＲ^１７は、それぞれ独立に、水素原子または炭素数１～１８のアルキル基である）
［６］前記ラジカル重合の条件が、さらに下記（ｖ）の条件を含んでなる、［５］に記載の化粧料：
（ｖ）前記ラジカル重合が、架橋性モノマーの存在下に行われ、前記架橋性モノマーの仕込み量が、前記疎水性モノマーの仕込み量に対して、１．５質量％以下であること。
［７］前記架橋性モノマーが式（ｂ４）で表される、［６］に記載の化粧料。

（式中、
　Ｒ^１８およびＲ^１９は、それぞれ独立に、炭素数１～３のアルキル基であり、
　ｍｂは、１～３の数である）
［８］（Ｂ）コア－コロナ型粒子の平均粒子径が５０～４００ｎｍである、［１］～［７］のいずれかに記載の化粧料。
［９］（Ｂ）コア－コロナ型粒子が、（アクリルアミド／アクリル酸ＤＭＡＰＡ／メタクリル酸メトキシＰＥＧ）コポリマーまたは（アクリレーツ／メタクリル酸メトキシＰＥＧ－９０）クロスポリマーである、［１］～［８］のいずれかに記載の化粧料。
［１０］（Ｂ）コア－コロナ型粒子の配合量が、化粧料の総量に対して、０．０５～３質量％である、［１］～［９］のいずれかに記載の化粧料。 According to the present invention, the following inventions are provided.
[1] (A) Cyclic carboxamide derivative represented by formula (a) or a salt thereof

(In the formula,
R ¹ is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom,
X is —CH ₂ — or —N(R ² )—, wherein R ² is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, and na is an integer of 1 to 3),
(B) core-corona particles;
(C) oil, and (D) water,
(B) The core-corona type particles are particles obtained by radically polymerizing a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers. There is an oil-in-water emulsified cosmetic.
[2] In the formula (a) of the component (A),
R ¹ is a hydroxyalkyl group having 1 to 3 carbon atoms,
The cosmetic according to [1], wherein X is —CH ₂ — or —NH— and na is 1.
[3] The cosmetic of [1] or [2], wherein component (A) is 1-(2-hydroxyethyl)-2-imidazolidinone.
[4] The cosmetic according to any one of [1] to [3], wherein the amount of component (A) is 0.05 to 5% by mass relative to the total amount of the cosmetic.
[5] The cosmetic according to any one of [1] to [4], wherein the radical polymerization is performed under the following conditions (i) to (iv):
(i) the molar ratio of the charged molar amount of the polyethylene oxide macromonomer to the charged molar amount of the hydrophobic monomer is 1:10 to 1:250;
(ii) the polyethylene oxide macromonomer is represented by formula (b1), the acrylic acid/methacrylic acid derivative monomer is represented by formula (b2), and the acrylamide/methacrylamide derivative monomer is represented by formula (b3). matter,
(iii) the polymerization solvent is a water-alcohol mixed solvent, and said alcohol is selected from the group consisting of ethanol, dipropylene glycol, 1,3-butylene glycol, and isoprene glycol; and (iv) said water-alcohol. The solvent composition of the mixed solvent is water:alcohol=90-10:10-90 at 20.degree.

(In the formula,
R ¹¹ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms,
R ¹² is a hydrogen atom or a methyl group, and nb is a number from 8 to 200)

(In the formula,
R ¹³ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ¹⁴ is an alkyl group having 1 to 12 carbon atoms)

(In the formula,
R ¹⁵ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ¹⁶ and R ¹⁷ are each independently a hydrogen atom or an alkyl group having 1 to 18 carbon atoms)
[6] The cosmetic according to [5], wherein the radical polymerization conditions further include the following conditions (v):
(v) The radical polymerization is carried out in the presence of a crosslinkable monomer, and the charge amount of the crosslinkable monomer is 1.5 mass % or less with respect to the charge amount of the hydrophobic monomer.
[7] The cosmetic according to [6], wherein the crosslinkable monomer is represented by formula (b4).

(In the formula,
R ¹⁸ and R ¹⁹ are each independently an alkyl group having 1 to 3 carbon atoms,
mb is a number from 1 to 3)
[8] (B) The cosmetic according to any one of [1] to [7], wherein the core-corona type particles have an average particle size of 50 to 400 nm.
[9] (B) The core-corona particles of [1] to [8], wherein the (acrylamide/DMAPA acrylate/methoxy PEG methacrylate) copolymer or (acrylates/methoxy PEG-90 methacrylate) crosspolymer Cosmetics according to any one of the above.
[10] The cosmetic according to any one of [1] to [9], wherein the content of (B) the core-corona type particles is 0.05 to 3% by mass relative to the total amount of the cosmetic.

According to the present invention, it is possible to provide an oil-in-water emulsified cosmetic with an excellent feeling of use. In particular, freshness can be imparted during application.

Specific description of the invention

The present invention comprises (A) a cyclic carboxamide derivative having a specific structure or a salt thereof, (B) core-corona type particles, (C) oil, and (D) water, and (B) core-corona type The particles are particles obtained by radical polymerization of a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers. It relates to cosmetics (hereinafter sometimes referred to as cosmetics).

式中、
　Ｒ^１は、水酸基で置換されていてもよい炭素数１～６の炭化水素基、または水素原子であり、
　Ｘは、－ＣＨ_２－または－Ｎ（Ｒ^２）－であり、ここで、Ｒ^２は、水酸基で置換されていてもよい炭素数１～６の炭化水素基、または水素原子であり、かつ
　ｎａは、１～３の整数である。
　上記の炭化水素基は、特に限定されず、例えば、アルキル基、シクロアルキル基、アルケニル基、アルキニル基、シクロアルキルアルキル基、ハロアルキル基、アルコキシアルキル基、アルコキシカルボニルアルキル基であってよく、好ましくはアルキル基である。 (A) Cyclic carboxamide derivative or salt thereof The cosmetic according to the present invention includes (A) a cyclic carboxamide derivative represented by formula (a) or a salt thereof (hereinafter sometimes referred to as component (A). Other components) is the same.).

During the ceremony,
R ¹ is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom,
X is —CH ₂ — or —N(R ² )—, wherein R ² is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, and na is an integer of 1-3.
The above hydrocarbon group is not particularly limited, and may be, for example, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a cycloalkylalkyl group, a haloalkyl group, an alkoxyalkyl group, or an alkoxycarbonylalkyl group, preferably is an alkyl group.

　（Ａ）成分は、最も好ましくは、１－（２－ヒドロキシエチル）－２－イミダゾリジノンである。 In a preferred form, in the formula (a) of component (A),
R ¹ is a hydroxyalkyl group having 1 to 3 carbon atoms,
X is —CH ₂ — or —NH— and na is 1.
Specific examples of the cyclic carboxamide derivative represented by formula (a) include the following.

Component (A) is most preferably 1-(2-hydroxyethyl)-2-imidazolidinone.

The (A) component may be a salt of the cyclic carboxamide derivative 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 inorganic salts include hydrochlorides, sulfates, phosphates, hydrobromides, sodium salts, potassium salts, magnesium salts, calcium salts, magnesium salts, ammonium salts and the like. Examples of organic salts include acetates, lactates, maleates, fumarates, tartrates, methanesulfonates, p-toluenesulfonates, triethanolamine salts, amino acid salts and the like.

(A) component can be blended one or two or more. The blending amount of component (A) is preferably 0.05 to 5% by mass, more preferably 0.3 to 3.5% by mass, and still more preferably 0.5% by mass, relative to the total amount of the cosmetic. ~2% by mass.

(B) Core-Corona Particles The cosmetic according to the present invention comprises (B) core-corona particles.
The core-corona type particles suitably used in the present invention are particles having a core portion made of a relatively highly hydrophobic polymer and a corona portion stabilized with a polyethylene oxide chain, which is a nonionic polymer. be. Due to the polyethylene oxide chain in the corona portion, it has excellent dispersion stability in water and acid and salt resistance.

The particle size of the core-corona type particles is preferably substantially constant, and the average particle size is preferably 50 to 400 nm, more preferably 100 to 300 nm. The average particle size can be optically measured by a dynamic light scattering method or the like, and for example, Datasizer manufactured by Malvern can be used.
The dispersity of the core-corona type particles is preferably less than 0.2, more preferably less than 0.05.

Component (B) is particles obtained by radical polymerization of a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers.
Preferably, radical polymerization is carried out under the following conditions (i) to (iv).

Condition (i)
Condition (i) is that "the molar ratio represented by the charged molar amount of the polyethylene oxide macromonomer and the charged molar amount of the hydrophobic monomer is 1:10 to 1:250". The molar ratio of charged molar amount of polyethylene oxide macromonomer to charged molar amount of hydrophobic monomer (that is, total sum of acrylic acid/methacrylic acid derivative monomer and acrylamide/methacrylamide derivative monomer) is preferably 1:10 to 1:200, more preferably 1:25 to 1:100. This range is preferable from the viewpoint of formation of core-corona type particles and dispersion stabilization.

condition (ii)
Condition (ii) is "the polyethylene oxide macromonomer is represented by formula (b1), the acrylic acid/methacrylic acid derivative monomer is represented by formula (b2), and the acrylamide/methacrylamide derivative monomer is represented by formula (b3). Is Rukoto.

（式中、
　Ｒ^１１は、水素原子または炭素数１～３のアルキル基であり、
　Ｒ^１２は、水素原子またはメチル基であり、かつ
　ｎｂは、８～２００の数である） <Polyethylene oxide macromonomer>
The polyethylene oxide macromonomer is preferably represented by formula (b1).

(In the formula,
R ¹¹ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms,
R ¹² is a hydrogen atom or a methyl group, and nb is a number from 8 to 200)

As the polyethylene oxide macromonomer, for example, a commercially available product from Aldrich or a commercial product such as BLEMMER (registered trademark) from NOF CORPORATION can be used. Specifically, PME-400, PME-1000, and PME-4000, which are methoxypolyethylene glycol monomethacrylates (n values in formula (1) are n = 9, n = 23, n = 90, all NOF stock manufactured by the company).

（式中、
　Ｒ^１３は、水素原子または炭素数１～３のアルキル基であり、かつ
　Ｒ^１４は、炭素数１～１２のアルキル基である） <Acrylic acid/methacrylic acid derivative monomer>
Acrylic acid/methacrylic acid derivative monomers are preferably represented by formula (b2).

(In the formula,
R ¹³ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ¹⁴ is an alkyl group having 1 to 12 carbon atoms)

Acrylic acid/methacrylic acid derivative monomers include, for example, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, pentyl acrylate, hexyl acrylate, heptyl acrylate, octyl acrylate, decyl acrylate, acrylic dodecyl acid, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, pentyl methacrylate, hexyl methacrylate, heptyl methacrylate, octyl methacrylate, decyl methacrylate, dodecyl methacrylate and the like. Among these, methyl methacrylate (methyl methacrylate), butyl methacrylate (butyl methacrylate), and octyl methacrylate are particularly preferred. Commercially available products from, for example, Aldrich Co. or Tokyo Kasei Co., Ltd. can also be used as these.

（式中、
　Ｒ^１５は、水素原子または炭素数１～３のアルキル基であり、かつ
　Ｒ^１６およびＲ^１７は、それぞれ独立に、水素原子または炭素数１～１８のアルキル基である） <Acrylamide/methacrylamide derivative monomer>
The acrylamide/methacrylamide derivative monomer is preferably represented by formula (b3).

(In the formula,
R ¹⁵ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ¹⁶ and R ¹⁷ are each independently a hydrogen atom or an alkyl group having 1 to 18 carbon atoms)

Acrylamide/methacrylamide derivative monomers include, for example, t-butylacrylamide, N,N-dimethylacrylamide, N-[3-(dimethylamino)propyl]acrylamide, t-butylmethacrylamide, octylacrylamide, octylmethacrylamide, octadecyl acrylamide and the like. Among these, t-butylacrylamide, N,N-dimethylacrylamide, and N-[3-(dimethylamino)propyl]acrylamide are particularly preferred. These are available as commercial products or industrial raw materials.

The hydrophobic monomer used in the present invention is one or more selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers. , methyl methacrylate and butyl methacrylate, or four of methyl methacrylate, t-butylacrylamide, N,N-dimethylacrylamide and N-[3-(dimethylamino)propyl]acrylamide. In addition to the combination of these hydrophobic monomers, it is preferred to use methoxypolyethylene glycol monomethacrylate as macromonomer.
As the most preferred combination of macromonomers and hydrophobic monomers in the present invention,
- methoxy polyethylene glycol monomethacrylate, methyl methacrylate, and butyl methacrylate in which the polyethylene glycol group has 8 to 90 repeating units, most preferably 15;
- Methoxypolyethylene glycol monomethacrylate, methyl methacrylate, butyl methacrylate, t-butylacrylamide, N,N-dimethylacrylamide, and N-[3-(dimethyl) having a polyethylene glycol group with repeating units of 8 to 200, most preferably 90 amino)propyl]acrylamide, t-butylmethacrylamide, octylacrylamide, octylmethacrylamide, octadecylacrylamide.

condition (iii)
Condition (iii) is that "the polymerization solvent is a water-alcohol mixed solvent, and the alcohol is selected from the group consisting of ethanol, dipropylene glycol, 1,3-butylene glycol, and isoprene glycol".

Condition (iv)
Condition (iv) is that "the solvent composition of the water-alcohol mixed solvent is water:alcohol=90-10:10-90 at 20° C. in mass ratio". Preferably, the water:alcohol ratio is 80-20:20-80. Within this range, the dissolving ability of the hydrophobic monomer does not become too low, which is preferable from the viewpoint of the generation of microparticles. It is preferable because more microparticles are obtained.

Radical polymerization can be carried out in the presence or absence of crosslinkable monomers.
In a preferred embodiment, the radical polymerization conditions further include the following conditions (v).

（式中、
　Ｒ^１８およびＲ^１９は、それぞれ独立に、炭素数１～３のアルキル基であり、
　ｍｂは、１～３の数である） Condition (v)
The condition (v) is that "radical polymerization is carried out in the presence of a crosslinkable monomer, and the amount of the crosslinkable monomer charged is 1.5% by mass or less with respect to the amount of the hydrophobic monomer charged." be.
<Crosslinking monomer>
Preferably, the cross-linking monomer is hydrophobic. Specifically, ethylene glycol dimethacrylate (hereinafter sometimes abbreviated as EGDMA) sold by Aldrich, Blemmer (registered trademark) PDE-50 sold by NOF, and the like can be used.
More preferably, the crosslinkable monomer is represented by formula (b4).

(In the formula,
R ¹⁸ and R ¹⁹ are each independently an alkyl group having 1 to 3 carbon atoms,
mb is a number from 1 to 3)

The (B) component is preferably an (acrylamide/DMAPA acrylate/methoxy PEG methacrylate) copolymer or an (acrylates/methoxy PEG-90 methacrylate) crosspolymer.

The component (B) can be blended either alone or in combination of two or more. The blending amount of component (B) is preferably 0.05 to 3% by mass, more preferably 0.1 to 1.5% by mass, based on the total amount of the cosmetic.

(C) Oil The cosmetic according to the present invention comprises (C) oil. Component (C) includes, for example, ester oils, silicone oils, hydrocarbon oils, higher fatty acids, higher alcohols, liquid oils, solid oils, semi-solid oils and the like, preferably hydrocarbon oils, silicone oils and ester oils. selected from the group consisting of oils;

Examples of ester oils include octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, and oleic acid. Decyl, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, monoisostearin Acid N-alkyl glycol, neopentyl glycol dicaprate, tripropylene glycol pivalate, diisostearyl malate, glyceryl di-2-heptylundecanoate, glyceryl diisostearate, trimethylolpropane tri-2-ethylhexanoate, triisostearin trimethylolpropane acid, pentaerythrityl tetraethylhexanoate, glyceryl tri-2-ethylhexanoate (triethylhexanoin), glyceryl trioctanoate, glyceryl triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate -2-ethylhexyl palmitate, glyceryl trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, 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-adipate Hexyldecyl, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate, cetyl ethylhexanoate, macadamia nut fatty acid phytosteryl and the like.

Examples of silicone oils include linear polysiloxanes (e.g., dimethicone, diphenylsiloxyphenyl trimethicone, diphenylpolysiloxane, etc.), cyclic polysiloxanes (e.g., octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, siloxane, etc.), silicone resins that form a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicones etc., preferably chain polysiloxane.

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

Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toric acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.

Higher alcohols include, for example, straight-chain alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.), branched-chain alcohols (eg, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, etc.).

Liquid oils include, for example, avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, and eno oil. , soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagiri oil, Japanese pear oil, jojoba oil, germ oil, triglycerin and the like. Examples of solid oils include cacao butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, Japanese wax kernel oil, hydrogenated oil, Japanese wax, and hydrogenated castor oil. Semi-solid oils include, for example, shea butter, partially hydrogenated coconut oil, partially hydrogenated jojoba oil, and the like.

(C) component can be blended one or two or more. The blending amount of component (C) is preferably 0.5 to 30% by mass, more preferably 1 to 15% by mass, based on the total amount of the cosmetic.

(D) Water The cosmetic according to the present invention contains (D) water. As water, water used in cosmetics, quasi-drugs, etc. can be used, and for example, purified water, ion-exchanged water, tap water, etc. can be used.
The amount of water to be blended is preferably 30-95% by mass, more preferably 60-90% by mass, based on the total amount of the cosmetic composition according to the present invention.

The cosmetic according to the present invention can further contain a surfactant. Surfactants include amphoteric surfactants, cationic surfactants, nonionic surfactants, and anionic surfactants, preferably nonionic surfactants. On the other hand, from the viewpoint of usability, the blending amount of the surfactant is preferably 1% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0% by mass, relative to the total amount of the cosmetic. 0.2% by mass or less, particularly preferably 0.1% by mass or less. Not containing a surfactant (0% by mass) is also a preferred embodiment of the present invention.

In addition to the above ingredients, the cosmetics according to the present invention can contain optional ingredients that are usually used in cosmetics and pharmaceuticals. Optional ingredients include other ingredients commonly used in cosmetics, such as lower alcohols, humectants, thickeners, sequestering agents, neutralizers, pH adjusters, antioxidants, preservatives, and drugs. As long as it is possible and the effects of the present invention are exhibited, one or more of them can be blended.

Examples of lower alcohols include ethanol, 1-propanol, 2-propanol, isobutyl alcohol, t-butyl alcohol and the like.

Examples of moisturizing agents include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol (BG), erythritol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronin acid, atelocollagen, cholesteryl- 12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, rose rose extract, yarrow extract, melilot extract and the like.

Thickeners include, for example, gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium araginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropyl Cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer (carbomer), (dimethylacrylamide/acryloyldimethyltaurate Na) crosspolymer, (acryloyldimethyltaurate ammonium/VP) copolymer, (acryloyldimethyltaurate ammonium methacrylate) Henneth-25) Crosspolymer, (Na acrylate/Na acryloyldimethyltaurate) copolymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate, xanthan gum, magnesium aluminum silicate, bentonite, hectorite, A1 Mg silicate ( Veegum), laponite, silicic anhydride, and the like.

Examples of sequestering agents include 1-hydroxyethane-1,1-diphosphonic acid, tetrasodium 1-hydroxyethane-1,1-diphosphonic acid, disodium edetate (EDTA-2Na), and trisodium edetate. , tetrasodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyl triacetate, and the like.

Examples of neutralizing agents include 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, potassium hydroxide, sodium hydroxide, triethanolamine, sodium carbonate, and the like. are mentioned.

Examples of pH adjusters include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate.
Examples of antioxidants include dibutylhydroxytoluene, butylhydroxyanisole, sodium pyrosulfite, and gallic acid esters.
Examples of antiseptics include paraoxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben, benzoic acid, salicylic acid, sorbic acid, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, and trichlorocarbanilide. , a photosensitive element, phenoxyethanol, and the like.

Examples of drugs include ascorbic acid (vitamin C), tranexamic acid, kojic acid, ellagic acid, arbutin, alkoxysalicylic acid, glycyrrhizic acid, tocopherol, retinol, and salts or derivatives thereof (e.g., sodium L-ascorbate, L -ascorbic acid ester magnesium salt, L-ascorbic acid glucoside, 2-O-ethyl-L-ascorbic acid, 3-O-ethyl-L-ascorbic acid, 4-methoxysalicylic acid sodium salt, 4-methoxysalicylic acid potassium salt, glycyrrhizin dipotassium acid, stearyl glycyrrhizinate, tocopherol acetate, retinol acetate, retinol palmitate, etc.), nicotinic acid or its derivatives (e.g. nicotinamide), caffeine, tannins, verapamil and its derivatives, licorice extract, glabridin, fire Hot water extract of thorn fruit, various crude drugs, hydrolyzed silk, hydrolyzed conchiolin, tea extract, tormentilla root extract, Angelica keiskei leaf/stem extract, aloe vera leaf extract, cherry leaf extract, angelica root extract, shiikuwasha pericarp extract, iris root extract, thorny rhinoceros / hijirimen / honey kelp / blue laver / wakame seaweed extract, cattail extract, hikiokoshi leaf / stem extract, camellia seed extract, honey kelp / wakame extract, honeysuckle root extract, Dutch mustard leaf / stem extract, cassia bark extract, rose Marie leaf oil, lavender oil, glutamic acid, trimethylglycine, chlorphenesin, menthoxypropanediol and the like.

In addition, UV absorbers, fragrances, etc. can be added as appropriate.

The method for producing the cosmetic according to the present invention is not particularly limited, and it can be produced according to a conventional method.

Cosmetics according to the present invention include, for example, skin care cosmetics (e.g. lotions, milky lotions, creams, serums, packs, masks, etc.), makeup cosmetics (e.g., foundations, makeup bases, etc.), skin cleansers (e.g. , face wash, makeup remover, etc.), sunscreen cosmetics, ointments, and the like. These forms are merely examples, and the cosmetic according to the present invention is not limited to these forms.

The present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the content is shown in % by mass with respect to the total amount.

[Examples 1 to 8 and Comparative Examples 1 to 3]
Cosmetics of Examples 1 to 8 and Comparative Examples 1 to 3 were prepared with the formulations shown in Table 1. Numerical values in the table indicate % by mass.
The viscosities of the obtained cosmetics are shown in Table 1. Viscosity was measured with a Brookfield viscometer (30°C).

[Stability evaluation]
Immediately after preparation, the cosmetics prepared above were observed visually and with an optical microscope, and their stability was evaluated according to the following criteria. The obtained results are shown in Table 1.
◯: Separation of oil is not confirmed by visual observation, and remarkable coalescence and enlargement of emulsified particles are not confirmed by optical microscopy.
x: Separation of oil is visually observed, and remarkable coalescence and enlargement of emulsified particles are observed with an optical microscope.

[Usability evaluation]
The cosmetic preparations prepared above were applied to the skin by 5 expert panelists, and "freshness" during application was evaluated. Based on the evaluation of each specialized panel, evaluation was made according to the following criteria. The results obtained are shown in Table 1.
A: Four or more of the five panelists answered that they had a fresh touch.
B: Three out of five panelists answered that they had a fresh feeling.
C: Two out of five panelists answered that they had a fresh feeling.
D: One of the five panelists answered that it had a fresh touch.
E: All of the five panelists answered that they lacked a fresh feel.

[Prescription Examples 1 to 7]
Formulation Examples 1 to 7 of the cosmetic of the present invention are shown in Tables 2 to 8 below. Numerical values in the table indicate % by mass.

Claims (10)

(A) a cyclic carboxamide derivative represented by formula (a) or a salt thereof

(In the formula,
R ¹ is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom,
X is —CH ₂ — or —N(R ² )—, wherein R ² is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, and na is an integer of 1 to 3),
(B) core-corona particles;
(C) oil, and (D) water,
(B) The core-corona type particles are particles obtained by radically polymerizing a polyethylene oxide macromonomer and a hydrophobic monomer selected from the group consisting of acrylic acid/methacrylic acid derivative monomers and acrylamide/methacrylamide derivative monomers. There is an oil-in-water emulsified cosmetic. (A) In the formula (a) of the component,
R ¹ is a hydroxyalkyl group having 1 to 3 carbon atoms,
2. The cosmetic according to claim 1, wherein X is -CH ₂ - or -NH- and na is 1. The cosmetic according to claim 1 or 2, wherein the component (A) is 1-(2-hydroxyethyl)-2-imidazolidinone. The cosmetic according to claim 1 or 2, wherein the amount of component (A) is 0.05 to 5% by mass with respect to the total amount of the cosmetic. The cosmetic according to claim 1 or 2, wherein the radical polymerization is performed under the following conditions (i) to (iv):
(i) the molar ratio of the charged molar amount of the polyethylene oxide macromonomer to the charged molar amount of the hydrophobic monomer is 1:10 to 1:250;
(ii) the polyethylene oxide macromonomer is represented by formula (b1), the acrylic acid/methacrylic acid derivative monomer is represented by formula (b2), and the acrylamide/methacrylamide derivative monomer is represented by formula (b3). matter,
(iii) the polymerization solvent is a water-alcohol mixed solvent, and said alcohol is selected from the group consisting of ethanol, dipropylene glycol, 1,3-butylene glycol, and isoprene glycol; and (iv) said water-alcohol. The solvent composition of the mixed solvent is water:alcohol=90-10:10-90 at 20.degree.

(In the formula,
R ¹¹ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms,
R ¹² is a hydrogen atom or a methyl group, and nb is a number from 8 to 200)

(In the formula,
R ¹³ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ¹⁴ is an alkyl group having 1 to 12 carbon atoms)

(In the formula,
R ¹⁵ is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ¹⁶ and R ¹⁷ are each independently a hydrogen atom or an alkyl group having 1 to 18 carbon atoms) 6. The cosmetic according to claim 5, wherein the radical polymerization conditions further comprise the following conditions (v):
(v) The radical polymerization is carried out in the presence of a crosslinkable monomer, and the charge amount of the crosslinkable monomer is 1.5 mass % or less with respect to the charge amount of the hydrophobic monomer. 7. The cosmetic according to claim 6, wherein the crosslinkable monomer is represented by formula (b4).

(In the formula,
R ¹⁸ and R ¹⁹ are each independently an alkyl group having 1 to 3 carbon atoms,
mb is a number from 1 to 3) (B) The cosmetic according to claim 1 or 2, wherein the core-corona type particles have an average particle size of 50 to 400 nm. (B) The cosmetic material according to claim 1 or 2, wherein the core-corona type particles are (acrylamide/DMAPA acrylate/methoxy PEG methacrylate) copolymer or (acrylates/methoxy PEG-90 methacrylate) crosspolymer. (B) The cosmetic composition according to claim 1 or 2, wherein the content of the core-corona type particles is 0.05 to 3% by mass relative to the total amount of the cosmetic composition.