(METH) acrylate polymer (a), cosmetic composition, and film

Abstract

In this (meth) acrylate polymer, the proportion of a constituent unit derived from a (meth) acrylate compound 1 having 11-60 carbon atoms is 10-80 mol%, and the proportion of a constituent unit derived from a (meth) acrylate compound 2 having 3-10 carbon atoms is 20-90 mol%.

Description

(Meth)acrylate polymer (A), cosmetic composition, and film

[0001] The present invention relates to a (meth)acrylate polymer (A), a cosmetic composition, and a film.

[0002] Invasive and non-invasive methods are available for reducing imperfections in the appearance of the skin, such as wrinkles, fine lines, age spots, enlarged pores, or scars. For example, invasive methods such as surgery, fillers (e.g., Restylane, Juvéderm), laser resurfacing, or Botox can provide lasting results and treat noticeable imperfections. However, many consumers either cannot afford or do not want to undergo such extreme cosmetic procedures.

[0003] Examples of non-invasive methods include applying foundation-type cosmetics to the skin or applying cosmetic formulations (e.g., anti-wrinkle creams) containing ingredients that can reduce appearance imperfections over time to conceal imperfections. However, foundation-type cosmetics are not durable and cannot reduce noticeable skin imperfections, such as deep wrinkles or scars. Cosmetic formulations such as creams take time to be effective and cannot reduce noticeable imperfections. In particular, many currently used cosmetic formulations do not have the mechanical properties necessary to reduce noticeable imperfections.

[0004] Patent Document 1 describes a two-part composition comprising a first part and a second part for in-situ formation of a layer on the skin surface of a subject. The first part contains 1 to 47 wt. % of one or more vinyl dimethicones having an average of at least two alkenyl functional groups and a viscosity of about 165,000 cSt at about 25° C., and 1 to 12 wt. % of one or more hydrogen dimethicones having an average of at least two Si—H units and a viscosity of about 40 to about 500 cSt at about 25° C. The second part contains a catalyst that promotes crosslinking of at least the vinyl dimethicone and the hydrogen dimethicone, and 2.5 wt. % or more of one or more vinyl dimethicones having an average of at least one alkenyl functional group and a viscosity of about 20 to about 1,000 cSt at about 25° C. However, these compositions require mixing of the two components before use, which is cumbersome.

[0005] Patent Literature 2 describes a method for treating skin, which includes electrostatically spraying a composition onto the skin. The composition used in this method includes a liquid insulating material, a conductive material, a particulate powder material, and a thickener. The composition typically includes a pigmented cosmetic or skin care composition. Patent Literature 3 describes a disposable cartridge for use with an electrostatic cosmetic spray device. However, when a film is formed on the skin by electrostatic spraying according to these methods, the adhesion between the skin and the film is insufficient, and the film may be damaged or peeled off due to skin movement or moisture.

[0006] Patent Document 4 describes a wrinkle removal tape in which a nonwoven fabric formed from nano-sized fibers is impregnated with a water-soluble adhesive. However, this wrinkle removal tape has insufficient continuity in its wrinkle removal and lifting effects.

[0007] Therefore, there remains a need for cosmetic compositions (e.g., compositions for modifying skin function) that are non-invasive, ready to use, and capable of producing thin, durable, and easy-to-use films with skin-like properties.

[0008] Japanese Patent No. 7212520 JP 2006-104211 A JP 2003-507165 A JP 2012-171958 A

[0009] A primary object of the present invention is to provide a (meth)acrylate polymer (A) that can be used in a cosmetic composition that is non-invasive, ready to use, thin, durable, and easy to use, and that can form a film having skin-like properties. Another object of the present invention is to provide a cosmetic composition containing such a (meth)acrylate polymer (A), as well as a film formed using the cosmetic composition.

[0010] The present inventors have newly discovered that a cosmetic composition containing a (meth)acrylate polymer (A) having a specific structural unit is non-invasive, ready to use, and has excellent ability to form a highly stable film (more specifically, it is capable of producing a thin, durable, and easy-to-use film having skin-like properties), and have completed the present invention.

[0011] That is, the present invention provides the following aspects: [1] A (meth)acrylate polymer (A), in which the proportion of structural units (A-1) derived from a (meth)acrylate compound 1 having 11 to 60 carbon atoms is 10 to 80 mol %, and the proportion of structural units (A-2) derived from a (meth)acrylate compound 2 having 3 to 10 carbon atoms is 20 to 90 mol %. [2] The (meth)acrylate polymer (A) according to [1] above, wherein the (meth)acrylate compound 1 having 11 to 60 carbon atoms is one or more selected from the group consisting of n-lauryl methacrylate, methoxypolyethylene glycol acrylate, isodecyl methacrylate, 2-ethylhexyl diglycol acrylate, 2-decyl-1-tetradecanyl acrylate, 2-ethylhexyl acrylate, methoxypolyethylene glycol monomethacrylate, methoxypolyethylene glycol methacrylate, polyethylene glycol monomethacrylate, 1-methylheptyl methacrylate, and 2-acryloyloxyethylhexahydrophthalic acid. [3] The (meth)acrylate polymer (A) according to [1] above, wherein the (meth)acrylate compound 2 having 3 to 10 carbon atoms is one or more selected from the group consisting of methyl methacrylate, (hydroxyethyl)methacrylate, isoamyl acrylate, methoxydipropylene glycol acrylate, and cyclohexyl methacrylate. [4] The (meth)acrylate polymer (A) according to [1] above, further comprising 0 to 1.0 mol % of a structural unit (A-3) derived from a crosslinking component. [5] A cosmetic composition containing the (meth)acrylate polymer (A) according to [1] above and a solvent (B). [6] The cosmetic composition according to [5] above, in which the content of the (meth)acrylate polymer (A) is 80 mass % or less. [7] The cosmetic composition according to [5] above, in which the solvent (B) is selected from the group consisting of water, ketone-based solvents, alcohol-based solvents, ester-based solvents, and hydrocarbon-based solvents. [8] The cosmetic composition according to [5] above, in which the cosmetic is intended for use in one or more applications selected from skin cosmetics, finishing cosmetics, hair cosmetics, oral cosmetics, nail cosmetics, beard cosmetics, deodorant cosmetics, and sunscreen cosmetics.[9] The cosmetic composition according to [5] above, which is used for forming a film on the body.

[10] The cosmetic composition according to [9] above, which is used for body correction.

[11] A film formed using the cosmetic composition according to any one of [5] to [9] above, which has an elastic modulus of 0.03 MPa or more.

[12] A film formed using the cosmetic composition according to any one of [5] to [9] above, which has a breaking strength of 0.05 MPa or more.

[13] A film formed using the cosmetic composition according to any one of [5] to [9] above, which has a breaking elongation of 50% or more.

[14] A film formed using the cosmetic composition according to any one of [5] to [9] above, which has a contact angle with water of 70° or more.

[15] A film formed using the cosmetic composition according to any one of [5] to [9] above, which has a contact angle with oil of 20° or more.

[0012] The present invention provides a (meth)acrylate polymer (A) having specific structural units, a cosmetic composition containing the (meth)acrylate polymer (A) having specific structural units, and a film formed using the cosmetic composition containing the (meth)acrylate polymer (A) having specific structural units. Specifically, the present invention provides a (meth)acrylate polymer (A) characterized by having 10 to 80 mol % of structural units (A-1) derived from a (meth)acrylate compound having 11 to 60 carbon atoms and 20 to 90 mol % of structural units (A-2) derived from a (meth)acrylate compound having 3 to 10 carbon atoms. When used in a cosmetic composition (e.g., a film-forming composition for forming a film on the body), it is possible to produce a film that is non-invasive, ready to use, thin, durable, and easy to use, and has skin-like properties.

[0013] Hereinafter, embodiments of the (meth)acrylate polymer (A) and a cosmetic composition containing the (meth)acrylate polymer (A) will be described in detail. In the following description, the symbol "to" used to indicate a range of values ​​indicates a range that includes both the upper and lower limits (i.e., from the lower limit to the upper limit), unless otherwise specified.

[0014] (Meth)acrylate Polymer (A) The (meth)acrylate polymer (A) of the present embodiment comprises a structural unit (A-1) derived from a (meth)acrylate compound 1 having 11 to 60 carbon atoms and a structural unit (A-2) derived from a (meth)acrylate compound 2 having 3 to 10 carbon atoms, and the proportion of the structural unit (A-1) is 10 to 80 mol %, and the proportion of the structural unit (A-2) is 20 to 90 mol %.

[0015] In the present embodiment, the (meth)acrylate polymer (A) refers to an acrylate polymer or a methacrylate polymer, and the (meth)acrylate compound refers to an acrylate compound or a methacrylate compound.

[0016] In the (meth)acrylate polymer (A) of this embodiment, the ratio of the structural unit (A-1) derived from the (meth)acrylate compound 1 having 11 to 60 carbon atoms may be 10 to 80 mol%. The ratio of the structural unit (A-1) derived from the (meth)acrylate compound 1 having 11 to 60 carbon atoms is preferably 20 to 75 mol%, more preferably 20 to 70 mol%, in terms of imparting flexibility to a film formed using a cosmetic composition containing the resulting acrylate polymer (A). Furthermore, the ratio of the structural unit (A-2) derived from the (meth)acrylate compound 2 having 3 to 10 carbon atoms may be 20 to 90 mol%. The ratio of the structural unit (A-2) derived from the (meth)acrylate compound 2 having 3 to 10 carbon atoms is preferably 25 to 80 mol%, more preferably 30 to 80 mol%, in terms of film-formability when a film is formed using a cosmetic composition containing the resulting acrylate polymer (A). The (meth)acrylate polymer (A) may also contain a structural unit (A-3) derived from a crosslinking component, which will be described later. In this case, the proportion of the structural unit (A-1) derived from the (meth)acrylate compound 1 having 11 to 60 carbon atoms may be 10 to 79 mol%, preferably 20 to 74 mol%, and more preferably 20 to 69 mol%. Furthermore, the proportion of the structural unit (A-2) derived from the (meth)acrylate compound 2 having 3 to 10 carbon atoms may be 20 to 89 mol%, preferably 25 to 79 mol%, and more preferably 30 to 79 mol%.

[0017] Structural Unit (A-1) Derived from (Meth)acrylate Compound 1 In the (meth)acrylate polymer (A), the structural unit (A-1) derived from the (meth)acrylate compound 1 is not particularly limited as long as it is a (meth)acrylate compound having 11 to 60 carbon atoms, but a (meth)acrylate compound having 13 to 55 carbon atoms is preferred.

[0018] Examples of (meth)acrylate compounds 1 include undecyl acrylate, lauryl acrylate, tridecyl acrylate, tetradecyl acrylate, pentadecyl acrylate, hexadecyl acrylate, stearyl acrylate, behenyl acrylate, isodecyl acrylate, methoxydiethylene glycol acrylate, methoxytriethylene glycol acrylate, methoxypolyethylene glycol acrylate, methoxydipropylene glycol acrylate, ethoxydiethylene glycol acrylate, ethoxytriethylene glycol acrylate, ethoxypolyethylene glycol acrylate, butoxyethyl acrylate, butoxydiethylene glycol acrylate, butoxytriethylene glycol acrylate, butoxypolyethylene glycol acrylate, 2-ethylhexyl diglycol acrylate, phenoxydiethylene glycol acrylate, phenoxytriethylene glycol acrylate, phenoxypolyethylene glycol acrylate, nonylphenol EO adduct acrylate, alkylphenoxypolyethylene glycol acrylate, nonylphenol Phenol PO adduct acrylate, 2-acryloyloxyethyl hexahydrophthalic acid, hexyl methacrylate, heptyl methacrylate, octyl methacrylate, nonyl methacrylate, decyl methacrylate, undecyl methacrylate, n-lauryl methacrylate, tridecyl methacrylate, tetradecyl methacrylate, pentadecyl methacrylate, hexadecyl methacrylate, stearyl methacrylate, behenyl methacrylate, 2-ethylhexyl methacrylate, isodecyl methacrylate, methoxydiethylene glycol methacrylate acrylate, methoxytriethylene glycol methacrylate, methoxypolyethylene glycol methacrylate, methoxydipropylene glycol methacrylate, ethoxydiethylene glycol methacrylate, ethoxytriethylene glycol methacrylate, ethoxypolyethylene glycol methacrylate, butoxyethyl methacrylate, butoxydiethylene glycol methacrylate, butoxytriethylene glycol methacrylate, butoxypolyethylene glycol methacrylate, 2-ethylhexyl diglycol methacrylate,Examples include phenoxydiethylene glycol methacrylate, phenoxytriethylene glycol methacrylate, phenoxypolyethylene glycol methacrylate, nonylphenol EO adduct methacrylate, alkylphenoxypolyethylene glycol methacrylate, nonylphenol PO adduct methacrylate, butoxydiethylene glycol methacrylate, polyethylene glycol-polypropylene glycol monomethacrylate, 2-decyl-1-tetradecanyl acrylate, 2-ethylhexyl acrylate, methoxypolyethylene glycol monomethacrylate (molecular weight: 200 to 2000), methoxypolyethylene glycol methacrylate (molecular weight: 200 to 2000), methoxypolyethylene glycol acrylate (molecular weight: 200 to 2000), polyethylene glycol monomethacrylate (molecular weight: 200 to 2000), and 1-methylheptyl methacrylate. In the (meth)acrylate polymer (A) of this embodiment, the above-mentioned (meth)acrylate compound 1 may be used alone or in combination of two or more types as the structural unit (A-1) derived from the (meth)acrylate compound 1. When two or more types of (meth)acrylate compounds 1 are used in combination, they may be appropriately combined in a ratio that achieves the desired physical properties. For example, when two types of acrylate compounds 1 are used in combination, they may be combined within a molar ratio range of acrylate compound 1-1:acrylate compound 1-2=10:90 to 90:10 among the (meth)acrylate compounds 1.

[0019] From the viewpoint of maintaining flexibility in a coating formed using the resulting (meth)acrylate polymer (A), n-lauryl methacrylate, methoxypolyethylene glycol acrylate, isodecyl methacrylate, 2-ethylhexyl diglycol acrylate, 2-decyl-1-tetradecanyl acrylate, 2-ethylhexyl acrylate, methoxypolyethylene glycol methacrylate (n=13), methoxypolyethylene glycol monomethacrylate (n=23), methoxypolyethylene glycol acrylate (n=9), polyethylene glycol monomethacrylate, 1-methylheptyl methacrylate, and 2-acryloyloxyethylhexahydrophthalic acid are preferred.

[0020] Structural Unit (A-2) Derived from (Meth)acrylate Compound 2 In the (meth)acrylate polymer (A), the structural unit (A-2) derived from the (meth)acrylate compound 2 is not particularly limited as long as it is a (meth)acrylate compound having 3 to 10 carbon atoms, but a (meth)acrylate compound having 5 to 8 carbon atoms is preferred.

[0021] Examples of the (meth)acrylate compound 2 include methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, isobutyl acrylate, 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate, cyclohexyl acrylate, benzyl acrylate, phenyl acrylate, isobornyl acrylate, hydroxypropyl acrylate, acrylonitrile, fluorinated acrylic monomers, chlorinated acrylic monomers, methacrylic acid, methyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, 2-hydroxyethyl methacrylate, 4-hydroxybutyl methacrylate, cyclohexyl methacrylate, benzyl methacrylate, phenyl methacrylate, polyethylene glycol monomethacrylate, isoamyl acrylate, methoxydipropylene glycol acrylate, ethoxydiethylene glycol acrylate, tetrahydrofurfuryl acrylate, tetrahydrofurfuryl methacrylate, 2-hydroxybutyl methacrylate, methoxydipropylene glycol acrylate, and dimethylaminoethyl methacrylate. In the (meth)acrylate polymer (A) of this embodiment, the above-mentioned (meth)acrylate compound 2 may be used alone or in combination of two or more types as the structural unit (A-2) derived from the (meth)acrylate compound 2. When two or more types of (meth)acrylate compounds 2 are used in combination, they may be appropriately combined in a ratio that achieves the desired physical properties. For example, when two types of acrylate compounds 2 are used in combination, they may be combined within a molar ratio range of acrylate compound 2-1:acrylate compound 2-2 = 10:90 to 90:10 among the (meth)acrylate compounds 2.

[0022] In view of the film-forming properties when forming a film using the resulting (meth)acrylate polymer (A), methyl methacrylate, (hydroxyethyl) methacrylate, isoamyl acrylate, methoxydipropylene glycol acrylate, and cyclohexyl methacrylate are preferred.

[0023] Structural Unit (A-3) Derived from a Crosslinking Component The (meth)acrylate polymer (A) may further contain a structural unit (A-3) derived from a crosslinking component. When the (meth)acrylate polymer (A) further contains a structural unit (A-3) derived from a crosslinking component, the proportion thereof may be 0 to 1.0 mol%. The proportion of the structural unit (A-3) derived from the crosslinking component is preferably 0 to 0.75 mol%, and more preferably 0 to 0.7 mol%. Note that the (meth)acrylate polymer (A) preferably contains a structural unit (A-3) derived from a crosslinking component. In this case, the proportion of the structural unit (A-3) derived from the crosslinking component in the (meth)acrylate polymer (A) may be 0.001 to 1.0 mol%, preferably 0.002 to 0.75 mol%, and more preferably 0.004 to 0.7 mol%. By including the structural unit (A-3) derived from the crosslinking component in the (meth)acrylate polymer (A), it is possible to obtain effects such as maintaining the strength of a coating film formed using the resulting (meth)acrylate polymer (A).

[0024] In the (meth)acrylate polymer (A), the structural unit (A-3) derived from the crosslinking component is not particularly limited, but examples include polyfunctional (meth)acrylate monomers, urethane acrylates, and polyglycerin-based acrylates.

[0025] The multifunctional (meth)acrylate monomer can be a difunctional (meth)acrylate, a trifunctional (meth)acrylate, or a higher functional (meth)acrylate.

[0026] Examples of bifunctional (meth)acrylate monomers include 1,3-butylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol monoacrylate monomethacrylate, ethylene glycol diacrylate, alkoxylated aliphatic diacrylates, alkoxylated cyclohexanedimethanol diacrylate, alkoxylated hexanediol diacrylate, alkoxylated neopentyl glycol diacrylate, caprolactone-modified neopentyl glycol hydroxypivalate diacrylate, and caprolactone-modified neopentyl glycol hydroxypivalate diacrylate. Examples of the diacrylate include ethoxylated bisphenol A diacrylate, cyclohexanedimethanol diacrylate, diethylene glycol diacrylate, dipropylene glycol diacrylate, ethoxylated bisphenol A diacrylate, hydroxypivalaldehyde-modified trimethylolpropane diacrylate, neopentyl glycol diacrylate, propoxylated neopentyl glycol diacrylate, tetraethylene glycol diacrylate, tricyclodecane dimethanol diacrylate, triethylene glycol diacrylate, tripropylene glycol diacrylate, and polyethylene glycol diacrylate (molecular weight: 350 to 2000).

[0027] Examples of trifunctional (meth)acrylate monomers include glycerol triacrylate, trimethylolpropane triacrylate, ethoxylated triacrylates (e.g., ethoxylated trimethylolpropane triacrylate), propoxylated triacrylates (e.g., propoxylated glyceryl triacrylate, propoxylated trimethylolpropane triacrylate), trimethylolpropane triacrylate, tris(2-hydroxyethyl)isocyanurate triacrylate, and ethoxylated glycerin triacrylate.

[0028] Examples of more polyfunctional (meth)acrylate monomers include ditrimethylolpropane tetraacrylate, dipentaerythritol pentaacrylate, pentaerythritol triacrylate, ethoxylated pentaerythritol tetraacrylate, caprolactone-modified dipentaerythritol hexaacrylate, ethoxylated pentaerythritol tetraacrylate, and ethoxylated dipentaerythritol polyacrylate.

[0029] Specific examples of the polyfunctional (meth)acrylate monomer include polyfunctional acrylates ATM-35E, A-PTMG65, and A-GYL-9E manufactured by Shin-Nakamura Chemical Co., Ltd.

[0030] Examples of urethane acrylates include isocyanate urethane prepolymers, phenyl glycidyl ether acrylate toluene diisocyanate urethane prepolymers, pentaerythritol triacrylate hexamethylene diisocyanate urethane prepolymers, pentaerythritol triacrylate toluene diisocyanate urethane prepolymers, pentaerythritol triacrylate isophorone diisocyanate urethane prepolymers, dipentaerythritol pentaacrylate hexamethylene diisocyanate urethane prepolymers, oligourethane acrylates, carboxylic acid-containing urethane acrylate oligomers, and phenyl glycidyl ether acrylate hexamethylene diisocyanate urethane prepolymers.

[0031] Specific examples of urethane acrylates include New Frontier R-1214, R-1220, R-1301, R-1304, and R-1308 manufactured by Daiichi Kogyo Seiyaku Co., Ltd.; EBECRYL 204, 205, 210, 220, 230, 270, 1270, 1271, 4201, 8606, 8811, and KRM 9465 and 8296 manufactured by Daicel-Ornex Corporation; Hicorp AU manufactured by Tokushiki Corporation; Urethane Acrylate AH-600, AT-600, and UA-306H manufactured by Kyoeisha Chemical Co., Ltd.; Urethane Acrylate Oligomer CN-980 and 981 manufactured by Sartomer Corporation; and NK Oligo UA-160™ manufactured by Shin-Nakamura Chemical Co., Ltd.

[0032] For example, when the resulting acrylate polymer is used to form a film, in terms of maintaining the flexibility of the formed film, 1,6-hexanediol diacrylate, polyethylene glycol diacrylate (n=14), urethane acrylate AH-600 manufactured by Kyoeisha Chemical Co., Ltd., EBECRYL1271, 4201, polyethylene glycol dimethacrylate manufactured by Daicel-Ornex Corporation, polyglycerin-based acrylate SA-TE60 and polyglycerin-based acrylate SA-TE12 manufactured by Sakamoto Pharmaceutical Industry Co., Ltd., ATM-35E, A-PTMG65, A-GYL-9E manufactured by Shin-Nakamura Chemical Co., Ltd., and the like are preferred.

[0033] In the (meth)acrylate polymer (A) of this embodiment, the above-described crosslinking components may be used alone or in combination of two or more as the structural unit (A-3) derived from the crosslinking component. When two or more crosslinking components are used in combination, they may be appropriately combined in a ratio that achieves the desired physical properties. For example, when two types of crosslinking components are used in combination, they may be combined within a molar ratio range of crosslinking component 1:crosslinking component 2=20:80 to 80:20.

[0034] The number average molecular weight (Mn) of the (meth)acrylate polymer (A) is not particularly limited, but is preferably 10,000 to 50,000, more preferably 11,000 to 45,000, and even more preferably 12,000 to 40,000. The weight average molecular weight (Mw) of the (meth)acrylate polymer (A) is not particularly limited, but is preferably 20,000 to 2,000,000, more preferably 25,000 to 100,000, and even more preferably 30,000 to 800,000. In this specification, the terms "number average molecular weight" and "weight average molecular weight" are measured at 40°C using gel permeation chromatography (Shimadzu Corporation, Prominence-i, LC-2030) and determined using a standard polystyrene calibration curve.

[0035] The glass transition temperature (Tg) of the (meth)acrylate polymer (A) is not particularly limited, but is preferably -80 to 50°C. When the glass transition temperature (Tg) of the (meth)acrylate polymer (A) is 50°C or lower, the stability of the film formed using the obtained acrylate polymer is improved, and when the glass transition temperature (Tg) is -80°C or higher, the film formability when forming a film using the obtained acrylate polymer is improved. The glass transition temperature (Tg) of the (meth)acrylate polymer (A) is more preferably -70 to 45°C, and even more preferably -60 to 40°C. The glass transition temperature (Tg) can be measured by the DSC method using, for example, a DSC 3+ manufactured by METTLER TOLEDO Co., Ltd.

[0036] The polymerization reaction to obtain the (meth)acrylate polymer (A) can be carried out by a known method using the raw materials described above. The various conditions for this synthesis must be appropriately set depending on the raw materials used and their amounts. In this polymerization reaction, an initiator can be used as needed. Examples of initiators include azo initiators such as azobisisobutyronitrile and dimethyl 2,2'-azobisisobutyrate; peroxide initiators such as ketone peroxides, peroxyketals, hydroperoxides, dialkyl peroxides, diacyl peroxides, and peroxyesters; and known catalysts such as acetophenone-based initiators such as 1-hydroxycyclohexyl phenyl ketone; benzoin-based initiators such as benzoin and benzoin ethyl ether; and benzophenone-based initiators such as benzophenone.

[0037] Specific examples of ketone peroxides include methyl ethyl ketone peroxide, methyl isobutyl ketone peroxide, acetylacetone peroxide, cyclohexanone peroxide, and methylcyclohexanone peroxide.

[0038] Specific examples of hydroperoxides include 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroperoxide, tert-butyl hydroperoxide, p-menthane hydroperoxide, and diisopropylbenzene hydroperoxide.

[0039] Specific examples of diacyl peroxides include diisobutyryl peroxide, bis-3,5,5-trimethylhexanol peroxide, dilauroyl peroxide, dibenzoyl peroxide, m-toluylbenzoyl peroxide, and succinic acid peroxide.

[0040] Specific examples of dialkyl peroxides include dicumyl peroxide, 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane, 1,3-bis(tert-butylperoxyisopropyl)hexane, tert-butylcumyl peroxide, di-tert-butyl peroxide, di-tert-hexyl peroxide, and 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexyne-3.

[0041] Specific examples of peroxyketals include 1,1-bis(tert-hexylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(tert-hexylperoxy)cyclohexane, 1,1-bis(tert-butylperoxy)-2-methylcyclohexane, 1,1-bis(tert-butylperoxy)cyclohexane, 2,2-bis(tert-butylperoxy)butane, 4,4-bis(tert-butylperoxy)butyl pentanoate, and 1,1-di(tert-hexylperoxy)cyclohexane.

[0042] Specific examples of alkyl peresters (peroxy esters) include 1,1,3,3-tetramethylbutylperoxyneodecanoate, α-cumylperoxyneodecanoate, tert-butylperoxyneodecanoate, tert-hexylperoxyneodecanoate, tert-butylperoxyneoheptanoate, tert-hexylperoxypivalate, tert-butylperoxypivalate, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate, tert-amylperoxy-2-ethylhexanoate, tert-butylperoxy-2-ethylhexanoate, tert-butylperoxyisobutyrate, di-tert-butylperoxyhexahydroterephthalate, 1,1,3,3-tetramethylbutylperoxy-3,5,5-trimethylhexanate, t Examples of peroxyl groups include tert-amylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxyacetate, tert-butylperoxybenzoate, dibutylperoxytrimethyladipate, 2,5-dimethyl-2,5-di-2-ethylhexanoylperoxyhexane, tert-hexylperoxy-2-ethylhexanoate, tert-hexylperoxyisopropyl monocarbonate, tert-butylperoxylaurate, tert-butylperoxyisopropyl monocarbonate, tert-butylperoxy-2-ethylhexyl monocarbonate, and 2,5-dimethyl-2,5-di-benzoylperoxyhexane, tert-hexylperoxybenzoate, and tert-hexylperoxy-acetic acid ester.

[0043] Specific examples of alkyl peresters (peroxy esters) include 1,1,3,3-tetramethylbutylperoxyneodecanoate, α-cumylperoxyneodecanoate, tert-butylperoxyneodecanoate, tert-hexylperoxyneodecanoate, tert-butylperoxyneoheptanoate, tert-hexylperoxypivalate, tert-butylperoxypivalate, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate, tert-amylperoxy-2-ethylhexanoate, tert-butylperoxy-2-ethylhexanoate, tert-butylperoxyisobutyrate, di-tert-butylperoxyhexahydroterephthalate, 1,1,3,3-tetramethylbutylperoxy-3,5,5-trimethylhexanate, t Examples of peroxyl groups include tert-amylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxyacetate, tert-butylperoxybenzoate, dibutylperoxytrimethyladipate, 2,5-dimethyl-2,5-di-2-ethylhexanoylperoxyhexane, tert-hexylperoxy-2-ethylhexanoate, tert-hexylperoxyisopropyl monocarbonate, tert-butylperoxylaurate, tert-butylperoxyisopropyl monocarbonate, tert-butylperoxy-2-ethylhexyl monocarbonate, and 2,5-dimethyl-2,5-di-benzoylperoxyhexane, tert-hexylperoxybenzoate, and tert-hexylperoxy-acetic acid ester.

[0044] In the polymerization reaction, a reaction solvent may be used as needed. When a reaction solvent is used, it is preferable to use the reaction solvent in an amount of 80% by mass or less based on the total amount of the reaction mixture.

[0045] Examples of reaction solvents include water, alcohols such as methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, and n-butyl alcohol; ketones such as acetone, methyl ethyl ketone, methyl n-propyl ketone, methyl isopropyl ketone, methyl n-butyl ketone, methyl isobutyl ketone, methyl n-amyl ketone, methyl isoamyl ketone, diethyl ketone, ethyl n-propyl ketone, ethyl isopropyl ketone, ethyl n-butyl ketone, ethyl isobutyl ketone, di-n-propyl ketone, diisobutyl ketone, cyclohexanone, methylcyclohexanone, and isophorone; esters such as methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, hexyl acetate, octyl acetate, methyl lactate, propyl lactate, and butyl lactate; ethylene glycol, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, ethylene glycol monohexyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, and diethylene glycol monobutyl ether, glycols and glycol ethers such as ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, propylene glycol, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol dipropyl ether, and tripropylene glycol monomethyl ether; ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and propylene glycol monobutyl ether acetate;Examples of suitable organic solvents include glycol acetates such as dipropylene glycol monomethyl ether acetate, saturated hydrocarbons such as n-hexane, isohexane, n-nonane, isononane, dodecane, and isododecane, unsaturated hydrocarbons such as 1-hexene, 1-heptene, and 1-octene, saturated cyclic hydrocarbons such as cyclohexane, cycloheptane, cyclooctane, cyclodecane, and decalin, cyclic esters such as γ-butyrolactone and δ-valerolactone, nitrogen-containing heterocycles such as N-methyl-2-pyrrolidone and N-ethyl-2-pyrrolidone, unsaturated cyclic hydrocarbons such as cyclohexene, cycloheptene, cyclooctene, 1,1,3,5,7-cyclooctatetraene, and cyclododecene, and aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene. These water and organic solvents may be used alone or in combination of two or more.

[0046] The polymerization reaction is preferably carried out under an inert gas atmosphere such as nitrogen or argon. The polymerization reaction may be carried out either under atmospheric pressure or under pressure, but is preferably carried out under atmospheric pressure for ease of operation. The polymerization reaction can be carried out by using a reactor equipped with a stirring blade or a stirrer to charge the raw materials all at once or in portions, and then reacting them at a predetermined temperature. The reaction temperature during polymerization is not particularly limited, but may be from room temperature to 240°C, preferably from 40 to 220°C, for example. The reaction time is not particularly limited, but may be from 0.1 to 100 hours, preferably from 0.5 to 30 hours, for example.

[0047] Cosmetic Composition The cosmetic composition of the present embodiment contains a (meth)acrylate polymer (A) and a solvent (B).

[0048] The content of the (meth)acrylate polymer (A) in the cosmetic composition of this embodiment is not particularly limited, but is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more. Furthermore, the content of the (meth)acrylate polymer (A) in the cosmetic composition is preferably 80% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less. The content of the (meth)acrylate polymer (A) in the cosmetic composition is preferably 0.1% by mass or more and 80% by mass or less, more preferably 0.5% by mass or more and 70% by mass or less, and even more preferably 1% by mass or more and 60% by mass or less. By including the (meth)acrylate polymer (A) in the cosmetic composition in such a proportion, the cosmetic composition can be used for its intended purpose without affecting the physical properties required for cosmetics.

[0049] The solvent (B) in the cosmetic composition can be any solvent that can be used in cosmetics without any particular limitations. When the cosmetic composition is used, for example, for forming a film on the body, the solvent (B) in the cosmetic composition may be a substance that is volatile in a liquid state. After the cosmetic composition is applied or sprayed onto the skin, when the solvent (B) evaporates, a film containing the (meth)acrylate polymer (A) is formed on the skin. Examples of the solvent (B) in the cosmetic composition include water, alcohol-based solvents, ketone-based solvents, ester-based solvents, hydrocarbon-based solvents, and silicone-based solvents.

[0050] Suitable examples of alcohol-based solvents include monohydric chain aliphatic alcohols, monohydric cyclic aliphatic alcohols, and monohydric aromatic alcohols. Examples of monohydric chain aliphatic alcohols include linear or branched alcohols having 1 to 6 carbon atoms. Specific examples include methanol, ethanol, isopropyl alcohol, n-propyl alcohol, n-butyl alcohol, 2-butyl alcohol, isobutyl alcohol, 2-methyl-2-propyl alcohol, n-pentanol, 2-pentanol, 3-pentanol, 2-methyl-1-butyl alcohol, 2-methyl-2-butyl alcohol, 3-methyl-1-butyl alcohol, 3-methyl-2-butyl alcohol, neopentyl alcohol, n-hexanol, 2-hexanol, and 3-hexanol. Examples of the monohydric cyclic aliphatic alcohol include cycloaliphatic alcohols having 4 to 6 carbon atoms. Specific examples include cyclobutanol, cyclopentanol, and cyclohexanol. Examples of the monohydric aromatic alcohol include benzyl alcohol and phenylethyl alcohol. Dihydric alcohols may also be used as the alcohol solvent. Examples of dihydric alcohols include 1,3-butylene glycol, propylene glycol, ethylhexylglycerin, caprylyl glycol, etc. These alcohol solvents may be used alone or in combination of two or more.

[0051] Examples of the ketone solvent include ketones having 1 to 4 carbon atoms, such as acetone, methyl ethyl ketone, and methyl isobutyl ketone. These ketone solvents may be used alone or in combination of two or more.

[0052] Examples of the ester solvent include neopentyl glycol diethylhexanoate, diethylene glycol monoethyl ether, stearyl 2-ethylhexanoate, diisopropyl adipate, etc. These ester solvents may be used alone or in combination of two or more.

[0053] Examples of hydrocarbon solvents include pentane, hexane, heptane, octane, nonane, decane, ligroin, isododecane, tetradecane, dodecane, etc. These hydrocarbon solvents may be used alone or in combination of two or more.

[0054] Examples of silicone solvents include linear or cyclic organopolysiloxanes. Examples of linear organopolysiloxanes include dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, caprylyl methicone, diphenylsiloxyphenyltrimethicone, and methylhydrogenpolysiloxane. Examples of cyclic organopolysiloxanes include cyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane. Other silicone solvents include dimethicone, cyclopentasiloxane, and phenyltrimethicone. These silicone solvents may be used alone or in combination of two or more.

[0055] The solvent (B) can be a combination of the above-mentioned solvents, and may further comprise water alone or a solvent containing water. The solvent (B) is more preferably one or more solvents selected from ethanol, 1,3-butylene glycol, and isododecane, and even more preferably ethanol. When water is used alone as the solvent (B), its content in the cosmetic composition may be 10 to 90% by mass. When water is contained in the solvent (B), its content in the solvent (B) may be 0.1 to 80% by mass.

[0056] The content of solvent (B) in the cosmetic composition may be in the amount typically added to cosmetics, and may be in the range of 1 to 90% by mass in the cosmetic composition. Furthermore, when used for forming a film on the body, from the viewpoint of film-forming properties, the content of solvent (B) in the cosmetic composition is preferably 1% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more. Furthermore, the content of solvent (B) in the cosmetic composition is preferably 90% by mass or less, more preferably 85% by mass or less, and even more preferably 80% by mass or less. By including solvent (B) in the cosmetic composition in this proportion, the desired film can be efficiently formed and the film can be formed stably.

[0057] The cosmetic composition of the present embodiment can be appropriately blended with ingredients that are typically blended into cosmetics, such as oily ingredients, powdery ingredients, surfactants, oil gelling agents, aqueous ingredients, water-soluble polymers, ultraviolet absorbers, antioxidants, cosmetic ingredients, and preservatives, in order to impart various effects.

[0058] Oily components include hydrocarbons, fats and oils, waxes, ester oils, hydrogenated oils, fatty acids, higher alcohols, silicone oils, lanolin derivatives, oily gelling agents, and the like, regardless of their origin (animal oil, vegetable oil, synthetic oil, etc.) and nature (solid, semi-solid, liquid, volatile oil, etc.). Specific examples of hydrocarbons include paraffin wax, ceresin wax, microcrystalline wax, montan wax, Fischer-Tropsch wax, liquid paraffin, squalane, petrolatum, and the like (the hydrocarbon solvents described above are not included in this embodiment). Specific examples of fats and oils include Japan wax, mink oil, olive oil, avocado oil, castor oil, macadamia nut oil, argan oil, camellia oil, almond oil, and the like. Specific examples of waxes include beeswax, carnauba wax, candelilla wax, and gay wax. Specific examples of ester oils include pentaerythritol rosinate, jojoba oil, glyceryl tri-2-ethylhexanoate, isotridecyl isononanoate, cetyl 2-ethylhexanoate, isopropyl myristate, isopropyl palmitate, octyldodecyl myristate, glyceryl trioctanoate, polyglyceryl diisostearate, glyceryl triisostearate, diglyceryl triisostearate, polyglyceryl triisostearate, diisostearyl malate, and neopentyl glycol diethylhexanoate. Specific examples of hydrogenated oils include hydrogenated jojoba oil, hydrogenated castor oil, and hydrogenated palm oil. Specific examples of fatty acids include oleic acid, isostearic acid, stearic acid, lauric acid, myristic acid, behenic acid, and hydroxystearic acid. Specific examples of higher alcohols include stearyl alcohol, cetyl alcohol, lauryl alcohol, behenyl alcohol, and oleyl alcohol. Specific examples of silicone oils include methylpolysiloxane, methylphenylpolysiloxane, trimethylsiloxysilicic acid, crosslinked polyether-modified methylpolysiloxane, methacryl-modified methylpolysiloxane, oleyl-modified methylpolysiloxane, polyvinylpyrrolidone-modified methylpolysiloxane, and polyether-modified polysiloxane.Specific examples of lanolin derivatives include lanolin, lanolin acetate, lanolin fatty acid isopropyl, lanolin alcohol, etc. Specific examples of oily gelling agents include aluminum isostearate, calcium stearate, 12-hydroxystearic acid, etc. These oily components may be used alone or in combination of two or more. Among these, low-molecular-weight ester oils such as glyceryl tri-2-ethylhexanoate, isononyl isononanoate, and neopentyl glycol diethylhexanoate are preferred from the viewpoint of spreadability and adhesion. Furthermore, when an oily component is used in the cosmetic composition of this embodiment, it may be emulsified to form an emulsion.

[0059] The powder component is not particularly limited by shape (spherical, plate-like, needle-like, etc.), particle size (aerosol-like, fine particles, pigment-grade, etc.), particle structure (porous, non-porous, etc.), etc., and examples thereof include inorganic powders, glitter powders, organic powders, pigment powders, metal powders, and composite powders. Specific examples of inorganic powders include white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, and barium sulfate, colored inorganic pigments such as iron oxide, carbon black, chromium oxide, chromium hydroxide, Prussian blue, and ultramarine, and white filler powders such as talc, muscovite, phlogopite, lepidolite, biotite, synthetic mica, sericite, synthetic sericite, kaolin, silicon carbide, bentonite, smectite, aluminum oxide, magnesium oxide, zirconium oxide, antimony oxide, diatomaceous earth, aluminum silicate, magnesium aluminum metasilicate, calcium silicate, barium silicate, magnesium silicate, calcium carbonate, magnesium carbonate, hydroxyapatite, boron nitride, and silica. Specific examples of glittering powders include titanium dioxide-coated mica, titanium dioxide-coated bismuth oxychloride, iron oxide-coated mica titanium, iron oxide mica, Prussian blue-treated mica titanium, carmine-treated mica titanium, bismuth oxychloride, and fish scale foil. Specific examples of organic powders include organic polymer resin powders such as polyamide resins, polyethylene resins, polyacrylic resins, polyester resins, fluorine resins, cellulose resins, polystyrene resins, copolymer resins such as styrene-acrylic copolymers, polypropylene resins, silicone resins, and urethane resins, organic low-molecular-weight powders such as zinc stearate and N-acylysine, and natural organic powders such as starch, silk powder, and cellulose powder. Specific examples of colorant powders include organic pigment powders such as Red No. 201, Red No. 202, Red No. 205, Red No. 226, Red No. 228, Orange No. 203, Orange No. 204, Blue No. 404, and Yellow No. 401, and insolubilized organic pigment powders such as pigment lakes (zirconium lake, barium lake, or aluminum lake) of dyes such as Red No. 3, Red No. 104, Red No. 106, Orange No. 205, Yellow No. 4, Yellow No. 5, Green No. 3, and Blue No. 1. Specific examples of the metal powder include aluminum powder, gold powder, and silver powder.Specific examples of composite powders include titanium dioxide-coated mica titanium, zinc oxide-coated mica titanium, barium sulfate-coated mica titanium, titanium dioxide silicon dioxide, and zinc oxide silicon dioxide. Furthermore, glittering agents such as polyethylene terephthalate-aluminum-epoxy laminated powder, polyethylene terephthalate-polyolefin laminated film powder, and polyethylene terephthalate-polymethyl methacrylate laminated film powder, tar dyes, and natural dyes may also be used as powder components. These powder components may be used alone or in combination, or may be further composited. These powder components may be surface-treated with one or more selected from the group consisting of fluorine-based compounds, silicone-based compounds, metal soaps, lecithin, hydrogenated lecithin, collagen, hydrocarbons, higher fatty acids, higher alcohols, esters, wax quartz, wax, and surfactants.

[0060] Examples of surfactants include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. Specific examples of nonionic surfactants include glycerin fatty acid esters and their alkylene glycol adducts, polyglycerin fatty acid esters and their alkylene glycol adducts, propylene glycol fatty acid esters and their alkylene glycol adducts, sorbitan fatty acid esters and their alkylene glycol adducts, sorbitol fatty acid esters and their alkylene glycol adducts, polyalkylene glycol fatty acid esters, polyoxyalkylene-modified silicones, and polyoxyalkylene alkyl-co-modified silicones. Specific examples of anionic surfactants include alkylbenzene sulfates, alkyl sulfonates, α-olefin sulfonates, dialkyl sulfosuccinates, α-sulfonated fatty acid salts, acylmethyl taurines, N-methyl-N-alkyl taurines, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, alkyl phosphates, polyoxyethylene alkyl ether phosphates, and polyoxyethylene alkyl phenyl ether phosphates. Specific examples of cationic surfactants include alkylamine salts, polyamine and alkanoylamine fatty acid derivatives, alkylammonium salts, alicyclic ammonium salts, etc. Specific examples of amphoteric surfactants include lecithin, N,N-dimethyl-N-alkyl-N-carboxymethylammonium betaine, etc. These surfactants may be used alone or in combination of two or more.

[0061] Examples of oil gelling agents include dextrin fatty acid esters, sucrose fatty acid esters, starch fatty acid esters, hydroxystearic acid, calcium stearate, hydrophobic fumed silica, organically modified bentonite, etc. These oil gelling agents may be used alone or in combination of two or more.

[0062] The aqueous component may be water or any component soluble in water, and examples thereof include glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol; glycerols such as glycerin, diglycerin, and polyglycerin; and plant extracts such as aloe vera, witch hazel, hamamelis, cucumber, lemon, lavender, and rose.

[0063] Examples of water-soluble polymers include natural polymers such as guar gum, sodium chondroitin sulfate, hyaluronic acid, gum arabic, sodium alginate, carrageenan, mucopolysaccharides, collagen, elastin, and keratin; semi-synthetic polymers such as methyl cellulose, hydroxyethyl cellulose, and carboxymethyl cellulose; and synthetic polymers such as carboxyvinyl polymer, polyvinyl alcohol, polyvinylpyrrolidone, and sodium polyacrylate.

[0064] Examples of ultraviolet absorbers include benzophenones, PABAs, cinnamic acids, salicylic acids, 4-tert-butyl-4'-methoxydibenzoylmethane, and oxybenzone. Examples of antioxidants include α-tocopherol and ascorbic acid. Examples of cosmetic ingredients include vitamins, proteins, anti-inflammatory agents, and herbal medicines. Examples of preservatives include parahydroxybenzoates and phenoxyethanol.

[0065] In addition to the above, various other ingredients may be added, for example, moisturizers, anti-fading agents, antifoaming agents, fragrances, fluorine-based oils such as perfluoropolyether, perfluorodecalin, and perfluorooctane; sugars, amino acids, various polymers, thickeners, pH adjusters, blood circulation promoters, cooling agents, disinfectants, and skin activators, within the scope that does not impair the effects of the present invention.

[0066] Applications of the cosmetic composition of this embodiment include skin cosmetics, finishing cosmetics, hair cosmetics, oral cosmetics, nail cosmetics, beard cosmetics, deodorant cosmetics, and special-purpose cosmetics. Specific examples of skin cosmetics include lotions, emulsions, beauty serums, moisturizing creams, face packs, massage / cold creams, skin care creams, cosmetic oils, hand creams / lotions, body creams / lotions, baby lotions, hand soaps, body soaps, skin cleansing powders, facial cleansing creams / foams, face washes, cleansing creams / oils / lotions, and the like. Specific examples of finishing cosmetics include face powders, face powders, pressed powders, foundations, baby powders, primer creams, primer gels, primer liquids, primer powders, lipsticks, lip balms, blushers, eye shadows, eyeliners, eyebrow pencils, and mascaras. Specific examples of hair cosmetics include shampoos, conditioners, hair treatments, hair creams, hair mousses, hair waxes, hair sprays, cleansing powders, and hair growth agents. Specific examples of oral cosmetics include dentifrice and mouthwash. Specific examples of nail cosmetics include nail polish. Specific examples of beard cosmetics include shaving cream and foam. Specific examples of deodorant cosmetics include antiperspirants. Specific examples of special-purpose cosmetics include sunscreens and suntan cosmetics. The cosmetic composition of this embodiment is preferably used for one or more applications selected from the group consisting of skin cosmetics, finishing cosmetics, and hair cosmetics, and more preferably for one or two applications selected from the group consisting of skin cosmetics and finishing cosmetics.

[0067] In this embodiment, cosmetics also include quasi-drugs.

[0068] The formulation of the cosmetic composition and cosmetic product of this embodiment is not particularly limited. The formulation may be any of liquids such as aqueous solutions, emulsions, and suspensions; semisolids such as gels and creams; and solids such as powders, granules, tablets, and capsules. The formulation may also be an emulsion formulation such as creams and emulsions; oil gel formulations such as lipsticks; powder formulations such as foundations; or aerosol formulations such as hair styling products.

[0069] Furthermore, when used as a skin cosmetic, the cosmetic composition of the present embodiment can also be used to form a film on the body to improve bodily imperfections. Bodily imperfections include parts of the body that the subject perceives as blemishes or blemishes, or that others, such as dermatologists, estheticians, and plastic surgeons, perceive as blemishes or blemishes. Bodily imperfections also include skin imperfections and loose soft tissues of the body (e.g., loose or sagging skin, looseness of the breasts, buttocks, abdomen, chin, neck, etc.). Specific examples of physical imperfections include nevus flammeus or nevus flame (e.g., hemangioma simplex or midline nevus flammeus), melasma, wrinkles, age spots, acne, moles, scars, tattoos, birthmarks, skin deformities, birthmarks, sun damage, aging, uneven skin tone, loose skin, rough skin, hyperpigmentation, enlarged pores, telangiectasia, redness, shine, cellulite, stretch marks, or loss of skin elasticity.

[0070] In this embodiment, the film-forming product for forming a film on the body is a body contouring product that, when applied to the skin, forms a body-correcting film on the skin of a subject. The body-correcting film is a skin-correcting film (e.g., a film that improves one or more skin imperfections).

[0071] In this embodiment, when used for forming a film on the body, the composition is applied or sprayed onto the skin of the body to form a coating, and then the liquid component (solvent) evaporates, thereby forming the film.

[0072] In this embodiment, the specific method of application is not particularly limited and includes, for example, application by finger, brush, cotton ball, pad, sponge, cotton swab, roll-on, etc. Those skilled in the art can easily determine an appropriate method for applying the cosmetic composition of this embodiment.

[0073] In this embodiment, the specific spraying method is not particularly limited and may include, for example, electrostatic spraying, conventional spraying, mist spraying, steam spraying, dripping, sprinkling, etc. Among these, electrostatic spraying is preferred because it allows direct spraying onto the area of ​​the body where a film is to be formed (e.g., an area of ​​a body defect). The electrostatic spraying method includes, for example, using an electrostatic spray device to electrostatically spray the cosmetic composition onto the body. The electrostatic spray device includes a container for containing the cosmetic composition, a nozzle for discharging the cosmetic composition, a supply device for supplying the cosmetic composition contained in the container to the nozzle, and a power source for applying voltage to the nozzle.

[0074] The thickness of the film formed using the cosmetic composition of this embodiment can be adjusted appropriately depending on the purpose by adjusting the amount applied or sprayed onto the skin of the body. The thickness of the film may be, for example, 1 to 500 μm.

[0075] The film formed using the cosmetic composition of this embodiment may have a modulus of elasticity of 0.03 MPa or more. A modulus of elasticity of 0.1 MPa or more is preferred so that the film formed on the skin can flexibly follow the movement of the skin. The modulus of elasticity may be 200 MPa or less. The modulus of elasticity can be determined by an elongation tensile test.

[0076] The film formed using the cosmetic composition of this embodiment may have a breaking strength of 0.05 MPa or more. From the viewpoint of imparting the function of smoothing out wrinkles to the film formed on the skin, the breaking strength is preferably 0.1 MPa or more. The breaking strength may be 20 MPa or less. The breaking strength can be determined by an elongation tensile test.

[0077] The film formed using the cosmetic composition of this embodiment may have a breaking elongation of 50% or more. To ensure that the film formed on the skin conforms to the skin, the breaking elongation is preferably 150% or more. The breaking elongation may be 4000% or less. The breaking elongation can be determined by a stretch tensile test.

[0078] The film formed using the cosmetic composition of this embodiment may have a water contact angle of 70° or more. From the viewpoint of the stability of the film formed on the skin against moisture, sweat, etc., the water contact angle is preferably 80° or more. The water contact angle may be 150° or less. The larger the water contact angle, the more water-repellent the film (in other words, the less hydrophilic it is). The water contact angle can be determined by placing the cosmetic composition on a glass slide, applying it with a spin coater, and allowing it to form a film overnight in a constant temperature and humidity room. Then, at room temperature, 1 μL of ion-exchanged water is dropped onto the film surface, and the contact angle between the water droplet and the film surface 60 seconds after the drop is measured using a fully automatic contact angle meter.

[0079] The film formed using the cosmetic composition of this embodiment may have a contact angle with oil of 20° or more. From the viewpoint of the stability of the film formed on the skin against sebum, the contact angle with oil is preferably 30° or more. The contact angle with oil may be 80° or less. A larger contact angle with oil indicates a higher oil repellency of the film (in other words, a lower lipophilicity). The contact angle with oil can be determined by placing the cosmetic composition on a glass slide, applying it with a spin coater, and allowing a film to form overnight in a constant temperature and humidity room. Then, at room temperature, 1 μL of oleic acid is dropped onto the film surface, and the contact angle between the oil droplet and the film surface 60 seconds after dropping is measured using a fully automatic contact angle meter.

[0080] The film formed using the cosmetic composition of this embodiment is for body shaping. When applied to the skin, the body shaping film forms on the skin of a subject. The body shaping film is, for example, a body correcting film, more specifically, a skin correcting film (e.g., a film that improves one or more skin imperfections).

[0081] A body correcting coating means a coating that, when applied to the skin, corrects the body to have the appearance of natural skin. By natural skin appearance, we mean that the appearance, feel, and texture are similar (preferably similar) to actual (e.g., natural) skin, and more preferably, the physical properties (e.g., elasticity and firmness) are similar (preferably similar) to actual skin.

[0082] Preferably, the body correction film produces visual and / or tactile improvements in skin characteristics. In certain embodiments, the body correction film masks, conceals, or covers a subject's skin imperfections or physical imperfections. For example, the body correction film may have a whitening effect (removing dead skin cells and darkening skin), a wrinkle reduction effect (smoothing wrinkles and lifting wrinkles), or a lifting effect (lifting the cheeks, forehead, chin, and other so-called facial lines, lifting the entire face).

[0083] In one aspect, the film formed using the cosmetic composition of this embodiment does not include wounds or skin disorders as body imperfections or skin imperfections.

[0084] Wounds include damage to the skin when the skin is lacerated, cut, or punctured. A wound is a break in the skin. For example, a wound can result from contact of the skin with a foreign object. A break in the skin can result in bleeding. Wounds include open wounds, such as abrasions, lacerations, cuts, punctures, avulsions, or amputations. Wounds also include burns. A burn is a type of injury to the epidermis caused by heat, electricity, chemicals, light, radiation, or friction.

[0085] Skin disorders include disorders of the skin of a subject that result in symptoms requiring medical treatment. For example, the skin disorder may be caused by an autoimmune disorder. Alternatively, the skin disorder may be caused by an environmental factor, such as an allergen or chemical. Symptoms requiring treatment include, but are not limited to, dermatitis, itchy skin, dry skin, crusting, blisters, or cracked skin, skin edema, or skin lesion formation. Skin disorders include lichen simplex chronicus, cutaneous lupus (e.g., acute cutaneous lupus, subacute cutaneous lupus, chronic cutaneous lupus, chilblain lupus erythematosus, discoid lupus erythematosus, lupus erythematosus / lichen planus overlap syndrome, lupus erythematosus panniculitis, tumescent lupus erythematosus, and verrucous lupus erythematosus), psoriasis (e.g., plaque psoriasis, erythrodermic psoriasis, pustular psoriasis, drug-induced psoriasis, inverse psoriasis, seborrheic psoriasis, and guttate psoriasis), eczema (e.g., atopic eczema, atopic dermatitis, contact dermatitis, eczema sicca, seborrheic dermatitis, dyshidrotic eczema, discoid eczema, venous eczema, dermatitis herpetiformis, neurodermatitis, and autosensitization dermatitis), or chronic dry skin.

[0086] The present invention will be described in more detail below with reference to examples, but the following examples are not intended to limit the scope of the present invention. In the following description, "parts" means "parts by mass", and "%" means "% by mass" unless otherwise specified.

[0087] Synthesis Example 1 Synthesis of Acrylate Polymer (Polymer 1) 25.6 g of ethanol, 3.9 g of n-lauryl methacrylate, 3.2 g of (hydroxyethyl) methacrylate, 0.014 g of polyethylene glycol diacrylate, and 0.33 g of azobisisobutyronitrile were added to a 150 ml four-neck flask equipped with a stirrer, reflux condenser, thermometer, and dropping funnel so that the molar ratio of [monomer]:[initiator] was 20 / 1, and the mixture was purged with nitrogen by bubbling. A polymerization reaction was carried out at 60°C for 6 hours while stirring with the stirrer, and then the mixture was cooled to room temperature. The resulting polymerization solution was treated with 10 times the amount of ultrapure water to remove unreacted acrylate, and the mixture was dried under reduced pressure at room temperature to obtain Acrylate Polymer 1.

[0088] (Synthesis Examples 2 to 16) Synthesis of Acrylate Polymers (Polymers 2 to 16) Based on the component ratios shown in Tables 1 and 2, synthesis was performed in the same manner as in Synthesis Example 1 to obtain acrylate polymers (Polymers 2 to 16).

[0089]

[0090] *1: n-Lauryl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester L) *2: Isodecyl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester ID) *3: Methoxypolyethylene glycol acrylate (n = 9) (Kyoeisha Chemical Co., Ltd.; Light Acrylate 130A) *6: (Hydroxyethyl) methacrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *7: Isoamyl acrylate (Kyoeisha Chemical Co., Ltd.; Light Acrylate IAA) *8: Polyethylene glycol diacrylate (n = approximately 14) (Tokyo Chemical Industry Co., Ltd.) *9: Urethane acrylate 1: Urethane acrylate AH-600 (Kyoeisha Chemical Co., Ltd.) *10: Urethane acrylate 2: EBECRYL1271 (Daicel Ornex Corporation) *11: Azobisisobutyronitrile (Tokyo Chemical Industry Co., Ltd.)

[0091]

[0092] *1: n-Lauryl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester L) *2: Isodecyl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester ID) *4: 2-Decyl-1-tetradecanyl acrylate (Kyoeisha Chemical Co., Ltd.; Light Ester DTD-A) *5: 2-Ethylhexyl acrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *6: (Hydroxyethyl) methacrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *8: Polyethylene glycol diacrylate (n = approx. 14) (Tokyo Chemical Industry Co., Ltd.) *11: Azobisisobutyronitrile (Tokyo Chemical Industry Co., Ltd.)

[0093] The number average molecular weight, weight average molecular weight, and glass transition temperature were measured for each of the obtained polymers 1 to 16. The measurements were carried out according to the following procedure.

[0094] Method for measuring weight average molecular weight (Mw), number average molecular weight (Mn), and molecular weight distribution (Mw / Mn) of acrylate polymer (A) The weight average molecular weight (Mw), number average molecular weight (Mn), and molecular weight distribution (Mw / Mn) of the acrylate polymer (A) were measured by gel permeation chromatography (GPC). The measurement conditions are as follows. The mass average molecular weight Mw and number average molecular weight Mn are values ​​converted into standard polystyrene. Apparatus: LC-2030 (manufactured by Shimadzu Corporation) Column: Shodex LF-804, two columns connected in series Flow rate: 1.0 mL / min Temperature: 40°C Detector: RID-20A Measurement sample: 12 mg of sample was dissolved in 4 mL of tetrahydrofuran

[0095] Method for measuring the glass transition temperature of the acrylate polymer (A) The glass transition temperature of the acrylate polymer (A) was measured by differential scanning calorimetry (DSC). The measurement conditions were as follows: Apparatus: DSC 3+ (manufactured by METTLER TOLEDO) Measurement conditions: Heating rate 30°C / min, under nitrogen atmosphere Measurement range: 1st run → 30 to 150°C, 2nd run → 150 to -100°C, 3rd run → -100 to 70°C

[0096] The results are shown in Table 3. For Polymer 5 and Polymer 12, the glass transition temperatures could not be measured.

[0097]

[0098] Preparation of Cosmetic Compositions and Evaluation of Film-Forming Properties (Examples 1-12, Comparative Examples 1-4) Each acrylate polymer (A) obtained in Synthesis Examples 1 to 12 was dissolved in either Solvent B1 (acetone:methyl ethyl ketone = 1:1 (weight ratio)) or Solvent B2 (acetone:methyl ethyl ketone = 1:6 (weight ratio)) to prepare a 30% acrylate polymer solution (cosmetic composition). Each 30% acrylate polymer solution was subjected to ultrasonic treatment at room temperature for 20 minutes to degas. A 2 cm x 10 cm frame (approximately 1.5 mm deep) was created on a silicone sheet (manufactured by AS ONE Corporation, thickness: 5 mm) using butyl rubber tape, and 3 g of each degassed 30% acrylate polymer solution was poured into the frame to form a film. After drying at room temperature for 3 hours, the solution was further dried at 50°C for 1 to 3 hours to remove the solvent, and film formation (thickness: 220 to 370 μm) was attempted. Polymers 1 to 5, 7, and 12 (Examples 1 to 5, 7, and 12) were dissolved in solvent B1, and Synthesis Examples 6, 8 to 11 (Examples 6, 8 to 11) were dissolved in solvent B2, and film-forming properties were evaluated. Polymers 13 to 16 (Comparative Examples 1 to 4) were dissolved in ethanol as a solvent, and film-forming properties were evaluated. Those for which a film was obtained were evaluated as "Good," and those for which a film was not obtained were evaluated as "Poor." The evaluation results of film-forming properties are shown in Table 4.

[0099]

[0100] As shown in Table 4, the composition ratio of the acrylate compounds in the acrylate polymer is important for film-forming properties. In Examples 1, 2, 3, 4, 5, and 6, films were formed using a ratio of acrylate compound 1:acrylate compound 2 (n-lauryl methacrylate:(hydroxyethyl)methacrylate) of 40:60 to 60:40 (mol %), whereas in Comparative Example 1, when the ratio of acrylate compound 1:acrylate compound 2 (n-lauryl methacrylate:(hydroxyethyl)methacrylate) was 90:10 (mol %), the glass transition temperature (Tg) of the resulting acrylate polymer was low, and when the ratio of flexible acrylate compounds was too high, the flexibility and viscosity of the acrylate polymer increased, and no film was formed. Furthermore, in Comparative Examples 2, 3, and 4, the acrylate compounds were a combination of acrylate compounds 1, which were highly flexible acrylate compounds. As with Comparative Example 1, the flexibility and viscosity of the resulting acrylate polymer were too high, and no film was formed.

[0101] In the acrylate polymers used in Examples 7, 8, and 9, the acrylate compound 1 was changed from n-lauryl methacrylate to isodecyl methacrylate, and films were formed in the ratio range of acrylate compound 1:acrylate compound 2 (isodecyl methacrylate:(hydroxyethyl)methacrylate) = 40:60 to 60:40 (mol %).

[0102] In Example 10, two types of acrylate compound 2 were combined to synthesize acrylate polymers 10 and 11, and in Example 11, two types of acrylate compound 1 were combined to synthesize acrylate polymers 10 and 11. Both acrylate polymers formed films. In Example 12, the crosslinking component was omitted from Example 1, but a film was formed due to the high molecular weight.

[0103] Measurement Method of Elastic Modulus, Elongation at Break, and Strength at Break of Film (Examples 1 to 12) In order to measure the physical properties of the films obtained using each of the acrylate polymers 1 to 12, films were prepared using each of the polymers 1 to 12 using the same method as used to evaluate film-forming properties. Test pieces measuring 3 mm in width and 220 to 370 μm in thickness were prepared from the prepared films. Using each test piece, a tensile test was performed using a Strograph E3-L universal testing machine (manufactured by Toyo Seiki Co., Ltd.) at a tensile speed of 50 mm / min and a chuck distance of 20 mm. The elastic modulus, strength at break, and elongation at break were determined from the results of the tensile test. The results are shown in Table 5. Note that for Comparative Examples 1 to 4 (polymers 13 to 16), no films were obtained in the film-forming test, and therefore physical property tests of the films were not performed.

[0104] The elastic modulus was calculated using the initial linear portion of the tensile stress-strain curve according to the following formula: E = Δσ / Δε, where E is Young's modulus (GPa), Δσ is the stress difference (GPa) between two points on the line due to the original average cross-sectional area, and Δε is the strain difference between the same two points / initial length.

[0105] The breaking strength was calculated by the following formula: Breaking strength (MPa) = F / S where F is the load (N) at the time of breaking, and S is the original cross-sectional area (mm ２ )

[0106] The breaking elongation was calculated by the following formula: Breaking elongation (%) = 100 × (L - L0) / L0 In the formula, L is the gauge length (mm) at break, and L0 is the original gauge length (mm).

[0107] Evaluation of Water and Oil Repellency of Films (Examples 1 to 3, 6 to 8) Each of the acrylate polymers 1 to 3 and 6 to 8 obtained in Synthesis Examples 1 to 3 and 6 to 8 was dissolved in a solvent (acetone:methyl ethyl ketone = 1:2 (weight ratio)) to prepare a 20% acrylate polymer solution. Each 20% acrylate polymer solution (cosmetic composition) was placed on a glass slide and coated with a spin coater. A film was formed overnight in a constant temperature and humidity room. After that, 1 μL of ion-exchanged water was dropped on the film surface at room temperature to evaluate water repellency, and 1 μL of oleic acid (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was dropped on the film surface to evaluate oil repellency. The contact angle (static contact angle) between the water droplet and the film surface 60 seconds after the drop was measured using a fully automatic contact angle meter.

[0108] The results are shown in Table 5.

[0109]

[0110] As shown in Table 5, the results of the tensile test of the film showed that in Example 1, (hydroxyethyl) methacrylate, which has a high glass transition temperature, was used as the structural unit of the acrylate polymer in acrylate compound 2, and the resulting film had a high elastic modulus and breaking strength. On the other hand, in Examples 2 and 3, the proportion of (hydroxyethyl) methacrylate in acrylate compound 2 as the structural unit of the acrylate polymer was reduced, and the proportion of n-lauryl methacrylate, which has a low glass transition temperature, was increased, which is presumably why the resulting film had a lower elastic modulus and breaking strength, a higher breaking elongation, and better skin conformability. Example 4, Example 5, and Example 6 are different from Example 3, Example 1, and Example 2, respectively, in that the crosslinking component of the structural unit of the acrylate polymer was replaced with urethane acrylate instead of polyethylene glycol diacrylate. The film properties change depending on the ratio of the structural units of the acrylate polymer and the combination of crosslinking components. In Examples 4 and 6, the ratio of (hydroxyethyl) methacrylate in the acrylate compound 2 is less than half, so the interaction with urethane acrylate is reduced, the elastic modulus and breaking strength of the obtained film are reduced, and the breaking elongation is increased, so it can be assumed that the film has better skin conformability.On the other hand, in Example 5, the ratio of (hydroxyethyl) methacrylate in the acrylate compound 2 is high, so the interaction with urethane acrylate is strong, so the elastic modulus, breaking strength and breaking elongation of the obtained film are improved, so it can be assumed that the film has better skin conformability and wrinkle smoothing ability.In addition, in Example 7, the acrylate compound 1 is changed compared to Example 2, so the crystallinity of the obtained acrylate polymer is lowered, the elastic modulus of the obtained film is lowered, and the film has a reduced elastic modulus, so it can be assumed that the film formed on the skin has a reduced feeling of tension. In Example 8, the crosslinking component used as a structural unit of the acrylate polymer was changed compared to Example 7, which reduced the crystallinity of the resulting acrylate polymer, thereby lowering the modulus of elasticity of the resulting film, which is presumably suppressing the feeling of tension when the film is formed on the skin. Example 9 used the same crosslinking component as Example 4. The resulting film had a low modulus of elasticity and breaking strength, but a significantly higher breaking elongation, which is presumably due to the improved flexibility of the film, resulting in improved conformability to the skin.

[0111] In Example 10, two types of structural units derived from acrylate compound 2 are combined, and in Example 11, two types of structural units derived from acrylate compound 1 are combined, thereby improving the randomness in the acrylate polymer, reducing the crystallinity of the acrylate polymer, reducing the modulus of elasticity and breaking strength of the obtained film, significantly increasing the breaking elongation, improving the flexibility of the film, and improving its ability to conform to skin.In Example 12, the crosslinking component is removed from Example 1, and it is presumed that the crosslinking agent that contributes to the expression of the elastic term is removed, thereby reducing the modulus of elasticity and suppressing the feeling of tension when the film is formed on the skin.Furthermore, as shown in Table 6, in the evaluation of the water repellency and oil repellency of the obtained film, the contact angle differed in Examples 1, 2, and 3 due to the difference in the balance between acrylate compound 1 and acrylate compound 2 as structural units of the acrylate polymer. The ratio of (hydroxyethyl) methacrylate in acrylate compound 2 increases in the order of Examples 1, 2, and 3. By increasing the ratio of highly water-repellent (hydroxyethyl) methacrylate, many hydroxy groups are present on the surface of the resulting film, which increases affinity for both water and oleic acid and reduces the contact angle. Furthermore, in Examples 7 and 8, isodecyl methacrylate was used as acrylate compound 1, a structural unit of the acrylate polymer, and since the number of carbon atoms in the side chain is smaller than in Example 6, which used n-lauryl methacrylate, the contact angle of the resulting film decreased.

[0112] (Synthesis Examples 17 to 33) Synthesis of acrylate polymers (polymers 17 to 33) Based on the component ratios shown in Table 6, synthesis was carried out in the same manner as in Synthesis Example 1 to obtain acrylate polymers (polymers 17 to 33).

[0113]

[0114] *1: n-Lauryl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester L) *2: Isodecyl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester ID) *3: Methoxypolyethylene glycol acrylate (n = 9) (Kyoeisha Chemical Co., Ltd.; Light Acrylate 130A) *12: Methoxypolyethylene glycol monomethacrylate (n = 23) (NOF Corporation; Blemmer PME-1000) *13: Methoxypolyethylene glycol methacrylate (n = 13) (M-130G) (Shin-Nakamura Chemical Co., Ltd.) *6: (Hydroxyethyl) methacrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *10: Urethane acrylate 2: EBECRYL1271 (Daicel Ornex Corporation) *14: Polyglycerin-based acrylate SA-TE60 (Sakamoto Pharmaceutical Co., Ltd.) *15: Polyglycerin-based acrylate SA-TE12 (Sakamoto Pharmaceutical Co., Ltd.) *8: Polyethylene glycol diacrylate (n = 14) (manufactured by Tokyo Chemical Industry Co., Ltd.) *11: Azobisisobutyronitrile (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0115] The number average molecular weight, weight average molecular weight, and glass transition temperature of each of the obtained polymers 17 to 33 were measured in the same manner as for polymers 1 to 12. The results are shown in Table 7.

[0116]

[0117] Preparation of cosmetic compositions and evaluation of film-forming properties (Examples 13 to 29) Each of the acrylate polymers obtained in Synthesis Examples 17 to 33 was dissolved in solvent B3 (ethanol) to prepare a 30% acrylate polymer solution (cosmetic composition). Except for this, film-forming properties were evaluated in the same manner as in Examples 1 to 12. The evaluation results of film-forming properties are shown in Table 8.

[0118]

[0119] As shown in Table 8, the composition ratio of the acrylate compounds in the acrylate polymer is important for film-forming properties. In Examples 13 to 29, the ratio of acrylate compound 1:acrylate compound 2 was 30:70 to 50:50 (mol %), and the glass transition temperature (Tg) of the obtained acrylate polymer was not significantly lowered, so that a film was formed.

[0120] The elastic modulus, breaking strength, and breaking elongation of the films obtained using acrylate polymers 19, 20, 24, 25, 28, 29, 30, 31, 32, and 33 were measured using the same methods as those described in Examples 1 to 12. Additionally, acrylate polymers 26, 30, and 31 were dissolved in a solvent (ethanol) to prepare 20% acrylate polymer solutions, and the water repellency and oil repellency of the films were measured using the same methods as those described in Examples 1 to 3 and 6 to 8. The results are shown in Table 9.

[0121]

[0122] As shown in Table 9, the results of the tensile test of the films showed that Light Acrylate 130A, Blenmar PME-1000, and M-130G, all of which are believed to impart flexibility to the films, were added as components of acrylate compound 1, resulting in films with relatively low elastic modulus and high elongation at break. Among these, in Examples 15 and 16, the acrylate compound 1:acrylate compound 2 ratio was 40:60 to 45:55 (mol%), resulting in a relatively high elastic modulus, which can be expected to have the effect of following skin movement and smoothing wrinkles. In Examples 20, 21, 22, 24, 25, 26, and 27, the acrylate compound 1:acrylate compound 2 ratio was 25:75 to 30:70 (mol%), resulting in a low elastic modulus and a fairly high elongation at break, which can be expected to improve skin conformability. On the other hand, in Examples 28 and 29, the amount of Blenmar PME-1000, which has a low Tg among the acrylate compounds 1, was reduced, and therefore the elastic modulus is relatively high, and the effect of following the movement of the skin and smoothing out wrinkles can be expected.

[0123] (Synthesis Examples 34 to 47) Synthesis of acrylate polymers (polymers 34 to 47) Based on the component ratios shown in Table 10, synthesis was carried out in the same manner as in Synthesis Example 1 to obtain acrylate polymers (polymers 34 to 47).

[0124]

[0125] *1: n-Lauryl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester L) *2: Isodecyl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester ID) *5: 2-Ethylhexyl acrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *12: Methoxypolyethylene glycol monomethacrylate (n = 23) (NOF Corporation; Blemmer PME-1000) *6: (Hydroxyethyl) methacrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *16: Methyl methacrylate (Fujifilm Wako Pure Chemical Industries, Ltd.) *17: Cyclohexyl methacrylate (Kyoeisha Chemical Co., Ltd.; Light Ester CH) *14: Polyglycerin-based acrylate SA-TE60 (Sakamoto Pharmaceutical Co., Ltd.) *18: Polyether-based urethane acrylate UA-160TM (Shin-Nakamura Chemical Co., Ltd.) *19: Multifunctional acrylate ATM-35E (Shin-Nakamura Chemical Co., Ltd.) *20: Urethane acrylate 3: EBECRYL4201 (manufactured by Daicel Ornex Co., Ltd.) *21: Bifunctional acrylate A-PTMG65 (manufactured by Shin-Nakamura Chemical Co., Ltd.) *11: Azobisisobutyronitrile (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0126] The number average molecular weight, weight average molecular weight, and glass transition temperature of each of the obtained polymers 34 to 47 were measured in the same manner as for polymers 1 to 33. The results are shown in Table 11.

[0127]

[0128] Preparation of cosmetic compositions and evaluation of film-forming properties (Examples 30 to 43) Each of the acrylate polymers obtained in Synthesis Examples 34 to 47 was dissolved in solvent B3 (ethanol) or solvent B4 (indodecane) to prepare a 15% or 30% acrylate polymer solution (cosmetic composition). Except for this, film-forming properties were evaluated in the same manner as in Examples 1 to 12. The evaluation results of film-forming properties are shown in Table 12.

[0129]

[0130] As shown in Table 12, the composition ratio of the acrylate compounds in the acrylate polymer is important for film-forming properties. In Examples 30 to 43, the ratio of acrylate compound 1:acrylate compound 2 was 25:75 to 50:50 (mol %), and the glass transition temperature (Tg) of the obtained acrylate polymer was not significantly lowered, so that a film was formed.

[0131] For the films obtained using acrylate polymers 36 to 43 and 46, the modulus of elasticity, breaking strength, and breaking elongation were determined in the same manner as described in Examples 1 to 12, except that the test specimen size was changed to No. 8 dumbbell. In addition, acrylate polymers 38 and 40 to 43 were dissolved in a solvent (isododecane) to prepare 15% acrylate polymer solutions, and the water repellency and oil repellency of the films were measured in the same manner as described in Examples 1 to 3 and 6 to 8. The results are shown in Table 13.

[0132]

[0133] As shown in Table 13, the results of the tensile test of the films showed that n-lauryl methacrylate and isodecyl methacrylate, which are thought to impart flexibility to the films, were used as the main components of acrylate compound 1, resulting in films with a relatively low elastic modulus and high elongation at break. Among these, Examples 34 and 37 used a single type of structural unit derived from acrylate compound 1 and a multifunctional acrylate as the crosslinking component, resulting in a relatively high elastic modulus, and are expected to have the effect of following skin movement and smoothing out wrinkles. Similarly, Example 42 used a single type of structural unit derived from acrylate compound 1 and a urethane acrylate as the crosslinking component, resulting in a relatively high elastic modulus, and are expected to have the effect of following skin movement and smoothing out wrinkles. In Examples 38 and 39, two types of structural units derived from acrylate compound 1 were combined, and a multifunctional acrylate was used as the cross-linking component, resulting in a moderately low elastic modulus and a moderately high elongation at break, which suggests that a good balance is achieved between conformability to the skin and suppression of a feeling of tension.

[0134] Evaluation of Water Resistance and Feeling in Use of Films (Examples 6, 26, 34, 36, 37, 39) Films were formed using cosmetic compositions containing acrylate polymers 6, 30, 38, 40, 41, and 43, and the water resistance and feel in use were evaluated. In addition, similar evaluations were carried out using ready-made cosmetic compositions (trimethylsiloxysilicate manufactured by Company X; Comparative Example 5, dimethylacrylamide / hydroxyethyl acrylate manufactured by Company Y; Comparative Example 6).

[0135] Water resistance was evaluated using the following method. First, acrylate polymers 6, 30, 38, 40, 41, and 43 were dissolved in a solvent (ethanol) to prepare a 15% acrylate polymer solution (cosmetic composition). This polymer solution (cosmetic composition) was applied to artificial leather and dried to form a thin film several tens of micrometers thick. For the comparative example, the ready-made product was directly applied to the artificial leather to form a thin film. The artificial leather on which the film had been formed was immersed in a container filled with water, with the thin film facing the water. The condition of the film was visually observed every 20 minutes, and water resistance was evaluated based on the time until the area of ​​the thin film remained at least half of that before the test. Those that were still more than half attached after 80 minutes (4 turns) were judged as "◎", those that were still more than half attached after 60 minutes (3 turns) were judged as "〇", those that were still more than half attached after 40 minutes (2 turns) were judged as "△", and those that had peeled off more than half before 40 minutes (2 turns) were judged as "×".

[0136] The feel during use was evaluated using the following method. Acrylate polymers 6, 30, 38, and 40 were dissolved in a solvent (isododecane for polymers 6, 38, and 40, and ethanol for polymer 30) to prepare a 5% acrylate polymer solution (cosmetic composition). This polymer solution (cosmetic composition) was dropped onto the skin of a subject using a dropper, spread, and allowed to dry to form a film. For the comparative example, a ready-made product was dissolved in a solvent (ethanol) or dropped directly onto the skin of a subject to form a film. The feel during use was evaluated based on the subject's subjective assessment of the tackiness of the film upon use. Products that were smooth and lacking tackiness were rated as "◎", products that were squeaky but lacking tackiness were rated as "◯", and products that were tacky and sticky were rated as "X". The results are shown in Table 14.

[0137]

[0138] In Comparative Example 6, not only was no film formed, but water resistance and usability were also poor, while in Comparative Example 5, water resistance and usability were relatively good but no film was formed. In contrast, it was confirmed that Examples 6, 26, 34, 36, 37, and 39 all formed films and exhibited good water resistance. Among them, Examples 6, 34, 36, 37, and 39, which had a relatively high ratio of structural units derived from acrylate compound 1 and in which the main component of acrylate compound 1 was n-lauryl methacrylate, were confirmed to exhibit excellent water resistance. Furthermore, Examples 6, 26, 34, and 36 also exhibited very good usability. Thus, the acrylate polymer solution (cosmetic composition) of the present embodiment, which exhibits excellent properties in terms of film-forming ability, water resistance, and usability, appears to be particularly suitable for use in finishing cosmetics such as foundations and makeup bases (e.g., base creams, base gels, base liquids, and base powders), or sunscreen cosmetics, for example.

Claims

1. A (meth)acrylate polymer (A) in which the proportion of structural units (A-1) derived from a (meth)acrylate compound 1 having 11 to 60 carbon atoms is 10 to 80 mol %, and the proportion of structural units (A-2) derived from a (meth)acrylate compound 2 having 3 to 10 carbon atoms is 20 to 90 mol %.

2. The (meth)acrylate polymer (A) according to claim 1, wherein the (meth)acrylate compound 1 having 11 to 60 carbon atoms is at least one selected from the group consisting of n-lauryl methacrylate, methoxypolyethylene glycol acrylate, isodecyl methacrylate, 2-ethylhexyl diglycol acrylate, 2-decyl-1-tetradecanyl acrylate, 2-ethylhexyl acrylate, methoxypolyethylene glycol monomethacrylate, methoxypolyethylene glycol methacrylate, polyethylene glycol monomethacrylate, 1-methylheptyl methacrylate, and 2-acryloyloxyethylhexahydrophthalic acid.

3. The (meth)acrylate polymer (A) according to claim 1, wherein the (meth)acrylate compound 2 having 3 to 10 carbon atoms is at least one selected from the group consisting of methyl methacrylate, (hydroxyethyl) methacrylate, isoamyl acrylate, methoxydipropylene glycol acrylate, and cyclohexyl methacrylate.

4. The (meth)acrylate polymer (A) according to claim 1, further comprising 0 to 1.0 mol % of a structural unit (A-3) derived from a crosslinking component.

5. A cosmetic composition comprising the (meth)acrylate polymer (A) according to claim 1 and a solvent (B).

6. The cosmetic composition according to claim 5, wherein the content of the (meth)acrylate polymer (A) is 80% by mass or less.

7. The cosmetic composition according to claim 5, wherein the solvent (B) is selected from the group consisting of water, ketone-based solvents, alcohol-based solvents, ester-based solvents, and hydrocarbon-based solvents.

8. The cosmetic composition according to claim 5, wherein the cosmetic use is one or more selected from skin cosmetics, finishing cosmetics, hair cosmetics, oral cosmetics, nail cosmetics, beard cosmetics, deodorant cosmetics, and sunscreen cosmetics.

9. The cosmetic composition according to claim 5, which is for forming a film on the body.

10. The cosmetic composition according to claim 9, which is for body correction.

11. A film formed using the cosmetic composition according to any one of claims 5 to 9, having an elastic modulus of 0.03 MPa or more.

12. A film formed using the cosmetic composition according to any one of claims 5 to 9, having a breaking strength of 0.05 MPa or more.

13. A film formed using the cosmetic composition according to any one of claims 5 to 9, having a breaking elongation of 50% or more.

14. A film formed using the cosmetic composition according to any one of claims 5 to 9, which has a contact angle with water of 70° or more.

15. A film formed using the cosmetic composition according to any one of claims 5 to 9, which has a contact angle with oil of 20° or more.

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