JP2016216426A - Sunscreen cosmetics - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide oil in water type sunscreen cosmetics that have excellent feeling of use, such as no stickiness and a moist feel, with emulsification stability, while having an excellent ultraviolet light-shielding function.SOLUTION: The invention provides an oil in water type sunscreen cosmetic containing components (A)-(D): (A) water soluble copolymer having, as an essential constitutional unit, one or more constitutional units (a) induced from a particular hydrophobic monomer, and one or more constitutional units (b) induced from a hydrophilic monomer; (B) polyglycerol fatty acid ester obtained by ester condensation of one molecule of polyglycerols with a degree of polymerization of 10 and 2-5 fatty acid molecules having 16 or more carbon atoms; (C) an ionic surfactant; and (D) an ultraviolet scattering agent and/or an ultraviolet absorber.SELECTED DRAWING: None

Description

  The present invention relates to a sunscreen cosmetic comprising a water-soluble copolymer.

  Oil-in-water emulsified sunscreen cosmetics have a refreshing feel and are easy to use continuously. In order to enhance the ultraviolet protection effect, the oil-in-water emulsion cosmetics use an ultraviolet absorber or an ultraviolet scattering agent that is a metal oxide powder such as zinc oxide or titanium oxide. However, when a large amount of ultraviolet absorber is blended, there is a problem that discoloration occurs and the feeling of use such as poor spread and stickiness is deteriorated. In addition, when a large amount of metal oxide powder is blended, there is a problem that not only the powder aggregates and settles with time, but also the stability with time such as viscosity reduction, emulsification separation, and precipitation decreases. When these are used in combination, the above problem tends to occur more easily.

In order to improve these problems, it has been proposed to use an ultraviolet absorber such as a dibenzoylmethane derivative and titanium oxide treated with silane and / or silicone (see Patent Document 1).
In addition, oil-in-water emulsified cosmetics using water-soluble polymers such as polyacrylic acid amide, xanthan gum, (sodium acrylate / acryloyldimethyltaurine) copolymer have been proposed (see Patent Documents 2 and 3).

Japanese Patent Laid-Open No. 9-2929 JP 2003-104859 A JP 2010-215602 A

As described above, in the technical field of oil-in-water sunscreen cosmetics, it has been a challenge to achieve both an ultraviolet protection function and a feeling of use and emulsification stability. Conventionally, various techniques have been proposed to solve this problem, but it has been insufficient.
In view of such circumstances, the problem to be solved by the present invention is an oil-in-water type that has a good UV protection function but is excellent in use feeling such as no stickiness and moisturizing feeling, and has emulsion stability. Is to provide sunscreen cosmetics.

This invention which solves the said subject is an oil-in-water type sunscreen cosmetic containing a component (A)-(D).
(A) One or more structural units (a) derived from a hydrophobic monomer represented by the following general formula (I), (II) or (III) and 1 derived from a hydrophilic monomer A water-soluble copolymer having a seed or two or more structural units (b) as essential structural units (B) One molecule of polyglycerin having a polymerization degree of 10 and 2 to 5 molecules of fatty acids having 16 or more carbon atoms are ester-condensed. Polyglycerin fatty acid ester (C) ionic surfactant (D) UV scattering agent and / or UV absorber

Formula (I)
(I)
(In the general formula (I), R1 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R2 does not include a branched hydrocarbon group having no ring structure having 13 to 30 carbon atoms or a ring structure. (A hydrocarbon group having 6 to 12 carbon atoms having two or more branches is represented.)

Formula (II)
(II)
(In the general formula (II), R3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R4 and R5 may be the same or different, have no ring structure, and have a branched structure having 6 to 22 carbon atoms. X represents a group in which an OH group is eliminated from a trivalent alcohol.)

Formula (III)
(III)
(In the general formula (III), R6 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R7, R8, and R9 may be the same or different, have no ring structure, have a branch, and have 6 carbon atoms. Represents an acyl group of ˜22, and Y represents a group in which an OH group is eliminated from a tetravalent alcohol.

  The sunscreen cosmetic of the present invention has an ultraviolet ray protection function and is less sticky and excellent in moisture retention. Moreover, the sunscreen cosmetic of the present invention has emulsion stability.

  In a preferred embodiment of the present invention, the hydrophilic monomer is a polymerizable carboxylic acid, a hydrophilic monomer represented by the following general formula (IV), a hydrophilic monomer represented by the following general formula (VI), or the following general formula ( VII) and one or more hydrophilic monomers selected from the group consisting of a hydrophilic monomer represented by the following general formula (VIII).

Formula (IV)
(IV)
(In general formula (IV), R10 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R11 represents an alkylene group having 2 to 4 carbon atoms which may have a hydroxyl group, and R12 represents a hydrogen atom or carbon. An aromatic hydrocarbon group having 6 to 10 carbon atoms, an aliphatic hydrocarbon group having 1 to 14 carbon atoms, or an acyl group having 1 to 12 carbon atoms, and n represents an integer of 6 to 40.)

Formula (VI)
(VI)
(In the general formula (VI), R15 represents a hydrogen atom or a methyl group.)

Formula (VII)
(VII)
(In the general formula (VII), R16 represents a hydrogen atom or a methyl group, G-O- represents a group obtained by removing hydrogen from the hydroxyl group at the 1-position of the reducing sugar, m is 2 or 3, and l is 1-5. Represents an integer.)

Formula (VIII)
(VIII)
(In the general formula (VIII), R17 represents a hydrogen atom or a methyl group, R18 represents an amino acid residue, a polyamine residue or an amino alcohol residue. Q represents an oxygen atom or a group represented by NH.)

  By using the water-soluble copolymer containing the structural unit (b) derived from such a hydrophilic monomer, it is possible to improve the feeling of use such as a less sticky feeling and a moisturizing feeling.

In a preferred embodiment of the present invention, the hydrophobic monomer is a hydrophobic monomer represented by the general formula (II), and the water-soluble monomer is a hydrophilic monomer represented by the general formula (IV).
A sunscreen cosmetic containing a water-soluble copolymer having a structural unit derived from a hydrophobic monomer and a hydrophilic monomer has a better feeling of use.

In a preferred embodiment of the present invention, the component (C) is an anionic surfactant.
By using an anionic surfactant as the ionic surfactant, the emulsion stability can be further improved. Moreover, the sunscreen cosmetics of the present invention using an anionic surfactant are also excellent in use feeling.

In a preferred form of the invention, the anionic surfactant is sodium acyl lactate.
By using sodium acyl lactate as the anionic surfactant, the emulsion stability can be further improved. In addition, the sunscreen cosmetic of the present invention using sodium acyl lactate is excellent in the feeling of use.

In a preferred embodiment of the present invention, the component (B) is polyglyceryl-10 pentastearate.
The sunscreen cosmetic of the present invention containing polyglyceryl-10 pentastearate is excellent in emulsion stability and feeling of use.

In a preferred embodiment of the present invention, the component (D) is a water-dispersible ultraviolet scattering agent.
Since the water-dispersible ultraviolet scattering agent is uniformly dispersed in the aqueous phase, the sunscreen cosmetic in such a form is excellent in the ultraviolet protection function.

In a preferred embodiment of the present invention, the water-dispersible ultraviolet scattering agent is an ultraviolet scattering agent that has been surface-treated with sodium polyacrylate.
In such a form of sunscreen cosmetic, the UV scattering agent is more uniformly dispersed, and the UV protection function is excellent.

  According to the present invention, it is possible to provide an oil-in-water sunscreen cosmetic that is excellent in use feeling such as non-stickiness and moisturizing feeling while having a good UV protection function and has emulsion stability. .

  The sunscreen cosmetic of the present invention is characterized by containing the four components (1) to (4) as essential components. Hereinafter, the components (1) to (4) will be described in detail.

<1> Component (A): Water-soluble copolymer (1) Hydrophobic monomer Component (A) is derived from the hydrophobic monomer represented by the general formula (I), (II) or (III). It is a water-soluble copolymer containing one or two or more of structural units (hereinafter sometimes simply referred to as “structural unit I”) as essential structural units.
In the present invention, the “structural unit derived from a monomer” refers to a structural unit formed by cleavage of a carbon-carbon unsaturated bond of a corresponding monomer by a polymerization reaction.
Hereinafter, the hydrophobic monomer represented by the general formula (I), (II) or (III) will be described.

(1-1) Hydrophobic monomer represented by general formula (I) In the general formula (I), R1 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R2 represents a ring having 13 to 30 carbon atoms. A branched hydrocarbon group that does not include a structure or a hydrocarbon group having 6 to 12 carbon atoms that includes two or more branches that does not include a ring structure.
Here, examples of the alkyl group represented by R1 include a methyl group, an ethyl group, a propyl group, an isopropyl group, and a cyclopropyl group. In the present invention, R1 is preferably a hydrogen atom or a methyl group.

  Examples of the branched hydrocarbon group not containing a ring structure having 13 to 30 carbon atoms represented by R2 include 1-methyldodecanyl group, 11-methyldodecanyl group, 3-ethylundecanyl group, 3- Ethyl-4,5,6-trimethyloctyl group, 1-methyltridecanyl group, 1-hexyloctyl group, 2-butyldecanyl group, 2-hexyloctyl group, 4-ethyl-1-isobutyloctyl group, 1-methyl Pentadecanyl group, 2-hexyldecanyl group, 2-octyldecanyl group, 2-hexyldecanyl group, 16-methylheptadecanyl group, 9-methylheptadecanyl group, 7-methyl-2- (3 -Methylhexyl) decanyl group, 3,7,11,15-tetra-methylhexadecanyl group, 2-octyldodecanyl group, 2-decyltetradecanyl group, 2-dodecylhexade It may be exemplified sulfonyl groups and the like.

  Moreover, as a C6-C12 hydrocarbon group which does not contain the ring structure represented by R2 and has two or more branches, 2,2-dimethylbutyl group, 2,3-dimethylbutyl group, 3, 3-dimethylbutyl group, 1,3-dimethylbutyl group, 1,2,2-trimethylpropyl group, 1,1-dimethylpentanyl group, 1-isopropylbutyl group, 1-isopropyl-2-methylpropyl group, 1 , 1-diethylpropyl group, 1-ethyl-1-isopropylpropyl group, 2-ethyl-4-methylpentyl group, 1-propyl-2,2-dimethylpropyl group, 1,1,2-trimethyl-pentyl group, 1-isopropyl-3-methylbutyl group, 1,2-dimethyl-1-ethylbutyl group, 1,3-dimethyl-1-ethylbutyl group, 1-ethyl-1-isopropyl-propyl group, , 1-dimethylhexyl group, 1-methyl-1-ethylpentyl group, 1-methyl-1-propylbutyl group, 1,4-dimethylhexyl group, 1-ethyl-3-methylpentyl group, 1,5-dimethyl Hexyl group, 1-ethyl-6-methylheptyl group, 1,1,3,3-tetramethylbutyl group, 1,2-dimethyl-1-isopropylpropyl group, 3-methyl-1- (2,2-dimethyl) Ethyl) butyl group, 1-isopropylhexyl group, 3.5.5-trimethylhexyl group, 2-isopropyl-5-methylhexyl group, 1,5-dimethyl-1-ethylhexyl group, 3,7-dimethyloctyl group, Examples include 2,4,5-trimethylheptyl group, 2,4,6-trimethylheptyl group, 3,5-dimethyl-1- (2,2-dimethylethyl) hexyl group and the like. Can.

(1-2) Hydrophobic monomer represented by general formula (II) or (III) In the general formulas (II) and (III), R3 and R6 represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. , R4, R5, R7, R8 and R9 may be the same or different and each represents a branched acyl group having 6 to 22 carbon atoms which does not contain a ring structure. X represents a group in which an OH group is eliminated from a trivalent alcohol.

  Here, examples of the alkyl group represented by R3 and R6 include a methyl group, an ethyl group, a propyl group, an isopropyl group, and a cyclopropyl group. In the present invention, R3 is preferably a hydrogen atom or a methyl group.

  Moreover, as a branched C6-C22 acyl group which does not contain the ring structure represented by R4, R5, R7, R8, R9, 2-methylpentanoyl group, 3-methylpentanoyl group, 4 -Methylpentanoyl group, 2-ethylbutanoyl group, 2-ethylbutanoyl group, 2,2-dimethylbutanoyl group, 3,3-dimethylbutanoyl group, 2-methylhexanoyl group, 4-methylhexanoyl group Group, 5-methylhexanoyl group, 2,2-dimethylpentanoyl group, 4,4-dimethylpentanoyl group, 2-methylheptanoyl group, 2-ethylhexyl group, 2-propylpentanoyl group, 2,2- Dimethylhexanoyl group, 2,2,3-trimethylpentanoyl group, 2-methyloctanoyl group, 3,3,5-trimethylhexanoyl group, 2-methylnonanoyl 4-methylnonanoyl group, 8-methylnonanoyl group, 4-ethyloctanoyl group, 2-ethyloctanoyl group, 2-butylhexanoyl group, 2-tert-butylhexanoyl group, 2,2-diethylhexanoyl group, 2,2-dimethyloctanoyl group, 3,7-dimethyloctanoyl group, neodecanoyl group, 7-methyldecanoyl group, 2-methyl-2-ethyloctanoyl group, 2-methylundecanoyl group, 10-methyl Undecanoyl group, 2,2 dimethyldecanoyl group, 2-ethyldecanoyl group, 2-butyloctanoyl group, diethyloctanoyl group, 2-tert-butyl-2,2,4-trimethylpentanoyl group, 10 -Methyldodecanoyl group, 3-methyldodecanoyl group, 4-methyldodecanoyl group, 11-methyldodecanoyl group, 10- Tilundecanoyl group, 12-methyltridecanoyl group, 2-butyldecanoyl group, 2-hexyloctanoyl group, 2-butyl-2-ethyloctanoyl group, 12-methyltetradecanoyl group, 14-methyl Pentadecanoyl group, 2-butyldodecanoyl group, 2-hexyldecanoyl group, 16-methylheptadecanoyl group, 2,2-dimethylhexanoyl group, 2-butylhexadecanoyl group, 2-hexyldodecanoyl group 2,4,10,14-tetramethylpentanoyl group, 18-methylnonadecanoyl group, 3,7,11,15-tetra-methylhexadecanoyl group, 19-methyleicosanoyl group, etc. be able to.

  In a preferred embodiment of the present invention, in the general formulas (II) and (III), R4, R5, R7, R8, and R9 may be the same or different and do not include a ring structure and have a branch. An acyl group having 10 to 22 carbon atoms, or an acyl group having 6 to 9 carbon atoms having two or more branches that does not include a ring structure.

  Such a branched acyl group having 10 to 22 carbon atoms which does not contain a ring structure and is represented by R4, R5, R7, R8 and R9 in a preferred embodiment includes a 2-methylnonanoyl group, 4- Methylnonanoyl group, 8-methylnonanoyl group, 4-ethyloctanoyl group, 2-ethyloctanoyl group, 2-butylhexanoyl group, 2-tert-butylhexanoyl group, 2,2-diethylhexanoyl group), 2, 2-dimethyloctanoyl group, 3,7-dimethyloctanoyl group, neodecanoyl group), 7-methyldecanoyl group, 2-methyl-2-ethyloctanoyl group, 2-methylundecanoyl group, 10-methylun Decanoyl group, 2,2 dimethyldecanoyl group, 2-ethyldecanoyl group, 2-butyloctanoyl group, diethyloctanoyl group, 2 -Tert-butyl-2,2,4-trimethylpentanoyl group, 10-methyldodecanoyl group, 3-methyldodecanoyl group, 4-methyldodecanoyl group, 11-methyldodecanoyl group, 10-ethylundecanoyl group Group, 12-methyltridecanoyl group, 2-butyldecanoyl group, 2-hexyloctanoyl group, 2-butyl-2-ethyloctanoyl group, 12-methyltetradecanoyl group, 14-methylpentadecanoyl group 2-butyldodecanoyl group, 2-hexyldecanoyl group, 16-methylheptadecanoyl group, 2,2-dimethylhexanoyl group, 2-butylhexadecanoyl group, 2-hexyldecanoyl group, 2,4 , 10,14-tetramethylpentanoyl group, 18-methylnonadecanoyl group, 3,7,11,15-tetra-methylhexa A decanoyl group, a 19-methyl eicosanoyl group, etc. can be illustrated.

  Moreover, as a C6-C9 acyl group which does not contain a ring structure and has 2 or more branches, represented by R4, R5, R7, R8, R9 in a preferred embodiment, 2,2-dimethyl Butanoyl group, 3,3-dimethylbutanoyl group, 2,2-dimethylpentanoyl group, 4,4-dimethylpentanoyl group, 2,2-dimethylhexanoyl group, 2,2,3-trimethylpentanoyl group 3,5,5-trimethylhexanoyl group and the like.

  The group derived from the trihydric alcohol represented by X in the general formula (II) is not particularly limited as long as the OH group is released from the trihydric alcohol, but glycerin, trimethylolpropane, trimethylolethane. A group in which an OH group is eliminated from a trihydric alcohol selected from the group consisting of

  Further, the group derived from the tetrahydric alcohol represented by Y in the general formula (III) is not particularly limited as long as the OH group is removed from the tetrahydric alcohol, but diglycerin, pentaerythritol, erythritol. A group in which an OH group is eliminated from a tetrahydric alcohol selected from the group consisting of D-threitol and L-threitol can be preferably exemplified.

In the present invention, it is particularly preferable to use a water-soluble copolymer containing the structural unit II.
In a more preferred embodiment of the present invention, the hydrophobic monomer represented by the general formula (II) is a hydrophobic monomer represented by the following general formula (V).

General formula (V)
(V)
(In the general formula (V), R13 and R14 may be the same or different and each represents a branched acyl group having 16 to 22 carbon atoms that does not contain a ring structure. Z represents an OH group from a trivalent alcohol. Represents a leaving group.)

R13 and R14 in the general formula (V) are preferably an acyl group having 10 to 22 carbon atoms which does not include a ring structure and has a branch.
The carbon number of the acyl group of R13 and R14 in the general formula (V) is 12 to 22, more preferably 14 to 20, and still more preferably 16 to 20.
Moreover, the carbon number of the main chain of the acyl group of R13 and R14 in the general formula (V) is preferably 9 to 21, more preferably 12 to 20, and still more preferably 16 to 18.
Moreover, the number of branches in the acyl group of R13 and R14 in the general formula (V) is preferably 1 to 3, more preferably 1 or 2, and still more preferably 1.
Furthermore, in the acyl groups of R13 and R14 in the general formula (V), the position number of the main chain carbon to which the branched chain is bonded is preferably as large as possible. Specifically, the branched chain is bonded to carbon at the end of the main chain, preferably from the first to the third carbon, more preferably the first or second carbon, and even more preferably the first carbon. It is preferable.

  Specific examples of R13 and R14 include 10-methylundecanoyl group, 10-methyldodecanoyl group, 11-methyldodecanoyl group, 10-ethylundecanoyl group, 12-methyltridecanoyl group, and 12-methyl. Tetradecanoyl group, 14-methylpentadecanoyl group, 16-methylheptadecanoyl group, 2,4,10,14-tetramethylpentanoyl group, 18-methylnonadecanoyl group, 3,7,11,15 -A tetra-methylhexadecanoyl group, a 19-methyleicosanoyl group, etc. can be illustrated suitably.

  The group derived from the trihydric alcohol represented by Z in the general formula (V) is not particularly limited as long as the OH group is released from the trihydric alcohol, but glycerin, trimethylolpropane, trimethylolethane. A group in which an OH group is eliminated from a trihydric alcohol selected from the group consisting of

(2) Hydrophilic monomer Examples of the hydrophilic monomer constituting the water-soluble copolymer of the component (A) include a polymerizable carboxylic acid, the general formula (IV), the following general formula (VI), the following general formula (VII), and A compound represented by the following general formula (VIII) can be used.

(2-1) Polymerizable carboxylic acid In the present invention, as the polymerizable carboxylic acid or a salt thereof, specifically, acrylic acid, methacrylic acid, crotonic acid, itaconic acid, fumaric acid and its sodium salt, potassium salt, Examples thereof include ammonium salts and amine salts. Among these, acrylic acid, methacrylic acid and salts thereof are particularly preferable because of high polymerizability. When a structural unit derived from a polymerizable carboxylic acid salt is introduced into the water-soluble copolymer of the present invention, the polymerizable carboxylic acid may be converted into a salt in advance, and a polymerization reaction may be performed. A structural unit derived from a carboxylic acid may be derived into a water-soluble copolymer and then neutralized with a base to form a salt.

(2-2) Hydrophilic monomer represented by general formula (IV) In the general formula (IV), R10 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R11 may have a hydroxyl group. Represents a good alkylene group having 2 to 4 carbon atoms, and R12 represents a hydrogen atom, an aromatic hydrocarbon group having 6 to 10 carbon atoms, an aliphatic hydrocarbon group having 1 to 14 carbon atoms, or an acyl group having 1 to 12 carbon atoms. Represent. n represents an integer of 6 to 40.

  Examples of the alkyl group represented by R10 in the general formula (IV) include a methyl group, an ethyl group, a propyl group, an isopropyl group, and a cyclopropyl group. In the present invention, R10 is preferably a hydrogen atom or a methyl group.

  Examples of the alkylene group represented by R11 include an ethylene group, a propylene group, an isopropylene group, a 2-hydroxypropylene group, a 1-hydroxy-2-methylethylene group, and a 2-hydroxy-1-methylethylene group. Of these, ethylene group or propylene group is preferable, and ethylene group is more preferable.

  Further, among the groups represented by R12, examples of the aromatic group having 6 to 10 carbon atoms include a phenyl group, a benzyl group, a methylphenyl group, and an ethylphenyl group; Preferred examples of the hydrogen group include a methyl group, an ethyl group, a butyl group, a tertiary butyl group, a hexyl group, a cyclohexyl group, an octyl group, a 2-ethylhexyl group, and a lauryl group; Preferred examples of the 12 acyl group include a formyl group, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a valeryl group, and a lauroyl group. Of these, the group represented by R5 is preferably an aliphatic hydrocarbon group having 1 to 14 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms.

  Furthermore, n in general formula (IV) is a numerical range of 6-40.

  Specific examples of the monomer represented by the general formula (IV) in which R11 is a propylene group include polypropylene glycol (9) monoacrylate, polypropylene glycol (13) monoacrylate, and polypropylene glycol (9) monomethacrylate. And polypropylene glycol (13) monomethacrylate. The number in parentheses represents N. Many of these polymers are commercially available. Specific examples of these commercially available products include “Blemmer” AP-400, AP-550, AP-800, PP-500, PP-800 (all manufactured by NOF Corporation) and the like.

  Specific examples of the monomer represented by the general formula (IV) in which R11 is an ethylene group include polyethylene glycol (10) monoacrylate, polyethylene glycol (8) monomethacrylate, and polyethylene glycol (23) monoacrylate. , Polyethylene glycol (23) monomethacrylate, methoxypolyethylene glycol (9) acrylate, methoxypolyethylene glycol (9) methacrylate, methoxypolyethylene glycol (23) methacrylate, oleyloxypolyethylene glycol (18) methacrylate, lauroxypolyethylene glycol (18) acrylate , Lauroyloxy polyethylene glycol (10) methacrylate, stearoxy polyethylene glycol (30) monometa Relate and the like.

  The above-mentioned hydrophilic monomer can be obtained in high yield by esterification reaction of the corresponding polyethylene glycol, polyethylene glycol monoether, polyethylene glycol monoester and acrylic acid or methacrylic acid chloride or anhydride. Moreover, since there are already many commercial products, it is also possible to use such commercial products. Specific examples of such commercially available products include the trade names Blemmer, AE-400, PE-350, AME-400, PME-400, PME-1000, ALE-800, PSE-1300, etc. Etc.).

(2-3) Hydrophilic monomer represented by general formula (VI) As the hydrophilic monomer in the present invention, a hydrophilic monomer represented by the following general formula (VI) may be used.

(General Formula VI)
(VI)
(In the general formula (VI), R15 represents a hydrogen atom or a methyl group.)

Specific examples of the hydrophilic monomer represented by the general formula (VI) include 2-acryloyloxyethyl phosphorylcholine (APC) and 2-methacryloyloxyethyl phosphorylcholine (MPC). These monomers can be synthesized by the following method described in Polymer Journal, Vol 22, No. 5, for example.
<Synthesis method>
2-bromoethyl phosphoryl dichloride is reacted with 2-hydroxyethyl methacrylate or 2-hydroxyethyl acrylate, and 2-methacryloyloxyethyl-2′-bromoethyl phosphate or 2-acryloyloxyethyl-2′-bromoethyl phosphate Are obtained, and these compounds are reacted with triethylamine in methanol.

(2-4) Hydrophilic monomer represented by general formula (VII) As the hydrophilic monomer in the present invention, a hydrophilic monomer represented by the following general formula (VII) may be used.

Formula (VII)
(VII)
(In the general formula (VII), R16 represents a hydrogen atom or a methyl group, G-O- represents a group obtained by removing hydrogen from the hydroxyl group at the 1-position of the reducing sugar, m is 2 or 3, and l is 1-5. Represents an integer.)

  In the hydrophilic monomer represented by the general formula (VII), as the reducing sugar of the group obtained by removing hydrogen from the hydroxyl group at the 1-position of the reducing sugar represented by G-O-, specifically, glucose, mannose, Examples include one or more selected from the group consisting of monosaccharides such as galactose, arabinose, xylose and ribose, disaccharides such as maltose, lactose and cellobiose, trisaccharides such as maltotriose, and oligosaccharides such as malto-oligosaccharide However, among these, one or more selected from the group consisting of glucose, galactose, arabinose, xylose, ribose, maltose, and lactose cellobiose is preferable, and glucose is particularly preferable. The monomer represented by the general formula (VII) is preferably glucosyloxyethyl methacrylate (hereinafter abbreviated as GEMA) or glucosyloxyethyl acrylate (hereinafter abbreviated as GEA).

(2-5) Hydrophilic monomer represented by general formula (VIII) As the hydrophilic monomer in the present invention, a hydrophilic monomer represented by the following general formula (VIII) may be used.

Formula (VIII)
(VIII)
(In the general formula (VIII), R17 represents a hydrogen atom or a methyl group, R18 represents an amino acid residue, a polyamine residue or an amino alcohol residue. Q represents an oxygen atom or a group represented by NH.)

In the monomer of the general formula (VIII), the amino acid of the amino acid residue represented by R18 is not particularly limited as long as it is a commonly known amino acid. Specifically, glycine, alanine, glutamine, lysine, Arginine etc. are illustrated. Among these, the lysine residue is particularly preferable because the obtained water-soluble copolymer is excellent in the effect of restoring the skin barrier.

  Further, the polyamine in the polyamine residue represented by R18 means an amine having two or more amino groups which may be substituted with an alkyl group in the same molecule, specifically, diamine, triamine, tetraamine. Or the amine by which the hydrogen atom of these amino groups is substituted by the alkyl group is illustrated. Of these, diamines are preferred because the feeling of use of the resulting external preparation for skin containing the water-soluble copolymer is particularly excellent. Particularly preferred examples include ethylenediamine, 1 from the availability of raw materials for synthesis. , 4-diamino-n-butane, 1,6-diamino-n-hexane and the like.

  Furthermore, the amino alcohol in the amino alcohol residue represented by R18 means a compound having an amino group and an alcoholic hydroxyl group which may be substituted with an alkyl group in the same molecule. The amino alcohol is not particularly limited as long as it is generally known, but specific examples include ethanolamine and triethylaminoethanol.

  Although it does not specifically limit as a salt of the monomer represented by general formula (VIII), Specifically, the sodium salt, potassium salt, ammonium salt, amine salt, etc. which neutralized the acid part with the base, Examples thereof include hydrochlorides, sulfates, nitrates, phosphates, citrates, oxalates, carbonates, etc., in which the amino group is neutralized with an acid. When the structural unit derived from the salt of the monomer represented by the general formula (VIII) is introduced into the water-soluble copolymer of the present invention, the monomer represented by the general formula (VIII) is converted into a salt in advance to carry out the polymerization reaction. Alternatively, the structural unit derived from the monomer represented by formula (VIII) may be derived into a water-soluble copolymer by a polymerization reaction, and then neutralized to form a salt.

  Specific examples of the monomer represented by the general formula (VIII) and salts thereof include compounds having the following structures and salts thereof.

The hydrophilic monomer represented by the general formula (VIII) can be synthesized, for example, by an esterification reaction or amidation reaction using (meth) acrylic acid or (meth) acrylic acid chloride as shown below.
(In the reaction formula, R17 represents a hydrogen atom or a methyl group, R18 represents an amino acid residue, a polyamine residue or an aminoalcohol residue. Q represents an oxygen atom or a group represented by NH.)

As described above, as the hydrophilic polymer in the present invention, the general formula (IV), the general formula (VI), the general formula (VII), and the general formula (VIII) can be used.
In a preferred embodiment of the present invention, the water-soluble copolymer comprises a structural unit IV derived from the general formula (IV).

(3) Water-soluble copolymer In this invention, the water-soluble copolymer which has the structural unit II and the structural unit IV can be used preferably. More preferably, a water-soluble copolymer having the structural unit V and the structural unit IV is used.
Among such water-soluble copolymers, a (methacrylic acid methoxy PEG-23 / diisostearic acid glyceryl methacrylate) copolymer is particularly preferably used.
By containing such a water-soluble copolymer, the emulsion composition is low in irritation, less sticky, and excellent in emulsion stability.

(Methoxymethacrylic acid PEG-23 / glyceryl methacrylate) is a structural unit (a) in which, among the hydrophobic monomers represented by the general formula (V), R13 and R14 are 16-methylheptadecanoyl. It mainly contains a structural unit (a) derived from a hydrophobic monomer as a group.
Further, as the structural unit (b), among the hydrophilic monomers represented by the general formula (IV), R10 is derived from a hydrophilic monomer having a methyl group, R11 is an ethylene group, R12 is a methyl group, and n is 23. The structural unit (b) is mainly included.

In the present invention, the proportion of the structural unit (a) in all the structural units in the water-soluble copolymer is preferably 1 to 50% by mass, more preferably 5 to 40% by mass, and 10 to 30% by mass.
By setting the proportion of the structural unit (a) in the water-soluble copolymer within the above range, it is possible to provide a sunscreen cosmetic that is excellent in moisturizing feeling and reduced in stickiness.

In the present invention, the proportion of the structural unit (b) in all the structural units in the water-soluble copolymer is preferably 50 to 99% by mass, more preferably 60 to 95% by mass, and 70 to 90% by mass.
By setting the proportion of the structural unit (b) in the water-soluble copolymer within the above range, it is possible to provide a sunscreen cosmetic that is excellent in moisturizing feeling and reduced in stickiness.

  In the present invention, the mass ratio of the structural unit (a) to the structural unit (b) constituting the water-soluble copolymer is preferably 5:95 to 50:50, more preferably 10:90 to 45:55, Preferably it is 20: 80-40: 60, More preferably, it is 25: 75-35: 65.

The molar ratio of the structural unit (a) to the structural unit (b) constituting the water-soluble copolymer is preferably 8:92 to 62:38, more preferably 15:85 to 57:43, and still more preferably 29. : 71-52: 48, more preferably 35: 65-46: 54.
By setting the mass ratio and the molar ratio of the structural unit (a) and the structural unit (b) in the water-soluble copolymer within the above ranges, the feeling of use of the sunscreen cosmetic can be further improved.

  In the present invention, the average molecular weight of the water-soluble copolymer is preferably 20000 to 110000, more preferably 20000 to 80000, more preferably 30000 to 80000, more preferably 40000 to 70000, still more preferably 50000 to 70000, still more preferably. 57000-66000.

  Although content of the above-mentioned water-soluble copolymer is not specifically limited, Usually, 0.001-15 mass%, Preferably it is 0.01-10 mass%.

<2> Component (B): Polyglycerol fatty acid ester The sunscreen cosmetic of the present invention is obtained by ester condensation of one molecule of polyglycerol having a polymerization degree of 10 and 2 to 5 molecules of fatty acid having 16 or more carbon atoms. It contains polyglycerin fatty acid ester as component (B).

The fatty acid having 16 or more carbon atoms constituting the polyglycerol fatty acid ester of the component (B) may have a branched chain, and may be saturated or unsaturated.
Preferred examples include oleic acid and isostearic acid.
Moreover, the number of molecules of the fatty acid to be ester-bonded to one molecule of polyglycerol may be 2 to 5, and preferably 5 molecules.
In the present invention, it is particularly preferable to use polyglyceryl-10 pentastearate as the component (B).

Content of the polyglyceryl fatty acid ester of a component (B) can be 0.1-10 mass% normally.
Further, from the viewpoint of improving the emulsion stability, the content of the component (B) is 0.3% by mass or more, more preferably 0.5% by mass, and still more preferably 0.7% by mass or more.
Furthermore, from the viewpoint of suppressing stickiness, the content of the component (B) is preferably 7% by mass or less, more preferably 5% by mass or less, and further preferably 3% by mass or less.

<3> Component (C) ... Ionic Surfactant The sunscreen cosmetic of the present invention contains an ionic surfactant as the component (C). The ionic surfactant is not particularly limited as long as it is used in cosmetics, and any of an anionic surfactant, a cationic surfactant and an amphoteric surfactant can be used.

  Examples of the anionic surfactant include fatty acid soaps such as fatty acid sodium, fatty acid potassium, and fatty acid triethanolamine, sodium lauryl sulfate, potassium lauryl sulfate, triethanolamine that may have a polyoxyethylene group. Alkyl sulfate ester salt, acyl lactate, which may have a polyoxyethylene group, sodium lauryl phosphate, potassium lauryl phosphate, lauryl phosphorus triethanolamine, etc. Preferred examples thereof include alkyl phosphorus ester salts and sulfosuccinic acid alkyl ester salts which may have a polyoxyethylene group.

  Examples of the cationic surfactant include alkyltrimethylammonium salt, alkylpyridinium salt, distearyldimethylammonium dialkyldimethylammonium salt, poly (N, N′-dimethyl-3,5-methylenepiperidinium chloride), alkyl Quaternary ammonium salt, alkyldimethylbenzylammonium salt, alkylisoquinolinium salt, dialkyl morpholinium salt, POE-alkylamine, alkylamine salt, polyamine fatty acid derivative, amyl alcohol fatty acid derivative, benzalkonium chloride, benzethonium chloride, etc. Can be preferably exemplified.

  Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants and betaine-based surfactants.

  Among the surfactants, an anionic surfactant is preferably used as the component (C), and acyl lactate is more preferably used.

  As the acyl lactate, a sodium salt is preferable, and specific examples include sodium lauroyl lactate, isostearoyl sodium lactate, and stearoyl sodium lactate.

Content of an ionic surfactant is not specifically limited, Usually, 0.01-2.0 mass%, More preferably, it is 0.1-1 mass%.
Further, from the viewpoint of improving the emulsion stability, the content of the ionic surfactant is preferably 0.05% by mass or more, more preferably 0.07% by mass or more, and further preferably 0.1% by mass or more. To do.
Furthermore, from the viewpoint of suppressing stickiness, the content of the ionic surfactant is preferably 1.5% by mass or less, more preferably 1% by mass or less, and further preferably 0.5% by mass or less.

<4> Component (D)... Ultraviolet scattering agent / ultraviolet absorber The sunscreen cosmetic of the present invention contains an ultraviolet scattering agent and / or an ultraviolet absorber as the component (D).

  The term “ultraviolet scattering agent” refers to a fine particle metal oxide that functions to scatter ultraviolet rays, and the type thereof is not particularly limited as long as it can be blended in an emulsified cosmetic. Examples of the metal oxide include titanium dioxide, zinc oxide, zirconium oxide, cerium oxide and the like.

  The content of the ultraviolet scattering agent is not particularly limited, and is usually 0.01 to 20% by mass, more preferably 0.1 to 15% by mass, and further preferably 1 to 10% by mass.

The ultraviolet scattering agent has a particle size referred to as fine particles in the technical field. For example, the primary particle size by electron microscope observation is usually 5 nm or more, preferably 10 nm or more, and usually 100 nm or less, preferably 80 nm or less. belongs to.
Since the ultraviolet scattering agent used in the present invention is excellent in the ultraviolet scattering effect, it preferably contains at least one selected from the group consisting of fine particle titanium dioxide and fine particle zinc oxide.

  The ultraviolet light scattering agent used in the present invention can be prepared by a conventional method such as thermal decomposition of the corresponding metal salt in the gas phase, but since there are many commercial products, the commercial products are used as they are. You can also. Specific examples of such commercially available products include “MTY-110M3S” (manufactured by Teica), “MTY-02” (manufactured by Teica), “MT-100TV” ( (Taika Corporation), “MT-500HSA” (Taika Corporation), “MT-100T” (Taika Corporation), “MT-01” (Taika Corporation), “MT-10EX” ”(Manufactured by Teika),“ MT-05 ”(manufactured by Teika),“ MT-100Z ”(manufactured by Teica),“ MT-150EX ”(manufactured by Teica),“ MT -100AQ "(manufactured by Teika)," MT-100WP "(manufactured by Teika)," MT-100SA "(manufactured by Teica)," MT-500B "(manufactured by Teica), “MT-500SA” (manufactured by Teika Co., Ltd., “MT-600B”) ) "MT-500SAS" (manufactured by Teika Co., Ltd.), "Taipeke CR-50" (manufactured by Ishihara Sangyo Co., Ltd.), "Taipeke TTO-M-1" (Ishihara Sangyo Co., Ltd.) "Taipaque TTO-V4" (Ishihara Sangyo Co., Ltd.), "ST-455" (Titanium Industry Co., Ltd.), "STT-65C-S" (Titanium Industry Co., Ltd.), "STT- 30EHS "(manufactured by Titanium Industry Co., Ltd.)," Bayer Titanium R-KB-1 "(manufactured by Bayer) and the like.

  Further, as fine particle zinc oxide, “MZ-300” (manufactured by Teika), “MZY-303S” (manufactured by Teika), “MZ-306X” (manufactured by Teica), “MZ-500”. "(Manufactured by Teica)," MZY-505S "(manufactured by Teika)," MZ-506X "(manufactured by Teica)," MZ-510HPSX "(manufactured by Teica)," WSX -MZ-700 "(manufactured by Teika Co., Ltd.)," SAMT-UFZO-450 "(manufactured by Miyoshi Kasei Co., Ltd.)," SAMT-UFZO-500 "(manufactured by Miyoshi Kasei Co., Ltd.)," FZO-50 " (Manufactured by Ishihara Sangyo Co., Ltd.), “Maxlite ZS-032” (manufactured by Showa Denko KK), “Maxlite ZS-032D” (manufactured by Showa Denko KK) and the like.

  In the present invention, the surface of the ultraviolet scattering agent is preferably coated with an inorganic compound such as silica or alumina, or an organic compound such as sodium polyacrylate, fatty acid metal soap, or silicone.

  The ultraviolet scattering agent is preferably water-dispersible. Since the water-dispersible ultraviolet scattering agent is uniformly dispersed in the aqueous phase, the sunscreen cosmetic of the present invention having such a form has an excellent ultraviolet protection function.

A preferable example of the water-dispersible ultraviolet scattering agent is an ultraviolet scattering agent whose surface is coated with a hydrophilic compound.
As such a water dispersible ultraviolet scattering agent, an ultraviolet scattering agent that has been surface-treated with sodium polyacrylate is preferable. The sunscreen cosmetic of the present invention containing an ultraviolet light scattering agent surface-treated with sodium polyacrylate as the component (D) has excellent dispersibility and an excellent ultraviolet protection function.

The ultraviolet absorber is not particularly limited as long as it is an ultraviolet absorber that can be usually added to an emulsified cosmetic, but in order to absorb ultraviolet rays having a wide wavelength, UV that absorbs ultraviolet rays having a wavelength of 320 to 400 nm (A region). It is preferable to include a -A absorber and a UV-B absorber that absorbs ultraviolet rays having a wavelength of 290 to 320 nm (B region).
The content of the ultraviolet absorber is not particularly limited and is usually 0.01% by mass or more, preferably 0.1% by mass or more, more preferably 1% by mass or more, and usually 20% by mass or less, preferably 15%. It is 10 mass% or less, More preferably, it is 10 mass% or less.

  Examples of UV-A absorbers include 2-hydroxy-4-methoxybenzophenone, 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, dimethoxybenzylidenedioxoimidazolidinepropionate 2-ethylhexyl, and bis (reslucinyl). Examples include triazine, methylenebisbenzotriazolyltetramethylbutylphenol, hexyl diethylaminohydroxybenzoyl benzoate, t-butylmethoxydibenzoylmethane, and the like. Among these, diethylaminohydroxybenzoyl hexyl benzoate and t-butylmethoxydibenzoylmethane are particularly preferable because of their excellent ultraviolet absorbing ability. Since these compounds have commercial products, commercial products can be used as they are. Specific commercial products include “Ubinal A Plus Granular” (diethylaminohydroxybenzoyl hexyl benzoate manufactured by BASF) and “Pulsol 1789” (manufactured by t-butylmethoxybenzoylmethane DSM).

  Content of a UV-A absorber is 0.01 mass% or more normally, Preferably it is 0.1 mass% or more, and is 5 mass% or less normally, Preferably it is 3 mass% or less.

  Specific examples of the UV-B absorber include 2-methoxyhexyl paramethoxycinnamate, 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, dimethicodiethylbenzalmalonate, 2,4,6-trianilino Examples include -p- (carbo-2'-ethylhexyl-1'-oxy) -1,3,5-triazine, 2-hydroxy-4-methoxybenzophenone, homomenthyl salicylate, octyl salicylate and the like. Since these compounds have commercial products, commercial products can be used as they are. Specific commercial products include “Ubinal MC80” (2-ethylhexyl paramethoxycinnamate, manufactured by BASF), “Ubinal T150” (2,4,6-trianilino-p- (carbo-2′-ethylhexyl-1′-). Oxy) -1,3,5-triazine (made by BASF), “Ubinal M40” (made by 2-hydroxy-4-methoxybenzophenone BASF), “Pulsol SLX” (made by dimethicodiethylbenzalmalonate DSM), “Pulsol 340” (2-ethylhexyl 2-cyano-3,3-diphenylacrylate, manufactured by DSM), “Pulsol HMS” (homomothyl salicylate, manufactured by DSM), “Pulsol EMS” (made by octyl salicylate, DSM) can be exemplified. .

  Content of a UV-B absorber is 0.1 mass% or more normally, Preferably it is 0.5 mass% or more, and is 10 mass% or less normally, Preferably it is 7 mass% or less.

<5> Other composition The component contained in an oil phase and a water phase is not specifically limited.
Examples of the oil agent constituting the oil phase include liquid oils and fats, solid oils and fats, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, synthetic ester oils, silicone oils, and the like.

  Examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, southern castor oil, castor oil, linseed oil , Safflower oil, cottonseed oil, eno oil, meadow foam oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagari oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin, glycerin trioctanoate, Examples include glycerin triisopalmitate.

  Solid fats and oils include cocoa butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, sheep fat, hardened beef tallow, palm kernel oil, pork fat, beef bone fat, owl kernel oil, hydrogenated oil, and cow leg fat. , Mole, hardened castor oil, and the like.

  The waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, ibota wax, whale wax, montan wax, nuka wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugar cane wax, lanolin fatty acid isopropyl, lauryl hexyl, reduced lanolin, jojojo Examples thereof include a wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, and the like.

  Examples of the hydrocarbon oil include liquid paraffin, ozokerite, pristane, paraffin, ceresin, squalene, petrolatum, and microcrystalline wax.

  Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behen (behenine) acid, 12-hydroxystearic acid, undecylenic acid, and toric acid.

  Examples of the higher alcohol include cetyl alcohol, stearyl alcohol, behenyl alcohol, batyl alcohol, myristyl alcohol, cetostearyl alcohol, and the like.

  Synthetic ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyloctanoate, cetyl lactate, myristyl lactate Lanolin acetate, isocetyl stearate, isocetyl isostearate, sucrose stearate, sucrose oleate, cholesteryl 12-hydroxystearylate, ethylene glycol di-2-ethylhexylate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, Neopentyl glycol dicaprate, diisostearyl malate, glycerin di-2-heptylundecanoate, tri-2-ethyl Trimethylolpropane xylate, trimethylolpropane triisostearate, pentane erythritol tetra-2-ethylhexylate, glycerin tri-2-ethylhexylate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate Glyceryl trimyristate, glyceride tri-2-heptylundecanoate, castor oil fatty acid methyl ester, oleic acid oil, cetostearyl alcohol, acetoglyceride, 2-heptylundecyl palmitate, cetyl palmitate, diisobutyl adipate, N- Lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethyl sebacate Hexyl myristate 2-hexyl decyl palmitate, 2-hexyldecyl, 2-hexyldecyl adipate, sebacic acid diisopropyl, 2-ethylhexyl succinate, ethyl acetate, butyl acetate, amyl acetate, and triethyl citrate.

  Examples of silicone oils include chain polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane, and cyclic polysiloxanes such as decamethylpolysiloxane, dodecamethylpolysiloxane, and tetramethyltetrahydrogenpolysiloxane. Is mentioned.

  1 type (s) or 2 or more types can be used for an oil agent.

  The sunscreen cosmetic of the present invention may be blended with optional additive components that are usually blended in cosmetics within a range that does not impair the effects of the present invention. Examples of such additive components include humectants such as polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, and maltitol; lower alcohols such as ethanol; butylhydroxytoluene, tocopherol, and phytin. Antioxidants; antibacterial agents such as benzoic acid, salicylic acid, sorbic acid, paraoxybenzoic acid alkyl ester, hexachlorophene; organic acids such as acyl sarcosine acid (eg, lauroyl sarcosine sodium), glutathione, citric acid, malic acid, tartaric acid, lactic acid Vitamin A and its derivatives, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 and its derivatives, vitamin B12, vitamin B15 and its derivatives Vitamins B, α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E such as vitamin E acetate, vitamin D, vitamin H, pantothenic acid, panthetin, nicotinic acid amide, nicotinic acid benzyl and the like; γ-oryzanol, allantoin, glycyrrhizic acid (salt), glycyrrhetinic acid and its derivatives, tranexamic acid and its derivatives [For tranexamic acid derivatives, dimers of tranexamic acid (for example, trans-4- (trans-aminomethylcyclohexane hydrochloride) Carbonyl) aminomethylcyclohexanecarboxylic acid, etc.), esters of tranexamic acid and hydroquinone (for example, trans-4-aminomethylcyclohexanecarboxylic acid 4′-hydroxyphenyl ester, etc.), tranexam Esters of acid and gentisic acid (for example, 2- (trans-4-aminomethylcyclohexylcarbonyloxy) -5-hydroxybenzoic acid and its salts), amides of tranexamic acid (for example, trans-4-aminomethyl) Cicohexanecarboxylic acid methylamide and its salt, trans-4- (P-methoxyvinzoyl) aminomethylcyclohexanecarboxylic acid and its salt, trans-4-guanidinomethylcyclohexanecarboxylic acid and its salt, etc.)], hinokitiol, bisabolol, Eucalptone, thymol, inositol, saikosaponin, carrot saponin, hechima saponin, muclodisaponin and other saponins, pantothenyl ethyl ether, ethinyl estradiol, tranexamic acid, arbutin, cephala Various drugs such as Chin, Placenta Extract, etc. Extracts of plants such as gardenia, gardenia and sawara; pigments; porous and / or water-absorbing powders (eg starches derived from corn, potato, etc., anhydrous silicic acid, talc, kaolin, magnesium aluminum silicate, calcium alginate Etc.); neutralizers; preservatives; fragrances; pigments and the like.

The sunscreen cosmetic of the present invention can be produced, for example, by the following method.
The oil agent, component (B), and other oil phase components are mixed and dissolved by heating to prepare a mixture of oil phase components. When the ultraviolet scattering agent (component (D)) is contained, the ultraviolet scattering agent is added to the mixture and dispersed using a disper.
Next, the water phase component and the component (C) are mixed, and the mixture of the oil phase component is added to the heated portion and emulsified with a homogenizer. After emulsification, the sunscreen cosmetic of the present invention is produced by adding component (A) and, if necessary, a water-dispersible UV scattering agent (component (D)) and cooling with stirring and mixing. Can do.

<Production example>
With the formulation shown in Table 1, oil-in-water sunscreen cosmetics of Examples 1 to 6 and Comparative Examples 1 to 3 were produced by the following method.
(A) was mixed and dissolved by heating to prepare a mixture of oil phase components, and dispersed with hydrophobized fine particles of titanium oxide using a disper.
Next, (A) was added to the heated (I) and emulsified with a homogenizer. After emulsification, sunscreen cosmetics were produced by adding (c) and (d) and cooling with stirring and mixing.
In this example, as the water-soluble copolymer of component (A), glyceryl diisostearate methacrylate, which is a hydrophobic monomer, and methoxy methacrylic acid methacrylate PEG-23, which is a hydrophilic monomer, are added at a molar ratio of about 3: 7. A copolymer of (glyceryl diisostearate methacrylate / methoxy methacrylic acid PEG-23) copolymer having an average molecular weight of 61000 was used.

<Test example>
The oil-in-water type sunscreen cosmetics of Examples 1 to 6 and Comparative Examples 1 to 3 thus prepared were evaluated according to the following criteria for emulsification stability, no stickiness when used, and moisturizing feeling. The results are shown in Table 1.

・ Emulsion stability (when stored at room temperature for 1 month)
A: No separation of the oil phase is observed at all O: A separation of the oil phase is hardly observed.
Δ: An oil film is exposed on the surface of the preparation. X: Separation of the oil phase is clearly observed.

・ No stickiness ◎ ・ ・ ・ No stickiness sensation ○ ・ ・ ・ Almost no stickiness △ ・ ・ ・ There is a sticky feeling × ・ ・ ・ Such stickiness

・ Moisturizing feeling ◎ ・ ・ ・ Moist feeling is very strong ○ ・ ・ ・ Moist feeling is strong △ ・ ・ ・ Moist feeling is weak × ・ ・ ・ Moist feeling is very weak

As shown in Table 1, the oil-in-water sunscreen cosmetics of Examples 1 to 6 containing all the components (A) to (D) have good emulsification stability, no stickiness, and moisturizing feeling. Had.
On the other hand, the sunscreen cosmetic of Comparative Example 1 that does not contain the component (A) was quite sticky. Moreover, the sunscreen cosmetics of the comparative example 2 which does not contain a component (B) and the sunscreen cosmetics of the comparative example 3 which does not contain a component (C) were inferior in emulsion stability.
These results show that the oil-in-water sunscreen cosmetics containing components (A) to (D) have excellent emulsification stability, no stickiness, and a moisturizing feeling.

Moreover, as shown in Table 1, the sunscreen cosmetic of Example 1 containing sodium stearyl lactate as the component (C) is compared with the sunscreen cosmetic of Example 4 containing sodium cocoglyceryl sulfate as the component (C). And excellent in emulsion stability.
This result has shown that the oil-in-water type sunscreen cosmetics which contain sodium acyl lactate as a component (C) are excellent in emulsification stability.

Moreover, as shown in Table 1, the sunscreen cosmetics of Example 1 containing polyglycerin-10 pentastearate as the component (B) are those of Example 5 containing polyglyceryl tristearate as the component (B). Emulsification stability is superior compared to sunscreen cosmetics.
This result shows that an oil-in-water sunscreen cosmetic containing polyglycerin-10 pentastearate as the component (B) is excellent in emulsion stability.

Moreover, as shown in Table 1, the sunscreen cosmetics of Example 1 containing sodium polyacrylate-coated fine particle titanium dioxide as the ultraviolet scattering agent of the component (D) are those of Example 6 not containing the coated fine particle titanium dioxide. Excellent moisturizing feeling compared to sunscreen cosmetics.
As a result, an oil-in-water sunscreen cosmetic containing an ultraviolet scattering agent surface-treated with sodium polyacrylate as the component (D), that is, a water-dispersible ultraviolet scattering agent, has an excellent moisturizing feeling. It is shown that.

Moreover, the sunscreen cosmetics of Example 1 are more stable in emulsion than the sunscreen cosmetics of Examples 2 and 3 in which the content of the component (B) is 0.3% by mass and 7% by mass, respectively. It is excellent in the property and the absence of stickiness.
As a result, the content of the component (B) is preferably 0.5% by mass or more from the viewpoint of improving the emulsion stability, and is preferably 5% by mass or less from the viewpoint of suppressing stickiness. It is shown that.

Moreover, the sunscreen cosmetics of Example 1 are compared with the sunscreen cosmetics of Example 2 and Example 3 whose content of a component (C) is 0.05 mass% and 1.5 mass%, respectively. Excellent emulsification stability and no stickiness.
As a result, the content of the component (C) is preferably 0.07% by mass or more from the viewpoint of improving the emulsion stability, and is preferably 1% by mass or less from the viewpoint of suppressing stickiness. It is shown that.

The present invention can be applied to sunscreen cosmetics.

Claims (8)

An oil-in-water sunscreen cosmetic comprising components (A) to (D).
(A) One or more structural units (a) derived from a hydrophobic monomer represented by the following general formula (I), (II) or (III) and 1 derived from a hydrophilic monomer A water-soluble copolymer having a seed or two or more structural units (b) as essential structural units (B) One molecule of polyglycerin having a polymerization degree of 10 and 2 to 5 molecules of fatty acids having 16 or more carbon atoms are ester-condensed. Polyglycerin fatty acid ester (C) ionic surfactant (D) UV scattering agent and / or UV absorber

Formula (I)
(I)
(In the general formula (I), R1 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R2 does not include a branched hydrocarbon group having no ring structure having 13 to 30 carbon atoms or a ring structure. (A hydrocarbon group having 6 to 12 carbon atoms having two or more branches is represented.)
Formula (II)
(II)
(In the general formula (II), R3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R4 and R5 may be the same or different, have no ring structure, and have a branched structure having 6 to 22 carbon atoms. X represents a group in which an OH group is eliminated from a trivalent alcohol.)
Formula (III)
(III)
(In the general formula (III), R6 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R7, R8, and R9 may be the same or different, have no ring structure, have a branch, and have 6 carbon atoms. Represents an acyl group of ˜22, and Y represents a group in which an OH group is eliminated from a tetravalent alcohol. The hydrophilic monomer is a polymerizable carboxylic acid, a hydrophilic monomer represented by the following general formula (IV), a hydrophilic monomer represented by the following general formula (VI), and a hydrophilic monomer represented by the following general formula (VII) The sunscreen cosmetic according to claim 1, which is one or more hydrophilic monomers selected from the group consisting of a hydrophilic monomer and a hydrophilic monomer represented by the following general formula (VIII): .

Formula (IV)
(IV)
(In general formula (IV), R10 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, R11 represents an alkylene group having 2 to 4 carbon atoms which may have a hydroxyl group, and R12 represents a hydrogen atom or carbon. An aromatic hydrocarbon group having 6 to 10 carbon atoms, an aliphatic hydrocarbon group having 1 to 14 carbon atoms, or an acyl group having 1 to 12 carbon atoms, and n represents an integer of 6 to 40.)

Formula (VI)
(VI)
(In the general formula (VI), R15 represents a hydrogen atom or a methyl group.)

Formula (VII)
(VII)
(In the general formula (VII), R16 represents a hydrogen atom or a methyl group, G-O- represents a group obtained by removing hydrogen from the hydroxyl group at the 1-position of the reducing sugar, m is 2 or 3, and l is 1-5. Represents an integer.)

Formula (VIII)
(VIII)
(In the general formula (VIII), R17 represents a hydrogen atom or a methyl group, R18 represents an amino acid residue, a polyamine residue or an amino alcohol residue. Q represents an oxygen atom or a group represented by NH.) The hydrophobic monomer is a hydrophobic monomer represented by the general formula (II), and the water-soluble monomer is a hydrophilic monomer represented by the general formula (IV). Sunscreen cosmetics described in 1. The sunscreen cosmetic according to any one of claims 1 to 3, wherein the component (C) is an anionic surfactant. The sunscreen cosmetic according to claim 4, wherein the anionic surfactant is sodium acyl lactate. The sunscreen cosmetic according to any one of claims 1 to 5, wherein the component (B) is polyglyceryl-10 pentastearate. The sunscreen cosmetic according to any one of claims 1 to 6, wherein the component (D) is a water-dispersible ultraviolet scattering agent. The sunscreen cosmetic according to claim 7, wherein the water-dispersible ultraviolet scattering agent is an ultraviolet scattering agent surface-treated with sodium polyacrylate.