Copolymer and cosmetic containing the same

Abstract

To provide a copolymer which achieves both of excellent dispersibility in water and high water repellency when formed into a film.SOLUTION: A copolymer includes: a constituent unit represented by formula (1) in an amount of more than 20 mass% and less than 50 mass% of the copolymer; a methacrylate of an alcohol composed of a dimethylsiloxane unit in an amount of more than 0 mass% and less than 40 mass% of the copolymer; and an unsubstituted acrylate (where R1-R3 independently represent an optionally substituted linear or branched C1-30 alkyl group).SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to a copolymer and a cosmetic containing the same.

Background Art

[0002] Due to the diversification of preferences, the textures required for cosmetics are diverse. To meet such consumer demands, cosmetics come in various dosage forms. Among these, water-based cosmetics and water-in-oil emulsified cosmetics (hereinafter also simply referred to as water-based cosmetics) have a continuous phase composed of an aqueous component. Therefore, when used as cosmetics, they have the following characteristics: (1) a light, smooth spread, and refreshing feeling of use can be obtained; (2) relatively easy to manufacture; and (3) less affected by temperature.

[0003] On the other hand, various polymers are blended in cosmetics to impart various functions. For example, Lipidure (a registered trademark of NOF Corporation), which is an MPC polymer having methacryloyloxyethyl phosphorylcholine (hereinafter abbreviated as "MPC") as a repeating unit, is known as a material excellent in moisture retention, skin adhesion, safety, etc. MPC having a phosphorylcholine group is excellent in biocompatibility (bioaffinity) and moisture retention, and is used as a biocompatible material, for example, as a coating agent for artificial organs, biomembranes, medical devices, drug delivery, and a cosmetic formulation component. On the other hand, silicone, which has the characteristics that are indispensable for cosmetic raw materials of being physiologically inert, very safe, and stable, has been used for various purposes in the field of cosmetics for both solid and liquid (silicone oil) silicones. As a cosmetic containing a polymer having both the characteristics of a polymer having a phosphorylcholine group and silicone, for example, a cosmetic containing a polymer having an organopolysiloxane residue and a phosphorylcholine group has been proposed (Patent Documents 1 to 3).

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Patent Document 3

Summary of the Invention

Problems to be Solved by the Invention

[0005] However, when the polymers disclosed in Patent Documents 1 to 3 are blended in a system containing water, it has been difficult to blend them stably. For example, in cosmetics, aqueous components are often blended to obtain a fresh feeling, and there is a high demand for functional materials that can be stably blended in an aqueous system. On the other hand, in cosmetics, durability against moisture such as sweat is also required, and functional materials with high water repellency when formed into a film are demanded.

[0006] Therefore, an object of the present invention is to provide a copolymer that achieves both good dispersibility in water and high water repellency when formed into a film.

[0007] Another object of the present invention is to provide a cosmetic that has water resistance of a cosmetic film, suppresses secondary adhesion to a mask or the like of the cosmetic, has good makeup retention, and further has high stability over time.

Means for Solving the Problems

[0008] The present invention is a copolymer containing a structural unit represented by the following formula (1) in an amount exceeding 20% by mass and less than 50% by mass in the copolymer, a structural unit represented by the following formula (2) in an amount exceeding 0% by mass and less than 40% by mass in the copolymer, and a structural unit represented by the following formula (3).

[0009]

Chemical formula

[0010] (In the formula, R 1 ~R3 each independently represents a linear or branched alkyl group having 1 to 30 carbon atoms which may be substituted)

[0011]

Chemical formula

[0012] (In the formula, R 4 represents an alkylene group having 2 to 10 carbon atoms which may be substituted, and m represents an integer of 1 to 30)

[0013]

Chemical formula

[0014] (In the formula, R 5 represents a linear or branched alkyl group having 1 to 30 carbon atoms which may be substituted).

Advantages of the Invention

[0015] According to the copolymer of the present invention, the dispersibility in water is good and the water repellency when formed into a film is high. Further, according to the cosmetic of the present invention, the cosmetic film has water resistance, secondary adhesion of the cosmetic to a mask or the like is suppressed, the makeup retention is good, and furthermore, the stability over time is high.

Modes for Carrying Out the Invention

[0016] Hereinafter, embodiments of the present invention will be described. Note that the present invention is not limited only to the following embodiments. In this specification, "X to Y" indicating a range includes X and Y and means "X or more and Y or less". Further, unless otherwise specified, measurements of operations and physical properties are performed under the conditions of room temperature (20 to 25°C) / relative humidity 45 to 55%RH.

[0017] The present invention is a copolymer in which the structural unit represented by formula (1) exceeds 20% by mass and is less than 50% by mass in the copolymer, the structural unit represented by formula (2) exceeds 0% by mass and is less than 40% by mass in the copolymer, and includes the structural unit represented by formula (3).

[0018] The copolymer of the present invention has high water repellency of the formed film and high dispersibility in water. The coexistence of high water repellency and good dispersibility in water is achieved by setting the ratios of the structural unit represented by formula (1) and the structural unit represented by formula (2) within specific ranges of the present invention. The high water repellency is considered to be due to the fact that, with the configuration of the present invention, the structural unit represented by formula (2), which is a lipophilic component, is likely to be oriented outward when formed into a film. Also, the good dispersibility in water is considered to be because the structural unit represented by formula (1) is oriented outward in water, forms a micelle shape, and disperses in water. Considering that the binary polymer of the structural unit represented by formula (1) and the structural unit represented by formula (2) without the structural unit represented by formula (3) does not achieve the effects of the present invention (for example, see Comparative Synthesis Examples 1 to 5 described later), it is considered that the above-described control of orientation is achieved because the structural unit represented by formula (3) plays an important role. Note that the presumed mechanism for achieving the effects of the present invention does not limit the technical scope of the present invention in any way.

[0019] Hereinafter, the copolymer of the present invention will be described.

[0020] [Structural unit represented by formula (1)]

[0021] [Chemical formula]

[0022] In the formula, R 1 , R 2 and R 3 each independently represent a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms.

[0023] As the alkyl group having 1 to 30 carbon atoms, there are methyl group, ethyl group, n-propyl group, isopropyl group, 2-methylpropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, iso-amyl group, tert-pentyl group, neopentyl group, n-hexyl group, 3-methylpentan-2-yl group, 3-methylpentan-3-yl group, 4-methylpentyl group, 4-methylpentan-2-yl group, 1,3-dimethylbutyl group, 3,3-dimethylbutyl group, 3,3-dimethylbutan-2-yl group, n-heptyl group, 1-methylhexyl group, 3-methylhexyl group, 4-methylhexyl group, 5-methylhexyl group, 1-ethylpentyl group, 1-(n-propyl)butyl group, 1,1-dimethylpentyl group, 1,4-dimethylpentyl group, 1,1-diethylpropyl group, 1,3,3-trimethylbutyl group, 1-ethyl-2,2-dimethylpropyl group, n-octyl group, 2-ethylhexyl group, 2-methylhexan-2-yl group, 2,4-dimethylpentan-3-yl group, 1,1-dimethylpentan-1-yl group, 2,2-dimethylhexan-3-yl group, 2,3-dimethylhexan-2-yl group, 2,5-dimethylhexan-2-yl group, 2,5-dimethylhexan-3-yl group, 3,4-dimethylhexan-3-yl group, 3,5-dimethylhexan-3-yl group, 1-methylheptyl group, 2-methylheptyl group, 5-methylheptyl group, 2-methylheptan-2-yl group, 3-methylheptan-3-yl group, 4-methylheptan-3-yl group, 4-methylheptan-4-yl group, 1-ethylhexyl group, 2-ethylhexyl group, 1-propylpentyl group, 2-propylpentyl group, 1,1-dimethylhexyl group, 1,4-dimethylhexyl group, 1,5-dimethylhexyl group, 1-ethyl-1-methylpentyl group, 1-ethyl-4-methylpentyl group, 1,1,4-trimethylpentyl group, 2,4,4-trimethylpentyl group, 1-isopropyl-1,2-dimethylpropyl group, 1,1,3,3-tetramethylbutyl group, n-nonyl group, 1-methyloctyl group, 6-methyloctyl group, 1-ethylheptyl group, 1-(n-butyl)pentyl group, 4-methyl-1-(n-propyl)pentyl group, 1,5,5-trimethylhexyl group, 1,1,Examples include 5-trimethylhexyl group, 2-methyloctan-3-yl group, n-decyl group, 1-methylnonyl group, 1-ethyloctyl group, 1-(n-butyl)hexyl group, 1,1-dimethyloctyl group, 3,7-dimethyloctyl group, n-undecyl group, 1-methyldecyl group, 1-ethylnonyl group, n-dodecyl group, 1-methylundecyl group, n-tridecyl group, n-tetradecyl group, 1-methyltridecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, n-nonadecyl group, n-eicosyl group, and the like.

[0024] Among them, considering the stability in an aqueous system, the alkyl group is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group. That is, in a preferred embodiment, R 1 ~R 3 are each independently a linear or branched alkyl group having 1 to 3 carbon atoms which may be substituted, more preferably a methyl group which may be substituted, and particularly preferably an (unsubstituted) methyl group.

[0025] Examples of the substituent in the substituted linear or branched alkyl group having 1 to 30 carbon atoms include a halogen atom (F, Cl, Br, I), an unsubstituted linear or branched alkoxy group having 1 to 4 carbon atoms, an unsubstituted linear or branched alkenyl group having 2 to 4 carbon atoms, an unsubstituted cycloalkyl group having 3 to 6 carbon atoms, a hydroxyl group, an amino group, and the like. Considering the stability in an aqueous system, the alkyl group having 1 to 30 carbon atoms is preferably unsubstituted. Note that the substituent does not include an alkyl group.

[0026] R 1 ~R 3 When R

[0027]

Chemical formula

[0028] The content of the structural unit represented by the formula (1) exceeds 20% by mass and is less than 50% by mass in the copolymer. When the content of the structural unit represented by the formula (1) is 20% by mass or less, the dispersibility in water is significantly reduced. Further, when the content of the structural unit represented by the formula (1) is 50% by mass or more, the water repellency of the film is significantly reduced. The content of the structural unit represented by the formula (1) in the copolymer is preferably 25 to 45% by mass, more preferably 25 to 40% by mass, and even more preferably more than 25% by mass and less than 40% by mass.

[0029] [Structural unit represented by formula (2)]

[0030] [Chemical formula]

[0031] In formula (2), R 4 represents an alkylene group having 2 to 10 carbon atoms which may be substituted. R 4 is preferably a linear or branched alkylene group having 2 to 8 carbon atoms, more preferably an alkylene group having 2 to 6 carbon atoms, even more preferably an alkylene group having 2 to 4 carbon atoms, particularly preferably an alkylene group having 2 to 3 carbon atoms, and most preferably a trimethylene group (-CH 2 CH 2 CH 2 -). Examples of the alkylene group having 2 to 10 carbon atoms include an ethylene group, a propylene group, a trimethylene group, a tetramethylene group, a propylene group, a butylene group, an ethyl ethylene group, a pentamethylene group, a hexamethylene group, a heptamethylene group, an octamethylene group, and the like.

[0032] Examples of the substituent that may be present in the alkylene group having 2 to 10 carbon atoms include a halogen atom (F, Cl, Br, I), an unsubstituted linear or branched alkoxy group having 1 to 4 carbon atoms, an unsubstituted linear or branched alkenyl group having 2 to 4 carbon atoms, an unsubstituted cycloalkyl group having 3 to 6 carbon atoms, a hydroxyl group, an amino group, and the like. Considering the water repellency of the film, the alkylene group having 2 to 10 carbon atoms is preferably unsubstituted. Note that the substituent does not include an alkyl group.

[0033] In formula (2), m represents an integer of 1 to 30. When m is an integer of 31 or more, the dispersibility in water decreases. m is preferably an integer of 1 to 24, and examples thereof include an integer of 1 to 20, an integer of 1 to 18, an integer of 1 to 16, an integer of 1 to 12, an integer of 6 to 24, an integer of 6 to 20, an integer of 6 to 18, an integer of 6 to 16, an integer of 6 to 12, an integer of 8 to 24, an integer of 8 to 20, an integer of 8 to 16, an integer of 8 to 12, 8, 9, 10, 11, and 12. A preferred embodiment is m = 11.

[0034] The content of the structural unit represented by formula (2) in the copolymer is more than 0% by mass and less than 40% by mass. When the content of the structural unit represented by formula (1) is 40% by mass or more, the dispersibility in water significantly decreases. When the structural unit represented by formula (2) is 0% by mass, the water repellency of the film significantly decreases. The content of the structural unit represented by formula (2) in the copolymer is preferably 5 to 35% by mass, more preferably 10 to 30% by mass, and particularly preferably more than 10% by mass and less than 30% by mass.

[0035] [Structural unit represented by formula (3)]

[0036] [Chemical formula]

[0037] In the formula, R 5 represents a linear or branched alkyl group having 1 to 30 carbon atoms which may be substituted. When the number of carbon atoms of R 5 is 31 or more, the dispersibility in water decreases.

[0038] As for the alkyl group having 1 to 30 carbon atoms, it is the same as those described in the column of the above formula (1). Among them, considering the solubility in water, the alkyl group preferably has 1 to 8 carbon atoms. That is, in a preferred embodiment, R 5 is a linear or branched alkyl group having 1 to 8 carbon atoms which may be substituted, more preferably a linear or branched alkyl group having 1 to 6 carbon atoms which may be substituted, even more preferably a linear or branched alkyl group having 1 to 4 carbon atoms which may be substituted, particularly preferably an n-butyl group which may be substituted, and most preferably an (unsubstituted) n-butyl group.

[0039] Examples of the substituent in the substituted linear or branched alkyl group having 1 to 30 carbon atoms include a halogen atom (F, Cl, Br, I), an unsubstituted linear or branched alkoxy group having 1 to 4 carbon atoms, an unsubstituted linear or branched alkenyl group having 2 to 4 carbon atoms, an unsubstituted cycloalkyl group having 3 to 6 carbon atoms, a hydroxyl group, an amino group, and the like. Considering the compatibility between the stability in an aqueous system and the makeup retention, the alkyl group having 1 to 30 carbon atoms is preferably unsubstituted. Note that the substituent does not include an alkyl group.

[0040] The content of the structural unit represented by the formula (3) is preferably 20 to 70% by mass, more preferably 30% by mass or more and less than 70% by mass, even more preferably 35 to 65% by mass, and particularly preferably 40 to 60% by mass in the copolymer. When the content of the structural unit represented by the formula (3) is within the above range, it is easier to achieve both the water resistance and the dispersibility in water of the formed film.

[0041] [Other structural units] The copolymer of the present invention may contain structural units other than the structural units represented by formulas (1) to (3) (hereinafter, also simply referred to as other structural units). However, in the present invention, from the viewpoint of achieving both water resistance and water dispersibility of the formed film, the content of other structural units is preferably less than 1% by mass in the copolymer, more preferably less than 0.5% by mass, and preferably substantially not contained. Here, substantially not contained means that the content of other structural units is preferably 0.01% by mass or less (lower limit 0% by mass), more preferably 0.001% by mass or less (lower limit 0% by mass), and particularly preferably 0% by mass. A preferred embodiment of the present invention is a copolymer composed of the structural units represented by formulas (1) to (3).

[0042] [Weight average molecular weight] The weight average molecular weight (Mw) of the copolymer of the present invention is not particularly limited as long as the object of the present invention can be achieved, but is preferably 20,000 or more, and more preferably 30,000 or more. When the weight average molecular weight is at least the above lower limit, the water repellency of the film is further improved. Also, the weight average molecular weight (Mw) of the copolymer of the present invention is not particularly limited as long as the object of the present invention can be achieved, but is preferably 100,000 or less, more preferably 80,000 or less, even more preferably 70,000 or less, and particularly preferably 60,000 or less. When the weight average molecular weight is at most the above upper limit, the solubility in an aqueous system is further improved and the stability is further improved. The weight average molecular weight (Mw) of the copolymer of the present invention is, for example, 20,000 to 100,000, and further, 20,000 to 80,000, 20,000 to 70,000, 30,000 to 70,000, 30,000 to 60,000 are exemplified. The weight average molecular weight of the copolymer of the present invention is calculated by a multi-angle light scattering method (MALS method) using a multi-angle light scattering detector.

[0043] [Production method] The copolymer of the present invention containing the structural units represented by formulas (1) to (3) as repeating units can be obtained by polymerization by a known polymerization method in the presence of a solvent. Although not particularly limited, for the monomer composition containing the monomers for forming each structural unit, polymerization may be carried out in the presence of a radical polymerization initiator. Examples of the radical polymerization initiator include organic peroxides such as t-butylperoxy neodecanoate, benzoyl peroxide, and lauroyl peroxide; azo compounds such as α,α'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), and 2,2'-azobis(2-methylbutyronitrile); and persulfate-based polymerization initiators such as potassium persulfate and ammonium persulfate. These polymerization initiators can be used alone or in combination of two or more. The amount of the polymerization initiator used is usually 0.01 to 10 parts by mass, preferably 0.1 to 5 parts by mass, based on 100 parts by mass of the total monomers.

[0044] Examples of the monomer for forming the structural unit of formula (1) include monomers represented by the following formula.

[0045]

Chemical formula

[0046] In the above formula, R 1 ~R 3 is synonymous with R 1 ~R 3 in formula (1).

[0047] Specific examples of the monomer for forming the structural unit of formula (1) include 2-methacryloyloxyethyl phosphorylcholine (MPC) represented by the following formula.

[0048]

Chemical formula

[0049] Examples of the monomer for forming the structural unit of formula (2) include monomers represented by the following formulae.

[0050] [Chemical formula]

[0051] In the above formula, R 4 is synonymous with R 4 in formula (2). Also, in the above formula, m is synonymous with m in formula (2). Note that the monomer represented by the above formula may be abbreviated as "SiMA".

[0052] Examples of the monomer for forming the structural unit of formula (3) include alkyl methacrylates. Specifically, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, etc. can be mentioned.

[0053] Note that the content of each structural unit coincides with the addition amount of each monomer in the production stage. Also, the content of each structural unit can be grasped by measurement by NMR, molecular weight measurement, etc.

[0054] The polymerization may be carried out in an inert gas atmosphere such as nitrogen. Also, for the polymerization, a solution polymerization method, a suspension polymerization method, a bulk polymerization method, a precipitation polymerization method, etc. can be used. Among these, in particular, the solution polymerization method is preferable because it is easy to adjust the molecular weight of the obtained copolymer to an optimal range. Also, the purification of the copolymer of the present invention can be carried out by known purification methods such as a reprecipitation method and a dialysis method. The copolymer of the present invention may be either a random copolymer or a block copolymer. For example, the copolymer of the present invention is a random copolymer.

[0055] Examples of the solvent used during the polymerization of the copolymer of the present invention include aromatic hydrocarbons such as benzene, toluene, and xylene; ketones such as methyl ethyl ketone and methyl isobutyl ketone; esters such as ethyl acetate and butyl acetate; alcohols such as isopropanol, ethanol, and methanol; and water. One or a combination of two or more of these can be used. Further, polymerization can also be carried out in paraffinic solvents such as light isoparaffin, isododecane, and isohexadecane.

[0056] The polymerization reaction temperature of the copolymer of the present invention is not particularly limited as long as it is within the temperature range where a normal radical polymerization initiator can be used, but it is usually carried out in the range of 40 to 120°C. The reaction temperature varies depending on the radical polymerization initiator used, the type of monomer, and the reaction temperature, but it is usually carried out for 2 to 24 hours. If the polymerization time is too short, the amount of residual monomer will be large and the yield will be low, which is not preferable.

[0057] [Cosmetics] The copolymer of the present invention (hereinafter, also simply referred to as the copolymer) can itself be used as a raw material for manufacturing various cosmetics. That is, the present invention also provides a cosmetic containing the copolymer. By including the copolymer in the cosmetic, the water resistance to sweat, etc. is enhanced, and the makeup retention is improved. Further, by including the copolymer in the cosmetic, secondary adhesion of the cosmetic to a mask, etc. can be suppressed. Furthermore, by including the copolymer in the cosmetic, the stability over time is high. Although the details of achieving the above effects by using the copolymer of the present invention are unclear, it is presumed as follows.

[0058] The cosmetic of the present invention has high water resistance of the cosmetic film formed by containing a copolymer with high water repellency. Further, the cosmetic of the present invention has high durability of the cosmetic effect (good makeup retention) by containing a copolymer. This is because, in addition to the cosmetic film having high water resistance as described above by containing a copolymer with high water repellency, the structural unit represented by the formula (1) has a similar structure to phospholipids which are intercellular lipids, and also has specific properties of retaining bound water. Furthermore, since the structural units of the formulas (1) to (3) are contained in a specific blending ratio, the polymer conformation becomes good, and the structural unit represented by the formula (1) is likely to be oriented toward the skin side, so it is considered that the skin affinity of the cosmetic is improved. Also, the cosmetic of the present invention can suppress the secondary adhesion of the cosmetic to a mask or the like. This is because, in the copolymer of the present invention, the structural unit represented by the formula (1) has specific properties of retaining bound water, and by containing the structural units of the formulas (1) to (3) in a specific blending ratio, the polymer conformation becomes good, and the structural unit of the formula (2) with low friction and low tackiness (stickiness) is likely to be arranged on the outermost surface of the film. Furthermore, since the copolymer has good dispersibility in water, it is considered to have high stability over time when blended in the cosmetic.

[0059] Furthermore, the cosmetic of the present invention also has a feeling such as no burden during application and no burden over time by containing a copolymer.

[0060] The content of the copolymer in the cosmetic is appropriately set according to the desired feeling and function. For example, it is 0.01 to 20% by mass, more preferably 0.1 to 15% by mass, even more preferably 0.1 to 10% by mass, particularly preferably more than 0.5% by mass and less than 8% by mass, and particularly preferably 1 to 5% by mass.

[0061] Examples of cosmetics include basic cosmetics such as lotions, milky lotions, creams, beauty essences, massage cosmetics, pack cosmetics, hand creams, body lotions, body creams, eye area creams, and sunscreens; makeup cosmetics such as foundations and makeup bases; and hair cosmetics such as hair creams and hair waxes. In addition, examples of the properties of cosmetics include liquid (liquid), gel, milky lotion, cream, semi-solid, and solid forms, but a liquid form is preferred because a large amount of aqueous components can be blended.

[0062] Since the copolymer of the present invention has good dispersibility in water, it can be stably blended in an aqueous system. Moreover, its stability is maintained even after a long period of time. Therefore, as the dosage form of the cosmetic, a dosage form containing water, an aqueous system (including a solubilized type and a powder-containing two-layer type) or an emulsion system (oil-in-water type, water-in-oil type, etc.) is preferred. Since the aqueous phase is the external phase and contributes to the stability of the entire system, an aqueous system or an oil-in-water emulsion system is more preferred.

[0063] Since the property that the copolymer of the present invention has good dispersibility in water is effectively exerted, the cosmetic preferably contains water. Water is not particularly limited as long as it is generally used for cosmetics, and examples include tap water, purified water, ion-exchanged water, hot spring water, deep water, lavender water, rose water, and steam-distilled water derived from plants such as orange flower water. These may be used alone or in combination of two or more. The content of water in the cosmetic is not particularly limited, but is preferably 20 to 99% by mass, more preferably 30 to 95% by mass, and even more preferably 40 to 95% by mass.

[0064] The cosmetic can contain various components commonly used in cosmetics. Components commonly incorporated into cosmetics include oils, surfactants (anionic surfactants, nonionic surfactants, amphoteric surfactants, cationic surfactants), thickeners (gelling agents, polymers), colorants, powders other than colorants, lower alcohols such as ethanol, polyhydric alcohols, ultraviolet absorbers, pH adjusters, antioxidants, metal chelating agents, preservatives, fragrances, various drugs, etc., which can be arbitrarily blended.

[0065] As the oil agent, hydrocarbons such as isododecane, isohexadecane, light isoparaffin, liquid paraffin, squalane, squalene, α-olefin oligomer, polybutene, liquid isoparaffin, heavy liquid isoparaffin, polyisobutylene, hydrogenated polyisobutene; vegetable and animal oils such as rapeseed oil, avocado oil, almond oil, apricot kernel oil, perilla oil, orange oil, olive oil, kiwi seed oil, sesame oil, wheat germ oil, rice germ oil, rice bran oil, safflower oil, sage oil, soybean oil, tea seed oil, corn oil, rapeseed oil, evening primrose oil, camellia oil, peach kernel oil, adlay oil, peanut oil, sunflower oil, grape seed oil, meadowfoam oil, rosemary oil, jojoba oil, macadamia nut oil, lavender oil, rose hip oil, mink oil; esters such as glyceryl tri-2-ethylhexanoate, isotridecyl isononanoate, isononyl isononanoate, cetyl 2-ethylhexanoate, isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, octyldodecyl myristate, glyceryl trioctanoate, glyceryl tri(caprylic / capric acid), glyceryl stearate, diglyceryl diisostearate, triglyceryl triisostearate, decaglyceryl decaisostearate (polyglyceryl-10 decaisostearate), propylene glycol dicaprate, neopentyl glycol dicaprate, polyglyceryl triisostearate, diisostearyl malate, neopentyl glycol diethylhexanoate, polyglyceryl-10 decaisostearate, pentaerythrityl tetraisostearate, pentaerythrityl tetra-2-ethylhexanoate, dipentaerythrityl pentaisostearate, dialkyl carbonate, tritridecyl trimellitate, bisethoxydiglycol cyclohexane-1,4-dicarboxylate, dimer dilinoleyl hydrogenated rosin condensate; fatty acids such as oleic acid, isostearic acid, stearic acid; higher alcohols such as oleyl alcohol, 2-octyldodecanol, 2-decyltetradecanol, isostearyl alcohol, 2-hexyldecanol, cetanol;Silicone oils such as dimethylpolysiloxane (dimethicone), methyltrimethicone, methylphenylpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, tetramethyltetrahydrogensiloxane, tetramethyltetraphenylcyclotetrasiloxane, tetramethyltetratrifluoropropylcyclotetrasiloxane, pentamethylpentatrifluoropropylcyclopentasiloxane, polyether-modified methylpolysiloxane, oleyl-modified methylpolysiloxane, polyvinylpyrrolidone-modified methylpolysiloxane; Fluorine-based oils such as perfluoropolyether, perfluorodecane, perfluorooctane; Lanolin derivatives such as lanolin acetate, isopropyl lanolin fatty acid, lanolin alcohol; Liquid oils such as liquid ultraviolet absorbers such as 2-ethylhexyl paramethoxycinnamate, ethylhexyl salicylate; Pastelike oils such as cocoa butter, shea butter, castor oil, hydrogenated castor oil, hydrogenated palm oil, petrolatum, hydrogenated castor oil monostearate, hydrogenated castor oil monohydroxystearate, cholesteryl hydroxystearate, dipentaerythritol fatty acid ester, N-lauroyl-L-glutamic acid di(octyldodecyl / cholesteryl / behenyl), N-lauroyl-L-glutamic acid di(octyldodecyl / phytosteryl / behenyl), phytosteryl macadamia nut oil fatty acid, dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl); Solid oils such as paraffin wax, ceresin wax, microcrystalline wax, polyethylene wax, Fischer-Tropsch wax, stearic acid, behenic acid, cetyl palmitate, polyethylene glycol distearate, glyceryl tribehenate, cholesterol, phytosterol, stearyl-modified polysiloxane, hydrogenated oil, petrolatum, palm oil. These oils may be used alone or in combination of two or more.;

[0066] Examples of anionic surfactants include fatty acid soaps, acyl glutamates, alkyl phosphates, polyoxyalkylene-added alkyl phosphates such as polyoxyethylene lauryl ether phosphate, polyoxyethylene cetyl ether phosphate, and polyoxyethylene stearyl ether phosphate. These anionic surfactants may be used alone or in combination of two or more.

[0067] Examples of nonionic surfactants include sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol fatty acid esters, sucrose fatty acid esters, polyoxyethylene alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene propylene glycol fatty acid esters, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid esters, polyoxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, polyoxyalkylene-modified organopolysiloxanes, polyoxyalkylene-alkyl co-modified organopolysiloxanes, alkanolamides, sugar ethers, sugar amides, and the like. These nonionic surfactants may be used alone or in combination of two or more.

[0068] Examples of the amphoteric surfactant include imidazoline-based amphoteric surfactants (e.g., 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy 2 sodium salt, etc.); betaine-based surfactants (e.g., 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkyl betaine, amide betaine, sulfobetaine, etc.); phospholipids (e.g., lecithin, hydrogenated lecithin, etc.). Examples of the origin of lecithin include soybeans, eggs, etc.

[0069] The colorant is not particularly limited in terms of shape such as spherical, plate-like, spindle-shaped, needle-shaped, etc., particle size such as smoke-like, fine particles, pigment grade, or its particle structure such as porous or non-porous, as long as it is a colorant commonly used in cosmetics. Inorganic pigments, organic pigments, lustrous pigments, metals, etc. can be used. Specific powders include white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, barium sulfate, colored inorganic pigments such as iron oxide, carbon black, chromium oxide, chromium hydroxide, ultramarine blue, ultramarine, red iron oxide, lustrous pigments such as mica titanium, bismuth oxychloride, organically pigment-treated mica titanium, titanium dioxide-coated mica, titanium dioxide-coated synthetic phlogopite, titanium dioxide-coated bismuth oxychloride, iron oxide mica titanium, ultramarine-treated mica titanium, carmine-treated mica titanium, fish scale foil, titanium dioxide-coated glass powder, polyethylene terephthalate·aluminum·epoxy laminated powder, polyethylene terephthalate·polyolefin laminated film powder, polyethylene terephthalate·polymethyl methacrylate laminated film powder, etc., resin laminated powders, 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, Yellow No. 401, organic pigment powders such as zirconium, barium or aluminum lakes of Red No. 3, Red No. 104, Red No. 106, Orange No. 205, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1, or further metal powders such as aluminum powder, gold powder, silver powder, composite powders such as fine particle titanium oxide-coated mica titanium, fine particle zinc oxide-coated mica titanium, barium sulfate-coated mica titanium, silicon dioxide containing titanium oxide, silicon dioxide containing zinc oxide, etc. can be exemplified. Natural pigments include carminic acid, laccaic acid, carthamin, brazilein, crocin, etc. One or more of these can be used as necessary. These may be surface-treated with one or more of fluorine-based compounds, silicone-based compounds, metal soaps, lecithin, hydrogenated lecithin, collagen, hydrocarbons, higher fatty acids, higher alcohols, esters, waxes, rosin, surfactants, etc.

[0070] As for the powder other than the colorant, as long as it is usually used as a cosmetic raw material, it is not particularly limited in terms of shape such as plate-like, spindle-like, needle-like, particle size such as smoke-like, fine particle grade, particle structure such as porous, non-porous, etc. Further, examples of the powder other than the colorant include inorganic powders such as aluminum oxide, cerium oxide, magnesium oxide, zirconium oxide, magnesium carbonate, calcium carbonate, aluminum silicate, magnesium silicate, magnesium aluminum silicate, mica, synthetic mica, synthetic sericite, sericite, talc, kaolin, silica, silicon carbide, boron nitride, etc., and organic powders such as magnesium stearate, zinc stearate, N-acyl lysine, nylon, polymethyl methacrylate, organopolysiloxane powder, cellulose powder, etc. One or more of these can be used. Further, these powders may be used in a composite form of one or more kinds, and their surface treatment may be carried out by oil treatment, silicone compound treatment, water-soluble polymer treatment, etc.

[0071] Examples of the gelling agent include dextrin fatty acid esters such as dextrin octanoate, dextrin laurate, dextrin myristate, dextrin palmitate, dextrin palmitate / 2-ethylhexanoate, dextrin stearate, dextrin isostearate, dextrin palmitate / stearate, dextrin oleate, dextrin palmitate / hexyl decanoate, dextrin behenate, and dextrin coconut oil fatty acid; sucrose fatty acid esters such as sucrose stearate and sucrose palmitate; fructooligosaccharide fatty acid esters such as fructooligosaccharide stearate; inulin fatty acid esters such as inulin stearate; organically modified bentonites such as dimethyldistearylammonium hectorite, dimethyldistearylammonium bentonite, benzyldimethyldistearylammonium hectorite, disteardimonium hectorite, dioctadecyldimethylammonium salt-modified montmorillonite, octadecyldimethylbenzylammonium salt-modified montmorillonite, and dihexadecyldimethylammonium salt-modified montmorillonite; glycerin-based oligoester-based gelling agents synthesized from glycerin, eicosanedioic acid, and behenic acid (referred to as (behenic acid / eicosanedioic acid) glyceryl), glyceryl laurate 2-ethyloctadecanedioate, glyceryl myristate tetradecanedioate, glyceryl palmitate eicosanedioate, glyceryl stearate hexadecanedioate, glyceryl isostearate eicosanedioate, glyceryl behenate octadecanedioate, glyceryl 2-ethylhexanoate dodecanedioate, glyceryl oleate 2-ethyloctadecanedioate, and other glycerin oligoesters; fumed anhydrous silica; metal soaps such as aluminum isostearate, zinc stearate, and magnesium stearate. These gelling agents may be used alone or in combination of two or more.

[0072] Examples of polymers include water-soluble polymers such as carrageenan, xanthan gum, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, polyvinyl alcohol, polyvinylpyrrolidone, (sodium acrylate / sodium acryloyldimethyltaurate) copolymer, (PEG-240 / decyldodeceth-20 / HDI) copolymer; terpene resins, silicone resins (e.g., graft copolymer of acrylic polymer and dimethylpolysiloxane (acrylates / dimethicone) copolymer (INCI name)), (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymer (acrylates copolymer (INCI name)), trimethylsiloxysilicate, polymethylsilsesquioxane, hydrocarbon resins, vinyl acetate resins (e.g., polyvinyl acetate), rosin resins (e.g., pentaerythrityl rosinate, hydrogenated pentaerythrityl rosinate, glyceryl hydrogenated abietate), acrylic resins (e.g., ethyl polyacrylate, butyl polymethacrylate, acrylic acid / acrylic acid alkyl copolymer, acrylic acid alkyl / vinyl acetate copolymer). Even when the copolymer of the present application and a water-soluble polymer are combined, there is no viscosity reduction or precipitation due to polymer complex, and this phenomenon has also been confirmed in the following examples. In this regard, the cosmetic may further contain a water-soluble polymer.

[0073] Examples of polyhydric alcohols include propylene glycol, 1,3-butylene glycol, dipropylene glycol, tripropylene glycol and the like. These polymers may be used alone or in combination of two or more.

[0074] Examples of the ultraviolet absorber include cinnamic acid derivatives, aminobenzoic acid derivatives, salicylic acid derivatives, benzophenone derivatives, phenylbenzimidazole derivatives, phenylbenzotriazole derivatives, silicone derivatives, and the like. Specifically, 2-ethylhexyl paramethoxycinnamate, octocrylene, polysilicone-15, t-butylmethoxydibenzoylmethane, ethylhexyl triazone, diethylamino hydroxybenzoyl hexyl benzoate, bis-ethylhexyloxyphenol methoxyphenyl triazine, oxybenzone, methylene bisbenzotriazolyl tetramethylbutylphenol, phenylbenzimidazole sulfonic acid, homosalate, ethylhexyl salicylate, and the like can be mentioned. Note that the ultraviolet absorber also includes those that are oily agents.

[0075] As a method for producing a cosmetic, the copolymer of the present invention can be dissolved in an aqueous system, and if necessary, emulsification or the like can be performed to obtain a cosmetic.

Examples

[0076] The effects of the present invention will be described using the following Examples and Comparative Examples. In the Examples, the display of "parts" or "%" may be used, but unless otherwise specified, it represents "parts by mass" or "mass%". Also, unless otherwise specified, each operation is performed at room temperature (25°C).

[0077] [Synthesis Example 1] 30.0 g of 2-methacryloyloxyethyl phosphorylcholine (MPC, manufactured by NOF Corporation), silicone methacrylate (SiMA, manufactured by Shin-Etsu Chemical Co., Ltd., R in Formula (2)) 4is a trimethylene group, m is 11) 10.0 g, and 60.0 g of butyl methacrylate (Blemmer BMA, manufactured by NOF Corporation) were placed in a four-necked flask, dissolved in 233.3 g of ethanol, and nitrogen gas was blown in for 30 minutes. Thereafter, 2.0 g of t-butylperoxyneodecanoate (Perbutyl (registered trademark in Japan) ND (PB-ND), manufactured by NOF Corporation) was added as a polymerization initiator, and a polymerization reaction was carried out at 70 ° C for 6 hours. After the polymerization reaction, volatile components were distilled off under reduced pressure to obtain a polymer powder. The molecular weight of the polymer was analyzed by the MALS method. As the apparatus, a multi-angle light scattering detector (DAWN HELEOS II 8+) was used, and isopropanol was used as the medium. The weight average molecular weight was 34,000.

[0078] [Synthesis Example 2 to Synthesis Example 4] A polymer was produced according to the same procedure as in Synthesis Example 1, except that the monomer types and amounts shown in Table 1 below were used.

[0079] [Synthesis Comparative Example 1 to Synthesis Comparative Example 12] A polymer was produced according to the same procedure as in Synthesis Example 1, except that the monomer types and amounts shown in Table 1 below were used.

[0080] (Evaluation Method 1: Dispersibility in Water) To 90 g of water, 10 g of the copolymer produced in the synthesis example or comparative synthesis example was mixed, heated at 70 ° C for 2 hours, and then cooled to room temperature, and the possibility of stable dispersion was visually confirmed. The results are shown together in Table 1 below. ○: Dissolved transparently ×: Turbid or polymer precipitated in the lower layer (Evaluation Method 2: Contact Angle of the Film) A 10 mass% aqueous solution of the copolymer produced in the synthesis example or comparative synthesis example was prepared and formed into a film with a 25 μm doctor blade. The static contact angle of water was measured by the liquid application method. If the evaluation is 2 or more, it can be said that it has good water repellency. The results are shown together in Table 1 below. 5: 100 ° or more 4: 80 ° or more and less than 100 ° 3: 60 ° or more and less than 80 ° 2: 50 ° or more and less than 60 ° 1: Less than 50°

[0081]

Table 1

[0082] Incidentally, the molecular weight (Mw) of Synthesis Example 1 was 34,000, the molecular weight (Mw) of Synthesis Example 2 was 52,000, the molecular weight (Mw) of Synthesis Example 3 was 52,000, and the molecular weight (Mw) of Synthesis Example 4 was 55,000.

[0083] From the above results, the copolymers of the synthesis examples had good dispersibility in water and high water repellency of the film.

[0084] [Examples 1 to 5, Comparative Examples 1 to 5: Oil-in-water liquid foundation] An oil-in-water liquid foundation having the composition shown in Table 2 (mass% based on 100 mass% of the whole cosmetic, the same applies hereinafter) was prepared by the following production method, and (a) water resistance of the cosmetic film, (b) effect of preventing secondary adhesion of the cosmetic film, (c) absence of cosmetic collapse over time, (d) absence of a burden feeling during application, (e) absence of a burden feeling over time, and (f) stable compatibility of the polymer were evaluated and judged according to the following evaluation methods and criteria, and the results are also shown in Table 2.

[0085] [Production method] (1) Components 1 to 3, 8 to 14 were uniformly mixed and heated to 75°C. (2) Components 7, 15 to 22, and 24 to 25 were uniformly mixed and heated to 75°C. (3) (1) was added to (2), and emulsified and cooled. (4) Components 4 to 6, Component 23, and Components 26 to 30 were treated with a three-roll mill. (5) (4) was added to (3) and dispersed with a disper. (6) Components 31 to 32 were added to (5), and after defoaming, an oil-in-water liquid foundation was obtained.

[0086] [Evaluation method] (a) Water resistance of the cosmetic film After applying 10 mg of each liquid foundation to a PMMA plate (5 × 5 cm), it was dried at room temperature for 30 minutes. The plate was then attached inside a cylindrical plastic container, 100 g of water was added, and after shaking for 1 minute, the state of collapse and thinning of the makeup film was visually observed, and the water resistance was evaluated according to the following criteria. (Evaluation Criteria) The makeup film has not fallen off at all: ◎ Almost no makeup film has fallen off: 〇 The makeup film has fallen off: △ The makeup film has fallen off considerably: × (b) Effect of preventing secondary adhesion of the makeup film After applying 10 mg of each liquid foundation to black artificial leather (5 × 5 cm) and drying it at room temperature for 30 minutes, a non-woven fabric (5 × 5 cm) and then a metal plate (5 × 5 cm) were placed on it. After pressing with a hydraulic press at a pressure of 50 MPa, the effect of preventing secondary adhesion was evaluated according to the following criteria from the degree of color transfer to the non-woven fabric. (Evaluation Criteria) Not attached to the non-woven fabric at all: ◎ Almost not attached to the non-woven fabric: 〇 Attached to the non-woven fabric: △ Considerably attached to the non-woven fabric: × (c) Resistance to makeup collapse over time, (d) Lack of burden during application (poor spreading of the cosmetic and skin being pulled by the rubbing action), (e) Lack of burden over time (feeling a tightness on the skin or a sense of occlusion due to the makeup film) Regarding the resistance to makeup collapse over time of each liquid foundation, 20 professional cosmetic evaluation panelists visually observed the temporal changes immediately after applying each liquid foundation to the entire face and after 6 hours, and evaluated the state of collapse of the makeup film on a 5-point scale according to the following criteria, gave scores to each, and further determined the average score of all panelists according to the following criteria. Also, regarding the lack of burden during application and the lack of burden over time, sensory evaluations were conducted at the time of application and after 6 hours, and each was evaluated on a 5-point scale according to the following criteria, gave scores to each, and further determined the average score of all panelists according to the following criteria. (Evaluation Results): (Scores) Very good: 5 points Good: 4 points Average: 3 points Somewhat poor: 2 points Poor: 1 point (Judgment criteria): Judgment Exceeding 4.0: ◎ Exceeding 3.0 and less than or equal to 4.0: 〇 Exceeding 2.0 and less than or equal to 3.0: △ Less than or equal to 2.0: × (F) Stability compatibility of the polymer Each liquid foundation was stored in a thermostat at 5°C for 1 month, then returned to room temperature, and the presence or absence of insolubilization of the blended polymer was confirmed. (Judgment criteria): Judgment No insolubilization of the polymer is observed: ◎ Insolubilization of the polymer is observed: ×

[0087]

Table 2-1

[0088]

Table 2-2

[0089] As can be understood from the above table, the oil-in-water type liquid foundations of Examples 1 to 5 are excellent in all of (a) water resistance of the makeup film, (b) effect of preventing secondary adhesion of the makeup film, (c) no makeup collapse over time, (d) no burden feeling during application, (e) no burden feeling over time, and (f) stability compatibility of the polymer. On the other hand, Comparative Example 1 that does not use the copolymer of the present invention showed significantly inferior results in items (a) to (c). Comparative Example 2 in which an oil-soluble silicone resin was blended instead of the copolymer of the present invention felt a burden during application or over time. Furthermore, in Comparative Examples 3 to 5 in which a water-soluble polymer was blended instead of the copolymer of the present invention, all showed inferior results in each item of the effect of preventing secondary adhesion and no makeup collapse, and also felt a burden over time.

[0090] [Example 6: Water-in-Oil Liquid Foundation] (Component) (Mass%) 1. Zinc laurate (3%) treated titanium oxide 10.0 2. Zinc laurate (3%) treated fine particle titanium oxide 1.0 3. Zinc laurate (3%) treated red iron oxide 0.3 4. Zinc laurate (3%) treated yellow iron oxide 1.1 5. Zinc laurate (3%) treated black iron oxide 0.2 6. Zinc laurate (3%) treated talc 1.0 7. (Acrylates / ethylhexyl acrylate / dimethicone methacrylate) copolymer (*1) 0.2 8. PEG-9 polydimethylsiloxyethyl dimethicone (*2) 4.0 9. Isotridecyl isononanoate 3.0 10. Triethylhexanoin 3.0 11. 2-Ethylhexyl paramethoxycinnamate 7.0 12. Hexyl diethylaminohydroxybenzoyl benzoate 1.0 13. Isododecane 3.0 14. Methylphenyl polysiloxane 3.0 15. Dimethicone 5.0 16. Decamethylcyclopentasiloxane 10.0 17. Dimethyldistearylammonium hectorite 1.0 18. (Dimethicone / vinyl dimethicone) cross polymer (*3) 1.0 19. Silica (average particle size 5μm) 1.0 20. Polymethylsilsesquioxane (*4) 1.0 21. Purified water balance 22. Ethylhexyl glycerin 0.1 23. Phenoxyethanol 0.3 24. Ethanol 5.0 25. 1,3-Butylene glycol 5.0 26. Glycerin 5.0 27. Copolymer of Synthesis Example (2) 3.0 *1: KP-578 manufactured by Shin-Etsu Chemical Co., Ltd. *2: KF-6028P manufactured by Shin-Etsu Chemical Co., Ltd. *3: KSP-102 manufactured by Shin-Etsu Chemical Co., Ltd. *4: Tosparl 2000B manufactured by Momentive Materials Performance Japan [Manufacturing Method] (1) Components 1 to 7, Components 9 and 10 were mixed and processed with a three-roll mill. (2) Components 8, Components 11 to 20 were dispersed with a disperser. (3) (1) was added to (2) and dispersed with a disperser. (4) Components 21 to 27 were mixed and dissolved. (5) (4) was added to (3), emulsified, defoamed, and an oil-in-water type liquid foundation was obtained.

[0091] The oil-in-water type liquid foundation of Example 6 was excellent in all of (a) water resistance of the makeup film, (b) effect of preventing secondary adhesion of the makeup film, (c) no makeup collapse over time, (d) no burden feeling during application, (e) no burden feeling over time, and (f) stable compatibility of the polymer.

[0092] [Example 7: Aqueous Base (Powder-Containing Two-Layer Type)] (Component) (Mass%) 1. Polyoxyethylene Sorbitan Trioleate 0.5 2. Hydrogenated Lecithin 0.5 3. Triethanolamine 1.0 4. Copolymer of Synthesis Example (2) 3.0 5. Purified Water Balance 6. Crystalline Cellulose (*1) 1.0 7. Xanthan Gum 0.5 8. 1,3-Butylene Glycol 5.0 9. Dipropylene Glycol 10.0 10. Ethanol 5.0 11. Phenoxyethanol 0.3 12. Phenylbenzimidazole sulfonic acid (*2) 3.0 13. Fine particle titanium oxide 1.0 14. Fine particle zinc oxide 3.0 15. Titanium oxide 12.0 16. Iron oxide 1.0 17. Talc 0.5 18. Polymethylsilsesquioxane (*3) 1.0 19. Methyl polymethacrylate 1.0 20. Silica (*4) 0.2 *1: Rheocrystal C-2SP (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) *2: Eusolex 232 (manufactured by Merck Performance Materials) *3: Tospearl 2000B manufactured by Momentive Materials Performance Japan *4: Aerosil 200 (manufactured by Nippon Aerosil Co., Ltd.) [Manufacturing method] (1) After mixing Components 1, 2, Components 8, 9, and Components 13 to 20, they were processed with three rollers. (2) Components 3 to 7 and Components 10 to 12 were uniformly dissolved. (3) (3) was added to (2), dispersed with a disperser, defoamed, and an aqueous base was obtained.

[0093] The aqueous base of Example 7 was excellent in all of (a) water resistance of the cosmetic film, (b) effect of preventing secondary adhesion of the cosmetic film, (c) no cosmetic collapse over time, (d) no burden during application, (e) no burden over time, and (f) stable compatibility of the polymer.

[0094] [Example 8: Water-in-oil type sunscreen] (Component) (mass%) 1. (Sodium acrylate / sodium acryloyldimethyltaurate) copolymer 1.0 2. Sodium stearoylmethyltaurate (*1) 0.5 3. Polyoxyethylene hydrogenated castor oil 0.3 4. Behenyl alcohol 0.3 5. Inulin isostearate (*2) 1.0 6. Polyhydroxystearic acid 0.5 7. Cetyl 2-ethylhexanoate 6.0 8. Isotridecyl isononanoate 4.0 9. Ethylhexyl methoxycinnamate (*3) 7.0 10. Bis-ethylhexyloxyphenol methoxyphenyl triazine (*4) 3.0 11. Hexyl diethylaminohydroxybenzoyl benzoate (*5) 2.0 12. Polysilicone-15 (*6) 1.5 13. Purified water balance 14. Xanthan gum 0.3 15. Carbomer (*7) 0.5 16. Copolymer of Synthesis Example (2) 3.0 17. Ethanol 7.0 18. Phenoxyethanol 0.1 19. Glycerin 3.0 20. 1,3-Butylene glycol 3.0 21. Zinc oxide treated with dimethicone / octyltriethoxysilane (13%) (*8) 10.0 22. Mica 2.0 23. Silica 1.0 24. (Vinyl dimethicone / methicone silsesquioxane) copolymer (*9) 1.0 *1: SIMULGEL EG (manufactured by SEPPIC) *2: Rheopearl ISK2 (manufactured by Chiba Flour Milling Co., Ltd.) *3: Uvinul (registered trademark) MC80 (manufactured by BASF) *4: Tinuvin (registered trademark) S (manufactured by BASF) *5: Uvinul (registered trademark) A PLUS (manufactured by BASF) *6: Parsol SLX (manufactured by DSM) *7: CARBOPOL (registered trademark) 980 (manufactured by Lubrizol) *8: MZ-500 (manufactured by Teika) *9: KSP-102 manufactured by Shin-Etsu Chemical Co., Ltd.

[0095] [Manufacturing Method] (1) Components 6 - 8 and components 21 - 24 were mixed and processed with three rollers. (2) Components 1 - 5 and components 9 - 12 were uniformly mixed and heated to 75°C. (3) Components 13 - 20 were uniformly mixed and heated to 75°C. (4) (2) was added to (3), emulsified, and then cooled. (5) (1) was added to (4), dispersed with a disperser, defoamed, and an oil-in-water type sunscreen was obtained.

[0096] The oil-in-water type sunscreen of Example 8 was excellent in all of (a) water resistance of the cosmetic film, (b) effect of preventing secondary adhesion of the cosmetic film, (c) no cosmetic breakdown over time, (d) no burden during application, (e) no burden over time, and (f) stable compatibility of the polymer.

Claims

1. A cosmetic containing a copolymer, wherein the constituent unit represented by the following formula (1) exceeds 20% by mass and is less than 50% by mass in the copolymer, the constituent unit represented by the following formula (2) exceeds 0% by mass and is less than 40% by mass in the copolymer, and the constituent unit represented by the following formula (3) is contained in the copolymer in an amount of 20 to 70% by mass. 【Chemical 1】 (wherein, R １ ~R ３ each independently represents an optionally substituted linear or branched alkyl group having 1 to 30 carbon atoms) 【Chemical 2】 (wherein R ４ represents an alkylene group having 2 to 10 carbon atoms which may be substituted, and m represents an integer of 1 to 30) [Chemical Formula 3] (wherein, R ５ represents an optionally substituted linear or branched alkyl group having 1 to 30 carbon atoms)

2. The cosmetic according to claim 1, which is an aqueous or oil-in-water emulsion system.

3. The cosmetic according to claim 1 or 2, wherein the weight average molecular weight (Mw) of the copolymer is 20,000 to 100,000.

4. The cosmetic according to any one of claims 1 to 3, wherein m is an integer of 8 to 16.

5. The aforementioned R １ to R ３ is, independently of one another, a linear or branched alkyl group having 1 to 3 carbon atoms which may be substituted, and the cosmetic according to any one of claims 1 to 4.

6. The cosmetic according to any one of claims 1 to 5, wherein the content of the constituent unit other than the constituent units represented by the formulas (1) to (3) is less than 1% by mass in the copolymer.

7. Said R ５ is an optionally substituted linear or branched alkyl group having 1 to 8 carbon atoms, and the cosmetic according to any one of claims 1 to 6.

8. The cosmetic according to any one of claims 1 to 7, wherein the content of the copolymer is 0.01 to 20% by mass.

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