Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/31—Hydrocarbons
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
  • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
  • A61Q1/06—Lipsticks
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara

Definitions

• the present invention relates to a makeup cosmetic containing a cycloalkyl group-containing acrylic copolymer, and more specifically, contains a cycloalkyl group-containing acrylic copolymer that dissolves in a volatile oil such as light liquid isoparaffin.
• Makeup cosmetics preferably, cosmetics for lips, cosmetics for eyelids, and eyeliner cosmetics.
• Acrylic Copolymer An acrylic resin typified by polymethylmethacrylate forms a transparent and hard film and has good workability, so that it is widely used as an organic glass material and a coating material.
• acrylic resins are highly polar and dissolve in organic solvents such as acetone, toluene, butyl acetate, and chloroform, but are insoluble in paraffinic solvents such as light liquid isoparaffin and isododecane. It was difficult to apply as a forming agent.
• organic solvents as described above is restricted due to skin safety and prescription type restrictions, so paraffinic solvents and silicones that can be generally used in cosmetics. It has been desired to develop an acrylic resin that is soluble in a solvent.
• an acryl-silicone graft copolymer obtained by radical copolymerization of a dimethylpolysiloxane compound having a radical polymerizable group at one end of a molecular chain and a radical polymerizable monomer mainly composed of acrylate and / or methacrylate.
• Copolymerizable with cosmetics characterized in containing for example, see Patent Document 1
• cycloalkyl group-containing monomers having a polymerizable double bond and such monomers such as 2-ethylhexyl methacrylate
• a cosmetic comprising 1 to 60% by weight in terms of solid content of an aqueous polymer emulsion comprising a monomer having a double bond as a constituent (for example, see Patent Document 2)
• At least one acrylate of the formula CH 2 ⁇ CH—COOR 2 wherein R 2 represents a C 4 to C 12 cycloalkyl group.
• a block polymer comprising at least one first block and at least one second block, characterized in that the block is obtained from an acrylic acid monomer and at least one monomer having a glass transition temperature of 20 ° C. or less;
• the preparation method (for example, refer patent document 3) is proposed.
• (co) polymer (A) obtained by (co) polymerizing a vinyl monomer containing acrylic acid cycloalkyl ester and / or methacrylic acid cycloalkyl ester in a proportion of 10% by weight or more in the vinyl monomer ) And an organic solvent have also been reported (for example, see Patent Document 4).
• the applicant has (A) acrylates and / or methacrylates containing cycloalkyl groups and (B) acrylates containing linear or branched alkyl groups having 8 to 12 carbon atoms and / or An acrylic copolymer obtained by polymerizing a monomer containing methacrylate and / or (C) an organopolysiloxane macromonomer containing a radically polymerizable group at one end, wherein the component (A) The blending amount of the component (B) and / or (C) is 10 to 50% by weight, and at least 30% by weight is dissolved in light isoparaffin at 25 ° C.
• the film is hard and the cosmetic film lacks flexibility, so that the skin and the lips are hard to feel, and the coating film is not glossy. Accordingly, it has been desired to develop a lip cosmetic that is excellent in color retention over time and secondary adhesion prevention effects, and is excellent in glossiness, burdeniness, and smooth use feeling.
• Eyeliner cosmetics are cosmetics having a cosmetic effect that, when applied to the eyes, make the eyes look larger and the eyes clear.
• the required quality of the decorative film requires that the coating film is uniform, has a high gloss and color, and that the decorative film does not peel off or bleed over time.
• a film forming agent is blended.
• eyeliner cosmetics are easy to apply at the time of application and it is necessary to form a cosmetic film immediately after application, a volatile solvent is used.
• Typical examples include water, paraffinic solvents such as light liquid isoparaffin and isododecane, and silicone solvents such as cyclic organopolysiloxane and low molecular weight organopolysiloxane.
• Film forming agents are roughly classified into those used by being dissolved in these solvents and those used by being dispersed in a solvent.
• the film-forming agent dispersed in a solvent is a suspension in which fine particles of a polymer substance are stably dispersed in water or an organic solvent, and is obtained by polymerizing a monomer emulsified with a surfactant. And milky sap that exists in nature.
• a film forming agent dissolved in a solvent it can be uniformly applied to the eyes, and if a film forming agent dispersed in a solvent is used, the formation of a decorative film can be accelerated.
• these blending techniques include a technique for improving the usability and the sustainability of the cosmetic effect by using an oil-soluble film-forming resin and a fluorine compound-treated powder (for example, see Patent Document 8),
• the outer phase contains an oil-soluble resin
• the inner phase contains an emulsion resin capable of forming a film, so that it has excellent water resistance, sweat resistance, sebum resistance, and oil resistance.
• Patent Document 9 Technology with excellent durability (see, for example, Patent Document 9), including a volatile oil in the fat phase, and dispersing a specific film-forming polymer in the aqueous phase to form a water-in-oil emulsion, making it easy to apply and extend, Examples thereof include a technique that is uniform, non-sticky, and does not transfer or diffuse (see, for example, Patent Document 10).
• Patent Document 8 can improve the strength and water resistance of the decorative film and improve the durability of the cosmetic effect by using the oil-soluble film-forming resin and the fluorine compound-treated powder. Due to the lack of transparency of the decorative film, the original color of the colorant cannot be exhibited, resulting in poor color development.
• the oil-in-water makeup cosmetic contains an oil-soluble resin and the inner phase contains an emulsion resin capable of forming a film
• the inner phase contains an emulsion resin capable of forming a film
• prevent peeling and bleeding of the decorative film in order to ensure stability, a large amount of wax, natural clay mineral, or surfactant must be added, and as a result, makeup can be improved.
• the film was fogged and it was difficult to obtain a decorative film with good color.
• the amount of the surfactant is increased, there is a drawback in that the smear of the decorative film is generated.
• Patent Document 10 that forms a uniform cosmetic film without stickiness by containing a volatile oil in the fat phase and dispersing a specific film-forming polymer in the aqueous phase to form a water-in-oil emulsion.
• uniformity of the decorative film was obtained, the decorative film was soft and the adhesion was low.
• the cosmetic film can be made uniform with good usability, but because of lack of transparency, it is not possible to obtain a glossy feeling and color development. However, over time, it peeled off and sometimes lost its makeup effect. Therefore, there has been a demand for the development of an eyeliner cosmetic that has a uniform cosmetic film, has a good gloss and color, and has a long-lasting cosmetic effect.
• Patent Document 11 a technique of blending a film-forming resin and a film-forming polymer emulsion
• Patent Document 12 a technique using trimethylsiloxysilicic acid and an acrylic-silicone graft copolymer
• patent document 12 a technique using trimethylsiloxysilicic acid and an acrylic-silicone graft copolymer
• the decorative film is cracked and peeled off, the volume effect and the long effect are lost, and further, the transparent feeling of the decorative film is lost, and the glossiness of the wrinkles may be lost.
• the feeling of use was not good.
• the aqueous dispersion of the film-forming agent and the solvent dispersion can impart a proper strength and maintain the curl effect while the decorative film is flexible, but the uniformity of the decorative film is obtained. Therefore, the glossy feeling is lowered and the color development is felt to be poor, so that the effect of conspicuous eyes may not be sufficiently obtained. Therefore, it has been desired to develop a vaginal cosmetic that is excellent in curling effect and sustainability, and at the same time has other effects.
• the problem of the present invention is that it contains the cycloalkyl group-containing acrylic copolymer described in Patent Document 5 developed by the applicant, and is excellent in gloss, adhesion and water resistance, and extremely excellent in makeup sustainability. It is to provide makeup cosmetics.
• makeup cosmetics In particular, for lip cosmetics, it is an eyeliner that has excellent color retention and secondary adhesion prevention effects over time, and is excellent in glossiness, no burden, and smooth use feeling.
• For cosmetics it is to provide eyeliner cosmetics that have a uniform cosmetic film, good gloss and color, and have a long lasting cosmetic effect. It is to provide a vaginal cosmetic that is excellent in its sustainability and has other effects at the same time.
• the present invention (1) An acrylic copolymer obtained by polymerizing a monomer containing the following component (a1) and component (a2) and / or component (a3), wherein the component (a1)
• the blending amount of the component (a2) and / or the component (a3) is 10 to 50% by weight, and at least 30% by weight is dissolved in light liquid isoparaffin at 25 ° C.
• Make-up cosmetics (3) A makeup cosmetic as described in (1) above, wherein the cycloalkyl group-containing acrylic copolymer is obtained by polymerizing the component (a1) and the component (a3), (4) The make-up makeup as described in (1) above, wherein the cycloalkyl group-containing acrylic copolymer is obtained by polymerizing the component (a1), the component (a2) and the component (a3).
• Component (a3) is represented by the following general formula (III) (Wherein R 5 represents a hydrogen atom or a methyl group, R 6 to R 12 each independently represents an alkyl group having 1 to 5 carbon atoms, m represents any integer of 1 to 10, n
• the weight average molecular weight in terms of polystyrene measured by liquid gel permeation chromatography of the cycloalkyl group-containing acrylic copolymer is 1.0 ⁇ 10 4 to 2.0 ⁇ 10 5.
• (1) to (6) makeup cosmetics according to any one of (8) The makeup cosmetic according to any one of (1) to (7), further comprising a volatile oil agent, (9) The makeup cosmetic as described in (8) above, wherein the volatile oil is light liquid isoparaffin, (10)
• a cosmetic for lips comprising a non-volatile hydrocarbon oil that is liquid at 25 ° C.
• the eyeliner cosmetic or vaginal cosmetic wherein the colorant-containing powder contains silicic anhydride, and the makeup cosmetic according to (10) above.
• the acrylic copolymer of the present invention is an acrylic polymer obtained by polymerizing monomers containing the following (a1) and component (a2) and / or component (a3). Copolymer.
• Component (a1) Formula (I) (Wherein R 1 represents a hydrogen atom or a methyl group, and R 2 represents a cycloalkyl group)
• the acrylic copolymer of the present invention has a component (a1) content of 50 to 90% by mass (hereinafter simply referred to as “%”), component (a2) and / or component (a3) in the total amount of constituent monomers.
• % a copolymer that is 10 to 50% and dissolves at least 30% in light liquid isoparaffin at 25 ° C.
• the light liquid isoparaffin in the definition of “soluble in light liquid isoparaffin at 25 ° C. at 25%” is a mixture of hydrocarbons mainly composed of isoparaffin, and a petroleum product distillation test method defined in JIS K2254.
• the initial distillation temperature is 166 ° C.
• the distillation end point is 202 ° C.
• the kinematic viscosity at 37.8 ° C. is 1.28 mm 2 / s.
• IP solvent 1620 made by Idemitsu Kosan Co., Ltd., for example.
• the acrylate and / or methacrylate containing the cycloalkyl group of the component (a1) is a lipophilic polymerizable monomer and serves as a skeleton for imparting water resistance, transparency and hardness to the film.
• the acrylate and / or methacrylate containing a cycloalkyl group is one or more of an acrylate containing a cycloalkyl group, one or more of a methacrylate containing a cycloalkyl group, and these Includes mixtures.
• the cycloalkyl group is usually a cycloalkyl group having 5 to 10 carbon atoms, preferably a cycloalkyl group having 6 to 8 carbon atoms, and particularly preferably a cyclohexyl group.
• Specific examples of cycloalkyl group-containing acrylates or methacrylates include cyclohexyl acrylate, cyclohexyl methacrylate, dicyclopentanyl acrylate, dicyclopentanyl methacrylate, tricyclodecyl acrylate, tricyclodecyl methacrylate, tricyclodecanyl acrylate, and tricyclodecane. Nyl methacrylate etc.
• cyclohexyl methacrylate is particularly preferable because it has a good radical polymerizability, a high yield, and a copolymer having a suitable glass transition point for forming a hard film.
• the acrylate and / or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms as component (a2) is an oleophilic polymerizable monomer, imparts flexibility and adhesion to the film, and has a light flow. It becomes a skeleton that enhances the solubility in isoparaffin.
• the acrylate and / or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms is one or more of acrylates containing a linear or branched alkyl group having 8 to 12 carbon atoms.
• linear or branched alkyl group having 8 to 12 carbon atoms examples include octyl, 2-ethylhexyl, nonyl, isononyl, lauryl and the like, preferably 2-ethylhexyl and lauryl, particularly preferably 2-ethylhexyl. is there.
• Specific examples of the acrylate or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms include octyl acrylate, octyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isononyl acrylate, isononyl methacrylate, lauryl.
• Acrylate, lauryl methacrylate and the like can be mentioned, and one or more of these can be used, and 2-ethylhexyl methacrylate and lauryl methacrylate are preferred, and 2-ethylhexyl methacrylate is particularly preferred because it can improve solubility.
• organopolysiloxane macromonomer containing a radical polymerizable group at one end of the component (a3) examples include an ester compound in which an organopolysiloxane is linked to acrylic acid or methacrylic acid via a divalent hydrocarbon group. It becomes a skeleton for imparting water resistance to the film and enhancing the solubility in light liquid isoparaffin.
• the following formula (III) (Wherein R 5 represents a hydrogen atom or a methyl group, R 6 to R 12 each independently represents an alkyl group having 1 to 5 carbon atoms, m represents any integer of 1 to 10, n Represents an integer of 0 to 200), and these can be used singly or in combination of two or more.
• examples of the alkyl group having 1 to 5 carbon atoms include methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, n-pentyl and the like.
• n representing the repeating unit of the dimethylpolysiloxane group is preferably 0 to 200, since sufficient water resistance can be obtained and a transparent and uniform film can be obtained. n is more preferably from 5 to 150 in terms of water resistance and a uniform film.
• the cycloalkyl group-containing acrylic copolymer of the present invention may contain a polymerizable monomer other than the above components (a1) to (a3) as an optional component as long as the effects of the present invention are not impaired. it can.
• the polymerizable monomer other than the components (a1) to (a3) is not particularly limited, but styrene, substituted styrene, vinyl acetate, acrylic acid, methacrylic acid, maleic anhydride, maleic acid ester, fumaric acid ester, vinyl chloride, Vinylidene chloride, ethylene, propylene, butadiene, acrylonitrile, fluorinated olefins, acrylamide, methacrylamide, methyl acrylamide, methyl methacrylamide, dimethyl methacrylamide, N-isopropyl acrylamide, N-vinyl pyrrolidone, N-vinyl acetamide, t-butyl acrylate , T-butyl
• the blending ratio of the components (a1) to (a3) and optional monomers is as follows.
• the blending amount of component (a1) is 50 to 90%, preferably 50 to 80%, of the total amount of constituent monomers. If it is less than 50%, a film with sufficient hardness cannot be obtained, and if it exceeds 90%, the solubility in light liquid isoparaffin deteriorates.
• the amount of component (a2) and / or component (a2) is 10 to 50%, preferably 15 to 45% of the total amount of constituent monomers.
• the blending amount of the optional component may be within a range of 30% or less of the total amount of the constituent monomers, and is preferably 20% or less, for example, 0.01 to 10%.
• the cycloalkyl group-containing acrylic copolymer obtained by polymerizing 10 to 50% of the component (a3) with respect to 50 to 90% of the component (a1) can form a particularly water-resistant film.
• the cycloalkyl group-containing acrylic copolymer obtained by polymerizing components (a2) and (a3) in a total proportion of 10 to 50% with respect to 50 to 90% of component (a1) is particularly hard and water resistant. It is possible to form a characteristic film.
• the weight average molecular weight of the cycloalkyl group-containing acrylic copolymer of the present invention is not particularly limited, but is preferably in the range of 1.0 ⁇ 10 4 to 2.0 ⁇ 10 5 . Within this range, the ability to form a film that forms a uniform film can be exhibited.
• the weight average molecular weight is measured by liquid gel permeation chromatography (GPC) using tetrahydrofuran as an eluent and using a calibration curve prepared with a linear polystyrene standard and a refractive index detector.
• the cycloalkyl group-containing acrylic copolymer of the present invention contains the above components (a1) to (a3) and other optional monomers as necessary. It is used as a constituent monomer and can be obtained by random polymerization by a known polymerization method in the presence of an organic solvent and in the absence of water.
• organic peroxides such as benzoyl peroxide and lauroyl peroxide, ⁇ , ⁇ ′-azobisisobutyronitrile, 2,2′-azobis (2,4-dimethylvaleronitrile), 2,
• the polymerization may be carried out in the presence of a radical polymerization initiator such as an azo compound such as 2′-azobis (2-methylbutyronitrile), a persulfuric acid polymerization initiator such as potassium persulfate or ammonium persulfate.
• a combination method, suspension polymerization method, bulk polymerization method, precipitation polymerization method and the like can be used.
• the solution polymerization method is particularly preferable because it is easy to adjust the molecular weight of the obtained acrylic copolymer to the optimum range.
• organic solvent used in the polymerization of the cycloalkyl group-containing acrylic copolymer of the present invention examples include aromatic hydrocarbons such as benzene, toluene and xylene, ketones such as methyl ethyl ketone and methyl isobutyl ketone, ethyl acetate and butyl acetate. Esters, alcohols such as isopropanol, ethanol, methanol, and the like, and one or more of these may be used in combination. Moreover, it can also superpose
• paraffinic solvents such as a light liquid isoparaffin, isododecane, and isohexadecane.
• the polymerization reaction temperature of the cycloalkyl group-containing acrylic copolymer of the present invention is not particularly limited as long as it is within a temperature range in which a normal radical polymerization initiator can be used, but is usually in the range of 40 to 120 ° C.
• the reaction time varies depending on the radical polymerization initiator used, the type of monomer, and the reaction temperature, but is usually in the range of 2 to 24 hours. If the polymerization time is too short, the amount of residual monomer is large and the yield is lowered, which is not preferable.
• the cycloalkyl group-containing acrylic copolymer of the present invention can be diluted with other hydrocarbons, esters, triglycerides and other oils while being dissolved in the paraffinic solvent when reacted, or other oils It is also possible to perform solvent substitution.
• the acrylic copolymer composition containing such an oil-soluble cycloalkyl group is also included in the component (A) of the present invention.
• the solvent of the solution can be removed to take out the cycloalkyl group-containing acrylic copolymer as a solid, and the cycloalkyl group-containing acrylic copolymer can be further dissolved in a light liquid isoparaffin to dissolve the cycloalkyl group. It can also be used as a group-containing acrylic copolymer solution. Two or more of the above cycloalkyl group-containing acrylic copolymers and solutions thereof can be used in combination.
• the above cycloalkyl group-containing acrylic copolymers are made up of lip cosmetics such as lipstick and lip gloss, eye makeup cosmetics such as eyeliner and vaginal cosmetics, face colors and foundations. It is suitable as a component of up cosmetics, and in particular, can be suitably used as lip cosmetics, eyeliners, and vaginal cosmetics.
• the makeup cosmetic of the present invention usually contains the cycloalkyl group-containing acrylic copolymer and a volatile oil.
• powders including colorants, oily components other than volatile oils, fibers, film-forming dispersions, surfactants, aqueous components, which are components commonly used in cosmetics, Ultraviolet absorbers, humectants, antifading agents, antioxidants, antifoaming agents, cosmetic ingredients, preservatives, fragrances, and the like can be appropriately blended within a range that does not impair the effects of the present invention.
• lip cosmetics, vaginal cosmetics and eyeliner cosmetics are preferably formulated as follows.
• the cycloalkyl group-containing acrylic copolymer is as described above.
• the blending amount of the cycloalkyl group-containing acrylic copolymer is usually 0.1 to 40% as a solid content (however, 0.1 to 30% in the case of cosmetics for lips), preferably 1 to 25%. More preferably, it can be about 2 to 20%. Within this range, for example, lip cosmetics are particularly excellent in terms of color retention over time, secondary adhesion prevention effects, and lack of burden.
• the cosmetics for wrinkles have no stickiness at the time of finishing, a film having a uniform and high coating strength is formed, and a glossy, curling power and excellent durability can be obtained.
• eyeliner cosmetics are easy to draw a line, and a uniform and high-strength cosmetic film is formed, so that a glossy, colored, and excellent sustainability can be obtained.
• the cycloalkyl group-containing acrylic copolymer is used by dissolving in a volatile oil, and it is preferable to use it by dissolving in light liquid isoparaffin.
• the concentration of the cycloalkyl group-containing acrylic copolymer in the volatile oil is preferably 15 to 50%.
• Volatile oil acts as a solvent for cycloalkyl group-containing acrylic copolymers, facilitating the blending of cycloalkyl group-containing acrylic copolymers, resulting in less stickiness at the finish and forming a uniform film Is done.
• the volatile oil is not particularly limited as long as it is volatile at 1 atm and 25 ° C. and is usually used in cosmetics.
• light liquid isoparaffin decamethylcyclopentasiloxane, octamethylcyclohexane
• examples include tetrasiloxane, dodecamethylcyclohexasiloxane, methyltrimethicone, dimethylpolysiloxane, decamethyltetrasiloxane, and ethyltrisiloxane.
• the light liquid isoparaffin can be used without being limited to those used as the standard of solubility. The following are mentioned as a commercial item.
• Isopar H As the light liquid isoparaffin, Isopar H (Esso Chemical Co., Ltd.), Isododecane (Bayer Co., Ltd.), Isohexadecane (Unikema Co., Ltd.), IP Solvent 1620MU, IP Solvent 2028MU, IP Solvent 2835 (above, Idemitsu Kosan Co., Ltd.), etc.
• decamethylcyclopentasiloxane As decamethylcyclopentasiloxane, TFS405 (manufactured by Toshiba Silicone), SH245, DC345 (manufactured by Dow Corning Toray), KF-995 (manufactured by Shin-Etsu Chemical Co., Ltd.), etc.
• light liquid isoparaffin is preferable in that the cycloalkyl group-containing acrylic copolymer of component (A) has good solubility and a uniform decorative film can be obtained.
• volatile oils can be used alone or in combination of two or more as required.
• the blending amount of the volatile oil is not particularly limited.
• 10 to 90% is preferable, and 15 to 85% is more preferable.
• blends in this range it will become the thing especially excellent in the point of makeup lasting, secondary adhesion prevention effect, and usability.
• eyeliner cosmetics and vaginal cosmetics 1 to 80% is preferable, and 1 to 70% is more preferable.
• there is no stickiness at the finish a uniform and high-strength coating film is formed, and the glossiness is excellent, and eyeliner cosmetics with further excellent color development and sustainability are obtained.
• the vaginal cosmetics can be further improved in curling power and durability.
• the powder By blending the powder, it can be colored, the drying speed can be increased, and the stickiness of the finish can be further suppressed.
• the powder may be any powder generally used in cosmetics, such as a plate shape, a spindle shape, a needle shape, a particle size such as a fume shape, a fine particle, or a pigment grade, and a porous or nonporous shape. It is not particularly limited by the particle structure and the like, and inorganic powders, glitter powders, metal powders, organic powders, pigment powders, composite powders, fibers, and the like can be used.
• Conger ultramarine, bengara, yellow iron oxide, black iron oxide, titanium oxide, zinc oxide, titanium / titanium oxide sintered product, cerium oxide, magnesium oxide, zirconium oxide, antimony oxide, magnesium carbonate, calcium carbonate, chromium oxide, water Chromium oxide, carbon black, aluminum silicate, magnesium silicate, calcium silicate, barium silicate, magnesium aluminum silicate, magnesium magnesium silicate, mica, synthetic mica, synthetic sericite, sericite, talc, silicic anhydride, Inorganic powders such as muscovite, phlogopite, saucite, biotite, kaolin, barium sulfate, bentonite, smectite, siliceous earth, hydroxyapatite, boron nitride; Bismuth oxychloride, titanium mica, titanium oxide coated bismuth oxychloride, iron oxide coated mica, iron oxide coated mica titanium, bit
• these powders may be used in a combination of two or more types, such as fluorine compounds, silicone compounds, metal soaps, lecithin, hydrogenated lecithin, collagen, higher fatty acids, higher alcohols, esters, waxes,
• the surface treatment may be performed by a known method using one or more of wax, fats and oils, hydrocarbons, surfactants, amino acid compounds, water-soluble polymers and the like.
• colorant those commonly used in cosmetics, including those that can be used as the colorant in the specific examples of the above powder, are used, and are spherical, plate-like, spindle-like, and needle-like.
• Etc. particle sizes such as fumes, fine particles, pigment grades, and particle structures such as porous and nonporous, etc., are not particularly limited, white inorganic pigments, colored inorganic pigments, colored organic pigments , Dyes, glitter pigments, metal powders, composite powders, and the like can be used. More specifically, for example, one or more of the following can be used.
• 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, bitumen, ultramarine, bengara; Mica titanium, bismuth oxychloride, organic pigment-treated mica titanium, titanium dioxide coated mica, titanium dioxide coated synthetic phlogopite, titanium dioxide coated bismuth oxychloride, iron oxide mica titanium, bituminized mica titanium, carmine treated mica titanium, fish scale foil, Bright pigments such as 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 .; Organic pigments such as red 201, red 202, red 205, red 226, red 228, orange 203, orange 204, blue 404, yellow 401; Organic pigment
• the drying rate is increased, and a good product is obtained in terms of non-stickiness of the finish. Even better in terms of points.
• silicic anhydride those commonly used in cosmetics can be used, and those having an amorphous structure, those having a hydrophobic treatment, or those having a crystal structure can be suitably used.
• the size of the particles is not particularly limited, but is preferably 1 nm to 50 ⁇ m, more preferably 3 nm to 30 ⁇ m, when measured with a volume average particle diameter laser diffraction particle size distribution analyzer. When the amount is within this range, a material with a better feeling of use can be obtained.
• Examples of commercially available products include Cylisia 550, Cylicia 770, Cyrossphere C-1504 (manufactured by Fuji Silysia Chemical), AEROSIL200, AEROSIL300, AEROSILR972 (manufactured by Nippon Aerology Co., Ltd.), Nipsea E-220 (manufactured by Tosoh Silica), and the like. It is done.
• These silicic anhydrides can be used alone or in combination of two or more.
• the blending amount of the powder is not particularly limited.
• it is 0.01 to 25%, preferably 0.1 to 20%. Within this range, satisfactory results can be obtained in terms of imparting a decorative film with good color without fogging, color retention, and secondary adhesion prevention effects.
• the content is preferably 0.1 to 60%, and more preferably 0.5 to 45%. Within this range, coloring is possible, there is no stickiness at the finish, a uniform and high-strength coating film is formed, and the glossiness is excellent.
• coloring and sustainability are further excellent.
• the cosmetics for vaginal skin products having further excellent curling power and sustainability can be obtained.
• the blending amount of silicic acid anhydride in the powder is 3 to 100%, preferably 6 to 40 %.
• the lip cosmetic can further impart a plastic effect to the cycloalkyl group-containing acrylic copolymer of the present invention by containing a non-volatile hydrocarbon oil that is liquid at 25 ° C. And it is preferable at the point which produces the absence of a feeling of burden.
• the non-volatile hydrocarbon oil whose viscosity in 98.9 degreeC is 200 mm ⁇ 2 > / s is preferable.
• heavy liquid isoparaffin, polybutene, and polyisobutene are preferable.
• Examples of the commercially available products include Pearl Ream 18, Pearl Ream 24, Pearl Ream 46 (Nippon Yushi Co., Ltd.), Polybutene 100R, Polybutene 300R, Polybutene 2000H (Made by Idemitsu Kosan Co., Ltd.), and the like. Moreover, these can use 1 type (s) or 2 or more types as needed.
• the blending amount of the non-volatile hydrocarbon oil that is liquid at 25 ° C. is 0.5 to 50%, preferably 1 to 10%. Within this range, satisfactory results can be obtained in terms of color durability and no sense of burden.
• Oil agents other than volatile oils and non-volatile hydrocarbon oils that are liquid at 25 ° C As an oil agent other than a volatile oil agent and a non-volatile hydrocarbon oil that is liquid at 25 ° C., it can be used without particular limitation as long as it is an oil component usually used in cosmetics.
• the origin of animal oil, vegetable oil, synthetic oil, Regardless of properties such as solid oil, semi-solid oil, liquid oil, etc., hydrocarbons, fats and oils, waxes, hardened oils, ester oils, fatty acids, higher alcohols, silicone oils, fluorine oils, Lanolin derivatives, oily gelling agents and the like can be used. Specifically, the following 1 type (s) or 2 or more types can be used.
• Hydrocarbons such as liquid paraffin, ⁇ -olefin oligomer, squalane, petrolatum, ceresin wax, polyethylene wax, Fischer-Tropsch wax, paraffin wax, microcrystalline wax, ozokerite wax, ethylene propylene copolymer; Oils and fats such as olive oil, castor oil, mink oil, macadamia nut oil, and mole; Waxes such as beeswax, carnauba wax, candelilla wax, gay wax, montan wax; Rosin acid pentaerythritol ester, dipentaerythritol fatty acid ester, cholesterol fatty acid ester, N-lauroyl-L-glutamate di (cholesteryl behenyl octyldodecyl), isopropyl myristate, isopropyl palmitate, cetyl 2-ethylhexanoate, Esters such as octyldodecyl myri
• Film-forming dispersion a polymer having film-forming ability is emulsified in an aqueous solvent or a polymer dispersed in an oil-based solvent, and is usually used in cosmetics. There is no particular limitation, and any of them can be used.
• emulsions in an aqueous solvent include alkyl acrylate copolymer emulsions, alkyl acrylate / styrene copolymer emulsions, polyvinyl acetate emulsions, and vinylpyrrolidone / styrene copolymer emulsions, which are commercially available.
• Products include iodosol 32A707, iodosol GH810F, iodosol GH800F (manufactured by NSC Japan), plexitol B-500 (manufactured by ROHM GMBH), iodosol GH41F (manufactured by NSC Japan), vinibran 1080, vinibran 1128C, vinibran 1080M , Vinibrand 1080T, Vinibrand GV-5651, Vinibrand 1108S / W (Nissin Chemical Industry Co., Ltd.), ANTARA430 (produced by ISP).
• Examples of the dispersion in an oily solvent include an alkyl acrylate / styrene copolymer emulsion, and a commercially available product is Nissetsu U-3700A (manufactured by Nippon Carbide Industries Co., Ltd.).
• any surfactant that is generally used in cosmetics can be used.
• Nonionic surfactants any surfactant that is generally used in cosmetics can be used.
• anionic surfactants anionic surfactants
• cationic surfactants amphoteric surfactants, etc.
• examples of the nonionic surfactant include glycerin fatty acid ester and its alkylene glycol adduct, polyglycerin fatty acid ester and its alkylene glycol adduct, propylene glycol fatty acid ester and its alkylene glycol adduct, sorbitan fatty acid ester and its alkylene glycol addition.
• Sorbitol fatty acid ester and its alkylene glycol adduct polyalkylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyalkylene alkyl ether, glycerin alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene hydrogenated castor oil, lanolin alkylene Glycol adduct, polyoxyalkylene alkyl co-modified silicone, polyether-modified silicone And the like.
• anionic surfactant examples include inorganic and organic salts of fatty acids such as stearic acid and lauric acid, alkylbenzene sulfates, alkylsulfonates, ⁇ -olefinsulfonates, dialkylsulfosuccinates, ⁇ -sulfonated fatty acids.
• acylmethyl taurine salt polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl phenyl ether phosphate, N-acyl amino acid salt , O-alkyl substituted malates, alkylsulfosuccinates and the like.
• the cationic surfactant include alkylamine salts, polyamines and alkanolamine fatty acid derivatives, alkyl quaternary ammonium salts, and cyclic quaternary ammonium salts.
• amphoteric surfactants include amino acid type and betaine type carboxylic acid types, sulfate ester types, sulfonic acid types, and phosphate ester types, and those that are safe for the human body can be used.
• N, N-dimethyl-N-alkyl-N-carboxylmethyl ammonium betaine N, N-dialkylaminoalkylene carboxylic acid, N, N, N-trialkyl-N-sulfoalkylene ammonium betaine, N, N—
• the aqueous component may be any component that is soluble in water, for example, alcohols such as ethyl alcohol and isopropyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol Glycerols such as glycerin, diglycerin, polyglycerin; saccharides such as sorbitol, maltitol, sucrose, starch sugar, lactitol; guar gum, sodium chondroitin sulfate, sodium hyaluronate, gum arabic, sodium alginate, carrageenan, methylcellulose, hydroxy Water-soluble polymers such as ethyl cellulose, carboxymethyl cellulose, carboxyvinyl polymer, polyvinyl alcohol, polyvinyl pyrrolidone, sodium polyacrylate; Sodium, magnesium chloride, salts such as sodium lactate; aloe vera, witch hazel, hamamel
• humectant natural products such as guar gum, sodium chondroitin sulfate, sodium hyaluronate, gum arabic, sodium alginate, carrageenan; semi-synthetic products such as methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose; carboxyvinyl polymer, alkyl addition Synthetic compounds such as carboxyvinyl polymer, polyvinyl alcohol, polyvinyl pyrrolidone, sodium polyacrylate, and the like; other proteins, mucopolysaccharides, collagen, elastin, keratin and the like.
• UV absorbers examples include benzophenone-based, PABA-based, cinnamic acid-based, salicylic acid-based, 4-tert-butyl-4′-methoxydibenzoylmethane, and oxybenzone.
• antioxidant examples include ⁇ -tocopherol, Ascorbic acid and the like, cosmetic ingredients such as vitamins, anti-inflammatory agents, herbal medicines and the like, and antiseptics include paraoxybenzoic acid esters, phenoxyethanol, 1,2-pentanediol and the like, for example.
• the make-up cosmetic of the present invention is not particularly limited as a dosage form, and examples thereof include a water-in-oil type, an oil-in-water type, an oily type, and a powder type.
• the oily type is a cosmetic having a continuous phase of an oily component that is a liquid, semi-solid or solid oil agent or oil-soluble compound, and is substantially free of water.
• a form etc. can be suitably selected according to a use.
• the dosage form is not particularly limited, but an oily type or a water-in-oil type in which the outer phase is oily is preferable from the viewpoint of color retention and gloss.
• Shapes include solid, semi-solid, and liquid forms, and can be used as lipsticks, lip glosses, lip treatments, lip balms, lip bases for bases, lipstick overcoats, and the like.
• the eyeliner cosmetic is preferably an oily type.
• Examples of the form include liquid, semi-solid and solid.
• As the vaginal cosmetic an oily type is preferable.
• Examples of the form include liquid, semi-solid and the like, which can be used as mascara, mascara overcoat, mascara base, and the like.
• the mixture was refluxed for 3 hours for polymerization.
• Methanol was injected into the obtained reaction product to precipitate an acrylic copolymer, and the precipitate was filtered and dried under vacuum to obtain 27.4 g of a solid content of cycloalkyl group-containing acrylic copolymer.
• the weight average molecular weight in terms of polystyrene was 5.0 ⁇ 10 4 .
• Methanol was injected into the obtained reaction product to precipitate an acrylic copolymer, and the precipitate was filtered and dried under vacuum to obtain 13.4 g of a solid content of cycloalkyl group-containing acrylic copolymer.
• the weight average molecular weight in terms of polystyrene was 5.2 ⁇ 10 4 .
• Toluene was distilled off from the obtained reaction product by evaporation, followed by vacuum drying to obtain 26.6 g of a cycloalkyl group-containing acrylic copolymer solid content.
• the weight average molecular weight in terms of polystyrene was 6.7 ⁇ 10 4 .
• Methanol was injected into the obtained reaction product to precipitate an acrylic copolymer, and the precipitate was filtered and dried under vacuum to obtain 11.0 g of a cycloalkyl group-containing acrylic copolymer solid content.
• the weight average molecular weight in terms of polystyrene was 6.2 ⁇ 10 4 .
• the cycloalkyl group-containing acrylic copolymer of the present invention has good solubility in light liquid isoparaffin, and its film is highly transparent and hard, and is a film forming agent. As it turned out to be excellent.
• the five cycloalkyl group-containing acrylic copolymers described in Production Example 8 were also dissolved in light liquid isoparaffin to form a transparent film.
• the acrylic copolymers of Production Comparative Examples 1 to 5 did not dissolve in light liquid isoparaffin and were not suitable as a film forming agent.
• the acrylic-silicone graft polymer of Production Comparative Example 6 is a polymer described in Patent Document 1, but it is too soft to obtain a film with sufficient hardness, resulting in stickiness, tackiness, and nonuniform film. It was confirmed that there might be defects such as sex.
• Oily liquid lipstick having the composition shown in Table 3 was prepared by the following production method. Color retention over time, b. Secondary adhesion prevention effect, c. Shiny feeling, d. No sense of burden, e. The smooth usability was evaluated, and the results are also shown in Table 3.
• the oily liquid lipsticks of Examples 1 to 8 of the present invention have a color retention over time, an effect of preventing secondary adhesion, and gloss, compared to the oily liquid lipsticks of Comparative Examples 1 to 5. It was excellent in feeling of feeling, no feeling of burden, and smooth use feeling.
• Comparative Example 1 in which the cycloalkyl group-containing acrylic copolymer of the present invention is not blended, no film is formed, so that the color persistence is poor and the secondary adhesion preventing effect is not seen.
• Comparative Example 2 in which no volatile oil was blended, the decorative film could not form a sufficient film, and a satisfactory film was not obtained in terms of the effect of preventing secondary adhesion and lack of feeling of burden.
• Comparative Example 3 using an acrylic polymer instead of the cycloalkyl group-containing acrylic copolymer of the present invention, the uniformity of the decorative film is lacking.
• Comparative Example 4 in which trimethylsiloxysilicic acid was used instead of the acryl-containing copolymer, the cycloalkyl group-containing acryl-based copolymer of the present invention was free from the feeling of burden due to the lack of flexibility of the decorative film.
• Comparative Example 5 using a dispersion of an alkyl acrylate / styrene copolymer instead of lacquer, a cosmetic film lacking in flexibility and uniformity, and satisfactory in terms of glossiness and lack of burden is obtained. There wasn't.
• Oily stick lipstick (component) (%) (1) Polyethylene wax * 11 6 (2) Candelilla wax 6 (3) Cetyl tri-2-ethylhexanoate 30 (4) Cycloalkyl group-containing acrylic copolymer * 2 1 (5) Isododecane * 12 Residual amount (6) Trimethylsiloxysilicate solution * 5 1 (7) Decamethylcyclopentasiloxane 5 (8) PEG-9 Polydimethylsiloxyethyl dimethicone 1 (9) Silylated silicic acid * 13 2 (10) Bengala-coated mica titanium * 14 5 (11) Red No. 202 0.1 (12) Yellow No.
• Oily paste lip gloss (component) (%) (1) Dextrin palmitate 3 (2) Heavy liquid isoparaffin * 15 30 (3) Cycloalkyl group-containing acrylic copolymer solution * 16 50 (4) Isododecane * 11 Remaining amount (5) Titanium oxide-coated glass powder * 17 5 (6) Honey 0.01 * 15: Pearl Dream 18 (Nippon Yushi Co., Ltd.) * 16: 30% light fluid isoparaffin solution of the cycloalkyl group-containing acrylic copolymer (3) of Production Example 3 * 17: Metashine 1080RC-R (manufactured by Nippon Sheet Glass Co., Ltd.) (Production method) A: Components (1) to (4) are uniformly dissolved by heating at 95 ° C.
• Oily solid lip balm (component) (%) (1) Ceresin wax 18 (2) Vaseline 30 (3) Glyceryl 2-ethylhexanoate 5 (4) Polyglyceryl triisostearate 10 (5) Cycloalkyl group-containing acrylic copolymer * 18 1 (6) Acrylic copolymer containing cycloalkyl group * 19 1 (7) Isohexadecane * 20 Residual amount (8) Ethanol 0.5 (9) Polyethylene terephthalate, aluminum, epoxy laminated powder 1 (10) Titanium oxide * 21 0.1 (11) Tocopherol acetate 0.1 * 18: Cycloalkyl group-containing acrylic copolymer of Production Example 4 (4) * 19: Cycloalkyl group-containing acrylic copolymer of Production Example 5 (5) * 20: Isohexadecane (manufactured by Unikema) * 21: 5% perfluoropolyether treatment (production method) A: Components (1) to (7) are uniform
• Example 12 Water-in-oil paste lipstick (component) (%) (1) Dextrin palmitate 2 (2) ⁇ -olefin oligomer remaining amount (3) decamethylcyclopentasiloxane 5 (4) Polyoxyethylene / methylpolysiloxane copolymer 1 (5) Sorbitan sesquioleate 5 (6) Cycloalkyl group-containing acrylic copolymer * 22 0.5 (7) Isododecane * 12 1 (8) Purified water 20 (9) Red No.
• Example 13 Water-in-oil paste lipstick base (component) (%) (1) Dextrin palmitate 5 (2) ⁇ -olefin oligomer remaining amount (3) sorbitan sesquioleate 5 (4) Cycloalkyl group-containing acrylic copolymer * 23 0.5 (5) Isododecane * 12 1 (6) Purified water 10 (7) Red No. 218 0.05 (8) Nylon fiber 0.1 * 23: Cycloalkyl group-containing acrylic copolymer of Production Example 7 (7) (Production method) A: Components (1) to (5) are uniformly dissolved by heating at 95 ° C. B: Components (6) to (8) are added to A and emulsified.
• Eyeliner (oil-based liquid)
• An eyeliner having the formulation shown in Table 4 was prepared by the following method, and the following methods were used for the uniformity of the cosmetic film, the gloss effect as a cosmetic effect, the color development, the persistence of the cosmetic film, the non-bleeding and the no peeling off The sensory evaluation was performed. The results are also shown in Table 4.
• IP solvent 1620 made by Idemitsu Kosan Co., Ltd.
• 25 A cycloalkyl group-containing acrylic copolymer (1) of Production Example 1 dissolved in light liquid isoparaffin (IP solvent 1620) to give a 40% solution
• evaluation methods Using the sensory evaluation panel of 10 persons, each sample was evaluated in 7 grades using the absolute evaluation criteria for the following evaluation items a to e. Was used to determine. In Table 4, the determination and the average value of the scores are shown in parentheses. In addition, for the evaluation items d and e, after applying the sample along the contour of the eye, the panel was allowed to live a normal life, and the cosmetic effect after 12 hours was evaluated. (Evaluation item) a. Uniformity of decorative film b. Glossy c. Color development d. No blur (sustainability) e.
• the eye liners of Examples 14 to 17 which are products of the present invention can draw a smooth line compared with the eye liners of Comparative Examples 6 to 9, and thus the cosmetic film is uniform.
• the cosmetic effect was excellent in that it was glossy and colored, and it did not bleed or peel off after 12 hours. It had much better properties in all aspects.
• Comparative Example 6 in which polyisobutylene is used instead of the cycloalkyl group-containing acrylic copolymer of the present invention, it is difficult to make it evenly applied because of the smoothness during use. A satisfactory film was not obtained in terms of film uniformity and gloss.
• Comparative Example 7 using a trimethylsiloxysilicic acid solution instead of the cycloalkyl group-containing acrylic copolymer of the present invention, the cosmetic film has poor flexibility and cannot follow the movement of the eyes. As a result, a part of the decorative film peels off and the uniformity of the decorative film also deteriorates, so that a satisfactory result is not obtained in terms of gloss and color, and since it is smoother, it is difficult to draw There was a bug. Further, in Comparative Example 8 using pentaerythritol rosinate instead of the cycloalkyl group-containing acrylic copolymer of the present invention, there is a stickiness of the decorative film at the time of use, and the uniformity of the decorative film is deteriorated.
• Example 18 to 23 Instead of the cycloalkyl group-containing acrylic copolymer solution used in Example 14, the cycloalkyl group-containing acrylic copolymers (2) to (7) obtained in Production Examples 2 to 7 were used as light liquid isoparaffins ( When a 40% solution dissolved in IP solvent 1620) was used to evaluate the mascara obtained by the same production method as in Example 14, the cosmetic film was excellent in uniformity and had high gloss and color. It was excellent in durability of makeup effect without peeling or bleeding. Table 5 shows the prescription and the results.
• Example 24 Eyeliner (oil-based liquid) (Ingredient) (%) (1) Cycloalkyl group-containing acrylic copolymer solution * 33 10 (2) Dextrin palmitate 4 (3) Polyethylene wax 4 (4) Paraffin wax 2 (5) Methyl paraoxybenzoate 0.1 (6) Light liquid isoparaffin * 24 13.5 (7) Dimethyl distearyl ammonium hectorite * 34 2.5 (8) Propylene carbonate 0.5 (9) Decamethylcyclopentasiloxane * 35 Residual amount (10) Silicone compound-treated black iron oxide * 36 15 (11) sericite treated with fluorine compound * 30 5 (12) Fluorine compound treatment talc * 30 8 (13) Silicone compound-treated mica * 36 0.5 (14) Silylated silicic acid * 31 2 (15) Oil-soluble rosemary extract 0.1 * 33: A cycloalkyl group-containing acrylic copolymer (4) of
• A Components (1) to (6) are dissolved by heating.
• B Components (7) to (15) are added to A and mixed uniformly.
• C B was filled in a container to obtain an oily eyeliner.
• the oily-type liquid eyeliner obtained as described above was excellent in the uniformity of the cosmetic film, had a high gloss and color, and did not peel or bleed, and was excellent in the sustainability of the cosmetic effect.
• the water-in-oil type liquid eyeliner obtained as described above was excellent in the uniformity of the cosmetic film, had a high gloss and color development, and did not peel or bleed, and was excellent in the sustainability of the cosmetic effect. .
• IP solvent 1620 made by Idemitsu Kosan Co., Ltd.
• 44 A cycloalkyl group-containing acrylic copolymer (1) of Production Example 1 dissolved in light liquid isoparaffin (IP solvent 1620) to give a 40% solution
• evaluation methods Using the sensory evaluation panel of 10 people, each sample was evaluated on the following evaluation items (i) to (e) by (1) using 7 absolute evaluation criteria, and (2) 4-step criteria Was used to determine. In Table 6, the determination and the average value of the score are shown in parentheses.
• the evaluation item B was evaluated immediately after application, and for the evaluation items A, C, D, E, the sample was applied to the bag and the panel was allowed to live a normal life, and the cosmetic effect after 12 hours was evaluated. .
• evaluation item I. Persistence of glossiness b. Curl-up effect c. Curl keep effect d. Persistence of volume effect e.
• Example 30 had a considerable volume effect.
• Comparative Example 10 using a trimethylsiloxysilicic acid solution instead of the cycloalkyl group-containing acrylic copolymer solution of the present invention, a strong decorative film can be obtained, but flexibility cannot be obtained.
• the uniformity of the decorative film deteriorates over time, the glossy effect, curl-keep effect, and uniformity of the decorative film cannot be obtained, and the adhesive effect is also low, so the volume effect is also satisfactory.
• Comparative Example 12 in which a light fluid isoparaffin dispersion of an acrylic-styrene copolymer resin is used instead of the cycloalkyl group-containing acrylic copolymer solution of the present invention, since the smooth usability is insufficient, uniform It was difficult to adhere to the film, and satisfactory results were not obtained in terms of uniformity of the decorative film and glossiness. Further, since the strength of the decorative film is insufficient, a satisfactory cosmetic effect such as a curl-up effect and a curl-keep effect and its sustainability cannot be obtained.
• Examples 31 to 36 Instead of the cycloalkyl group-containing acrylic copolymer solution used in Example 26, the cycloalkyl group-containing acrylic copolymers (2) to (7) obtained in Production Examples 2 to 7 were used as light liquid isoparaffins ( When a mascara obtained by dissolving in IP solvent 1620) to give a 40% solution and evaluating the same production method as in Example 26 was evaluated, the uniformity of the cosmetic film was high, and the glossy feeling was also good. It was obtained and excellent in sustainability. Table 7 shows the prescription and the results.
• Example 37 Mascara (oil-in-water emulsified liquid) (Ingredient) (%) (1) Stearic acid 3 (2) Carnauba wax 1 (3) Beeswax 1 (4) Paraffin wax 1 (5) Cycloalkyl group-containing acrylic copolymer solution * 50 10 (6) Light liquid isoparaffin * 43 0.5 (7) Self-emulsifying glyceryl monostearate 1 (8) Sucrose fatty acid ester * 51 2 (9) Polyoxyethylene sorbitan monooleate (20EO) 1.3 (10) Sorbitan sesquioleate 0.5 (11) Black iron oxide 5 (12) Silicic anhydride * 52 0.1 (13) Silicic anhydride * 53 0.1 (14) Triethanolamine 1.2 (15) 1,3-butylene glycol 8 (16) 1,2-pentanediol 0.1 (17) Methyl paraoxybenzoate 0.2 (18) Polyalky
• Example 38 Mascara (oil-based liquid) (long rush type) (Ingredient) (%) (1) Cycloalkyl group-containing acrylic copolymer solution * 44 48.6 (2) Candelilla resin * 56 3 (3) Light liquid isoparaffin * 43 Residual amount (4) Dextrin palmitate 1.4 (5) Microcrystalline wax 2 (6) Ceresin 3 (7) Beeswax 2 (8) Trimethylsiloxysilicate solution * 45 1 (9) Dimethyl distearyl ammonium hectorite * 48 10 (10) Silicic anhydride * 52 7 (11) Silicic anhydride * 53 3 (12) Fluorine compound-treated black iron oxide * 57 5 (13) Fluorine compound-treated talc * 57 5 (14) Nylon fiber * 58 3 * 56: Candelilla resin E-1 (Nippon Natural Products) * 57: Treatment with 3% fluoroalkylalkoxysilane * 58: Nylon fiber 6.3T-2MM (manufactured by Chubu
• Example 40 Mascara substrate (oil-based liquid) (Ingredient) (%) (1) Dextrin palmitate 6 (2) Light liquid isoparaffin * 43 Residual amount (3) Isododecane 5 (4) Cycloalkyl group-containing acrylic copolymer solution * 61 50 (5) Mica titanium 3 (6) Dimethyl distearyl ammonium hectorite * 46 5 (7) Fumed silicic acid * 62 2 (8) Mica 3 (9) Titanium oxide coated glass powder 1 (10) Talc 20 * 61: A cycloalkyl group-containing acrylic copolymer (1) of Production Example 1 dissolved in light liquid isoparaffin (IP solvent 1620) to give a 15% solution * 62: AEROSIL R972 (manufactured by Aerosil Japan) (Manufacturing method) A: Components (1) to (4) are uniformly mixed and dissolved at 110 ° C., and components (5) to (10) are added and mixed uniformly.
• the oily-type mascara substrate obtained as described above is excellent in the uniformity of the cosmetic film, easy to apply overlaid with commercially available mascara, and has excellent cosmetic effects such as curl effect and volume effect and its sustainability. there were.
• the cycloalkyl group-containing acrylic copolymer of the present invention is characterized by being dissolved in a volatile oil such as light liquid isoparaffin, and the film has high film strength and is excellent in transparency, adhesion and water resistance. . Therefore, when the cycloalkyl group-containing acrylic copolymer of the present invention is blended in cosmetics, cosmetics having excellent gloss, adhesion, water resistance and extremely long-lasting makeup can be obtained, especially makeup cosmetics. It is suitable as. For example, as an eyeliner cosmetic, the cosmetic film is excellent in uniformity, has a high gloss and color, and is excellent in the sustainability of the makeup effect without bleeding or peeling.
• a cosmetic for wrinkles it is excellent in the curl effect and its sustainability, and is excellent in the uniformity and glossiness of the cosmetic film.
• a lip cosmetic it is excellent in the color retention with time and the secondary adhesion preventing effect, and is excellent in a feeling of gloss, a feeling of burden and a smooth feeling of use.

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