Oily cosmetic
By combining specific components like oil-soluble (meth)acrylic resin and non-volatile silicone oil, the cosmetic addresses issues of color retention and ease of application, achieving enhanced usability and uniformity in oil-based cosmetics.
Patent Information
- Application Number
- PCT/JP2024/044905
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-12-27
- Filing Date
- 2024-12-19
- Publication Date
- 2025-07-03
AI Technical Summary
Conventional oil-based cosmetics face issues with color retention, wrinkle covering effect, and ease of application due to volatile oil agent volatility and thin film formation, leading to a deteriorated feel and reduced usability.
Combining an oil-soluble (meth)acrylic resin, silicone resin, oil-phase thickener, volatile oil, and non-volatile silicone oil at specific ratios to create an oil-based cosmetic that enhances color retention, wrinkle covering, and formulation uniformity while improving ease of application.
The solution results in an oil-based cosmetic with excellent color retention, wrinkle covering effect, and improved ease of application, ensuring formulation uniformity and a smooth, glossy finish.
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Abstract
Description
Oil-based cosmetics
[0001] The present invention relates to an oily cosmetic preparation.
[0002] Makeup products such as lipstick, blush, and eyeshadow are items that impart color to application areas such as lips, cheeks, and eyelids, creating a glamorous finish. These products are often provided as oil-based cosmetics due to their vivid color and long-lasting color. In particular, in recent years, with the daily use of masks, there has been a demand for products that not only offer a pleasant feel when used, but also offer excellent color retention. Various studies have been conducted to realize such pleasant color retention and a pleasant feel when used. For example, a paste-like lip cosmetic has been developed that combines trimethylsiloxysilicate, hydrocarbon oil, dextrin fatty acid ester, and microcrystalline wax in specific proportions to provide excellent makeup retention, prevent secondary adhesion, and also spread easily upon application, provide a smooth feel when used, and leave a glossy finish (see, for example, Patent Document 1).
[0003] In addition, oil-based cosmetics have been developed that have excellent secondary adhesion resistance and good color retention without compromising usability or finish by combining an oil containing two or more hydroxyl groups in the molecule, a copolymer of an α-olefin having 18 or more carbon atoms and vinylpyrrolidone, a phenyl-modified silicone, and a volatile oil (see, for example, Patent Document 2).
[0004] JP 2015-101550 A International Publication No. 2020 / 196464 Pamphlet
[0005] However, the present inventors have noticed that when conventional oil-based cosmetic techniques are used to improve color retention, the volatility of volatile oils makes it difficult to move the application site, which tends to cause a feeling of strain and a poor usability, and that when color retention is improved, the product tends to become a thin film, which tends to reduce the wrinkle-covering effect. Therefore, an object of the present invention is to provide an oil-based cosmetic that has excellent color retention, excellent wrinkle-covering effect, ease of movement of the application site, and excellent formulation uniformity.
[0006] In light of these circumstances, the present inventors have conducted extensive research to solve the above-mentioned problems, and as a result have discovered that by combining an oil-soluble (meth)acrylic resin, a silicone resin, an oil phase thickener, a volatile oil, and a non-volatile silicone oil that is liquid at 25°C in an oil-based cosmetic, it is possible to obtain an oil-based cosmetic that has excellent color retention, an excellent wrinkle-covering effect, is easy to move the application site, and has excellent formulation uniformity, and have thereby completed the present invention.
[0007] The present invention can provide an oil-based cosmetic comprising the following components (A) to (E): (A) an oil-soluble (meth)acrylic resin, (B) a silicone resin, (C) an oil phase thickener, (D) a volatile oil agent, and (E) a non-volatile silicone oil that is liquid at 25°C, wherein the mass ratio of the total content of components (A) and (B) to component (E), [(A) + (B)] / (E), is 0.5 to 2.8.
[0008] The component (C) may be one or more selected from the group consisting of fumed silica, organically modified clay minerals, and dextrin fatty acid esters. The component (E) may contain a phenyl-modified silicone. The mass ratio (A) / (B) of the component (A) to the component (B) may be 0.3 to 3. The total content of the components (A) and (B) may be 4 to 40 mass%. The component (A) may be a cycloalkyl group-containing (meth)acrylic copolymer and / or a (meth)acrylic-silicone copolymer. The cycloalkyl group-containing (meth)acrylic copolymer may be a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer. The (meth)acrylic-silicone copolymer may be an (acrylates / dimethicone) copolymer. The component (B) may be polymethylsilsesquioxane and / or trimethylsiloxysilicate. The oil-based cosmetic may be in a liquid form. The oil-based cosmetic may be a lip cosmetic.
[0009] According to the present invention, it is possible to provide an oil-based cosmetic that has excellent color retention, excellent wrinkle covering effect, ease of application to the area, and excellent formulation uniformity.
[0010] Preferred embodiments for implementing the present technology will be described below. The embodiments described below are examples of typical embodiments of the present technology, and the scope of the present technology will not be narrowly interpreted thereby. In this specification, percentages are expressed by mass (mass / mass%) unless otherwise specified. In addition, the upper limit (or less) and lower limit (or more) of each numerical range (to) can be arbitrarily combined as desired. In addition, the quantitative ratio of the content or content mass ratio can be appropriately adopted as the quantitative ratio of the usage amount or usage content ratio.
[0011] In this specification, the contents of each configuration and each method (each component, each quantitative ratio, etc.) explained in any of the sections such as "1." and "2." may be omitted as appropriate in the explanation of each section, and the present technology or components explained in other sections may be adopted and applied as appropriate in the explanation of each section (each configuration, each method, etc.).
[0012] 1. Oil-based cosmetic according to the present technology The present inventors have studied the technology of conventional oil-based cosmetics, and have set as their main objective the provision of an oil-based cosmetic that has excellent color retention, an excellent wrinkle-covering effect, excellent ease of application of the application site, and excellent formulation uniformity.
[0013] As will be shown in the Examples below, the present inventors have been able to provide an oil-based cosmetic that has excellent color retention, excellent wrinkle-covering effects, and excellent ease of application by combining component (A) an oil-soluble (meth)acrylic resin, component (B) a silicone resin, component (C) an oil phase thickener, component (D) a volatile oil, and component (E) a non-volatile silicone oil that is liquid at 25° C. Furthermore, while conventional oil-based cosmetics can sometimes suffer from separation between the oil and the resin, resulting in poor formulation uniformity, the present technology has also been able to effectively demonstrate the effect of excellent formulation uniformity.
[0014] For these reasons, the present technology uses specific ratios of oil-soluble (meth)acrylic resin and silicone resin, and non-volatile silicone oil that is liquid at 25°C, as well as an oil phase thickener and a volatile oil, thereby making it possible to provide oil-based cosmetics that have excellent color retention, wrinkle covering effects, ease of application, and other usability features, as well as excellent formulation uniformity.
[0015] That is, the oil-based cosmetic according to the present technology can contain the following components (A) to (E): (A) an oil-soluble (meth)acrylic resin, (B) a silicone resin, (C) an oil phase thickener, (D) a volatile oil, and (E) a non-volatile silicone oil that is liquid at 25°C. In a preferred embodiment, the component (A) oil-soluble (meth)acrylic resin and the component (B) silicone resin are used in a specific content mass ratio, and more preferably, the mass ratio of the total content of the components (A) and (B) to the component (E), [(A) + (B)] / (E), is 0.5 to 2.8. Furthermore, the oil-based cosmetic according to the present technology preferably uses the component (A) oil-soluble (meth)acrylic resin and the non-volatile silicone oil in a specific ratio.
[0016] 1-1. Component (A): Oil-Soluble (Meth)acrylic Resin The component (A) oil-soluble (meth)acrylic resin used in this embodiment is not particularly limited, but can be an oil-soluble (meth)acrylic resin used in cosmetics, etc., and can be a commercially available product or can be obtained appropriately by a known production method (see, for example, Patent Document 3: JP 2010-202527 A and Patent Document 4: JP 2009-046662 A). The use of component (A) improves the color retention and wrinkle covering effect of oil-based cosmetics. Component (A) preferably has film-forming ability, more preferably is an oil-soluble film-forming resin, and more preferably is soluble in an oil such as a volatile oil and capable of forming a film.
[0017] The term "resin" as used herein encompasses adhesive substances obtained from tree bark and polymeric compounds, and includes natural resins, semi-synthetic resins, synthetic resins, and other resins that can be commonly used in cosmetics or topical skin preparations, regardless of their origin. The term "oil-soluble" in "oil-soluble resin" as used herein refers to the property of being soluble in an oil or of swelling and uniformly dispersing in an oil. Furthermore, the term "(meth)acrylic acid" as used herein refers to "acrylic acid" and / or "methacrylic acid," and the term "(meth)acrylate" refers to acrylate and / or methacrylate.
[0018] The "(meth)acrylic resin" of component (A) oil-soluble (meth)acrylic resin means a resin having a main chain composed of structural units derived from (meth)acrylic acid which may have a substituent, and may optionally have one or more types of chains selected from silicone chains, alkyl chains, etc., on the side chains. The "(meth)acrylic acid-derived" in the structural units derived from (meth)acrylic acid which may have a substituent may be derived from a (meth)acrylic acid monomer, a (meth)acrylic acid oligomer, or a (meth)acrylic acid polymer. From the viewpoints of color retention and wrinkle covering effect of oil-based cosmetics, component (A) is preferably a (meth)acrylic copolymer. The (meth)acrylic copolymer is preferably a copolymer obtained by polymerizing a (meth)acrylic acid compound which may have a substituent and a compound having a polymerizable group (hereinafter also referred to as a "polymerizable compound"). The polymerizable compound is other than the (meth)acrylic acid compound which may have a substituent. The "compound" of the polymerizable compound and the (meth)acrylic acid compound may be one or more selected from monomers, oligomers, and polymers. The copolymer in this embodiment may be any of random copolymerization, alternating copolymerization, block copolymerization, and graft copolymerization. Of these, random copolymerization or graft copolymerization is preferred in this embodiment. The polymerization mechanism in this embodiment may be radical copolymerization, ionic copolymerization, or co-condensation, with radical copolymerization being preferred.
[0019] More preferred embodiments of component (A) include, for example, a cycloalkyl group-containing (meth)acrylic copolymer, a (meth)acrylic-silicone copolymer, etc., and one or more selected from these are preferred. Component (A) preferably contains a cycloalkyl group-containing (meth)acrylic copolymer and / or a (meth)acrylic-silicone copolymer.
[0020] <Cycloalkyl Group-Containing (Meth)Acrylic Copolymer> The "cycloalkyl group-containing (meth)acrylic copolymer" used in this embodiment is preferably a (meth)acrylic copolymer containing at least component (a1) a cycloalkyl group-containing structural unit derived from (meth)acrylic acid, from the viewpoint of the color retention and wrinkle-covering effect of oil-based cosmetics. The cycloalkyl group-containing (meth)acrylic copolymer is preferably an acrylic copolymer obtained by polymerizing a monomer containing component (a1) a cycloalkyl group-containing (meth)acrylate and component (a2) a (meth)acrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms and / or (a3) an organopolysiloxane macromonomer containing a radically polymerizable group at one end. Furthermore, the cycloalkyl group-containing (meth)acrylic copolymer may be a (meth)acrylic copolymer composed of component (a1) and component (a2), or may be a (meth)acrylic copolymer composed of component (a2) and component (a3). Among these, a (meth)acrylic copolymer obtained by polymerizing a polymerizable monomer containing component (a1) and component (a2) is more preferred. Furthermore, the cycloalkyl group-containing (meth)acrylic copolymer is preferably a cycloalkyl group-containing (meth)acrylic copolymer containing a structural unit derived from component (a1) and a structural unit derived from component (a2), and the (meth)acrylic copolymer is preferably a random copolymer.
[0021] In a preferred embodiment of the cycloalkyl group-containing (meth)acrylic copolymer, the amount of component (a1) a cycloalkyl group-containing (meth)acrylate in the total amount of constituent monomers is not particularly limited. However, from the viewpoint of color retention and wrinkle-covering effect of oil-based cosmetics, a preferred lower limit is preferably 40% or more, more preferably 50% or more, even more preferably 60% or more, and even more preferably 70% or more, and a preferred upper limit is preferably 95% or less, more preferably 90% or less, and even more preferably 80% or less. In this case, the total amount of monomers other than component (a) (preferably component (a2)) is an amount (parts by mass / parts by mass) that, when added to the amount of component (a1), makes the total amount of constituent monomers 100%. In this case, a preferred quantitative ratio is that component (a1) is preferably cyclohexyl (meth)acrylate (more preferably cyclohexyl acrylate), and component (a2) is preferably a (meth)acrylate having an alkyl group (preferably having 4 to 10 carbon atoms). In this case, the alkyl group in component (a2) is preferably branched, more preferably a branched alkyl group (having 6 to 10 carbon atoms), and component (a2) is preferably 2-ethylhexyl(meth)acrylate, more preferably 2-ethylhexyl acrylate. In this embodiment, "monomer" may be replaced with "polymerizable compound (monomer, oligomer, polymer)" and the polymerizable compound and the blending amount thereof may be appropriately adopted.
[0022] In a more preferred embodiment of the cycloalkyl group-containing (meth)acrylic copolymer, the amount of component (a1) monomer is 40 or 50% by mass or more (preferably 50 to 90% by mass), and the amount of component (a2) monomer and / or (a3) monomer is 60 or 50% by mass or less (preferably 10 to 50% by mass) of the total amount of constituent monomers, and / or the copolymer is soluble in light liquid isoparaffin at 25° C. in an amount of at least 30% by mass. In a preferred embodiment, the weight average molecular weight of the cycloalkyl group-containing (meth)acrylic copolymer as determined by GPC analysis (polystyrene equivalent) is 1.0×10 4 ~2.0 x 10 5 It is preferable that:
[0023] The cycloalkyl group-containing (meth)acrylic copolymer can be obtained, for example, by polymerizing component (a1), component (a2), component (a3), and optionally any optional component; or component (a1), component (a2), and optionally any optional component; or component (a1), component (a3), and optionally any optional component, in the presence of an organic solvent but in the absence of water. More specifically, suitable examples include an acrylic copolymer obtained by polymerizing 50 to 90% of component (a1) with 10 to 50% of component (a2); an acrylic copolymer obtained by polymerizing 50 to 90% of component (a1) with 10 to 50% of component (a3); and an acrylic copolymer obtained by polymerizing 50 to 90% of component (a1) with a total of 10 to 50% of components (a2) and (a3). In this embodiment, light liquid isoparaffin is a mixture of hydrocarbons mainly composed of isoparaffin. Among them, the one used as the standard for solubility of at least 30% at 25°C is a petroleum product distillation test method specified in JIS K2254, which has an initial boiling point of 166°C, a distillation end point of 202°C, and a kinematic viscosity at 37.8°C of 1.28mm. 2 / s.
[0024] Among the constituent monomers of the cycloalkyl group-containing acrylic copolymer (A) used in this embodiment, the cycloalkyl group-containing acrylate and / or methacrylate of component (a1) is preferably a lipophilic polymerizable monomer that forms a skeleton capable of forming a water-resistant, transparent, and hard film. Component (a1) is not particularly limited, but examples thereof include cyclohexyl acrylate, cyclohexyl methacrylate, dicyclopentanyl acrylate, dicyclopentanyl methacrylate, tricyclodecyl acrylate, tricyclodecyl methacrylate, tricyclodecanyl acrylate, and tricyclodecanyl methacrylate, and these can be used alone or in combination. Of these, cyclohexyl (meth)acrylate is preferred, and cyclohexyl methacrylate is more preferred from the viewpoint of its good radical polymerizability, high yield, and ability to produce a copolymer with a glass transition temperature suitable for forming a hard film.
[0025] Among the constituent monomers of the cycloalkyl group-containing acrylic copolymer (Component (A) used in this embodiment), the acrylate and / or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms (Component (a2)) is preferably a lipophilic polymerizable monomer, and more preferably one that forms a skeleton that imparts flexibility and adhesiveness to the coating and increases solubility in light liquid isoparaffin. Component (a2) is not particularly limited, but examples include octyl acrylate, octyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isononyl acrylate, isononyl methacrylate, lauryl acrylate, and lauryl methacrylate, and these can be used alone or in combination of two or more. Of these, 2-ethylhexyl (meth)acrylate and / or lauryl (meth)acrylate are preferred, and among these, 2-ethylhexyl methacrylate and / or lauryl methacrylate are more preferred, and among these, 2-ethylhexyl methacrylate is preferred from the viewpoint of being able to improve solubility.
[0026] Among the constituent monomers of the cycloalkyl-containing acrylic copolymer (A) used in this embodiment, the organopolysiloxane macromonomer (a3) containing a radically polymerizable group at one end can be an ester compound in which an organopolysiloxane is linked to acrylic acid or methacrylic acid via a divalent hydrocarbon group, and a specific example can be an organopolysiloxane macromonomer represented by the following general formula (1). These can be used alone or in combination of two or more. As component (a3), an organopolysiloxane macromonomer containing a radically polymerizable group at one end is more preferred from the viewpoints of imparting water resistance to the coating and increasing solubility in light liquid isoparaffin.
[0027]
[0028] In the formula (1), m is 1 to 10, preferably 1 to 4, and more preferably 3; n is an integer of 0 to 200; R 1 represents hydrogen or a methyl group, and R 2 ~R 8 are the same or different and represent alkyl groups having 1 to 5 carbon atoms. 2 ~R 7 is preferably a methyl group, and R 8 is preferably an alkyl group having 1 to 5 carbon atoms. The alkyl group may be linear, branched, or cyclic.
[0029] A more preferred embodiment is a dimethylpolysiloxane macromonomer represented by general formula (2).
[0030]
[0031] In the formula (2), n is an integer of 0 to 200, R 1 represents hydrogen or a methyl group, and R 8 is R in the formula (1) 8 and represents an alkyl group having 1 to 5 carbon atoms.
[0032] Here, in the formula (1) and the formula (2), R 1 is hydrogen or a methyl group, and R 8represents a repeating unit of an alkyl group having 1 to 5 carbon atoms or a dimethylpolysiloxane group, and n is preferably 0 to 200, since sufficient water resistance and a transparent and uniform film can be obtained. n is more preferably 5 to 150, from the viewpoint of obtaining water resistance and a uniform film.
[0033] The cycloalkyl group-containing acrylic copolymer component (A) used in this embodiment preferably contains the above-mentioned component (a1) and component (a2) and / or component (a3) as constituent monomers. In this case, a cycloalkyl group-containing acrylic copolymer obtained by polymerizing 50 to 90% of component (a1) with 10 to 50% of component (a2) is preferred, as it forms a flexible yet relatively hard coating. An acrylic copolymer obtained by polymerizing 50 to 90% of component (a1) with 10 to 50% of component (a3) is preferred, as it forms a coating that is particularly water-resistant. A cycloalkyl group-containing acrylic copolymer obtained by polymerizing 50 to 90% of component (a1) with a total of 10 to 50% of components (a2) and (a3) is preferred, as it forms a coating that is particularly hard and water-resistant.
[0034] The cycloalkyl group-containing acrylic copolymer of component (A) used in this embodiment may contain polymerizable monomers other than the above components (a1) to (a3) as constituent monomers, as long as the effects of the present technology are not impaired. The polymerizable monomers other than components (a1) to (a3) are not particularly limited, but examples thereof include styrene, substituted styrene, vinyl acetate, acrylic acid, methacrylic acid, acrylic acid esters and methacrylic acid esters other than the above, maleic anhydride, maleic acid esters, fumaric acid esters, vinyl chloride, vinylidene chloride, ethylene, propylene, butadiene, acrylonitrile, fluorinated olefins, acrylamide, methacrylamide, methylacrylamide, methylmethacrylamide, dimethylmethacrylamide, N-isopropylacrylamide, N-vinylpyrrolidone, N-vinylacetamide, t-butyl acrylate, t-butyl methacrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, dimethylaminoethyl methacrylate, dimethylaminoethyl methacrylamide, and 2-acrylamido-2-dimethylpropanesulfonate.
[0035] The blending ratio of the constituent monomer components (a1) to (a3) of the cycloalkyl group-containing acrylic copolymer of component (A) used in this embodiment and the optional polymer monomer is as follows: the blending amount of component (a1) is preferably 50 to 90% of the total constituent monomers, more preferably 50 to 80%, with 50% or more being preferred from the viewpoint of obtaining a film of appropriate hardness, and 90% or less being preferred from the viewpoint of good solubility in light liquid isoparaffin. The blending amount of component (a2) is preferably 10 to 50% of the total constituent monomers, more preferably 15 to 45%, with 10% or more being preferred from the viewpoint of good solubility in light liquid isoparaffin, and 50% or less being preferred from the viewpoint of obtaining a film of sufficient hardness, and also easily improving stickiness, tackiness, and film non-uniformity. The amount of component (a3) is preferably 10 to 50% of the total amount of the constituent monomers, more preferably 15 to 45%, with 10% or more being preferred from the viewpoint of good solubility in light liquid isoparaffin, and 50% or less being preferred from the viewpoint of obtaining a film of appropriate hardness, and easily improving stickiness, tackiness, film non-uniformity, etc. Furthermore, when component (a2) and component (a3) are used in combination, the total amount is preferably 10 to 50%, more preferably 15 to 45%, and the total amount of component (a2) and component (a3) is 50% or less being preferred from the viewpoint of obtaining a film of appropriate hardness, and easily improving stickiness, tackiness, film non-uniformity, etc. Furthermore, a total amount of 10% or more being preferred from the viewpoint of good solubility in light liquid isoparaffin. The amount of the optional components is preferably 30% or less of the total amount of the constituent monomers, more preferably 20% or less, and may be, for example, 0%, or may be from 0.01 to 10%.
[0036] The weight average molecular weight of the cycloalkyl group-containing acrylic copolymer of component (A) used in this embodiment is not particularly limited, but is preferably 1.0 × 10 4 ~2.0 x 10 5The weight-average molecular weight can be measured by GPC analysis, and it is preferable to use a linear polystyrene standard as the standard. For the GPC analysis, tetrahydrofuran may be used as the eluent, and a calibration curve prepared with a linear polystyrene standard and a refractive index detector may be used. When the weight-average molecular weight of the cycloalkyl group-containing acrylic copolymer of component (A) is 1.0 × 10 4 The above is preferable from the viewpoint of film forming property, and 2.0 × 10 5 The following are preferred from the viewpoint of uniformity of the coating and can also prevent the dissolution viscosity in light liquid isoparaffin from becoming too high. The volatile oil used as the solvent is included in the volatile oil of component (D).
[0037] The cycloalkyl group-containing (meth)acrylic copolymer of component (A) used in this embodiment can be obtained by random polymerization using the above components (a1) to (a3) and, if necessary, other optional polymer monomers as constituent monomers in the presence of an organic solvent (in the absence of water) using a known polymerization method. Polymerization can be carried out in the presence of a radical polymerization initiator, such as, but not limited to, organic peroxides such as benzoyl peroxide and lauroyl peroxide, azo compounds such as α,α'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), and 2,2'-azobis(2-methylbutyronitrile), or persulfate polymerization initiators such as potassium persulfate and ammonium persulfate. Methods such as solution polymerization, suspension polymerization, bulk polymerization, and precipitation polymerization can be used. Of these, solution polymerization is particularly preferred because it allows for easy adjustment of the molecular weight of the resulting (meth)acrylic copolymer to an optimal range.
[0038] Examples of organic solvents used in the polymerization of the cycloalkyl group-containing (meth)acrylic copolymer of component (A) used in this embodiment 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, and alcohols such as isopropanol, ethanol, and methanol, and these can be used alone or in combination of two or more. Polymerization can also be carried out in paraffinic solvents such as light liquid isoparaffin, isododecane, and isohexadecane.
[0039] The polymerization reaction temperature for the cycloalkyl group-containing (meth)acrylic copolymer, component (A), used in this embodiment is not particularly limited as long as it is within a temperature range in which a typical radical polymerization initiator can be used, but 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 polymerizable compound or monomer, and the reaction temperature, but is usually carried out for 2 to 24 hours.
[0040] Of the cycloalkyl group-containing (meth)acrylic copolymers used as component (A) in this embodiment, a (cyclohexyl (meth)acrylate / ethylhexyl (meth)acrylate) crosspolymer is preferred. Of the cycloalkyl group-containing (meth)acrylic copolymers used as component (A) in this embodiment, one or more copolymers selected from the cycloalkyl group-containing (meth)acrylic copolymers obtained in Production Examples 1 to 8 shown in [Examples] are more preferred, but these do not limit this embodiment in any way.
[0041] The cycloalkyl group-containing (meth)acrylic copolymer used in this embodiment, component (A), can be dissolved in the paraffinic solvent used in the reaction, or, if necessary, can be diluted with oils such as other hydrocarbons, esters, triglycerides, or can be solvent-substituted with other oils. Such oil-soluble cycloalkyl group-containing (meth)acrylic copolymer compositions are also encompassed by component (A) of the present technology. Furthermore, the (meth)acrylic copolymer can be extracted as a solid by removing the solvent from the solution, and the resulting acrylic copolymer can be dissolved in light liquid isoparaffin and used as a (meth)acrylic copolymer solution. Two or more of the above-mentioned (meth)acrylic copolymers and their solutions can also be used as a mixture.
[0042] The solubility of the component (A) used in this embodiment, a cycloalkyl group-containing (meth)acrylic copolymer, is in a light liquid isoparaffin (having a distillation property of an initial boiling point of 166°C and a distillation end point of 202°C according to the petroleum product distillation test method specified in JIS K2254, and a kinematic viscosity at 37.8°C of 1.28 mmHg). 2 When a solvent having a solubility of 100% or more (e.g., 100% or more of a soluble component) is used, it is desirable that the solvent dissolve at least 30% at 25° C. By exhibiting this solubility, it is possible to form a coating that is uniform, transparent, and has high coating strength.
[0043] <(Meth)acrylic-Silicone Copolymer> The "(meth)acrylic-silicone copolymer" used in this embodiment is preferably a copolymer having the properties of both a (meth)acrylic acid group and an organopolysiloxane group, more preferably a copolymer having the properties of both a (meth)acrylic acid group and a dimethylpolysiloxane group. A (meth)acrylic-silicone graft copolymer is more preferred. The structure is not particularly limited, but the copolymer may be a linear block copolymer or a crosslinked polymer in which dimethylpolysiloxane groups and (meth)acrylic acid groups are alternately bonded, or a copolymer having a (meth)acrylic acid main chain and dimethylpolysiloxane groups on its side chains. The dimethylpolysiloxane group may be linear or branched, or may be co-modified with an organic group such as an alkyl group. The dimethylpolysiloxane group may be linear or branched, or may be co-modified with an organic group such as an alkyl group. The state of the copolymer is not particularly limited, but it is more preferred to use a copolymer that is liquid at 25°C. The (meth)acrylic-silicone copolymer is preferably a graft copolymer having, as the main chain, a structural unit derived from (meth)acrylic acid which may have a substituent, and more preferably a graft copolymer further having, in the side chain, a dimethylpolysiloxane group with a linear or branched structure.
[0044] The (meth)acrylic-silicone graft copolymer is a radical polymer of an organopolysiloxane compound (I) having a radically polymerizable group at one end of the molecular chain and a radically polymerizable monomer (II) mainly composed of acrylate and / or methacrylate, and examples thereof include those described in Patent Document 5: JP-A-2013-103885 and Patent Document 6: JP-A-2-25411, etc. Furthermore, (III) acrylic acid and / or methacrylic acid can also be polymerized as a further monomer.
[0045] The organopolysiloxane compound (I) having radical polymerizability at one end of the molecular chain in the graft copolymer may be, for example, a compound represented by the following general formula (3).
[0046]
[0047] R 9 R is preferably a methyl group or a hydrogen atom. 10 Preferred are divalent saturated hydrocarbon groups having 1 to 10 carbon atoms and a linear or branched carbon chain, optionally interrupted by one or two ether bonds, such as -CH 2 -, -(CH 2 ) 3 -, -(CH 2 ) 6 -, -(CH 2 ) 8 -, -(CH 2 ) 10 -, -CH 2 CH (CH 3 ) CH 2 -, -CH 2 CH 2 OCH 2 CH 2 CH 2 -, -CH 2 CH 2 OCH 2 CH (CH 3 ) CH 2 -, -CH 2 CH 2 OCH 2 CH 2 OCH 2 CH 2 CH 2 - and the like are examples. 11 may be the same or different, and are a methyl group, a butyl group, or an —OSi(CH 3 ) 3 l: preferably 1 to 300, more preferably 5 to 100.
[0048] The radically polymerizable monomer (II) mainly composed of an acrylate and / or methacrylate in the graft copolymer refers to a compound having one radically polymerizable unsaturated bond in the molecule. Examples of the acrylate and / or methacrylate used include alkyl (meth)acrylates such as methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate; hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; and perfluoroalkyl (meth)acrylates having 1 to 10 fluorocarbon chains. One or more selected from these can be used. The alkyl group may be linear or branched, and the number of carbon atoms in the alkyl group is preferably 1 to 30, more preferably 1 to 22, and even more preferably 1 to 8.
[0049] The copolymerization of the dimethylpolysiloxane compound (I) having a radically polymerizable group at one end of the molecular chain in the graft copolymer with the radically copolymerizable monomer (II) mainly composed of an acrylate and / or methacrylate is carried out in the presence of a conventional radical polymerization initiator such as benzoyl peroxide, lauroyl peroxide, or azobisisobutyronitrile, for example, at a polymerization ratio ((I) / (II)) in the range of 1 / 19 to 2 / 1, and any of solution polymerization, emulsion polymerization, suspension polymerization, and bulk polymerization can be applied.
[0050] The (meth)acrylic-silicone copolymer is not particularly limited, but examples include (acrylates / dimethicone) copolymer, (acrylates / stearyl acrylate / dimethicone methacrylate) copolymer, (acrylates / ethylhexyl acrylate / dimethicone methacrylate) copolymer, and (acrylates / behenyl acrylate / dimethicone methacrylate) copolymer, and one or more selected from these can be used. Commercially available products include KP-540, KP-541, KP-545L, KP-550, KP-545, KP-562, and KP-561P (manufactured by Shin-Etsu Chemical Co., Ltd.). Of these, acrylic-silicone copolymers are preferred, and (acrylates / dimethicone) copolymer is more preferred. The copolymer is preferably a graft copolymer of acrylic polymer and dimethylpolysiloxane, known as (acrylates / dimethicone) copolymer (INCI name). The volatile oil used as the solvent is included in the volatile oil of component (D).
[0051] <Suitable Aspects of Component (A)> The oil-soluble (meth)acrylic resin of component (A) is preferably a resin containing at least a structural unit derived from (meth)acrylic acid, which may have a substituent, in the main chain of the molecule. Of component (A), a cycloalkyl group-containing (meth)acrylic resin and / or a (meth)acrylic-silicone resin (preferably a (meth)acrylic-silicone graft copolymer resin having a structural unit derived from (meth)acrylic acid, which may have a substituent, in the main chain) is preferred, and of these, a cycloalkyl group-containing (meth)acrylic resin is preferred. It is preferable to incorporate one or more of these into the oil-soluble (meth)acrylic resin. Furthermore, of component (A), a (cyclohexyl methacrylate / ethylhexyl (meth)acrylate) crosspolymer and / or a ((meth)acrylate / dimethicone) copolymer is preferred, and a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer and / or an (acrylates / dimethicone) copolymer is more preferred.
[0052] The content of component (A) is not particularly limited, but a suitable lower limit relative to the total amount of the oil-based cosmetic is preferably 4% or more, more preferably 6% or more, even more preferably 8% or more, and even more preferably 10% or more, and a suitable upper limit is preferably 21% or less, more preferably 19% or less, even more preferably 18% or less, more preferably 17% or less, and even more preferably 15% or less. A suitable numerical range for the content of component (A) relative to the total amount of the oil-based cosmetic is preferably 4 to 21%, more preferably 8 to 18%, and even more preferably 10 to 15%. This can improve the wrinkle covering effect, formulation uniformity, ease of application, and color retention. In a preferred embodiment, the content of the cycloalkyl group-containing (meth)acrylic copolymer and / or (meth)acrylic-silicone copolymer (preferably a (meth)acrylic-silicone graft copolymer having as its main chain a structural unit derived from (meth)acrylic acid which may have a substituent) is not particularly limited, but the upper and / or lower limit values of the respective numerical values shown above in "Content of component (A)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and is preferably 4 to 21%, more preferably 8 to 18%, and even more preferably 10 to 15%, relative to the total amount of the oil-based cosmetic. In a more preferred embodiment, the content of the (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer and / or (acrylates / dimethicone) copolymer is not particularly limited, but the upper and / or lower limit values of each of the numerical values shown above in "Content of component (A)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and is preferably 4 to 21%, more preferably 8 to 18%, and even more preferably 10 to 15%, relative to the total amount of the oil-based cosmetic.
[0053] 1-2. Component (B) Silicone resin
[0054] The silicone resin component (B) used in this embodiment is not particularly limited as long as it is a silicone-based resin other than the above-mentioned component (A), but silicone resins typically used in cosmetics and the like can be used, and can be obtained as appropriate from commercially available products or known manufacturing methods (Patent Document 7: JP 2011-213669 A, Patent Document 8: JP 2007-269689 A, etc.). The use of component (B) improves the ease of movement of the applied area. Component (B) preferably has film-forming ability, more preferably is an oil-soluble film-forming resin, and more preferably is soluble in an oil such as a volatile oil and capable of forming a film.
[0055] Component (B) is preferably a resin having a silicone skeleton and having a silicone skeleton in the main chain or side chain. Specific examples of component (B) include trimethylsiloxysilicate, polyalkylsilsesquioxane, and acrylic silicone resins other than component (A), and these can be used alone or in combination of two or more. From the viewpoint of ease of movement of the applied portion, component (B) silicone resin is preferably one or more selected from MQ resins and MT resins, and among these, MQ resins and / or MT resins are more preferred, and MT resins are even more preferred. Generally, MQ resins are RSiO 0.5 (M units) and SiO 2 (Q units), and MT resin is RSiO 1.5 (T unit) and R 3 SiO 0.5 (M units). It is preferable that R of the M units, R of the T units, and R of the Q units each represent a substituted or unsubstituted monovalent hydrocarbon group.
[0056] Trimethylsiloxysilicate is also called MQ resin because it is composed of a combination of M units and Q units. Polymethylsilsesquioxane, a type of polyalkylsilsesquioxane, is also called MT resin because it is composed of a combination of M units and T units. In this embodiment, these resins may be partially substituted, and examples of the functional group to be substituted include a fluoro group, a phenyl group, and an alkyl group. These may be used alone or in combination of two or more. Specific examples include trimethylsiloxysilicate, polymethylsilsesquioxane, and polyvinylpyrrolidone-modified methylpolysiloxane. Polymethylsilsesquioxane may be modified, such as fluoro-modified polymethylsilsesquioxane. Trimethylsiloxysilicate may also be modified, such as fluoro-modified trimethylsiloxysilicate (e.g., trifluoroalkyldimethyltrimethylsiloxysilicate).
[0057] Among the silicone resins of component (B), polymethylsilsesquioxane and / or trimethylsiloxysilicate are preferred from the viewpoint of ease of movement of the applied portion, and polymethylsilsesquioxane is more preferred. It is preferable that one or more of these are contained as the silicone resin.
[0058] Component (B) can be used by dissolving it in a volatile oil. Examples of volatile oils include cyclic silicones such as dimethylpolysiloxane with a low degree of polymerization and cyclopentasiloxane, and volatile hydrocarbon oils such as isoparaffin, isododecane, and isohexadecane. Commercially available products dissolved in these volatile oils can also be used. The volatile oil used as a solvent is included in the volatile oil of component (D).
[0059] Examples of commercially available products include KF7312J (trimethylsiloxysilicate, solids content 50%, solvent: cyclopentasiloxane, manufactured by Shin-Etsu Chemical Co., Ltd.), KF-9021 (trimethylsiloxysilicate, solids content 50%, solvent: cyclopentasiloxane, manufactured by Shin-Etsu Chemical Co., Ltd.), SR-1000 (trimethylsiloxysilicate, manufactured by Momentive Performance Materials Japan), SILFORM FLEXIBLE RESIN (polymethylsilsesquioxane, manufactured by Momentive Performance Materials Japan), XS66-B8226 (manufactured by Momentive Performance Materials Japan), and XS88-B8636 (Momentive Performance Materials Japan LLC).
[0060] The content of component (B) is not particularly limited, but a suitable lower limit relative to the total amount of the oil-based cosmetic is preferably 6% or more, more preferably 8% or more, even more preferably 10% or more, and even more preferably 11% or more, and a suitable upper limit is preferably 18% or less, more preferably 16% or less, even more preferably 15% or less, more preferably 14% or less, and even more preferably 13% or less. A suitable numerical range for the content of component (B) relative to the total amount of the oil-based cosmetic is preferably 6 to 18%, more preferably 10 to 14%, and even more preferably 11 to 13%. This can improve the wrinkle covering effect, formulation uniformity, ease of application, and color retention. In a preferred embodiment, the content of MQ resin and / or MT resin is not particularly limited, but the upper and / or lower limit values of each numerical value shown in the above "Content of component (B)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and is preferably 6 to 18%, more preferably 10 to 14%, and even more preferably 11 to 13%, relative to the total amount of the oil-based cosmetic. In a more preferred embodiment, the content of polymethylsilsesquioxane and / or trimethylsiloxysilicate is not particularly limited, but the upper and / or lower limit values of each numerical value shown in the above "Content of component (B)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and is preferably 6 to 18%, more preferably 10 to 14%, and even more preferably 11 to 13%, relative to the total amount of the oil-based cosmetic.
[0061] 1-3. Component (C) Oil Phase Thickener The component (C) oil phase thickener used in this embodiment is capable of adjusting the viscosity of the oil phase through its thickening effect, thereby improving the ease of movement of the application area of the oil-based cosmetic and the uniformity of the formulation. The component (C) oil phase thickener is not particularly limited, and any of those typically used in cosmetics can be used, and can be obtained as appropriate from commercially available products or known manufacturing methods. Use of such a thickener improves the ease of movement of the application area of the oil-based cosmetic and the uniformity of the formulation. The component (C) oil phase thickener is not particularly limited, but examples include silicic anhydride (preferably fumed silica), organically modified clay minerals, dextrin fatty acid esters, waxes, metal soaps (fatty acid salts), sucrose fatty acid esters, polysaccharide fatty acid esters, crosslinked organopolysiloxane polymers, etc., and one or more of these can be used. The oil phase thickener is not particularly limited, and examples thereof include waxes such as paraffin wax, ceresin wax, microcrystalline wax, hydrogenated microcrystalline wax, Fischer-Tropsch wax, polyethylene wax, ethylene-propylene copolymer, candelilla wax, carnauba wax, beeswax, Japan wax, silver wax, montan wax, stearyl-modified methylpolysiloxane, and behenyl-modified methylpolysiloxane; metal soaps such as aluminum stearate and magnesium stearate; dextrin fatty acid esters such as dextrin palmitate, sucrose palmitate, and starch palmitate ester. Examples of the crosslinked organopolysiloxane polymer include partially crosslinked methylpolysiloxanes such as (dimethicone / vinyldimethicone) crosspolymers, partially crosslinked methylphenylpolysiloxanes such as (dimethicone / phenyldimethicone) crosspolymers, and partially crosslinked alkyl-modified silicones; silicic anhydrides such as silicic anhydride and dimethylsilylated silica; and polyhydroxystearic acid, and these may be used alone or in combination.
[0062] The component (C) oil phase thickener preferably contains one or more selected from the group consisting of silicic anhydride, organically modified clay minerals, and dextrin fatty acid esters, and among these, from the viewpoints of color retention, good usability (ease of lip movement), and formulation uniformity, silicic anhydride is preferred, and more preferably fumed silica is included. These may also be used in combination of two or more or three or more.
[0063] The content of component (C) is not particularly limited, but can be appropriately set depending on the oil phase thickener used. For example, a suitable lower limit relative to the total amount of the oil-based cosmetic is preferably 0.3% or more, more preferably 0.5% or more, even more preferably 0.8% or more, more preferably 1% or more, more preferably 1.5% or more, more preferably 2% or more, more preferably 2.5% or more, and more preferably 3% or more. A suitable upper limit is preferably 15% or less, more preferably 12% or less, even more preferably 10% or less, more preferably 8% or less, more preferably 7% or less, even more preferably 6% or less, and more preferably 5% or less. The preferred range is preferably 0.3 to 15%, more preferably 1 to 8%, even more preferably 2 to 6%, and even more preferably 3 to 5%. This can improve the wrinkle coverage effect, formulation uniformity, ease of movement of the applied part of the oil-based cosmetic, and color retention.
[0064] <Silic Anhydride> The silicic anhydride used in this embodiment can be any silicic anhydride typically used in cosmetics, etc., and can be obtained as appropriate from commercially available products or known manufacturing methods. Examples include silicic anhydride and hydrophobized silicic anhydride such as dimethyl silylate silica. Of these, hydrophobized silicic anhydride (preferably hydrophobized fumed silica) is preferred from the viewpoints of ease of movement of the applied portion of the oil-based cosmetic and uniformity of the formulation. One or more of these can be used. Examples of silicic anhydride include fumed silica, which is amorphous silica with an average particle size of 50 nm or less. The inclusion of fumed silica is more preferred because it provides superior stability over time. The fumed silica is not particularly limited as long as it is typically used in cosmetics, etc., but examples include those obtained by hydrolyzing silicon tetrachloride in an oxyhydrogen flame. From the viewpoints of ease of movement of the applied portion of the oil-based cosmetic and uniformity of the formulation, the primary particle size of the fumed silica is preferably 30 nm or less, and particularly preferably 20 nm or less. The particle size distribution of primary particles can be determined from an electron microscope photograph.Furthermore, the fumed silica may be subjected to hydrophobic treatment, and examples of the treatment method include dimethylsilylation treatment with dimethyldichlorosilane, trimethylsiloxy treatment with trimethylsilyl chloride or hexamethyldisilazane, octylsilane treatment, coating baking treatment using methylhydrogenpolysiloxane, and coating with metal soap.Among these, fumed silica that may be subjected to hydrophobic treatment is preferred, fumed silica that may be subjected to dimethylsilylation treatment is more preferred, and dimethylsilylated fumed silica is even more preferred.
[0065] The content of silicic anhydride is not particularly limited, but a suitable lower limit relative to the total amount of the oil-based cosmetic is preferably 0.3% or more, more preferably 0.5% or more, even more preferably 0.8% or more, more preferably 1% or more, more preferably 2.5% or more, more preferably 2% or more, and even more preferably 3% or more, and a suitable upper limit is preferably 15% or less, more preferably 12% or less, even more preferably 10% or less, more preferably 8% or less, more preferably 7% or less, even more preferably 6% or less, and even more preferably 5% or less, with the suitable numerical range being preferably 0.3 to 15%, more preferably 1 to 8%, more preferably 2 to 6%, and even more preferably 3 to 5%. This can improve the wrinkle covering effect, formulation uniformity, ease of movement of the applied area of the oil-based cosmetic, and color retention.
[0066] In a preferred embodiment, the content of fumed silica (more preferably hydrophobized fumed silica) is not particularly limited, but the upper and / or lower limit values of the respective numerical values shown above in "Content of component (C)" or "Content of silicic anhydride" relative to the total amount of the oil-based cosmetic can be appropriately adopted, and from the viewpoint of ease of movement of the application area of the oil-based cosmetic and uniformity of the formulation, it is preferably 0.3 to 15%, more preferably 1 to 8%, even more preferably 2 to 6%, and even more preferably 3 to 5%, relative to the total amount of the oil-based cosmetic.
[0067] <Organic Modified Clay Mineral> The organic modified clay mineral used in this embodiment can be an organic modified clay mineral typically used in cosmetics, etc., and can be obtained as appropriate from a commercially available product or a known manufacturing method. The organic modified clay mineral is a clay mineral in which the interlayer metal ions of the clay mineral are substituted with cations such as quaternary alkyl ammonium ions. The organic modified clay mineral can be obtained, for example, by ion-exchanging a layered clay mineral with a cationic surfactant such as an alkyl quaternary ammonium salt, and examples thereof include those exchanged with benzyl dimethyl stearyl ammonium ions and dimethyl distearyl ammonium ions. The layered clay mineral is a type of colloidal hydrous aluminum silicate having a three-layer structure, and examples thereof include those represented by the following general formula (4). Formula (4): (X, Y) 2-3 (Si, Al)4 O 10 (OH) 2 Z.nH 2 In formula (4), X = Al, Fe, Mn, Cr, Y = Mg, Fe, Ni, Zn, Li, Z = K, Na, Ca. Specific examples include natural or synthetic montmorillonites such as montmorillonite, laponite, and hectorite (in which (OH) in the above general formula (4) is replaced with fluorine), as well as synthetic micas known as sodium silicic mica and sodium or lithium taeniolite. One or more selected from these can be used. Of these, from the viewpoints of ease of movement of the application area of the oil-based cosmetic and formulation uniformity, montmorillonite and hectorite are preferred, and hectorite which may be ion-exchanged with an alkyl quaternary ammonium salt or the like is even more preferred, and dimethyl distearyl hectorite is even more preferred.
[0068] Specific examples of the alkyl group in the alkyl quaternary ammonium salt or the like used as the cationic surfactant for ion exchange of the layered clay mineral include methyl, ethyl, propyl, isopropyl, butyl, amyl, hexyl, heptyl octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, and octadecyl, and one or more selected from these may be used.
[0069] The method for modifying the clay mineral is not particularly limited, but examples include adding a quaternary alkylammonium salt to a suspension of the clay mineral dispersed in water and thoroughly mixing, or adding a clay mineral suspension to a quaternary alkylammonium salt solution and thoroughly mixing. The modification reaction proceeds sufficiently at room temperature, but heating may be performed as needed. The maximum temperature when heating is determined by the heat resistance of the quaternary alkylammonium salt used and can be set at any temperature as long as it is below its decomposition point. The solid-liquid separation is then performed, and the product is washed with water to thoroughly remove by-product electrolytes. The product is then dried and, if necessary, pulverized for use. The amount of quaternary alkylammonium salt added to modify the clay mineral is preferably equivalent to the cation exchange capacity of the clay mineral in terms of quaternary alkylammonium ions. More specifically, the amount of quaternary alkylammonium salt added relative to the cation exchange capacity of the clay mineral is preferably 0.5 to 1.5 times (molar equivalent), and even more preferably 0.8 to 1.4 times (molar equivalent).
[0070] Commercially available organically modified clay minerals of this embodiment include, for example, dimethyl distearyl ammonium hectorite BENTONE 38V BC (manufactured by Elementis Co., Ltd.), Sumecton SAN (manufactured by Kunimine Industries Co., Ltd.), Sumecton SAN-P (manufactured by Kunimine Industries Co., Ltd.), and benzyl dimethyl stearyl ammonium hectorite BENTONE 27V (manufactured by Elementis Co., Ltd.).
[0071] The content of the organically modified clay mineral in this embodiment is not particularly limited, but the upper and / or lower limit values of each of the numerical values shown in the above "Content of component (C)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and from the viewpoint of ease of movement of the application area of the oil-based cosmetic and uniformity of the formulation, the content is preferably 0.3 to 15%, more preferably 0.5 to 6%, even more preferably 1 to 6%, and still more preferably 2 to 5%, relative to the total amount of the oil-based cosmetic.
[0072] <Dextrin Fatty Acid Ester> The dextrin fatty acid ester used in this embodiment is an ester of a fatty acid and dextrin. Any dextrin fatty acid ester commonly used in cosmetics can be used without particular limitation, and can be obtained from commercially available products or by known production methods. The fatty acid is a linear or branched fatty acid, saturated or unsaturated. The fatty acid preferably has 8 to 22 carbon atoms, more preferably 12 to 18 carbon atoms, and even more preferably 14 to 18 carbon atoms. Examples of such fatty acids include, but are not limited to, ethylhexanoic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, and behenic acid. One or more of these may be used. On the other hand, the dextrin can be any dextrin commonly used in cosmetics, and can be linear, branched, or cyclic. Examples of dextrin fatty acid esters include dextrin myristate, dextrin palmitate, dextrin (palmitate / 2-ethylhexanoate), dextrin stearate, dextrin oleate, etc., and one or more of these can be used. Among these, one or more selected from the group consisting of dextrin myristate, dextrin palmitate, and dextrin (palmitate / 2-ethylhexanoate) are preferred, and dextrin palmitate is more preferred.
[0073] The content of the dextrin fatty acid ester is not particularly limited, but the upper and / or lower limit values of the respective numerical values shown in the above "Content of component (C)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and from the viewpoints of ease of movement of the application area of the oil-based cosmetic and uniformity of the formulation, the content is preferably 0.3 to 15%, more preferably 1 to 12%, even more preferably 2 to 8%, and still more preferably 3 to 8%, relative to the total amount of the oil-based cosmetic.
[0074] 1-4. Component (D) Volatile Oil The volatile oil component (D) used in this embodiment is not particularly limited, but can be a volatile oil used in cosmetics, etc., and can be a commercially available product or can be obtained as appropriate from a known manufacturing method. The use of component (D) improves the uniformity of the oil-based cosmetic formulation. The term "volatile oil" is not particularly limited as long as it is liquid and volatile at 20°C and normal pressure, and its viscosity and origin are not important. Note that the "volatile oil" in this embodiment refers to an oil that is volatile at room temperature (23°C), where "volatile" refers to a boiling point of 260°C or lower at normal pressure. The use of a volatile oil makes it possible to more effectively dissolve the resins of components (A) and (B) and stably incorporate them into the oil-based cosmetic. The volatile oil component is not particularly limited as long as it is one that is commonly used in cosmetics or topical skin preparations, but can include, for example, silicone oil, hydrocarbon oil, ester oil, etc., and one or more of these can be selected and used. Of these, silicone oil and / or hydrocarbon oil are preferred, and of these, hydrocarbon oils are more preferred from the viewpoint of a good feeling when used, such as ease of movement of the applied part.
[0075] More specifically, examples of volatile oil agents include, but are not limited to, volatile silicone oils such as low molecular weight methylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, dodecamethylcyclohexasiloxane, methyltrimethicone, decamethyltetrasiloxane, ethyltrisiloxane, and dimethylpolysiloxane; volatile hydrocarbon oils such as light liquid isoparaffin, isododecane, and isohexadecane; and volatile ester oils such as ethyl acetate and butyl acetate. Among silicone oils, volatile silicone oils (preferably those having a kinematic viscosity of 2 mm at 25°C) are preferred. 2 / s or less), more specifically, decamethylcyclopentasiloxane, methyltrimethicone, low molecular weight methylpolysiloxane (preferably having a kinematic viscosity of 2 mm or less at 25°C), 2Preferably, one or more selected from the group consisting of dimethylpolysiloxanes (dimethylpolysiloxanes having a molecular weight of 100 or less and / or 1000 sq. oz. / s or less) are used. One or more of these may be used. Among the volatile oils, it is preferred to include a volatile hydrocarbon oil and / or a volatile silicone oil, more preferably to include isododecane and / or dimethylpolysiloxane, and even more preferably to include isododecane.
[0076] Commercially available volatile oils include light liquid isoparaffin such as Isopar H (manufactured by Esso Chemical Co., Ltd.), isododecane (manufactured by Bayer), isohexadecane (manufactured by Uniqema), IP Solvent 1620MU, IP Solvent 2028MU, and IP Solvent 2835 (all manufactured by Idemitsu Kosan Co., Ltd.), decamethylcyclopentasiloxane such as TSF405 (manufactured by Toshiba Silicone Co., Ltd.), SH245, and DC345 (manufactured by Dow Corning Toray Co., Ltd.), and KF-995 (manufactured by Shin-Etsu Chemical Co., Ltd.), methyl trimethicone such as Silicone TMF-1.5 (manufactured by Shin-Etsu Chemical Co., Ltd.), low molecular weight methylpolysiloxane such as KF-96L-2CS (manufactured by Shin-Etsu Chemical Co., Ltd.), decamethyltetrasiloxane such as KF-96L-1.5CS (manufactured by Shin-Etsu Chemical Co., Ltd.), and ethyltrisiloxane such as SILSOFT. ETS (manufactured by Momentive Performance Materials, Inc.) etc. One or more of these may be selected and used.
[0077] In this specification, the kinematic viscosity (mm 2 The kinematic viscosity (mm / s) at 25°C can be measured using a Brookfield viscometer under the following measurement conditions. 2 / s) is viscosity (mPa s) / density (g / cm 3 The viscosity (mPa·s) in this specification can be determined at 25° C. using a Brookfield viscometer, rotor No. 2, at 6 rpm, and measured as an average value over one minute.
[0078] The content of component (D) is not particularly limited, but may be the amount remaining after subtracting the total mass of components (A) to (C) and (E) used in this embodiment, as well as any optional components, from the total mass of the oil-based cosmetic. For example, the content of component (D) preferably has a lower limit of 15% or more, more preferably 20% or more, and even more preferably 30% or more, and a suitable upper limit of 70% or less, more preferably 60% or less.
[0079] 1-5. Component (E) Non-volatile Silicone Oil Liquid at 25°C The component (E) non-volatile silicone oil liquid at 25°C used in this embodiment is not particularly limited, but can be a non-volatile silicone oil (preferably a phenyl-modified silicone) that is liquid at 25°C and is used in cosmetics, etc., and can be obtained as appropriate from a commercially available product or by a known manufacturing method. Use of this oil improves the ease of movement of the applied area of the oil-based cosmetic. The non-volatile silicone oil that is liquid at 25°C is not particularly limited, but examples include dimethylpolysiloxane (hereinafter also referred to as "dimethicone"), methyltrimethicone; silicone oils having phenyl groups such as trimethylsiloxyphenyldimethicone, polyphenylsilsesquioxane, diphenylsiloxyphenyltrimethicone, phenyltrimethicone, diphenyldimethicone, and trimethylpentaphenyltrisiloxane (hereinafter also referred to as "phenyl-modified silicone"); and fluorine-modified silicones such as trifluoropropylcyclopolysiloxane, and the like, and one or more selected from these can be used. Among these, it is preferable to contain a silicone oil having a phenyl group that is liquid and nonvolatile at 25° C., and it is more preferable to contain a phenyl-modified silicone, which improves the ease of movement of the area to which the oil-based cosmetic is applied.
[0080] The silicone oil having a phenyl group is preferably one having a phenyl group as part of the polysiloxane, and phenyl-modified silicone is more preferred.The phenyl-modified silicone is not particularly limited as long as it is one that is normally used in cosmetics, and examples thereof include diphenyl dimethicone, bisphenylpropyl dimethicone, phenyl trimethicone, trimethylpentaphenyl trisiloxane, diphenylsiloxyphenyl trimethicone, trimethylsiloxyphenyl dimethicone, polyphenyl silsesquioxane, etc., and one or more of these can be used.Among these, from the viewpoint of ease of movement of the application area of the oil-based cosmetic, one or more selected from trimethylsiloxyphenyl dimethicone and polyphenyl silsesquioxane are preferred.
[0081] Of the component (E), one or more selected from dimethicone, diphenyl dimethicone, trimethylpentaphenyl trisiloxane, diphenylsiloxyphenyl trimethicone, trimethylsiloxyphenyl dimethicone, and polyphenyl silsesquioxane are preferred, and of these, trimethylsiloxyphenyl dimethicone and / or polyphenyl silsesquioxane, which are phenyl-modified silicones, are preferred.
[0082] In addition, among the components (E), the kinematic viscosity at 25°C is 500 mm 2 / s or more (preferably 1000 mm 2 Non-volatile silicone oils having a kinematic viscosity of 500 mm / s or more at 25°C are preferred, and more preferably 2 / s or more (preferably 1000 mm 2 The kinematic viscosity of component (E) is not particularly limited, but from the viewpoint of ease of movement of the applied portion of the oil-based cosmetic, a suitable lower limit is preferably 500 mm 2 / s or more, more preferably 800 mm 2 / s or more, more preferably 1000 mm 2 / s or more, and the preferred upper limit is not particularly limited as long as it is liquid at a melting point of 25°C, but is preferably 10,000 mm2 / s or less, more preferably 8000 mm 2 / s or less, more preferably 6000 mm 2 / s or less.
[0083] Commercially available products of component (E) include, but are not limited to, DOWSIL TM 1686 Resin (Kinematic viscosity 2500mm 2 / s) (manufactured by Dow), BELSIL PDM 1000 (kinematic viscosity 1000 mm 2 / s) (manufactured by Asahi Kasei Corporation), KF-96A-1000CS (kinematic viscosity 1000 mm 2 / s), KF-96-5000CS (kinematic viscosity 5000mm 2 / s), KF-96-10,000CS (Kinematic viscosity 10,000mm 2 / s), KF-96-100,000CS (Kinematic viscosity 100,000mm 2 / s), KF-56 (kinematic viscosity 15mm 2 / s), KF-54 (kinetic viscosity 400mm 2 / s) (all manufactured by Shin-Etsu Chemical Co., Ltd.).
[0084] The content of component (E) is not particularly limited, but a suitable lower limit relative to the total amount of the oil-based cosmetic is preferably 5% or more, more preferably 10% or more, and even more preferably 15% or more, and a suitable upper limit relative to the total amount of the oil-based cosmetic is preferably 35% or less, more preferably 30% or less, and even more preferably 25% or less, with the preferred numerical range being preferably 5 to 30%, more preferably 10 to 30%, and even more preferably 15 to 25%. This can improve the wrinkle coverage effect, formulation uniformity, ease of application, and color retention. Furthermore, in a preferred embodiment, the content of the phenyl-modified silicone contained in component (E) is not particularly limited, but is preferably 50% or more, more preferably 60% or more, even more preferably 70% or more, more preferably 80% or more, even more preferably 90% or more, and even more preferably 95% to 100% relative to the total amount of component (E).
[0085] In a preferred embodiment, the content of phenyl-modified silicone is preferably 500 mm 2 / s or more (more preferably 1000 mm 2 The content of the non-volatile phenyl-modified silicone (e.g., 1 / s or more) is not particularly limited, but the upper and / or lower limit values of each numerical value shown in the above "Content of component (E)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and is preferably 5 to 30%, more preferably 10 to 30%, and even more preferably 15 to 25% relative to the total amount of the oil-based cosmetic. In an even more preferred embodiment, the content of the trimethylsiloxyphenyl dimethicone and / or polyphenylsilsesquioxane is not particularly limited, but the upper and / or lower limit values of each numerical value shown in the above "Content of component (E)" can be appropriately adopted relative to the total amount of the oil-based cosmetic, and is preferably 5 to 30%, more preferably 10 to 30%, and even more preferably 15 to 25% relative to the total amount of the oil-based cosmetic.
[0086] 1-6. Suitable Quantity Ratios in This Embodiment <Total Content of Component (A) and Component (B)> The total content of component (A) and component (B) is not particularly limited, but from the viewpoint of wrinkle covering effect and ease of movement of the applied area of the oily cosmetic, the suitable lower limit is preferably 4% or more, more preferably 10% or more, even more preferably 15% or more, and more preferably 16% or more, and the suitable upper limit is preferably 40% or less, more preferably 35% or less, even more preferably 33% or less, more preferably 30% or less, and more preferably 27% or less. The suitable numerical range is preferably 4 to 40%, more preferably 10 to 33%, and even more preferably 16 to 27%. Furthermore, the preferred lower limit value of the total content of component (A) and component (B) may be the sum of the preferred lower limit value of the content of component (A) and the preferred lower limit value of the content of component (B) described above, and the preferred upper limit value of the total content of component (A) and component (B) may be the sum of the preferred upper limit value of the content of component (A) and the preferred upper limit value of the content of component (B) described above.
[0087] The total content of component (A) and component (B) may be the total amount of component (A) being a cycloalkyl group-containing (meth)acrylic copolymer (preferably a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer) and component (B) being a (meth)acrylic-silicone copolymer (preferably an (acrylates / dimethicone) copolymer), and the preferred upper and lower limit values here can be appropriately selected from the preferred upper and lower limit values of the above-mentioned "total content of component (A) and component (B)", with a preferred numerical range being preferably 4 to 40%, more preferably 10 to 33%, and even more preferably 16 to 27%.
[0088] <Content Mass Ratio (A) / (B)> In this embodiment, the content mass ratio (A) / (B) of component (A) to component (B) is not particularly limited, but from the viewpoints of wrinkle covering effect and ease of movement of the applied area, the preferred lower limit is preferably 0.3 or more, more preferably 0.4 or more, more preferably 0.5 or more, more preferably 0.6 or more, and even more preferably 0.7 or more, and the preferred upper limit is preferably 3.0 or less, more preferably 2.5 or less, even more preferably 2.0 or less, more preferably 1.8 or less, more preferably 1.7 or less, more preferably 1.6 or less, more preferably 1.5 or less, more preferably 1.4 or less, more preferably 1.3 or less, and even more preferably 1.2 or less. The preferred numerical range is preferably 0.3 to 3.0, more preferably 0.3 to 2.5, even more preferably 0.5 to 2.0, more preferably 0.7 to 1.5, and even more preferably 1.0 to 1.2.
[0089] Furthermore, the content mass ratio (A) / (B) may be the content mass ratio (A) / (B) when component (A) is a cycloalkyl group-containing (meth)acrylic copolymer (preferably a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer) and component (B) is a (meth)acrylic-silicone copolymer (preferably an (acrylates / dimethicone) copolymer), and the preferred upper and lower limit values can be appropriately selected from the above-mentioned preferred upper and lower limit values of the "content mass ratio (A) / (B)", and the preferred numerical range is preferably 0.3 to 3.0, more preferably 0.3 to 2.5, even more preferably 0.5 to 2.0, more preferably 0.7 to 1.5, and even more preferably 1.0 to 1.2.
[0090] <Mass Ratio [(A) + (B)] / (E)> In this embodiment, the mass ratio [(A) + (B)] / (E) of components (A) and (B) to component (E) is not particularly limited, but from the viewpoints of wrinkle-covering effect and ease of movement of the applied area, the preferred lower limit is preferably 0.5 or more, more preferably 0.6 or more, even more preferably 0.7 or more, more preferably 0.8 or more, and even more preferably 0.9 or more, and the preferred upper limit is preferably 2.8 or less, more preferably 2.7 or less, more preferably 2.5 or less, more preferably 2.3 or less, more preferably 2.2 or less, more preferably 2.1 or less, more preferably 2.0 or less, more preferably 1.9 or less, even more preferably 1.8 or less, more preferably 1.7 or less, more preferably 1.6 or less, and even more preferably 1.5 or less. The preferred numerical range is preferably 0.5 to 2.8, more preferably 0.7 to 2.2, even more preferably 0.9 to 1.8, and more preferably 0.9 to 1.5.
[0091] The content mass ratio [(A)+(B)] / (E) may also be the content mass ratio [(A)+(B)] / (E) when component (A) is a cycloalkyl group-containing (meth)acrylic copolymer (preferably a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer) and component (B) is a (meth)acrylic-silicone copolymer (preferably an (acrylates / dimethicone) copolymer). Furthermore, component (E) in the content mass ratio [(A)+(B)] / (E) preferably contains a phenyl-modified silicone, and the content mass ratio [(A)+(B)] / (E) when component (E) is a phenyl-modified silicone is more preferred. These preferable upper and lower limit values can be appropriately selected from the above-mentioned preferable upper and lower limit values of the "content mass ratio [(A)+(B)] / (E)", and the preferable numerical range is preferably 0.5 to 2.8, more preferably 0.7 to 2.2, even more preferably 0.9 to 1.8, and more preferably 0.9 to 1.5.
[0092] 1-7. Optional Components In addition to the components (A), (B), (C), (D), and (E) described above, the oil-based cosmetic of this embodiment may optionally contain one or more components selected from the group consisting of resins other than components (A) and (B), oil-based components other than components (D) and (E), powders such as extender pigments, surfactants, water, polyhydric alcohols, lower alcohols, water-soluble polymers, moisturizers, sugars, ultraviolet absorbers, antioxidants, anti-fading agents, preservatives, medicinal ingredients, stabilizers, fragrances, and the like, which are typically blended into cosmetics, in order to impart various effects, within the scope of not impairing the effects of the present invention.
[0093] The oil-based cosmetic of this embodiment can be produced by any conventional method, without any particular limitations. For example, the cosmetic can be obtained by heating and melting component (A), component (B), and other oily components, then uniformly mixing and dispersing optional components (e.g., powders or aqueous components), and then pouring and filling the resulting mixture into a container or mold after heating and dissolving, or without heating. The cosmetic can be used in any of the following forms: in the case of a liquid, it can be filled in a container with an applicator or a tube; in the case of a solid, it can be filled in a container with a built-in holder, such as a dish-shaped container, a jar, or a sponge, or it can be molded into a stick shape; however, it is preferably filled in a container with an applicator or a jar, as this is where the effects of the present technology are particularly exhibited.
[0094] Examples of powders include inorganic powders, glittering powders, organic powders, pigment powders, metal powders, composite powders, etc. Specific examples include white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, and barium sulfate, colored inorganic pigments such as iron oxide, carbon black, titanium-titanium oxide sintered product, chromium oxide, chromium hydroxide, iron blue, and ultramarine, glittering powders such as talc, muscovite, phlogopite, lepidolite, biotite, synthetic mica, sericite, synthetic sericite, kaolin, silicon carbide, bentonite, smectite, silicic anhydride, calcium carbonate, titanium dioxide-coated mica, titanium iron oxide mica, bismuth oxychloride, fish scale foil, polyethylene terephthalate-aluminum-epoxy laminated powder, and polyethylene terephthalate-polyolefin laminated film powder, organic polymer resin powders such as polypropylene resins and urethane resins, zinc stearate, N-acyl lysine, silk powder, and cellulose powder. and organic pigment powders such as zirconium, barium, or aluminum lakes 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, Red No. 3, Red No. 104, Red No. 106, Orange No. 205, Yellow No. 4, Yellow No. 5, Green No. 3, and Blue No. 1, and metal powders such as aluminum powder, gold powder, and silver powder. These powders may be used alone or in combination, and may be surface-treated, if necessary, using a fluorine-based compound, a silicone-based compound, a metal soap, lecithin, hydrogenated lecithin, collagen, a hydrocarbon, a higher fatty acid, a higher alcohol, an ester, a wax, a surfactant, or the like by a known method, or may be further compounded.
[0095] As the surfactant, any surfactant generally used in cosmetics can be used, including nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, etc.
[0096] Examples of aqueous components include, in addition to water, alcohols such as ethyl alcohol, glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol, glycerols such as glycerin, diglycerin, and polyglycerin, and plant extracts such as aloe vera, witch hazel, hamamelis, cucumber, lemon, lavender, and rose. Examples of antioxidants include α-tocopherol and ascorbic acid. Examples of cosmetic ingredients include vitamins, anti-inflammatory agents, and herbal medicines. Examples of preservatives include parahydroxybenzoates, phenoxyethanol, and 1,2-pentanediol.
[0097] In the oil-based cosmetic of the present embodiment, the aqueous component content is preferably less than 1%. The cosmetic may be in the form of a liquid, paste, or solid, but is preferably in the form of a liquid in order to obtain better color development.
[0098] The oil-based cosmetic of this embodiment can be applied to makeup cosmetics such as lip gloss, lip balm, lip treatment, etc.; hair cosmetics such as hair sticks and hair wax, basic cosmetics such as cosmetic oils, sunscreens, eye sticks, cleansing agents, solid perfumes, etc.; massage agents; beauty serums, etc. In particular, in view of the beautiful appearance, which is a notable feature of the product of this embodiment, it is preferably used for lip cosmetics such as lip gloss, lip balm, lip treatment, etc.
[0099] 2. The present technology may also employ the following technical features, configurations, or other aspects. [1] An oil-based cosmetic comprising the following components (A) to (E): (A) an oil-soluble (meth)acrylic resin, (B) a silicone resin, (C) an oil phase thickener, (D) a volatile oil, and (E) a non-volatile silicone oil that is liquid at 25°C. [2] The oil-based cosmetic according to [1] above, in which the mass ratio [(A) + (B)] / (E) of the total content of components (A) and (B) to component (E) is 0.5 to 2.8. [3] The oil-based cosmetic according to [1] or [2] above, in which component (C) is one or more selected from the group consisting of fumed silica, organically modified clay minerals, and dextrin fatty acid esters. Of these, fumed silica is preferred, and hydrophobically treated fumed silica is more preferred. [4] The oil-based cosmetic according to any one of [1] to [3] above, wherein component (E) is one or more selected from the group consisting of phenyl-modified silicone, dimethicone, methyl trimethicone, and fluorine-modified silicone. [5] The oil-based cosmetic according to any one of [1] to [4] above, wherein component (E) includes a phenyl-modified silicone. The phenyl-modified silicone is preferably trimethylsiloxyphenyl dimethicone and / or polyphenylsilsesquioxane.
[0100] [6] The oil-based cosmetic according to any one of [1] to [5] above, wherein the mass ratio (A) / (B) of the content of the component (A) to the content of the component (B) is 0.3 to 3. [7] The oil-based cosmetic according to any one of [1] to [6] above, wherein the total content of the components (A) and (B) is 4 to 40 mass%. [8] The oil-based cosmetic according to any one of [1] to [7] above, wherein the component (A) comprises a cycloalkyl group-containing (meth)acrylic copolymer and / or a (meth)acrylic-silicone copolymer (preferably a graft copolymer having, as the main chain, a structural unit derived from (meth)acrylic acid which may have a substituent). [9] The oil-based cosmetic according to any one of [1] to [8] above, wherein the component (A) is a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer and / or an (acrylates / dimethicone) copolymer.
[10] The oil-based cosmetic according to any one of [1] to [9] above, wherein component (B) comprises one or more resins selected from MQ resin and MT resin. More preferably, the cosmetic comprises MQ resin and / or MT resin, and further comprises polymethylsilsesquioxane and / or trimethylsiloxysilicate.
[11] The oil-based cosmetic according to any one of [1] to
[10] above, wherein component (B) is polymethylsilsesquioxane and / or trimethylsiloxysilicate.
[0101]
[12] The oil-based cosmetic according to any one of [1] to
[11] above, wherein the content of component (A) is 4 to 21% by mass.
[13] The oil-based cosmetic according to any one of [1] to
[12] above, wherein the content of component (B) is 6 to 18% by mass.
[14] The oil-based cosmetic according to any one of [1] to
[13] above, wherein the content of component (C) is 0.3 to 15% by mass.
[15] The oil-based cosmetic according to any one of [1] to
[14] above, wherein the content of component (E) is 5 to 35% by mass.
[16] The oil-based cosmetic according to any one of [1] to
[15] above, wherein the content of component (D) is 10% by mass or more.
[17] The oil-based cosmetic according to any one of [1] to
[16] above, wherein the oil-based cosmetic is a liquid oil-based cosmetic.
[18] The oil-based cosmetic according to any one of [1] to
[17] above, wherein the oil-based cosmetic is an oil-based cosmetic for lips.
[0102] Hereinafter, the present technology will be described in further detail based on examples, etc. Note that the examples, etc. described below are examples of typical examples, etc. of the present technology, and the scope of the present technology will not be construed as being narrow.
[0103] [Oil-based cosmetics: 1 to 25 and comparative examples 1 to 9: liquid rouge] Liquid rouge having the composition shown in Tables 1 to 3 was prepared by the manufacturing method described below, and evaluated and judged for a. color retention, b. ease of lip movement, c. wrinkle covering effect, and d. formulation uniformity using the evaluation methods and criteria described below, and the results are also shown in Tables 1 to 3.
[0104] The compounds used in Tables 1 to 3 are shown below. The resin contents of components (A) and (B) in the tables are the amount of solids. Component (A) No. 1 in the tables is the cycloalkyl group-containing acrylic copolymer (75% by weight of cyclohexyl methacrylate: 25% by weight of 2-ethylhexyl methacrylate) described above (Production Example 1), which was oil-soluble and had film-forming ability. Component (A) No. 2: (acrylates / dimethicone) crosspolymer was oil-soluble and had film-forming ability. Component (B) No. 3: polymethylsilsesquioxane and No. 4: trimethylsiloxysilicate were both oil-soluble and had film-forming ability. Component (D) No. 9: isododecane and No. 10: dimethicone in the tables were both liquids and volatile at 20°C and normal pressure. Component (E) No. All of Nos. 11 to 13 were liquid and non-volatile at 25°C.
[0105] Commercially available products that are dissolved or swollen in an oil and uniformly dispersed were considered to be oil-soluble resins. Furthermore, when a solid content of 10% was added to 100 mL of an oil such as a volatile oil (temperature: 10 to 20°C) and stirred, the resin was considered to be oil-soluble if it dissolved. For example, a resin that can be dissolved using any of the oils (e.g., dimethylpolysiloxane) used as a solvent for the commercially available product of component (A) described above can be considered to be oil-soluble resins.
[0106] <Method for determining film-forming ability> Furthermore, with regard to film-forming ability in this specification, film formation can be defined as a film being formed after a resin liquid prepared by dissolving a lipophilic resin in a volatile oil is uniformly applied to a glass plate to a certain thickness (for example, 400 μm, etc.), and the volatile oil is evaporated.
[0107] <Method for measuring kinematic viscosity> The kinematic viscosity (mm 2 The kinematic viscosity (mm / s) at 25°C can be measured using a Brookfield viscometer under the following measurement conditions. 2 / s) is viscosity (mPa s) / density (g / cm 3The viscosity (mPa·s) in this specification can be determined at 25° C. using a Brookfield viscometer, rotor No. 2, at 6 rpm, and measured as an average value over one minute.
[0108] The cycloalkyl group-containing (meth)acrylic copolymer is shown in Production Examples 1 to 8 below. (Production Example 1) [Cycloalkyl group-containing (meth)acrylic copolymer (1)] 22.5 g of cyclohexyl methacrylate, 7.5 g of 2-ethylhexyl methacrylate, and 70 g of toluene were added to a four-neck separable flask (hereinafter simply referred to as "flask") equipped with a reflux condenser, a thermometer, a nitrogen inlet tube, and a stirrer. Nitrogen gas was introduced to create a sufficient nitrogen atmosphere, and the mixture was heated to 100°C. 0.15 g of α,α'-azobisisobutyronitrile (hereinafter referred to as AIBN) was added, and the mixture was refluxed for 3 hours to polymerize. Methanol was poured into the resulting reaction mixture to precipitate an acrylic copolymer. The precipitate was filtered and then vacuum-dried to obtain 27.4 g of a cycloalkyl group-containing acrylic copolymer solid content. The weight-average molecular weight in terms of polystyrene was 5.0 x 10 4 It was.
[0109] (Production Example 2) [Cycloalkyl Group-Containing (Meth)acrylic Copolymer (2)] 15 g of cyclohexyl methacrylate, 15 g of 2-ethylhexyl methacrylate, and 70 g of toluene were added to the flask, and nitrogen gas was introduced to create a sufficient nitrogen atmosphere. The mixture was then heated to 100°C, and 0.15 g of AIBN was added, followed by refluxing for 3 hours to polymerize. Methanol was poured into the resulting reaction mixture to precipitate an acrylic copolymer. The precipitate was filtered and then vacuum-dried to obtain 25.5 g of a cycloalkyl group-containing acrylic copolymer solid content. The weight average molecular weight in terms of polystyrene was 3.7 x 10 4 It was.
[0110] (Production Example 3) [Cycloalkyl Group-Containing (Meth)acrylic Copolymer (3)] 21 g of cyclohexyl methacrylate, 9 g of 2-ethylhexyl methacrylate, and 70 g of toluene were added to the flask, and nitrogen gas was introduced to create a sufficient nitrogen atmosphere. The mixture was then heated to 100°C, and 0.15 g of AIBN was added, followed by refluxing for 3 hours to polymerize. Methanol was poured into the resulting reaction mixture to precipitate an acrylic copolymer. The precipitate was filtered and then vacuum-dried to obtain 23.8 g of a cycloalkyl group-containing acrylic copolymer solid content. The weight average molecular weight in terms of polystyrene was 4.7 × 10 4 It was.
[0111] (Production Example 4) [Cycloalkyl-Containing (Meth)acrylic Copolymer (4)] Into the flask, 22.5 g of cyclohexyl methacrylate and 22.5 g of methacrylic-modified dimethylpolysiloxane macromonomer (n=10, R 8 =C 4 H 9 7.5 g of cycloalkyl group-containing acrylic copolymer and 70 g of toluene were added, and nitrogen gas was introduced to create a sufficient nitrogen atmosphere. The mixture was then heated to 80°C, and 0.15 g of AIBN was added, followed by refluxing for 5 hours to polymerize. Methanol was poured into the resulting reaction mixture to precipitate an acrylic copolymer. The precipitate was filtered and then vacuum dried to obtain 13.4 g of a cycloalkyl group-containing acrylic copolymer solid content. The weight average molecular weight in terms of polystyrene was 5.2 x 10 4 It was.
[0112] (Production Example 5) [Cycloalkyl-Containing (Meth)acrylic Copolymer (5)] Into the flask, 22.5 g of cyclohexyl methacrylate and 22.5 g of methacrylic-modified dimethylpolysiloxane macromonomer (n=25, R 8 =CH 3 7.5 g of cycloalkyl group-containing acrylic copolymer and 70 g of toluene were added, and nitrogen gas was introduced to create a sufficient nitrogen atmosphere. The mixture was then heated to 100°C, and 0.15 g of AIBN was added, followed by refluxing for 3 hours to polymerize. The resulting reaction product was evaporated to remove toluene, and then vacuum-dried 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 x 10 4 It was.
[0113] (Production Example 6) [Cycloalkyl-Containing (Meth)acrylic Copolymer (6)] Into the flask, 22.5 g of cyclohexyl methacrylate and 22.5 g of methacrylic-modified dimethylpolysiloxane macromonomer (n=60, R 8 =C 4 H 9 7.5 g of cycloalkyl group-containing acrylic copolymer and 70 g of toluene were added, and nitrogen gas was introduced to create a sufficient nitrogen atmosphere. The mixture was then heated to 80°C, and 0.15 g of AIBN was added, followed by refluxing for 5 hours to polymerize. Methanol was poured into the resulting reaction mixture to precipitate an acrylic copolymer. The precipitate was filtered and then vacuum dried to obtain 29.1 g of a cycloalkyl group-containing acrylic copolymer solid content.
[0114] (Production Example 7) [Cycloalkyl Group-Containing (Meth)Acrylic Copolymer (7)] 21 g of cyclohexyl methacrylate, 4.5 g of 2-ethylhexyl methacrylate, 4.5 g of the methacrylic-modified dimethylpolysiloxane macromonomer used in Production Example 5, and 70 g of toluene were added to the flask, and nitrogen gas was introduced to create a sufficient nitrogen atmosphere. The mixture was then heated to 80°C, and 0.15 g of AIBN was added, followed by refluxing for 5 hours to polymerize. Methanol was poured into the resulting reaction mixture to precipitate an acrylic copolymer. The precipitate was filtered and then vacuum-dried 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 It was.
[0115] (Production Example 8) [Cycloalkyl Group-Containing (Meth)acrylic Copolymer (8)] When synthesis was carried out according to the above synthesis method using as raw materials the following combinations: 50% cyclohexyl methacrylate and 50% of the methacrylic-modified dimethylpolysiloxane macromonomer used in Production Example 5, 50% cyclohexyl methacrylate and 50% lauryl methacrylate, 75% cyclohexyl methacrylate and 25% lauryl methacrylate, 60% cyclohexyl methacrylate and 40% 2-ethylhexyl methacrylate, and the methacrylic-modified dimethylpolysiloxane macromonomer, it was possible to obtain a cycloalkyl group-containing acrylic copolymer.
[0116]
[0117]
[0118]
[0119] * 1: KP-550 (manufactured by Shin-Etsu Chemical Co., Ltd.) * 2: SILFORM FLEXIBLE RESIN (manufactured by Momentive Performance Materials Holdings Co., Ltd.) * 3: SR1000 (manufactured by Momentive Performance Materials Holdings Co., Ltd.) * 4: AEROSIL R972 (manufactured by Nippon Aerosil Co., Ltd.) * 5: AEROSIL 380S (manufactured by Nippon Aerosil Co., Ltd.) * 6: BENTONE 38V BC (manufactured by Elementis Co., Ltd.) * 7: Leopard KL2 (manufactured by Chiba Flour Milling Co., Ltd.) * 8: KF-96L-2CS (manufactured by Shin-Etsu Chemical Co., Ltd.) * 9: DOWSIL 1686 Resin (kinematic viscosity 2500 mm 2 / s) (Dow Toray Industries, Inc.) *10: BELSIL PDM 1000 (kinematic viscosity 1000 mm 2 / s) (manufactured by Asahi Kasei Wacker Silicone Co., Ltd.) *11: KF-96-20CS (kinematic viscosity 20 mm 2 / s) (manufactured by Shin-Etsu Chemical Co., Ltd.) *12: DOWSIL 2503-Cosmetic Wax (manufactured by Dow-Toray Industries, Inc.)
[0120] (Manufacturing Method) A. Components (1) to (4) and (9) to (10) were heated to 110°C and mixed to dissolve. B. Components (5) to (8) and (11) to (17) were added to A and mixed and dispersed uniformly. C: B was filled into a container with an applicator at room temperature to obtain a liquid rouge.
[0121] (Evaluation Method 1) For the following evaluation items (a), (b), and (d), a use test was conducted on each sample by a panel of 20 cosmetic evaluation experts. Each panelist applied each sample to their lips and scored them using the absolute evaluation criteria below. The average score of all panelists was calculated and judged according to the evaluation criteria below. Evaluation items (a) and (b) were evaluated after 6 hours of applying the sample to their lips and having the panelists go about their normal daily lives, while evaluation item (d) was performed immediately after application. For (a), color retention was evaluated by comparing the coating film 6 hours after application with the coating film immediately after application. For (b), the ease of mouth movement in daily life for 6 hours after application of each sample was evaluated. For (d), whether vertical and horizontal wrinkles on the lips were covered immediately after application of each sample was evaluated.
[0122] (Evaluation items) (a) Color retention (b) Ease of application area movement (c) Wrinkle coverage effect
[0123] <Absolute evaluation criteria> (Score): (Evaluation) 5 points: Very good 4 points: Good 3 points: Average 2 points: Fair 1 point: Bad <Judgment criteria> (Judgment): (Average score) ◎ (A): Higher than 4 points 〇 (B): Higher than 3 points but 4 points or less △ (C): Higher than 2 points but 3 points or less × (D): 2 points or less
[0124] (Evaluation Method 2) Evaluation Item (C) Formulation Uniformity: The formulation uniformity of each sample was evaluated under the following measurement conditions. <Measurement Conditions> Each produced sample was filled into a No. 6 standard bottle and allowed to stand at room temperature (20-30°C) for 8 hours. The presence or absence of separation in each sample was confirmed and judged according to the following criteria. The height of the bulk in a dispersed state after standing for 0 hours was measured with a ruler as the total height (100%). When the bulk was then left to stand, in some cases the oil phase separated from the dispersed state and a transparent layer was visible to the naked eye. This transparent layer was designated as the separated layer, and the height (thickness) of the separated layer was measured with a ruler. The smaller the proportion of the separated layer, the longer the uniformity of the formulation could be maintained, and the better the uniformity was evaluated to be.
[0125] <Evaluation Criteria> (Evaluation): (Evaluation) ◎ (A): Separation layer is less than 10% ○ (B): Separation layer is 10% or more but less than 20% △ (C): Separation layer is 20% or more but less than 30% × (D): Separation layer is 30% or more
[0126] As is clear from the results in Tables 1 to 3, the liquid rouge of the Examples was excellent in all aspects: (i) color retention, (ii) ease of application site movement, (iii) uniformity of the formulation, and (iv) wrinkle coverage. On the other hand, in Comparative Example 1, where [(A) + (B)] / (E) was less than 0.5, color retention and wrinkle coverage were not achieved, and ease of lip movement and uniformity of the formulation were insufficient. In Comparative Example 2, where [(A) + (B)] / (E) was greater than 2.8, the lipstick felt sticky upon use, making it difficult to move the lips, the formulation was poor in uniformity, and the color retention and wrinkle coverage were insufficient. In Comparative Example 3, which did not contain component (A), color retention and wrinkle coverage were not achieved, and ease of lip movement and uniformity of the formulation were insufficient. In Comparative Example 4, which did not contain component (B), the lipstick felt sticky upon use, making it difficult to move the lips, the color retention and wrinkle coverage were not achieved, and the formulation was insufficient in uniformity. Comparative Example 5, which did not contain component (C), was inferior in wrinkle covering effect and formulation uniformity, and also insufficient in color retention and ease of lip movement. Comparative Example 6, which contained 2-octyldodecanol instead of component (D), did not properly form a film with the resin, resulting in poor color retention and wrinkle covering effect, as well as poor lip movement and formulation uniformity. Comparative Example 7, in which all component (D) was replaced with polyphenylsilsesquioxane, was inferior in color retention and wrinkle covering effect, as well as poor lip movement and formulation uniformity. Comparative Example 8, which did not contain component (E), was inferior in wrinkle covering effect and formulation uniformity, as well as poor color retention and ease of lip movement. Furthermore, Comparative Example 9, which contained silicone wax instead of component (E), was inferior in color retention and formulation uniformity, as well as poor wrinkle covering effect and poor lip movement.
[0127] Example 26: Oil-based liquid lip gloss Ingredients (%) (1) (Cyclohexyl methacrylate / Ethylhexyl methacrylate) Crosspolymer 10 (2) Polymethylsilsesquioxane *2 8 (3) Dimethylsilylated Silica *4 5 (4) Isododecane Remaining (5) Trimethylsiloxyphenyl Dimethicone *10 11 (6) Diisostearyl Malate 10 (7) 2-Octyldodecanol 4 (8) Red No. 202 2 (9) Yellow No. 4 1 (10) Titanium dioxide (Triethoxycaprylylsilane treated 3%) 1 (11) Tocopherol 0.1 (12) Calcium / Al Borosilicate *13 1 (13) Fragrance 0.3 *13: Microglass Metashine MT1080RR (Nippon Sheet Glass Co., Ltd.)
[0128] (Manufacturing Method) A: Components (1), (2), and (4) were heated to 100°C and dissolved uniformly. B: Components (3) and (5) to (13) were added to A and dispersed uniformly. C: B was poured into a container with an applicator and cooled to room temperature to obtain an oil-based liquid lip gloss.
[0129] The oily liquid lip gloss of Example 26 had good color retention, a high wrinkle covering effect, ease of application to the area, and excellent uniformity of the formulation.
[0130] Example 27: Oily Paste Concealer Ingredients (%) (1) (Acrylates / Dimethicone) Copolymer 6 (2) Trimethylsiloxysilicate *3 6 (3) Dimethyl Distearyl Hectorite *6 2 (4) Isododecane Remaining (5) Ethylhexyl Methoxycinnamate *14 6 (6) Diethylamino Hydroxybenzoyl Hexyl Benzoate *15 2 (7) Bis-Ethylhexyloxyphenol Methoxy Phenyl Triazine *16 1 (8) Diphenylsiloxy Phenyl Trimethicone *17 9 (9) Petrolatum *18 4 (10) Polymethylsilsesquioxane *19 6 (11) Red Iron Oxide 3 (12) Yellow Iron Oxide 2 (13) Black Iron Oxide 1 (14) Synthetic Fluorphlogopite 10 (15) Titanium Dioxide *20 7 *14: UVINUL MC80 (manufactured by BASF) *15: UVINUL A PLUS GRANULAR (manufactured by BASF) *16: TINOSORB S (manufactured by BASF) *17: KF-56 (kinematic viscosity 15 mm 2 / s) (Shin-Etsu Chemical Co., Ltd.) *18: SNOW WHITE SPECIAL (SONNEBORN) *19: TOSPEARL 150A (Momentive Performance Materials Holdings) *20: MT-01 (TIKA Corporation)
[0131] (Manufacturing Method) A: Components (1), (2), and (4) to (7) are heated to 100°C and dissolved uniformly. B: Components (8) and (9) are added to A, and heated to 90°C and dissolved uniformly. C: Components (3) and (10) to (15) are added to B and dispersed uniformly. D: C is poured into a container with an applicator and cooled to room temperature to obtain an oily paste concealer.
[0132] The oily paste concealer of Example 27 had good color retention, a high wrinkle covering effect, ease of application to the area, and excellent uniformity of the formulation.
[0133] Example 28: Oil-based liquid eyeliner Ingredients (%) (1) (Cyclohexyl methacrylate / Ethylhexyl methacrylate) Crosspolymer 12 (2) Polymethylsilsesquioxane *2 8 (3) Dextrin palmitate *7 0.5 (4) Isododecane Remaining (5) Polyphenylsilsesquioxane *9 15 (6) Phytosteryl / Isostearyl / Cetyl / Stearyl / Behenyl Dimer Dilinoleate *21 3 (7) Glyceryl Tri-2-Ethylhexanoate *22 5 (8) Ultramarines 0.5 (9) Red Iron Oxide 0.3 (10) Titanium Dioxide 0.5 (11) Tocopherol 0.1 (12) Calcium / Al Borosilicate *13 5 (13) Synthetic Fluorphlogopite 10 *21: PLANDOOL-S (manufactured by Nippon Fine Chemical Co., Ltd.) *22: MYRITOL GTEH (manufactured by BASF)
[0134] (Production Method) A: Components (1) to (7) were heated to 100°C and dissolved uniformly. B: Components (8) to (13) were added to A and dispersed uniformly. C: B was poured into a container with an applicator and cooled to room temperature to obtain an oil-based liquid eyeliner.
[0135] The oil-based liquid eyeliner of Example 28 had good color retention, a high wrinkle-covering effect, ease of application to the area, and excellent uniformity of the formulation.
[0136] Example 29: Oil-based Paste Eye Color Ingredients (%) (1) (Cyclohexyl methacrylate / Ethylhexyl methacrylate) Crosspolymer 9 (2) Polymethylsilsesquioxane *2 6 (3) Dextrin myristate *23 0.5 (4) Isododecane Remaining (5) Dimethicone 15 (6) Diphenylsiloxyphenyl trimethicone *17 10 (7) Bis-diglyceryl polyacyladipate-2 *24 5 (8) (Dimethicone / Vinyl dimethicone) Crosspolymer *25 3 (9) Red iron oxide 1 (10) Yellow iron oxide 0.5 (11) Black iron oxide 0.2 (12) Titanium dioxide 1.3 (13) Borosilicate (Calcium / Al) *18 0.3 (14) Synthetic Fluorphlogopite 18 (15) Fragrance 0.2 * 23: Leopard MKL2 (manufactured by Chiba Flour Milling Co., Ltd.) * 24: SOFTISAN 649 (manufactured by SASOL GERMANY GMBH) * 25: KSG-16 (manufactured by Shin-Etsu Chemical Co., Ltd.)
[0137] (Production Method) A: Components (1) to (7) are heated to 100°C and dissolved uniformly. B: Components (8) to (15) are added to A and dispersed uniformly. C: B is poured into a jar and cooled to room temperature to obtain an oily paste eyeshadow.
[0138] The oily paste eye color of Example 29 had good color retention, a high wrinkle covering effect, ease of application to the area, and excellent uniformity of the preparation.
Claims
1. The following components (A) to (E); (A) an oil-soluble (meth)acrylic resin (B) a silicone resin (C) an oil-phase thickener (D) a volatile oil agent (E) a non-volatile silicone oil that is liquid at 25°C, and an oil-based cosmetic containing the mass ratio [(A)+(B)] / (E) of the total content of the components (A) and (B) to the component (E) being 0.5 to 2.
8.
2. The oil-based cosmetic according to claim 1, wherein the component (C) is one or more selected from the group consisting of fumed silica, organically modified clay minerals, and dextrin fatty acid esters.
3. The oil-based cosmetic according to claim 1 or 2, wherein the component (E) contains a phenyl-modified silicone.
4. The oil-based cosmetic according to claim 1 or 2, wherein the mass ratio (A) / (B) of the content of the component (A) to the component (B) is 0.3 to 3.
5. The oil-based cosmetic according to claim 1 or 2, wherein the total content of the components (A) and (B) is 4 to 40% by mass.
6. The oil-based cosmetic according to claim 1 or 2, wherein the component (A) is a cycloalkyl group-containing (meth)acrylic copolymer and / or a (meth)acrylic-silicone copolymer.
7. The oil-based cosmetic according to claim 1 or 2, wherein the component (A) is a (cyclohexyl methacrylate / ethylhexyl methacrylate) crosspolymer and / or an (acrylates / dimethicone) copolymer.
8. The oil-based cosmetic according to claim 1 or 2, wherein the component (B) is polymethylsilsesquioxane and / or trimethylsiloxysilicate.
9. The oil-based cosmetic according to claim 1 or 2, which is liquid.
10. The oil-based cosmetic according to claim 1 or 2, which is a lip cosmetic.
Citation Information
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