Oil-based cosmetics

Abstract

The present invention provides the development of an oily cosmetic that while having light spreading, a smooth feeling of use, and excellent water-repellency, imparts adhesion, suppleness, smoothness, gloss, and an emollient effect, and gives a natural finish, and further does not have color transfer and color fading, and excels in long-lastingness.　This oily cosmetic contains an (A) ingredient and a (B) ingredient. (A) A weight-average molecular weight 500-200,000 organopolysiloxane compound. (B) A hydrocarbon-based oily solidifying agent and / or an oily gelling agent that is other than hydrocarbon-based.

Description

[Technical field]

[0001] The present invention relates to an oil-based cosmetic composition containing a specific siloxane compound. [Background technology]

[0002] Conventionally, oil-based cosmetics contain oils such as paraffin, esters, higher alcohols, and glycerides in order to provide flexibility, smoothness, and emollient effects. However, these cosmetics are unavoidable in terms of oiliness, stickiness, and oily film feeling. Some oil-based cosmetics use oils with high molecular weight and low degree of unsaturation in order to suppress this stickiness, but these have problems such as peeling off and hardness due to insufficient adhesion.

[0003] Cosmetics containing silicone oils such as dimethylpolysiloxane in the oil-based cosmetic composition are also known. However, although silicone oils impart light spreadability, excellent smoothness, and water repellency, they have poor compatibility with other oils and poor adhesion, so that cosmetics containing silicone oils have the drawback of poor makeup retention.

[0004] On the other hand, various studies have been conducted in the past to improve the adhesion of lip cosmetics among oil-based cosmetics. For example, there have been attempts to incorporate a volatile oil so that the liquid oil evaporates after application, leaving only the coloring material and wax components on the application surface to improve makeup retention. There have also been attempts to improve makeup retention by dissolving a polymer film-forming agent in a volatile oil and incorporating it, and forming a polymer film on the skin surface after application and drying. Furthermore, studies have been conducted to improve makeup retention by incorporating PCA-modified dimethicone, which has a pyrrolidone carboxyl group (pyrrolidone carboxylic acid residue) that has good adhesion (Patent Documents 1 and 2).

[0005] However, in oil-based cosmetics containing volatile oils, it causes dry skin, reduces luster, or lacks adhesion, and when PCA-modified dimethicone is used, it has poor compatibility with the hydrocarbon oil-based solidifying agents and non-hydrocarbon oil-based gelling agents that form the backbone of oil-based cosmetics, and in order to incorporate it in oil-based cosmetics, it must be used in combination with polyoxyalkylene-modified organopolysiloxane, etc. However, polyoxyalkylene-modified organopolysiloxane disperses the solidifying agents and gelling agents used in oil-based cosmetics, making it impossible to maintain the hardness of the oil-based cosmetics. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] JP 2003-238334 A [Patent Document 2] JP 2003-261415 A Summary of the Invention [Problem to be solved by the invention]

[0007] Therefore, there has been a demand for the development of an oil-based cosmetic composition that spreads lightly, has a smooth feel when used, has excellent water repellency, and yet imparts adhesion, flexibility, smoothness, gloss, and an emollient effect, gives a natural finish, and is excellent in makeup retention without color transfer or fading. In particular, there has been a demand for the development of an oil-based cosmetic composition for lips that gives a moist finish without drying out the lips, has excellent gloss and adhesion, and is excellent in makeup retention without bleeding. [Means for solving the problem]

[0008] The present inventors have conducted intensive research to solve the above problems, and as a result have found that an oil-based cosmetic composition containing an organopolysiloxane compound having a pyrrolidone carboxyl group and an aromatic group, and an oil-based solidifying agent and / or an oil-based gelling agent has excellent moldability, light spreadability, a smooth feel when used, and strong water repellency against sweat and water. The oil-based cosmetic composition also provides flexibility, smoothness, an emollient effect, shine, and a natural finish, and is characterized by no color transfer or fading and excellent makeup retention. In particular, the present inventors have found that a lip cosmetic composition containing the oil-based cosmetic composition provides an emollient effect to the lips, and has excellent shine, adhesion, and long-lasting makeup, and have completed the present invention.

[0009] That is, the present invention provides the following oil-based cosmetic preparation.

[0010] [1] An oil-based cosmetic preparation comprising the following components (A) and (B): (A) An organopolysiloxane compound having a weight average molecular weight of 500 to 200,000 and represented by the following general formula (1): [ka] [In formula (1), R 1 are independently an alkyl group having 1 to 16 carbon atoms or a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 2 are independently an organic group represented by the following general formula (2), R 3 are independently an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 14 carbon atoms, R 4 are each independently an organopolysiloxane group represented by the following general formula (3) or general formula (4), and a, b, c, and d each independently represent 1.0≦a≦2.5, 0.001≦b≦1.5, 0.001≦c≦1.5, 0≦d≦1.0, and 1.1 <a+b+c+d<4である。] [ka] [In formula (2), R 5is a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, or an alkali metal cation, X is independently a straight-chain or branched alkylene group having 1 to 12 carbon atoms, and Y is -NR'-, a sulfur atom, or an oxygen atom, where R' is a hydrogen atom or a lower alkyl group having 1 to 6 carbon atoms. m is 0 or 2, m1 is 0 or 1, and m2 is 0 or 1, but when m is 0 and m2 is 1, m1 is 1, when m is 2 and m2 is 1, m1 is 0 or 1, and when m is 2 and m2 is 0, m1 is 0.] [ka] [In formulas (3) and (4), M=R 6 3SiO 1 / 2 , M R =R 6 2R 7 SiO 1 / 2 , D=R 6 2SiO 2 / 2 , D R =R 6 R 7 SiO 2 / 2 , T R =R 7 SiO 3 / 2 and R 6 are independently selected from an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 14 carbon atoms, and a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 7 are independently an alkylene group having 1 to 5 carbon atoms; q is an integer of 2 to 3; s is 0≦s≦500, and t and u are each a number of 0 or 1. However, in formula (4), the sum of t and u is 1, and s and u cannot be 1 or greater at the same time.] (B) Hydrocarbon-based oil-based solidifying agent and / or non-hydrocarbon-based oil-based gelling agent [2] The oil-based cosmetic according to [1], wherein the hydrocarbon oil-based solidifying agent (B) is one or more oil-based solidifying agents selected from paraffin wax, polyethylene wax, polyethylene / polypropylene wax, Fischer-Tropsch wax, ceresin, and microcrystalline wax. [3] The oil-based cosmetic according to [1], wherein the non-hydrocarbon oil-based gelling agent (B) is one or more oil-based gelling agents selected from fatty acid esters having a sugar skeleton and fatty acid esters having a glycerin skeleton. [4] The oil-based cosmetic composition according to any one of [1] to [3] above is a lip cosmetic composition. Effect of the Invention

[0011] The oil-based cosmetic of the present invention has excellent moldability, is light and smooth without stickiness or weight when applied, spreads lightly, and leaves the skin with a light, smooth and moist feel after application, and has strong water repellency against sweat and water, and when applied, it imparts adhesion to the skin, flexibility, smoothness, emollient properties and shine, and gives a natural finish, making it excellent in usability. In particular, the lip cosmetic imparts a healthy shine, leaves the lips moist without drying, and has high adhesion so that it does not bleed, does not transfer or fade, and gives a finish with excellent durability. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0012] The present invention will be described in detail below.

[0013] Component (A) The organopolysiloxane compound having a weight average molecular weight of 500 to 200,000 used as component (A) in the present invention is represented by the following general formula (1). [ka] [In the above formula, R 1 are independently an alkyl group having 1 to 16 carbon atoms or a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 2 are independently an organic group represented by the following general formula (2), R 3 are independently an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 14 carbon atoms, R 4are each independently an organopolysiloxane group represented by the following general formula (3) or general formula (4), and a, b, c, and d each independently represent 1.0≦a≦2.5, 0.001≦b≦1.5, 0.001≦c≦1.5, 0≦d≦1.0, and 1.1 <a+b+c+d<4である。] [ka] [In the above formula, R 5 is either a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, or an alkali metal cation; X is independently a straight-chain or branched alkylene group having 1 to 12 carbon atoms; Y is -NR'-, a sulfur atom, or an oxygen atom, where R' is a hydrogen atom or a lower alkyl group having 1 to 6 carbon atoms; m is 0 or 2, m1 is 0 or 1, and m2 is 0 or 1; provided that when m is 0 and m2 is 1, m1 is 1; when m is 2 and m2 is 1, m1 is 0 or 1; and when m is 2 and m2 is 0, m1 is 0. [ka] [In the above formula, M=R 6 3SiO 1 / 2 , M R =R 6 2R 7 SiO 1 / 2 , D=R 6 2SiO 2 / 2 , D R =R 6 R 7 SiO 2 / 2 , T R =R 7 SiO 3 / 2 and R 6 are independently selected from an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 14 carbon atoms, and a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 7 are independently an alkylene group having 1 to 5 carbon atoms. q is an integer of 2 to 3. s is 0≦s≦500. t and u are each a number of 0 or 1. However, in formula (4), the sum of t and u is 1, and s and u cannot be 1 or greater at the same time.]

[0014] R 1 Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a hexadecyl group, a cyclopentyl group, and a cyclohexyl group. Specific examples of the fluorine-substituted alkyl group include a trifluoropropyl group, a nonafluorohexyl group, a tridecafluorooctyl group, and a heptadecafluorodecyl group. 1 It is preferable that 50% or more of the total are methyl groups, and more preferably 70% or more are methyl groups. 1 may be a methyl group.

[0015] R 2 is an organic group represented by the following general formula (2). [ka]

[0016] In the above formula, R 5 R is either a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, or an alkali metal cation. 5 Examples of the lower alkyl group in R include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples of the alkali metal cation in R include a sodium ion, a potassium ion, and a lithium ion. 5is preferably a hydrogen atom, a methyl group, a sodium ion, or a potassium ion, and more preferably a hydrogen atom. X is independently a linear or branched alkylene group having 1 to 12 carbon atoms. Examples of the alkylene group in X include a methylene group, an ethylene group, and a trimethylene group. Y is -NR'-, a sulfur atom, or an oxygen atom. Here, R' is a hydrogen atom or a lower alkyl group having 1 to 6 carbon atoms. Examples of the lower alkyl group in R' include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Among these, R' is preferably a hydrogen atom, a methyl group, or an ethyl group, and more preferably a hydrogen atom. m is 0 or 2, m1 is 0 or 1, and m2 is 0 or 1. However, when m is 0 and m2 is 1, m1 is 1, when m is 2 and m2 is 1, m1 is 0 or 1, and when m is 2 and m2 is 0, m1 is 0.

[0017] R 3 R is independently an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 14 carbon atoms. Examples of the aryl group include a phenyl group and a tolyl group, and examples of the aralkyl group include a benzyl group and a phenethyl group. 3 is preferably a phenyl group.

[0018] R 4 are independently organopolysiloxane groups represented by the following general formula (3) or general formula (4). [ka] [In the above formula, M=R 6 3SiO 1 / 2 , M R =R 6 2R 7 SiO 1 / 2 , D=R 6 2SiO 2 / 2 , D R =R 6 R 7 SiO 2 / 2 , T R =R 7 SiO 3 / 2 and R6 are independently selected from an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 14 carbon atoms, and a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 7 is an alkylene group having 1 to 5 carbon atoms; q is an integer of 2 to 3; s is 0≦s≦500; t and u are each the number 0 or 1. However, in formula (4), the sum of t and u is 1, and s and u cannot be 1 or greater at the same time.]

[0019] Specific examples of the organopolysiloxane group represented by the above general formula (3) or general formula (4) include the following. [ka]

[0020] R 6 are independently selected from the group consisting of alkyl groups having 1 to 6 carbon atoms, aryl groups having 6 to 12 carbon atoms, aralkyl groups having 7 to 14 carbon atoms, and fluorine-substituted alkyl groups having 3 to 12 carbon atoms. Specific examples include alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, and cyclohexyl groups, aryl groups such as phenyl and tolyl groups, aralkyl groups such as benzyl and phenethyl groups, and fluorine-substituted alkyl groups such as trifluoropropyl, nonafluorohexyl, tridecafluorooctyl, and heptadecafluorodecyl groups. R 6 is preferably a methyl group or a phenyl group.

[0021] R 6 It is preferable that 50% or more of the R are methyl groups, and more preferably 70% or more of the R are methyl groups. 6 may be a methyl group.

[0022] R 7 is an alkylene group having 1 to 5 carbon atoms, and is preferably an ethylene group.

[0023] q is an integer from 2 to 3. s satisfies 0 ≦ s ≦ 500. t and u are each a number of 0 or 1. However, in formula (4), the sum of t and u is 1, and s and u do not become 1 or more simultaneously.

[0024] In formula (1), a is from 1.0 to 2.5, preferably from 1.2 to 2.3. If a is less than 1.0, the usability deteriorates. If a is greater than 2.5, the gloss and adhesion deteriorate. b is from 0.001 to 1.5, preferably from 0.005 to 0.5. If b is less than 0.001, a natural finish cannot be obtained or the adhesion deteriorates. If b is greater than 1.5, the hydrophilicity becomes too high, resulting in stickiness. c is from 0.001 to 1.5, preferably from 0.05 to 1.0. If c is less than 0.001, the emollient effect cannot be obtained and the gloss cannot be obtained either. If c is greater than 1.5, the viscosity becomes too high and the usability tends to deteriorate. d is from 0 to 1.0, preferably from 0 to 0.5. If d is greater than 1.0, the gloss and adhesion cannot be obtained. 1.1 < a + b + c + d < 4, preferably 1.2 < a + b + c + d < 2.5.

[0025] The weight average molecular weight of the organopolysiloxane compound represented by the above formula (1) is from 500 to 200,000, preferably from 1,000 to 100,000. If the weight average molecular weight is less than 500, the water repellency cannot be obtained or the makeup retention deteriorates. Also, if the weight average molecular weight is greater than 200,000, the usability deteriorates and the finish also deteriorates. In this specification, the weight average molecular weight is determined as the value in terms of polystyrene in gel permeation chromatography (GPC) analysis measured under the following measurement conditions.

[0026] [Measurement Conditions] Developing solvent: Tetrahydrofuran (THF) Flow rate: 0.6 mL / min Detector: Differential refractive index detector (RI) Column: TSK Guardcolumn SuperH-H TSKgel SuperHM-N(6.0mmI.D.×15cm×1) TSKgel SuperH2500(6.0mmI.D.×15cm×1) (All manufactured by Tosoh Corporation) Column temperature: 40℃ Sample injection volume: 50 μL (THF solution with a concentration of 0.3% by mass)

[0027] The organopolysiloxane compound used as component (A) in the present invention can be synthesized by reacting an organopolysiloxane having a primary amino group with itaconic acid or its ester. The organopolysiloxane having a primary amino group may be a commercially available product or may be synthesized. A common synthesis method is to synthesize a side chain alkylamino group-modified organopolysiloxane using a siloxane oligomer obtained by hydrolysis of aminoalkylmethyldimethoxysilane, a cyclic siloxane, and a basic catalyst. Furthermore, by using bis(aminopropyl)tetramethyldisiloxane instead of the hydrolyzate of aminoalkylmethyldimethoxysilane, an organopolysiloxane modified at both ends with aminopropyl groups can be obtained.

[0028] The organopolysiloxane compound can be easily and directly prepared by reacting 0.5 to 1.5 moles, preferably 1.0 mole, of itaconic acid or its ester with respect to 1 mole of primary amino group at high temperature for a time sufficient for the itaconic acid or its ester to react with the primary amino functional group. In particular, when 0.5 to 1.5 moles, preferably 0.9 to 1.1 moles of itaconic acid or its ester are reacted with 1 mole of primary amino group, substantially all of the itaconic acid and all of the primary amino functional groups react to produce an organopolysiloxane compound having one or more pyrrolidone carboxyl groups and / or esters thereof.

[0029] The above reaction can be carried out without a solvent or in a solvent such as an alcohol, a hydrocarbon solvent, or a chlorinated hydrocarbon solvent, preferably at 90 to 160° C. The reaction proceeds easily, and the complete reaction of itaconic acid or its ester with the primary amino group occurs in about 1 to about 5 hours. Completion of the reaction can be determined by a conventional method, such as analysis of the amine value and acid value, or by measuring the amount of released water and / or alcohol as by-products.

[0030] The organopolysiloxane compound of component (A) has high skin adhesion and emollient properties due to the inclusion of an organic group containing a pyrrolidone carboxyl group. In addition, the inclusion of an aromatic group such as an aryl group or an aralkyl group increases compatibility with oil-based solidifiers and oil-based gelling agents, which are the backbone of oil-based cosmetics, making it possible to prepare a variety of oil-based cosmetics. Furthermore, because it is an oil with an extremely high refractive index, cosmetics containing component (A) are able to impart a healthy luster.

[0031] The amount of the organopolysiloxane compound of the component (A) in the cosmetic is preferably 0.1% to 60% by mass, more preferably 1% to 40% by mass, of the entire cosmetic. If the amount of the component (A) is less than 0.1% by mass, the adhesion is slightly improved, but the gloss is not fully satisfactory, and if it exceeds 60% by mass, the adhesion is too high and the spreadability is heavy. Furthermore, this organopolysiloxane compound may be used alone or in combination of two or more types as necessary.

[0032] (B) Component The component (B) used in the present invention is a hydrocarbon-based oil-based solidifying agent and / or a non-hydrocarbon oil-based gelling agent.

[0033] Hydrocarbon-based oil-based solidifier Examples of the hydrocarbon-based oil-based solidifying agent used as component (B) in the present invention include paraffin wax, polyethylene wax, polyethylene / polypropylene wax, Fischer-Tropsch wax, ceresin, microcrystalline wax, hydrogenated polyisobutene, candelilla wax, carnauba wax, and polyamide resins. Of these, the paraffin wax, polyethylene wax, polyethylene / polypropylene wax, Fischer-Tropsch wax, ceresin, and microcrystalline wax are particularly preferred.

[0034] Oil-based gelling agents other than hydrocarbons In addition, examples of oil-based gelling agents other than hydrocarbons that can be used as component (B) in the present invention include fatty acid esters having a sugar skeleton, fatty acid esters having a glycerin skeleton, metal soaps, and organically modified clay minerals, and among these, fatty acid esters having a sugar skeleton and fatty acid esters having a glycerin skeleton are preferred.

[0035] Examples of fatty acid esters having a sugar skeleton include dextrin fatty acid esters, inulin fatty acid esters, and the like. More specifically, examples include dextrin palmitate, dextrin myristate, dextrin (palmitate / ethylhexanoate), dextrin (palmitate / hexyldecanoate), sucrose stearate, and inulin stearate. Furthermore, examples of fatty acid esters having a glycerin skeleton include polyglycerin fatty acid esters and condensates of glycerin fatty acid esters, more specifically, glyceryl tri(behenic acid / isostearate / eicosane diacid), glyceryl (behenic acid / eicosane diacid), polyglyceryl-10 (behenic acid / eicosane diacid), and glyceryl tri(caprylic acid / capric acid).

[0036] Examples of the metal soap include aluminum stearate and magnesium myristate, and examples of the organically modified clay minerals include dimethyldioctadecylammonium montmorillonite, dimethyldioctadecylammonium montmorillonite, and disteardimonium hectorite.

[0037] The amount of component (B) in the cosmetic is preferably 0.1% to 40% by mass of the total cosmetic, and if it is less than 0.1% by mass, the hardness is insufficient and there are problems such as settling over time, and if it exceeds 40% by mass, the oil-based cosmetic becomes too hard and has a poor feel. The amount of component (B) in the cosmetic is more preferably 1% to 20% by mass of the total cosmetic. The hydrocarbon-based oily solidifying agent and / or non-hydrocarbon oily gelling agent may be used alone or in combination of two or more kinds.

[0038] The oil-based cosmetic of the present invention is particularly excellent in adhesion, flexibility, gloss and emollient properties, and is therefore suitable for use as a lip cosmetic.

[0039] Optional ingredients In addition to the organopolysiloxane compound, oil-based solidifier, and oil-based gelling agent, other oils can be used in the oil-based cosmetic of the present invention depending on the purpose. As the oil, any of volatile oils and non-volatile oils (solid, semi-solid, or liquid oils) that are used in ordinary cosmetics can be used.

[0040] The oily cosmetic composition of the present invention may contain a volatile silicone oil or a volatile organic oil as a volatile oil agent. Examples of volatile silicone oils include dimethylpolysiloxane (dimer, trimer, tetramer, pentamer), caprylyl methicone, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, tristrimethylsiloxymethylsilane, and tetrakistrimethylsiloxysilane. Examples of the volatile organic oil include hydrocarbon oils and ester oils, and specific examples thereof include α-olefin oligomers, light isoparaffin, isododecane, light liquid isoparaffin, and butyl acetate. Preferred volatile oils include dimethylpolysiloxane (tetramer, pentamer), caprylyl methicone, tristrimethylsiloxymethylsilane, tetraquistrimethylsiloxysilane, light isoparaffin, isododecane, light liquid isoparaffin, and butyl acetate. The blending amount of these volatile oils is preferably 1 to 98% by mass, more preferably 1 to 50% by mass, and even more preferably 3 to 30% by mass of the entire cosmetic.

[0041] The oil-based cosmetic of the present invention may contain, in addition to the above-mentioned volatile oils, other oils acceptable for cosmetics. Examples of oils other than volatile oils include non-volatile silicone oils, higher fatty acids, higher alcohols, ester oils, glyceride oils, polar oils such as natural animal and vegetable oils, semi-synthetic oils, and / or fluorine-based oils. These oils may be used alone or in combination of two or more.

[0042] Examples of silicone oils include non-volatile dimethylpolysiloxane, phenyltrimethicone, methylphenylpolysiloxane, dimethylsiloxyphenyltrimethicone, diphenylsiloxyphenyltrimethicone (e.g., KF-56A manufactured by Shin-Etsu Chemical Co., Ltd.), methylhexylpolysiloxane, methylhydrogenpolysiloxane, linear or branched organopolysiloxanes such as dimethylsiloxane-methylphenylsiloxane copolymers, tetramethyltetraphenylcyclotetrasiloxane, amino-modified organopolysiloxanes, and dimethylpolysiloxanes with a high degree of polymerization. Examples of such modified organopolysiloxanes include silicone rubbers such as gum-like amino-modified organopolysiloxanes and gum-like dimethylsiloxane-methylphenylsiloxane copolymers, as well as cyclic siloxane solutions of silicones and rubbers, trimethylsiloxysilicate, cyclic organopolysiloxanes of trimethylsiloxysilicate, higher alkoxy-modified organopolysiloxanes such as stearoxysilicone, higher fatty acid-modified organopolysiloxanes, alkyl-modified organopolysiloxanes, long-chain alkyl-modified organopolysiloxanes, fluorine-modified organopolysiloxanes, silicone resins, and silicone resins.

[0043] Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, and 12-hydroxystearic acid.

[0044] Examples of higher alcohols include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldodecanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecyl alcohol, cholesterol, phytosterol, POE cholesterol ether, monostearyl glycerin ether (batyl alcohol), and monooleyl glyceryl ether (selachyl alcohol).

[0045] Ester oils include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, N-alkyl glycol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dioctanoate, neopentyl glycol dicaprate, propylene glycol dicaprate, coconut alkyl caprate / caprylate, triethyl citrate, 2-ethylhexyl succinate, and isocetyl stearate. , butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, ethylhexyl methoxycinnamate, cetyl lactate, myristyl lactate, isononyl isononanoate, isotridecyl isononanoate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearyl acid, dipentaerythritol fatty acid esters, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, lauroyl sarcosine isopropyl ester, and diisostearyl malate.

[0046] Examples of glyceride oils include acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl monostearate, glyceryl di-2-heptylundecanoate, glyceryl trimyristate, diglyceryl myristate isostearate, and glyceryl triethylhexanoate.

[0047] In addition, examples of natural animal and vegetable oils and semi-synthetic oils include avocado oil, linseed oil, almond oil, ivota wax, perilla oil, olive oil, cacao butter, kapok wax, kaya oil, carnauba wax, candelilla wax, apricot kernel oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, sugarcane wax, camellia oil, safflower oil, shea butter, Chinese ginger oil, cinnamon oil, jojoba wax, squalane, squalene, shellac wax, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, rapeseed oil, Japanese tung oil, bran wax, germ oil, persic oil, palm oil, palm kernel oil, castor oil, sunflower oil, grape oil, bayberry wax, Examples of the oils that can be used include natural vegetable oils such as jojoba oil, macadamia nut oil, beeswax, meadowfoam oil, cottonseed oil, cotton wax, Japan wax, Japan wax kernel oil, montan wax, coconut oil, and peanut oil; natural animal oils such as liver oil, beef tallow, beef leg fat, beef bone fat, hardened beef tallow, whale wax, hardened oil, turtle oil, lard, horse fat, mink oil, refined candelilla wax, mutton tallow, lanolin, liquid lanolin, and egg yolk oil; hydrogenated castor oil, castor oil fatty acid methyl ester, hydrogenated jojoba oil, hydrogenated coconut oil, tricoconut oil fatty acid glyceride, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin alcohol acetate, and lanolin fatty acid isopropyl.

[0048] Examples of the fluorine-based oil agent include perfluoropolyether, perfluorodecalin, and perfluorooctane.

[0049] The amount of oil other than volatile oil acceptable for use in the oil-based cosmetic of the present invention will vary depending on the formulation system of the cosmetic, but is preferably in the range of 1 to 98% by mass, preferably 1 to 50% by mass, and more preferably 3 to 30% by mass of the total cosmetic.

[0050] The oil-based cosmetic of the present invention may contain ingredients used in ordinary cosmetics, such as powders, film-forming agents, surfactants, powders, resins, ultraviolet absorbers, preservatives, antioxidants, and fragrances. In addition, water, alcohols, water-soluble polymers, moisturizers, antibacterial agents, salts, pH adjusters, chelating agents, cooling agents, anti-inflammatory agents, skin-beautifying ingredients (skin whitening agents, cell activators, skin roughness improving agents, blood circulation promoters, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, and inclusion compounds may be added within the range that does not impair the effects of the present invention.

[0051] Further, examples of the oil-based cosmetic composition of the present invention include makeup cosmetics such as liquid foundation, oil-based foundation, blusher, eye shadow, mascara, eyeliner, eyebrow, and lipstick, which contain the above-mentioned cosmetic components, and ultraviolet protection cosmetics such as sunscreen oil, sunscreen emulsion, and sunscreen cream. EXAMPLES

[0052] The present invention will be further described below with reference to Production Examples, Comparative Production Examples, Examples, and Comparative Examples, but the present invention is not limited to these Examples. In the following formulas, C6H5- represents a phenyl group. Also, "%" represents "% by mass".

[0053] [Production Example 1] 740 g of amino group-containing organopolysiloxane represented by the following formula was added to a separable flask. [ka] 34 g of itaconic acid was added thereto and stirred at 140°C for 3 hours, and the theoretical amount of water was distilled off using an ester adapter. Unreacted materials were removed by vacuum stripping, yielding an organopolysiloxane compound with the following structure in a 95% yield. The resulting pale yellow, transparent liquid had a weight average molecular weight of 3,000. [ka]

[0054] [Production Example 2] 200 g of an amino group-containing organopolysiloxane represented by the following formula was added to a separable flask. [ka] 5.0 g of itaconic acid was added thereto and stirred at 140°C for 3 hours, and the theoretical amount of water was distilled off using an ester adapter. Unreacted materials were removed by vacuum stripping, yielding an organopolysiloxane compound with the following structure in a yield of 96%. The resulting pale yellow, transparent liquid had a weight average molecular weight of 11,000. [ka]

[0055] [Production Example 3] 500 g of an amino group-containing organopolysiloxane represented by the following formula was added to a separable flask. [ka] 12.5 g of dimethyl itaconate was added thereto and stirred at 100°C for 3 hours, and the theoretical amount of methanol was distilled off using an ester adapter. Unreacted materials were removed by vacuum stripping, yielding an organopolysiloxane compound with the following structure in a 95% yield. The resulting pale yellow, transparent liquid had a weight average molecular weight of 20,000. [ka]

[0056] [Production Example 4] 300 g of an amino group-containing organopolysiloxane represented by the following formula was added to a separable flask. [ka] 34.5 g of itaconic acid was added thereto and stirred at 140°C for 3 hours, and the theoretical amount of water was distilled off using an ester adapter. Unreacted materials were removed by vacuum stripping, yielding an organopolysiloxane compound with the following structure in a 95% yield. The resulting pale yellow, transparent liquid had a weight average molecular weight of 1,300. [ka]

[0057] [Comparative Manufacturing Example 1] 500 g of an amino group-containing organopolysiloxane represented by the following formula was added to a separable flask. [ka] 15 g of itaconic acid was added thereto and stirred at 140°C for 3 hours, and the theoretical amount of water was distilled off using an ester adapter. Unreacted materials were removed by vacuum stripping, yielding an organopolysiloxane compound with the following structure in a 95% yield. The resulting pale yellow, transparent liquid had a weight average molecular weight of 5,500. [ka]

[0058] Examples 1 to 4 and Comparative Examples 1 to 3: Stick-type lipstick Stick-type lipsticks were produced according to the following production method and with the compositions shown in Table 1 below. The moldability, feel and usability of the lipsticks were evaluated according to the following evaluation methods. The results are also shown in Table 1.

[0059] (Manufacturing method) A: Heat ingredients 1 to 10 to 90°C and dissolve uniformly. B: Mix ingredients 11 to 16 uniformly and roll process. C: Add the mixture obtained in step B and component 17 to the mixture obtained in step A and mix uniformly. D: After the material obtained in step C above is degassed, it is poured into a container and cooled to solidify, yielding a stick-shaped lipstick.

[0060] (Evaluation method) The product obtained in the manner described above was checked for its moldability into a stick-type lipstick, and then the molded lipstick was subjected to a usability test by a panel of 50 women experts who evaluated the spreadability, smoothness, adhesion, fit, non-stickiness after application, moisturizing feeling, gloss of the finished product, as well as color transfer, colorfastness, non-smearing and makeup durability according to the following criteria, and an overall evaluation was made by averaging the results. [Confirmation of moldability] ◎: Can be molded ×: Cannot be molded [Evaluation Criteria] 5 points: very good 4 points: Good 3 points: Average 2 points: slightly poor 1 point: Defective [judgement] ◎: Average score 4.5 or higher ○: Average score 3.5 or more and less than 4.5 △: Average score 2.5 or more but less than 3.5 ×: Average score less than 2.5

[0061] [Table 1] (※) Shin-Etsu Chemical Co., Ltd.: KF-54

[0062] As is clear from the results in Table 1, the stick-type lipsticks of Examples 1 to 4 containing the siloxane compound of the present invention were found to be excellent in smoothness, adhesion, and fit when applied, moisturized, and free of color transfer, fading, and bleeding, and thus excellent in makeup durability, compared to Comparative Example 2. Also, compared to Comparative Example 3, they were found to be excellent in adhesion and fit when applied, moisturized, very glossy, and free of color transfer, fading, and bleeding, and thus excellent in makeup durability. Furthermore, when the pyrrolidone carboxyl group-containing polysiloxane not containing a phenyl group of Comparative Example 1 was used, it was not possible to mold it into a stick shape. Furthermore, the stick lipsticks of Examples 1 to 4 had an emollient effect, while Comparative Examples 1 to 3 did not have an emollient effect.

[0063] Example 5: Lipstick [Table 2] (Note 3) Shin-Etsu Chemical Co., Ltd.: KF-7312J (Decamethylcyclopentasiloxane 50% + Silicone resin 50% dissolved product) (Note 4) Shin-Etsu Chemical Co., Ltd.: KF-6106 (Note 5) Shin-Etsu Chemical Co., Ltd.: KTP-09W, R, Y, B (KF-9909 treated colored inorganic pigment, W: white, R: red, Y: yellow, B: black)

[0064] (Production method of Example 5) A: Heat and dissolve ingredients 1 to 8. B: Mix ingredients 9 to 16 uniformly and roll process. C: Add the material obtained in step B above to the material obtained in step A above and mix uniformly. D: After degassing the product obtained in step C above, component 17 is added and the mixture is filled into a container to obtain a lipstick.

[0065] The lipstick of the present invention obtained in the above manner (Example 5) had excellent smoothness when applied, was non-sticky and spread easily, had excellent adhesion, and gave a beautiful, glossy finish that fit well and did not smudge, transfer or fade, and lasted well, and further did not dry out or roughen the lips, possessing other excellent characteristics.

[0066] Example 6: Lipstick [Table 3] (Note 2) Shin-Etsu Chemical Co., Ltd.: KP-578 (Note 6) Shin-Etsu Chemical Co., Ltd.: KP-574 treatment

[0067] (Production method of Example 6) A: Heat and dissolve ingredients 1 to 7. B: Mix ingredients 8 to 15 uniformly and roll process. C: Add the mixture obtained in step B and component 16 to the mixture obtained in step A and mix uniformly. D: The product obtained in step C above is degassed and then filled into a container to obtain lipstick.

[0068] The lipstick of the present invention (Example 6) obtained in the above manner had excellent characteristics, such as excellent smoothness when applied, was non-sticky and spread easily, had excellent adhesion, was well-fitting, gave a beautiful, glossy finish, did not smudge, transfer or fade, and lasted well, and did not dry out or roughen the lips.

[0069] Example 7: Lip gloss [Table 4] (Note 7) Shin-Etsu Chemical Co., Ltd.: KP-545 (Decamethylcyclopentasiloxane 70% + acrylic silicone 30% dissolved product) (Note 8) Shin-Etsu Chemical Co., Ltd.: KF-99P treatment

[0070] (Production method of Example 7) A: Heat and dissolve ingredients 1 to 5. B: Mix ingredients 6 to 10 uniformly and roll process. C: Add the mixture obtained in step B and component 11 to the mixture obtained in step A and mix uniformly. D: The product obtained in step C above is degassed and then filled into a container to obtain a lip gloss.

[0071] The lip gloss of the present invention (Example 7) obtained in the above manner had excellent spreadability and smoothness when applied, was not sticky, had excellent adhesion, and had a beautiful moist and glossy finish that fit well. It also had good makeup wear without bleeding, color transfer or fading, and did not dry out or roughen the lips. It had other excellent characteristics.

[0072] Example 8: Oil-based solid foundation [Table 5] (Note 9) Shin-Etsu Chemical Co., Ltd.: KF-56A (Note 10) Shin-Etsu Chemical Co., Ltd.: KSP-100 (Composite powder with an average particle size of 5μm, made of silicone rubber coated with silicone resin) (Note 11) Shin-Etsu Chemical Co., Ltd.: KMP-591 (Note 12) Shin-Etsu Chemical Co., Ltd.: KF-9901 treatment (Note 13) Shin-Etsu Chemical Co., Ltd.: AES-3083 treatment

[0073] (Manufacturing method of Example 8) A: Heat and dissolve ingredients 1 to 8. B: Mix ingredients 11 to 17 uniformly and roll process. C: The mixture obtained in step B above and ingredients 9 to 10 are added to the mixture obtained in step A above and mixed uniformly. D: The product obtained in step C above is degassed and then filled into a container to obtain a solid foundation.

[0074] The oil-based solid foundation of the present invention (Example 8) obtained in the above manner was extremely excellent in that it spread easily, fitted well to the skin, left a moist finish, and produced a glossy, taut makeup film that lasted well.

[0075] Example 9: Oil-based foundation [Table 6] (Note 14) Shin-Etsu Chemical Co., Ltd.: KSG-16 (Mixture of 70-80% dimethylpolysiloxane + 20-30% crosslinked dimethylpolysiloxane) (Note 15) Shin-Etsu Chemical Co., Ltd.: KF-6038 (Note 16) Manufactured by Shin-Etsu Chemical Co., Ltd.: TSPL-30-ID (Mixture of 70% isododecane + 30% silicone modified pullulan)

[0076] (Production method of Example 9) A: Mix ingredients 1 to 9 evenly. B: Mix ingredients 10 to 17 uniformly and roll process. C: Add the material obtained in step B above to the material obtained in step A above and mix uniformly. D: The product obtained in step C above is degassed and then filled into a container to obtain an oil-based foundation.

[0077] The oil-based foundation of the present invention (Example 9) obtained in the above manner spread easily, settled well on the skin, left a moist finish, and produced a glossy, firm makeup film. The makeup lasted well, and was extremely excellent.

[0078] Example 10: Oil-based mascara [Table 7] (Note 17) Shin-Etsu Chemical Co., Ltd.: KF-6028 (Note 18) Shin-Etsu Chemical Co., Ltd.: NBN-30-ID (Mixture of 70% isododecane + 30% silicone modified polynorbornene)

[0079] (Production method of Example 10) A: Heat and dissolve ingredients 1 to 9. B: Mix ingredients 10 to 15 uniformly and roll process. C: Add the material obtained in step B above to the material obtained in step A above and mix uniformly. D: The product obtained in step C above is degassed and then filled into a container to obtain an oil-based mascara.

[0080] The oil-based mascara of the present invention (Example 10) obtained in the above manner was found to be extremely excellent in that it was smooth to apply, was not sticky, spread easily, had excellent adhesion, and gave a beautiful, glossy finish that was well-fitting, did not smudge, and lasted well.

Claims

1. An oil-based cosmetic preparation comprising the following components (A) and (B): (A) An organopolysiloxane compound having a weight average molecular weight of 500 to 200,000 and represented by the following general formula (1): 【Chemistry 1】 [In formula (1), R 1 are independently an alkyl group having 1 to 16 carbon atoms or a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 2 are independently an organic group represented by the following general formula (2), R 3 are independently an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 14 carbon atoms; R 4 are each independently an organopolysiloxane group represented by the following general formula (3) or general formula (4), and a, b, c, and d each satisfy the following conditions: 1.0≦a≦2.5, 0.001≦b≦1.5, 0.001≦c≦1.5, 0≦d≦1.0, and 1.1<a+b+c+d<4. 【Chemistry 2】 [In formula (2), R 5 is a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, or an alkali metal cation; X is independently a linear or branched alkylene group having 1 to 12 carbon atoms; Y is -NR'-, a sulfur atom, or an oxygen atom, where R' is a hydrogen atom or a lower alkyl group having 1 to 6 carbon atoms; m is 0 or 2, m1 is 0 or 1, and m2 is 0 or 1, but when m is 0 and m2 is 1, m1 is 1; when m is 2 and m2 is 1, m1 is 0 or 1; and when m is 2 and m2 is 0, m1 is 0.] 【Chemistry 3】 [In formulas (3) and (4), M=R 6 3 SiO 1 / 2 , M. R = R 6 2 R 7 SiO 1 / 2 , D=R 6 2 SiO 2 / 2 , D R = R 6 R 7 SiO 2 / 2 , T R = R 7 SiO 3 / 2 and R 6 are independently selected from an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 14 carbon atoms, and a fluorine-substituted alkyl group having 3 to 12 carbon atoms; R 7 are independently an alkylene group having 1 to 5 carbon atoms; q is an integer of 2 to 3; s is 0≦s≦500, and t and u are each a number of 0 or 1. However, in formula (4), the sum of t and u is 1, and s and u cannot be 1 or greater at the same time.] (B) one or more hydrocarbon-based oil-based solidifying agents and / or non-hydrocarbon-based oil-based gelling agents selected from paraffin wax, polyethylene wax, polyethylene / polypropylene wax, Fischer-Tropsch wax, ceresin, and microcrystalline wax;

2. The oily cosmetic according to claim 1, wherein the oily gelling agent other than a hydrocarbon-based agent (B) is one or more oily gelling agents selected from fatty acid esters having a sugar skeleton and fatty acid esters having a glycerin skeleton.

3. The oil-based cosmetic according to claim 1 or 2, which is a lip cosmetic.

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