Lip cosmetics

A lip cosmetic using alkyl glyceryl ether-modified silicone and silicone resin with volatile oil addresses color retention and transfer issues by enhancing film stability against food oils.

JP7875670B2Active Publication Date: 2026-06-18KAO CORP

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
KAO CORP
Filing Date
2021-06-14
Publication Date
2026-06-18

AI Technical Summary

Technical Problem

Conventional lip cosmetics face issues with color retention and color transfer after meals due to film plasticization by oils in food.

Method used

A lip cosmetic formulation combining alkyl glyceryl ether-modified silicone with silicone resin and volatile oil to enhance color retention and prevent color transfer.

🎯Benefits of technology

The formulation provides a light feel upon application and effectively suppresses color residue and transfer after meals.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 0007875670000001
    Figure 0007875670000001
  • Figure 0007875670000002
    Figure 0007875670000002
  • Figure 0007875670000003
    Figure 0007875670000003
Patent Text Reader

Abstract

To provide a labial cosmetic that has a light touch during its application and prevents its color migration well.SOLUTION: A labial cosmetic contains following components (A), (B), (C), (D) and (E): (A) alkyl glyceryl ether-modified silicone, (B) silicone resin, (C) volatile oil, (D) colorant, and (E) nonvolatile oil.SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

[Technical Field] 【0001】 This invention relates to lip cosmetics. [Background technology] 【0002】 Conventionally, in order to improve the longevity of lip cosmetics and the effect of preventing secondary adhesion, lip cosmetics containing film-forming agents such as trimethylsiloxysilicate and volatile oils have been investigated. For example, Patent Document 1 describes a paste-like lip cosmetic containing trimethylsiloxysilicate, volatile hydrocarbon oil, dextrin fatty acid ester, and microcrystalline wax, which has a long-lasting cosmetic effect and prevents secondary adhesion (color transfer), and has excellent usability such as spreadability and smoothness when applied. [Prior art documents] [Patent Documents] 【0003】 [Patent Document 1] Japanese Patent Publication No. 2015-101550 [Overview of the project] [Problems that the invention aims to solve] 【0004】 However, conventional lip cosmetics have problems in terms of color retention after meals and color transfer resistance, because the film becomes plasticized by the oils contained in food. [Means for solving the problem] 【0005】 The inventors have discovered that by using a combination of a silicone resin and a volatile oil with an alkyl glyceryl ether-modified silicone, it is possible to obtain a lip cosmetic that feels light when applied and has excellent effects in preventing color retention and color transfer after meals. 【0006】 The present invention comprises the following components (A), (B), (C), (D), and (E): (A) Alkyl glyceryl ether-modified silicone, (B) Silicone resin, (C) Volatile oil, (D) Colorant, (E) Non-volatile oil It relates to a lip cosmetic containing the above. 【Effect of the Invention】 【0007】 The lip cosmetic of the present invention has a light feeling when applied, is excellent in suppressing color transfer, and particularly has an excellent effect of suppressing color residue and color transfer after meals. 【Mode for Carrying Out the Invention】 【0008】 Examples of the alkyl glyceryl ether-modified silicone as the component (A) used in the present invention include those represented by the following general formula (1). 【0009】 【Chemical formula】 【0010】 (R 1 and R 9 are each independently a hydrocarbon group having a straight chain or a branch with the most frequent value of the carbon number being 1 to 32, which may be the same or different; R 2 ~R 8 are each independently a hydrocarbon group having a straight chain or a branch with 1 to 5 carbon atoms, which may be the same or different; Q is a divalent hydrocarbon group having a straight chain or a branch with 3 to 20 carbon atoms; R 10 and R 11 are each independently a hydrogen atom or a hydrocarbon group having a straight chain or a branch with 1 to 28 carbon atoms, and at least one of them is a hydrogen atom; p represents the number of repeating units, and is a number with an average value of 5 or more and 60 or less; q represents the number of repeating units, and is a number with an average value of 2.5 or more and 10 or less; the constituent units of the repeating numbers p and q may be either a block copolymer or a random copolymer) 【0011】 In the general formula (1), R 1 and R 9Each independently represents a hydrocarbon group having a straight chain or a branch with a most frequent carbon number of 1 to 32. Here, the most frequent carbon number refers to the carbon number of the hydrocarbon group that is most frequently contained among the chain lengths of the hydrocarbon groups having a distribution, and is an important factor that affects the compatibility with oil agents generally used in makeup cosmetics such as lipsticks and the expression of makeup durability. From the viewpoints of good compatibility with oil agents, preventing the plasticization of the film by the oil agents contained in food, improving the color retention after eating, and suppressing the color transfer after eating, the most frequent carbon number is preferably 8 to 32, more preferably 12 to 28, and even more preferably 16 to 18. 【0012】 In General Formula (1), R 2 ~R 8 Each independently represents a hydrocarbon group having a straight chain or a branch with 1 to 5 carbon atoms, and they may be the same or different. By using a hydrocarbon group having a carbon number within this range, the plasticization of the film by the oil agents contained in food can be more effectively prevented. Specifically, examples include linear alkyl groups such as methyl group, ethyl group, n-propyl group, n-butyl group, and pentyl group; branched-chain alkyl groups such as isopropyl group, sec-butyl group, tert-butyl group, and neopentyl group. Among these, from the viewpoint of easy availability, a methyl group is preferred. 【0013】 Also, in General Formula (1), Q represents a divalent hydrocarbon group having a straight chain or a branch with 3 to 20 carbon atoms. When the carbon number is 3 or more, the inhibition of pigment dispersion is suppressed, and when the carbon number is 20 or less, the plasticization of the film by the oil agents contained in food can be more effectively prevented. Examples of divalent hydrocarbon groups having 3 to 20 carbon atoms represented by Q include linear alkylene groups such as trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, undecamethylene, dodecamethylene, tridecamethylene, tetradecamethylene, hexadecamethylene, and octademethylene; and branched alkylene groups such as propylene, 2-methyltetramethylene, 2-methylpentamethylene, 3-methylpentamethylene, and 2-ethyloctamethylene. Of these, nonamethylene, decamethylene, undecamethylene, dodecamethylene, and tridecamethylene are preferred from the viewpoint of maximizing the ability to prevent plasticization of the film by oils contained in food. 【0014】 Also, R 10 and R 11 Each of these is independently a hydrogen atom or a linear or branched hydrocarbon group having 1 to 28 carbon atoms, with at least one being a hydrogen atom. This combination can more effectively prevent plasticization of the film caused by oils contained in food. Examples of linear or branched hydrocarbon groups having 1 to 28 carbon atoms include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl, doeicosyl, tetraeicosyl, hexaeicosyl, and octaeicosyl groups; and branched alkyl groups such as isopropyl, sec-butyl, tert-butyl, neopentyl, 1-ethylpropyl, and 1-heptyldecyl groups. Of these, from the viewpoint of preventing plasticization of the film caused by oils contained in food, R 10 and R 11 Preferably, both are hydrogen atoms. 【0015】 In general formula (1), p represents the number of repeating units, and its average value is between 5 and 60, with a preferred value between 20 and 30. When the value of p is 5 or greater, the inhibition of pigment dispersion is suppressed, and when it is 60 or less, compatibility with oils commonly used in makeup cosmetics such as lipstick is promoted. Here, the average value of p is 1 H-NMR was used to determine the R based on the terminal methyl groups of the hydrocarbon groups introduced at both ends of the polysiloxane. 4 and R 5 It is calculated from the intensity ratio of the peaks attributed to it. Furthermore, q represents the number of repeating units, with an average value of 2.5 to 10, and preferably between 3.0 and 6.0. A value of q of 2.5 or higher can more effectively prevent plasticization of the film by oils contained in food, while a value of 10 or lower suppresses the inhibition of pigment dispersion. Here, the average value of q is 1 ¹H NMR determines the OR (Optical Range) based on the terminal methyl groups of the hydrocarbon groups introduced at both ends of the polysiloxane. 10 and OR 11 It is calculated from the intensity ratio of the peaks attributed to methine and methylene hydrogen to which the compound is attached. The constituent units of repeating numbers p and q may be either block copolymers or random copolymers, but random copolymers are preferred because they do not hinder the dispersion of the pigment as much. Furthermore, it is preferable that p is greater than q. 【0016】 Alkyl glyceryl ether-modified silicones represented by general formula (1) can be produced, for example, by hydrosilylation of an organohydrogenpolysiloxane having at least one silicon-hydrogen bond with a corresponding alkenyl glyceryl ether, according to the method described in Japanese Patent Application Publication No. 4-134013. 【0017】 As the alkylglyceryl ether-modified silicone of component (A), glyceryl undecyldimethicone and bisalkylglyceryl undecyldimethicone are preferred from the viewpoint of preventing plasticization of the film by oils contained in food, improving color retention after eating, and suppressing color transfer. 【0018】 Component (A) can be used alone or in combination of two or more. From the viewpoint of improving color retention after meals and suppressing color transfer after meals, the content is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more in the total composition. From the viewpoint of a light feel and not inhibiting pigment dispersion, it is preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. Furthermore, the content of component (A) is preferably 0.1 to 30% by mass in the total composition, more preferably 0.5 to 25% by mass, and even more preferably 1 to 20% by mass. 【0019】 The silicone resin in component (B) can be any type commonly used in cosmetics, but it is preferably solid at 25°C and more preferably solid at 40°C or below. Examples of silicone resins for component (B) include fluorine-modified silicone resins such as trimethylsiloxysilicate, polymethylsilsesquioxane, polypropylsilsesquioxane, and trifluoroalkyldimethyltrimethylsiloxysilicate. 【0020】 Of the components (B), component (B-1) trimethylsiloxysilicate is not limited as long as it is used in ordinary cosmetics, and any compound having a cross-linked structure with a siloxane structure as the main skeleton is acceptable, and those represented by general formula (2) are preferred. [(CH3)3SiO 1 / 2 ] a [SiO2] b (2) (In the formula, a is 1 to 3, and b is 0.5 to 8) 【0021】 Component (B-1) trimethylsiloxysilicate is preferably in a solid state at 25°C. From the viewpoint of compatibility, it can also be used in the form of a solution or dispersion diluted with a solvent, or in the form of a solution or dispersion obtained by pre-mixing. The solvent used for dilution or dispersion is preferably one or more selected from dimethylpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and isododecane, with the volatile dimethylpolysiloxane, decamethylcyclopentasiloxane, and isododecane being more preferred. In this specification, volatile means having a flash point of less than 100°C. Non-volatile means having a flash point of 100°C or higher. The flash point is measured using a closed-type flash point meter. 【0022】 Commercially available components (B-1) that have been pre-dissolved in a solvent include, for example, KF-7312J (50% solids decamethylcyclopentasiloxane solution), KF-9021 (50% solids decamethylcyclopentasiloxane solution), X-21-5249 (50% solids decamethylcyclopentasiloxane solution), X-21-5595 (60% solids isododecane solution) (all manufactured by Shin-Etsu Chemical Co., Ltd.), SS4267 (35% solids dimethylpolysiloxane solution), SR1000 (100% solids) (both manufactured by Momentive Performance Materials Japan), BY11-018 (30% solids cyclopentasiloxane solution) (manufactured by Toray Dow Corning Silicone Co., Ltd.), BELSIL TMS 803 (manufactured by Wacker Chemie AG), etc. 【0023】 Of the components (B), component (B-2), the fluorine-modified silicone resin, is preferably one having a structure represented by general formula (3). R 12 d SiO (4-d) / 2 (3) (In the formula, R 12 This is a hydrocarbon group having 1 to 8 carbon atoms, a phenyl group, a hydroxyl group, or a group of the general formula -R 13 -Rf(R 13(where Rf represents a divalent alkylene group having 2 to 6 carbon atoms, and Rf represents a perfluoroalkyl group having 1 to 8 carbon atoms), and the hydroxyl group and the general formula -R 13 -Rf is arbitrarily selected from the functional groups that are required. (d is the average number, where 1.0 ≤ d ≤ 1.8) Fluorine-modified silicone resins may have silanol groups in their molecules because they provide a finish with good color development. Preferably, the proportion of OH groups in the silanol groups is 0.1 to 5% by mass relative to the mass of the resin, and more preferably 0.5 to 5% by mass. 【0024】 Component (B-2), the fluorine-modified silicone resin, is preferably solid at 25°C. From the viewpoint of compatibility, it can also be used in the form of a solution diluted with a solvent or a dispersed liquid, or in the form of a solution or dispersed liquid obtained by pre-mixing. Preferred solvents for dilution or dispersion include cyclic silicones, dimethylpolysiloxane, and isododecane. As the cyclic silicone, one or more selected from octamethylcyclotetrasiloxane (D4) and decamethylcyclopentasiloxane (D5) are preferred. As such fluorine-modified silicone resins, commercially available products such as XS66-B8226, XS66-C1191, and XS66-B8636 (all manufactured by Momentive Performance Materials), which have the INCI name "Trifluoropropyldimethyl / Trimethylsiloxysilicate," can be used. 【0025】 As the silicone resin for component (B), trimethylsiloxysilicate and trifluoroalkyldimethyltrimethylsiloxysilicate are preferred from the viewpoint of suppressing color transfer after 5 minutes of application, improving color retention after meals, and suppressing color transfer after meals. 【0026】 Component (B) can be used alone or in combination of two or more types. From the viewpoint of suppressing color transfer 5 minutes after application and after eating, the content is preferably 1% by mass or more in the total composition, more preferably 3% by mass or more, and even more preferably 5% by mass or more. From the viewpoint of a light feel, it is preferably 50% by mass or less, more preferably 45% by mass or less, and even more preferably 40% by mass or less. Furthermore, the content of component (B) is preferably 1 to 50% by mass in the total composition, more preferably 3 to 45% by mass, and even more preferably 5 to 40% by mass. 【0027】 In the present invention, the mass ratio (A) / (B) of component (A) to component (B) is preferably 0.01 or more, more preferably 0.05 or more, and even more preferably 0.1 or more, from the viewpoint of preventing plasticization of the film by oils contained in food. From the viewpoint of a light feel, it is preferably 2 or less, more preferably 1.5 or less, and even more preferably 1 or less. Furthermore, the mass ratio (A) / (B) of component (A) to component (B) is preferably 0.01 to 2, more preferably 0.05 to 1.5, and even more preferably 0.1 to 1. 【0028】 Examples of volatile oils in component (C) include volatile silicone oils and volatile hydrocarbon oils. Examples of volatile silicone oils include linear dimethylpolysiloxanes such as dimethylpolysiloxane (1 cs), dimethylpolysiloxane (1.5 cs), and dimethylpolysiloxane (2 cs); branched siloxanes such as methyl trimethicone, tris(trimethylsilyl)methylsilane, and tetrakis(trimethylsilyl)silane; and cyclic dimethylsiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane. 【0029】 Examples of volatile hydrocarbon oils include paraffinic hydrocarbon oils such as n-decane, n-undecane, and n-dodecane; isoparaffinic hydrocarbon oils such as isodecane, isododecane, and hydrogenated polyisobutene; and cyclic paraffinic hydrocarbon oils such as cyclodecane and cyclododecane. Of these, hydrocarbon oils having 8 to 16 carbon atoms are preferred, hydrocarbon oils having 10 to 16 carbon atoms are more preferred, and hydrocarbon oils having 12 carbon atoms are even more preferred. 【0030】 As for the volatile oil of component (C), from the viewpoint of a light feel and suppression of color transfer after 5 minutes of application, it is preferable to include a volatile hydrocarbon oil, more preferably an isoparaffinic hydrocarbon oil, and even more preferably isododecane. 【0031】 The volatile oil of component (C) can be used in combination of one or more types. From the viewpoint of a light feel, the content is preferably 1% by mass or more in the total composition, more preferably 2% by mass or more, and even more preferably 3% by mass or more. From the viewpoint of suppressing color transfer after 5 minutes of application, the content is preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass or less. Furthermore, the content of component (C) is preferably 1 to 40% by mass in the total composition, more preferably 2 to 35% by mass, and even more preferably 3 to 30% by mass. 【0032】 The coloring agent for component (D) is not limited to those commonly used in cosmetics, and can include coloring pigments, oil-soluble dyes, luminous pigments, etc. Examples of coloring pigments include metal oxides such as titanium dioxide, zinc oxide, yellow iron oxide, red iron oxide, black iron oxide, Prussian blue, ultramarine blue, chromium oxide, and chromium hydroxide; metal complexes such as manganese violet and cobalt titanate; inorganic pigments such as carbon black; synthetic organic pigments such as Red No. 3, Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 227, Red No. 228, Red No. 230, Red No. 401, Red No. 405, Red No. 505, Orange No. 203, Orange No. 204, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 401, Blue No. 1, and Blue No. 404; and natural organic pigments such as β-carotene, caramel, and paprika pigment. Examples of oil-soluble dyes include Red No. 218, Red No. 223, and Orange No. 201. 【0033】 As luminous pigments, you can use plate-like powders such as mica, synthetic fluorphlogopite, glass, silica, alumina, and talc, coated with colorants such as titanium dioxide, iron oxide, silicon dioxide, Prussian blue, chromium oxide, tin oxide, chromium hydroxide, gold, silver, carmine, and organic pigments, as well as film rolls cut into any shape, such as polyethylene terephthalate / polymethyl methacrylate laminated powder, polyethylene terephthalate / aluminum vapor-deposited powder, and polyethylene terephthalate / gold vapor-deposited laminated powder. 【0034】 These colorants can be used as is, or they can be used after hydrophobic treatment. The hydrophobic treatment is not limited to any treatment that is normally applied to cosmetic powders, and examples include: silicone treatment using dimethylpolysiloxane, methylhydrogenpolysiloxane, etc.; alkylalkoxysilane treatment using methyltrimethoxysilane, ethyltrimethoxysilane, hexyltrimethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, etc.; fluorine compound treatment using perfluoroalkyl phosphate, perfluoropolyether, perfluoropolyetheralkyl phosphate, etc.; N-acylamino acid treatment using N-acyl glutamic acid, N-acyl aspartic acid, N-acyl lysine, etc.; lecithin treatment; lysine treatment; metal soap treatment; and organic titanate treatment using isopropyl titanium triisostearate, etc. These treatments can be carried out individually or in combination of two or more. Furthermore, these hydrophobic treatments can be performed using conventional methods. 【0035】 The coloring agent (D) can be used alone or in combination of two or more types. The content is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more, in order to obtain a good colored finish. It is preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less, in order to obtain a uniform finish with less unevenness. Furthermore, the content of component (D) is preferably 0.1 to 30% by mass, more preferably 0.5 to 25% by mass, and even more preferably 1 to 20% by mass, in order to obtain a uniform finish with less unevenness. 【0036】 The non-volatile oil in component (E) has the effect of plasticizing the silicone resin in component (B). Component (E) is preferably a liquid ester compound having an isostearyl group with a structure represented by general formula (4), which has high compatibility with components (A) and (B), and which improves the suppression of color transfer after 5 minutes of application, color retention after eating, and suppression of color transfer after eating. 【0037】 [ka] 【0038】 (In the formula, R 14 and R 15 (Each represents a branched hydrocarbon group with 7 carbon atoms, and they may be the same or different from each other.) The liquid ester compound of component (E1) is preferably liquid at 20°C, and more preferably liquid at 0°C or below. Here, "liquid" refers to exhibiting liquid properties such as fluidity, and includes paste-like states. 【0039】 Specifically, the components (E1) include diglyceryl monoisostearate, diglyceryl diisostearate, glyceryl diisostearate, glyceryl triisostearate, diglyceryl triisostearate, diglyceryl tetraisostearate, dipentaerythrityl pentaisostearate, pentaerythrityl tetraisostearate, dipentaerythrityl tetraisostearate, dipentaerythrityl triisostearate, and diisostearyl malate. For ingredient (E1), commercially available products such as Saracos 3318, Cosmoll 43N, Saracos DP-518N, and Cosmoll 222 (all manufactured by Nisshin Oillio Group) can be used. 【0040】 The viscosity of component (E1) at 20°C is preferably 2500 mPa·s or more, more preferably 5500 mPa·s or more, and even more preferably 10000 mPa·s or more, from the viewpoint of color transfer resistance after 5 minutes of application. From the viewpoint of a light feel, it is preferably 1000000 mPa·s or less, more preferably 850000 mPa·s or less, and even more preferably 700000 mPa·s or less. Furthermore, the viscosity of component (E1) at 20°C is preferably 2500 to 1000000 mPa·s, more preferably 5500 to 850000 mPa·s, and even more preferably 10000 to 700000 mPa·s. Viscosity is measured at a temperature of 20°C using a rotational viscometer, specifically a Type B viscometer. 【0041】 Furthermore, as component (E), it is preferable to include (E2) polyether-modified silicone, in combination with component (A), from the viewpoint of improving the suppression of color retention and color transfer after meals. The polyether-modified silicone of component (E2) is a compound having a methyl silicone chain as the main chain and side chains consisting of polyoxyethylene groups, for example, one represented by general formula (5). 【0042】 [ka] 【0043】 (In the formula, R 16 (where m represents an alkyl group with 1 to 4 carbon atoms, n represents a number with 5 to 50 carbon atoms, and k represents a number with 2 to 10 carbon atoms.) 【0044】 As for the polyether-modified silicone of component (E2), PEG-8 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and PEG-14 dimethicone are preferred, with PEG-12 dimethicone being more preferred, from the viewpoint of improving the suppression of color retention and color transfer after meals. 【0045】 Furthermore, as component (E), in addition to components (E1) and (E2) above, non-volatile oils commonly used in cosmetics can be used. Examples of such non-volatile oils include linear or branched hydrocarbon oils such as liquid paraffin, light isoparaffin, mineral oil, polybutene, polyisobutene, hydrogenated polyisobutene, hydrogenated polydecene, squalane, and squalene; vegetable oils such as avocado oil, macadamia nut oil, olive oil, rapeseed oil, sesame oil, wheat germ oil, linseed oil, cottonseed oil, soybean oil, palm oil, coconut oil, castor oil, jojoba oil, sunflower oil, camellia oil, and corn oil; and animal oils such as liquid lanolin.Isopropyl myristate, octyldodecyl myristate, isopropyl isostearate, isononyl isononanoate, butyl stearate, oleyl oleate, isotridecyl isononanoate, isostearyl myristate, octyldodecyl ricinoleate, octyl hydroxystearate, ethylhexyl palmitate, cetyl ethylhexanoate, octyl methoxycinnamate, tocopheryl acetate, propylene carbonate, propylene glycol dicaprylate, neopentyl glycoside dicaprate Neopentyl glycol diethylhexanoate, propanediol diisostearate, glyceryl monomyristate monoisostearate, di(caprate / caprylic)propanediol, caprylic / capric triglyceride, glyceryl tri-2-ethylhexanoate, triethylhexanoin, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythrityl tetraoctanoate, pentaerythrityl tetraethylhexanoate, Polyglyceryl-6 kutacaprylate, ditrimethylolpropane oligoester (isostearate / sebacate), dipentaerythrityl tripolyhydroxystearate, phytosteryl / octyldodecyl lauroyl glutamate, phytosteryl / behenyl / octyldodecyl lauroyl glutamate, trehalose isostearate esters, ethylhexyl hydroxystearate, phytosterol fatty acid esters, cholesterol fatty acid esters, polyglycerin fat Fatty acid esters such as acid esters, pentaerythritol fatty acid esters, dl-α-tocopherol, dl-α-tocopherol nicotinate, etc.; higher alcohols such as octyldodecanol; silicone oils such as diphenyl dimethicone, dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, higher alcohol-modified organopolysiloxane, trimethylpentaphenyltrisiloxane, etc.; fluorine oils such as fluoropolyethers and perfluoroalkyl ether silicones;Examples of cream- or paste-like substances include trilanolin fatty acid glyceryl, soft lanolin fatty acid, petrolatum, branched or hydroxylated fatty acid cholesteryl, dipentaerythritol fatty acid ester (such as dipentaerythritol hexaoxystearate), hydrogenated castor oil isostearate, hydrogenated castor oil monohydroxystearate, tri(caprylic / caprin / myristic / stearic acid) glyceride, myristyl lactate, hydrogenated castor oil dimer dilinoleate, dimer dilinoleate (phytolteryl / isostearyl / cetyl / stearyl / behenyl), phytosteryl oleate, and di(octyldodecyl / phytosteryl / behenyl) lauroyl glutamate. 【0046】 The non-volatile oil component (E) can be used in combination of one or more types. From the viewpoint of a light feel, the content is preferably 1% by mass or more in the total composition, more preferably 3% by mass or more, and even more preferably 5% by mass or more. From the viewpoint of suppressing color transfer 5 minutes after application, color retention after eating, and suppressing color transfer after eating, the content is preferably 50% by mass or less, more preferably 45% by mass or less, and even more preferably 40% by mass or less. Furthermore, the content of component (E) is preferably 1 to 50% by mass in the total composition, more preferably 3 to 45% by mass, and even more preferably 5 to 40% by mass. 【0047】 In the present invention, the mass ratio (A) / (E) of component (A) to component (E) is preferably 0.05 or higher, more preferably 0.08 or higher, and even more preferably 0.1 or higher, from the viewpoint of improving color retention after meals and suppressing color transfer after meals. From the viewpoint of a light feel and suppressing color transfer 5 minutes after application, it is preferably 1.6 or lower, more preferably 1.4 or lower, and even more preferably 1.2 or lower. Furthermore, the mass ratio (A) / (E) of component (A) to component (E) is preferably 0.05 to 1.6, more preferably 0.08 to 1.4, and even more preferably 0.1 to 1.2. 【0048】 In the present invention, the mass ratio (B) / (E) of component (B) to component (E) is preferably 0.1 or higher, more preferably 0.15 or higher, and even more preferably 0.2 or higher, from the viewpoint of suppressing color transfer 5 minutes after application and after eating. From the viewpoint of a light feel, it is preferably 4 or lower, more preferably 3.5 or lower, and even more preferably 3 or lower. Furthermore, the mass ratio (B) / (E) of component (B) to component (E) is preferably 0.1 to 4, more preferably 0.15 to 3.5, and even more preferably 0.2 to 3. 【0049】 The lip cosmetic of the present invention may further contain (F) an oil gelling agent, which can further improve the light feel. The oil gelling agent in component (F) is one commonly used in cosmetics, and examples include solid waxes, metal soaps, organically modified clay minerals, nanosilica, dextrin fatty acid esters, and amino acid-based gelling agents. 【0050】 Examples of solid waxes include those with a melting point of 61°C or higher. Waxes with a melting point of 61°C or higher exhibit solid properties at 25°C. In this invention, the melting point is measured by one of the following methods: Method 1, Method 2, or Method 3 of the General Test Methods of the Quasi-Drug Raw Materials Standards. The method to be adopted depends on the specific measurement method described in the Quasi-Drug Raw Materials Standards for each component. If there is no description, the measurement method is selected considering the melting point. Specifically, Method 1 is generally used for materials with a melting point significantly exceeding 80°C, Method 2 for solid fats with lower melting points, and Method 3 for materials referred to as paste oils in catalogs, etc. However, any method that can measure the melting point is acceptable. 【0051】 Such waxes are not limited to those commonly used in cosmetics, and include, for example, mineral waxes such as ozokerite and ceresin; petroleum waxes such as paraffin and microcrystalline wax; synthetic hydrocarbons such as Fischer-Tropsch wax, polyethylene wax, and synthetic hydrocarbon wax; plant waxes such as carnauba wax, candelilla wax, rice wax, and sunflower wax; animal waxes such as beeswax and whale wax; and synthetic waxes such as silicone wax and synthetic beeswax. Of these, paraffin and microcrystalline wax are preferred from the viewpoint of gelling the oil component and improving adhesion to the lips, and those containing at least microcrystalline wax are more preferred. From the viewpoint of imparting appropriate hardness to the lip cosmetic, suppressing oil seepage, and providing moisture, the solid wax is preferably melted at 65°C or higher and 140°C or lower, and more preferably at 70°C or higher and 105°C or lower. Furthermore, from the viewpoint of providing a smooth application without unevenness, it is preferable that the product does not contain wax with a melting point exceeding 105°C. 【0052】 Examples of metal soaps include fatty acid metal salts such as zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, aluminum myristate, and zinc myristate. Of these, those containing at least zinc stearate are preferred from the viewpoint of gelling the oil component and improving adhesion to the lips. 【0053】 As for organically modified clay minerals, any type commonly used in cosmetics can be used without limitation. For example, cationically modified clay minerals obtained by treating layered clay minerals such as bentonite, laponite, hectorite, montmorillonite, and aluminum magnesium silicate with a quaternary ammonium salt type cationic surfactant are preferred. Here, the quaternary ammonium salt type cationic surfactant is given by the following general formula (6): 【0054】 [ka] 【0055】 (In the formula, R 17 R represents an alkyl group or benzyl group having 10 to 22 carbon atoms. 18 R represents a methyl group or an alkyl group having 10 to 22 carbon atoms. 19 and R 20 (where X represents an alkyl group or hydroxyalkyl group having 1 to 3 carbon atoms, and X represents a halogen atom or methyl sulfate residue.) It is represented by [this]. 【0056】 Specifically, dodecyltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, myristyldimethylethylammonium chloride, cetyldimethylethylammonium chloride, stearyldimethylethylammonium chloride, behenyldimethylethylammonium chloride, myristyldiethylmethylammonium chloride, cetyldiethylmethylammonium chloride, stearyldiethylmethylammonium chloride, behenyldiethyl Examples include ammonium chloride, benzyldimethylmyristylammonium chloride, benzyldimethylcetylammonium chloride, benzyldimethylstearylammonium chloride, benzyldimethylbehenylammonium chloride, benzylmethylethylcetylammonium chloride, benzylmethylethylstearylammonium chloride, distearyldimethylammonium chloride, dibehenyldihydroxyethylammonium chloride, and bromide compounds in which the chloride of the above compounds is replaced with a bromide compound, as well as dipalmitylpropylethylammonium methyl sulfate. Of these, benzyldimethylstearylammonium chloride and dimethyldistearylammonium chloride are preferred from the viewpoint of gelling the oil component and improving adhesion to the lips, and those containing at least dimethyldistearylammonium chloride are preferred. 【0057】 Cationic modified clay minerals obtained by treating layered clay minerals with quaternary ammonium salt type cationic surfactants include dimethyldistearylammonium hectorite, dimethyldistearylammonium bentonite, and benzyldimethylstearylammonium hectorite, with dimethyldistearylammonium hectorite being more preferred. Commercially available products include Benton 38, Benton 38 VCG, and Benton 27 (all manufactured by Elementis Japan Co., Ltd.). 【0058】 Organically modified clay minerals can also be used as a dispersion diluted with a solvent, due to their advantages in improving workability and their excellent thickening effect on oils. Specifically, it is preferable to use a premixed gel in which organically modified clay minerals are dispersed in a solvent beforehand. The solvent is not limited as long as it can be thickened by the organically modified clay minerals, but octyldodecanol, mineral oil, etc. are preferred from the viewpoint of thickening the oil. Furthermore, it is preferable to include polar additives such as propylene carbonate, ethanol, water, and various surfactants from the viewpoint of efficiently dispersing the organically modified clay minerals and exhibiting the thickening effect. The content of organically modified clay minerals in the premix gel is preferably 5 to 25% by mass, more preferably 8 to 20% by mass, and even more preferably 10 to 18% by mass, from the standpoint of improving workability, thickening the oil, and suppressing oil separation in the thickened oily gel itself. As the premix gel, commercially available products such as Benton Gel EUGV and Benton Gel MIOV containing 10% by mass of cation-modified clay minerals, Benton Gel VS-5 PCV containing 18% by mass, and Benton Gel PTM containing 15% by mass (all manufactured by Elementis Japan Co., Ltd.) can be used. 【0059】 Nanosilica refers to silica particles with an average primary particle size of 100 nm or less. From the viewpoint of gelling oil components and improving adhesion to the lips, an average particle size of 5 to 100 nm is preferred, 10 to 80 nm is more preferred, and 10 to 40 nm is even more preferred. In this invention, the average particle size is measured by the particle size at 50% of the integrated value in the particle size distribution obtained by laser diffraction / scattering. Specifically, it is measured using a laser diffraction / scattering particle size distribution analyzer (for example, LA-920 manufactured by Horiba, Ltd.) with ethanol as the dispersion medium. Furthermore, nanosilica, from the perspective of gelling oil components and improving adhesion to the lips, has a specific surface area of ​​5 m² as measured by the BET method. 2 It is preferable that it is 10m or more / g 2 It is more preferable to be 450m or more per gram. 2 It is preferable that it is less than or equal to / g, and 420m 2 It is more preferable that the value is less than or equal to / g. Furthermore, it is preferable that the surface of the nanosilica is hydrophobic, as this improves its affinity with various oils. Examples of hydrophobic treatments include silicone treatment, metal soap treatment, alkyl treatment, fluorine treatment, amino acid treatment, and resin polymer treatment, with silicone treatment and alkyl treatment being particularly preferred. Examples of commercially available nanosilica products include Aerosil OX50, RX50, RY50, RY51, RM50, RM50, NAX50, NY50, NA50H, NA50Y, 90G, NA90G, REA90, 130, R972, R972CF, R972V, RY200S, 150, R202, 200, 200CF, and 200. Examples include 00V, R974, R9200, RX200, R8200, RY200, RY200L, RA200H, RA200HS, REA200, R805, R711, R7200, 400, R976, R976S, RX300, R812, R812S, RY300, and 380 (all manufactured by Nippon Aerosil Co., Ltd.). 【0060】 The dextrin fatty acid ester is not limited as long as it is commonly used in cosmetics, but esters of dextrin with a fatty acid having 8 to 24 carbon atoms are preferred, and esters of dextrin with a fatty acid having 14 to 20 carbon atoms are more preferred. Furthermore, it is preferable that the average degree of polymerization of the dextrin is 3 to 150. Specifically, examples include dextrin palmitate, dextrin stearate, palmitic acid / dextrin stearate, dextrin oleate, dextrin isopalmitate, dextrin isostearate, dextrin myristate, and dextrin palmitate / 2-ethylhexanoate. Of these, dextrin palmitate, dextrin myristate, and dextrin palmitate-2-ethylhexanoate are preferred from the viewpoint of gelling the oil component and improving adhesion to the lips, and those containing at least dextrin palmitate are more preferred. 【0061】 Any amino acid-based gelling agent commonly used in cosmetics can be used without restriction. Specifically, dibutyl lauroyl glutamide and dibutyl ethylhexanoyl glutamide are preferred. Examples of these commercially available products include dibutyl lauroyl glutamide (GP-1) and dibutyl ethylhexanoyl glutamide (EB-21) manufactured by Ajinomoto Co., Inc. 【0062】 Amino acid-based gelling agents can also be used as a premixed gel diluted and dissolved in a solvent, due to their advantages in improving workability and their superior ability to gel oils. Specifically, it is preferable to use a premixed gel in which an amino acid-based gelling agent is dissolved in a solvent beforehand. The solvent is not limited as long as it can be gelled by the amino acid-based gelling agent, but from the viewpoint of gelling oil, octyldodecanol, isostearic acid, etc. are preferred. The content of the amino acid-based gelling agent in the premixed gel is preferably 10 to 45% by mass, more preferably 15 to 40% by mass, and even more preferably 20 to 36% by mass, from the viewpoint of improving workability, gelling oil, and suppressing oil separation of the premixed gel itself. As the premix gel, commercially available products such as AJK-OD2046 containing 20% ​​by mass of an amino acid-based gelling agent, and AJK-IS3613 containing 36% by mass of an amino acid-based gelling agent (both manufactured by Higher Alcohol Co., Ltd.) can be used. 【0063】 As for the oil gelling agent in component (F), it is preferable that it contains a solid wax from the viewpoint of providing a light feel, suppressing color transfer after 5 minutes of application, improving color retention after meals, and suppressing color transfer after meals. 【0064】 Component (F) can be used alone or in combination of two or more. From the viewpoint of preventing separation and sedimentation of the component by gelation, the content is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 3% by mass. From the viewpoint of a light feel, it is preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. Furthermore, the content of component (F) in the total composition is preferably 1 to 30% by mass, more preferably 2 to 25% by mass, and even more preferably 3 to 20% by mass. 【0065】 The lip cosmetic of the present invention may further contain, in addition to the above-mentioned components, components commonly used in cosmetics, such as surfactants, lower alcohols, polyhydric alcohols, polymer compounds, UV absorbers, antioxidants, fragrances, preservatives, pH adjusters, blood circulation promoters, anti-inflammatory agents, cooling agents, bactericides, skin activators, moisturizers, water, and the like. 【0066】 The lip cosmetic of the present invention can be manufactured by conventional methods and may be in solid or liquid form. It can also be used as a lipstick, lip balm, lip gloss, lip primer, etc. [Examples] 【0067】 Manufacturing Example 1 (Manufacturing of Glyceryl Undecyl Dimethicone) In a 100 mL two-neck flask equipped with a condenser and a magnetic stirrer, the following formula is used: 【0068】 [ka] 【0069】 15 g (4.4 mmol) of organohydrogensiloxane, 8.1 g (33 mmol) of 10-undecenylglyceryl ether, 0.65 g (0.66 mmol) of a 10% ethanol solution of potassium acetate, and 50 g of isopropyl alcohol are charged together, and 0.17 g (6.6 × 10) of a 2% isopropyl alcohol solution of chloroplatinic acid is added to this mixture. -3 mmol was added and the mixture was heated and the temperature was increased. The contents were kept at 40°C and stirred for 2.5 hours. After removing the solvent by distillation and treating with activated carbon, the unreacted 10-undecenylglyceryl ether was removed by vacuum distillation to obtain a brown, highly viscous substance. 1 From the 1H-NMR spectrum, it was confirmed that the obtained product was glyceryl undecyl dimethicone (see formula below; p=60, q=4). 1 The average molecular weight calculated from 1H-NMR was 5800, with an alkylglyceryl ether group content of 17% by weight. 【0070】 [ka] 【0071】 Manufacturing Example 2 (Manufacturing of Bisalkyl(C16-18) Glyceryl Undecyl Dimethicone) (1) STEP-1: Synthesis of tetramethyldisiloxane having alkyl groups at both ends of a silicone chain that are different from the other alkyl groups in the silicone chain: 44.8 g of 1,1,3,3-tetramethyldisiloxane and 1.0 g of Spiers catalyst (2% by mass solution of chloroplatinic acid in 2-propanol) were added to a three-necked flask and heated to 70°C. Under a nitrogen atmosphere at 70°C, 174.2 g of α-olefin (Mitsubishi Chemical's "Dialen 168," a 1 / 1 (by mass ratio) mixture of C16 and C18 olefins) was added dropwise, and the mixture was stirred for 2 hours. After cooling, the reaction system was neutralized with aqueous sodium hydroxide solution, and the product was purified by distillation under reduced pressure. 1From the 1H-NMR spectrum (400 MHz), it was confirmed that the obtained product is a 1,1,3,3-tetramethyldisiloxane derivative (formula shown below) having C16 and C18 alkyl groups at both ends (22.1 g, yield; 85%). 【0072】 [ka] 【0073】 (2) STEP-2: Synthesis of organohydrogenpolysiloxane having alkyl groups at both ends of the silicone chain that are different from the other alkyl groups in the silicone chain, and having silicon-hydrogen bonds in the silicone chain: 44.8 g of the 1,1,3,3-tetramethyldisiloxane derivative having C16 and C18 alkyl groups at both ends synthesized in (1), 78.6 g of decamethylcyclopentasiloxane, 19.8 g of 1,3,5,7-tetramethylcyclotetrasiloxane, 50 g of n-heptane, and 5 g of activated clay were added to a three-necked flask and refluxed for 12 hours. After cooling, purification by distillation was carried out under reduced pressure. 1 From the 1H-NMR spectrum, it was confirmed that the obtained product was a dimethylsiloxane / methylsiloxane copolymer having C16 and C18 alkyl groups at both ends (formula below; p=23, q=4) (132.8g, yield; 95%). 【0074】 [ka] 【0075】 (3) STEP-3: Synthesis of polysiloxanes in which both ends are substituted with alkyl groups and the side chains are modified with alkylglyceryl ether groups in a grafted manner: 50.0 g of the dimethylsiloxane / methylsiloxane copolymer synthesized in (2) having C16 and C18 alkyl groups at both ends, 61.0 g of 10-undecenylglyceryl ether, and 0.25 g of 5% by mass platinum-supported carbon catalyst were added to a three-necked flask and stirred at 70°C for 3 hours. After cooling, the mixture was purified by distillation under reduced pressure. 1 From the 1H-NMR spectrum, the obtained product was confirmed to be bisalkyl(C16-18)glycerylundecyldimethicone (formula below; p=23, q=4) having C16 and C18 alkyl groups at both ends (63.0g, yield; 95%). 【0076】 [ka] 【0077】 Examples 1-16 and Comparative Example 1 Liquid lipsticks with the composition shown in Table 1 were manufactured. The obtained liquid lipsticks were evaluated for their light feel upon application, lack of color transfer after 5 minutes of application, color retention after eating, and lack of color transfer after eating. The results are also shown in Table 1. 【0078】 (Manufacturing method) Components (D), (E), (F) and other components were heated and dissolved at 100°C for 30 minutes and then uniformly mixed in a disper. Next, components (A), (B), and (C) were added and uniformly mixed for a further 15 minutes. After degassing, the mixture was poured into a dipping container and cooled to obtain liquid lipstick. 【0079】 (Evaluation method) (1) Lightweight feel when applied: Five expert panelists evaluated the feel of each liquid lipstick on their lips based on the following criteria. The results are shown as the total score from the five panelists. A cosmetic applicator (tip) with a flat, bristled surface was used. 4; It feels very light to wear. 3; It feels light to wear. 2; It feels relatively light when worn. 1. It doesn't feel light when worn. 【0080】 (2) No color transfer after 5 minutes of application: Five expert panelists applied each liquid lipstick to their lips, drank water from a cup containing 20°C water five minutes later, and evaluated whether or not the color transferred to the cup according to the following criteria. The results are shown as the total score from the five expert panelists. 4. There is absolutely no color transfer. 3. There is almost no color transfer. 2: There is some color transfer. 1; There is color transfer. 【0081】 (3) Color retention after meals: Five expert panelists applied each liquid lipstick to their lips and evaluated the color retention after eating, using the following criteria. The results are shown as the total score from the five panelists. 4; All the colors remain. 3; The color is almost completely preserved. 2: Some color remains. 1; No color remains. 【0082】 (4) No color transfer after meals: Five expert panelists applied each liquid lipstick to their lips, ate a meal, and then drank water from a cup containing 20°C water. They evaluated whether or not the color transferred to the cup according to the following criteria. The results are shown as the total score from the five expert panelists. 4. There is absolutely no color transfer. 3. There is almost no color transfer. 2: There is some color transfer. 1; There is color transfer. 【0083】 [Table 1]

Claims

[Claim 1] The following components (A), (B), (C), (D), and (E): (A) Alkylglyceryl ether modified silicone 0.1 to 30% by mass, (B) Silicone resin containing one or more selected from trimethylsiloxysilicate, polypropylsilsesquioxane, and trifluoroalkyldimethyltrimethylsiloxysilicate, 5 to 40% by mass. (C) Volatile oil 1 to 40% by mass, (D) Coloring agents, (E) Non-volatile oil Lip cosmetic containing, The alkylglyceryl ether-modified silicone is of general formula (1). 【Chemistry 1】 (R 1 and R 9 R is a linear or branched hydrocarbon group having a mode of 1 to 32 carbon atoms, which may be identical or different independently; 2 ~R 8 Q is a linear or branched hydrocarbon group having 1 to 5 carbon atoms, which may be identical or different from each other; Q is a linear or branched divalent hydrocarbon group having 3 to 20 carbon atoms; R 10 and R 11 Each of these is independently a hydrogen atom or a linear or branched hydrocarbon group having 1 to 28 carbon atoms, with at least one being a hydrogen atom; p represents the number of repeating units, an average number between 5 and 60; q represents the number of repeating units, an average number between 2.5 and 10; the constituent units of repeating p and q may be either block copolymers or random copolymers. It is represented by, The mass ratio of component (A) to component (B), (A) / (B), is between 0.1 and 2. A lip cosmetic in which the mass ratio (B) / (E) of component (B) to component (E) is 0.2 to 4. [Claim 2] The lip cosmetic according to claim 1, wherein component (E) comprises a liquid ester compound (E1) selected from diglyceryl monoisostearate, diglyceryl diisostearate, glyceryl diisostearate, glyceryl triisostearate, diglyceryl triisostearate, diglyceryl tetraisostearate, dipentaerythrityl pentaisostearate, pentaerythrityl tetraisostearate, dipentaerythrityl tetraisostearate, dipentaerythrityl triisostearate, and diisostearyl malate. [Claim 3] The lip cosmetic composition according to claim 1 or 2, wherein component (E) comprises (E2) polyether-modified silicone. [Claim 4] Furthermore, the lip cosmetic composition according to any one of claims 1 to 3, further comprising (F) an oil gelling agent. [Claim 5] A lip cosmetic composition according to any one of claims 1 to 4, wherein the mass ratio (A) / (E) of component (A) to component (E) is 0.05 to 1.6.