Lip cosmetic

Abstract

To provide a lip cosmetic which has a feeling of adhesion immediately after application, gives lips a moist feeling and gloss and maintains a moist feeling even long-time passage after application.SOLUTION: There is provided a lip cosmetic comprising the following components (A), (B) and (C). (A) an alkyl glyceryl ether-modified silicone represented by the general formula (1): (wherein, Q represents a bivalent hydrocarbon group having 3 to 20 carbon atoms, R1 to R9 represent H, a straight or branched chain hydrocarbon group having 1 to 32 carbon atoms or a phenyl group, R10 and R11 represent H or a straight or branched chain hydrocarbon group having 1 to 32 carbon atoms, p represents a number of 1 to 500, q represents a number of 1 to 50), (B) 35 to 80 mass% of one or more selected from a liquid hydrocarbon oil having a viscosity at 20°C of 5000 mPa s or more and a semi-solid hydrocarbon oil having a melting point of 30°C or more and less than 60°C and (C) a solid oil having a melting point of 60°C or more.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a lip cosmetic. [Background technology]

[0002] Conventionally, various studies have been conducted to improve the durability of the cosmetic effect of lip cosmetics. For example, Patent Document 1 describes that a lip cosmetic containing a cross-linked acrylic resin powder and an alkyl glyceryl ether-modified silicone has an excellent feel when applied, provides excellent gloss and color development of the applied film, and has excellent durability of cosmetic effects. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] JP 2016-121096 A Summary of the Invention [Problem to be solved by the invention]

[0004] However, the alkyl glyceryl ether-modified silicones used in conventional lip cosmetics have poor compatibility with hydrocarbon-based oils, and when used in combination with these, there is a problem that the pigments in the cosmetics aggregate. For this reason, it is not possible to blend a large amount of hydrocarbon-based oils into lip cosmetics containing alkyl glyceryl ether-modified silicones, making it difficult to obtain a sufficient moisturizing effect. [Means for solving the problem]

[0005] The present inventors have discovered that by using an alkyl glyceryl ether-modified silicone in combination with a highly viscous or paste-like (semi-solid) hydrocarbon oil or solid oil, it is possible to obtain a lip cosmetic which provides a feeling of adhesion immediately after application, imparts a moist feeling and shine to the lips, and which maintains a moist feeling even long after application.

[0006] The present invention comprises the following components (A), (B) and (C): (A) General formula (1):

[0007] [ka]

[0008] [In the formula, Q represents a divalent hydrocarbon group having 3 to 20 carbon atoms, and R 1 ~R 9 may be the same or different and each represents a hydrogen atom, a linear or branched hydrocarbon group having 1 to 32 carbon atoms, or a phenyl group; R 10 and R 11 may be the same or different, and each represents a hydrogen atom or a linear or branched hydrocarbon group having 1 to 32 carbon atoms. 10 , R 11 may be different from each other; p represents a number from 1 to 500, and q represents a number from 1 to 50. an alkyl glyceryl ether-modified silicone represented by the formula: (B) 35 to 80 mass% of one or more selected from liquid hydrocarbon oils having a viscosity of 5,000 mPa s or more at 20°C and semi-solid hydrocarbon oils having a melting point of 30°C or more and less than 60°C, (C) Solid fats with a melting point of 60°C or higher The present invention relates to a lip cosmetic comprising the above-mentioned compound. Effect of the Invention

[0009] The lip cosmetic of the present invention adheres well to the lips immediately after application, imparts a moist feeling and shine to the lips, and the moist feeling lasts even long after application. Furthermore, when a lipstick containing a pigment is applied over the lip cosmetic of the present invention, the color of the lipstick lasts for a long time. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The alkyl glyceryl ether modified silicone of component (A) used in the present invention is represented by the above general formula (1). In the above general formula (1), the divalent hydrocarbon group having 3 to 20 carbon atoms represented by Q is preferably a linear or branched alkylene group having 3 to 20 carbon atoms. More specific examples include linear alkylene groups such as trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, undecamethylene, dodecamethylene, tetradecamethylene, hexadecamethylene, and octadecamethylene; and branched alkylene groups such as propylene, 2-methyltrimethylene, 2-methyltetramethylene, 2-methylpentamethylene, and 3-methylpentamethylene.

[0011] Also, R 1 ~R 11 In the definition of the above, examples of the linear or branched hydrocarbon group having 1 to 32 carbon atoms include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl, doeicosyl, tetraeicosyl, hexaeicosyl, octaeicosyl, and triacontyl; and branched alkyl groups such as isopropyl, sec-butyl, tert-butyl, neopentyl, 1-ethylpropyl, and 1-heptyldecyl. In the present invention, R 1 ~R 9 is preferably a linear or branched hydrocarbon group having 1 to 25 carbon atoms (which may contain a hydrogen atom in part), and more preferably a linear or branched hydrocarbon group having 1 to 22 carbon atoms (which may contain a hydrogen atom in part). 10 , R 11 is preferably a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms, and more preferably a hydrogen atom.

[0012] Furthermore, p and q are alkyl glyceryl ether groups in the molecule [-Q-OCH2-CH(OR 10 )-CH2(OR 11In terms of ease of availability of the organopolysiloxane as a raw material and operability during production, in general formula (1), p is in the range of 1 to 500, more preferably 10 to 30, and q is in the range of 1 to 50, more preferably 1 to 30.

[0013] The alkyl glyceryl ether modified silicone of component (A) contains an alkyl glyceryl ether group [-Q-OCH2-CH(OR 10 )-CH2(OR 11 ))] is preferably 1 to 50 mass %, more preferably 5 to 40 mass %, and even more preferably 10 to 30 mass %.

[0014] The alkyl glyceryl ether-modified silicone of component (A) can be produced, for example, by reacting an organohydrogenpolysiloxane having at least one silicon-hydrogen bond with the corresponding alkenyl glyceryl ether according to the methods described in JP-A-4-134013 and JP-A-2005-194523.

[0015] From the viewpoint of adhesion to lips, the alkyl glyceryl-modified silicone of component (A) preferably has a viscosity of 1000 mPa·s or more, more preferably 5000 mPa·s or more, at 30° C. Furthermore, from the viewpoint of suppressing stickiness of the coating film, the viscosity is preferably 10000 mPa·s or less. Examples of such alkyl glyceryl-modified silicones include bisalkyl (C16-C18) glyceryl undecyl dimethicone. In the present invention, the viscosity is a value measured by a Brookfield viscometer, for example, a single cylinder type rotational viscometer Vistron VS-A1 (manufactured by Shibaura Systems Co., Ltd.).

[0016] Component (A) can be used alone or in combination of two or more types. From the viewpoint of excellent moisturizing feeling and color durability, the content is preferably 0.5 to 20 mass % of the total composition, more preferably 1 to 15 mass %, and even more preferably 2 to 12 mass %.

[0017] Component (B) is selected from liquid hydrocarbon oils having a viscosity of 5000 mPa·s or more at 20°C and semi-solid hydrocarbon oils having a melting point of 30°C or more and less than 60°C. The liquid hydrocarbon oil preferably has a viscosity of 5,000 to 500,000 mPa·s, and more preferably 10,000 to 450,000 mPa·s, at 20° C. The semi-solid hydrocarbon oil preferably has a melting point of 35 to less than 60° C.

[0018] In the present invention, the viscosity is measured by a Brookfield viscometer, for example, a single cylinder type rotational viscometer Vistron VS-A1 (manufactured by Shibaura Systems Co., Ltd.). The melting point is measured by the third method of the general test method of the Quasi-Drug Raw Materials Standard. Specifically, the sample is gradually heated to 90-92°C while stirring to melt it, the heating is stopped, and the sample is allowed to cool to a temperature 8-10°C higher than the melting point. Next, a thermometer (a petrolatum melting point thermometer specified in the Japanese Industrial Standards B7410) is cooled to 5°C, and then the moisture is wiped off with filter paper, half of the mercury bulb is inserted into the sample, and immediately removed, kept vertically and allowed to cool. When the attached sample becomes cloudy, it is immersed in water at a temperature of 16°C or less for 5 minutes. Next, the thermometer is inserted into the test tube and fixed with a cork so that the distance between the bottom of the thermometer and the bottom of the test tube is 15 mm. The test tube is fixed in a 500mL beaker containing water at about 16°C so that the bottom of the test tube is 15mm away from the bottom of the beaker, and heated at a rate of 2°C per minute until the temperature of the bath reaches 30°C. Heating is then continued at a rate of 1°C per minute, and the temperature is measured when a drop of the sample is removed from the thermometer. This test is carried out three times, and if the difference in the measured values ​​is less than 1°C, the average is taken, but if it is 1°C or more, five measurements are taken and the average is taken as the melting point.

[0019] Examples of the hydrocarbon oil of component (B) include linear or branched hydrocarbon oils such as polybutene, hydrogenated polybutene, polyisobutene, hydrogenated polyisobutene, and petrolatum. Alternatively, commercially available hydrogenated polyisobutenes such as Pearleem 18 (viscosity at 20°C: 26,200 mPa·s) and Pearleem 24 (viscosity at 20°C: 110,000 mPa·s) (both manufactured by NOF Corporation) can be used.

[0020] Component (B) can be used alone or in combination of two or more types. From the viewpoint of obtaining a moist feeling without stickiness, the content is preferably 35 to 80 mass % of the total composition, and more preferably 40 to 80 mass %.

[0021] Component (C), a solid oil having a melting point of 60°C or higher, preferably has a melting point of 60 to 120°C, more preferably 60 to 110°C. Solid oils with a melting point of 60°C or higher exhibit solid properties at 25°C. The solid oil having a melting point of 60°C or higher is not limited as long as it is used in ordinary cosmetics, and examples thereof include 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; vegetable 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, petroleum waxes, synthetic hydrocarbons, and vegetable waxes are preferred from the viewpoints of shape retention and stability.

[0022] The component (C) can be used alone or in combination of two or more kinds. From the viewpoint of obtaining an appropriate hardness, the content is preferably 4 to 20 mass % and more preferably 5 to 15 mass % in the total composition.

[0023] The lip cosmetic of the present invention may further contain, in addition to the above-mentioned components, components used in ordinary cosmetics, such as oily components other than those mentioned above, surfactants, lower alcohols, polyhydric alcohols, ultraviolet absorbers, antioxidants, fragrances, preservatives, pH adjusters, blood circulation promoters, anti-inflammatory agents, moisturizers, water, etc.

[0024] From the viewpoint of improving moisturizing properties, the lip cosmetic of the present invention preferably contains no more than 1% by mass of pigment, more preferably no more than 0.5% by mass, and even more preferably contains substantially no pigment (0% by mass).

[0025] The lip cosmetic of the present invention can be produced by a conventional method and can be in either a solid or liquid form. It is suitable as a lip cream, lip base, etc.

[0026] The lip cosmetic of the present invention is used by applying it directly to the lips. The lip cosmetic of the present invention can be used as a color-prolonging agent in combination with a lip cosmetic containing a pigment. For example, the lip cosmetic of the present invention can be applied to the lips, and then a pigment-containing lip cosmetic (lipstick) can be applied over it to make the lipstick color last for a long time. It is particularly preferable to apply the lipstick over and then rub the lips together. EXAMPLES

[0027] Production Example 1 (Production of bisalkyl (C16-18) glyceryl undecyl dimethicone) (1) STEP-1: Synthesis of tetramethyldisiloxane having alkyl groups at both ends of the 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 Spires catalyst (a 2% by mass solution of chloroplatinic acid in 2-propanol) were added to a three-neck flask and heated to 70°C. 174.2 g of α-olefin ("Dialene 168" manufactured by Mitsubishi Chemical Corporation, a 1 / 1 (mass ratio) mixture of carbon numbers 16 and 18) was added dropwise at 70°C under a nitrogen atmosphere, and the mixture was stirred for 2 hours. After cooling, the reaction system was neutralized with an aqueous sodium hydroxide solution and purified by distillation under reduced pressure. The resulting product 1 H-NMR spectrum (400 MHz) confirmed that the product was a 1,1,3,3-tetramethyldisiloxane derivative (formula below) having alkyl groups with 16 and 18 carbon atoms at both ends (22.1 g, yield: 85%).

[0028] [ka]

[0029] (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 with alkyl groups of 16 and 18 carbon atoms 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-neck flask and refluxed for 12 hours. After cooling, the mixture was purified by distillation under reduced pressure. 1 From the H-NMR spectrum, it was confirmed that the obtained product was a dimethylsiloxane / methylsiloxane copolymer (following formula; p=23, q=4) having alkyl groups with 16 and 18 carbon atoms at both ends (132.8 g, yield: 95%).

[0030] [ka]

[0031] (3) STEP-3: Synthesis of polysiloxane in which both ends are substituted with alkyl groups and the side chains are graft-modified with alkyl glyceryl ether groups: 50.0 g of the dimethylsiloxane / methylsiloxane copolymer having alkyl groups with 16 and 18 carbon atoms at both ends synthesized in (2), 61.0 g of 10-undecenyl glyceryl ether, and 0.25 g of 5% by mass platinum-supported carbon catalyst were added to a three-neck flask and stirred at 70°C for 3 hours. After cooling, the mixture was purified by distillation under reduced pressure. 1 From the H-NMR spectrum, it was confirmed that the obtained product was bisalkyl (C16-18) glyceryl undecyl dimethicone (following formula; p=23, q=4) having alkyl groups with carbon numbers of 16 and 18 at both ends (63.0 g, yield; 95%).

[0032] [ka]

[0033] Production Example 2 (Production of Glyceryl Undecyl Dimethicone) In a 100mL two-neck flask equipped with a condenser and a magnetic stirrer, add the following

[0034] [ka]

[0035] 15 g (4.4 mmol) of an organohydrogensiloxane represented by the formula (I), 8.1 g (33 mmol) of 10-undecenyl glyceryl ether, 0.65 g (0.66 mmol) of a 10% ethanol solution of potassium acetate, and 50 g of isopropyl alcohol were charged, and 0.17 g (6.6 × 10 mmol) of a 2% isopropyl alcohol solution of chloroplatinic acid was added. -3 The mixture was heated to a temperature of 40°C and stirred for 2.5 hours. The solvent was removed by distillation, and the mixture was treated with activated carbon. The unreacted 10-undecenyl glyceryl ether was then removed by vacuum distillation to obtain a brown, highly viscous product. 1From the H-NMR spectrum, it was confirmed that the obtained product was glyceryl undecyl dimethicone (formula below; r=60, s=4) ( 1 The average molecular weight calculated by H-NMR is 5,800, and the alkyl glyceryl ether group content is 17% by weight.

[0036] [ka]

[0037] Examples 1 to 10 and Comparative Examples 1 to 5 A lip cosmetic (lip base) was produced with the composition shown in Table 1, and an evaluation was carried out when used as a lip base. The results are also shown in Table 1.

[0038] (Manufacturing method) After dissolving and mixing the ingredients other than ingredient (A), ingredient (A) was added and uniformly dispersed using a disperser. The mixture was degassed and poured into a mold, cooled and solidified, and then placed in a container to obtain a lip cosmetic (lip base).

[0039] (Evaluation method) A panel of 50 experts applied each lip cosmetic (lip primer) to their lips, then applied a lipstick of the composition shown in Table 2 on top, and performed a sensory evaluation on a 5-point scale from 5 points (best) to 1 point for the following: adhesion immediately after application, moisturizing feeling immediately after application, shine immediately after application, duration of moisturizing feeling 4 hours after application, and color duration 4 hours after application. The results are shown as the average score of the 50 experts panelists.

[0040] [Table 1]

[0041] [Table 2]

Claims

1. The following components (A), (B), and (C): (A) General formula (1): 【Chemistry 1】 [wherein Q represents a divalent hydrocarbon group having 3 to 20 carbon atoms, R 1 ~R 9 may be the same or different and represent a hydrogen atom, a linear or branched hydrocarbon group having 1 to 32 carbon atoms, or a phenyl group; R 10 and R 11 may be the same or different and represent a hydrogen atom or a linear or branched hydrocarbon group having 1 to 32 carbon atoms; 10 , R 11 may be different from each other, p represents a number from 1 to 500, and q represents a number from 1 to 50. an alkyl glyceryl ether-modified silicone represented by the formula: (B) 35 to 80% by mass of one or more selected from liquid hydrocarbon oils having a viscosity of 5,000 mPa s or more at 20°C and semi-solid hydrocarbon oils having a melting point of 30°C or more but less than 60°C; (C) Solid oil with a melting point of 60°C or higher A lip cosmetic containing

2. 2. The lip cosmetic according to claim 1, wherein the content of the pigment is 1% by mass or less.

3. 3. The lip cosmetic according to claim 1, which is a lip base.

4. 3. The lip cosmetic according to claim 1, which is a color-prolonging agent used in combination with a pigment-containing lip cosmetic.

Images