JPH04305511A - Cosmetic - Google Patents

Abstract

PURPOSE:To obtain a cosmetic having comfortable and refreshing feeling and effective for preventing the degradation of make-up caused by sebum by combining a liquid perfluorinated organic compound, a specific sustained-release silicone having an evaporation rate close to the sebum-generation rate and a highabsorption powder. CONSTITUTION:The objective cosmetic can be produced by combining (A) about 1-50wt.% (based on total composition) of a liquid perfluorinated organic compound [e.g. perfluorodecalin, perfluoroadamantane, compound of formula I (x and y are 500-100,000; x/y is 0.2-2), compound of formula II (z is 4-500), etc., (B) about 10-40wt.% of a cyclic silicone of formula III (R<2> and R<2> are alkyl, alkenyl, aryl or halogenated alkyl; l is 7 or 8) or a chain silicone having an evaporation rate of 6.7X1/10<5> to 5.5X1/10<4>cm<2>/H at 30 deg.C and (C) about 5-20wt.% of an oil-absorbing powder capable of absorbing 1.5 times weight of squalane (especially preferably an acrylate copolymer). The cyclic silicone of formula III can be produced by reacting an alpha, omega-dihydroxyorganopolysiloxane with a dihalogenosilane derivative.

Description

Detailed Description of the Invention [0001] [Industrial Application Field] The present invention relates to cosmetics, and more particularly, the present invention relates to cosmetics containing a liquid perfluorinated organic compound, a specific sustained-release silicone, and a highly oil-absorbing powder. In addition to having a refreshing feeling of use, it imparts water and oil repellency to the cosmetic film after application, preventing the loss of cosmetic ingredients such as medicinal ingredients and pigments due to sweat or sebum, and the loss of makeup such as shine on the face over time. The present invention relates to cosmetics that can prevent the disease and maintain the initial state. [Prior Art and Problems to be Solved by the Invention] In general, sweat is the cause of loss of cosmetic ingredients such as medicinal ingredients and pigments, and loss of makeup over time, such as shine on the face, oiliness, and dullness of color. There are internal factors such as human body secretions such as tears and sebum, and external environmental factors such as movement of the skin, contact with hands or clothing, and rain (contact with water). [0003] Among these, makeup fading caused by sebum is particularly viewed as a problem, and this is thought to be due to residual oil and increased sebum generation after application of the product. In other words, cosmetics generally use volatile or non-volatile oils, but when the main ingredient is non-volatile oils,
Other volatile ingredients easily evaporate due to skin temperature and friction during application, leaving non-volatile oils behind, which are then added to sebum generated over time, which excessively wets the makeup ingredients as oil. result. This causes makeup to come off due to sebum. In addition, as a volatile oil,
Usually, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, etc. are used from the viewpoint of safety and usability, and if these are used as the main oil components, it is possible to prevent sebum breakage, but these are volatile. Because it evaporates quickly and evaporates within 10 minutes immediately after application, there are problems with poor finish, such as a powdery feel after application and a feeling of tightness on the face. On the other hand, in recent years, liquid perfluorinated organic compounds (JP-A-61-234928, JP-A-63-1) have been developed for the purpose of imparting water resistance, sebum resistance, and oil resistance to cosmetics.
No. 07911). However, perfluorinated organic compounds are difficult to be compatible with other additives commonly used in cosmetics, and if perfluorinated organic compounds are the only oil agent used, especially when used in large amounts in emulsified cosmetics, stable cosmetics cannot be obtained. It is difficult to obtain, and it also has disadvantages such as being difficult to spread and lacks a refreshing feel. [0005]Therefore, there has been a desire for a cosmetic composition that is comfortable to use without impairing the performance of liquid perfluorinated organic compounds. [Means for Solving the Problems] Under these circumstances, the present inventors conducted extensive research and found that a liquid perfluorinated organic compound and a specific sustained-release silicone whose volatilization rate is close to the sebum generation rate and The present inventors have discovered that by using a highly oil-absorbing powder in combination, it is possible to obtain a cosmetic that feels refreshing on use, prevents makeup from fading due to sebum, and maintains the initial state of application. . That is, the present invention provides the following components (A) to (
C) (A) Liquid perfluoro organic compound (B) The following general formula (1) [Chemical formula 2] [0009] (In the formula, R1 and R2 are the same or different and are an alkyl group or an alkenyl group. , represents an aryl group or a halogenated alkyl group, and l represents a number of 7 or 8) or a cyclic silicone whose volatilization rate at 30°C is
6.7×10-5 ~ 5.5×10-4g/cm2・H
The present invention provides a cosmetic containing an oil-absorbing powder capable of absorbing squalane in an amount of 1.5 times or more the weight of chain silicone (C). The liquid perfluoro organic compound used in the present invention as component (A) is not particularly limited as long as it is liquid at room temperature, but examples include perfluorodecalin, perfluoroadamantane, perfluorobutyltetrahydrofuran, and perfluorobutyltetrahydrofuran. Fluorooctane, perfluorononane, perfluoropentane, perfluorodecane,
Examples include perfluorododecane and perfluoropolyether represented by general formula (2). ##STR3## where R3, R5, R6 and R7 are the same or different and represent a fluorine atom, a perfluoroalkyl group or a perfluoroalkyloxy group, and R4 is a fluorine atom or a perfluoroalkyloxy group. It represents a fluoroalkyl group, and p, q, and r represent numbers of 0 or more such that the molecular weight is 500 to 100,000. However, p = q = r = 0 is not satisfied.) In general formula (2), The perfluoro groups shown in parentheses do not need to be arranged in this order, and may be polymerized in random or block manner, and the perfluoroalkyl group or perfluoroalkyl group preferably has 1 to 4 carbon atoms. Among these, those with a viscosity of 5 to 5000 c
A liquid form of St is preferable, for example, the following general formula (
3) [0014] [0015] (where x and y have a molecular weight of 500 to 1
FOMBLIN HC-04 (average molecular weight 1500), FOMBLIN HC-25 (3200), FOMBLIN H
C-R (6600) (manufactured by Montefros)
or Demnum S-20 (weight average molecular weight 2,500
0), S-65 (4500), S-100 (5
Commercially available products such as Daikin Industries, Ltd. 600) and Daikin S-200 (8400) (manufactured by Daikin Industries, Ltd.) can be used. These perfluorinated organic compounds can be used alone or in combination of two or more, and account for 0.1 to 98% by weight (hereinafter simply expressed as %), particularly 1 to 50% of the total composition. It is preferable to mix them. Among component (B), the cyclic silicone is represented by the above general formula (1), in which R1 and R2 represent an alkyl group, an alkenyl group, an aryl group, or a halogenated alkyl group. preferably has 1 to 10 carbon atoms, such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, tert-butyl group, pentyl group, hexyl group, heptyl group, octyl group,
Examples include nonyl group, decyl group, etc.; As the alkenyl group, those having 2 to 6 carbon atoms are preferable, such as vinyl group,
Examples include 1-propenyl group, allyl group, 1-butenyl group, 2-pentenyl group; examples of aryl groups include phenyl group; examples of halogenated alkyl groups include 3,3,3-tri Examples include fluoropropyl group. These cyclic silicones represented by the general formula (1) can be obtained as by-products during the synthesis of cyclic organopolysiloxanes having a small number of siloxane units (5 or less), such as octamethylcyclotetrasiloxane. Since the amount produced by this method is extremely small, it is difficult to obtain large quantities of each as a single product. However, for example, according to the method shown by the following reaction formula, a highly pure product can be obtained in large quantities. [0021] [0022] (In the formula, R1 and R2 have the same meanings as above, X represents a halogen atom, n represents an integer of 3 to 5, and m represents an integer of 0 to 2. In other words, cyclic silicone (1) is produced by reacting an α,ω-dihydroxyorganopolysiloxane represented by general formula (5) with a dihalogenosilane derivative represented by general formula (6). can do. The α,ω-dihydroxyorganopolysiloxane (5) used here as a raw material can be produced, for example, according to the following reaction formula. ##STR7## (wherein R1, R2 and n have the same meanings as above) That is, cyclic silicone (7), chlorosilane (8)
and water in the presence of an inorganic solid compound to obtain α, ω
-dihydrogenorganopolysiloxane (9) and then hydroxylates this to obtain α,ω-dihydroxyorganopolysiloxane (5). Furthermore, if α,ω-dihydrogenorganopolysiloxane (10) is hydroxylated to form α,ω-dihydroxyorganopolysiloxane (11), and this is reacted with chlorosilane (8), the number of siloxanes can be reduced to 2.
A unit-extended α,ω-dihydrogenorganopolysiloxane (9) is obtained, which is further hydroxylated to obtain an α,ω-dihydroxyorganopolysiloxane (5). The reaction between the α,ω-dihydroxyorganopolysiloxane (5) and the dihalogenosilane derivative (6) is carried out using a hydrocarbon-based compound such as pentane, hexane, heptane, benzene, or toluene in the presence of a base such as pyridine. It is carried out in a solvent or a halogenated hydrocarbon solvent such as chloroform or dichloromethane. Since this reaction is a ring-closing reaction involving two molecules, it is preferable that the solution be as dilute as possible in order to improve the yield. Specifically, a solution of α,ω-dihydroxyorganopolysiloxane (5) at a low concentration and a solution of a base and dihalogenosilane derivative (6), also at a low concentration, are mixed at the same rate in as much organic solvent as possible. Therefore, it is preferable to drip the liquid over as long as possible. The concentration of the reaction solution is 0.001-10 mol/l
, preferably 0.05 to 1 mol/l, and the dropping time is 1 to 100 hours, preferably 5 to 20 hours. In addition, in this reaction, depending on the number of siloxane units of the target cyclic silicone (1)
, ω-dihydroxyorganopolysiloxane (5) and dialkyl dihalogenosilane or α, ω-dihalogenoorganopolysiloxane (6), which may be selected as appropriate based on ease of raw material availability. For example, in the case of tetradecamethylcycloheptasiloxane, α,ω-dihydroxyorganopolysiloxane (5
), R1=R2=methyl group, n=4, and it is preferable to use dimethyldichlorosilane as the dialkyldihalogenosilane (6). In addition, in the case of hexadecamethylcyclooctasiloxane, R1=R2=
Methyl group, n=4, α,ω-dihalogenoorganopolysiloxane (6), R1=R2=methyl group,
It is preferable to use one in which m=1 and X=Cl. [0028] Among component (B), the chain silicone may be linear or branched, for example, the following general formula (12) or (13): [0030] (In the formula, R8 is the same or different and represents an alkyl group or a halogenated alkyl group, s is an integer of 3 to 10, t is 0 or 1, and u is an integer of 0 to 4) Examples include silicone. In addition, the formula (
In 12) and (13), the alkyl group represented by R8 preferably has 1 to 3 carbon atoms, such as methyl, ethyl, propyl, etc., and the halogenated alkyl group includes, for example, 3 , 3,3-trifluoropropyl group, and the like. Linear silicones (12) with s of 4 or less are commercially available with high purity (90% or more), but those with s exceeding this can be produced, for example, according to the following reaction formula. can. [0032] [0033] (wherein, R8 has the same meaning as above, and v
represents an integer of 3 to 8) That is, if the cyclic silicone represented by the general formula (14), the trialkylchlorosilane represented by the general formula (15), and water are reacted in the presence of an inorganic solid compound, ,v
A highly pure chain silicone (12) having a polyurethane of more than 4 can be obtained. Cyclic silicone used here (14)
For example, hexamethylcyclotrisiloxane,
Hexaethylcyclotrisiloxane, hexaethylcyclotrisiloxane, trimethyltrivinylcyclotrisiloxane, octamethylcyclotetrasiloxane, octaethylcyclotetrasiloxane, tetramethyltetravinylcyclotetrasiloxane, tetra(trifluoropropyl)tetramethylcyclotetrasiloxane , decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.; as the trialkylchlorosilane (15), for example, trimethylchlorosilane,
Examples include triethylchlorosilane and dimethylethylchlorosilane. In addition, as the inorganic solid compound, it is preferable to use a compound that is insoluble in the reaction solution and uniformly dispersed in the reaction solution, such as silica gel, titanium dioxide, silica, etc.
Examples include alumina, and silica gel is particularly preferred. Here, silica gel refers to an amorphous silicic acid polymer, and any type of silica gel can be used, but it is preferable to use one with a small particle size because it has the same weight and a fast reaction rate. The reaction consists of a trialkylchlorosilane (
15) may be added, and the amount of trialkylchlorosilane (15) to be used is about 2 to 10 times the cyclic silicone (14), preferably 2 to 4 times, more preferably 3 times, by mole. It is. The amount of the solid acid-base catalyst to be used is selected depending on the reactivity of the cyclic silicone (14) and the trialkylchlorosilane (15), and is in the range of 1 to 50% based on the cyclic silicone (14). Also, the amount of water used is in stoichiometric excess. That is,
1 to 500 times mole relative to cyclic silicone (14),
It is preferably selected in a range of 5 to 20 times the mole. A reaction solvent may or may not be used, but when hexamethylcyclotrisiloxane, which is solid at room temperature, is used as the cyclic silicone, it is preferably used to facilitate the reaction. The reaction solvent is preferably a hydrocarbon solvent that is immiscible with water, such as pentane, hexane, heptane, benzene, toluene, or the like. After the addition of chlorosilane, the reaction is allowed to proceed for 1 to 20 hours at room temperature, depending on the reactivity of the cyclic silicone. The obtained linear silicone (12) is distilled under normal pressure or reduced pressure, preferably under reduced pressure, to remove unreacted cyclic silicone (14) and trialkylchlorosilane (
15) and can be easily separated. Note that the recovered cyclic silicone (14) and trialkylchlorosilane (15) can be used again in the reaction. Further, the branched silicone (13) can be produced, for example, according to the following reaction formula. ##STR10## (wherein R8, X, t and u have the same meanings as above) That is, tri- or tetrahalogenosilane (16) is reacted with hydroxyorganopolysiloxane (17) By doing so, branched silicone (13) can be obtained. This reaction is preferably carried out in the presence of a base. These linear silicones as component (B) are:
Furthermore, the volatilization rate at 30℃ is 6.7×10-5~
It needs to be 5.5×10 −4 g/cm 2 ·H. In addition, the volatilization rate is 1 in a petri dish (φ = 48 mm).
It can be determined by accurately weighing approximately 1.5 g of chain silicone, placing it on a hot plate with a surface temperature of 30° C., and examining the weight loss over time. Examples of linear silicones that meet these conditions include tetradecamethylhexasiloxane (1.6 x 10-
4g/cm2.H), hexadecamethylheptasiloxane (2.1 x 10-4g/cm2.H), and the like. Component (B), cyclic silicone or chain silicone, is preferably blended in an amount of 5 to 70%, particularly 10 to 40%, in the total composition. If it is less than 5%, it will tend to become powdery immediately after application, and if it exceeds 70%, it will leave a residue and combine with sebum to promote shine, which is not preferable. The oil-absorbing powder which is component (C) of the present invention is:
There are no particular limitations on the material as long as it can absorb 1.5 times or more of its own weight of squalane. In addition, in the present invention, the oil absorption amount of the oil-absorbing powder is determined using squalane and JI
It was measured by a method according to the pigment oil absorption measurement prescribed in SK5101 (1978). That is,
Take 1 g of powder in a 50 ml beaker and knead it using a spatula while dropping squalane little by little. The end point is when the powder becomes paste-like. Powder 10
It is expressed as the weight (g) of squalane required per 0g. The oil-absorbing powder of component (C) must be able to absorb 1.5 times or more of its own weight of squalane when measured by this method. The oil-absorbing powder of component (C) is as follows:
For example, the following general formulas (18) and (19) [0042] (wherein, R9 represents a straight chain or branched alkylene group having 1 to 30 carbon atoms, and R10 represents a straight chain or branched alkylene group having 1 to 30 carbon atoms. ~3
Acrylate copolymer having a structural unit represented by 0 linear or branched alkyl group; obtained by polymerizing and making porous one or more vinyl monomers with a solubility parameter of 7 to 10. Porous vinyl polymers (JP-A-63-316715) and the like can be mentioned. Among these, typical acrylate copolymers include POLYTRAP (manufactured by Dow Corning)
can be mentioned. In addition, the oil absorption amount (multiplyed to its own weight) of the main powders conventionally used in cosmetics is talc 0.
6, silicone coated talc 0.48, sericite 0.6
1. Silicone coated sericite 0.5, Silicone coated titanium oxide 0.26, Silicone coated iron oxide 0.42
, zinc oxide 0.87, and nylon powder 0.47, and even if these are used, the effects of the present invention cannot be obtained. [0043] The oil-absorbing powder of component (C) can be used alone or in combination of two or more, and 3 to 4 oil-absorbing powders can be used in the total composition.
It is preferable to add 0%, especially 5 to 20%. If it is less than 3%, it will not be able to absorb the sebum that is generated, and the
If it exceeds %, it becomes powdery and undesirable. [0044] In addition to the above-mentioned essential ingredients, the cosmetic composition of the present invention may contain an oil agent commonly used in cosmetic compositions. Examples of such oils include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane,
Cyclic silicones other than the component (B) such as dodecamethylcyclohexasiloxane; nonvolatile silicones such as methylpolysiloxane, dimethylpolysiloxane, and methylphenylpolysiloxane; animal and vegetable oils and fats such as squalane and palm oil; mineral oils such as petrolatum Other examples include hydrocarbons, higher fatty acid esters, liquid paraffin, and isoliquid paraffin. [0045] Furthermore, the cosmetics of the present invention may optionally contain ingredients that are included in ordinary cosmetics, such as vaseline, lanolin, ceresin, microcrystalline wax, carnauba wax, candelilla wax, higher fatty acids, higher alcohols, etc. solid and semi-solid oil; water-soluble and oil-soluble polymers; inorganic and organic pigments, inorganic and organic pigments treated with silicone or fluorine compounds, coloring agents such as organic dyes; anionic activators, cationic activators, non-containing ionic activator,
Surfactants such as dimethylpolysiloxane/polyoxyalkylene copolymer and polyether-modified silicone; other water, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, ultraviolet absorbers, humectants, Blood circulation promoter, cooling agent,
Antiperspirants, bactericidal agents, skin activators, and the like can be appropriately incorporated within the range that does not impair the effects of the present invention. The cosmetics of the present invention can be produced by conventional methods and can be applied to many cosmetics such as blushers, eye shadows, foundations, face powders, creams, and lotions. [0047] Particularly when making a foundation, it is preferable to use a pigment treated with a fluorine compound because it is less susceptible to sebum deterioration. Here, the fluorine compound refers to a fluorine-containing surfactant, a fluorine-containing polymer, etc., and methods for treating pigments with these compounds, properties of the resulting treated pigments, etc. are described in U.S. Patent No. 3,632,744 and Japanese Patent Publication No. 61
-55481, Japanese Patent Publication No. 61-48803, etc. Commercially available products include various pigments treated with fluoroalkyl di(oxyethyl)amine phosphate esters ("Pufflite", Daito Kasei Kogyo Co., Ltd.). These fluorine compound-treated pigments are preferably used in an amount of 5 to 95% by weight in the foundation. Effects of the Invention The cosmetics of the present invention have a refreshing feel without stickiness, and are free from the loss of medicinal ingredients and cosmetic ingredients such as pigments due to sweat and sebum, and from the appearance of shine on the face over time. This product can effectively prevent makeup from fading and maintain its initial state. [Examples] Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples. Reference example 1 Tetradecamethylcycloheptasiloxane (general formula (1)
), R1=R2=methyl group, l=7) synthesis: pH=
7.3 phosphate buffer solution 446.3 g, 1,4-dioxane 2.2 l and 5% palladium on carbon 22.
3 g was placed in a 5 l three-necked flask equipped with a stirrer. To this, 270 g of 1,11-dihydrogendodecamethylhexasiloxane was added dropwise over 1 hour, and stirring was continued for another 1 hour after the dropwise addition was completed. Then, 5% palladium on carbon was filtered and 2 liters of benzene was added. At this time,
The solution has separated into two layers, so separate the lower aqueous layer and add water.
0.4 l was added to wash the benzene layer. After repeating this operation two more times, the resulting benzene solution of 1,11-dihydroxydodecamethylhexasiloxane was
．． It was concentrated under reduced pressure to 5 liters. Put 3 liters of benzene into a 10 liter three-necked flask equipped with a stirring device, and while stirring well, add 1.5 liters of a benzene solution of 81.3 g of dimethylchlorosilane and 99 g of pyridine, and 1.5 liters of a benzene solution of 1,11-dihydroxydodecamethylhexasiloxane. The mixture was added dropwise at a speed of 12 hours. After the dropwise addition was completed, stirring was continued for another 2 hours, and the precipitated pyridine hydrochloride was filtered. The filtrate was concentrated under reduced pressure until the total volume was 2 liters, and the benzene layer was diluted with 0.5 liters of water twice and 10% NaHCO3 solution.
Washed twice with 0.5 liters and finally twice with 0.5 liters of water. Benzene was distilled off under reduced pressure and the resulting solution was distilled under reduced pressure to obtain 15% tetradecamethylcycloheptasiloxane.
0.5 g (yield 46.3%) was obtained. Physical properties Boiling point: 91.5°C (0.15mmHg) MS: 504
(M+ -15) IR; 1056 cm-1 (Si-O) 29Si-NMR; ppm (δ) (in heavy benzene, TM
S standard) -22.22 1H-NMR; ppm (δ) (in heavy benzene, C6H6
Reference example 2 Hexadecamethylcyclooctasiloxane (general formula (1)
), R1=R2=methyl group, l=8) synthesis: pH=
7.3 phosphate buffer solution 430g, 1,4-dioxane 2.1g and 5% palladium on carbon 10.7g
was placed in a 5 liter three-necked flask equipped with a stirrer. To this, 251.7 g of 1,11-dihydrogendodecamethylhexasiloxane was added dropwise over 1 hour, and stirring was continued for another 1 hour after the dropwise addition was completed. Then, 5% palladium on carbon was filtered and 2 liters of benzene was added. At this time,
The solution has separated into two layers, so separate the lower aqueous layer and add water.
0.4 l was added to wash the benzene layer. After repeating this operation two more times, the resulting benzene solution of 1,11-dihydroxydodecamethylhexasiloxane was
．． It was concentrated under reduced pressure to 5 liters. Put 3 liters of benzene into a 10 liter three-necked flask equipped with a stirrer, and add 1,
1.5 liters of a benzene solution of 122.5 g of 3-dichlorotetrasiloxane and 95.4 g of pyridine and 1.5 liters of a benzene solution of 1,11-dihydroxydodecamethylhexasiloxane were added dropwise at the same rate over 12 hours. After the dropwise addition was completed, stirring was continued for another 2 hours, and the precipitated pyridine hydrochloride was filtered. The filtrate was concentrated under reduced pressure until the total volume was 3 liters, and the benzene layer was diluted with 0.5 liters of water twice with 10% N.
aHCO3 solution 0.5l twice, and finally water 0.5l
Washed twice with Benzene was distilled off under reduced pressure, and the resulting solution was distilled under reduced pressure to obtain 127.3 g (yield: 35.6%) of hexadecamethylcyclooctasiloxane. Physical properties Boiling point: 93.0°C (0.13mmHg) MS: 578
(M+ -15) IR; 1056 cm-1 (Si-O) 29Si-NMR; ppm (δ) (in heavy benzene, TM
S standard) -22.30 1H-NMR; ppm (δ) (in heavy benzene, C6H6
δ=7.15 standard) 0.2 (s) Reference Example 3 Synthesis of tetradecamethylhexasiloxane (in general formula (12), all R8s are methyl groups, s=4): Equipped with a dropping funnel In a 500 ml flask, 100 g of octamethylcyclotetrasiloxane, 60.6 g of water, silica gel (Kieselgel 60 (manufactured by Merck), 250 ~ 400
10.1 g of trimethylchlorosilane (109.9 g of trimethylchlorosilane) was added dropwise over 1 hour while stirring thoroughly. After 10 hours, stirring was stopped, the kieselgel was filtered, and the resulting filtrate was distilled under reduced pressure to remove excess trimethylchlorosilane. The resulting solution was transferred to a separatory funnel to separate the aqueous layer, and the oil layer was separated twice with 50 ml of water, twice with 50 ml of a saturated aqueous sodium bicarbonate solution, and twice with 50 ml of water. The resulting solution was distilled under reduced pressure to obtain 63.5 g (yield 78%) of tetradecamethylhexasiloxane. Reference Example 4 Synthesis of hexadecamethylheptasiloxane (in general formula (12), all R8s are methyl groups, s=5): In a 500 ml flask equipped with a dropping funnel, 150 g of decamethylcyclopentasiloxane and 73 g of water were added. .2g, silica gel (Kieselgel 60 (Merck), 250-400
132 g of trimethylchlorosilane was added dropwise over 1 hour while thoroughly stirring. After 11 hours, stirring was stopped, the kieselgel was filtered, and the resulting filtrate was distilled under reduced pressure to remove excess trimethylchlorosilane. The resulting solution was transferred to a separatory funnel to separate the aqueous layer, and the oil layer was separated twice with 50 ml of water, twice with 50 ml of a saturated aqueous sodium bicarbonate solution, and twice with 50 ml of water. When the obtained solution was distilled under reduced pressure, 78.8 g of hexadecamethylheptasiloxane (yield 67.1%) was obtained.
Obtained. Example 1 Two-layer liquid foundation (W/O type) Two-layer liquid foundation (W/O type) having the composition shown in Table 1.
A mold) was manufactured and evaluated for feel of use and makeup durability. The results are shown in Table 2. (Manufacturing method) After the oil phase was dissolved at room temperature, a pigment was added and dispersed with a disper. Add the aqueous phase to this while stirring and emulsify it to create a two-layer liquid foundation (W/O type).
I got it. (Evaluation Method) Each two-layer liquid foundation was sensory-evaluated by 10 expert panelists, and the freshness, powderiness, and makeup durability were evaluated based on the following criteria. ○; 8 or more people answered that it was good. △; 4 to 7 people said that it was good. ×; Less than 4 people said that it was good. [Table 1] [Table 2] [Table 2] Table 2 As is clear from the above, the cosmetic composition of the present invention was excellent in both feeling of use and long-lasting makeup due to the combined use of perfluoropolyether, sustained-release silicone, and highly oil-absorbing powder. Example 2 Cream foundation: A cream foundation having the following composition was obtained in the same manner as in Example 1. (Composition) (1) Hexadecamethylcyclooctasiloxane (Reference Example 2) 20.0 (%) (2) Dimethylpolysiloxane (KF-96A, manufactured by Shin-Etsu Chemical Co., Ltd., 6cs)
5.
0 (3) Dimethylpolysiloxane/polyoxyalkylene copolymer (manufactured by Dow Corning Toray Silicone) 1.
0 (4) Perfluoropolyether (FOMBLIN HC-25, manufactured by Montefros) 1
5.0 (5) Glycerin

2.0 (6) Purified water

Remaining amount (7)
Pigment (polymethylhydrogensiloxane coating) Sericite
6
．． 0 Titanium oxide

8.0 Iron oxide (red, yellow,
black)
1.2 (8) Nylon powder (SP-500, manufactured by Toray Industries, Inc.)
5.0 (9) Porous vinyl polymer (Synthesis Example 2 of JP-A-63-316715)
7.0 (10) Fragrance

0.05 Example 3 Powder foundation: Pigments are mixed, pulverized through a pulverizer, transferred to a high-speed blender, and a homogeneous mixture of other ingredients such as a binder is added thereto. Mixed further to make it homogeneous. This was treated with a pulverizer, passed through a sieve to make the particle size uniform, and then left to stand for several days and compression molded into a container such as a metal plate to obtain a powder foundation. (Composition) (1) Fluorine compound treated powder (Pufflite, manufactured by Daito Kasei Kogyo Co., Ltd.) (%) Titanium oxide

10.0
Sericite

22.0 Talc

17.0 Mica
15
．． 0 Bengala

2.0 Yellow iron oxide

2.5
black iron oxide

0.1 Nylon powder

4.0 (2) Hexadecamethylheptasiloxane (Reference Example 4)
10.0 (3) Dimethylpolysiloxane (KF-96A, manufactured by Shin-Etsu Chemical Co., Ltd., 6cs)
2.
0 (4) Perfluoropolyether (FOMBLIN HC-04, manufactured by Montefros)
5.0 (5) Perfluoropolyether (FOMBLIN HC-R, manufactured by Montefros)
1.0 (6) Porous vinyl polymer (Japanese Patent Application Laid-open No. 1983-
Synthesis Example 2 of No. 316715) 8.0 (7) Preservative

1.0 (8) Fragrance

Example 4 Powder eye shadow: Powder eye shadow was obtained in the same manner as in Example 3, except that pigments other than mica titanium were first mixed and pulverized, and then mica titanium was mixed therein. (Composition) (1) Pigment (polymethylhydrogensiloxane coating)
(%)
mica titanium

5.0 Sericite

26.0 Mica

22.
0 Iron oxide (red, yellow, black)

2.0 Ultramarine

10.0 Dark blue

5.0 (2) Tetradecamethylcycloheptasiloxane (Reference Example 1) 10.0 (3) Perfluoropolyether (FOMBLIN HC-04, manufactured by Montefros)
6.0 (4) Dimethylpolysiloxane (KF-96A, manufactured by Shin-Etsu Chemical Co., Ltd., 6cs)
1.
5 (5) Sorbitan trioleate

1.0 (6) Porous vinyl polymer (Japanese Patent Application Laid-open No. 1983-
Synthesis Example 2 of No. 316715) 10.0 (7) Preservative

1.0 (8) Fragrance

Trace amount Example 5 Two-layer sunscreen emulsion: In the same manner as in Example 1, a two-layer sunscreen emulsion having the following composition was obtained. (Composition) (1) Tetradecamethylhexasiloxane (Reference Example 3
) 20.0(%) (2) Octamethylcyclotetrasiloxane
5.0 (3) Perfluoropolyether (FOMBLIN HC-04, manufactured by Montefros) 1
0.0 (4) Dimethylpolysiloxane/polyoxyalkylene copolymer (manufactured by Dow Corning Toray Silicone)
1.0 (5) Glycerin

2.0 (6) Ethanol

5.0 (7)
purified water

Remaining amount (8) Porous vinyl polymer (Unexamined Japanese Patent Publication No. 6
Synthesis example 2 of No. 3-316715) 6.0 (9
) Zinc oxide (polymethylhydrogen siloxane coating)
7.5(10) Octyl methoxycinnamate
2.0 (11) Fragrance

Trace amount Example 6 Anti-dandruff lotion: The oil phase other than the silicone oil was heated to 75°C, and the aqueous phase, which had been previously heated to 75°C, was added with stirring to emulsify. After the mixture was stirred and cooled to room temperature, silicone oil and fragrance were added in the same manner to obtain an anti-dandruff lotion. (Composition) (1) Hexadecamethylheptasiloxane (Reference Example 4
) 10.0 (%) (2) Perfluoropolyether (FOMBLIN HC-04, manufactured by Montefros) 1
0.0 (3) Cetyl isooctanate

2.0 (4) Liquid paraffin

2.0 (5) Sorbitan diisostearate
3.0 (6) Dimethylpolysiloxane/polyoxyalkylene copolymer (manufactured by Dow Corning Toray Silicone)
3.0 (7) Antioxidant

1.0 (8
)Fragrance

Trace amount (9) Purified water

Remaining amount (10) Porous vinyl polymer (Synthesis Example 2 of JP-A-63-316715) 5.0 (11) Sodium dextran sulfate
1.0 (12) Sodium chondroitin sulfate
2.0 (13) Sodium hyaluronate

0.1 (14) Anti-dandruff agent (zinc pyrithione)
0.2 (15) Glycerin

3.0 0
062]

Claims (1)

[Claims] Claim 1: The following components (A) to (C) (A) liquid perfluoro organic compound (B) the following general formula (1) [Formula 1] (wherein R1 and R2 are the same or different is an alkyl group, an alkenyl group, an aryl group, or a halogenated alkyl group, and l is a number of 7 or 8) or a cyclic silicone with a volatilization rate at 30°C of 6.7 x 10
-5 to 5.5 x 10-4 g/cm2.H A cosmetic comprising oil-absorbing powder capable of absorbing 1.5 times or more of squalane than the own weight of chain silicone (C).