JPH07330544A - Cosmetic - Google Patents

Abstract

PURPOSE:To provide a cosmetic containing a fluorine-modified silicone, a perfluoropolyether and powder treated with a fluorine compound, having excellent water resistance, sebum resistance, oil resistance and skin affinity and providing durable make-up. CONSTITUTION:This cosmetic contains 0.01-99wt.% of a fluorine-modified silicone containing the structural units expressed by formula I (Rf is a 1-20C perfluoroalkyl, etc.; R<1> is a 1-20C aliphatic hydrocarbon group, etc.; R<2> is H, a 1-20C aliphatic hydrocarbon group, etc.; X and Y are each single bond, CO or a 1-6C hydrocarbon group; (1) is 2-16; (p) is 1-200), formula II (R<4> and R<5> are each same as R<1>; (s) is 0-200), etc., 0.01-98wt.% of a perfluoropolyether of formula III (R<20> and R<12> to R<14> are each F, a perfluoroalkyl, etc.; R<11> is F or a perfluoroalkyl; V, W and X are each a number of >=0), etc., and 0.01-99wt.% of powder treated with a fluorine compound of formula [Rf'' CbH2bO]cPO(OM<1>)3-c (Rf'' is a 3-21C perfluoroalkyl, etc.; (b) is 1-12; (c) is 1-3; M<1> is a water-soluble cation of H, metal, etc.).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION The present invention has excellent water resistance, sebum resistance, oil resistance, and skin compatibility, and can prevent the wetting and disappearance of cosmetic components such as pigments and ultraviolet absorbers due to sweat or sebum. Regarding excellent cosmetics.

[0002]

2. Description of the Related Art Conventionally, by adding powder to cosmetics, it has a function of coloring skin and hair, hiding spots and freckles, and protecting skin from ultraviolet rays and harmful substances. Has been done. However, when only ordinary powder is mixed in the cosmetics, the powder becomes extremely wet due to sweat and sebum generated on the skin, and the surface becomes specular (shiny), and the finish immediately after application cannot be maintained and the makeup cannot be maintained. There is a problem of collapse.

Silicone oils are more commonly used as cosmetic ingredients because they have a smoother feeling in use than hydrocarbon oils and are excellent in water repellency. Among them, the volatile silicone oil is widely used because it spreads well during application, the volatile silicone oil volatilizes as it extends, and the adhesiveness is good. However, conventional cosmetics containing silicone oil as a main component have no oil repellency, and thus there is a problem that cosmetic components such as pigments are easily lost by sebum or the like.

As a solution to such a problem, a cosmetic containing a powder treated with a fluorine compound has been proposed for the purpose of improving water resistance, sebum resistance and oil resistance and preventing makeup deterioration. (JP-A-55-167209, JP-A-62-250074, JP-A-1-180).
811 gazette, the same 2-218603 gazette, US Pat. No. 3,632,744). However, such a powder treated with a fluorine compound is difficult to disperse in an oil agent usually used in cosmetics, and it is difficult to obtain a uniform powder particularly when blended in an emulsified cosmetic, so that the desired cosmetic composition is obtained. It was difficult to obtain the effect of preventing collapse.

Further, a cosmetic containing a liquid perfluoropolyether has been proposed for the purpose of imparting water resistance, sebum resistance and oil resistance to the cosmetic (JP-A-61-23).
4928, 63-107911, etc.). However, perfluoropolyether is poorly compatible with other additives that are usually used in cosmetics, and only perfluoropolyether is used as an oil agent. Hard to get. In addition, there is a problem that the growth is heavy and lacks a refreshing feeling. Furthermore, although it has water resistance, sebum resistance and oil resistance,
Since the affinity with the skin is low, there is also a problem that the makeup component easily disappears from the skin.

[0006]

Therefore, the present invention has excellent water resistance, sebum resistance, and oil resistance, and further has excellent skin compatibility, so that wetting or disappearance of cosmetic ingredients is possible. It is an object of the present invention to provide a cosmetic composition that can prevent the occurrence of blemishes, is stable, and has a long-lasting makeup.

[0007]

Under such circumstances, the inventors of the present invention have earnestly studied, and as a result, the problem that powders treated with a fluorine compound are difficult to disperse in ordinary oil agents, cosmetics containing silicone oil are sebum and the like. The problem that the cosmetic component disappears easily due to the above, and the problem that perfluoropolyether has poor compatibility with other additives and has low skin affinity, etc. It was found that the problem can be solved by adding a fluorine-modified silicone, and further excellent water resistance, sebum resistance, oil resistance, skin compatibility, etc. can be obtained, and the present invention has been completed.

That is, the present invention provides (a) fluorine-modified silicone, (b) perfluoropolyether and (c).
The present invention provides a cosmetic containing a powder treated with a fluorine compound.

Examples of the fluorine-modified silicone as the component (a) used in the present invention include the following general formulas (1) to (1).
Examples thereof include those having one or more structural units represented by (4) and a structural unit represented by the following general formula (5).

[0010]

[Chemical 1]

[Wherein R _f and R _{f ′} may be the same or different and are a linear or branched perfluoroalkyl group having 1 to 20 carbon atoms or the following formula: H (CF ₂ ) _t − (T
Represents an integer of 1 to 20) and represents a ω-H-perfluoroalkyl group; R ¹ , R ⁴ and R ⁵ may be the same or different and are a straight chain having 1 to 20 carbon atoms. Or a branched aliphatic hydrocarbon group or an alicyclic or aromatic hydrocarbon group having 5 to 10 carbon atoms; R ² is a hydrogen atom,
A linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic or aromatic hydrocarbon group having 5 to 10 carbon atoms, a perfluoroalkyl group having 1 to 20 carbon atoms or the following formula: H ( CF ₂ ) _t — (t represents an integer of 1 to 20) represents an ω-H-perfluoroalkyl group; R
³ represents a divalent hydrocarbon group having 2 to 6 carbon atoms; X and Y represent a single bond, -CO- or a divalent hydrocarbon group having 1 to 6 carbon atoms; l represents 2 to 16 , M and n are numbers 1 to 16, p is a number 1 to 200, r is a number 0 to 5, and s is a number 0 to 200].

In the structural units represented by the general formulas (1) to (5), as the perfluoroalkyl group represented by R _f and R _{f ′} , either a straight chain or a branched chain can be used. , For example, CF ₃ −, C ₂ F ₅ −, C ₄ F ₉ −,
_{C 6 F 13 -, C 8} F 17 -, C 10 F 21 -, H (CF 2) 2 -,
H (CF ₂ ) ₄ −, H (CF ₂ ) ₆ −, H (CF ₂ ) ₈ −,
_{(C 3 F 7) C (} CF 3) 2 - and the like. Further, as _{t in} H (CF ₂ ) _t −, an integer of 6 to 20 is preferable.

R¹, R^FourAnd R^FiveHydrocarbon group represented by
Are, for example, methyl group, ethyl group, propyl group,
Cyl, pentyl, hexyl, heptyl, octyl
Straight-chain alkyl groups such as vinyl, nonyl and decyl groups; isop
Ropyl group, s-butyl group, t-butyl group, neopentyl
Group, 1-ethylpropyl group, 2-ethylhexyl group, etc.
Branched chain alkyl group; cyclopentyl group, cyclohexyl
Group such as cyclic alkyl group; aromatic such as phenylnaphthyl group
A hydrocarbon group etc. can be mentioned. Also, R ³Indicated by
Examples of the divalent hydrocarbon group include a straight chain or a C2-4
Is preferably a branched alkylene group, particularly an ethylene group,
Propylene groups are preferred.

Examples of the fluorine-modified silicone as the component (a) having such a structural unit include, for example, the following general formula (6);

[0015]

[Chemical 2]

[Wherein at least one of Z ¹ and Z ² represents a structural unit selected from the general formulas (1), (2), (3) and (4), and the remainder represents a single bond, and s , R ⁴ and R ⁵ have the same meanings as described above] or the following general formula (7);

[0017]

[Chemical 3]

[Wherein Z ³ is the general formula (1), (2),
(3) and (4) shows a structural unit selected from, R ⁶ is hydrocarbon of a cycloaliphatic or aromatic, linear or aliphatic branched hydrocarbon radical or a 5 to 10 carbon atoms having 1 to 20 carbon atoms A hydrogen group, u represents a number of 0 to 200, and s, R ⁴ and R ⁵ have the same meanings as described above].

The structural units represented by the general formulas (1) to (5) and the groups in each formula in the fluorine-modified silicone represented by the general formulas (6) and (7) are used for preventing makeup disintegration and usability. In consideration of the above, the following are preferable. R _f and R _{f ′} are linear or branched perfluoroalkyl groups having 6 to 20 carbon atoms or the following formula; H (CF ₂ ) _t — (t
Represents an integer of 6 to 20) and is preferably an ω-H-perfluoroalkyl group. R ¹ , R ⁴ and R ⁵ may be the same or different and are preferably linear or branched aliphatic hydrocarbon groups having 1 to 4 carbon atoms. R ² is a hydrogen atom, a perfluoroalkyl group having 6 to 20 carbon atoms, or ω-H-perfluoro represented by the following formula; H (CF ₂ ) _t − (t represents an integer of 6 to 20). Alkyl groups are preferred. R ³ is preferably a divalent hydrocarbon group having 2 to 4 carbon atoms. X and Y are preferably a single bond, -CO- or a divalent hydrocarbon group having 1 to 4 carbon atoms, and l is 2 to 10,
A number of 2 to 5 is particularly preferable, and m and n are 2 to
The number of 10, especially 1-6 is preferable, p is 1-100, especially 1-10 is preferable, r is 0-20, especially 0-5.
Is preferred, and s is preferably 0-100, particularly preferably 0-10. The arrangement of the structural units of the fluorine-modified silicone represented by the general formula (7) may be alternating, block or random.

As a preferable example of the fluorine-modified silicone as the component (a), the degree of polymerization described in JP-A-5-247214 having a structural unit represented by the general formula (2) or (5). 2-200 fluorine-modified silicone, FSL-300 and FSL manufactured by Asahi Glass Co., Ltd., which are commercial products.
-400, X-22-819, X- manufactured by Shin-Etsu Chemical Co., Ltd.
22-820, X-22-821, X-22-822 and FL-100, FS1265 manufactured by Toray Dow Corning Silicone Co., Ltd., and the like.

The fluorine-modified silicone as the component (a) is 1
They may be used either individually or in combination of two or more, and are preferably added in an amount of 0.01 to 99% by weight (hereinafter referred to simply as%) in the total composition, particularly 0.01 to 80%, more preferably 0.
It is preferable that the content of 1 to 70% is more excellent in makeup retention and feeling in use.

Examples of the perfluoropolyether of the component (b) used in the present invention include the following general formula (8);

[0023]

[Chemical 4]

(In the formula, R ¹⁰ , R ¹² , R ¹³ and R ¹⁴ may be the same or different and each represents a fluorine atom, a perfluoroalkyl group or a perfluoroalkyloxy group,
R ¹¹ represents a fluorine atom or a perfluoroalkyl group,
v, w, and x have a molecular weight of 500 to 100,000 0
The above numbers are shown. However, there is no case where v = w = x = 0). In the general formula (8), the perfluoro groups shown in parentheses do not need to be arranged in this order, and may be random or block polymerization. The perfluoroalkyl group and the perfluoroalkyloxy group preferably have 1 to 4 carbon atoms.

As the perfluoropolyether as the component (b), among those represented by the general formula (8), a liquid one having a viscosity of 5 to 5000 cSt, more preferably a viscosity of 5 to 1000 is preferable. Of the general formula (9);

[0026]

[Chemical 5]

(In the formula, y and z have an average molecular weight of 500 to 500).
FOMBLIN HC-04 (average molecular weight 1500), the same HC-25 (the same 3200), the same HC, which are represented by the number of 100,000 and y / z is 0.2 to 2)
-R (same as 6600) (above, manufactured by Montefloss), the following general formula (10);

[0028]

[Chemical 6]

## STR1 ## (wherein a represents a number of 4 to 500) Demnum S-20 (weight average molecular weight 2500)
0), S-65 (4500), S-100 (5)
600), S-200 (same 8400) (above, Daikin Industries Ltd. make) etc. can be mentioned.

The component (b), the perfluoropolyether, may be used either individually or in combination of two or more. It is preferably added in an amount of 0.01 to 98%, particularly 0.01 to 50, in the total composition. % Is preferable, and 0.1 to 5 is more preferable.
When 0% is blended, it is preferable because it has more excellent makeup lasting and a good feeling in use.

The fluorine compound-treated powder of component (c) used in the present invention has the following general formula (11);

[0032]

[Chemical 7]

(In the formula, R _{f "} represents a perfluoroalkyl group having 3 to 21 carbon atoms or a perfluorooxyalkyl group, and has a straight chain or branched chain, a single chain length, or a mixed chain length. B may be an integer of 1 to 12,
c shows the number of 1-3. M ¹ represents a water-soluble cation such as hydrogen, metal, ammonium or substituted ammonium), a perfluoroalkyl group-containing phosphate ester (see US Pat. No. 3,632,744), a monoalkyl ester of a fluoroalkyl phosphate diethanolamine salt. And diesters (see Japanese Unexamined Patent Publication No. 62-250074) and resins having a perfluoroalkyl group (Japanese Unexamined Patent Publication No.
5-167209), tetrafluoroethylene resin,
Examples include powders treated with perfluoroalcohol, perfluoroepoxy compound, sulfamide type fluorophosphoric acid, perfluorosulfate, perfluorocarboxylate, perfluoroalkylsilane (see JP-A-2-218603). You can Among these,
In the general formula (11), R _{f ″} represents a perfluoroalkyl group or a perfluorooxyalkyl group having 5 to 18 carbon atoms, b represents an integer of 1 to 4, c represents a number of 1 or 2,
A powder treated with a perfluoroalkyl group-containing ester in which M ¹ is a water-soluble cation such as hydrogen, metal, ammonium or substituted ammonium is preferable.

The mother powder treated with these fluorine compounds is not particularly limited as long as it is a pigment substantially insoluble in water and oil and a substance that absorbs ultraviolet rays, and examples thereof include titanium oxide and iron oxide. , Ultramarine, zinc oxide, magnesium oxide, zirconium oxide, mica, sericite, talc,
Examples thereof include inorganic pigments such as silica, kaolin, chromium hydroxide and carbon black, nylon powder, polymethylmethacrylate, styrene-divinylbenzene copolymer, organic powder such as polyethylene powder, and organic dyes. Among these, when the cosmetic is a foundation, titanium oxide, iron oxide, zinc oxide, sericite, mica, talc, nylon powder and the like are preferable. In order to treat these powders with the above-mentioned fluorine compound, it may be carried out by an ordinary method, for example, a wet treatment method such as a coacervation method or a topping method, or a dry treatment method such as a spray dry method or a CVD method. Method can be used.

The fluorine compound-treated powder of the component (c) is 1
It is possible to use one kind or a combination of two or more kinds, and it is preferable to add 0.01 to 99% in the entire composition, and particularly 0.1 to 99%, and further 1 to 95%, it is excellent in makeup lasting, It is preferable because it is easy to use. In the case of a powder type foundation, it is preferable to add 20 to 95%, and in the case of a liquid type foundation, it is preferable to add 1 to 40%.

In addition to the above components, the cosmetics of the present invention may contain, if necessary, components that are usually incorporated in cosmetics. For example, vaseline, lanolin, ceresin,
Solids such as microcrystalline wax, carnauba wax, candelilla wax, higher fatty acids and higher alcohols
Semi-solid oil component, olive oil, jojoba oil, castor oil, squalane, liquid paraffin, liquid oil component such as ester oil, diglyceride, triglyceride, water-soluble and oil-soluble polymer, water, inorganic exemplified as the mother powder of the component (c). And organic pigments, inorganic and organic pigments treated with metallic soap or silicone, coloring agents such as organic dyes, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, ultraviolet absorbers, moisturizers, Blood circulation promoters, cooling agents, antiperspirants, bactericides, skin activating agents and the like can be added within the qualitative and quantitative ranges that do not impair the objects and effects of the present invention.

The cosmetics of the present invention can be produced according to a conventional method, and can be applied to make-up cosmetics such as liquid foundations, oil foundations, powder foundations, lipsticks, blushers and eye shadows, and medicated cosmetics such as sunscreen emulsions. can do.

[0038]

The cosmetic of the present invention contains a fluorine-modified silicone, perfluoropolyether and a fluorine compound-treated powder, and the cosmetic ingredients are uniformly dispersed as a whole. Therefore, the function of each component is sufficiently exerted, and excellent water resistance, sebum resistance, oil resistance and skin compatibility can be obtained. In addition, the cosmetic component does not get wet or disappear, the feeling of use is good, the makeup is unlikely to collapse, and the makeup lasting property is excellent.

[0039]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited thereto. In the following, a part of the chemical formula is abbreviated as follows.

[0040]

[Chemical 8]

Production Example 1 A round bottom flask (or kneader) was charged with 150 g of a pigment,
Heated to 60 ° C. with mixing. In addition, (C ₆ F ₁₃
13 g of CH ₂ CH ₂ O) ₂ P (O) OH was dissolved in 1500 g of isopropyl ether and heated (50 ° C.), and the mixture was added and mixed at 60 ° C. for 4 hours. Then 50-6
Isopropyl ether was distilled off under reduced pressure at 0 ° C. and dried to obtain 157 g of a fluorine compound-treated pigment.

Production Example 2 150 g of pigment was placed in a round bottom flask (or kneader),
Heated to 60 ° C. with mixing. In addition, (C ₈ F ₁₇
13 g of CH ₂ CH ₂ O) ₂ P (O) OH was dissolved in 1500 g of isopropyl ether and heated (50 ° C.), and the mixture was added and mixed at 60 ° C. for 4 hours. Then 50-6
Isopropyl ether was distilled off under reduced pressure at 0 ° C., and dried to obtain 161 g of a fluorine compound-treated pigment.

Production Example 3

[0044]

[Chemical 9]

100 ml equipped with cooling tube and magnetic stirrer
In a two-necked flask with a methyl hydrogen
Loxan (^HMD_FourM^H) 11.0 g (25.5 mmol),
C₈F ₁₇-CH₂CH₂-O-CH₂CH (OH) CH₂−
O-CH₂CH = CH₂35.4 g (61.3 mmol),
40 μl of 2% isopropyl alcohol solution of chloroplatinic acid
(1.2 x 10^-3mmol) and stirred at 60 ° C. for 6 hours
It was Cool the reaction mixture to room temperature to reduce unreacted compounds.
Distilled under pressure to obtain the desired fluorine-modified silicic acid represented by the above formula.
38.0 g of corn (A-1) as a colorless transparent oily substance
Obtained (yield 94%).

Production Example 4

[0047]

[Chemical 10]

The apparatus used in Production Example 3 had the following formula:

[0049]

[Chemical 11]

Methyl hydrogen polysiloxane represented by
(Shiba Silicone Co., Ltd.) 6.0 g (14.0 mmol), (C
₆F₁₃-CH₂CH₂-O-CH₂)₂CH-O-CH₂CH
= CH ₂27.6 g (33.5 mmol), 2 of chloroplatinic acid
% Isopropyl alcohol solution 110.5 μl (4.0
× 10^-3mmol) and by the same method as in Production Example 3,
The desired fluorine-modified silicone represented by the above formula (A
-2) 23.2 g was obtained as a colorless transparent oily substance (yield
80%).

Production Example 5

[0052]

[Chemical 12]

In the apparatus used in Production Example 3, under a nitrogen atmosphere,
Xylene 12 ml, methyl hydrogen polysiloxane ( ^H MD ₄
^{M H) 12.0g (27.8mmol),} C 10 F 21 -CH 2 C
_{H 2 -O-CH 2 CH =} CH 2 40.4g (66.8mmo
l), 2% isopropyl alcohol solution of chloroplatinic acid 1
In the same manner as in Production Example 3, 01 μl (3.1 × 10 ⁻³ mmol) was added, and 41.0 g of the target fluorine-modified silicone (A-3) represented by the above formula was obtained as a colorless transparent wax-like substance. (90% yield). The melting point of this product is 3
It was 7.0 ° C.

Production Example 6

[0055]

[Chemical 13]

15.0 g (44.1 mmol) of methyl hydrogen polysiloxane (MD ₂ D ^H ₂ M) (manufactured by Toshiba Silicone Co.) and C ₈ F ₁₇ —CH ₂ CH ₂ — were added to the apparatus used in Production Example 3.
_{O-CH 2 CH = CH 2} 53.3g (105.8mmol)
Was charged. Next, the temperature inside the flask was raised to 80 ° C., 174.5 μl of a 2% isopropyl alcohol solution of chloroplatinic acid was added, and the mixture was stirred for 5 hours. The reaction mixture was cooled to room temperature, 50 ml of hexane and 2.2 g of activated carbon were added, and the mixture was stirred at room temperature for 1 hr. Then, the activated carbon was filtered off and the solvent was distilled off. The unreacted compound was distilled off under reduced pressure to obtain 49.4 g of the target fluorine-modified silicone (A-4) represented by the above formula as a colorless transparent oily substance (yield 78%).

Production Example 7

[0058]

[Chemical 14]

25.0 g (58.0 mmol) of methyl hydrogen polysiloxane (MD ₂ D ^H ₂ M) (manufactured by Toshiba Silicone Co., Ltd.) was added to the apparatus used in Production Example 3, and CH ₂ ═CH—CH ₂ —C.
50.1 g (139.2 mmol) of (CF ₃ ) ₂ C ₃ F ₇ was charged. Next, the temperature inside the flask was raised to 80 ° C., and then a 2% isopropyl alcohol solution of chloroplatinic acid 23
0.0 μl (7.0 × 10 ⁻³ mmol) was added, and the mixture was stirred for 5 hours. Thereafter, in the same manner as in Production Example 6, 58.3 g of the target fluorine-modified silicone (A-5) represented by the above formula.
Was obtained as a colorless transparent oily substance (yield 87%).

Production Example 8

[0061]

[Chemical 15]

The apparatus used in Production Example 3 was charged with 20 m of toluene.
l, methyl hydrogen polysiloxane (MD ₂D^H ₂M) 6.4g
(14.9 mmol), C₆F₁₃-CH₂CH₂-O-CH₂C
H (OCOC₇F₁₅) -CH₂-O-CH₂CH = CH₂
31.2 g (35.6 mmol), 2% isoprene of chloroplatinic acid
58.9 μl of Ropyl alcohol solution (0.89 × 10 ^-3
mmol) was added, and the target was prepared in the same manner as in Production Example 3.
The fluorine-modified silicone (A-6) 2 represented by the above formula
5.2 g was obtained as a colorless transparent oil (yield 78
%).

Examples 1 to 12 and Comparative Examples 1 to 7 (two-layer type liquid foundation) Two-layer type liquid foundations having the compositions shown in Tables 1 to 5 were prepared.
It was manufactured by the following manufacturing method, and makeup retention, oil floating, difficulty in removing from the skin after application, and feeling of use were evaluated by the following evaluation methods. The results are shown in Table 6.

(Production method) After dissolving the oil phase at room temperature, a pigment was added and dispersed with a disper. Next, the aqueous phase was added with stirring to obtain a two-layer liquid foundation.

(Evaluation method) Makeup hold, oil floating: Sensory evaluation was performed by 12 expert panelists, and 5 grades were evaluated according to the following criteria. 5:10 Determined to be good at 12 people. 4: 8-9 people judged good. 3: It is judged that 6 to 7 people are good. 2: It is judged that 4 to 5 people are good. It is judged that 1: 0 to 3 people are good.

Hardness to be removed from the skin after application: A certain amount of a two-layer liquid foundation (however, containing only a fluorine compound-treated black iron oxide as a pigment) was applied thinly and uniformly to the center of the forehead of a man, After 4 hours, the portion coated with the tissue paper was pressed with a pressure of 200 g weight / cm ² . At that time, the difficulty of the cosmetics was evaluated based on the degree to which the tissue paper was colored by the foundation transferred to the tissue paper. The evaluation criteria are as follows. A: Almost no coloration. ◯: Slightly colored. Δ: Colored X: Colored considerably.

Feeling of use: Sensory evaluation was performed by 10 professional panelists, and evaluation was made according to the following criteria. ◯: 8 or more people were judged to be good. Δ: 4 to 7 people were judged to be good. X: Less than 4 persons were judged to be good.

[0068]

[Table 1]

[0069]

[Table 2]

[0070]

[Table 3]

[0071]

[Table 4]

[0072]

[Table 5]

[0073]

[Table 6]

As is clear from Table 6, the cosmetic of the present invention was excellent in all of makeup retention, oil floating (no oil floating), difficulty in removing from the skin after application, and feeling of use. These results show that the cosmetics of the present invention have excellent water resistance, sebum resistance, oil resistance and skin compatibility. On the other hand, none of the cosmetics of Comparative Examples 1 to 7 had excellent test results.

Example 13 (Cream foundation) A cream foundation having the following composition was obtained in the same manner as in Example 1.

[0076]

[Table 7] (Composition) (%) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Manufacturing Example 1) Titanium oxide 6.0 Sericite 8.0 Iron oxide (red, yellow, black) 1.2 ( 2) Decamethylcyclopentasiloxane 15.0 (3) Fluorine-modified silicone (A-2) obtained in Production Example 4 20.0 (4) Perfluoropolyether (FOMBLIN HC-R, manufactured by Montefloss) 10.0 (5) Dimethyl polysiloxane polyoxyalkylene copolymer 5.0 (6) Glycerin 2.0 (7) Water remaining amount (8) Perfume Trace amount

The creamy foundation was excellent in makeup retention and feeling of use.

Example 14 (Powder Foundation) In the following composition, pigments were mixed and pulverized with a pulverizer. Transfer this to a high speed blender, mix the binder etc.,
The homogenized product was added to the pigment and further mixed to homogenize. This was treated with a crusher, passed through a sieve to make the particle size uniform, allowed to stand for several days, and then compression-molded in a container such as a gold plate to obtain a powder foundation.

[0079]

[Table 8] (Composition) (%) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Manufacturing Example 1) Titanium oxide 15.0 Sericite 30.0 Talc 20.0 Kaolin 5.0 Bengala 2.0 Yellow Iron oxide 2.5 Black iron oxide 0.1 Polyethylene powder 4.0 (2) Squalane 2.0 (3) Fluorine-modified silicone (A-4) 10.0 obtained in Production Example 6 (4) Perfluoropolyether (Daimu Kogyo Co., Ltd., Demnum S-20) 3.0 (5) Preservative proper amount (6) Perfume trace amount

The powder foundation was excellent in makeup retention and feeling of use.

Example 15 (Blusher) A blusher having the composition shown below was obtained in the same manner as in Example 14.

[0082]

Table 9 (Composition) (%) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Manufacturing Example 1) Kaolin 40.0 Mica 23.0 Titanium oxide 12.0 Iron oxide (red, yellow, black) 5 0.0 (2) Organic pigment (Red No. 202) 2.4 (3) Fluorine-modified silicone (FSL-300 manufactured by Asahi Glass Co., Ltd.) 8.4 (4) Perfluoropolyether (FOMBLIN HC-04 manufactured by Montefloss) 8.0 (5) Preservative 0.1 (6) Perfume Suitable amount

The blusher was excellent in makeup retention and feeling of use.

Example 16 (Powder eyeshadow) Pigments other than titanium mica were mixed and pulverized first, and then titanium mica was mixed. Others are the same as that of Example 14,
A powder eye shadow having the following composition was obtained.

[0085]

[Table 10] (Composition) (%) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Manufacturing Example 1) Mica titanium 5.0 Sericite 30.0 Mica 20.0 Iron oxide (red, yellow, black) 2.0 Ultramarine 10.0 Dark blue 6.0 (2) Fluorine-modified silicone (Toray Dow Corning Silicone, FS-1265) 7.0 (3) Perfluoropolyether (Daikin Industries, Demnum S-65) 7.0 (4) Squalane 3.0 (5) Preservative Suitable amount (6) Perfume Trace amount

The powder eye shadow was excellent in makeup retention and feeling of use.

Example 17 (Sunscreen emulsion) A sunscreen emulsion having the following composition was obtained in the same manner as in Example 1.

[0088]

Table 11 (Composition) (%) (1) Octamethylcyclotetrasiloxane 30.0 (2) Fluorine-modified silicone (A-5) 3.0 obtained in Production Example 7 (3) Perfluoropolyether (Montefloss FOMBLIN HC-04) 2.0 (4) Dimethyl polysiloxane polyoxyalkylene copolymer 3.0 (5) Glycerin 2.0 (6) Ethanol 5.0 (7) Water balance (8) Fluorine Compound-treated pigment (manufactured in the same manner as in Manufacturing Example 1; fine particle titanium oxide) 7.5 (9) Octyl methoxycinnamate 2.0 (10) Fragrance Trace amount

This sunscreen emulsion was excellent in makeup retention and feeling of use.

Examples 18 to 19 (lipstick) Each component having the composition shown in Table 12 was heated to 80 ° C. and uniformly mixed, poured into a molding die and cooled and solidified to produce a lipstick.

[0091]

[Table 12]

Each of the lipsticks obtained was excellent in lasting makeup and feeling of use.

Claims (1)

[Claims] 1. A cosmetic comprising (a) a fluorine-modified silicone, (b) a perfluoropolyether and (c) a powder treated with a fluorine compound.