JP3081502B2 - Cosmetics - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic composition which is excellent in water resistance, sebum resistance, oil resistance and rub resistance, and which is wetted by cosmetics such as pigments and ultraviolet absorbers due to sweat or sebum or by physical contact. The present invention relates to a cosmetic that can prevent the disappearance of a cosmetic and has a long lasting makeup.

[0002]

2. Description of the Related Art Conventionally, by adding powders to cosmetics, a function of coloring skin and hair, masking spots and freckles, and protecting skin from ultraviolet rays and harmful substances has been provided. Has been made. However, when only ordinary powders are blended into cosmetics, the powders are remarkably wet and mirror-finished (shiny) due to sweat and sebum generated on the skin. There is a problem that collapse occurs.

[0003] Silicone oils are widely used as cosmetic ingredients because they have a smoother feeling of use and are more excellent in water repellency than hydrocarbon oils. Above all, volatile silicone oil is widely used because it has good elongation at the time of application, and since the volatile silicone oil evaporates as it elongates, it has good adhesiveness, and since it is resistant to sweat, it is hard to break down in makeup, so it is widely used. However, conventional cosmetics containing a silicone oil as a main component have no oil repellency, so that there is a problem that cosmetic ingredients such as pigments easily disappear due to sebum or the like.

In order to solve such problems, cosmetics containing a powder treated with a fluorine compound have been proposed for the purpose of improving water resistance, sebum resistance and oil resistance and preventing makeup collapse. (Japanese Patent Application Laid-Open Nos. 55-167209 and 62-250074;
No. 811, No. 2-218603, U.S. Pat. No. 3,632,744). However, powders treated with such fluorine compounds are difficult to disperse in oils commonly used in cosmetics, and in particular, when blended in emulsified cosmetics, uniform powders are difficult to obtain, and the desired cosmetics It was difficult to obtain the effect of preventing collapse.

Further, in order to impart water resistance, sebum resistance and oil resistance to cosmetics, liquid perfluoropolyethers (JP-A-61-234928, JP-A-63-247214).
And fluorine-modified silicone oils (JP-A-5-252)
No. 47214, No. 6-184431, No. 6-
No. 234858) have been proposed. These cosmetics have water resistance, sebum resistance and oil resistance, but have high fluidity. There has been a problem that the liquid oil disappears together with the pigment and the coloring material due to excessive contact, friction and the like.

[0006]

SUMMARY OF THE INVENTION Accordingly, the present invention has excellent water resistance, sebum resistance and oil resistance, and also has excellent rub resistance, and wetting and disappearance of cosmetic ingredients. It is an object of the present invention to provide a cosmetic that can prevent the occurrence of cosmetics and has a long lasting makeup.

[0007]

Under such circumstances, the present inventors have conducted intensive studies and have found that a specific semi-solid or solid fluorine-modified silicone having high film-forming ability is used in combination with a fluorine compound-treated powder. The present inventors have found that excellent water resistance, sebum resistance, oil resistance, friction resistance and the like can be obtained, and have completed the present invention.

That is, the present invention provides the following components (A) and (B): (A) having a perfluoroalkyl group, and having a maximum endothermic peak 3 by a differential scanning calorimeter (hereinafter simply referred to as "DSC");
It is intended to provide a cosmetic comprising a semi-solid or solid fluorine-modified silicone (B) a fluorine compound-treated powder at 0 ° C. or higher. The present invention also provides a cosmetic further comprising (C) a liquid oil having a perfluoroalkyl group.

[0009]

The component (A) used in the present invention includes:
General formulas (1) to (4)

[0011]

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[Wherein, R_fAnd R_{f '}Are the same or different
May be a straight or branched chain having 10 to 20 carbon atoms
Or a perfluoroalkyl group of the following formula: H (CF_Two)_t−
(T represents an integer of 10 to 20).
R represents a fluoroalkyl group; ¹Are the same or different
May be a straight-chain or branched-chain having 1 to 20 carbon atoms.
An aliphatic hydrocarbon group or an alicyclic group having 5 to 10 carbon atoms or
R represents an aromatic hydrocarbon group;^TwoIs a hydrogen atom, carbon number 1
~ 20 linear or branched aliphatic hydrocarbon groups, carbon
Alicyclic or aromatic hydrocarbon groups of number 5 to 10, carbon number
10-20 perfluoroalkyl groups or the following formula: H (C
F_Two)_t− (T represents an integer of 10 to 20)
R represents -H-perfluoroalkyl group;^ThreeIs the carbon number
X and Y represent a divalent hydrocarbon group of 2 to 6;
Represents -CO- or a divalent hydrocarbon group having 1 to 6 carbon atoms.
L represents a number of 2 to 16, and m and n each represent 1 to 1
16 represents a number, p represents a number of 1 to 200, and r represents 0 to
5 or more, and one or more structural units represented by
Equation (5)

[0013]

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Wherein R ⁴ and R ⁵ are the same as R ¹ and s is a number from 1 to 200, and have a maximum endothermic peak of 30 ° C. or more measured by a differential scanning calorimeter. Is preferred.

In the structural units represented by the general formulas (1) to (5), the perfluoroalkyl groups represented by R _f and R _f ′ include, for example, C ₁₀ F ₂₁ —, C ₁₂ F ₂₅ —, C _{14
F 29 -, C 16 F 33} - it may be mentioned a straight or branched chain represented by like.

R¹, R^FourAnd R^FiveA hydrocarbon group represented by
Are, for example, methyl, ethyl, propyl,
Tyl, pentyl, hexyl, heptyl, octyl
Linear alkyl groups such as phenyl, nonyl, and decyl;
Propyl group, s-butyl group, t-butyl group, neopentyl
Group, 1-ethylpropyl group, 2-ethylhexyl group, etc.
Branched-chain alkyl group; cyclopentyl group, cyclohexyl
Cyclic alkyl group such as group; aromatic such as phenylnaphthyl group
And hydrocarbon groups. Also, R ^ThreeIndicated by
The divalent hydrocarbon group is a straight-chain or straight-chain having 2 to 4 carbon atoms.
Is preferably a branched alkylene group, particularly an ethylene group,
Propylene groups are preferred.

Examples of the fluorine-modified silicone having such a structural unit include the following general formula (6):

[0018]

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[In the formula, 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; , R ⁴ and R ⁵ have the same meanings as described above], or the following general formula (7);

[0020]

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[In the formula, Z ³ is a general formula (1), (2),
A structural unit selected from (3) and (4), wherein R ⁶ is a linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms or an alicyclic or aromatic carbon group having 5 to 10 carbon atoms; Represents 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 groups in the structural units represented by the general formulas (1) to (5) and the fluorine-modified silicone represented by the general formulas (6) and (7) are used to prevent makeup collapse and to improve usability. In consideration of the following, the following are preferable. R ¹ , R
⁴ and R ⁵ may be the same or different, and are preferably a linear or branched aliphatic hydrocarbon group having 1 to 4 carbon atoms. R ² is a hydrogen atom, a perfluoroalkyl group having 10 to 20 carbon atoms, or ω-H-perfluoro represented by the following formula: H (CF ₂ ) _t- (t is an integer of 10 to 20) Alkyl groups are preferred. R ³ has 2 to 2 carbon atoms.
A divalent hydrocarbon group of 4 is preferred. X and Y are preferably a single bond, -CO- or a divalent hydrocarbon group having 1 to 4 carbon atoms, and 1 is preferably a number of 2 to 10, especially 2 to 5;
And n are each preferably a number of 2 to 10, especially 2 to 6, and p is preferably a number of 1 to 100, especially 1 to 10, and s
Is preferably a number of 1 to 100, particularly preferably 1 to 10. The arrangement of the structural units of the fluorine-modified silicone represented by the general formula (7) may be alternate, block, or random.

Preferred examples of the fluorine-modified silicone in the component (A) include those having a degree of polymerization of 2 to 200 described in JP-A-6-184412 having structural units represented by formulas (3) and (5). Fluorine-modified silicone or fluorine-modified silicone having a polymerization degree of 2 to 200 described in JP-A-5-247214 and having structural units represented by general formulas (2) and (5) can be exemplified. .

When the fluorine-modified silicone of the component (A) is dissolved in low-molecular-weight dimethylpolysiloxane, cyclic dimethylpolysiloxane, light liquid isoparaffin, etc., which are volatile oils at normal temperature, the effect of improving cosmetic durability can be obtained. It can be used effectively.

The fluorine-modified silicone of the component (A) comprises 1
Species or a combination of two or more species can be used, and it is preferable to mix 0.01 to 99% by weight (hereinafter simply referred to as%) in the total composition, particularly 0.01 to 80%, and more preferably 0.1 to 80% by weight.
When the content is 1 to 70%, it is more preferable that the makeup lasts more and the feeling of use is good.

The fluorine compound-treated powder of the component (B) used in the present invention is not particularly limited. For example, the following general formula (8):

[0027]

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(In the formula, R _{f ″} represents a perfluoroalkyl group or a perfluorooxyalkyl group having 3 to 21 carbon atoms, and may be linear or branched, of a single chain length, of a mixed chain length, B represents 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, substituted ammonium, etc.) Perfluoroalkyl group-containing phosphate (see US Pat. No. 3,632,744), monoester of fluoroalkyl phosphate diethanolamine salt Isomers and diesters (see JP-A-62-250074), resins having a perfluoroalkyl group (see JP-A-5-25974)
No. 5-167209), ethylene tetrafluoride resin,
Powders treated with a perfluoroalcohol, a perfluoroepoxy compound, a sulfoamide type fluorophosphoric acid, a perfluorosulfate, a perfluorocarboxylate, a perfluoroalkylsilane (see JP-A-2-218603), and the like. Can be. Of these,
In the general formula (8), 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 to 2, M ¹
Are preferably treated with a perfluoroalkyl group-containing ester which is a water-soluble cation such as hydrogen, metal, ammonium, or substituted ammonium.

The base powder to be treated with these fluorine compounds is not particularly limited as long as it is a pigment or a substance which absorbs ultraviolet rays substantially insoluble in water and oil. , Ultramarine, zinc oxide, magnesium oxide, zirconium oxide, mica, sericite, talc,
Examples include inorganic pigments such as silica, kaolin, chromium hydroxide, and carbon black; organic powders such as nylon powder, polymethyl methacrylate, styrene-divinylbenzene copolymer, and 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, a conventional method may be used, 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.

The fluorine compound-treated powder of the component (B) comprises 1
It can be used in combination of two or more kinds, and it is preferable to mix 0.01 to 99% in the total composition, especially 0.1 to 99%, more preferably 1 to 95%, it is excellent in makeup stickiness, It is preferable because the feeling in use is good. In the case of a powder type foundation, the content is preferably 20 to 95%, and in the case of a liquid type foundation, it is preferably 1 to 40%.

It is preferable to further blend a liquid oil containing a perfluoroalkyl group as the component (C) in the cosmetic of the present invention, since water resistance and oil resistance are not impaired and good usability is exhibited. Here, as the liquid oil agent containing the perfluoroalkyl group of the component (C), for example, perfluorodecalin, perfluoroadamantane, perfluorobutyltetragydrofuran, perfluorooctane, perfluorononane, perfluoropentane, perfluoropentane Decane, perfluorododecane, silicone modified with perfluoroalkyl group, the following general formula (9)
Perfluoropolyether and the like represented by,
Of these, silicone and perfluoropolyether modified with a perfluoroalkyl group are preferred.

[0032]

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(Wherein R ⁷ , R ⁹ , R ¹⁰ and R ¹¹ may be the same or different and represent a fluorine atom, a perfluoroalkyl group or a perfluoroalkyloxy group;
R ⁸ represents a fluorine atom or a perfluoroalkyl group,
v, w, and x are 0 at which the molecular weight becomes 500 to 100,000.
The above numbers are shown. (However, v = w = x = 0 is not satisfied.)

In the general formula (9), the perfluoro groups shown in parentheses need not be arranged in this order.
Also, random or block polymerization may be used. The carbon number of the perfluoroalkyl group and the perfluoroalkyloxy group is preferably from 1 to 4. In particular, the viscosity is 5-5000 cSt,
Further, a liquid having a viscosity of 5 to 1000 is preferable, for example, the following general formula (10);

[0035]

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Wherein y and z have an average molecular weight of 500 to
FOMBLIN HC-04 (average molecular weight: 1500), HC-25 (3200), and HC represented by 100,000 and y / z is 0.2 to 2)
-R (6600) (above, manufactured by Monteflors), the following general formula (11);

[0037]

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(Where a represents a number of 4 to 500), Demnum S-20 (weight average molecular weight 2500)
0), S-65 (4500), S-100 (5)
600) and S-200 (8400) (all manufactured by Daikin Industries, Ltd.). As the liquid oil agent having a perfluoroalkyl group of the component (C), those having a maximum endothermic peak by DSC of 0 ° C or more and less than 30 ° C are preferable from the viewpoint of usability.

The component (C) can be used alone or in combination of two or more kinds.
It is preferable to mix them, particularly preferably 0.01 to 80%, and more preferably 0.1 to 70%, because they are more excellent in make-up and good in feeling of use.

[0040] In addition to the above-mentioned components, the cosmetics of the present invention may contain, if necessary, components to be added to ordinary cosmetics. For example, petrolatum, lanolin, ceresin,
Solids such as microcrystalline wax, carnauba wax, candelilla wax, higher fatty acids, higher alcohols, etc.
Semisolid oil, olive oil, jojoba oil, castor oil, squalane, liquid paraffin, ester oil, diglyceride, triglyceride, etc., liquid oils, water-soluble and oil-soluble polymers, water, and inorganic powders exemplified as the base powder of component (B) above. And organic pigments, metallic soap-treated or silicone-treated inorganic and organic pigments, coloring agents such as organic dyes, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, ultraviolet absorbers, humectants, A blood circulation promoter, a cooling agent, an antiperspirant, a bactericide, a skin activator, and the like can be blended within a qualitative and quantitative range that does not impair the objects and effects of the present invention.

The cosmetic of the present invention can be produced according to a conventional method, and is applied to a makeup cosmetic such as a liquid foundation, an oily foundation, a powder foundation, a lipstick, a blusher, an eye shadow, etc., and a medicated cosmetic such as a sunscreen emulsion. can do.

[0042]

The cosmetic of the present invention has a maximum endothermic peak of 30.
It contains semi-solid or solid fluorine-modified silicone and a fluorine compound-treated powder at a temperature of not less than ° C, and the cosmetic ingredients are uniformly dispersed as a whole. For this reason, the function which each component has is fully exhibited, and excellent water resistance, sebum resistance, oil resistance, and friction resistance can be obtained. In addition, there is no wetting or disappearance of the cosmetic ingredients, the feeling of use is good, the makeup does not easily collapse, and the durability of the makeup is extremely excellent.

[0043]

EXAMPLES The present invention will be described in more detail with reference to the following Examples, but it should not be construed that the invention is limited thereto. In the following, some of the chemical formulas are abbreviated as follows.

[0044]

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(Measurement of maximum endothermic peak by DSC) About 1 mg of a sample was placed in a DSC cell (5 μl),
The measurement was performed at a temperature of 0 to 110 ° C and a heating rate of 2 ° C / min.

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

Production Example 2 150 g of a pigment was placed in a round bottom flask (or kneader).
Heat to 60 ° C. with mixing. In addition, (C ₈ F ₁₇
13 g of CH ₂ CH ₂ O) ₂ P (O) OH dissolved and heated (50 ° C.) in 1500 g of isopropyl ether was added and mixed at 60 ° C. for 4 hours. After that, 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

[0049]

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100 ml with cooling tube and magnetic stirrer
Of the two-necked flask, under a nitrogen atmosphere, methyl hydrogen polysiloxane _{^{(H MD 4 M H) 11.0g}} (25.5mmol),
_{C 10 F 21 -CH 2 CH 2} -O-CH 2 CH (OH) CH 2 -
_{O-CH 2 CH = CH 2} 37.1g (61.3mmol),
40 μl of a 2% solution of chloroplatinic acid in isopropyl alcohol
(1.2 × 10 ⁻³ mmol) and stirred at 60 ° C. for 6 hours. The reaction mixture was cooled to room temperature, and unreacted compounds were distilled off under reduced pressure.
The fluorine-modified silicone represented by the above formula at 0.3 ° C. (A
-1) 40.0 g was obtained as a white solid fat (yield 94).
%).

Production Example 4

[0052]

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

[0054]

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The methyl hydrogen polysiloxane represented by
6.0 g (14.0 mmol) of Shiba Silicone Co., Ltd.
₆F₁₃-CH_TwoCH_Two-O-CH_Two)_TwoCH-O-CH_TwoCH
= CH _Two27.6 g (33.5 mmol), 2 of chloroplatinic acid
110.5 μl (4.0%)
× 10^-3mmol), and in the same manner 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 and transparent liquid oil.
Rate 80%).

Production Example 5

[0057]

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The apparatus used in Production Example 3 was placed 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% chloroplatinic acid solution in isopropyl alcohol 1
01μl (3.1 × 10 ^-3 mmol) was added, in the same manner as in Production Example 3, a fluorine-modified silicone represented by the above formula of the maximum endothermic peak 37.0 ° C. by DSC of interest (A-3) 41.0 g was obtained as a white solid fat (yield 90%).

Production Example 6

[0060]

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In the apparatus used in Production Example 3, 19.0 g (44.1 mmol) of methyl hydrogen polysiloxane (MD ₂ ^DH ₂ M) (manufactured by Toshiba Silicone Co., Ltd.) and C ₈ F ₁₇ —CH ₂ CH ₂ —
_{O-CH 2 CH = CH 2} 53.3g (105.8mmol)
Was charged. Next, after the temperature in 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. After 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 hour. Thereafter, 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 objective fluorine-modified silicone (A-4) represented by the above formula as a colorless and transparent liquid oil (yield: 78%).

Production Example 7

[0063]

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The apparatus used in Production Example 3 was charged with 25.0 g (58.0 mmol) of methyl hydrogen polysiloxane (MD ₂ ^DH ₂ M) (manufactured by Toshiba Silicone Co., Ltd.) and CH ₂ ＝ CH—CH ₂ —C.
50.1 g (139.2 mmol) of (CF ₃ ) ₂ C ₃ F ₇ was charged. Next, after raising the temperature in the flask to 80 ° C., a 2% chloroplatinic acid solution in isopropyl alcohol 23 was added.
0.0 μl (7.0 × 10 ⁻³ mmol) was added, and the mixture was stirred for 5 hours. Hereinafter, 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 is obtained.
Was obtained as a colorless and transparent liquid oil (yield 87%).

Production Example 8

[0066]

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In the apparatus used in Production Example 3, 20 m
l, methyl hydrogen polysiloxane (MD _TwoD^H _TwoM) 6.4 g
(14.9 mmol), C₆F₁₃-CH_TwoCH_Two-O-CH_TwoC
H (OCOC₇F₁₅) -CH_Two-O-CH_TwoCH = CH_Two
31.2 g (35.6 mmol), 2% isoprate of chloroplatinic acid
58.9 μl of propyl alcohol solution (0.89 × 10 ^-3
mmol), and the target was prepared in the same manner as in Production Example 3.
Fluorine-modified silicone (A-6) 2 represented by the above formula
5.2 g was obtained as a colorless and transparent liquid oil (yield 78).
%).

Examples 1 to 12 and Comparative Examples 1 to 7 (Two-layer liquid foundation)
Manufactured by the following method, it was evaluated by the following evaluation method for makeup holding, oil floating, difficulty in removing from the skin after application, and feeling of use. Table 6 shows the results.

(Preparation method) After the oil phase was dissolved 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, oil floating: Sensory evaluation was carried out by 12 expert panelists, and the evaluation was made on a 5-point scale according to the following criteria. 5: 10-12 people are judged to be good. 4: 8 to 9 persons are judged to be good. 3: 6 to 7 persons are judged to be good. 2: 4 to 5 people are judged to be good. 1: Judge that 0 to 3 people are good.

Difficulty of removing from skin after application: A fixed amount of a two-layer liquid foundation (containing only black iron oxide treated with a fluorine compound as a pigment) is applied thinly and uniformly to the center of the forehead of a man. Four hours later, the portion coated with tissue paper was pressed with a pressure of 200 gf / cm ² . At that time, the difficulty of removing the cosmetic 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 coloring. ：: Slightly colored. Δ: Colored. X: considerably colored.

Feeling of use: Sensory evaluation was carried out by 10 specialized panelists, and evaluated according to the following criteria. ：: Eight or more were judged to be good. Δ: 4 to 7 persons were judged to be good. ×: It was judged that less than 4 people were good.

[0073]

[Table 1]

[0074]

[Table 2]

[0075]

[Table 3]

[0076]

[Table 4]

[0077]

[Table 5]

[0078]

[Table 6]

As is evident from Table 6, the cosmetic of the present invention was excellent in all aspects of long-lasting makeup, oil floating (no oil floating), difficulty in removing from the skin after application and feeling of use. These results show that the cosmetic of the present invention is excellent in water resistance, sebum resistance, oil resistance and rub resistance. In contrast, 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.

[0081]

(Composition) (%) (1) Fluorine compound-treated pigment (produced in the same manner as in Production Example 1) Titanium oxide 6.0 Sericite 8.0 Iron oxide (red, yellow, black) 1.2 ( 2) Decamethylcyclopentasiloxane 15.0 (3) Fluorine-modified silicone solid fat obtained in Production Example 3 (A-1) 20.0 (4) Perfluoropolyether (FOMBLIN HC-R, manufactured by Monteflors) 10 5.0 (5) Dimethyl polysiloxane polyoxyalkylene copolymer 5.0 (6) Glycerin 2.0 (7) Water remaining (8) Fragrance trace

This creamy foundation had excellent water resistance, sebum resistance, oil resistance and rub resistance, and was excellent in long-lasting makeup and feeling in use.

Example 14 (Powder Foundation) In the following composition, first, a pigment was mixed and pulverized through 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 make it uniform. This was treated with a pulverizer, and the particle size was adjusted through a sieve. Then, the mixture was allowed to stand for several days and then compression-molded in a container such as a gold plate to obtain a powder foundation.

[0084]

(Composition) (%) (1) Fluorine compound-treated pigment (produced in the same manner as in Production 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) obtained in Production Example 6 10.0 (4) Production Example 5 The obtained fluorine-modified silicone solid fat (A-3) 3.0 (5) Preservative appropriate amount (6) Fragrance trace amount

This powder foundation had excellent water resistance, sebum resistance, oil resistance and rub resistance, and was excellent in cosmetic durability and usability.

Example 15 (blusher) In the same manner as in Example 14, a blusher having the following composition was obtained.

[0087]

(Composition) (%) (1) Fluorine compound-treated pigment (produced in the same manner as in Production 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 solid fat (A-3) obtained in Production Example 8.0 8.0 (4) Preservative 0.1 (5) Perfume appropriate amount

This blusher has excellent water resistance, sebum resistance,
It had oil resistance and rub resistance, and was excellent in long-lasting makeup and feeling of use.

Example 16 (Powder Eye Shadow) A pigment other than titanium mica was first mixed and pulverized, and then titanium mica was mixed. Others are the same as in Example 14,
A powder eye shadow having the following composition was obtained.

[0090]

(Composition) (%) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Production Example 1) Titanium mica 5.0 Sericite 30.0 Mica 20.0 Iron oxide (red, yellow, black) 2.0 Ultramarine Blue 10.0 Navy Blue 6.0 (2) Fluorine-modified silicone (manufactured by Toray Dow Corning Silicone Co., Ltd., FS-1265) 7.0 (3) Candelilla wax 7.0 (4) Squalane 3.0 (5) ) Preservative appropriate amount (6) Fragrance trace amount

The powder eyeshadow had excellent water resistance, sebum resistance, oil resistance and friction resistance, and was excellent in long-lasting makeup and feeling in use.

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

[0093]

(Composition) (%) (1) Octamethylcyclotetrasiloxane 30.0 (2) Fluorine-modified silicone solid fat obtained in Production Example 5 (A-3) 3.0 (3) Perfluoropolyether (FOMBLIN HC-04, manufactured by Montefros) 2.0 (4) Dimethylpolysiloxane polyoxyalkylene copolymer 3.0 (5) Glycerin 2.0 (6) Ethanol 5.0 (7) Water Remaining (8) ) Fluorine compound-treated pigment (manufactured in the same manner as in Production Example 1; fine particle titanium oxide) 7.5 (9) Octyl methoxycinnamate 2.0 (10) Fragrance trace amount

This sunscreen emulsion had excellent water resistance, sebum resistance, oil resistance and rub resistance, and was excellent in cosmetic durability and usability.

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

[0096]

[Table 12]

Each of the obtained lipsticks has excellent water resistance,
It had sebum resistance, oil resistance and rub resistance, and was excellent in long-lasting makeup and feeling of use.

──────────────────────────────────────────────────続 き Continuation of front page (56) References JP-A-8-283605 (JP, A) JP-A-7-233027 (JP, A) JP-A-7-330544 (JP, A) JP-A-7-330 258021 (JP, A) JP-A-7-126126 (JP, A) JP-A-6-135818 (JP, A) JP-A-6-23262 (JP, A) JP-A-7-25728 (JP, A) JP-A-4-9323 (JP, A) JP-A-8-217989 (JP, A) JP-A-5-124933 (JP, A) JP-A-4-193816 (JP, A) (58) Fields investigated (Int.Cl. ⁷ , DB name) A61K 7/00 A61K 7/02 A61K 7/48

Claims (3)

(57) [Claims] (1) The following components (A) and (B): (A) a semi-solid or solid fluorine-modified silicone (B) having a perfluoroalkyl group and having a maximum endothermic peak of 30 ° C. or more as measured by a differential scanning calorimeter; A cosmetic comprising a powdered fluorine compound. 2. Component (A) is represented by the general formula (1) to (4). [In the formula, R _f and R _f ′ may be the same or different, and may be a linear or branched perfluoroalkyl group having 10 to 20 carbon atoms or the following formula: H (CF ₂ ) _t- (t: 10
R ¹ is the same or different and may be the same or different, and is a linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms. 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,
Alicyclic or aromatic hydrocarbon group of 10 to 20 carbon atoms
Or a perfluoroalkyl group of the following formula: H (CF ₂ ) _t −
(T represents an integer of 10 to 20), represents an ω-H-perfluoroalkyl group; R ³ represents a divalent hydrocarbon group having 2 to 6 carbon atoms; Single bond, -CO
-Represents a divalent hydrocarbon group having 1 to 6 carbon atoms;
Represents a number of 1 to 16, m and n each represent a number of 1 to 16, p represents a number of 1 to 200, and r represents a number of 0 to 5]; General formula (5) (Wherein, R ⁴ and R ⁵ are the same as R 1 described above, and s is 1-2)
2. The cosmetic according to claim 1, which is a fluorine-modified silicone having a structural unit represented by the following formula (1) and having a maximum endothermic peak of 30 ° C. or higher as measured by a differential scanning calorimeter. 3. The cosmetic according to claim 1, further comprising a liquid oil having a perfluoroalkyl group as the component (C).