JP3533554B2 - Powder cosmetics - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fluorine-containing alkyl (poly) having a fluorine compound-containing group and a hydrophilic group simultaneously.
The present invention relates to a powder cosmetic containing a glycerin co-modified silicone compound. More specifically, a sediment-resistant sebum utilizing the phenomenon that a fluorine-alkyl / (poly) glycerin co-modified silicone compound becomes viscous and water-repellent and oil-repellent when it retains water such as sweat. The present invention relates to a powder cosmetic excellent in water resistance, water resistance and durability. [0003] Conventionally, as disclosed in Japanese Patent Application Laid-Open No. 61-234928, a water- and oil-repellent cosmetic utilizing the characteristics of fluorine has been obtained by blending a fluorine compound into a cosmetic. Is known to be. In addition, Japanese Patent Publication No. 6-10260
It is known from Japanese Patent Publication No. 7 that a stronger water- and oil-repellent cosmetic can be obtained by combining a fluorine compound and a fluorine-based oil agent into a cosmetic. Further, Japanese Patent Application Laid-Open No. 2-295912,
JP-A-2-295913, JP-A-5-12493
No. 3 discloses cosmetics containing fluorine-modified silicone and cosmetics containing fluorine-modified silicone and various surface-treated powders. [0005] However, all of these methods add a water- and oil-repellent property, which is a characteristic of a fluorine group, by introducing a fluorine group into a conventionally known substance.
It is intended to improve the water and oil repellency of the cosmetic by blending it into the cosmetic, so that it can actually maintain the water and oil repellency properties against a large amount of sweat and sebum. However, as a result, there was a problem that the decorative film became thin with time. Therefore, there has been a demand for the development of a material capable of maintaining water- and oil-repellent properties against a large amount of sweat and sebum, and a cosmetic containing the same, which are actually added to the cosmetic. In view of the above circumstances, as a result of intensive studies, it has been found that a fluorine-alkyl / (poly) glycerin co-modified silicone compound has a property of thickening or gelling when water is retained. After holding a certain amount of water, they found that they have strong water and oil repellency, and by blending this compound into powder cosmetics, cosmetics with excellent sebum resistance, water resistance and durability were obtained. And found that the present invention was completed. That is, the present invention provides water- and oil-repellency by blending a fluorine-alkyl / (poly) glycerin co-modified silicone compound represented by the following general formula (1):
The present invention relates to a powder cosmetic which forms a cosmetic film having excellent durability. [0008] [Wherein, R ^{1 to} R ¹² may be the same or different and represent an alkyl group having 1 to 10 carbon atoms or a phenyl group, at least one of which is a fluorine-substituted alkyl group; At least one of the following formula (A):
(B) or (C) [0011] Embedded image (Where Q is a divalent hydrocarbon group having 1 to 10 carbon atoms, l is a positive integer of 1 to 20, and m is a positive integer of 1 to 20), and p, q, and r are Each is an integer of 0 or more, but when p = q = 0 and r ≠ 0, R ^{1 to} R ³ and R ⁸
At least one of R 1 to R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C), and when p = r = 0 and q ＝ 0, R ^{1 to} R ³ , R ⁶ -R ⁷ , R
^At least one of ^{10 to} R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C), and when p ≠ 0 and q = r = 0, R ^{1 to} R ⁵ , at least one of R ^{10 to} R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C);
0, when q = r ≠ 0, at least one of R ^{1 to} R ³ and R ^{6 to} R ¹⁵ is a fluorine-substituted alkyl group, and the above formula (A)
A group represented by (B) or (C), wherein p = r ≠ 0,
When q = 0, at least one of R ^{1 to} R ⁵ and R ^{8 to} R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C), and p = q When ≠ 0 and r = 0, at least one of R ^{1 to} R ⁷ and R ^{10 to} R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C); When p = q = r = 0, R ^{1 to} R ³ , R
At least one fluorine-substituted alkyl group having ¹⁰ to R ^12, and the above formula (A), a group represented by (B) or (C). Hereinafter, the present invention will be described in detail. The fluorine-alkyl / (poly) glycerin co-modified silicone compound used in the present invention is a compound in which monoglycerin and / or polyglycerin are bonded to a silicone chain via a spacer as shown in the above general formula (1). . In the compound represented by the general formula (1), R ^{1 to} R ¹² may be the same or different, and have 1 carbon atom.
Represents an alkyl group or a phenyl group, for example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group,
Hexyl group, heptyl group, octyl group, nonyl group, dekel group, cyclopentyl group, cyclohexyl group, phenyl group, tolyl group, etc., and at least one of R ^{1 to} R ¹² is a fluorine-substituted alkyl group, For example, trifluoropropyl group, nonafluorohexyl group, heptadecafluorodecyl group and the like, or even R ¹ ~
At least one of R ^{12 is} a group represented by the above formula (A), (B) or (C), and examples thereof include monoglycerin, diglycerin, triglycerin, and tetraglycerin. When the fluorine-alkyl / (poly) glycerin co-modified silicone compound of the present invention is blended in a powder cosmetic, it is preferable to blend 0.1 to 20% by weight (hereinafter simply referred to as "%"). In the present invention, the powder cosmetic is a white powder,
It includes not only makeup cosmetics such as prest powder, teak color, eye shadow and the like, but also skin cosmetics, as well as all powdered products that are used externally on the skin, which have a problem when using topical drugs or the like. In the powder cosmetic of the present invention, in addition to the above-mentioned components, solid, semisolid, liquid oils, water, water-soluble polymers,
Polyhydric alcohols, solvents, surfactants, powders, resins, organically modified clay minerals, polymers, UV absorbers, humectants, preservatives, bactericides, fragrances, antioxidants, beautiful skin ingredients, physiologically active ingredients, etc. Can be blended. EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to these examples. Production Example 1 Glycerin monoallyl ether 38.4 of the following formula was placed in a glass flask equipped with a stirrer, thermometer and reflux condenser.
g, embedded image And 200 g of a SiH group-containing fluorine-alkyl-modified silicone represented by the following formula: 100 g of isopropyl alcohol, 0.3 g of a 10% ethanol solution of potassium acetate and 0.3 g of an isopropyl alcohol solution of chloroplatinic acid (2% platinum concentration)
g was heated and reacted at the reflux temperature of isopropyl alcohol for 5 hours. After completion of the reaction, isopropyl alcohol was distilled off under reduced pressure to obtain 211.4 g of a fluorine-alkyl / glycerin co-modified silicone represented by the following formula. Embedded image Production Example 2 81.4 g of triglycerin monoallyl ether of the following formula was prepared by converting the glycerin monoallyl ether of Production Example 1 to the following formula. The same procedure was repeated except that the above procedure was repeated, to obtain 246.6 g of a fluorine-alkyl / polyglycerin co-modified silicone represented by the following formula. Embedded image Production Example 3 81.4 g of triglycerin monoallyl ether of the following formula was prepared by converting the glycerin monoallyl ether of Production Example 1 to the following formula. The same procedure was repeated except that the above procedure was repeated to obtain 246.6 g of a fluorine-alkyl / polyglycerin co-modified silicone represented by the following formula. Embedded image Production Example 4 196.3 g of the SiH group-containing fluoroalkyl-modified silicone represented by the following formula was prepared from the SiH group-containing fluoroalkyl-modified silicone of Production Example 1. The same procedure as in Production Example 3 was carried out, except that 243 g of a fluorine-alkyl / polyglycerin co-modified silicone represented by the following formula was obtained. Embedded image Production Example 5 142.3 g of a SiH group-containing fluorine alkyl-modified silicone represented by the following formula was prepared from the SiH group-containing fluorine-alkyl modified silicone of Production Example 1. The same procedure as in Preparation Example 3 was carried out, except that the substitution was made, to obtain 194.7 g of a fluorine-alkyl / polyglycerin co-modified silicone represented by the following formula. Embedded image Example 1 and Comparative Example 1 Pressed Powder Cosmetic Pressed powder cosmetics having the respective compositions shown in Table 1 below were produced, and their usability was evaluated. [Table 1] (Production method) A: Components 1 to 6 are mixed. B: Components 7 to 9 are mixed, and A is added. C: Add component 10 to B and press-mold it into a gold plate. (Evaluation) A use test was conducted with a panel of 50 women, and the skin spread, had a good fit, had no stickiness, had a moist feeling, and had a good finish. The following criteria were used to evaluate beauty and long-lasting makeup, and the average score was used. [Evaluation criteria] 5 points: Very good 4 points: Good 3 points: Normal 2 points: Slightly poor 1 point: Poor [Judgment] ：: Average score of 4.5 or more ○: Average score of 3.5 or more and less than 4.5 Δ: average point of 2.5 or more and less than 3.5 x: average point of less than 2.5 [Table 2] As is clear from the results shown in Table 2, the pressed powder cosmetic of Example 1 in which the fluorine-alkyl / (poly) glycerin co-modified silicone compound of the present invention is blended has a longer skin spread than that of Comparative Example 1. It was excellent in calm, had no stickiness, was moist, had a beautiful finish, and had a very long lasting makeup. Example 2 Powder foundation A foundation having the following composition was produced and its usability was evaluated. (Composition) (%) 1. Dimethylpolysiloxane 8.0 Octyldodecanol 3.0 3. 3. Fluorine alkyl / (poly) glycerin co-modified 1.5 Silicone compound (Production Example 3) Preservatives qs 5 flavors qs 6. Sericite 40.0 7. Mica 10.0 8. Talc balance 9. Titanium oxide 10.0 10. Fine particle titanium oxide 5.0 11. Magnesium stearate 3.0 12. Bengara 0.9 13. 2.9 Yellow iron oxide Black iron oxide 0.4 (Production method) A: Components 1 to 5 are mixed. B: Components 6 to 14 are mixed, A is added and mixed uniformly. C: B is pressed into a metal plate. Example 2 was a foundation with excellent stability, no stickiness and a very long lasting makeup. As described in detail above, the fluorine alkyl
Powder cosmetics containing a (poly) glycerin co-modified silicone compound are excellent in water and oil repellency and durability, and have a very long lasting makeup.

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Claims (1)

(57) [Claim 1] A powder cosmetic comprising a fluorine-alkyl / (poly) glycerin co-modified silicone compound represented by the following general formula (1). Embedded image [Wherein, R ^{1 to} R ¹² may be the same or different and represent an alkyl group having 1 to 10 carbon atoms or a phenyl group;
At least one is a fluorine-substituted alkyl group, and further, at least one is of the following formula (A), (B) or (C): Embedded image Embedded image (However, Q is a divalent hydrocarbon group having 1 to 10 carbon atoms, l is 1
-20 and m are positive integers of 1-20. ), P, q, and r are each an integer of 0 or more.
When q = 0 and r ≠ 0, at least one of R ^{1 to} R ³ and R ^{8 to} R ¹² is a fluorine-substituted alkyl group, and the above formula (A)
A group represented by (B) or (C), wherein p = r = 0,
When q ≠ 0, at least one of R ^{1 to} R ³ , R ^{6 to} R ⁷ , and R ^{10 to} R ¹² is a fluorine-substituted alkyl group, and the above formula (A)
A group represented by (B) or (C), p ≠ 0, q =
When r = 0, at least one of R ^{1 to} R ⁵ and R ^{10 to} R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C), and p = 0 , Q = r ≠ 0, at least one of R ^{1 to} R ³ and R ^{6 to} R ¹⁵ represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C) , P = r ≠ 0, and q ¹ = R ¹ .
At least one of R ⁵ and R ^{8 to} R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C), and when p = q ≠ 0 and r = 0 R ^{1 to} R ⁷ , R ¹⁰ to
At least one of R ¹² represents a fluorine-substituted alkyl group and a group represented by the above formula (A), (B) or (C);
When p = q = r = 0, at least one of R ^{1 to} R ³ and R ^{10 to} R ¹² is a fluorine-substituted alkyl group, and the above formula (A)
It represents a group represented by (B) or (C). ]