JPH10316536A - Modified powder and cosmetic containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a modified powder hardly reducing the water-repellency when holding water, having adhesion to the skin in itself, excellent in water resistance and durability, and used for cosmetics good in makeup lasting quality by treating a powder with a specific silicone compound. SOLUTION: This modified powder is obtained by carrying out a surface treatment of the powder with a polyglycerin-modified silicone compound of formula I R<1> to R<10> are each an alkyl or phenyl with the proviso that at least one of the R<1> to R<10> is formulas II [Q is a divalent hydrocarbon; (1) is 2-20], III [(m) is 2-20] or IV; (p) and (q) are each an integer of not less than 0, and when (p)=0 and (q)≠0, at least one of R<1> to R<3> , and R<6> to R<10> is formulas II, III or IV, when (p)≠0 and (q)=0, one of R<1> to R<5> , and R<8> to R<10> is formulas II, III or IV, and when (p)=(q)=0, at least one of R<1> to R<3> , and R<8> to R<10> is formulas II, III or IV}. The powder is exemplified by a lake pigment, a dye, a nylon powder and a pearl pigment.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a water-repellent and durable mixed powder obtained by blending a modified powder surface-treated with a polyglycerin-modified silicone compound having polyglycerin as a hydrophilic group and the modified powder. The present invention relates to cosmetics that are excellent in cosmetics and have good makeup durability.

More specifically, when the polyglycerin-modified silicone-coated powder retains water, it does not lose its water repellency,
The present invention relates to a cosmetic that is excellent in water resistance and durability and has a long lasting makeup, utilizing the phenomenon that the powder itself has adhesion to the skin.

[0003]

2. Description of the Related Art Conventionally, a powder is subjected to a surface treatment with a methyl hydrogen polysiloxane or a silicone compound to add a water repellent property so that the powder is not wetted by water or sweat. Development of cosmetics with excellent sustainability has been carried out.

[0004]

However, although the above-mentioned modifier can impart water repellency, it does not have a good feel,
There are problems such as usability such as cohesiveness, poor adhesion to the skin, and poor durability.

Attempts have been made to improve the adhesion to the skin by mixing with other oils or treating with metal soap or the like during powder treatment. There was no powder modifier satisfying all of usability and adhesion to skin. Therefore, it has been desired to develop a powder modifier which has high water repellency, high adhesion to the skin, and good usability such as feel, spreadability and cohesiveness.

[0006]

In view of the above-mentioned circumstances, as a result of intensive studies, it has been found that the polyglycerin-modified silicone compound has a property of thickening or gelling when water is retained, and that after holding a certain amount of water, Is found to have strong water repellency, and by giving this property to the powder by surface treatment, it has good usability such as feel, spreadability, cohesiveness, etc.
It has been found that cosmetics with excellent water resistance and durability can be obtained, and in the case of cosmetics that do not use water, the polyglycerin-modified silicone compound acts as a part of the oil agent on the powder surface and gives a soft touch when applied. It has been found that it plays a role as a preparation and, after water is supplied from the skin, increases the bonding force with the skin by increasing the viscosity, thereby playing a role in improving the durability of the makeup.

[0007] The polyglycerin-modified silicone compound comprises a polyglycerin moiety, a silicone moiety,
Since it has a hydrophilic portion and a lipophilic portion, surface treatments having an affinity for these components, such as utilizing surface hydroxyl groups of untreated powder, silicone treatment, amino acid treatment, etc. The surface treatment of the polyglycerin-modified silicone compound after the surface treatment was performed in advance, and it was found that similar characteristics could be obtained in terms of feel and durability, and the present invention was completed. .

That is, the present invention is a modified powder surface-treated with a polyglycerin-modified silicone compound represented by the following general formula (1), and a cosmetic containing the modified powder.

[0009]

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Wherein R ^{1 to} R ¹⁰ 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 represented by the following formulas (A) and (B)
Or (C)

[0011]

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[0012]

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[0013]

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(Wherein Q is a divalent hydrocarbon group having 1 to 10 carbon atoms, l is a positive integer of 2 to 20 and m is a positive integer of 2 to 20), and p and q are Each is an integer of 0 or more, but when p = 0 and q ≠ 0, R ^{1 to} R ³ and R ⁶
At least one of R ¹⁰ to R ¹⁰ represents a group represented by the above formula (A), (B) or (C), and when p ≠ 0 and q = 0,
^At least one of ^{1 to} R ⁵ and R ^{8 to} R ¹⁰ is the above formula (A);
And a group represented by (B) or (C), and when p = q = 0, at least one of R ^{1 to} R ³ and R ^{8 to} R ¹⁰ is a group represented by the above formula (A), (B) or (C) Represents a group represented by Hereinafter, the present invention will be described in detail.

The polyglycerin-modified silicone compound used in the present invention is a compound in which polyglycerin is bonded to a silicone chain via a spacer as shown in the general formula (1). In the compound represented by the general formula (1), R ^{1 to} R ¹⁰ may be the same or different, and represent an alkyl group having 1 to 10 carbon atoms or a phenyl group;
For example, methyl group, ethyl group, propyl group, butyl group,
Pentyl group, a hexyl group, heptyl group, octyl group, nonyl group, Dekeru group, a cyclopentyl group, a cyclohexyl group, a phenyl group, a tolyl group and the like, further R ¹ ~
At least one of R ^{10 is} a group represented by the above formula (A), (B) or (C), and examples thereof include diglycerin, triglycerin, and tetraglycerin.

The powder surface-treated with the polyglycerin-modified silicone compound represented by the above general formula (1) refers to inorganic or organic powders conventionally used in cosmetics, such as lake pigments, dyes, nylon powders. , Silk powder and other polymers, colored pigments, white pigments, extender pigments, pearl pigments, metal salts, inorganic powders, metal soaps, fine zinc oxide, fine titanium oxide, fine iron oxide, alumina-treated fine titanium oxide, silica treatment Fine particle titanium oxide and the like. These powders may be subjected to the general surface treatment and the general formula (1) at the same time as the surface treatment, or after the general surface treatment, the surface is further subjected to the general formula (1). May be.

Examples of general surface treatments include conventionally known surface treatments, for example, silicone treatment, fluorine compound treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, oil agent treatment, N-acylated lysine treatment. And polycarboxylic acid treatment, metal soap treatment, amino acid treatment, inorganic compound treatment, biological extraction component treatment, plasma treatment, mechanochemical treatment and the like.

Examples of the surface treatment method include a wet method, a dry method, a mechanochemical method and the like.

The mixing ratio of the polyglycerin-modified silicone compound and the untreated powder or the general surface-treated powder in the surface treatment varies depending on the oil absorption and the specific surface area of the powder. It is preferably from 0.1 to 100% by weight (hereinafter simply referred to as "%"), more preferably from 1 to 15%, based on the weight of the surface-treated powder. 0.1
%, The treatment may be insufficient, and if it exceeds 100%, the feeling may be poor.

When the modified powder of the present invention is blended in a cosmetic, the content of the modified powder is preferably 0.1 to 99% with respect to the cosmetic, depending on the form of the cosmetic. .

The cosmetics of the present invention include make-up cosmetics such as foundation, white powder, pressed powder, teak color, base, lipstick, eyeshadow, eyeliner, nail color, etc., skin cosmetics such as creams, emulsions and lotions. Not only cosmetics and hair cosmetics, but also all products used externally on the skin where the feel is a problem when using powder sprays or external medicines.

In the cosmetic of the present invention, in addition to the above components,
Solid, semi-solid, liquid oils, water, water-soluble polymers, polyhydric alcohols, solvents, surfactants, powders, resins, organically modified solid cosmetics used in ordinary cosmetics as long as the effects of the present invention are not impaired. A clay mineral, a polymer, an ultraviolet absorber, a humectant, a preservative, a bactericide, a fragrance, an antioxidant, a beautiful skin component, a physiologically active component, and the like can be added.

[0023]

EXAMPLES The present invention will be described below with reference to examples.
The present invention is not limited by these examples.

Production Example 1 A diglycerin monoallyl ether of the following formula was placed in a glass flask equipped with a stirrer, thermometer and reflux condenser.
0 g,

[0025]

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And 248.7 g of methyl hydrogen polysiloxane represented by the following formula:

[0027]

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200 g of isopropyl alcohol, 0.5 g of a 10% ethanol solution of potassium acetate and 0.5 g of an isopropyl alcohol solution of chloroplatinic acid (platinum concentration: 2% or more, hereinafter referred to as a platinum catalyst) were charged, and heated to isopropyl alcohol. At reflux temperature for 3 hours. After completion of the reaction, isopropyl alcohol was distilled off under reduced pressure to obtain a diglycerin-modified silicone compound 32 represented by the following formula.
3.0 g were obtained.

[0029]

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Production Example 2 In the same manner as in Production Example 1, 100.0 g of diglycerin monoallyl ether of the following formula was placed in a glass flask equipped with a stirrer, a thermometer and a reflux condenser.

[0031]

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Further, 248.7 g of methyl hydrogen polysiloxane used in Production Example 1, 200 g of isopropyl alcohol, and 0.1% of a 10% ethanol solution of potassium acetate were used.
5 g and 0.5 g of a platinum catalyst were charged, heated and reacted at the reflux temperature of isopropyl alcohol for 3 hours. After completion of the reaction, isopropyl alcohol was distilled off under reduced pressure to obtain 323.0 g of a diglycerin-modified silicone compound represented by the following formula.
I got

[0033]

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Production Example 3 In the same manner as in Production Example 1 described above, 50.0 g of triglycerin monoallyl ether of the following formula was placed in a glass flask equipped with a stirrer, thermometer and reflux condenser.

[0035]

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And 323.2 g of methyl hydrogen polysiloxane represented by the following formula:

[0037]

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200 g of isopropyl alcohol, 1.0 g of a 10% ethanol solution of potassium acetate and 0.5 g of a platinum catalyst were charged, 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 350.2 g of a triglycerin-modified silicone compound represented by the following formula. The obtained triglycerin-modified silicone compound has a viscosity of 3.
It was a viscous liquid having a viscosity of 70,000 cs (25 ° C.) and a refractive index of 1.4164 (25 ° C.).

[0039]

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Production Example 4 In the same manner as in Production Example 1 described above, 120.0 g of methyl hydrogen polysiloxane represented by the following formula was placed in a glass flask equipped with a stirrer, a thermometer, and a reflux condenser.

[0041]

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In addition, 154.0 g of triglycerin monoallyl ether, 120 g of isopropyl alcohol and 0.3% of a 10% ethanol solution of potassium acetate used in Production Example 3 were used.
g of platinum catalyst and 0.3 g of platinum catalyst were 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, and 246.8 g of a triglycerin-modified silicone compound represented by the following formula was obtained.
I got

[0043]

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Example 1 After 95 parts of sericite was dispersed in 300 parts of chloroform, 5 parts of the diglycerin-modified silicone compound obtained in Production Example 1 was added and stirred. Chloroform is distilled off under reduced pressure,
Modified sericite was obtained and pulverized. Similarly, 5
% Diglycerin-modified silicone compound-treated titanium oxide,
Talc, yellow iron oxide, red iron oxide and black iron oxide were obtained.

Example 2 After 92 parts of sericite treated with 3% methyl hydrogen polysiloxane were dispersed in 300 parts of chloroform, 8 parts of the diglycerin-modified silicone compound obtained in Production Example 2 was added and stirred. Chloroform was distilled off under reduced pressure to obtain modified sericite, which was pulverized. Similarly, an 8% diglycerin-modified silicone compound / silicone-treated titanium oxide, talc, yellow iron oxide, red iron oxide, and black iron oxide were obtained.

Example 3 96 parts of sericite treated with a 5% perfluoroalkyl phosphate ester salt was dispersed in 300 parts of chloroform, and 4 parts of the triglycerin-modified silicone compound obtained in Production Example 3 was added and stirred. Chloroform was distilled off under reduced pressure to obtain modified sericite, which was pulverized. Similarly, 4% triglycerin-modified silicone compound / perfluoroalkyl-treated titanium oxide, talc, yellow iron oxide, red iron oxide, and black iron oxide were obtained.

Examples 4 to 6 and Comparative Example 1 Foundation Foundations having the respective compositions shown in the following Table 1 were produced and their usability was evaluated.

[0048]

[Table 1]

(Production method) A: Components 1 to 24 are mixed with a Hensyl mixer. B: Components 25 to 29 are mixed, added to A, and further stirred. C: After crushing B with an atomizer, the mixture was pressed into a mold to obtain a foundation.

(Evaluation) A use test was conducted by a panel of 50 women, and evaluation was made on the following criteria for stretchability to the skin, good fit, no stickiness, good finish, and good makeup, and the average was obtained. It was judged by the point. [Evaluation criteria] 5 points: Very good 4 points: Good 3 points: Normal 2 points: Somewhat 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 score of 2.5 or more and less than 3.5 ×: Average score of less than 2.5 The obtained results are shown in Table 2.

[0051]

[Table 2]

As is clear from the results in Table 2, the foundations of Examples 4 to 6 in which the powder treated with the polyglycerin-modified silicone compound of the present invention was blended were the same as those in Comparative Example 1 in which the untreated powder was blended. In comparison, it was a foundation that had excellent spreadability and comfort, had no stickiness, had a beautiful finish, and had a very long lasting makeup.

[0053]

As described in detail above, a cosmetic containing a modified powder surface-treated with a polyglycerin-modified silicone compound is excellent in water repellency, durability, and very long lasting. .

Claims (2)

[Claims] 1. A modified powder surface-treated with a polyglycerin-modified silicone compound represented by the following general formula (1). Embedded image [Wherein, R ^{1 to} R ¹⁰ 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 represented by 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 2
-20 and m are positive integers of 2-20. ) Represents a group represented by p and q are each an integer of 0 or more,
When p = 0 and q ≠ 0, at least one of R ^{1 to} R ³ and R ^{6 to} R ¹⁰ represents a group represented by the above formula (A), (B) or (C), and p ≠ 0, q = R ¹ to R ⁵ when 0, R ⁸ ~R ¹⁰
At least one represents a group represented by the above formula (A), (B) or (C), and when p = q = 0, R ^{1 to} R ³ and R ⁸
At least one of R ¹⁰ represents a group represented by the above formula (A), (B) or (C). ] 2. A cosmetic comprising the modified powder according to claim 1.