JP2929037B2 - Powder for cosmetics and cosmetics containing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a cosmetic powder having excellent water and oil repellency, no collapse of makeup, good elongation on the skin, and a good feel upon use. The present invention relates to a cosmetic containing a powder.

[Conventional technology]

As cosmetics containing powder for cosmetics, makeup cosmetics such as foundation, white powder, blusher, eyeshadow, eyebrow and the like, body cosmetics such as body powder, baby powder and the like are commercially available.

Thus, in cosmetics containing these cosmetic powders, there are problems with cosmetic performance such as elongation on the skin, smoothness, adhesion and makeup collapse.

Therefore, conventionally, in order to improve these cosmetic performance, to perform a coating treatment on the surface of the cosmetic powder,
In particular, in order to prevent makeup collapse due to sweat or the like, powder surfaces are treated with a water-repellent treating agent.
However, there has been no proposal of a comprehensively good method for treating the powder surface with oil repellency for the purpose of preventing sebum collapse, including other cosmetic properties.

That is, conventionally, the following powders for cosmetics having water / oil repellency have been reported, but they have the following disadvantages.

1) A method of using a fluorine compound (phosphate ester, sulfoamide-containing carboxylic acid, acrylate ester copolymer, etc.) as a coating compound for powder (US Pat.
3,632,744). In particular, a method is disclosed wherein the powder is treated with a diethanolamine salt of a fluoroalkyl phosphate having a content of di- (fluoroalkyl) phosphate and mono- (fluoroalkyl) phosphate of about 1: 1.

Powders for cosmetics treated by this method were not sufficiently satisfactory in terms of water and oil repellency and feeling in use.

2) A method in which a polymer containing a fluoroalkyl group is used as a powder coating compound (JP-A-61-55481).
issue).

According to this method, the adsorptivity of the polar group of the coating compound to the powder is not sufficient, so that the cosmetic powder treated by this method has insufficient water and oil repellency.

3) A method using a monoester or diester of a fluoroalkyl phosphate diethanolamine salt as a coating compound for the powder (Japanese Patent Application Laid-Open No. 62-250074).

According to this method, since it is a diethanolamine salt, the adsorptivity of the polar group of the coating compound to the powder is not sufficient, the water repellency is not sufficient, and the feel is inferior.

4) A method in which a fluoroalkyl alcohol is used as a powder coating compound (JP-A-63-2251 and JP-A-63-2252).
issue).

According to this method, the water repellency was particularly insufficient.

5) A method using a fluoroalkyl-containing polyhydric alcohol or a fluoroalkyl-containing polyoxyethylene compound as a powder coating compound (JP-A-1-180810;
-180811).

According to this method, the water repellency was particularly insufficient as in 4).

[Problems to be solved by the invention]

Therefore, there has been a demand for a powder for cosmetics having cosmetic properties excellent in water feel, oil repellency, and feel such as elongation, adhesion, and smoothness.

[Means for solving the problem]

Under such circumstances, the present inventors have conducted intensive studies to solve the above problems, and as a result, if the powder is treated with a perfluoroalkylsilane represented by the following general formula (I), water repellency and oil repellency are obtained. The present invention has been found that a powder for cosmetics having excellent feel and good feel can be obtained.

That is, the present invention provides the following general formula (I) Wherein n is an integer of 1 to 15, m is an integer of 1 to 5,
Represents 1 or 0, and Y ¹ , Y ² and Y ³ may be the same or different and represent an alkyl group, an alkoxy group or a halogen atom (provided that all of Y ¹ , Y ² and Y ³ are alkyl groups) A solution of a perfluoroalkylsilane represented by the formula) is mixed with a powder, and the mixture is filtered or the solvent is distilled off. And cosmetics.

In the above general formula (I), examples of the alkyl group represented by Y ¹ , Y ² and Y ³ include a linear or branched alkyl group having 1 to 4 carbon atoms, for example, a methyl group, an ethyl group, a propyl group and an isopropyl group. , An n-butyl group and the like; and the alkoxy group is a linear or branched alkoxy group having 1 to 4 carbon atoms, for example, a methoxy group, an ethoxy group, an isopropyloxy group,
Examples of the halogen atom include fluorine, chlorine, bromine and iodine, and a chlorine atom is particularly preferable.

Such perfluoroalkylsilane (I) can be produced, for example, by reacting a perfluorocarboxylic acid halide with an amino-modified silane coupling agent according to the following reaction formula. (U.S. Pat. No. 3,672,934).

[In the formula, m, n, Y ¹ , Y ² and Y ³ represent the same as described above.] In the present invention, the powder treated with the perfluoroalkylsilane is usually used as a cosmetic. If it is not particularly limited, for example, ultraviolet absorbing pigments such as titanium oxide and zinc oxide; red iron oxide, yellow iron oxide, black iron oxide, ultramarine, zinc white, magnesium oxide, zirconium oxide, mica, sericite, talc, silica , Kaolin,
Inorganic pigments such as chromium hydroxide and carbon black; and organic pigments such as nylon, polyethylene and silk powder. The size and shape of the powder are not particularly limited, but are preferably flat or spherical with a diameter of 0.01 to 80 μm.

The powder for cosmetics of the present invention is obtained by mixing a powder with a solution in which perfluoroalkylsilane (I) is dissolved, and filtering or distilling off the solvent. As the solvent, any solvent may be used as long as it can dissolve perfluoroalkylsilane. For example, chlorofluorocarbons such as hexane, ethanol, isopropyl ether, isopropyl alcohol, ethyl acetate, and R113 are used.

The treatment amount of the perfluoroalkylsilane varies depending on the type thereof, but is preferably 0.2 to 50% by weight of the powder (hereinafter simply referred to as%), particularly preferably 1 to 20%. If the treatment amount is too small, the water / oil repellency is not sufficient. If the treatment amount is too large, the water / oil repellency decreases, and further elongation on the skin cannot be expected, which is uneconomical.

The mixing temperature is preferably from 20 to 150 ° C, particularly preferably from 40 to 120 ° C. The amount of the solvent is 0.3 to 30 times the weight of the powder, especially 0.5 to 10 times.
Double amounts are preferred. The mixing time varies depending on the treatment amount and the type of powder, but is usually preferably 1 to 15 hours, particularly preferably 2 to 10 hours.

The thus-prepared powder for cosmetics can be blended with cosmetics for which it is required according to a conventional method.
Examples of such cosmetics include makeup cosmetics such as foundation, white powder, blusher, eyeshadow and eyebrow, and body cosmetics such as body powder and baby powder.

〔Example〕

 Next, the present invention will be described with reference to examples.

In the examples, the measurements of water repellency, oil repellency and feel were performed by the following methods.

Repellent: Weigh powder 0.2 g, with a force of 100 kgf / cm ² for IR tablet device 5
The pellets were 1 cm in diameter in minutes.

One drop of ion-converted water was dropped on the surface of the pellet using a microsyringe, and 30 seconds after the drop, the contact angle was measured three times to measure the water repellency of the powder.

Oil repellency: After dropping one drop of squalane in the same manner as above, contact angle 3
The measurement was repeated to determine the oil repellency of the powder.

Tactile evaluation: powder elongation, squeaky feeling,
The texture of the powder was evaluated on the basis of roughness, from 1 to 5 shown below, and the average value was shown. The feel of the powder alone of sericite A (manufactured by Horie Kako Co., Ltd.) having an average particle diameter of 7 μ was set to a standard value of 3.0.

1: The feeling of elongation is poor 2. The feeling of elongation is somewhat bad 3: Normal (equivalent to Sericite A) 4: The feeling of elongation is good 5: The feeling of elongation is good 1 In a round-bottom flask, 10 g of perfluoroalkylsilane shown in the column of Example 1 of Table 1 was added, and 600 g of isopropyl ether was further added, followed by heating and mixing at 60 ° C. 150 g of sericite A (manufactured by Horie Kako Co., Ltd.) having an average particle size of 7 μm was added thereto, and the mixture was further mixed and stirred at 60 ° C. for 4 hours. Then, at 50 to 60 ° C, isopropyl ether is distilled off under reduced pressure and dried to obtain a powder.
150 g were obtained.

The obtained powder was excellent in water repellency, oil repellency and feel as shown in Table-1.

Example 2 The procedure of Example 1 was repeated, except that mica A having an average particle size of 10 μm (manufactured by Horie Kako) was used in place of sericite A in Example 1.

The obtained powder was excellent in water repellency, oil repellency and feel as shown in Table-1.

Example 3 In the same manner as in Example 1 except that the perfluoroalkylsilane shown in the column of Example 3 in Table 1 was used instead of the perfluoroalkylsilane shown in the column of Example 1 in Table-1. .

The obtained powder was excellent in water repellency, oil repellency and feel as shown in Table-1.

In the following examples, production of various cosmetics was attempted using pigments treated with the perfluoroalkylsilane compounds shown in the above-mentioned Table-1 and Example 1 columns.

Example 4 Oily foundation: (Composition) Obtained by treating each of the following pigments with the compounds shown in the column of Example 1 in Table 1 by the method described in Example 1, and mixing the treated pigments. Mixed pigment Titanium oxide 20.0 Sericite A 5.0 Iron oxide (red, yellow, black) 5.0 Mica 7.0 Talc 6.5 Dimethylpolysiloxane 5.0 (KF-96A 6CS, manufactured by Shin-Etsu Silicone Co., Ltd.) Ditridecafluorooctyl phosphoric acid 3.0 (General formula M = 2, n = 6) Perfluoropolyether 45.0 (FONTLIN HC-04, manufactured by Monteflors) Dextrin fatty acid ester 1.0 (Leopearl KL, manufactured by Chiba Flour Milling Co., Ltd.) Candelilla wax 2.3 BHT 0.1 Perfume Trace total 100.0 Of the above composition, blend the base excluding powder and fragrance, 90 ℃
And dissolved. Thereafter, the powder was gradually added while stirring with a disper, and sufficiently stirred and mixed. Finally, add the fragrance,
The metal plate was filled and cooled.

Example 5 Powdery foundation: (Composition) The following pigments were treated with the compounds shown in the column of Example 1 in Table 1 by the method described in Example 1 and mixed by mixing the treated pigments. Pigment Iron oxide (red, yellow, black) 5.5 Titanium oxide 10.0 Mica 12.0 Sericite A 8.0 Talc 40.0 Nylon powder 10.0 Liquid paraffin 5.0 Dimethyl polysiloxane 2.5 (KF-96 5000CS, manufactured by Shin-Etsu Silicone Co., Ltd.) Synchro wax HRC 3.0 ( Vodaline 2.0 Preservatives Appropriate amount of perfume Trace total 100.0 Pigment and powder were mixed and pulverized through a pulverizer. The other bases except the fragrance were heated in advance and completely dissolved. The pulverized powder was transferred to a Heng shell, the liquid phase previously dissolved was gradually added, a fragrance was added, and the mixture was sufficiently stirred and mixed. During the mixing, the rotation frequency of Henschel was gradually increased.

Finally, the grain size was adjusted through a sieve, and compression molding was performed for a container such as a gold plate.

Example 6 Blush: (Composition) Obtained by treating each of the following pigments with the compounds shown in the column of Example 1 in Table 1 by the method described in Example 1, and mixing the treated pigments. Mixed pigment Titanium oxide 4 Sericite A 62 Kaolin 17 Liquid paraffin 4 Zinc stearate 5 Rice starch 4 Red 202 No. 2.8 Blue 404 0.25 Perfume Trace total 100.0 The powder was passed through a pulverizer and heated and dissolved in advance. The pulverized powder was transferred to Henschel, the liquid phase previously dissolved was gradually added, and a fragrance was further added and sufficiently stirred and mixed. During the mixing, the rotation frequency of Henschel was gradually increased.

Finally, the particles were sieved to obtain a uniform particle size, placed in a container such as a gold plate, and compression molded.

Example 7 Eyeliner: (Composition) Obtained by treating each of the following pigments with the compounds shown in the column of Example 1 in Table 1 by the method described in Example 1, and mixing the treated pigments. Mixed pigment Talc 55 Titanium oxide 15 Carbon black 6 Nylon powder 8 Dimethyl polysiloxane 5 (KF-96A 6CS, manufactured by Shin-Etsu Silicone Co., Ltd.) Liquid paraffin 9 Synchro Wax HRC 1.8 (Crowda Japan Co., Ltd.) Preservative 0.1 Perfume 0.1 Total 100.0 The powder was passed through a pulverizer and heated and dissolved in advance. The pulverized powder was transferred to Henschel, the liquid phase previously dissolved was gradually added, and a fragrance was further added, followed by sufficient stirring and mixing. During the mixing, the rotation frequency of Henschel was gradually increased.

Finally, the particles were sieved to obtain a uniform particle size, placed in a container such as a gold plate, and compression molded.

Example 8 Two-layer liquid foundation: (Composition) The following pigments were treated with the compounds shown in the column of Example 1 in Table 1 by the method described in Example 1, and the treated pigments were mixed. Obtained mixed pigment Titanium oxide 6.0 Sericite A 8.0 Iron oxide (red, yellow, black) 1.2 Octamethylcyclotetrasiloxane 20.0 Dimethylpolysiloxane 2.0 (KF-96A6CS, manufactured by Shin-Etsu Silicone Co., Ltd.) Dimethylpolysiloxane polyoxy Alkylene copolymer 1.0 Perfluoropolyether 10.0 (FONBLIN HC-04, manufactured by Montefloss Co., Ltd.) Glycerin 2.0 Ethanol 15.0 Water 34.0 Perfume Total of appropriate amount 100.0 Of the above composition, after dissolving the oil phase component at room temperature, mixed pigment Was added and dispersed with a disper. The aqueous phase component was added thereto with stirring, emulsified, and finally a fragrance was added to obtain a desired liquid foundation.

In all of Examples 4 to 8, cosmetics excellent in water repellency and oil repellency and having a good touch were obtained.

〔The invention's effect〕

By the present invention, compared to the conventional, excellent water repellency, oil repellency,
A powder for cosmetics which does not lose makeup, has good elongation on the skin, and has a good feel upon use, and a cosmetic containing this powder can be obtained.

Continuation of the front page (56) References JP-A-1-160907 (JP, A) JP-A-1-197420 (JP, A) JP-A-1-318070 (JP, A) JP-A-60-1006862 (JP) , A) British publication 1267224 (GB, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A61K 7/00 A61K 7/02

Claims (2)

(57) [Claims] 1. The compound of the general formula (I) Wherein n is an integer of 1 to 15, m is an integer of 1 to 5,
Represents 1 or 0, and Y ¹ , Y ² and Y ³ may be the same or different and represent an alkyl group, an alkoxy group or a halogen atom (provided that all of Y ¹ , Y ² and Y ³ are alkyl groups) A water- and oil-repellent cosmetic powder obtained by mixing a powder of the solution of perfluoroalkylsilane represented by the formula (1) and filtering or distilling off the solvent. 2. A cosmetic comprising the powder according to claim 1.