JPH0714855B2 - Powder for cosmetics and cosmetics containing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial field of application] The present invention provides a powder for cosmetics, which is excellent in water and oil repellency, does not cause makeup deterioration, spreads well on the skin, and has a good feeling in use. The present invention relates to cosmetics containing powder.

[Conventional technology]

As cosmetics containing cosmetic powder, makeup cosmetics such as foundation, white powder, blusher, eye shadow and eyebrow, body cosmetics such as body powder and baby powder are commercially available.

Therefore, in cosmetics containing these powders for cosmetics, cosmetic properties such as elongation on the skin, smoothness, adhesiveness, and makeup breakdown are problems.

Therefore, conventionally, in order to improve these makeup performances,
BACKGROUND ART Coating of the surface of a powder for cosmetics is performed, and particularly, in order to prevent makeup from being damaged by sweat or the like, the surface of the powder is treated with a treatment agent having water repellency. However, regarding the oil-repellent treatment of the powder surface for the purpose of preventing sebum breakdown, a comprehensively good method including other cosmetic properties has not been proposed.

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

1) A method of using a fluorine-based compound (phosphoric acid ester, sulfoamide-containing carboxylic acid, acrylic acid ester-based copolymer, etc.) as a powder coating compound (US Patent No.
No. 3,632,744). In particular, a method of treating a powder with a diethanolamine salt of a fluoroalkyl phosphate having a content of di- (fluoroalkyl) phosphate and mono- (fluoroalkyl) phosphate of about 1: 1 is disclosed. .

The cosmetic powder treated by this method was not sufficiently satisfactory in terms of water / oil repellency and feeling in use.

2) A method of using a fluoroalkyl group-containing polymer as a powder coating compound (JP-A-61-55481).
issue).

According to this method, since the adsorptivity of the polar group of the coating compound to the powder is not sufficient, the cosmetic powder thus treated is not sufficiently water- and oil-repellent and is inferior in feeling to use. It was

3) A method of using a monoester or diester of fluoroalkyl phosphate diethanolamine salt as a powder coating compound (JP-A-62-250074).

When this method is used, 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 feeling of use is poor.

4) A method using a fluoroalkyl alcohol as a powder coating compound (Japanese Patent Laid-Open Nos. 63-2251 and 63-2252).
issue).

When this method was used, the water repellency was particularly insufficient.

5) A method of using a fluoroalkyl-containing polyhydric alcohol or a fluoroalkyl-containing polyoxyethylene compound as a powder coating compound (JP-A-1-180810, 1).
-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 such as water repellency, oil repellency, and excellent feel to the touch such as elongation, adhesion and smoothness.

[Means for Solving the Problems]

Under such circumstances, the present inventors have conducted diligent research to solve the above problems, and as a result, di- (fluoroalkyl)
If the powder is treated with a perfluoroalkyl phosphate ester with a high content of phosphate ester, it will have excellent water and oil repellency,
The present invention has been completed by finding that a powder for cosmetics having a good feel can be obtained.

That is, the present invention provides the following general formula (I) (Wherein m represents an integer of 1 to 3 and n represents an integer of 4 to 20), the content of the di- (fluoroalkyl) phosphate ester in which m = 2 is 55% by weight or more, m = 1 and the content of the mono- (fluoroalkyl) phosphate ester is 40% by weight or less and the content of the tri- (fluoroalkyl) phosphate ester of m = 3 is 30% by weight or less. It is intended to provide a water- and oil-repellent cosmetic powder having a powder surface coated with a fluoroalkyl phosphate ester, and a cosmetic characterized by containing the powder.

In the present invention, as the fluoroalkyl phosphate represented by the general formula (I), those having n of 4 to 20, particularly 6 to 12, are preferable.

Further, in the present invention, the powder coated with the fluoroalkyl phosphate ester is not particularly limited as long as it is usually used as a cosmetic, and for example, titanium oxide, red iron oxide, yellow iron oxide, black iron oxide, ultramarine blue. , Inorganic pigments such as zinc white, magnesium oxide, zirconium oxide, mica, sericite, talc, silica, kaolin, chromium hydroxide and carbon black; organic pigments such as nylon, polyethylene and silk powder. The size and shape of the powder are not particularly limited, but a flat plate having a diameter of 0.01 to 80 μm or a spherical shape is preferable.

In the present invention, the method of coating the powder with the fluorophosphate ester is not particularly limited, but generally, the powder may be treated with the fluoroalkyl phosphate ester. Specifically, the fluoroalkyl phosphate ester is dissolved. A method in which the solution and powder are mixed and filtered or the solvent is distilled off is preferable. Any solvent may be used as long as it can dissolve the difluoroalkyl phosphate ester, and for example, hexane, ethanol, isopropyl ether, isopropyl alcohol, ethyl acetate, and fluorocarbons such as R113 are used. Among them, isopropyl ether, isopropyl alcohol and the like are particularly preferable.

The amount of such fluorophosphate ester to be treated varies depending on the kind thereof, but is usually 0.2 to 50% by weight (hereinafter simply referred to as%) of the powder, preferably 1 to 20%. If the treatment amount is too small, the water and oil repellency is insufficient, and if the treatment amount is too large, the water and oil repellency is deteriorated and further growth on the skin cannot be expected, which is uneconomical.

The mixing temperature is preferably 20 to 90 ° C, particularly preferably 40 to 80 ° C. The amount of the solvent is preferably 0.3 to 30 times, and more preferably 0.5 to 10 times the weight of the powder. The mixing time varies depending on the amount to be treated and the type of powder, but is usually 1 to 15 hours, preferably 2 to 10 hours.

The powder for cosmetics thus prepared has the powder surface coated with the fluoroalkyl phosphate ester (I), but a part of the fluoroalkyl phosphate ester present on the powder surface is the raw material. It may be chemically bound to the constituent components of the powder.

Such a cosmetic powder can be blended with a cosmetic that requires it according to a conventional method. Examples of such cosmetics include makeup cosmetics such as foundation, white powder, blusher, eye shadow, 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, water repellency, oil repellency and feel were measured by the following methods.

Water repellency: 0.2 g of the powder was weighed and made into pellets having a diameter of 11 cm with a force of 100 kgf / cm ² in an IR tableting machine for 5 minutes.

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

Feeling evaluation: Five expert panelists evaluated the feeling of the powder from the feeling of elongation, squeaky feeling and roughness of the powder in the following five grades from 1 to 5, and indicated the average value. In addition, the feel of the powder of sericite A (manufactured by Horie Kako Co., Ltd.) having an average particle size of 7 μ was set to a standard value of 3.0.

1: Poor feeling such as stretching 2: Poor feeling such as stretching 3: Normal (equivalent to sericite A) 4: Fair feeling such as stretching 5: Good feeling such as stretching Example 1 In a round bottom flask, the amount of the compound represented by the general formula (I) shown in the column of Example 1 in Table 1 was added, 600 g of isopropyl ether was further added, and the mixture was heated and mixed at 60 ° C. After heating and mixing, 150g of Sericite A (Horie Kako Co., Ltd.) with an average particle size of 7μ
And further mix and stir at 60 ° C. for 4 hours. Then 50
Isopropyl ether was distilled off under reduced pressure at -60 ° C and dried to obtain 150 g of a powder.

As shown in Table 1, the obtained powder was excellent in water repellency, oil repellency and feel.

Next, 400 g of isopropyl alcohol was added to 50 g of the obtained powder, and the mixture was stirred at 60 to 70 ° C. for 1 hour. After stirring, hot filtration and washing were performed, and then the solvent was removed from the filtrate under reduced pressure.
As a result, the isopropyl alcohol extract weighs 2.2 g.
, Its IR spectrum indicated that the extract was a compound of general formula (I) with m = 2 and n = 6. That is, in the compound of the general formula (I) used, the proportion of the compound coated on the powder without being chemically bound to the constituent components of the raw material powder and being present on the powder surface as it is is the total amount of the compound (I). It was 70% by weight.

Example 2 Instead of the compound having the composition shown in the column of Example 1 of Table-1, the compound shown in Example 2 of Table-1 was used,
Example 1 was repeated except that 600 g of isopropyl alcohol was used instead of isopropyl ether.

The obtained powder was excellent in water repellency, oil repellency, and touch, as shown in Table 1 and Example 2.

Next, 400 g of isopropyl alcohol was added to 50 g of the obtained powder, and the mixture was stirred at 60 to 70 ° C. for 1 hour. After stirring, hot filtration and washing were performed, and then the solvent was removed from the filtrate under reduced pressure. As a result, the weight of the isopropyl alcohol extract was
At 2.0 g, the IR spectrum of the extract was m = 2, n = 8
, Which is a compound of general formula (I) That is, in the compound of the general formula (I) used, the ratio of the powder surface coated as it is without being chemically bound to the constituent components of the raw material powder is the total weight of the compound (I). Against 64%.

Example 3 Example 1 was repeated except that the compound having the composition shown in the column of Example 2 of Table-1 was replaced with the compound having the composition shown in the column of Example 3 of Table-1. It was

The obtained powder pair has water repellency and oil repellency as shown in Table 1.
It had an excellent feel.

Example 4 The same procedure as in Example 2 was carried out except that sericite B having an average particle size of 8 μm (manufactured by Horie Kako Co., Ltd.) was used in place of sericite A having an average particle size of 7 μ used in example 2.

The obtained powder has water repellency and oil repellency as shown in Table 1.
It had an excellent feel.

Example 5 The same procedure as in Example 2 was carried out, except that mica A having an average particle size of 10 μm (manufactured by Horie Kako Co., Ltd.) was used instead of sericite A having an average particle size of 7 μm.

As shown in Table 1, the obtained powder was excellent in water repellency, oil repellency and feel.

In order to clarify the characteristics of the cosmetic powder of the present invention,
Sericite A having an average particle size of 7 μ was treated with the powder-treated compounds having the compositions shown in the columns of Comparative Examples 1 to 6 in Table 1, and Comparative Examples 2 to 4 and 6 were performed in the same manner as in Example 2.

Here, Comparative Example 1 is US Pat. No. 3,632,744, Comparative Example 5
Are performance evaluations on powders treated by the methods disclosed in JP-A-62-250074.

In the following examples, various cosmetics were tried to be produced by using the pigment treated with the fluorine-containing compound having the composition listed in the column of Example 2 in Table 1 above.

Example 6 Oily Foundation: (Composition) Obtained by treating each of the following pigments with the compound shown in the column of Example 2 in Table 1 by the method described in Example 2 and mixing the treated pigments. Mixed pigment (% by weight) Titanium oxide 20.0 Sericite A 5.0 Iron oxide (red, yellow, black) 5.0 Mica 7.0 Talc 6.5 Dimethylpolysiloxane 5.0 (Shin-Etsu Silicone Co., Ltd., KF-96A 6CS) Ditridecafluorooctyl phosphate 3.0 (m = 2, n = 6 in the general formula) Perfluoropolyether 45.0 (Montefloss, FONBLIN HC-04) Dextrin fatty acid ester 1.0 (Chiba Flour Milling Co., Leopal KL) Candelilla wax 2.3 BHT 0.1 Fragrance Total trace amount 100.0 Of the above composition, powder and base materials excluding flavor were mixed and dissolved at 90 ° C. Then, the powder was gradually added while stirring with a disper, and the mixture was sufficiently stirred and mixed. Finally, the fragrance was added, and the gold plate was filled and cooled.

Example 7 Powdery Foundation: (Composition) A mixture obtained by treating the following pigments with the compound shown in the column of Example 2 in Table 1 by the method described in Example 2 and mixing the treated pigments. Pigment (% by weight) 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 Dimethylpolysiloxane 2.5 (Shin-Etsu Silicone Co., Ltd., KF-96 5000CS) Synchro Wax HRC 3.0 (manufactured by Croda Japan Co., Ltd.) Vaseline 2.0 Preservative A suitable amount of fragrance Minor amount 100.0 The pigment and powder were mixed and pulverized through a pulverizer. The other bases except the fragrance were heated in advance and completely dissolved. The crushed powder was transferred to Henschel, the previously dissolved liquid phase was gradually added, the fragrance was added, and the mixture was sufficiently stirred and mixed. The rotation frequency of Henschel was gradually increased during such mixing.

Finally, the particles were sized through a sieve and compression molded in a container such as a gold plate.

Example 8 Blusher: (Composition) Obtained by treating each of the following pigments with the compound shown in the column of Example 2 in Table 1 by the method described in Example 2 and mixing the treated pigments. Mixed pigment (wt%) Titanium oxide 4 Sericite A 62 Kaolin 17 Liquid paraffin 4 Zinc stearate 5 Rice starch 4 Red 202 No. 2.8 Blue 404 No. 0.25 Fragrance Total 100.0 did. The pulverized powder was transferred to Henschel, the previously dissolved liquid phase was gradually added, and the fragrance was further added, followed by thorough stirring and mixing. The rotation frequency of Henschel during such mixing was gradually increased.

Finally, the particles were made uniform through a sieve, placed in a container such as a gold plate, and compression molded.

Example 9 Eyeliner: (Composition) Obtained by treating each of the following pigments with the compound shown in the column of Example 2 in Table 1 by the method described in Example 2 and mixing the treated pigments. Mixed pigment (% by weight) Talc 55 Titanium oxide 15 Carbon black 6 Nylon powder 8 Dimethylpolysiloxane 5 (Shin-Etsu Silicone Co., Ltd., KF-96A 6CS) Liquid paraffin 9 Syncrowax HRC 1.8 (Croda Japan Co., Ltd.) Agent 0.1 Perfume 0.1 Total 100.0 Powder was passed through a pulverizer, and was heated and dissolved in advance. The pulverized powder was transferred to Henschel, the previously dissolved liquid phase was gradually added, and the fragrance was further added, followed by thorough stirring and mixing. The rotation frequency of Henschel was gradually increased during such mixing.

Finally, the particles were made uniform through a sieve, placed in a container such as a gold plate, and compression molded.

Even in the case of shifting to Examples 6 to 9, cosmetics excellent in water repellency and oil repellency and having a good feel were obtained.

〔The invention's effect〕

According to the present invention, it is possible to obtain a cosmetic powder which is excellent in water repellency and oil repellency as compared with the conventional one, has no makeup disintegration, spreads well on the skin, and has a good feeling in use, and a cosmetic powder containing this powder. .

Claims (2)

[Claims] 1. A compound represented by formula (I) [Wherein, m represents an integer of 1 to 3 and n represents an integer of 4 to 20], the content of the di- (fluoroalkyl) phosphate ester in which m = 2 is 55% by weight or more, and m = 1 and the content of the mono- (fluoroalkyl) phosphate ester is 40% by weight or less and the content of the tri- (fluoroalkyl) phosphate ester of m = 3 is 30% by weight or less. A water- and oil-repellent cosmetic powder whose surface is coated with a fluoroalkyl phosphate ester. 2. A cosmetic comprising the powder according to claim 1.