JPH08133928A - Powder for make-up and make-up article containing said powder - Google Patents

Abstract

PURPOSE: To obtain a new powdery material for cosmetic use, excellent in water repellency and oil repellency, having a good smooth touch feeling at the time of applying to the skin, and good in adhering property by easily performing the surface treatment of the powdery material by using a specified compound having a perfluoropolyether group. CONSTITUTION: This powdery material for cosmetic use is obtained by easily performing the surface treatment of the base material of the powdery material by a compound having a perfluoroalkylether group, having >=300 molecular weight and selected from a perfluoropolyetheralkyl phosphoric acid, salts thereof, a perfluoropolyetheralkyl sulfuric acid, salts thereof, a perfluoropolyetheralkyl carboxylic acid and salts thereof. The above mentioned perfluoropolyether group is a group of formula I or II [(m/n)=1-100; (a) is 1-10; X is F or CF3 ]. Further, the compound having the above mentioned perfluoropolyether group is any of the compounds of formulae III, IV and V [(d) is 0-2; (q) is 1, 2; (r) is 1-2]. It is preferable to perform the surface treatment by using 1-50 wt.% compound having the perfluroropolyether group based on the base material of the powdery material.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a powder having excellent water repellency and oil repellency and an excellent feeling in use, and a cosmetic containing the powder.

[0002]

2. Description of the Related Art Various powders are used as cosmetic powders in cosmetics. Further, these powders are optionally surface-treated with various compounds according to the purpose of use.

In the case of cosmetic pigments, research has been conducted on surface treatment for imparting water repellency and oil repellency for the purpose of preventing makeup discoloration caused by sweat, tears, rain, etc. and makeup discoloration caused by sebum, oil of cosmetics, etc. It is being appreciated.

Among them, recently, some powders treated with a fluorine compound having excellent water repellency and oil repellency have been proposed. For example, JP 62-255074 A and JP 1
-180811, Japanese Unexamined Patent Publication No. 5-39209, Japanese Unexamined Patent Publication No. 5-58842, and the like.

Japanese Unexamined Patent Publication No. 62-250074 discloses a pigment coated with at least one compound of fluoroalkyldi (oxyethyl) amine phosphate ester group consisting of compounds represented by the following general formulas [I] and [II]. Has been described.

[0006]

Embedded image

(In the general formulas [I] and [II], n is 6 to 1
Indicates an integer of 8. )

JP-A-1-180811 describes a cosmetic powder coated with a compound containing a perfluoroalkylene group having 2 to 20 carbon atoms and two or more hydroxyl groups.

As the compound containing a perfluoroalkylene group having 2 to 20 carbon atoms and two or more hydroxyl groups, the following compounds are listed as preferable examples.

[0010]

[Chemical 4]

(In the formulas [III] to [VI], R is an alkylene group having 1 to 5 carbon atoms, AO is an oxyalkylene group having 2 to 4 carbon atoms, and C _d F 2 _d is a linear or side chain. A perfluoroalkylene group having a, a and b are 0 to 10 and d is 2 to
20, e ≧ 0, g ≧ 0, and e + g = 0 to 20. )

Japanese Unexamined Patent Publication Nos. 5-39209 and 5
JP-A-58841 relates to a powder surface-treated with a phosphoric ester having a perfluoroalkyl group represented by the following general formula [VII].

[0013]

Embedded image

(In the formula, Rf represents a perfluoroalkyl group or a perfluorooxyalkyl group having 3 to 21 carbon atoms, which may be linear or branched and has a single chain length, It may have a mixed chain length, and n is 1 to 1.
It shows the integer of 2 and y shows the number of 1-3. M represents hydrogen, an alkali metal, ammonium or substituted ammonium. )

The former is a make-up in which a processed powder obtained by subjecting an inorganic powder of 0.01 to 0.5 μm to a surface treatment with the above compound and a spherical powder having an average particle diameter larger than that of the inorganic powder are combined. It is described with respect to powder for use. On the other hand, the latter is a processed powder obtained by subjecting a plate-like powder to a surface treatment with the above compound.
To 80% by weight and 0.5 to 50% by weight of monodisperse spherical powder having an average particle size of 0.01 to 2 μ. Both are intended to give good smoothness in addition to water and oil repellency.

[0016]

Problems to be Solved by the Invention JP-A-62-250
The water-repellent / oil-repellent cosmetic powders described in JP-A-0774 and JP-A-1-180811 are mainly used for the purpose of preventing makeup breakdown due to sebum, but lack a moist feeling in terms of usability. Further, it has a drawback of poor adhesion to the skin.

Japanese Unexamined Patent Publication Nos. 5-39209 and 5
According to Japanese Patent Laid-Open No. 58841, although water repellency and oil repellency as well as smoothness when applied to the skin are considerably improved, moistness and adhesion to the skin are still lacking. Further, Japanese Patent Laid-Open No. 5-39209 requires complex treatment of powder, and the manufacturing process is complicated, and Japanese Patent Laid-Open No. 5-58841 applies only powder cosmetics. The adhesiveness of was unsatisfactory.

Therefore, the present invention is excellent in water repellency and oil repellency,
Moreover, it is an object of the present invention to provide a new cosmetic powder having good adhesion to the skin. Further, it is an object of the present invention to provide a cosmetic containing the powder, having good water resistance and sebum resistance, less makeup deterioration due to sweat or sebum, good adhesion to the skin, and excellent feeling in use.

[0019]

Means for Solving the Problems As a result of intensive studies conducted by the present inventors in accordance with the above-mentioned object, the surface treatment of the specific compound having a perfluoropolyether group is easy, and the treated powder is They have found that they are excellent in water repellency and oil repellency, have a smooth feel when applied to the skin, and have good adhesion, and have completed the present invention.

That is, the present invention has a molecular weight of 300 or more selected from perfluoropolyether alkylphosphoric acid and salts thereof, perfluoropolyether alkyl sulfuric acid and salts thereof, perfluoropolyether alkylcarboxylic acid and salts thereof. The present invention relates to a cosmetic powder in which the surface of a base material powder is treated with a compound having a perfluoropolyether group, and a cosmetic material containing the cosmetic powder.

[0021]

The compound having a perfluoropolyether group according to the present invention is characterized in that it is excellent in water repellency and oil repellency, and the perfluoropolyether group portion exhibiting hydrophobicity is liquid at room temperature. The compound itself having a perfluoropolyether group also exhibits a liquid at room temperature.

When the fluorine compound used for the conventional surface treatment for having water and oil repellency is mainly a compound having a perfluoroalkyl group, and the compound itself is a liquid, However, the perfluoroalkane portion, which is a hydrophobic portion, was solid at room temperature.

Therefore, it is considered that the conventional surface-treated powder is in a state in which a large number of fine particles of the fluorine compound are overlapped and cover the base material powder, whereas the perfluoropolyether of the compound according to the present invention is considered. Since the part is liquid, it is presumed that the base material powder is covered with a smooth and continuous film.

Since the conventional product is in point contact (bonding) with the base powder, it is easy for the fluorine compound to be released from the base powder due to physical impact during cosmetic production. Then, since it is in contact (bonding) with the base material powder on the surface, the fluorine compound is hard to be released. Therefore, the water and oil repellency of the processed powder of the present invention exerts a continuous effect.

Further, although a powder treated with perfluoropolyether itself is commercially available, it is economically inefficient because a large amount of perfluoropolyether is required for the treatment. On the other hand, the preferable treatment amount of the coating material of the cosmetic powder according to the present invention is 1 to the base powder.
The amount may be 50% by weight, and the treatment method can be easily performed by a conventionally known method, which is preferable in economic efficiency.

Furthermore, since the cosmetic powder according to the present invention has a smooth surface, it has a good feel when applied to the skin and has good adhesion to the skin.

On the other hand, as described above, JP-A-1-180811
Japanese Patent Publication discloses a cosmetic powder treated with a compound containing an ether of perfluoroalkylene (see the following formula [VI]). However, said compound is an alcohol derivative which is outside the scope of the present invention.

[0028]

[Chemical 6]

[0029]

BEST MODE FOR CARRYING OUT THE INVENTION The cosmetic powder of the present invention will be described in detail below. The compound having a perfluoropolyether group used in the present invention is selected from perfluoropolyether alkyl phosphoric acid and salts thereof, perfluoropolyether alkyl sulfuric acid and salts thereof, perfluoropolyether alkylcarboxylic acid and salts thereof. It These compounds contain a perfluoropolyether group, have a polar group selected from a phosphoric acid group, a sulfuric acid group and a carboxyl group for having an affinity with the powder surface, and are liquid at room temperature.

The perfluoropolyether group is
It is a group having at least two ether oxygens bonded to perfluoroalkylene or perfluoroalkyl. Therefore, the perfluoropolyether alkylphosphoric acid and salts thereof according to the present invention are disclosed in
Compounds containing a perfluorooxyalkyl group having only one ether oxygen as described in JP-A-39209 and JP-A-5-58841 are not included.

The molecular weight of the perfluoropolyether group is 3
It is at least 00, preferably at least 500, and the preferred upper limit is approximately 7,000. If it is less than 300, water and oil repellency cannot be sufficiently imparted.

Preferred perfluorooxyalkylene groups constituting the perfluoropolyether moiety include, for example, the following perfluorooxymethylene groups, perfluorooxyethylene groups, perfluorooxyisopropylene groups and perfluorooxy n- groups. Examples include propylene group. At least one or more of these are selected and polymerized to form a perfluoropolyether group.

[0033]

[Chemical 7]

Of these, a group containing a perfluorooxyisopropylene group and a perfluorooxymethylene group is particularly preferable, and the most preferable perfluoropolyether group is a group represented by the formula (1) or (2). is there.

[0035]

Embedded image

(In the formula (1) or (2), the molecular weight is 300.
Or more, more preferably 500 or more, m / n
= 1 to 100, more preferably 20 to 40, a represents 1 to 10, and X represents F or CF ₃ . )

When the perfluoropolyether group contains two or more types of perfluorooxyalkylene groups, it is not limited to the case where the same type is continuously polymerized, but random polymerization or block polymerization may be used.

Further, from the viewpoint of the adhesive force between the compound having a perfluoropolyether group according to the present invention and the base material powder, the polar group having an affinity for the powder may not be easily released from the compound. It is necessary and therefore it is preferred that the compound contains at least one or more oxyalkylene groups. More preferably, it is 1-2. This is because the presence of three or more oxyalkylene groups makes the water and oil repellency of the compound poor. Similarly, from the viewpoint of adhesion, an alkylene group may be further included in addition to the oxyalkylene group. The preferred number of carbon atoms in the alkylene group is 2
It is the following.

Of the above-mentioned compounds having a perfluoropolyether group, perfluoropolyether alkylphosphoric acid or a salt thereof is preferable, more preferably the compounds represented by the following formulas (1) to (4), particularly preferably: It is a compound represented by the formula and.

[0040]

[Chemical 9]

(Wherein, the molecular weight of the perfluoropolyether group is 300 or more, more preferably 500.
It is above, It represents m / n = 1-100, More preferably, it represents 20-40, a represents 1-10, d represents 0-2, q represents 1 or 2, r represents 1 represents to 2, X represents F or CF _3. )

In the present invention, the powder treated with the compound having a perfluoropolyether group is not particularly limited as long as it is a powder conventionally used as a cosmetic powder.
For example, the following powders are included.

Iron oxide, ultramarine blue, zinc white, magnesium oxide, zirconium oxide, mica, sericite, talc,
Inorganic pigments such as silica, kaolin, chromium hydroxide, carbon black, nylon powder, polymethylmethacrylate, styrene-divinylbenzene copolymer, organic powder such as polyethylene powder, organic tar dyes, organic colorants such as lakes And composite pigments such as mica titanium and iron oxide-coated mica, and ultraviolet absorbers such as fine particle titanium oxide, fine particle zinc oxide, and tabular zinc oxide. Inorganic pigments are particularly preferred.

The method of surface-treating the powder with a compound having a perfluoropolyether group is not particularly limited, and a usual powder surface coating method can be applied. For example, a compound having a perfluoropolyether group is dissolved or dispersed in a solvent (organic medium or polar solvent), mixed with a powder, and then the solvent is removed and dried to easily obtain a cosmetic powder. it can.

After coating, the powder may be baked at a high temperature to more strongly adsorb the compound having a perfluoropolyether group. In the surface treatment, two or more kinds of powders can be mixed and treated at the same time.

Furthermore, within the range that does not impair the effects of the present invention,
It may be simultaneously treated with other known coating agents such as other fluorine compounds, silicone, lecithin, hydrogenated lecithin, collagen, higher fatty acid, higher alcohol, ester and wax.

The treatment amount of the compound having a perfluoropolyether group varies depending on the kind, but is preferably 1 to 50% by weight, and particularly preferably 2 to 20% by weight of the powder. This is because if it is too small, a sufficient effect cannot be obtained, and if it is too large, the original characteristics of the pigment may be lost.

The cosmetic powder of the present invention obtained as described above is excellent in water repellency and oil repellency, and also in touch when applied to the skin and in adhesion to the skin.

Next, the cosmetic material of the present invention will be described in detail. The cosmetic of the present invention contains the above-mentioned cosmetic powder of the present invention, and generally includes all cosmetics containing conventional cosmetic powder. Examples of such cosmetics include foundations, white powder, facial cosmetics such as cheeks, eye shadows, mascaras, eye liners, eye cosmetics such as eyebrows, makeup cosmetics such as lipsticks, sunscreen cosmetics, and emulsions. , Basic cosmetics such as lotions.

The blending amount of the cosmetic powder of the present invention varies depending on the form of the cosmetic, but is usually 0.1 to 99% by weight,
It is preferably in the range of 5 to 95% by weight. 0.1% by weight
When it is less than the above range, the water and oil repellency effect of the cosmetic powder according to the present invention is not sufficiently exhibited. On the other hand, considering that other ingredients such as pigments and fragrances are mixed as cosmetics, the upper limit may be about 99% by weight.

With respect to individual cosmetics, for example, solid powder cosmetics are 20 to 80% by weight, and cream cosmetics are 5 to 5% by weight.
It is preferable to add 0% by weight, 2 to 10% by weight to milky liquid cosmetics, and 2 to 5% by weight to lotions.

As the components other than the above-mentioned powder of the cosmetic of the present invention, it is possible to appropriately select and use from the components blended in the usual cosmetics depending on the kind of the intended cosmetics. Examples of these components include petrolatum, various waxes, waxes, higher fatty acids, higher alcohols, animal and vegetable oils, esters, hydrocarbons, silicones, fluorine oils, various polymers, surfactants, inorganic / organic pigments, coloring agents, Ethanol, various additives, etc., and if necessary, preservatives, antioxidants, fragrances, etc. can be added.

The cosmetic material of the present invention can be manufactured by a conventional method.

The cosmetics containing the cosmetic powder of the present invention are
It is excellent in water resistance and sebum resistance, prevents makeup breakdown due to sweat and sebum, etc., and is excellent in touch and adhesion at the time of applying the cosmetic onto the skin, and can give a moist feel.

[0055]

EXAMPLES The present invention will be further described below with reference to examples.
However, the present invention is not limited to these examples.

(Example 1) 500 ml of water was put into a beaker, 100 g of titanium oxide was added with stirring, and the mixture was sufficiently stirred at room temperature. To this titanium oxide dispersion liquid, 25 g of a 20% aqueous solution of perfluoropolyetheralkylphosphoric acid diethanolamine salt (FOMBLIN HC / P1) was gradually added with stirring, and stirring was carried out for 1 hour and a half after the addition.
After neutralizing with an acid, suction filtration was performed and drying was performed to obtain the intended cosmetic powder.

FOMBLIN HC / P1 is a perfluoropolyether group-containing compound represented by the following formula, having an average molecular weight of 1195, a perfluoropolyether group having an average molecular weight of 791, and m / n = 24.1. is there.

[0058]

[Chemical 10]

Comparative Example 1 500 ml of water was placed in a beaker, 100 g of titanium oxide was added with stirring, and the mixture was sufficiently stirred at room temperature. While stirring in this titanium oxide dispersion liquid,
25 g of a 20% aqueous solution of a perfluoroalkylphosphoric acid diethanolamine salt represented by the following formula was gradually added, and after the addition, the mixture was stirred for 1.5 hours. After that, perform suction filtration,
After drying, the intended cosmetic powder was obtained.

[0060]

[Chemical 11]

(In the above formula, m and n are respectively m = 6 to
18, 2 ≧ n ≧ 1, the average molecular weight is 954, and the average molecular weight of the perfluoroalkyl group is 619. )

Example 2 150 g of mica was placed in a beaker and heated to 60 ° C. while mixing. Perfluoropolyether alkyl phosphoric acid 1 represented by the following formula
A solution prepared by dissolving 3 g in 1500 g of isopropyl alcohol and heating is added, and mixed at 60 ° C. for 4 hours. Then, isopropyl alcohol was distilled under reduced pressure and dried to obtain a perfluoropolyether compound-treated mica.

[0063]

[Chemical 12]

(In the above formula, m / n = 20-40,
r represents 1-2, the average molecular weight is 998, and the average molecular weight of the perfluoropolyether group is 791. )

Comparative Example 2 150 g of mica is placed in a beaker and heated to 60 ° C. while mixing. To this, 13 g of the perfluoroalkylphosphoric acid diethanolamine salt used in Comparative Example 1 was dissolved in 1500 g of isopropyl alcohol and heated, and the mixture was added and mixed at 60 ° C. for 4 hours. Then, isopropyl alcohol was distilled under reduced pressure and dried to obtain a fluorine compound-treated mica.

<Water and oil repellency test> (Wet to liquid) Using water, liquid paraffin, acetone and ethanol, the wetness of the cosmetic powders produced in Example 2 and Comparative Example 2 to each liquid was examined. It tested by the following method.

20 mL of the liquid was placed in a test tube, 0.1 g of the powder was added thereto, and the mixture was vigorously shaken 100 times, and the appearance after standing for 30 minutes was observed. As for the evaluation method, the state in which the powder phase and the liquid phase were completely separated was set to 5, the state in which the powder was dispersed in the liquid and opaque was set to 1, and the turbidity was used as an index for evaluation in 5 stages. The results are shown in Table 1.

[0068]

[Table 1]

(Contact Angle) The contact angles of water and liquid paraffin on the plate, which was pressed by the cosmetic powders produced in Example 2 and Comparative Example 2 at 40 kg / cm ² and solidified, were measured. The results are shown in Table 2.

[0070]

[Table 2]

The powder of Example 2 according to the present invention showed a result equal to or higher than that of Comparative Example 2 in both wettability and contact angle. Therefore, the product of the present invention is related to water repellency and oil repellency. It has been found that it has the same or superior effect as the product.

Example 3 and Comparative Example 3 Cake Foundation The cosmetic powders of Examples 1 and 2 and the cosmetic powders of Comparative Example 1 and Comparative Example 2, and further Example 1 and Comparative Example 1 Using the treated sericite and the treated talc obtained by the same method except that the titanium oxide was replaced with the sericite and the talc, a cake foundation was prepared as a trial according to the formulation shown in the table below.

[0073]

[Table 3]

(Manufacturing Method) Components 1 to 13 are mixed and dissolved to be uniformly dispersed. Ingredients 14 to 17 that have been mixed and heated in advance are added to this, and mixed and pulverized to homogenize. This is press-molded to obtain a solid powdery foundation.

Example 4 and Comparative Example 4 Eye Shadow Obtained by treating in the same manner as in Example 2, the cosmetic powder of Comparative Example 2, the cosmetic powder of Comparative Example 2 and Example 1, Comparative Example 1. An eye shadow was trial-produced by using the treated sericite and the treated talc according to the formulations shown in the table below.

[0076]

[Table 4]

(Manufacturing method) Components 1 to 8 are mixed and dissolved to homogenize. Ingredient 9-
Add 11 and mix and grind to homogenize. This is press-molded to obtain a solid eye shadow.

(Example 5 and Comparative Example 5) Cheeks were obtained by treating the cosmetic powder of Example 1 and the cosmetic powder of Comparative Example 1 and the same method as in Example 1 and Comparative Example 1. Using the treated sericite and the treated talc, a cheek cake was made as a trial according to the following formulation.

[0079]

[Table 5]

(Manufacturing method) Components 1 to 8 are mixed and dissolved to homogenize. Ingredient 9-
Add 12 and mix and grind until uniform. This is press-molded to obtain a solid cheek paste.

<Evaluation test on the feeling of use of cosmetics> The cosmetics of Examples 3 to 5 which are examples of the present invention and the cosmetics of Comparative Examples 3 to 5 were evaluated with respect to the feeling of use of the cosmetics. The results are shown in Table 4 below. The evaluation was classified into four grades of ⊚: very good, ◯: good, Δ: slightly inferior, and x: bad.

[0082]

[Table 6]

From the above results, the cosmetics containing the cosmetic powder of the present invention obtained by surface-treating with a specific compound having a perfluoropolyether group are more effective on the skin than conventional products. It spreads well, has excellent adhesion to the skin, and has an excellent feeling of use without giving a powdery feeling at all. In particular, the adhesion to the skin (adhesion to the skin) was extremely good.

[0084]

The cosmetic powder of the present invention is excellent in water repellency and oil repellency, and also has excellent feel and adhesion when applied to the skin, and therefore can be suitably used in cosmetics. Further, it is easy to manufacture and can be stably supplied at a low price.

The cosmetics containing the cosmetic powder of the present invention are
It has excellent water resistance and sebum resistance, prevents makeup breakdown due to sweat and sebum, and has excellent adhesiveness of cosmetics on the skin. Furthermore, it has a good feel when applied to the skin and is powdery. A moist feeling can be given without giving a feeling.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Giovanni Pantini Milan, Italy, 1-20121 Boratte, Viale Rombardia 20 In Ausimont Essepier (72) Inventor Piero Gavezotti Italy, Milan, 1-20121 Boratte, Viale Rombardia 20 Inside Audimont Essepiah

Claims (8)

[Claims] 1. A perfluoropoly having a molecular weight of 300 or more selected from perfluoropolyether alkylphosphoric acid and salts thereof, perfluoropolyether alkyl sulfuric acid and salts thereof, perfluoropolyether alkylcarboxylic acid and salts thereof. A cosmetic powder characterized in that the surface of a base powder is treated with a compound having an ether group. 2. The cosmetic powder according to claim 1, wherein the perfluoropolyether group has a molecular weight of 500 or more. 3. The cosmetic powder according to claim 1, wherein the perfluoropolyether group in the compound having a perfluoropolyether group is represented by the following formula (1) or (2). Embedded image (In the formula (1) or (2), m / n = 1 to 100 is represented, a is 1 to 10, and X is F or CF _3. ) 4. The cosmetic powder according to any one of claims 1 to 3, wherein the compound having a perfluoropolyether group is perfluoropolyether alkylphosphoric acid or a salt thereof. 5. The cosmetic powder according to claim 4, wherein the compound having a perfluoropolyether group is selected from compounds represented by the following formulas. Embedded image (Wherein, m / n = 1 to 100 is represented, and a is 1 to
Represents 10, d represents 0 to 2, q represents 1 or 2, r represents 1 to 2, and X represents F or CF ₃ . ) 6. The surface according to claim 1, wherein the surface is treated with a compound having a perfluoropolyether group of 1 to 50% by weight based on the base powder. Makeup powder. 7. A cosmetic comprising the cosmetic powder according to any one of claims 1 to 6. 8. The cosmetic powder is contained in an amount of 0.1 to 99% by weight based on the total weight of the cosmetic material.
The listed cosmetics.