JP2001302455A - Pigment for cosmetic and cosmetic containing the pigment - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a cosmetic pigment which permits the employment of a generally used oil, a generally used surfactant, and so on, can give n moist touch and has an excellent water-repelling and oil-repelling property, and to provide a cosmetic containing the cosmetic pigment. SOLUTION: This pigment for cosmetics, characterized by simultaneously treating the surface of a powdery pigment for the cosmetics with a perfluoroalkyl group-having phosphate represented by the general formula (1) [Rf is a 3 to 21C perfluoroalkyl or a perfluorooxyalkyl which may be linear or branched and may have a single chain length or plural chain lengths; (n) is an integer of 1 to 12; (y) is the number of 1 to 3; M is H, an alkali metal, an ammonium or a substituted ammonium] and with an ester which is represented by the general formula (2) [(n) is an integer; (a), (b), (c) and (d) are molar ratios, respectively, in the polymer, provided that (a), (b), (c) and (d) are not each zero; (d) is 40 to 60 mol.%] and is obtained by esterifying a copolymer with methylpolysiloxane whose methyl groups are partially substituted by hydroxypropyl, wherein the copolymer has a mol.wt. of 30,000 to 300,000 and is obtained by copolymerizing 2-ethylhexyl acrylate, methacrylic acid, methyl methacrylate, and butyl methacrylate.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

FIELD OF THE INVENTION The present invention relates to a pigment for cosmetics which shows water and oil repellency when incorporated into a makeup cosmetic such as a foundation, eyeshadow, blush, etc. or a sunscreen cosmetic, and the pigment for cosmetics And a cosmetic comprising the same.

[0002]

2. Description of the Related Art Conventionally, cosmetic pigments used in makeup cosmetics such as foundations, eye shadows, blushers and the like, and sunscreen cosmetics, do not have water repellency, and do not cause sweating of the skin, tears and rain. And so on, and if not oil-repellent, makeup is easily lost due to skin lipids and the like.

Therefore, for example, Japanese Patent Publication No. 5-86984, Japanese Patent Application Laid-Open No. 3-246210, and Japanese Patent Application Laid-Open No. 4-330 are disclosed.
No. 007 or the like proposes a pigment which is subjected to a surface treatment with a perfluoroalkyl phosphate compound to impart water / oil repellency to the pigment.

However, even if this perfluoroalkyl phosphate ester compound is used, only a commonly used aliphatic or silicone oil, that is, a so-called binder or surfactant, can be used in a good dispersion state and feel good. Cannot obtain satisfactory cosmetics having good perfluoropolyether, perfluoropolyether, perfluorodecalin, perfluorooctane as disclosed in JP-A-4-224506 and JP-A-5-39209. It has been practiced to use fluorine-based oils such as.

[0005]

However, since fluorine oils such as perfluoropolyether, perfluorodecalin, and perfluorooctane are very expensive, only specific cosmetics are blended. There was a problem that was limited to. In addition, the cosmetics obtained using this oil agent, especially the foundation, have a problem that they have a very light and smooth feel, or in other words, a powdery feel.

SUMMARY OF THE INVENTION The present invention has been made to solve such a problem, and it is possible to use oils and surfactants which are generally used and to give a moist touch. It is an object of the present invention to provide a cosmetic pigment having excellent water and oil repellency and a cosmetic containing the cosmetic pigment.

[0007]

Means for Solving the Problems and Actions / Effects In order to achieve the above object, a cosmetic pigment according to the first invention comprises:
In a pigment powder for cosmetics, a phosphoric acid ester having a perfluoroalkyl group represented by the following general formula (1) and a phosphoric acid ester represented by the following general formula (2) having a molecular weight of 30,000 to
Simultaneous surface treatment of 300,000 2-ethylhexyl acrylate, methacrylic acid, methyl methacrylate, butyl methacrylate copolymer and ester obtained by substituting a part of methyl group of methyl polysiloxane with hydroxypropyl group It is characterized by becoming.

Embedded image

Embedded image

The cosmetic pigment of the present invention has water and oil repellency and is commonly used, for example, petrolatum, ceresin, microcrystalline wax,
Carnauba wax, candelilla wax, higher fatty acids, higher alcohols, squalane, liquid paraffin, ester oil,
Oils such as diglyceride, triglyceride, silicone oil, and general surfactants can be used. In addition, when formulated as a makeup cosmetic or sunscreen cosmetic such as foundation, eyeshadow or blush, it can be easily dispersed and blended, and when used as a cosmetic, it gives a moist feel to the skin. Can be given.

In the present invention, the coating amount of the phosphoric ester represented by the general formula (1) is set to 30% by weight or less, and the coating amount of the ester represented by the general formula (2) is 0.1 to 10% by weight. It is preferably 10% by weight (second invention). Here, the coating amount of the phosphoric ester represented by the general formula (1) depends on the particle size of the raw material powder to be coated, and should be determined at a point where sufficient water and oil repellency is exhibited. When the coating amount exceeds 30% by weight, the compound of the general formula (1) itself precipitates and may have a bad effect on the feel when blended as a cosmetic. It is better to do the following.
On the other hand, the coating amount of the ester represented by the general formula (2) also varies depending on the particle diameter of the raw material powder to be coated, but the target powder generally has a coating amount of 0.1 to 10% by weight. Is obtained. This coating amount is 0.1% by weight
When the amount is less than 1, there is a possibility that a good dispersion cannot be obtained with a generally used oil binder when compounded as a cosmetic, or a moist feeling cannot be obtained when mixed with a cosmetic. On the other hand, if the coating amount exceeds 10% by weight, the oil repellency provided by the coating of the general formula (1) may not be sufficiently exhibited, or the copolymer of the general formula (2) may serve as a binder to form powder particles. They may stick together, resulting in a powder that has a poor feel.

Next, a third invention relates to a cosmetic comprising the cosmetic pigment of the first invention or the second invention. ADVANTAGE OF THE INVENTION According to the cosmetics of this invention, it has a function which shows a water-repellent and oil-repellent property and prevents a makeup loss, and also gives a moist feeling and the cosmetics excellent in usability can be obtained.

[0011]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Next, an embodiment of a cosmetic pigment according to the present invention and a cosmetic containing the pigment will be described.

In the cosmetic pigment according to the present invention, the following general formula (1):

Embedded image As the phosphoric acid ester having a perfluoroalkyl group represented by, for example, AG-530 from Asahi Glass Co., Ltd.
Perfluoroalkyl phosphate diethanolamine salt, which is a solid content of an aqueous dispersion emulsion commercially available under the name of, or sodium salt of perfluoroalkyl phosphate ester having the same molecular structure but a different salt form, perfluoroalkyl Potassium phosphate ester,
And ammonium perfluoroalkylphosphate.

On the other hand, the following general formula (2):

Embedded image (Hereinafter referred to as “acrylic silicon copolymer”), for example, KP-541, KP-543, and KP-545 from Shin-Etsu Chemical Co., Ltd.
Isopropanol, butyl acetate, and a copolymer dissolved in volatile silicon.

As a method for simultaneously coating the surface of the pigment powder for cosmetics with the perfluoroalkyl phosphate compound and the acrylic silicone copolymer, there is the following method.

First, a predetermined amount of a perfluoroalkyl phosphoric acid ester compound to be coated on the surface and an acrylic silicon copolymer are used as solids, each having a concentration of about 0.1%.
It is dissolved or dispersed in an appropriate solvent at the same time so as to have a concentration of 5 to 20% by weight, and during this heating and stirring, the pigment powder for cosmetics is added and stirred for a certain time. Thereafter, the solvent is removed by heating (reduced pressure, if necessary), and then heated at about 110 ° C. for 6 hours, and then pulverized to obtain a desired water- and oil-repellent cosmetic pigment powder. As the solvent used here, an organic solvent such as isopropyl alcohol, butyl acetate, volatile silicon, and acetone is preferable.

The water- and oil-repellent pigment powder for cosmetics thus obtained is added to the phosphoric acid ester having a perfluoroalkyl group represented by the general formula (1) and the phosphoric acid ester represented by the general formula (2)
At the same time by the surface treatment.

Here, the coating amount of the phosphate ester represented by the general formula (1) is not particularly limited, but varies depending on the particle diameter of the raw material pigment powder for cosmetics, and is sufficiently repellent. What is necessary is just the minimum coating amount which can obtain water and oil repellency. However, generally, when the coating amount exceeds 30% by weight, the compound of the general formula (1) itself precipitates, which may adversely affect the feel when blended as a cosmetic.

On the other hand, the coating amount of the ester represented by the general formula (2) is not particularly limited, but a coating amount of 0.1 to 10% by weight is generally suitable.
When the coating amount is less than 0.1% by weight, generally used oil binders (for example, petrolatum, ceresin, microcrystalline wax, carnauba wax, candelilla wax, higher fatty acids, higher alcohols) when blended as cosmetics , Squalane, liquid paraffin, ester oil, diglyceride, triglyceride, silicone oil, etc.) and general surfactants alone cannot provide a well-dispersed cosmetic. Perfluoropolyether, perfluorodecalin There is a possibility that a fluorine-based oil such as perfluorooctane or the like must be used, or a moist feeling cannot be obtained when blended in cosmetics. On the other hand, if the coating amount exceeds 10% by weight, the oil repellency provided by the coating according to the general formula (1) may not be sufficiently exhibited, or the acrylic silicone copolymer represented by the general formula (2) may serve as a binder to form a powder. There is a possibility that the body particles adhere to each other, resulting in a powder having a poor touch.

The cosmetic pigments to be surface-coated according to the present invention include inorganic pigments, organic pigments and resin powder pigments. Here, as inorganic pigments, titanium oxide, red iron oxide, yellow iron oxide, black iron oxide, ultramarine, zinc white, magnesium oxide, zirconium oxide, mica, sericite, talc, silica, kaolin, calcium carbonate, chromium hydroxide, Examples include magnesium silicate, aluminum oxide, barium sulfate, and titanium-coated mica. Examples of the organic pigment include lithol rubin B, lake red C, lithol red, rhodamine B, herringdon pink CN, permanent red, benzidine orange G, and phthalocyanine blue. In addition, examples of the resin powder pigment include nylon powder, acrylic powder, and silicon powder.

According to the cosmetic pigment of the present invention, a fluorine-based dispersion compounding agent such as a fluorine-based perfluoropolyether, perfluorodecalin, perfluorooctane or the like is used when blended in a cosmetic. Without, as a dispersing oil component, for example, petrolatum, ceresin, microcrystalline wax, carnauba wax, candelilla wax, higher fatty acid, higher alcohol, squalane, liquid paraffin, ester oil, diglyceride, triglyceride,
It can be easily blended and adjusted into cosmetics using common oily components such as silicone oil. In addition, the cosmetic whose composition has been adjusted can exhibit sufficient required water and oil repellency and impart a moist feel to the skin.

The amount of the cosmetic pigment to be compounded in the cosmetic is 0.1 to 1 with respect to the total amount of the cosmetic.
00% by weight is preferred, more preferably 1 to 60% by weight
It is. As the dosage form of the cosmetic, a conventionally known dosage form such as a two-layered form, a water-in-oil emulsion, an oil-in-water emulsion, a gel form, a spray, a mousse form, an oily form, and a solid form can be used. . In particular, two-layer, water-in-oil emulsions and gels are preferred for sunscreen applications, and solid, solid emulsions, gels, water-in-oil emulsions, oil-in-water emulsions for foundation applications , Oil, mousse etc. are preferred.

[0022]

Next, specific examples of the cosmetic pigment and the cosmetic containing the pigment according to the present invention will be described.

(Production Example 1) A perfluoroalkyl phosphate ammonium salt having a number average of 13 carbon atoms was 3.5 wt% as a solid content, and a solid of an acrylic silicon copolymer (KP-541 manufactured by Shin-Etsu Chemical Co., Ltd.) was used. The solution is dissolved in isopropyl alcohol so that the content becomes 1% by weight. At this time, the ammonium perfluoroalkylphosphate ester does not completely dissolve in isopropyl alcohol but exists as an emulsion, and the solution is cloudy.

Next, 5 kg of pigment (titanium oxide) was injected into a high-speed stirring mixer, and the above-mentioned solution was added to the mixture during the mixing and stirring.
0 kg was added dropwise, and the mixture was stirred at 80 ° C. for 30 minutes.
撹 拌 ° C. and kept under reduced pressure in the stirring mixer for about 2 hours to completely remove isopropyl alcohol as a solvent.
Heat treatment was performed at 10 ° C. for 6 hours.

Next, after dispensing from the mixing stirrer,
Grind with a hammer mill containing a 2 mm screen,
The surface was coated with wt% of a perfluoroalkyl phosphate having 13 carbon atoms and 2 wt% of an acrylic silicon copolymer.

In the same manner, sericite, mica, talc, yellow iron oxide, red iron oxide, black iron oxide were used instead of titanium oxide as the pigment, and a total of seven types of cosmetic pigments having the same surface coverage were obtained. Was.

(Production Example 2) Perfluoroalkylphosphate potassium salt having a number average of 13 carbon atoms was 4 wt% as a solid content, and the solid content of an acrylic silicon copolymer (KP-541 manufactured by Shin-Etsu Chemical Co., Ltd.) was It is dissolved in isopropyl alcohol so as to be 2 wt%. Except for this, 8 wt% was obtained by the same method as in Production Example 1.
To obtain a titanium oxide whose surface was coated with a perfluoroalkyl phosphate having 13 carbon atoms and an acrylic silicon copolymer of 4 wt%.

In the same manner, sericite, mica, talc, yellow iron oxide, red iron oxide, black iron oxide were used in place of titanium oxide as a pigment, and the same surface coverage was obtained.
Various kinds of cosmetic pigments were obtained.

(Comparative Production Example 1) The production method is Production Example 1.
Same as above, but 3.5 w
The above pigments (titanium oxide, sericite, mica, talc, yellow iron oxide, red iron oxide, black iron oxide) were used by emulsifying only t% of a perfluoroalkyl phosphate ester ammonium salt having 13 carbon atoms. A pigment surface-coated with 7 wt% of a C13 perfluoroalkyl phosphate was obtained.

(Production Comparative Example 2) The production method is Production Example 1.
Same as above, but with 4 wt%
Each of the pigments (titanium oxide, titanium oxide, and potassium perfluoroalkyl phosphate) having a solid content of 7% by weight and an acrylic silicon copolymer (KP-541 manufactured by Shin-Etsu Chemical Co., Ltd.) dissolved therein. 8w for sericite, mica, talc, yellow iron oxide, red iron oxide, black iron oxide)
A pigment surface-coated with both t% of a perfluoroalkyl phosphate having 13 carbon atoms and 14 wt% of an acrylic silicon copolymer was obtained.

The water repellency and oil repellency of the surface-coated pigments of Production Examples 1 and 2 and Comparative Examples 1 and 2 were measured. Table 1 shows the measurement results. here,
For the degree of water repellency, the contact angle with water was measured, and for the degree of oil repellency, the contact angle with paraffin was measured. The contact angle was measured using a goniometer-type contact angle measuring device manufactured by Elmer.

[0032]

[Table 1]

(Examples 1 and 2) Powder foundations were prepared using the pigments prepared in Production Examples 1 and 2 in the following composition. Surface Coated Sericite 35.0 Surface Coated Talc 25.0 Surface Coated Mica 20.0 Surface Coated Titanium Oxide 10.0 Surface Coated Yellow Oxide 4.0 Surface Coated Bengala 1.2 Surface Coated Black Iron Oxide 0.8 Nylon Powder 4.0 100.0

The powder foundation was contained at 88% as a powder base and the binder base was set at 12%, and these were mixed with a Henschel mixer. At this time, the composition of the binder base is as follows. Dimethylpolysiloxane (6CS) 30 Dimethylpolysiloxane (10000CS) 25 Refined lanolin 9 Ester oil 36 100

(Examples 3 and 4) Using the pigments prepared in Production Examples 1 and 2, W / O liquid foundations were prepared according to the following formulation. 6. Surface Coated Talc 3.0 Surface Coated Sericite 2.0 Surface Coated Titanium Oxide 15.0 Surface Coated Bengala 0.2 Surface Coated Yellow Iron Oxide 2.5 Surface Coated Black Iron Oxide 0.8 Methyl Polysiloxane (6CS) 4 Dimethylcyclohexane-methyl (polyoxyethylene) dimethylsiloxane copolymer 1.8 Methylpolysiloxane (100CS) 8.0 Methylpolysiloxane (10000CS) 4.0 Methylphenylpolysiloxane 10.0 Ethanol 10.0 1.3 -Butylene glycol 2.0 purified water 33.3 100.0

(Comparative Examples 1 and 2) Powder foundations were prepared by using the pigments prepared in Production Comparative Examples 1 and 2 as surface-coated pigments in the same composition as in Examples 1 and 2.

Comparative Examples 3 and 4 W / O liquid foundations were prepared in the same composition as in Examples 3 and 4, using the pigments prepared in Production Comparative Examples 1 and 2 as surface-coated pigments.

The results of the dispersion, state stability, water repellency and oil repellency of the cosmetics of Examples 1 to 4 and Comparative Examples 1 to 4 were summarized. The results are shown in Table 2.

[0039]

[Table 2]

From the results shown in Table 1 above, according to the surface-coated pigments prepared in Production Examples 1 and 2, satisfactory water and oil repellency was obtained. On the other hand, although the comparative example 1 shows sufficient water and oil repellency, the comparative example 2 has sufficient water repellency but has a slightly lower oil repellency.

Further, from the results shown in Table 2, according to the powder foundations of Examples 1 and 2, the dispersed state is good, the water and oil repellency is good, and the state is stable without caking. I have. The feeling of use was moist and did not give a powdery feel. On the other hand, the powder foundation of Comparative Example 1 shows good water and oil repellency, but causes caking, and cannot be said to be a good powder foundation. Further, the powder foundation of Comparative Example 2 has good dispersibility, does not cause caking, and has good state stability, but does not show sufficient oil repellency.

On the other hand, in the W / O liquid foundations of Examples 3 and 4, the stability and dispersion state of the W / O emulsion were good, and the W / O emulsion exhibited good water and oil repellency when applied to the skin.
It also gives a moist feel. On the contrary,
In Comparative Example 3, the W / O emulsion was extremely unstable and immediately separated, and a stable W / O liquid foundation could not be obtained. In Comparative Example 4, it was easy to form a stable W / O emulsion, and although cosmetics could be made, they did not show good oil repellency when applied to the skin.

As described above, according to the cosmetic pigment of this production example and the cosmetic of this example in which the cosmetic pigment is blended, the water and oil repellency is excellent, and the Without blending a fluorine compound-based binder such as fluoropolyether, perfluorodecalin, perfluorooctane, etc., a commonly used dispersion compounding agent (for example, petrolatum, ceresin, microcrystalline wax, carnauba wax, candelilla wax, high grade Fatty acids, higher alcohols, squalane, liquid paraffin, ester oils, diglycerides, triglycerides,
It can be said that it has an excellent effect that it can be easily dispersed and compounded with silicon oil or the like.

Continued on front page F-term (reference) 4C083 AB232 AB242 AB432 AC102 AC122 AC901 AD072 AD091 AD152 AD161 AD162 AD512 BB21 CC12 DD17 DD23 DD32 EE01 EE03 EE06 EE07 4J037 AA08 AA09 AA11 AA15 AA16 AA18 AA19 AA22 AA25 A26

Claims (3)

[Claims] 1. A pigment powder for cosmetics comprising a phosphoric ester having a perfluoroalkyl group represented by the following general formula (1) and a phosphoric acid ester having a molecular weight of 30, represented by the following general formula (2). 000 to 300,000 2-ethylhexyl acrylate, methacrylic acid, methyl methacrylate, butyl methacrylate copolymer and an ester of methylpolysiloxane obtained by partially substituting a methyl group with a hydroxypropyl group A cosmetic pigment characterized by being subjected to a surface treatment. Embedded image Embedded image 2. The coating amount of the phosphoric ester represented by the general formula (1) is set to 30% by weight or less, and the coating amount of the ester represented by the general formula (2) is 0.1 to 10% by weight. %. The cosmetic pigment according to claim 1, which is defined as%. 3. A cosmetic comprising the cosmetic pigment according to claim 1 or 2.