JP2001316223A - Pigment for cosmetic and cosmetic containing the pigment - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a cosmetic pigment usable for conventional oil, surfactant, etc., having a good spreading property on a skin, without having powdery feeling and excellent in water and oil repellency, respectirly and to provide a cosmetic containing the same. SOLUTION: The surface of a powdery pigment is simultaneously treated with a perfluoroalkyl group containing phosphoric acid ester expressed by formula (1); [RfCnH2nO]yPO(OM)3-y... (1) (wherein Rf expresses a 3-21C perfluoroalkyl group or a perfluorooxyalkyl group; n expresses 1-12; y expresses 1-3; M is H, an alkali metal, ammonium or a substituted ammonium) and an alkoxyalkylsilane compound expressed by formula (2); (CaH2a+1)mSi(OCbH2b+1)n... (2) (wherein a is 1-26, b is 1-3; m and n are each 1-3 and m+n=4).

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 problems, and is generally used without using a fluorine-based oil such as perfluoropolyether, perfluorodecalin and perfluorooctane. Oils and surfactants that can be used, spread well on the skin, have no powdery feel, and have excellent water and oil repellency and cosmetic pigments. It is intended to provide cosmetics containing the same.

[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:
The pigment powder cosmetics, the following general formula _{(1); [RfC n H} 2n O] y PO (OM) 3-y ...... (1) ( wherein, Rf is a perfluoroalkyl of 3 to 21 carbon atoms Represents an alkyl group or a perfluorooxyalkyl group, and may be linear or branched, and may have a single chain length or a complex chain length, and n is an integer of 1 to 12. Y represents a number from 1 to 3. M represents hydrogen, an alkali metal,
Indicates ammonium or substituted ammonium. ) And phosphoric acid ester having a perfluoroalkyl group represented by the following general formula _{(2); (C a H} 2a + 1) m Si (OC b H 2b + 1) n ...... (2) ( wherein, a is 1 And 26 and b are integers of 1 to 3, m and n are each an integer of 1 to 3, and m + n = 4.) It is characterized by the following.

The cosmetic pigment of the present invention has water and oil repellency and is commonly used, for example, petrolatum, ceresin, microcrystalline wax,
Carnauba wax, canderia 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, blush, etc., it can be easily dispersed and blended, and when used as a cosmetic, spreads well on the skin, It can give a less powdery feel.

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 alkoxyalkylsilane compound represented by the general formula (2) is 0%. It is preferable that the content be 0.1 to 20% 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 alkoxyalkylsilane compound represented by the general formula (2) also varies depending on the particle size of the raw material powder to be coated, but generally the coating amount of 0.1 to 20% by weight is not suitable for the purpose. To obtain a powder. If the amount of coating is less than 0.1% by weight, good dispersion may not be obtained with a generally used oil binder when compounded as a cosmetic. On the other hand, if the coating amount exceeds 20% 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 shows water-repellency and oil-repellency, it has good spreadability to skin, and it gives a non-powdery feel and can provide a cosmetic excellent in use feeling.

[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.

[0012] In cosmetic pigment according to the present invention, the following general formula _{(1); [RfC n H} 2n O] y PO (OM) 3-y ...... (1) ( wherein, Rf is a carbon number 3 to 21 Which is linear or branched and may have a single chain length or a complex chain length, and n is 1 to 12. And y represents a number from 1 to 3. M is hydrogen, an alkali metal,
Indicates ammonium or substituted ammonium. Examples of the phosphoric acid ester having a perfluoroalkyl group represented by the formula (1) include perfluoroalkyl phosphoric acid ester diethanolamine salt which is a solid content of an aqueous dispersion emulsion commercially available from Asahi Glass Co., Ltd. under the name of AG-530; Or sodium perfluoroalkyl phosphate, potassium potassium perfluoroalkyl phosphate, ammonium perfluoroalkyl phosphate and the like having the same molecular structure but different salt forms.

On the other hand, the following general formula (2): (C _a H _{2a + 1} ) _m Si (OC _b H _{2b + 1} ) _n (2) (where a is an integer of 1 to 26 and b is an integer of 1 to 3) And m and n are each an integer of 1 to 3 and m + n = 4.) Examples of the alkoxyalkylsilane compound represented by the formula: tetramethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, tetraethoxysilane, Methyltriethoxysilane, dimethyldiethoxysilane, isobutyltrimethoxysilane, n-decyltrimethoxysilane, n-octyltrimethoxysilane, n
-Octyltriethoxysilane, octadecyltriethoxysilane and the like.

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

First, a predetermined amount of a perfluoroalkyl phosphoric acid ester compound and an alkoxyalkyl silane compound to be coated on the surface are mixed at a concentration of about 0.5 to 2 respectively.
The emulsion is simultaneously dissolved or dispersed in an appropriate solvent so as to have a concentration of 0% by weight, and the pigment powder for cosmetics is added during the heating and stirring, followed by stirring for a certain time. After this,
After removing the solvent by heating (reducing the pressure if necessary), the mixture is heated at about 110 ° C. for 6 hours, and then pulverized to obtain the desired water- and oil-repellent pigment powder for cosmetics. As the solvent used here, a polar organic solvent such as isopropyl alcohol 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)
And at the same time, the surface is coated with an alkoxyalkylsilane compound.

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 alkoxyalkylsilane compound represented by the general formula (2) is not particularly limited, but a coating amount of 0.1 to 20% by weight is generally suitable. When the coating amount is less than 0.1% by weight, when blended as a cosmetic, generally used oil binders (for example, petrolatum, ceresin, microcrystalline wax, carnauba wax, canderia wax, higher fatty acids, higher alcohols) , 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 must be used. When the coating amount exceeds 20% by weight, the oil repellency provided by the coating according to the general formula (1) may not be sufficiently exhibited.

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 using a common oily component such as petrolatum, ceresin, microcrystalline wax, carnauba wax, canderia wax, squalane, liquid paraffin, ester oil, diglyceride, triglyceride, silicone oil, etc. Can be adjusted.
In addition, the cosmetic whose composition has been adjusted exhibits sufficient water / oil repellency to be required, has good spreadability to the skin, and can impart a non-powdery feel.

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, and oil-in-water are preferred for foundation applications. Emulsions, oils, mousses and the like are preferred.

[0022]

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

(Preparation Example 1) Perfluoroalkylphosphate ammonium salt having a number average of 13 carbon atoms was added to isopropyl alcohol so that the solid content of the ammonium salt was 3.5 wt% and that of n-octyltriethoxysilane was 1 wt%. Allow to dissolve. 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 n-octyl silicate.

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 is dissolved in isopropyl alcohol so that the solid content is 4 wt% and n-octyltriethoxysilane is 2 wt%. . Otherwise, in the same manner as in Production Example 1, 8 wt% of a perfluoroalkyl phosphate having 13 carbon atoms and titanium oxide whose surface was coated with 4 wt% of n-octyl silicate were obtained.

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 above-mentioned pigments (titanium oxide, titanium oxide) was dissolved in a solution of potassium perfluoroalkylphosphate ester having 13 carbon atoms and 7 wt% of n-octyltriethoxysilane.
A pigment was obtained which was surface-coated on both sericite, mica, talc, yellow iron oxide, red iron oxide, black iron oxide) with 8 wt% of a perfluoroalkyl phosphate ester having 13 carbon atoms and 14 wt% of n-octyl silicate.

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 spreadability to the skin was also good, and the powdery feeling was not obtained. On the contrary,
The powder foundation of Comparative Example 1 exhibits good water and oil repellency, but causes caking, and cannot be said to be a good powder foundation. In the powder foundation of Comparative Example 2, the dispersibility was good,
It does not cause caking and is in good condition and 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 are good, and the W / O emulsion shows good water and oil repellency when applied to the skin. On the other hand, 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, and perfluorooctane, a commonly used dispersion compounding agent (for example, vaseline, lanolin, microcrystalline wax, carnauba wax, canderia wax, squalane) Liquid paraffin, ester oil, diglyceride, triglyceride, silicone oil, etc.).

Continued on the front page F term (reference) 4C083 AB232 AB242 AB432 AC102 AC122 AD072 AD152 AD162 AD512 AD532 BB25 CC01 CC12 DD17 DD23 DD32 EE01 EE07 4J037 AA08 AA09 AA10 AA11 AA15 AA16 AA17 AA22 AA24 AA26 AA03 CB22 CB22 CB23

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 an alkoxyalkylsilane compound represented by the following general formula (2): For cosmetics, characterized in that they are simultaneously surface-treated. _{[RfC n H 2n O] y} PO (OM) 3-y ...... (1) ( wherein, Rf represents a perfluoroalkyl group or a perfluorooxyalkyl group having 3 to 21 carbon atoms, linear or branched And n may be an integer of 1 to 12, y is an integer of 1 to 3, M is hydrogen, Alkali metal,
Indicates ammonium or substituted ammonium. ) (In _{C a H 2a + 1) m} Si (OC b H 2b + 1) n ...... (2) ( wherein, a is 1 to 26, b is an integer of 1 to 3, m and n each is 1 to 3 It is an integer, and m + n = 4.) 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 alkoxyalkylsilane compound represented by the general formula (2) is 0.1% by weight. The cosmetic pigment according to claim 1, which is contained in an amount of up to 20% by weight. 3. A cosmetic comprising the cosmetic pigment according to claim 1 or 2.