JP2016079148A - Oily pigment dispersion and cosmetic containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an oily pigment dispersion in which washout property is improved, while having an excellent water-resistance, and to provide a cosmetic containing the oily pigment dispersion.SOLUTION: The cosmetic of interest is obtained by producing an oily pigment dispersion containing (A) a pigment subjected to surface treatment with an anionic organic compound represented by the following general formula (1); (B) a silicone modification acrylate resin; and (C) silicone oil, and by compounding the oil dispersion into the cosmetic. In the pigment of (A), preferably, the zeta potential value of pH in a neutral region is -1 mV to -60 mV.SELECTED DRAWING: None

Description

  The present invention relates to an oily pigment dispersion having excellent water resistance and improved wash-off properties, and a cosmetic containing the oily pigment dispersion.

  Oil-based pigment dispersions for cosmetics are pre-mixed with pigments that are incorporated into basic cosmetics such as makeup cosmetics such as foundations, eyeshadows, and teak, sunscreen cosmetics, hair cosmetics, milky lotions, and creams. Because it is highly dispersed, there is little scattering of pigments in the preparation of cosmetics, and because the pigment is already highly dispersed, special handling equipment is not required. Widely used.

  In addition, the pigment used in the oil-based pigment dispersion is widely subjected to a hydrophobizing treatment for the purpose of improving the lasting property when blended in cosmetics, for example, higher fatty acids, higher alcohols. There are known methods for imparting hydrophobicity by coating a pigment surface with a hydrocarbon, triglyceride, ester, silane, silicone oil, silicone resin such as silicone resin, or a fluorine compound. Among them, many methods have been established to date for hydrophobizing pigments using silicones as surface treatment agents (see, for example, Patent Documents 1 and 2), and oil-based dispersions using them have also been widely known. (For example, refer to Patent Documents 3 and 4).

  On the other hand, in cosmetics, the washability is required as an important performance. However, when an oily dispersion using the above-mentioned conventional hydrophobized pigment is blended, even if the cosmetic durability can be improved, even if soap is used because of its excellent hydrophobicity, However, it cannot be washed out easily, and it is necessary to wash off the oily preparation with soap after washing it off with an oily preparation.

As a solution to such problems, a method has been proposed in which the pigment surface is treated with a pH-responsive compound that changes the surface of the pigment to hydrophilic when it is made into an appropriate basic environment with soapy water or the like. The cosmetics using this surface-treated pigment can maintain its effect for a long time while applying makeup, and can be easily washed away when removing makeup (for example, And Patent Documents 5 and 6).
However, these are proposals as surface-treated pigments, and proposals as oil-based pigment dispersions that are highly dispersed in an oil-based medium while maintaining their performance are not confirmed.

JP-A-60-16397 JP-A-62-177070 JP 2002-80748 A JP 2005-171145 A JP 2006-131887 A JP 2007-197399 A

  The present invention has been made in view of the above-described problems, and provides an oily pigment dispersion having excellent water resistance and improved wash-off properties, and a cosmetic containing the oily pigment dispersion. It is for the purpose.

（式中、Ｒ_１、Ｒ_２、Ｒ_３、Ｒ_４は水素又は飽和炭化水素基であり、Ｘはアルカリ金属又はアミンであり、ｋ、ｍ、ｎは１以上の整数で、ｋ＋ｍ＋ｎ＜１，０００，０００である。） As a result of intensive studies to achieve the above object, the present inventors have found that a surface-treated pigment treated with an anionic organic compound represented by the following general formula (1) (preferably a zeta potential at a neutral pH range). Having a value of -1 mV to -60 mV) is dispersed in silicone oil, it has high pigment dispersibility and excellent water resistance by using a silicone-modified acrylic resin as a dispersant. At the same time, the present inventors have found that an oily pigment dispersion with improved washability can be obtained and completed the present invention.

(In the formula, R ₁ , R ₂ , R ₃ and R ₄ are hydrogen or a saturated hydrocarbon group, X is an alkali metal or amine, k, m and n are integers of 1 or more, k + m + n <1, 000,000.)

That is, the oil-based pigment dispersion according to the first invention is
(A) a pigment surface-treated with an anionic organic compound represented by the general formula (1),
It contains (B) silicone-modified acrylic resin and (C) silicone oil.

  Further, in the first invention, the pigment surface-treated with the anionic organic compound represented by the general formula (1) of (A) has a zeta potential value of −1 mV to −60 mV in the neutral region. The range is preferable (second invention).

  Next, the cosmetic according to the third invention is characterized in that it contains the oily pigment dispersion of the first invention or the second invention.

  According to the present invention, the pigment surface-treated with the anionic organic compound represented by the general formula (1) can be stably dispersed with low viscosity in the silicone solvent by using the silicone-modified acrylic resin. When the resulting oily pigment dispersion is made into a basic environment, the surface of the pigment can be imparted with a pH responsiveness that changes to hydrophilicity, and it has excellent water resistance and improved washability. A pigment dispersion and a cosmetic containing it can be obtained.

  Next, specific embodiments of the oil pigment dispersion according to the present invention and a cosmetic containing the oil pigment dispersion will be described.

In the present invention, the anionic organic compound represented by the general formula (1) of the above (A) to be surface-treated on the pigment powder is not particularly limited, but acrylic acid / alkyl acrylate copolymer triethanolamine, acrylic acid / Acrylic acid alkyl copolymer triisopropanolamine, acrylic acid / alkyl acrylate copolymer 2-amino-2-methylpropanol, acrylic acid / alkyl acrylate copolymer 2-amino-2-methyl-1,3-propanediol More preferably, these may be used alone or in combination.
Here, the surface treatment amount is not particularly limited, but is preferably about 0.5 to 50% by mass, more preferably 2 to 10% by mass with respect to the pigment. If the treatment amount is less than 0.5% by mass, the target performance is not exhibited, and if it exceeds 50% by mass, dispersion in a solvent becomes difficult.

  The pigment powder surface-treated with the anionic organic compound of the present invention may be surface-treated with a combination of compounds such as silicones, alkylsilanes, alkyl titanates, fluorine compounds, amino acid compounds, and fatty acid compounds. I do not care. In addition to the above compounds, various conventionally known surface treatments can be applied. A plurality of these processes can be used in combination.

  The pigment to be surface-treated according to the present invention includes an inorganic pigment, an organic pigment, and a resin powder pigment, and is not particularly limited as long as it is a substance that does not dissolve in the dispersion solvent. Inorganic pigments include, for example, fine particle titanium oxide, fine particle zinc oxide, cerium oxide, titanium oxide, zinc white, black iron oxide, yellow iron oxide, bengara, bitumen, magnesium oxide, zirconium oxide, mica, sericite, talc, silica , Kaolin, chromium hydroxide, carbon black and the like. Examples of the organic pigment include Risol Rubin B, Lake Red C, Risol Red, Rhodamine B, Herringdon Pink CN, Permanent Red, Benzyl Orange G, and Phthalocyanine Blue. Examples of the resin powder pigment include cellulose powder, nylon powder, acrylic powder, silicone resin powder, polyurethane powder, and tetrafluoroethylene powder.

  In the surface-treated pigment thus obtained, the value of the zeta potential at the neutral pH is preferably -1 mV to -60 mV, more preferably -10 mV to -60 mV.

  The treatment method of the anionic organic compound-treated pigment used in the present invention is not particularly limited, but a predetermined amount of the anionic organic compound is dissolved in an appropriate organic solvent, the solution and the pigment are mixed and stirred, and then the organic solvent is added. It can be obtained by removing.

Next, the silicone-modified acrylic resin used in the present invention includes (alkyl acrylate / dimethicone) copolymer, (acrylates / ethylhexyl acrylate / dimethicone methacrylate) copolymer, (acrylates / stearyl acrylate / dimethicone methacrylate) copolymer, ( (Acrylates / behenyl acrylate / dimethicone methacrylate) copolymers, which may be used alone or in combination.
Although it does not specifically limit about the addition amount, Usually, it is preferable to mix | blend 1-20 mass% in a dispersion composition, More preferably, it is 3-15 mass%. When the mass ratio is less than 1% by mass, the dispersibility of the pigment decreases, and long-term stability such as formation of a hard cake decreases. Moreover, when it exceeds 20 mass%, there exists a possibility of inhibiting the expression of the target performance.

  The dispersion medium used in the present invention is a silicone solvent usually used in cosmetics such as methylpolysiloxane, cyclohexasiloxane, cyclopentasiloxane, cyclotetrasiloxane, methyltrimethicone, phenyltrimethicone, ethyltrisiloxane, caprylylmethicone. Can be used.

  As a method for preparing the dispersion of the present invention, various dispersing machines such as a homomixer, a disper, and a kneader can be used, but a wet bead mill capable of applying a high shearing force is most preferable. In particular, by using such an apparatus and setting the number of passes to 10 passes or more, the aggregated particles of the pigment are dispersed while being crushed and are finely divided, so that the dispersion stability is further improved.

  Next, the cosmetic according to the present invention will be described. The cosmetic of the present invention is excellent in water resistance and improves the wash-out property by blending the above-mentioned oily pigment dispersion treated with an anionic organic compound. Specific examples of cosmetics can be used for makeup cosmetics such as foundations, eye shadows, and teaks, and basic cosmetics such as sunscreen cosmetics, hair cosmetics, emulsions, and creams. The blending amount is not particularly limited, but is preferably 0.1 to 100% by mass.

  Furthermore, the cosmetics of the present invention include components usually used in cosmetics, such as powders, surfactants, oils, gelling agents, polymers, cosmetic ingredients, moisturizers, pigments, preservatives, and fragrances. It can be used as long as the effects of the invention are not impaired.

  As the form of the cosmetic of the present invention, any dosage form such as powder form, emulsion, cream form, stick form, solid form, spray, multi-layer separated type may be used.

  Next, the present invention will be described more specifically based on Examples and Comparative Examples of oil-based pigment dispersions according to the present invention and cosmetics containing the oil-based pigment dispersions. It is not limited.

(Production Example 1)
91% by mass of fine particle titanium oxide (manufactured by Teika MT-05), 3% by mass of acrylic resin alkanolamine (manufactured by Osaka Organic Chemical Industry, Aniset L-1000 [acrylic resin alkanolamine 40% by mass ethanol solution]), octyltriethoxysilane (EVONIK) DYNASYLAN OCTEO manufactured by 6% by mass in isopropanol was mixed with the solvent to remove the solvent, followed by heat treatment at 130 ° C. for 6 hours to obtain a surface-treated pigment. To 30% by mass of this surface-treated pigment, 12% by mass of (acrylates / ethylhexyl acrylate / dimethicone methacrylate) copolymer (KP-578 made by Shin-Etsu Silicone) and 58% by mass of cyclopentasiloxane (KF-995 made by Shin-Etsu Silicone) were added, It mixed in the wet bead mill (Shinmaru Enterprises 1.4L dyno mill). Mixing was performed by adding zirconia beads of φ0.5 mm at a filling rate of 80%, an agitator peripheral speed of 10 m / s, and a pump flow rate of 300 g / min.

(Production Example 2)
Fine particle zinc oxide (Maca-MZ-500HP, 91% by mass), acrylic resin alkanolamine (manufactured by Osaka Organic Chemical Industry, Aniset L-1000 [acrylic resin alkanolamine 40% by mass ethanol solution]), 3% by mass, octyltriethoxysilane (EVONIK) DYNASYLAN OCTEO) (6% by mass) was mixed in isopropanol to remove the solvent, and then heat treated at 130 ° C. for 6 hours to obtain a surface-treated pigment. 45% by mass of this surface-treated pigment is 5% by mass of (acrylates / ethylhexyl acrylate / dimethicone methacrylate) copolymer (KP-578 made by Shin-Etsu Chemical Co., Ltd.) and 50% by mass of cyclopentasiloxane (KF-995 made by Shin-Etsu Chemical Co., Ltd.). In addition, it was mixed in the same manner as in Production Example 1 with a wet bead mill (1.4 L dyno mill manufactured by Shinmaru Enterprises).

(Production Comparative Example 1)
After mixing 92% by mass of fine particle titanium oxide and 8% by mass of methyl hydrogen dimethicone (KF-9901 manufactured by Shin-Etsu Chemical Co., Ltd.) in isopropanol and removing the solvent, the mixture was heat treated at 220 ° C. for 6 hours to obtain a silicone-treated pigment. 10% by mass (KF-6017P, manufactured by Shin-Etsu Chemical Co., Ltd.) and 60% by mass of cyclopentasiloxane (KF-995, manufactured by Shin-Etsu Chemical Co., Ltd.) were added to 30% by mass of the surface-treated pigment, and mixed in the same manner as in Production Example 1. did.

(Production Comparative Example 2)
After mixing 92% by mass of fine particle zinc oxide and 8% by mass of methyl hydrogen dimethicone (KF-9901 manufactured by Shin-Etsu Chemical Co., Ltd.) in isopropanol and removing the solvent, the mixture was heat treated at 220 ° C. for 6 hours to obtain a silicone-treated pigment. 10% by mass (KF-6017P manufactured by Shin-Etsu Chemical Co., Ltd.) and 40% by mass of cyclopentasiloxane (KF-995 manufactured by Shin-Etsu Chemical Co., Ltd.) were added to 50% by mass of the surface-treated pigment, and mixed in the same manner as in Production Example 1. did.

  Here, the dispersibility of the dispersion obtained as described above was evaluated by the change in the particle size distribution and viscosity of the dispersion over time. Further, by observing the dispersion state of water after the water adjusted to pH = 7 and pH = 10 is mixed and stirred in the dispersion, it is easy to adapt to water adjusted to pH = 7 and pH = 10. Was evaluated. The results are shown in Table 1.

  As can be seen from the results shown in Table 1, it was found that all of Production Examples 1 and 2 and Production Comparative Examples 1 and 2 showed good dispersibility, and a stable dispersion having a low viscosity was obtained. In addition, in Production Examples 1 and 2, it was revealed that water having pH = 10 was dispersed without separation. That is, it is considered that the dispersion of the present invention is excellent in water resistance when blended in cosmetics, and can be easily washed away with water in a basic environment.

Example 1
The oil-based pigment dispersion of Production Example 1 was blended according to the formulation shown in Table 2 below to obtain a sunscreen cosmetic.

(Example 2)
A sunscreen cosmetic was obtained in the same manner as in Example 1 except that the oil-based pigment dispersion of Production Example 2 was used instead of Production Example 1.

(Comparative Example 1)
A sunscreen cosmetic was obtained in the same manner as in Example 1 except that the oil-based pigment dispersion of Production Comparative Example 1 was used instead of Production Example 1.

(Comparative Example 2)
A sunscreen cosmetic was obtained in the same manner as in Example 1 except that the oil-based pigment dispersion of Production Comparative Example 2 was used instead of Production Example 1.

  For each of the cosmetics produced in Examples 1 and 2 and Comparative Examples 1 and 2, a sensory evaluation test on the feeling of use was performed using 10 female panelists. The test was conducted in a questionnaire format, and each item was scored between 0 and 5 points, 0 points were badly evaluated, 5 points were evaluated as excellent, and the result was expressed as the average score of all panelists. . Therefore, the higher the score, the better the evaluation. The evaluation results are shown in Table 3.

  From the results shown in Table 3, the sunscreen cosmetics of Example 1 and Example 2 have good usability when applied, good adhesion to the skin, and excellent makeup resistance due to excellent water resistance. Furthermore, since it has the characteristic of pH responsiveness, it was excellent in the washing | cleaning property at the time of washing away cosmetics.

Since the oil-based pigment dispersion of the present invention has excellent water resistance and further has a pH responsive characteristic, a cosmetic compounded with this has good makeup sustainability and excellent detergency when washed away. Industrial value is extremely high, and it is particularly suitable for use in cosmetics such as sunscreens.

Claims (3)

(A) a pigment surface-treated with an anionic organic compound represented by the following general formula (1):
An oil-based pigment dispersion comprising (B) a silicone-modified acrylic resin and (C) a silicone oil.

(In the formula, R ₁ , R ₂ , R ₃ and R ₄ are hydrogen or a saturated hydrocarbon group, X is an alkali metal or amine, k, m and n are integers of 1 or more, k + m + n <1, 000,000.)   The pigment surface-treated with the anionic organic compound represented by the general formula (1) in (A) has a zeta potential value of pH in the neutral region in the range of -1 mV to -60 mV. The oil-based pigment dispersion according to claim 1. A cosmetic comprising the oil-based pigment dispersion according to claim 1 or 2.