JPH092920A - Cosmetic and surface-treating agent - Google Patents

Abstract

PURPOSE: To obtain a cosmetic and a surface-treating agent excellent in water resistance and sebum resistance, difficult to fall with sweating, kitchen work, swimming, etc., and excellent in cosmetic retainability, by using a specific silicone oil. CONSTITUTION: A cosmetic or a surface-treating agent contains an alkyl fluorinated silicone of the formula. In the case of the cosmetic, an alkyl fluorinated silicone oil of the formula is preferably contained in an amount of 1-50 pts.wt. per 100 pts.wt. of a powdery material. In the case of the surface- treating agent, the compound of the formula is preferably contained in an amount of 1-2 pts.wt. per 100 pts.wt. of the powdery material. The powdery material includes talc, muscovite, kaolin, titanium dioxide, aluminum powder, and diatomaceous earth. The cosmetic, especially a make-up cosmetic, well exhibits the effect, and a solid powder cosmetic does not cause a caking phenomenon.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic composition and a surface treatment agent having excellent makeup retention. More specifically, the present invention relates to a make-up cosmetic composition which is not powdery, does not easily lose its makeup, retains a flexible cosmetic film, and is unlikely to cake cakes with the passage of time, which is less irritating to the skin.

[0002]

2. Description of the Related Art Generally provided cosmetics, especially makeup cosmetics such as powder solid cosmetics, are used by mixing powder bases having different degrees of hydrophilicity and lipophilicity. The degree of lipophilicity and the degree of lipophilicity hinder the affinity for the skin, and the cosmetic film is a major factor that makes it feel powdery.
Generally, the amount of oil is increased to suppress the powdery appearance of the cosmetic film. Increasing the amount of oil to the area where it does not give a powdery feeling causes caking, which causes suspicion and impairs commercial value. In addition, if the amount of oil is slightly increased in a region where it does not feel like powder and caking does not occur,
There has been a problem that the crushing process in the manufacturing process of makeup cosmetics lacks uniformity.

In cosmetics, the powder may be used by coating the surface of the powder with a coating raw material such as higher fatty acid, higher alcohol, hydrocarbon, triglyceride, and esters which is used in general cosmetics. Such a coating material has a property that it is easily mixed with sebum secreted from the skin, which causes makeup deterioration. Further, silicone oils and silicone resins that have been used for the purpose of enhancing water repellency are not necessarily high in oil resistance, that is, they are not sufficient in sebum resistance.

Therefore, a method using the fluorine-modified silicone compound described in JP-A-2-295912 was proposed, but it was not satisfactory in terms of makeup retention.

[0005]

DISCLOSURE OF THE INVENTION The present invention provides a cosmetic composition and a surface treatment agent which are excellent in water resistance and sebum resistance, are hard to remove due to sweating, water work, swimming, etc. and have excellent makeup retention. To aim.

[0006]

The present inventors have completed the present invention as a result of intensive studies to solve such conventional defects.

That is, the first invention of the present application is a cosmetic containing a silicone oil represented by the general formula (3).

[0008]

Embedded image General formula (3) It is preferable that the amount is 1 to 50% by weight with respect to the amount of powder.

The second invention of the present application is based on the general formula (3).
A surface treating agent containing an alkylfluorine-modified silicone oil represented by

The amount of the alkylfluorine-modified silicone oil is preferably 1 to 2 parts by weight with respect to 100 parts by weight of the powder.

[0011]

The fluorine-modified silicone oil of the present invention is chemically bonded to the hydroxyl group on the powder surface and is different from the conventional adsorption type (JP-A-2-295912, JP-A-2-295913, JP-A-2-295912), the stability of the treated powder over time is remarkably good, and as a result, there is an effect that makeup retention is remarkably improved. The reason for this is the chemical bondability of this product shown below.

Regarding the chemical bondability, it is considered that the hydroxyl group existing on the powder and the silanol group are condensed to form a metal MO-Si bond. Further, since the present fluorine-modified silicone oil has three silanol groups in the molecule, it is considered that it contributes greatly to stability over time.

When the alkylfluorine-modified silicone oil used in the present invention is contained in cosmetics, it is incompatible with sebum and water and has the effect of uniformly wetting the powder surface. The alkylfluorine-modified silicone oil reacts quickly with high-temperature treatment and gradually reacts with the functional groups on the powder surface even at room temperature to form a thin and uniform layer with excellent strength, preventing the skin from feeling tight and dry. The cosmetic according to the present invention is applied to the skin with or without water.

A desirable blending amount of the alkylfluorine-modified silicone oil is 1 to 50 parts by weight based on 100 parts by weight of the powder. A particularly preferred range is 6 to 30 parts by weight. If it is less than 1 part by weight, the effect of preventing the tightness and dryness of the skin is not sufficient, and if it exceeds 50 parts by weight, no further effect can be expected.

The alkylfluorine-modified silicone oil according to the first invention of the present application is also suitably used in the second invention of the present application as a powder treating agent. When a powder surface is coated with an alkylfluorine-modified silicone oil and used in a cosmetic, the effect is remarkably enhanced as compared with the case where the powder is simply contained in the cosmetic. The amount of the alkylfluorine-modified silicone oil used was 100 parts by weight of the powder. 0 to 2.0 parts by weight is preferred. l. If the amount is less than 0 part by weight, the alkylfluorine-modified silicone oil does not spread over the entire surface of the powder and the effect is not sufficiently exerted.

In addition to the above essential components, the cosmetics of the present invention include, as oil components, various hydrocarbons such as squalane, liquid paraffin, vaseline, waxes such as microcrystalline wax, ozokerite and ceresin, myristic acid, Higher fatty acids such as palmitic acid, stearic acid, oleic acid, isostearic acid, higher alcohols such as cetyl alcohol, hexadecyl alcohol, oleyl alcohol, cetyl-2-ethylhexanoate, 2-ethylhexyl palmitate, 2-octyldodecylmyri State, 2-octyldodecyl gum ester, neopentyl glycol-2-ethylhexanate, trioctyl acid isoglyceride, 2-octyldodecyl oleate, isopropyl myristate, isostearic acid triglyceride, coconut oil Esters such as fatty acid triglycerite, olive oil, avocado oil, beeswax, myristyl myristate, mink oil, lanolin and other oils and fats, dimethylpolysiloxane, cyclic dimethylpolysiloxane, methylphenylpolysiloxane, silicone resin, silicone rubber, poly Examples include silicones such as ether-modified silicone and amino-modified silicone.

As the powder, any powder may be used as long as it can be usually added to cosmetics. For example,
Talc, muscovite, synthetic mica, phlogopite, phlogopite, biotite,
Lithia mica, sericite, permiculite, kaolin, titanium dioxide, titanium oxide coated mica, titanium oxide coated talc, titanium oxide coated bismuth oxychloride, bismuth oxychloride, fish scale foil, pearl pigment such as colored titanium oxide coated mica, aluminum powder, Metal powder pigments such as copper powder, iron oxide (red iron oxide), inorganic red pigments such as iron titanate, inorganic brown pigments such as γ-iron oxide, inorganic yellow pigments such as yellow iron oxide and ocher, black iron oxide, carbon Inorganic black pigments such as black, mango violet, inorganic purple pigments such as cobalt violet, chromium oxide, chromium hydroxide, inorganic green pigments such as cobalt titanate, ultramarine blue, inorganic blue pigments such as navy blue, zinc white, bentonite, Barium sulphate, metal soap, diatomaceous earth, aluminum silicate, calcium silicate, silica Barium, magnesium silicate, strontium silicate, metal tungstate, calcium carbonate, magnesium carbonate, alumina, hydroxyapatite, boron nitride, silica, nylon powder, zeolite, benzoguanamine powder, tetrafluoroethylene powder, polyamide powder, polyester powder , Polyethylene powder, polypropylene powder, polystyrene powder, cellulose powder, silicone resin powder, red 201, red 202, red 2
04, Red 205, Red 220, Red 226,
Red 228, Red 405, Clear 203, Clear 20
No. 4, yellow 205, yellow 401 and blue 404 organic pigments, red 3, red 104, red 106,
Red 227, Red 230, Red 401, Red 50
No. 5, clear 205, yellow 4, yellow 5, yellow 202
No. 203, Yellow No. 203, Green No. 3 and Blue No. 1 organic pigments such as zirconium, barium or aluminum lake,
Examples include natural pigments such as chlorophyll and β-carotene.

Other agents such as moisturizers, ultraviolet absorbers, antioxidants, preservatives, antiphlogistics, vitamins and hormones,
It is possible to add other ingredients such as a fragrance, a pH adjuster, a sequestering agent and an astringent, which are usually added to cosmetics.

Further, as a matter of course, by blending purified water, a water-soluble component and a suitable surfactant and making full use of an emulsification technique, a water-in-oil type or an oil-in-water type can be used as long as the water repellency is not lost. It can also be an emulsified composition.

[0020]

EXAMPLES The present invention will be described in detail below by showing typical synthetic examples of the alkylfluorine-modified silicone of the present invention and chemical properties of the treated powder. It should be noted that the compound of interest may be obtained, and the present invention is not limited to this synthesis example.

(Synthesis example) In a four-necked flask equipped with a stirrer and a thermometer, 0.1 g of 5% supported Pd-C and 40 wt.
g, pure water 2.16 g (0.12 mol) charged, internal temperature 5
After being brought to 0 ° C., 32 g of the general formula (4) hydrosiloxane
(0.05 mol) was added dropwise over 3.5 hours.

After the dropping, it was confirmed that the hydrogen was not volatilized, Pd-C was separated from the reaction product, and then the solvent was removed. The obtained crystals were recrystallized from THF-hexane (1/8 volume ratio) to obtain the target compound (Formula 1). It was a white crystal having a melting point of 72 ° C. (23.6 g, 63%).

The hydrosiloxane of the following general formula (4) used here is the corresponding trichloro compound of the following general formula (5) and 1,1,3,3-tetramethyldisiloxane in the presence of concentrated hydrochloric acid and water. It is obtained by stirring at.

[0024]

Embedded image General formula (4)

[0025]

_{Embedded image The} structure of the target compound (Chemical Formula 1) was confirmed by the general formula (5) C ₈ F ₁₇ CH ₂ CH ₂ SiCl ₃ IR, ¹ H-NMR, and elemental analysis. IR ν _OH : 3250 cm ^-l ν _CF : 1000 to 1300 cm ^{-1 l} H-NMR δ 0.23 (s, Si-CH ₃ , 18H) (in CDCl ₃ ) δ 0.85 (m, Si-CH ₂ , 2H). _{δ2.09 (m, CF 2 -CH 2} , 2H) δ6.07 (s, Si-OH, 3H) , however, the CHCl ₃ in CDCl ₃ as an internal standard.

Examples using the alkylfluorine-modified silicone of the present invention will be shown below. The present invention is not limited to this embodiment. The blending amount in the examples and comparative examples is% by weight.

Example 1 Solid Foundation (1) Titanium Dioxide 5.9 (2) Talc 23.9 (3) Spherical Polystyrene 20.0 (4) Mica 43.0 (5) Iron Oxide 7.0 ( 6) Alkyl Fluorine Modified Silicone 2.0 (7) Paraben Suitable amount (8) Antioxidant Suitable amount (9) Perfume Suitable amount (Production method) (1) to (5) are mixed, and the other (6) to (9)
Is heated at 80 ° C., sprayed onto (1) to (5) above, and further mixed. Then, the solid foundation was obtained by crushing and molding into an inner dish by compression molding.

Comparative Example 1 Solid Foundation (1) Titanium Dioxide 5.0 (2) Talc 23.0 (3) Spherical Polystyrene 20.0 (4) Mica 43.0 (5) Iron Oxide (6) Fluorine Modified silicone (X-22-822 (manufactured by Shin-Etsu Chemical Co., Ltd.)) 2.0 (7) Paraben proper amount (8) Antioxidant proper amount (9) Perfume proper amount (production method) Comparative Example 1 by the same method as in Example 1 Got

Comparative Example 2 Solid Foundation (1) Titanium Dioxide 5.0 (2) Talc 23.0 (3) Spherical Polystyrene 20.0 (4) Mica 43.0 (5) Iron Oxide 7.0 ( 6) Dimethyl polysiloxane 2.0 (7) Paraben proper amount (8) Antioxidant proper amount (9) Perfume proper amount (Production method) Comparative Example 2 was obtained by the same method as in Example 1.

(Evaluation) A sensory evaluation of Example 1 and Comparative Examples 1 and 2 was carried out by 20 specialist panels, and the results shown in Table 1 were obtained.

[0031]

[Table 1] The symbols in the table are: ⋅ ∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙∙ Judgment × ... Indicates that 0 to 4 people judged that the usability was good.

Example 2 Oily Foundation (1) Mica 20.0 (2) Talc 15.0 (3) Kaolin 10.0 (4) Iron Oxide 4.0 (5) Liquid Paraffin 35.0 (6) Dimethyl polysiloxane 8.0 (7) Alkyl fluorine modified silicone 5.0 (8) Sorbitan sesquioleate 2.0 (9) Vitamin E 0.5 (10) Perfume appropriate amount (Production method) (5) to (10) 90 The powder parts (1) to (4) that had been mixed in advance were added to what was heated and melted at 0 ° C., and the mixture was stirred and mixed with a homomixer, then deaerated, filled and cooled to obtain an oily foundation. The oil-based foundation was excellent in water resistance, oil resistance and makeup lasting as in the examples.

Example 3 Dual-use foundation (1) Silicone treated mica 35.0 (2) Silicone treated talc 20.0 (3) Silicone treated titanium dioxide 7.5 (4) Silicone treated iron oxide 7.5 (5) ) Spherical nylon powder 20.5 (6) Alkyl fluorine modified silicone 5.0 (7) Dimethylpolysiloxane 2.0 (8) Liquid paraffin 3.0 (9) Paraben proper amount (10) Antioxidant proper amount (production method) A dual-use foundation was obtained in the same manner as in Example 1. As in Example 1, the dual-use foundation was excellent in the water-soluble shochu, the oil-based shochu, and the longevity of makeup.

Example 4 Lipstick Titanium dioxide 5.0 Red No. 201 0.6 Red No. 202 1.0 Red No. 223 0.2 Candelilla wax 9.0 Solid paraffin 8.0 Beeswax 5.0 Carnauba wax 5. 0 Lanolin 11.0 Castor oil 22.2 Alkyl fluorine-modified silicone 7.0 Isopropyl myristate ester 10.0 0.0 Proper amount Perfume Proper amount (Production method) Titanium dioxide, Red No. 201, Red No. 202 In addition to the parts, knead with a roller (pigment part). Red No. 223 is dissolved in a part of castor oil (dye part). After the other components are mixed and melted by heating, the pigment portion and the dye portion are added, and the mixture is uniformly dispersed with a homomixer. After dispersion, pour into a mold and cool to make stick lipstick.

The lipstick of this example has excellent water resistance and shochu oil resistance,
The lipstick was hard to remove even after eating.

Example 5 Eye Shadow Talc 45.0 Mica 10.0 Spherical Nylon Powder 5.0 Seycite 5.0 Pigment 15.0 Pearl Pigment 10.0 Preservative Appropriate amount Dimethylpolysiloxane 6.5 Alkylfluorine modification Silicone oil 1.5 Sorbitan sesquioleate 2.0 Antioxidant Appropriate amount Fragrance Appropriate amount (Production method) Alkylfluorine-modified silicone oil is dissolved in ethanol, and the powder part is added and mixed for dispersion. Then, ethanol was volatilized and the powder was pulverized to obtain a powder coated with an alkylfluorine-modified silicone oil. This powder part is mixed well with a blender to dissolve the binder uniformly, and then added to the powder part, mixed, treated with a pulverizer and press-molded.

The eye shadow of this example was excellent in water resistance, oil resistance and makeup retention.

Example 6 Mascara Iron Oxide Black 10.0 Polyacrylic Ester Emulsion 30.0 Solid Paraffin 8.0 Lanolin Wax 8.0 Methylphenylpolysiloxane 25.0 Alkyl Fluorine Modified Silicone Oil 5.0 Sesqui Sorbitan oleate 4.0 Purified water 10.0 Preservative Suitable amount Perfume Suitable amount (Production method) Iron oxide is added to purified water and dispersed with a homomixer, then a polyacrylate emulsion is added and heated to 70 ° C ( Water phase). The other ingredients are mixed and heated to maintain 70 ° C (oil phase). A water phase was added to the oil phase, and the mixture was uniformly emulsified and dispersed with a homomixer to obtain a mascara.

The mascara of this example was excellent in water resistance and oil resistance, and had excellent makeup retention even when sweating during exercise.

Example 7 Oily Foundation Silicone-treated Mica 15.0 Silicone-treated Talc 10.0 Silicone-treated Titanium Dioxide 7.5 Silicone-treated Iron Oxide 7.5 Spherical Nylon Powder 10.0 Alkyl Fluorine Modified Silicone 23.0 Dimethyl Polysiloxane 10.0 Vaseline 6.0 Solid paraffin 3.0 Microcrystalline wax 6.0 Isopropyl palmitate 2.0 Fragrance Suitable amount Antioxidant Suitable amount (Manufacturing method) Binder and antioxidant are dissolved at 85 ° C The well mixed and pulverized powder part is added with stirring. Next, it is ground and dispersed by a colloid mill. Add fragrance,
After deaeration, the mixture was poured into a container at 70 ° C. and cooled to obtain an oily foundation. The oil-based foundation was excellent in water resistance, oil resistance and makeup lasting as in Example 1.

[0041]

As described above, the cosmetics and surface treatment agents of the present invention are excellent in water resistance and sebum resistance, are hard to be removed by perspiration, water work, swimming, etc., and are excellent in makeup retention. The effect is well exhibited in makeup cosmetics, and particularly in the case of solid powder cosmetics, the caking phenomenon hardly occurs.

Claims (4)

[Claims] 1. A cosmetic comprising an alkylfluorine-modified silicone oil represented by the following general formula (1). Embedded image General formula (1) 2. The cosmetic according to claim 1, wherein the alkylfluorine-modified silicone oil is contained in an amount of 1 to 50 parts by weight based on 100 parts by weight of the powder. 3. A surface treatment agent comprising an alkylfluorine-modified silicone oil represented by the following general formula (2). Embedded image General formula (2) 4. The surface treating agent according to claim 3, wherein the amount of the alkylfluorine-modified silicone oil is 1 to 2 parts by weight with respect to 100 parts by weight of the powder.