JPH0725728A - Oily cosmetic - Google Patents

Abstract

PURPOSE:To obtain an oily cosmetic having good feeling of use and finish and simultaneously excellent in adhesiveness of cosmetic by combining a polyoxyalkylene-modified silicone with an alkylglyceryl ether-modified silicone. CONSTITUTION:This oily cosmetic contains (A) a polyoxyalkylene-modified silicone, preferably a compound, etc., of formula I (R<1> to R<9> are H, alkyl or phenyl; R<1>' is H or alkyl; (m) and (n) are numbers for regulating polyoxyalkylene groups in the molecules to 1-50wt.%, respectively) and (B) an alkylglyceryl ether-modified silicone, preferably a compound, etc., of formula II [at least one of R<27> to R<38> are formula III (Q is divalent hydrocarbon; R<39> and R<40> are H or hydrocarbons) and the remainder is H, hydrocarbon or phenyl; (a) to (c) are numbers for regulating the content of group of formula III to 1-50wt.%]. The above oily cosmetic containing an oily raw material which is solid, semisolid or liquid at ordinary temperature is preferably used. The oily cosmetic can be formed into a makeup cosmetic such as lip stick, foundation lotion, eye shadow or eye liner.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oily cosmetic, and more particularly to an oily cosmetic which provides a good feeling and finish and is excellent in makeup lasting.

[0002]

2. Description of the Related Art Oily make-up cosmetics such as lipsticks, eye shadows, eye liners and oily foundations which have hitherto been commercially available are applied to the skin to varying degrees. Later, it has been pointed out that the makeup has poor stickiness, is easily attached to clothes, and is easily bleeding.

In order to correct the above-mentioned drawbacks, for example, a volatile oil agent is blended and an attempt is made to improve the makeup lasting by leaving only the coloring material and the wax after application. A polymer is blended in the volatile oil agent, coated and dried. After that, attempts have been made to improve makeup lasting and color transfer by forming a polymer film on the skin or lips.

However, such cosmetics have the drawbacks that the luster disappears with the passage of time and that the so-called "thinness" occurs especially in lipstick due to the volatilization of the volatile oil agent.

Therefore, there has been a demand for the development of an oily cosmetic which is excellent in makeup lasting and gives a good usability and finish.

[0006]

Means for Solving the Problems The inventors of the present invention have made extensive studies in view of such circumstances, and as a result, an oily cosmetic containing a polyoxyalkylene-modified silicone and an alkylglyceryl ether-modified silicone described below has a good usability. The present invention has been completed by discovering that it gives a finish and is excellent in makeup lasting.

That is, the present invention provides an oily cosmetic characterized by containing the following components (A) and (B); (A) polyoxyalkylene-modified silicone, and (B) alkyl glyceryl ether-modified silicone. To do.

The oily cosmetic of the present invention refers to an oily cosmetic which does not substantially contain water, excluding water-in-oil type cosmetics and oil-in-water type cosmetics.

Preferred examples of the polyoxyalkylene-modified silicone of the component (A) used in the present invention include compounds represented by the following general formulas (1) to (4).

[0010]

[Chemical 1]

(In the formula, R ^{1 to} R ²⁶ are the same or different and each represent an alkyl group having 1 to 32 carbon atoms, a hydrogen atom or a phenyl group, and R ¹ ′ to R ⁸ ′ are the same or different. , Each represents an alkyl group having 1 to 32 carbon atoms or a hydrogen atom, p, p1, p2 and p3 each represent a number of 1 to 18, x, x1, x2, x3, y, y1, y2, y3,
m, m1, m2, m3, n, n1 and t are all average numbers, and each represents the number of polyoxyalkylene groups in the molecule of 1 to 50% by weight).

The compounds represented by the above general formulas (1) to (4) are preferably within the following range. R ^{1 to} R ²⁶ : an alkyl group having 1 to 25 carbon atoms (a part of which may be a hydrogen atom), R ¹ ′ to R ⁸ ′: a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, p to p3 : 1-20, x-
x3: 1 to 50, y to y3: 0 to 50, m to m3: 1 to
500, n-n 1: 1-100, t: 1-100.

The compounds represented by the above formulas (1) to (4) are particularly preferably those having the following ranges. R ^{1 to} R ²⁶ : an alkyl group having 1 to 22 carbon atoms (a part of which may be a hydrogen atom), R ¹ ′ to R ⁸ ′: a hydrogen atom, p to
p3: 1-5, x-x3: 1-50, y-y3: 0-2
0, m-m3: 10-300, n-n1: 1-50,
t: 1 to 50.

Commercially available products of the polyoxyalkylene-modified silicones (1) to (4) are, for example, manufactured by Nippon Unicar Co., Ltd., Shin-Etsu Chemical Co., Ltd., Toray Dow Corning Silicone Co., Ltd., The one manufactured by Toshiba Silicone Co., Ltd. can be mentioned.

The polyoxyalkylene-modified silicone of the component (A) has a polyoxyalkylene group of 1 to 5 in the molecule.
It is particularly preferable that the content is 0% by weight (hereinafter, simply referred to as “%”) in order to obtain a good finished feeling and makeup lasting.

The component (A) may be used alone or as a mixture of two or more kinds, and the blending amount thereof in the cosmetic of the present invention is
It is preferably 0.1 to 50%, particularly preferably 1 to 20%. If it is less than 0.1%, the effect of holding makeup is not sufficient,
On the other hand, if it exceeds 50%, the feel is deteriorated, and both are not preferable.

The alkyl glyceryl ether-modified silicone used as the component (B) in the present invention is preferably one having an alkyl glyceryl ether modification degree such that an oily substance can be obtained, that is, one having a low modification degree. Specific examples include those represented by the following general formula (5).

[0018]

[Chemical 2]

[Wherein at least one of R ^{27 to} R ³⁸ is represented by the following general formula (6):

[0020]

[Chemical 3]

[In the formula, Q represents a divalent hydrocarbon group having 3 to 20 carbon atoms, R ³⁹ and R ⁴⁰ are the same or different and each represents a hydrogen atom or a straight chain or branched chain having 1 to 32 carbon atoms. Represents a hydrocarbon group of), the rest are the same or different and each represents a hydrogen atom, a linear or branched hydrocarbon group having 1 to 32 carbon atoms or a phenyl group, a, b, and c are all average numbers and represent numbers such that the content of the alkyl glyceryl ether group represented by the general formula (6) is 1 to 50%].

Particularly preferred compounds of the component (B) are represented by the following general formulas (7) to (10).

[0023]

[Chemical 4]

(Wherein R ^{27 to} R ³⁵ , R ³⁹ , R ⁴⁰ , Q,
Each of a and b has the same meaning as described above. However, R ³⁹ and R ⁴⁰ existing in the same molecule may be the same or different. )

In the above general formulas (5), (7) to (10), the divalent hydrocarbon group having 3 to 20 carbon atoms represented by Q is trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene. , Octamethylene, nonamethylene, decamethylene, undecamethylene,
Linear alkylene groups such as dodecamethylene, tetradecamethylene, hexadecamethylene and octadecamethylene; branched chains such as propylene, 2-methyltrimethylene, 2-methyltetramethylene, 2-methylpentamethylene, 3-methylpentamethylene Examples thereof include alkylene groups.

The number of carbon atoms represented by R ^{27 to} R ⁴⁰ is 1 to 3.
As the linear or branched hydrocarbon group of 2, methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl,
Linear alkyl groups such as octadecyl, eicosyl, doeicosyl, tetraeicosyl, hexaeicosyl, octaeicosyl, triacontyl; isopropyl, sec-
Branched chain alkyl groups such as butyl, tert-butyl, neopentyl, 1-ethylpropyl, 1-heptyldecyl and the like can be mentioned. Here, R ^{27 to} R ³⁸ have 1 to 25 carbon atoms.
A straight-chain or branched-chain hydrocarbon group (provided that a part of them may be hydrogen atoms) is preferable, and a straight-chain or branched-chain hydrocarbon group having 1 to 22 carbon atoms (however, a part is hydrogen) May be atoms) are preferred. Further, R ³⁹ and R ⁴⁰ are preferably a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms, and particularly preferably a hydrogen atom.

Further, a, b and c are the organopolysiloxanes used as raw materials so that the content of the alkyl glyceryl ether group (6) is 1 to 50% in order to obtain a good finish and an excellent cosmetic hold. The range of 0 to 2000 is preferable from the viewpoint of easy availability and operability during production. Further, in the general formulas (7) to (10), a is preferably in the range of 1 to 500, particularly 10 to 30, while b is preferably in the range of 1 to 50, particularly 1 to 30.

The component (B) is, for example, JP-A-4-1340.
According to the method described in Japanese Patent Publication No. 13, it can be produced by reacting an organohydrogenpolysiloxane having at least one silicon-hydrogen bond with a corresponding alkenyl glyceryl ether.

As the component (B), one kind of the above compounds may be used, or two or more kinds thereof may be mixed and used, and the blending amount thereof is 0.1 to 50%, particularly 1 to 15% in the cosmetic of the present invention. preferable. If it is less than 0.1%, the effect of makeup stickiness is not sufficient,
On the other hand, if it exceeds 50%, the feel is deteriorated, and both are not preferable.

The blending weight ratio of the component (A) and the component (B) is preferably 1: 9 to 9: 1, more preferably 3: 7 to 7: 3. Especially for lipsticks, the mixing ratio is 5: 5.
When it is, color transfer is significantly prevented, which is preferable.

Both of the above components (A) and (B) are liquid in a system without water, but a small amount (1-2).
It has the property of increasing the viscosity when 0% of water is added. That is, the oil-based cosmetic composition of the present invention has a low viscosity at the time of preparation because of the absence of water, and the cosmetic composition can be applied thinly and uniformly onto the skin or lips. On the other hand, after application, water is supplied from the skin and breath, so that the viscosity of the coating film increases and the adhesion between the coating film and the skin or lips improves, and coloring materials, pigments, etc. contained in cosmetics. The desorption and movement of the will be significantly reduced.

The oily cosmetic of the present invention includes the above-mentioned component (A).
In addition to (B) and (B), it is preferable to include an oily raw material that is solid, semi-solid, or liquid at room temperature, because it improves the makeup lasting effect. Examples of the solid or semi-solid oily raw material include, for example, owl, hardened beef tallow, carnauba wax, candelilla wax, rice wax, beeswax, ceresin wax, microcrystalline wax, paraffin wax, polyethylene wax, hardened jojoba oil, lanolin, petrolatum, etc. Is mentioned. Also,
Examples of oily materials that are liquid at room temperature include hydrocarbons such as liquid paraffin, liquid isoparaffin (liquid polyisobutylene), squalane, etc .; natural animal and vegetable oils such as olive oil, jojoba oil, etc .; silicone oils such as dimethylpolysiloxane; isopropyl myristate etc. Synthetic ester oils and the like.

The above oily raw materials may be used alone or in admixture of two or more, and the blending amount thereof is preferably 1 to 90%, more preferably 5 to 70% in the cosmetic of the present invention.

The oily cosmetic of the present invention preferably contains a pigment which is usually used in cosmetics, depending on its use. Specific examples include extenders such as talc, sericite, mica, kaolin, silica, nylon powder, polyethylene powder and cellulose powder; carbon black, titanium oxide, iron oxide, zinc oxide, ultramarine blue,
Colorants such as dark blue, chromium oxide, organic tar dyes and lakes; and composite pigments such as mica titanium and iron oxide coated mica. Further, it is also possible to use those obtained by surface-treating these cosmetic pigments with silicone, higher fatty acid, higher alcohol, fatty acid ester, metal soap, amino acid or alkyl phosphate.

The amount of the above-mentioned pigment blended is 1 in the cosmetic of the present invention.
It is preferably 95%, especially 5% to 70%.

In the oily cosmetic of the present invention, in addition to the above components,
Depending on the purpose, an oily material other than the above, a surfactant, a medicinal component, a preservative, an antioxidant, a humectant, an ultraviolet absorber, a fragrance, etc. can be blended unless the effects of the present invention are impaired. .

The oily cosmetic composition of the present invention can be produced by heating, mixing, stirring and, if necessary, molding the above-mentioned components according to a conventional method to obtain makeup cosmetics such as lipsticks, foundations, eye shadows and eye liners. can do.

[0038]

EFFECT OF THE INVENTION The oil-based cosmetic composition of the present invention gives a good feeling and finish and is excellent in makeup lasting. When applied to lipstick, it can remarkably reduce color transfer and discoloration. it can.

[0039]

EXAMPLES The present invention will be described in detail below with reference to examples, but the present invention is not limited thereto.

Reference Example 1 A 100 ml two-necked flask equipped with a cooling tube and a magnetic stirrer was charged with the following formula.

[0041]

[Chemical 5]

15 g (4.4 mmol) of organohydrogensiloxane represented by: 8.1 g (33 mmol) of 10-undecenyl glyceryl ether, 1 part of potassium acetate
0.65 g (0.66 mmol) of a 0% ethanol solution and 50 g of isopropyl alcohol were charged, and 0.17 g (6.
6 × 10 ⁻³ mmol) was added and the temperature was raised by heating. The temperature of the contents was kept at 40 ° C. and stirred for 2.5 hours. After distilling off the solvent and treating with activated carbon, the unreacted 10-
Undecenyl glyceryl ether was distilled off to obtain a brown highly viscous substance. The obtained product was confirmed by IR and ¹ H-NMR spectrum to be a compound (B-1) represented by the following formula. Average molecular weight 5800 ( ¹ H-NMR
Calculated), the content of alkyl glyceryl ether group is 17
%.

[0043]

[Chemical 6]

IR (liquid film, cm ^-1 ): 3420 (-OH) 2968, 2932, 2860 (C-H) 1264 (Si-CH ₃ ) 1096, 1026, 842 (Si-O-Si) ¹ H- NMR [δppm, in CDCl ₃ , CHCl ₃ standard (7.28 pp
m)]: 0.00 (s, about _{390H) Si-C H 3 0.35-0.50} (m, 8H) Si-C H 2 1.08-1.39 (br, 64H) -C H 2 - 1.39-1.62 (br, 8H) C H ₂ -CH ₂ -O 1.96-2.29 (br, 4H) CH ₂ -O H 2.43-2.68 (br, 4H) CH-O H 3.38-3.50 (m, 16H) C H ₂ -O 3.50-3.70 ( m, 8H) C H ₂ -OH 3.70-3.86 (m, 4H) C H -OH

Reference Example 2 A 100 ml two-necked flask equipped with a cooling tube and a magnetic stirrer was charged with the following formula.

[0046]

[Chemical 7]

15 g (4.4 mmol) of the organohydrogensiloxane represented by, 4.3 g (33 mmol) of allyl glyceryl ether, 0.65 g (0.66 mmol) of a 10% ethanol solution of potassium acetate and 50 g of isopropyl alcohol were charged. 2% isopropyl alcohol solution of chloroplatinic acid 0.17g (6.6 × 10 ^-3 mm
ol) was added and the temperature was raised by heating. The temperature of the contents was kept at 40 ° C, and the mixture was stirred for 2.5 hours. After distilling off the solvent and treating with activated carbon, the unreacted allyl glyceryl ether was distilled off under reduced pressure by distillation under reduced pressure to obtain a viscous material. The product obtained was analyzed by IR and ¹ H-NMR spectrum to give the following formula (B-
It was confirmed to be the compound represented by 2). Average molecular weight 4000 (calculated by ¹ H-NMR), alkyl glyceryl ether content 20%.

[0048]

[Chemical 8]

IR (liquid film, cm ^-1 ): 3400 (-OH) 2965, 2925, 2860 (C-H) 1262 (Si-CH ₃ ) 1096, 1022, 844 (Si-O-Si) ¹ H- NMR [δppm, in CDCl ₃ , CHCl ₃ standard (7.28 pp
m)]: 0.01 (s, about _{273H) Si-C H 3 0.38-0.58} (m, 10H) Si-C H 2 - 1.10-1.41 (br, 8H) -C H 2 - 1.44-1.86 (m, 10H ) C H ₂ -CH ₂ -O 3.30-3.55 (m, 20H) C H ₂ -O 3.55-3.77 (m, 10H) C H ₂ -OH 3.77-3.90 (m, 5H) C H -OH

Example 1 and Comparative Examples 1 and 2 (lipstick) Each of the components shown in Table 1 below was heated to 80 ° C. and uniformly mixed, poured into a molding die, and cooled and solidified to produce a lipstick. For each of the obtained lipsticks, 10 panelists evaluated the test items shown in Table 1 according to the following criteria. The results are also shown in Table 1.

(Evaluation Criteria) ⊚: Eight or more people evaluated it as good. ◯: 6 to 7 people evaluated it as good. Δ: 4 to 5 people evaluated it as good. X: 3 or less were evaluated as good.

[0052]

[Table 1]

As is clear from the results shown in Table 1, the product of the present invention (Example 1) is superior to the comparative products (Comparative Examples 1 and 2)
It turns out that it is excellent in makeup lasting. In addition, the product of the present invention was better than the comparative product in terms of usability and finish.

Example 2 and Comparative Examples 3 to 4 (Oil Foundation) Of the components shown in Table 2, wax and oil components were dissolved at 90 ° C., and pigments and fragrances were added thereto and mixed and deaerated.
This was poured into a mold, cooled and molded, and then filled in a container to obtain an oily foundation. The makeup stickiness of these foundations was evaluated according to the evaluation criteria of Example 1. The comprehensive evaluation results are also shown in Table 2.

[0055]

[Table 2]

As is clear from the results shown in Table 2, the product of the present invention (Example 2) was compared with the comparative products (Comparative Examples 3 and 4),
It was excellent in makeup lasting. In addition, the product of the present invention was also excellent in feeling of use and finish as compared with the comparative product.

Example 3 and Comparative Examples 5 to 6 (solid powder eye shadows) Of the components shown in Table 3, the powder part was stirred and mixed with a blender,
The oil phase part which was heated and dissolved was sprayed onto this and further stirred. Then, it was crushed and compression molded with a molding machine to obtain a solid powder eye shadow. The makeup fluff of these powder eye shadows was evaluated according to the evaluation criteria of Example 1. The results are also shown in Table 3.

[0058]

[Table 3]

As is clear from the results shown in Table 3, the product of the present invention (Example 3) was superior to the comparative products (Comparative Examples 5 to 6) in cosmetic durability. In addition, the product of the present invention was also excellent in feeling of use and finish as compared with the comparative product.

Claims (2)

[Claims] 1. An oily cosmetic comprising the following components (A) and (B); (A) polyoxyalkylene-modified silicone, and (B) alkylglyceryl ether-modified silicone. 2. The oily cosmetic according to claim 1, containing an oily raw material which is solid, semi-solid or liquid at room temperature.