JP3508047B2 - Makeup cosmetics - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention provides a make-up cosmetic composition, more specifically a make-up cosmetic composition which has good water resistance and sweat resistance and has a long lasting make-up, a good feeling in use, and a uniform cosmetic film. To do.

[0002]

2. Description of the Related Art Make-up cosmetics come in various forms and types such as solid foundations, solid eye shadows, oily foundations and lipsticks which are prepared by mixing powder and oil. There are also emulsified foundations based on emulsified systems, but in each case, talc, kaolin, iron oxide,
It is characterized by containing a lot of inorganic powders such as titanium oxide and titanium / mica pearl pigments, and organic pigments such as nylon, cellulose and tar pigments. The makeup cosmetics containing a large amount of these inorganic powders and organic pigments have a problem that the makeup may be distorted or run off due to sebum, sweat, or oil of other cosmetics. In order to improve the durability of makeup caused by sweat, water and the like, silicone oil represented by dimethylpolysiloxane has been added to improve water resistance. In addition, recently, as a technique for preventing makeup from becoming worn, Japanese Patent Laid-Open No. 61-61
For example, as described in JP-A-65809, there is a product in which a volatile silicone and an organic silicone resin are blended to prevent the makeup from being damaged.

[0003]

However, the composition containing dimethylpolysiloxane is not sufficiently satisfactory although it has some water resistance. In addition, the compound of volatile silicone and organic silicone resin is excellent in the function of preventing makeup loss, but it has a drawback that the feeling of use is not good and the uniformity of the cosmetic film is difficult to obtain. Therefore, there has been a demand for a makeup cosmetic having an excellent effect of preventing makeup loss, a good feeling in use, and a uniform makeup film.

[0004]

In view of the above situation, the present inventors have earnestly studied, and as a result, by adding an acrylic-silicone-based graft copolymer and a specific cyclic silicone as essential components, the effect of preventing makeup loss The present invention has been completed by finding that a makeup cosmetic having good feeling in use and uniformity of makeup film can be obtained. That is, the present invention provides the following (a) component and (b) component (a) acryl-silicone graft copolymer (b) the following general formula (1).

[0005]

[Chemical 2]

(However, R ^{1 in} the formula is 1 to 10 carbon atoms.
Alkyl group or phenyl group, R ² has 1 to 1 carbon atoms
0 is a fluorine-substituted alkyl group, m is an integer of 0 to 3, and n is 1.
Is an integer of 6 and (m + n) is an integer of 3 to 6. And a cyclic silicone represented by the formula (1).

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below. The (a) component acryl-silicone graft copolymer used in the present invention is an organopolysiloxane compound having a radically polymerizable group at one end of its molecular chain and a radically polymerizable compound mainly composed of acrylate and / or methacrylate. A radical copolymer with a monomer, which is disclosed in JP-A-2-25
Examples include those described in Japanese Patent Application Laid-Open No. 411, Japanese Patent Application Laid-Open No. 2-132141, and the like. For example, an organopolysiloxane compound having radical polymerizability at one end of a molecular chain is represented by the following general formula (2)

[0008]

[Chemical 3]

R ^{3 is a} methyl group or a hydrogen atom R ⁴ is a carbon atom having a linear or branched carbon chain optionally blocked by one or two ether bonds.
Examples thereof include those represented by ten divalent saturated hydrocarbon groups R ⁵ : methyl group or butyl group 1: 3 to 300.

On the other hand, the radical-polymerizable monomer mainly containing acrylate and / or methacrylate means a compound having one radical-polymerizable unsaturated bond in the molecule, and the acrylate and / or methacrylate used is methyl. (Meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate,
Alkyl (meth) acrylate such as 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth)
Acrylate, hydroxyalkyl (meth) acrylate such as 2-hydroxypropyl (meth) acrylate,
Examples thereof include perfluoroalkyl (meth) acrylates having a fluorocarbon chain of 1 to 10. The copolymer of the dimethylpolysiloxane compound (A) having a radically polymerizable group at one end of the molecular chain and the radically polymerizable monomer (B) mainly containing acrylate and / or methacrylate has a polymerization ratio ((A) / (B)): 1/19 to 2 /
Within the range of 1, in the presence of a usual radical polymerization initiator such as benzoyl peroxide, lauroyl peroxide, and azobisisobutyronitrile.
Any of an emulsion polymerization method, a suspension polymerization method, and a bulk polymerization method can be applied. The acrylic-silicone copolymer is more preferably in the range of 0.1 to 15% by weight (hereinafter simply referred to as "%") in the makeup cosmetic of the present invention, and more preferably in the range of 0.5 to 10%. Is compounded in. When the blending amount is within this range, a product having particularly good cosmetic durability and feeling of use can be obtained. In addition, these acrylic-silicone graft copolymers may be used alone or in combination as needed.
More than one species can be used.

The cyclic silicone as the component (b) used in the present invention is represented by the above general formula (1), specifically, compounds represented by the following chemical formulas (3) to (10). Is exemplified.

[0012]

[Chemical 4]

[0013]

[Chemical 5]

[0014]

[Chemical 6]

[0015]

[Chemical 7]

[0016]

[Chemical 8]

[0017]

[Chemical 9]

[0018]

[Chemical 10]

[0019]

[Chemical 11]

The cyclic silicone as the component (b) is contained in the makeup cosmetic of the present invention in an amount of preferably 1 to 40%, more preferably 5 to 30%. When the compounding amount is within this range, it is possible to obtain particularly good cosmetic durability and system stability. In addition, these cyclic silicones may be used alone or in combination of two or more.

In the makeup cosmetic of the present invention, in addition to the above-mentioned essential components, components used in ordinary cosmetics, such as hydrocarbons, higher fatty acid esters, animal and vegetable oils, silicone oils, and fluorinated oils, are oily. Ingredients, powders such as organic pigments and inorganic pigments, water-soluble polymers, alcohols, aqueous components such as water, surfactants, UV absorbers, humectants, antioxidants, beauty ingredients, preservatives, fragrances, etc. Can be appropriately blended within a range that does not impair the effects of the present invention.

As the oily component, in addition to the essential components, solid oils, semisolid oils, liquid oils, volatile oils and the like generally used in cosmetics can be used. Hydrocarbons, fats and oils, waxes, hydrogenated oils, esters, fatty acids, higher alcohols, silicone oils, fluorine-based oils, lipophilic surfactants regardless of animal oil, vegetable oil, mineral oil, synthetic oil Agents and the like.
Specifically, solid paraffin wax, ceresin wax, microcrystalline wax, carnauba wax, candelilla wax, beeswax, mokuro, geiro, polyethylene wax, liquid paraffin, squalane, polybutene, vaseline, olive oil, castor oil,
Jojoba oil, macadamian nut oil, rosin acid pentaerythritol ester, dipentaerythritol fatty acid ester, cholesterol fatty acid ester, N-lauroyl-
L-Glutamic acid di (cholesteryl behenyl octyldodecyl), liquid lanolin, isopropyl myristate, isopropyl palmitate, cetyl 2-ethylhexanoate, octyldodecyl myristate, glyceryl trioctanoate, diglyceryl polyisostearate, stearic acid, laurin Acid, myristic acid, behenic acid,
Isostearic acid, oleic acid, cetyl alcohol, stearyl alcohol, lauryl alcohol, isostearyl alcohol, oleyl alcohol, dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, methylcyclopolysiloxane, crosslinkable methylpolysiloxane, crosslinkable type Fluorine-based oil agents such as methylphenyl polysiloxane, perfluorooctane, perfluorodecane, perfluoropolyether, and fluorine-modified silicone, glycerin monostearate, and sorbitan tristearate.

As the powder, any powder generally used in cosmetics may be used without any particular limitation, such as spherical shape, plate shape, and needle shape. For example, as the inorganic powder, talc, kaolin, mica, synthetic mica, sericite, magnesium carbonate, calcium carbonate, aluminum silicate, magnesium silicate, magnesium aluminum silicate, anhydrous silicic acid, silicon carbide, barium sulfate, bentonite, Smectite, titanium oxide, zinc oxide, magnesium oxide,
Aluminum oxide, red iron oxide, yellow iron oxide, black iron oxide, titanium monoxide, boron nitride, chromium oxide, konjac, ultramarine blue, iron oxide mica, iron oxide mica titanium, mica titanium, bismuth oxychloride and the like, organic powder. As the body, nylon powder, polyethylene powder, polystyrene powder, silicone powder, methylmethacrylate powder, polytetrafluoroethylene powder, wool powder, silk powder, crystalline cellulose, tar dyes and their lake dyes, and these powders. An example is a complex body. Furthermore, fluorine compounds, silicone oils, metal soaps,
It is also possible to use those which have been surface-treated with one or more of waxes, fats and oils, hydrocarbons and the like.

The aqueous component may be any water-soluble component, such as propylene glycol, 1,
Glycols such as 3-butylene glycol, dipropylene glycol, polyethylene glycol, glycerin,
Glycerols such as diglycerin and polyglycerin, saccharides such as sorbitol, maltitol, sucrose, starch, lactitol, guar gum, sodium chondroitin sulfate, sodium hyaluronate, gum arabic, sodium alginate, carrageenan, methylcellulose, hydroxyethylcellulose, carboxy Methylcellulose, carboxyvinyl polymer, polyvinyl alcohol, polyvinylpyrrolidone, alkylated carboxyvinyl polymer, water-soluble polymers such as sodium polyacrylate, sodium chloride, magnesium chloride, salts such as sodium lactate, aloe vera, witch hazel, hammamellis, cucumber, Examples include plant extracts such as lemon, lavender, and rose, and water.

Examples of the surfactant include nonionic surfactants such as glycerin fatty acid ester and its alkylene glycol adduct, polyglycerin fatty acid ester and its alkylene glycol adduct, propylene glycol fatty acid ester and its alkylene glycol adduct. , Sorbitan fatty acid ester and its alkylene glycol adduct, sorbitol fatty acid ester and its alkylene glycol adduct, polyalkylene glycol fatty acid ester, sucrose fatty acid ester, glycerin alkyl ether, polyoxyalkylene alkyl ether, polyoxyethylene alkylphenyl ether, Polyoxyethylene hydrogenated castor oil, alkylene glycol adduct of lanolin, polyoxyalkylene-modified silicone, polyethylene Ether-modified silicone, and the like. As anionic surfactants, fatty acids such as stearic acid and lauric acid, and their inorganic and organic salts,
Alkylbenzene sulfate, alkylsulfonate, α-
Olefin sulfonate, dialkyl sulfosuccinate, α-sulfonated fatty acid salt, acylmethyl taurine salt, N-methyl-N-alkyl taurine salt, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl Phosphate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkylphenyl ether phosphate, N-acyl amino acid salt, N-acyl-N-alkyl amino acid salt, o
-Alkyl-substituted malate, alkyl sulfosuccinate and the like can be mentioned. As the amphoteric surfactant, there are amino acid type and betaine type carboxylic acid type, sulfuric acid ester type, sulfonic acid type and phosphoric acid ester type, and those which are safe for the human body can be used. For example,
N, N-Dimethyl-N-alkyl-N-carboxymethylammonium betaine, N, N-dialkylaminoalkylenecarboxylic acid, N, N, N-trialkyl-N
-Sulfoalkylene ammonium betaine, N, N-
Dialkyl-N, N-bis (polyoxyethylene sulfate)
Examples thereof include ammonium betaine and 2-alkyl-1-hydroxyethyl-1-carboxymethylimidazolinium betaine.

Examples of the ultraviolet absorber include 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, and 2-hydroxy-4-methoxybenzophenone-5-as the benzophenone type. Sodium sulfonate, 2,2 '
-Dihydroxy-4,4'-dimethoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone-5-sodium sulfonate, 2,4-dihydroxybenzophenone, 2,2 ', 4,4'-tetra Examples thereof include hydroxybenzophenone, and PABA-based compounds include paraaminobenzoic acid, ethyl paraaminobenzoate, glyceryl paraaminobenzoate, amyl paradimethylaminobenzoate, and paradimethylaminobenzoic acid-2.
-Ethylhexyl, ethyl paradihydroxypropyl benzoate and the like, and examples of the cinnamic acid type include 2-ethylhexyl p-methoxycinnamic acid, 2-ethoxyethyl 4-methoxycinnamic acid and the like, salicylic acid type. Examples include 2-ethylhexyl salicylate, phenyl salicylate, homomenthyl salicylate, and the like, 2- (2-hydroxy-5-methylphenyl) benzotriazole, 4-tert-butyl-4′-methoxydibenzoylmethane, Oxybenzone and the like can be mentioned.

Examples of moisturizing agents include proteins, mucopolysaccharides, collagen, elastin, keratin and the like. Examples of the antioxidant include α-tocopherol,
Examples thereof include ascorbic acid. Examples of beauty ingredients include vitamins, anti-inflammatory agents, herbal medicines and the like. Examples of the preservative include alkyl paraoxybenzoate, phenoxyethanol and the like.

The make-up cosmetic composition of the present invention may be in the form of a stick, a plate, a powder, etc., and may be used in foundations, lipsticks, eye shadows, mascaras, eye liners, base creams and the like.

[0029]

The present invention will be further described with reference to examples, but the present invention is not limited to these examples.

Production Example Acrylic-Silicone Graft Copolymer Compositional Formula (11)

[0031]

[Chemical 12]

40 g of dimethylpolysiloxane substituted with one end of methacrylate and 40 of methyl methacrylate
g, 2-ethyl-hexyl acrylate 10 g, n-butyl methacrylate 10 g, and toluene 100 g are mixed, and subsequently, azoisobutyronitrile 1.5 g is added and dissolved, and then the temperature range is 80 to 90 ° C. under stirring. The mixture was reacted for 5 hours to obtain a viscous solution. This solution was poured into 2 l of methanol to precipitate the graft polymer. The precipitate was filtered off and dried to obtain a granular polymer.

Examples 1 to 6 and Comparative Examples 1 to 3: Stick Lipsticks Stick lipsticks having the formulations shown in Table 1 were prepared and evaluated for makeup retention, feeling of use, and film uniformity by the following methods. The results are also shown in Table 1.

[0034]

[Table 1]

* 1: Cyclic silicone of the above chemical formula (3) * 2: Cyclic silicone of the above chemical formula (4)

(Manufacturing Method) A and components (1) to (11) are uniformly heated and dissolved. Ingredients (12) to (15) were added to B and A and mixed uniformly,
Then, the component (16) is added and uniformly mixed. C, Fill a lipstick container to obtain lipstick.

(Evaluation method) Women with makeup history of 10 years or more 50
A use test with a name of "panel" was performed, and the number of people who evaluated each item of makeup retention, feeling of use (smoothness), and uniformity of film as good was evaluated according to the following criteria.

As is clear from the results shown in Table 1, the stick-shaped lipsticks of Examples 1 to 6 of the present invention have a longer lasting make-up, feeling of use, and uniformity of film than the stick-shaped lipsticks of Comparative Examples 1 to 3. It was excellent and had good moldability without sweating.

[0039] * 3: Methyl hydrogen polysiloxane treatment (3.
5%) * 4: Asahi Guard AG-530 (manufactured by Asahi Glass Co., Ltd.) 5
% Treatment * 5: Cyclic silicone represented by the chemical formula (8) (manufacturing method) A. Components (1) to (7) are mixed and ground. B. Components (8) to (16) are mixed uniformly. C. After adding B to A and making it uniform, it is further crushed and pressed into a dish. The product of the present invention obtained as described above was a powder foundation excellent in makeup retention, feeling in use, and film uniformity.

[0040] * 6: Methylpolysiloxane / methylhydrogenpolysiloxane treatment (3.5%) * 7: FOMBLIN HC-04 (manufactured by Montefluos) 5% treatment (production method) A. The components (8) to (14) are uniformly heated and dissolved. B. Components (1) to (7) are added to A and mixed uniformly. C. Components (15) to (18) are added to B, mixed, and filled in a predetermined container. The product of the present invention obtained as described above was an oil-based foundation excellent in makeup retention, feeling in use, and film uniformity.

[0041] (Production method) A. The components (1) to (9) are uniformly heated and dissolved. B. Ingredient (10) is added to A and mixed homogeneously. C. Components (11) to (14) are added to B, mixed, and filled in a predetermined container. The product of the present invention obtained as described above was an eyeliner excellent in makeup retention, feeling in use, and film uniformity.

[0042] (Production method) A. Components (1) to (6) are mixed and ground. B. Components (7) to (16) are mixed uniformly. C. After adding B to A and making it uniform, it is further crushed and pressed into a dish. The product of the present invention obtained as described above was an eye shadow excellent in makeup retention, feeling in use, and film uniformity.

[0043]

EFFECTS OF THE INVENTION The makeup cosmetic of the present invention is excellent in makeup lasting, feeling in use, and uniformity of film by incorporating an acrylic-silicone graft copolymer and a specific cyclic silicone as essential components, and A cosmetic with good stability.

─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Shigetada Momose 48-18 Sakaemachi, Kita-ku, Tokyo Kose Research Institute Co., Ltd. (72) Inventor Kazuhiro Tsuhara 48-18 Sakaemachi, Kita-ku, Tokyo Co., Ltd. Sei Research Institute (56) Reference JP-A-7-187951 (JP, A) JP-A-6-9332 (JP, A) JP-A-4-305510 (JP, A) JP-A-9-268110 (JP, A) (58) Fields investigated (Int.Cl. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (2)

(57) [Claims] 1. The following components (a) and (b); (a) acryl-silicone graft copolymer (b) the following general formula (1): (However, in the formula, R ¹ is an alkyl group having 1 to 10 carbon atoms or a phenyl group, R ² is a fluorine-substituted alkyl group having 1 to 10 carbon atoms, m is an integer of 0 to 3, and n is 1 to 6 And (m + n) is an integer of 3 to 6), the makeup cosmetic comprising the cyclic silicone. 2. The component (a) is 0.1 to 15% by weight,
The makeup cosmetic according to claim 1, wherein the component (b) is contained in an amount of 1 to 40% by weight.