JP3506948B2 - Cosmetics - Google Patents

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a cosmetic composition which is excellent in water and oil repellency and in durability of cosmetic effect. More specifically, by blending a silicone compound having a novel structure with excellent water resistance and sebum resistance with a fluorine-based silicone resin, the water resistance and sebum resistance of the formulation are enhanced, and the durability of the cosmetic effect is excellent. Regarding cosmetics.

[0002]

2. Description of the Related Art Conventionally, cosmetics containing powders such as foundations and sunscreen agents have had problems such as discoloration of makeup due to kinking and wetting of pigments due to sweat and sebum over time. Therefore, various methods have been developed for preventing makeup loss from the past. Among them, the fluorine-based material has been particularly attracting attention in recent years. Fluorine-based materials are generally excellent in water and oil repellency, and are therefore used as materials that enhance the sustainability of cosmetic effects. For example, perfluoropolyether, which is an oil agent, and perfluoroalkyl phosphate ester salt, which is a pigment treatment agent, may be used and compounded.

[0003]

However, these materials have many restrictions in prescription and are difficult to use, and their incorporation into cosmetics has not been easy. Further, the water resistance, sebum resistance, and durability of the cosmetic effect of the preparation have not been sufficiently satisfactory.

[0004]

In view of these problems, the present inventors have found that they are inexpensive, insoluble in sebum and sweat, and soluble in oils for cosmetics such as cyclic silicones, and they are used in formulation. We have found that by developing a fluorinated oil that has easy properties and further combining it with a fluorinated silicone resin, the water resistance and sebum resistance of the formulation can be further strengthened, and a cosmetic with excellent durability of the cosmetic effect can be obtained. It was And
It has been found that the effect is remarkable especially in the preparation containing powder.

That is, the first aspect of the present invention is a compound having a structure represented by the following general formula 3 and a fluorine-modified silicone resin having a silanol group in the molecule, which is represented by the following general formula 4
A cosmetic having a compound having the structure of

[0006]

[Chemical 3] (However, in the above general formula 3,R ², R³, R^Four, R^Five,
R⁷, R⁹, R^Ten Is a methyl group, R⁶IsTrifluoropro
Is a pill group,R ¹ andR⁸Is a hydroxyl group, and l is 0 to
20,000 and m is 1 to10,000AndWhat,eachShi
Roxane units polymerize randomly, And the value of l + m is large
A compound that exhibits a liquid to solid form as it grows
It )

[0007]

[Chemical 4] (However, in the general formula 4, R ¹¹ is an alkyl group having 1 to 8 carbon atoms, a phenyl group, a hydroxyl group, or a general formula -R ^12-
Rf, which is arbitrarily selected from a hydroxyl group and a functional group essentially including the general formula —R ¹² —Rf, R ¹² is a divalent alkylene group having 2 to 6 carbon atoms, and Rf is a perylene group having 1 to 8 carbon atoms. It is a fluoroalkyl group, and X is 1.0 ≦ X ≦ 1.8 in average number.
Is. )

The second aspect of the present invention is the above-mentioned cosmetic, which further contains a powder.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION As shown in the structural formula, the compound represented by the general formula 3 used in the present invention has a linear siloxane main chain as a skeleton in which a hydroxyl group and a fluorine-substituted hydrocarbon group are present. It is characterized by having a structure modified by. Hereinafter, the compound represented by the general formula 3 will be referred to as the present compound.

In the present compound, R ² , R ³ , R ⁴ , R ⁵ ,
R ⁷ , R ⁹ and R ¹⁰ are methyl groups and R ⁶ is trifluoropro
Is a pill group , R ¹ and R ⁸ are hydroxyl groups, and 1 is 0 to
Is 20000, m is I 0-10000 der, each sheet <br/> Rokisan units randomly are polymerized (in part may also be polymerized in block) is characterized.
Within each unit, an intermediate material since ^{R 2, R 3, R 4} , R 5, R 7, R 9 can be the most inexpensive to manufacture since it is a methyl group, as R ⁶ is a Application Benefits fluoro pull propyl group Is easy to obtain . Further, since the R ¹ and R ⁸ is a hydroxyl group, squeakiness can be reduced. The smaller l and m, the lower the viscosity, and the larger l and m, the higher the viscosity. Forms of the compounds the value of l + m is small
When it becomes liquid, it takes the form of a liquid, and when its value increases, it becomes a viscous liquid, and when its value becomes larger, it becomes a solid.

[0011]

When the compound is in the form of a solid, volatile silicone such as cyclic silicone, dimethyl polysiloxane having a temperature of 100 cs or less at room temperature, methylphenyl polysiloxane, light liquid isoparaffin, liquid compound at room temperature, perfluoropolysiloxane It is preferable to dissolve or disperse the present compound in a solid state using at least one liquid compound such as ether or lower alcohol as a solvent. At this time, the concentration of the present compound is preferably in the range of 5 to 70% by weight with respect to the concentration of the solution. Furthermore, when mixing or dispersing, it is preferable to use a roller mill, an attritor, a crusher such as an extrusion kneader, a mixer, or a kneader.

The present compound is produced according to the production methods described in JP-A-5-86196 and JP-A-5-132555, and these publications describe the application of the compound to cosmetics. No description is seen. On the other hand, as an example of compounding into cosmetics, JP-A-4-45154 and JP-A-6-145029 describe the compound and the like, but these publications specifically describe the compound. And Examples, and there is no description suggesting properties or characteristics when the present compound is blended in cosmetics.

Further, the fluorine-modified silicone resin having a silanol group in the molecule used in the present invention has the structure represented by the above general formula 4, but the ratio of the number of silanol groups in the molecule is the total number of silicon atoms. On the other hand, it is preferably 0.1 to 5%. Further, it is preferable that the present fluorine-modified silicone resin does not dissolve in squalane when it contains water.

Since the fluorine-modified silicone resin having a silanol group in the molecule used in the present invention is solid, it is dissolved in a solvent such as cyclic silicone, dimethylpolysiloxane, liquid compound, methylphenylpolysiloxane and light liquid isoparaffin. It is preferable to use.
Especially octamethylcyclotetrasiloxane (hereinafter referred to as D4
And / or decamethylcyclopentasiloxane (hereinafter referred to as D5).

The compounding ratio of the compound of the present invention and the fluorine-modified silicone resin having a silanol group in the molecule is preferably 0.1 to 50% by weight, based on the total amount of the cosmetic. It is more preferably 0.5 to 35% by weight. Further, the compounding ratio of the fluorine-modified silicone resin having a silanol group in the molecule is preferably 0.1 to 20% by weight, more preferably 0.1.
It is 5 to 5% by weight. Within this range, a preparation having excellent water and oil repellency and durability of cosmetic effect can be obtained.

In the present invention, it is preferable to mix a powder component with each of the above components. Conventionally, powder components are apt to cause aggregation or wetting with time when blended into cosmetics, but when combined with the above composition, the powder is more firmly fixed to the skin, and thus the long-lasting cosmetic effect is maintained. The improvement is more exerted. As the powder, a powder having an ultraviolet protection effect is particularly preferable. As the powder, for example, titanium oxide,
Examples thereof include metal oxides such as low-order titanium oxide, zinc oxide, and cerium oxide, metal hydroxides such as iron hydroxide, plate-shaped iron oxide, metal flakes such as aluminum flakes, and ceramics such as silicon carbide. Among these, it is particularly preferable to select one or more fine particle metal oxides or fine particle metal hydroxides having an average particle diameter in the range of 5 to 100 nm.

The following powders can also be preferably used. For example, red 104, red 201, yellow 4, yellow 1, black 401 and other pigments, yellow 4 Al lake, yellow 203 Ba lake and other lake pigments, polyamide resin powder, silk powder, polyurethane powder Polymer powder such as polyfluorinated ethylene resin powder, silicone powder, polymethylmethacrylate resin powder, cellulose powder, silicone elastomer spherical powder, polyethylene resin powder, polypropylene resin powder, yellow iron oxide, red iron oxide, black oxide Colored pigments such as iron, chromium oxide, carbon black, ultramarine blue and navy blue, talc, mica, extender pigments such as sericite, kaolin and plate barium sulfate, pearl pigments such as mica titanium, barium sulfate, calcium carbonate, magnesium carbonate, Aluminum silicate, silica Metal salts such as magnesium, bentonite, smectite, and boron nitride. The shape of these powders (spherical, true spherical,
There is no particular limitation on the size, crystal form, rod shape, needle shape, plate shape, amorphous shape, scaly shape, spindle shape, etc.). Further, the particle size distribution of the powder may be narrow or wide.

Among these powders, if an elastomer such as silicone elastomer spherical powder, polyethylene resin powder, polypropylene resin powder, polyfluorinated ethylene resin powder, silicone rubber powder, polyurethane resin powder is used, the stability of the product over time It is preferable because it improves the feel and touch. In particular, it is preferable to use the silicone elastomer spherical powder and ester oil, or the silicone elastomer spherical powder and silicone oil (including volatile and non-volatile) in combination. An example of the silicone elastomer spherical powder is the Toray-Dow Corning Silicone trefil-E series.

These powders are subjected to conventionally known surface treatments such as fluorine compound treatments (perfluoroalkyl phosphate ester treatment, perfluoroalkylsilane treatment, perfluoropolyether treatment, fluorosilicone treatment,
Fluorinated silicone resin treatment is preferable), silicone treatment (methylhydrogenpolysiloxane treatment, dimethylpolysiloxane treatment, vapor phase tetramethyltetrahydrogencyclotetrasiloxane treatment is preferable), silicone resin treatment (trimethylsiloxysilicic acid treatment is preferable. Preferred), pendant treatment (a method of adding an alkyl chain or the like after vapor-phase silicone treatment), silane coupling agent treatment, titanium coupling agent treatment, silane treatment (alkylsilane or alkylsilazane treatment is preferable), oil agent treatment, N -Surface treatment such as acylated lysine treatment, polyacrylic acid treatment, metal soap treatment (preferably stearic acid or myristic acid salt), polyacrylic resin treatment, metal oxide treatment, amino acid treatment, and adhesive treatment. Is preferred and Preferably it is preferable to use a combination of a plurality of these processes. For example, it is preferable to coat the surface of fine particle titanium oxide with a metal oxide such as silane or alumina, and then perform surface treatment with alkylsilane.

In the cosmetic of the present invention, the mixing ratio of the powder is as follows, based on the total amount of the cosmetic.
0.1 to 90% by weight is preferable.

In the cosmetic of the present invention, in addition to the above components, oils, fluorine compounds, resins, surfactants, adhesives, preservatives, fragrances, and ultraviolet absorbers (organic type UV) which are usually used in cosmetics are used. -A or B may be used), moisturizers, salts, solvents, antioxidants, chelating agents, neutralizing agents, pH adjusters, insect repellents, physiologically active ingredients, and other various components. Can be used.

Examples of the oil agent include volatile and non-volatile oil agents, solvents and resins usually used in cosmetics, and may be liquid, paste or solid at room temperature. Examples of oils include, for example, cetyl alcohol, isostearyl alcohol, lauryl alcohol, hexadecyl alcohol, higher alcohols such as octyldodecanol, isostearic acid, undecylenic acid, fatty acids such as oleic acid, glycerin, sorbitol, ethylene glycol, propylene. Polyhydric alcohols such as glycol and polyethylene glycol, myristyl myristate, hexyl laurate, decyl oleate, isopropyl myristate, hexyldecyl dimethyloctanoate, glyceryl monostearate, diethyl phthalate,
Esters such as ethylene glycol monostearate and octyl oxystearate, hydrocarbons such as liquid paraffin, petrolatum and squalane, lanolin, reduced lanolin, waxes such as carnauba wax, mink oil, cocoa butter,
Examples include oils and fats such as coconut oil, palm kernel oil, camellia oil, sesame oil, castor oil, and olive oil, and ethylene / α-olefin / co-oligomers.

Further, examples of the oil agent in another form include, for example, dimethylpolysiloxane, methylhydrogenpolysiloxane, methylphenylpolysiloxane, polyether-modified organopolysiloxane, and fluoroalkyl / polyoxyalkylene co-modified organopolysiloxane. , Alkyl-modified organopolysiloxane, terminal-modified organopolysiloxane, fluorine-modified organopolysiloxane, amodimethicone, amino-modified organopolysiloxane, silicone gel, acrylic silicone, trimethylsiloxysilicic acid, silicone RTV rubber and other silicone compounds, perfluoropolyether , Fluorine compounds such as fluorinated pitch, fluorocarbon, and fluoroalcohol.

Examples of the solvent include purified water, cyclic silicone, ethanol, light liquid isoparaffin, lower alcohol, ethers, LPG, fluorocarbon, N-methylpyrrolidone, fluoroalcohol, volatile linear silicone, and next-generation chlorofluorocarbon. Is mentioned.

As the surface active agent, for example, an anionic surface active agent, a cationic surface active agent, a nonionic surface active agent, or an amphoteric surface active agent can be used.

Examples of the tackifier and resin are sodium polyacrylate, cellulose ether, calcium alginate, carboxyvinyl polymer, ethylene / acrylic acid copolymer, vinylpyrrolidone polymer, vinyl alcohol / vinylpyrrolidone copolymer, nitrogen. Substituted acrylamide polymer, polyacrylamide, cationic polymer such as cationized guar gum, dimethyl acrylic ammonium polymer, acrylic acid methacrylic acid acrylic copolymer, POE / POP copolymer, polyvinyl alcohol, pullulan, agar, gelatin, tamarind seed Polysaccharides, xanthan gum, carrageenan, high methoxyl pectin, low methoxyl pectin, guar gum, gum arabic, crystalline cellulose, arabinogalactan, karaya gum, tragacanth Arm, alginic acid, albumin, casein, curdlan, gellan gum, dextran, cellulose, polyethyleneimine, highly polymerized polyethylene glycol, cationized silicone polymer, synthetic latex, and the like.

[0028] Examples of the physiologically active ingredient include substances that give some physiological activity to the skin when applied to the skin. For example, whitening ingredients, anti-inflammatory agents, anti-aging agents, UV protection agents, slimming agents, tightening agents, antioxidants, hair growth agents, hair growth agents, moisturizers, blood circulation promoters, antibacterial agents, bactericides, drying agents,
Cooling agents, warming agents, vitamins, amino acids, wound healing promoters, stimulants, analgesics, cell activating agents, enzyme components, skin colorants and the like can be mentioned. In the present invention, it is preferable to blend one or more of these physiologically active ingredients.
Among these, natural plant extract components, seaweed extract components, and crude drug components are particularly preferable.

Examples of these components include, for example, ashitaba extract, avocado extract, armature extract, altea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo biloba extract, fennel extract, turmeric extract, oolong tea extract, Agets extract, Chinese cabbage leaf extract, Ogon extract, Pleurotus sinensis extract, Coptis chinensis extract, Barley extract, Hypericum perforatum extract, Odorikosou extract, Dutch mustard extract, orange extract, seawater dried product, seaweed extract, hydrolyzed elastin, hydrolyzed wheat powder, hydrolyzed Silk, chamomile extract, carrot extract, wormwood extract, licorice extract, karkade extract, oyster extract, kiwi extract, kina extract, cucumber extract, guanosine,
Gardenia extract, Kumazasa extract, Clara extract, Walnut extract, Grapefruit extract, Clematis extract, Chlorella extract, Mulberry extract, Gentian extract,
Black tea extract, yeast extract, burdock extract, rice bran fermented extract, rice germ oil, comfrey extract, collagen,
Bilberry extract, Cycin extract, Psycho extract, Cai Tai extract, Salvia extract, Sorbour extract, Sasa extract, Hawthorn extract, Hawthorn extract, Shiitake extract, Dio extract, Sikon extract, Perilla extract, Shinanoki extract, Shimotsukisou extract, Peony extract, Shobu root extract , Birch extract, horsetail extract, Ivy extract, Hawthorn extract,
Sambucus nigra extract, yarrow extract, mint extract, sage extract, mallow extract, senkyu extract, senburi extract, soybean extract, turmeric extract, thyme extract, tea extract, clove extract, chigaya extract, chinpi extract, touki extract, daffodil extract, tounin extract. , Spruce extract, Dokudami extract, Tomato extract, Natto extract, Carrot extract, Garlic extract, Novara extract, Hibiscus extract, Bakumondou extract, Parsley extract, Honey, Hamamelis extract, Parietaria extract, Hikiokoshi extract, Bisabolol, Loquat extract, Fukitampo extract , Fukinotou extract, butterbur extract, butcher bloom extract, grape extract, propolis, loofah extract, safflower Vinegar, peppermint extract, lime extract, button extract, hops extract, pine extract, horse chestnut extract, skunk cabbage extract, Sapindus extract, Melissa extract, peach, cornflower extract, eucalyptus extract, saxifrage extract, Yuzuekisu,
Yokuinin extract, mugwort extract, lavender extract,
Examples thereof include apple extract, lettuce extract, lemon extract, lotus root extract, rose extract, rosemary extract, Roman chamomile extract, royal jelly extract and the like.

Deoxyribonucleic acid, mucopolysaccharide, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, biopolymer such as hydrolyzed eggshell membrane, amino acid, sarcosine,
Amino acid derivatives such as N-methyl-L-serine, moisturizing ingredients such as sodium lactate, urea, sodium pyrrolidonecarboxylate, betaine and whey, oily ingredients such as sphingolipids, ceramides, cholesterol, cholesterol derivatives and phospholipids, ε-aminocapron Acids, anti-inflammatory agents such as glycyrrhizinic acid, β-glycyrrhetinic acid, lysozyme chloride, guaiazulene, hydrocortisone, vitamins A, B ₂ , B ₆ , C, D, E, calcium pantothenate, biotin, nicotinamide, vitamin C ester Active ingredients such as vitamins such as allantoin, diisopropylamine dichloroacetic acid, 4-aminomethylcyclohexanecarboxylic acid, antioxidants such as tocopherols, carotenoids, flavonoids, tannins, lignans and saponins, α-hid Cell activating agents such as xyxic acid and β-hydroxy acid, blood circulation promoting agents such as γ-oryzanol and vitamin E derivatives, wound healing agents such as retinol and retinol derivatives, arbutin, kojic acid, placenta extract, sulfur, ellagic acid, linole Acid, tranexamic acid,
Whitening agents such as glutathione, cepharanthin, licorice extract, hinokitiol, garlic iodide extract, pyridoxine hydrochloride, dl-α-tocopherol, dl-acetate
α-tocopherol, nicotinic acid, nicotinic acid derivative,
Examples thereof include camphor, salicylic acid, 1-menthol and γ-aminobutyric acid.

Examples of organic ultraviolet absorbers include 2-ethylhexyl paramethoxycinnamate, 2-hydroxy-4-methoxybenzophenone, and 2-hydroxy-4.
-Methoxybenzophenone-5-sulfuric acid, 2,2'-dihydroxy-4-methoxybenzophenone, p-methoxyhydrocinnamic acid diethanolamine salt, para-aminobenzoic acid (hereinafter abbreviated as PABA), ethyldihydroxypropyl PABA, glyceryl PABA, salicylic acid Homomenthyl, methyl-O-aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, octyldimethyl PABA, octyl salicylate, 2-phenyl-benzimidazole-5-sulfate, triethanolamine salicylate, 3- ( 4-methylbenzylidene) camphor, 2,4-dihydroxybenzophenine, 2,2 ', 4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2- Dorokishi -4-N-octoxybenzophenone, 4-isopropyl dibenzoylmethane, butyl methoxydibenzoylmethane, 4- (3,4
-Dimethoxyphenylmethylene) -2,5-dioxo-
Examples thereof include 2-ethylhexyl 1-imidazolidinepropionate, polymer derivatives and silane derivatives thereof, and in the present invention, it is preferable to appropriately use them in combination.
Among these organic UV absorbers, 2-ethylhexyl paramethoxycinnamate, 4-tert-butyl-4′-
Methoxydibenzoylmethane is preferably used.

It is also possible to use a polymer powder in which the organic ultraviolet absorber is sealed. The polymer powder may or may not be hollow, and the average primary particle size may be in the range of 0.1 to 50 μm, and the particle size distribution may be broad or sharp.
Examples of the type of polymer include polyacrylic resin, polymethacrylic resin, polystyrene resin, polyurethane resin, polyethylene resin, polypropylene resin, polyethylene terephthalate resin, silicone resin, polyamide resin, and polyacrylamide resin. A powder obtained by incorporating an organic UV absorber in the range of 0.1 to 30% by weight based on the weight of the powder in these polymer powders is preferable, and particularly 4-tert-butyl-4′-methoxydiamine which is a UVA absorber. Preference is given to using benzoylmethane.

The cosmetics of the present invention include, for example, sunscreen agents, oily foundations, emulsion foundations, water-use foundations, dual-use foundations, white powders, blushers, pressed powders, cheek colors, undercovers, lipsticks, lip coats, eye shadows. , Eyeliner, nail color, makeup base agent, emulsion, lotion, cream, hand lotion, conditioner, rinse, hair dye, setting agent, perfume, deodorant agent and the like.

As the dosage form of the cosmetic of the present invention, a multi-layered form,
Conventionally known dosage forms such as water-in-oil emulsion, oil-in-water emulsion, gel, spray, mousse, oil, solid, and sheet can be used.

[0035]

EXAMPLES The present invention will be described in more detail with reference to Examples and Comparative Examples. The methods for evaluating various properties of the cosmetics obtained in Examples and Comparative Examples are shown below.

[Evaluation of Sensory Characteristics] Ten expert panelists were used to evaluate the sensory characteristics of the prototype. Regarding sensory characteristics, +5 points were given when the sensory characteristics were excellent, and 0 points were given when the sensory characteristics were inferior, and a total of 4 points were evaluated during that period, and the evaluation results were obtained by summing the scores of all members. Therefore, the higher the score, the higher the evaluation.

Example 1 As the present compound, in the above general formula 3, 1 is 20,
m is Ru 10 der (However, l, m is a central value, the actual polymer has a distribution) with a compound (referred to as the compound A), and as the fluorine-modified silicone resin having a silanol group in the molecule A cyclic silicone pentamer having the following structural formula dissolved in a concentration of 50% by weight was used. (CF ₃ CH ₂ CH ₂ (CH ₃ ) ₂ SiO _1/2 ) _0.088 ((C
_{H 3) 3 SiO 1/2) 0.57} (SiO 4/2) 0.78 (HOSiO
_3/2 ) _0.22 Using the above materials, a sunscreen agent was prepared according to the following prescription. As the treated fine particle titanium oxide, fine particle titanium oxide coated with silica / alumina having an average particle diameter of 17 nm was coated with octyltrimethoxysilane at a coating amount of 8% by weight, and heat treated at 160 ° C. As the treated fine particle zinc oxide, silica-treated fine particle zinc oxide having an average particle diameter of 50 nm was coated with methylhydrogenpolysiloxane at a coating amount of 3% by weight.
The one heat-treated at 70 ° C. was used. Further, as the treated yellow fine particle titanium oxide, a silica-treated iron-doped fine particle titanium oxide coated with methylhydrogenpolysiloxane at a coating amount of 3% by weight and heat-treated at 130 ° C. is used. As the material, Trefil E-507 manufactured by Toray Dow Corning Silicone Co., Ltd. was used.

[0038]     Component blending amount (wt%)   ----------------------------------------------   Ingredient A     Treated fine particles titanium oxide 8     Cyclic silicone (tetramer) 12   Ingredient B     Treated yellow fine particles titanium oxide 0.8     Treated fine particles zinc oxide 17   Ingredient C     Silicone elastomer spherical powder 1     This compound A 6     Cyclic silicone (pentamer) 15     Fluorine modified silicone resin 6     2-Ethylhexyl Paramethoxycinnamate 10   Ingredient D     Ethyl alcohol 10     Purified water balance     Aloe extract 0.5

Component A was crushed using a sand mill to form a paste. Ingredient C was thoroughly mixed and ground well using a mixer. The components B and C were mixed and dispersed well, then the component A was added and further mixed. Then, the uniformly dissolved component D was added, stirred well, and then filled in a container together with a stainless ball to obtain a product.

Comparative Example 1 A product was obtained in the same manner as in Example 1 except that liquid paraffin was used instead of the compound A of Example 1.

Comparative Example 2 A product was obtained in the same manner as in Example 1 except that dimethylpolysiloxane (10000 cs) was used instead of the fluorine-modified silicone resin of Example 1.

The sensory evaluation results of Examples and Comparative Examples are shown below.

[0043]           Less sebum breakdown Excellent makeup retention during exercise Excellent usability   -------------------------------------------------- ------------   Example 1 45 40 42   Comparative Example 1 35 36 30   Comparative Example 2 30 28 13

From the above results, it was found that Example 1 was superior in water resistance and sebum resistance to each Comparative Example, and that a cosmetic having excellent durability of cosmetic effect was obtained. Comparative Example 1 is an example in which the present compound A was not used, but there were problems such as deterioration in sebum resistance and smoothness in use. Comparative Example 2 is an example in which the fluorine-modified silicone resin is not used, but it was found that the makeup retention and the feeling of use were worse than in Example 1.

[0045]

From the above, according to the present invention, by mixing a silicone compound having a novel structure excellent in water resistance and sebum resistance and a fluorine-based silicone resin, the water resistance and sebum resistance of the preparation can be improved. It is clear that a cosmetic having enhanced and excellent durability of the cosmetic effect can be obtained.

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Claims (2)

(57) [Claims] 1. A compound having a structure represented by the following general formula 1.
And a fluorine-modified silico group having a silanol group in the molecule
A resin having a structure represented by the following general formula 2
A cosmetic comprising: [Chemical 1] (However, in the above general formula 1,R ², R³, R^Four, R^Five,
R⁷, R⁹, R^Ten Is a methyl group, R⁶IsTrifluoropro
Is a pill group,R ¹ andR⁸Is a hydroxyl group, and l is 0 to
20,000 and m is 1 to10,000AndWhat,eachShi
Roxane units polymerize randomly, And the value of l + m is large
A compound that exhibits a liquid to solid form as it grows
It ) [Chemical 2] (However, in the above general formula 2,R ¹¹ Is an al having 1 to 8 carbon atoms
Kill group, phenyl group, hydroxyl group, or general formula-R ¹² −
Rf is a hydroxyl group and a general formula-R ¹² -Rf required
Arbitrarily selected from the functional groups to be,R ¹² Has 2 to 6 carbon atoms
A divalent alkylene group, Rf is a C 1-8 perfluoro
Is an alkyl group, and X has an average number of 1.0 ≦ X ≦ 1.8.
Is. ) 2. The cosmetic according to claim 1, further comprising a powder.