Cosmetics containing polysaccharide-sterol derivatives

专利摘要:
The polysaccharide-sterol derivative-containing cosmetic of the present invention is a cosmetic containing a cosmetic material and a polysaccharide-sterol derivative, and is excellent in moisture retention ability and film formation ability, and therefore, skin resulting from roughness of the skin or drying due to lack of gloss. And it improves the hair condition, gives the proper moisture by maintaining sufficient moisture, and has the so-called micro and hair effects, and also excellent in touch, and therefore can be used suitably for skin care cosmetics, makeup cosmetics and hair cosmetics. .
公开号:KR20020001770A
申请号:KR1020017011736
申请日:2000-03-30
公开日:2002-01-09
发明作者:수나모토쥰조；시마다쿠니오；하야시아키오；호소타니류조；야노요시히로；아키요시카즈나리
申请人:스나모토 준조；우노 마사야스；니혼유시 가부시기가이샤；
IPC主号:

专利说明:

Cosmetics containing polysaccharide-sterol derivative {COSMETICS CONTAINING POLYSACCHARIDE-STEROL DERIVATIVES}
[2] In general, drying of skin reduces the barrier function of the stratum corneum by decreasing the amount of skin secretions, especially the amount of sebum secretion, and reducing natural moisturizing factors such as intercellular lipids and amino acids. 일어난) It happens when the quantity grows. Therefore, dry skin is particularly called when skin dryness increases due to the reduction of skin secretions due to winter season, excessive skin cleaning, age, constitution, and the like, and the stratum corneum moisture is lowered to 10% or less. When the skin is dried in this way, the luster of the skin is reduced and fine wrinkles are noticeable. Similarly, with respect to the hair, the amount of moisture in the hair decreases, and thus the hair loses its smoothness, and damage such as deterioration of gloss occurs.
[3] In order to improve these skin conditions and hair conditions, it is necessary to prevent the stratum corneum and the decrease of the moisture content of the hair and to maintain a normal function, and several moisturizers have been examined until now. As a result, polyhydric alcohols, such as petrolatum and glycerin, which have good adhesion to the skin and have hydrophobicity; Polysaccharides such as hyaluronic acid, sorbitol and pullulan; Sodium lactate; By mix | blending amino acids, such as pyrrolidone carboxylic acid sodium, etc. in the base of cosmetics, there existed the effect which improved moisture retention. In recent years, sphingolipids and ceramides, which are one component of intercellular lipids of the stratum corneum, may also be blended.
[4] However, these conventionally known formulations are not only a sufficient water holding ability, but also have a drawback in that they are greasy and sticky when the occlusion property is used, and the moisturizing agent must be blended in a large amount. As a result, there is a problem of giving a texture such as a slimy feeling and a slimy feeling. Moreover, there existed a fault that it is inferior in time and stability of microorganisms.
[5] By the way, the cosmetics containing polysaccharide or pullulan derivative are known. For example, the following publications are known.
[6] [1] Japanese Patent Application Laid-Open No. 53-142540 discloses a useful finish cosmetic containing pullulan fatty acid ester and excellent in texture without irritating the skin.
[7] [2] Japanese Patent Application Laid-Open No. 63-66107 discloses an oil-based / water-based or water-based / emulsified emulsion-type cosmetic having a pullulan blended therein.
[8] [3] Japanese Patent Application Laid-Open No. 63-139105 discloses a wrinkled cosmetic material characterized by blending pullulan.
[9] [4] Japanese Patent Application Laid-Open No. 2-42011 discloses a film-like makeup cosmetic having a thickness of 0.01 to 1 mm, characterized by containing pullulan.
[10] In Japanese Patent Laid-Open No. 10-182341, a pack cosmetic containing a pullulan fatty acid ester is indicated.
[11] However, the conventional cosmetics contain no polysaccharide-sterol derivative at all.
[12] On the other hand, polysaccharide-sterol derivatives are disclosed in Japanese Patent Laid-Open Nos. 3-292301, 5-27645, and 63-319046, but it is not known at all to use this in cosmetics.
[13] An object of the present invention is so-called microfiber, which is excellent in moisture holding ability and film formation ability, thereby improving skin and hair condition resulting from skin roughness, dryness such as lack of gloss, and giving adequate moisture by maintaining sufficient moisture. It is to provide a cosmetic having excellent beauty and texture while also having a beauty and unhairing effect.
[1] The present invention relates to a cosmetic containing a polysaccharide-sterol derivative. More specifically, it is excellent in moisturizing effect and skin roughening effect on the skin, and on the other hand, it is excellent in the protective effect based on the film-forming action on the hair, and cosmetics containing polysaccharide-sterol derivative having excellent characteristics in product stability. It is about.
[14] The present inventors have studied diligently in view of the above-mentioned problems. As a result, when the compound is formulated with a polysaccharide-sterol derivative obtained by reacting a polysaccharide having excellent film-forming ability with sterols contained in intercellular lipids, moisture absorption and It was found that a cosmetic having an effect of high moisture retention ability based on the moisturizing action, excellent in promoting lamellar formation and stabilizing action, and excellent in film forming ability and low skin oil feel can be obtained. In this way, the polysaccharide-sterol derivative was found to be an ideal material to solve all the defects of the conventional cosmetics, and completed the present invention.
[15] That is, the present invention is the following polysaccharide-sterol derivative-containing cosmetic.
[16] (1) Cosmetics containing a polysaccharide-sterol derivative containing a cosmetic material and a polysaccharide-sterol derivative.
[17] (2) The cosmetic according to the above (1), wherein the polysaccharide-sterol derivative is a polysaccharide-sterol derivative formed by introducing 0.01 to 20 steryl groups per 100 sugar units constituting the polysaccharide.
[18] (3) The hydroxyl group of 0.01-20 sugar units per 100 sugar units that the polysaccharide-sterol derivative constitutes the polysaccharide is represented by the following formula (1)
[19]
[20] (In formula (1), R ¹ represents a hydrocarbon group having 1 to 10 carbon atoms. R ² represents a steryl group.)
[21] The cosmetic according to the above (1) or (2), which is a polysaccharide-sterol derivative substituted with a group represented by.
[22] (4) The cosmetic according to the above (2) or (3), wherein the number of introduced steryl groups is 0.05 to 15 per 100 sugar units constituting the polysaccharide.
[23] (5) The cosmetics according to the above (2) or (3), wherein the number of introduced steryl groups is 0.1 to 10 per 100 sugar units constituting the polysaccharide.
[24] (6) The cosmetic according to any one of (1) to (5), wherein the polysaccharide-sterol derivative is a pullulan-cholesterol derivative.
[25] (7) The cosmetic according to any one of (1) to (6), wherein the content of the polysaccharide-sterol derivative is 0.001 to 50% by weight based on the entire cosmetic.
[26] (8) The cosmetic according to any one of (1) to (7), wherein the cosmetic is a skin care cosmetic, a makeup cosmetic, or a hair cosmetic.
[27] (9) The cosmetic according to any one of (1) to (7), wherein the cosmetic is an emulsion, a lotion, rouge, a nail polish, or a hair lotion.
[28] The polysaccharide-sterol derivative used in the present invention is formed by introducing a sterol through a chemical bond through a molecule suitable for the polysaccharide, and any kind can be used as long as it is generally classified as a polysaccharide-sterol derivative. The polysaccharide is not particularly limited as long as glycos is a polyglycosylated high molecular compound. Specific examples of the polysaccharides include pullulan, amylose, xyloglucan, amylopectin, dextran, dextrin, cyclodextrin, mannan, hydroxyethyldextran, levan, inulin, chitin, chitosan, water soluble cellulose, and the like. The polysaccharides may be natural or synthetic.
[29] The sterol is not particularly limited as long as it is an alcohol having a structure closely related to the cyclopentanoperhydrophenanthrene skeleton, cholesterol skeleton, derivatives thereof, or skeleton thereof. Specific examples of sterols include cholesterol, stigmasterol, β-sitosterol, lanosterol, ergosterol and the like. As a polysaccharide-sterol derivative, the polysaccharide-sterol derivative disclosed in Unexamined-Japanese-Patent No. 2-144140, Unexamined-Japanese-Patent No. 63-319046, Unexamined-Japanese-Patent No. 3-292301, etc. can be used preferably, for example.
[30] As a method for producing the polysaccharide-cholesterol derivatives used in the polysaccharide-cholesterol derivative-containing cosmetics (hereinafter, simply referred to as cosmetics) of the present invention, those which have been appropriately devised and synthesized using well-known chemical knowledge can be used. It is preferable to use what was manufactured by the method of Unexamined-Japanese-Patent No. 3-292301. More preferably, the polysaccharide-cholesterol derivative has a hydroxyl group of 0.01 to 20, preferably 0.05 to 15, and more preferably 0.1 to 10 sugar units per 100 sugar units constituting the polysaccharide in view of ease of synthesis and the like. Is a polysaccharide-sterol derivative substituted with a group represented by the formula (1).
[31] In said Formula (1), R <^1> is a C1-C10 hydrocarbon group, and if it is a divalent hydrocarbon group, it may be linear, branched, or cyclic, and either saturated or unsaturated may be sufficient as it. And C3-C8 linear saturated hydrocarbon group is the most preferable.
[32] In the formula (1), R ² is a steryl group (resin of sterol), and for example, a cholesteryl group (cholesterol residue), a stigmasteryl group (stigmagsterol residue), a β-cytosteryl residue (β-cytosterol) Residue), a lanosteryl group (lanosterol residue), an ergosteryl group (ergosterol residue), and the like. In these, a cholesteryl group (cholesterol residue) is the most preferable at the point of availability.
[33] Such a polysaccharide-sterol derivative can be synthesized by reacting a compound having a stearyl group at one end of the molecule with an isocyanato group at the other end and a hydroxyl group of the polysaccharide.
[34] A compound having a stearyl group and one isocyanato group at one end of the molecule is, for example, the following reaction formula (2)
[35]
[36] As shown in the figure, it is possible to obtain an isocyanato group at one end of the diisocyanate compound by reacting with a hydroxyl group of sterol and bonding both by urethane bonds.
[37] At this time, as the sterol used for the reaction with the diisocyanate compound, for example, cholesterol, stigmasterol, β-sitosterol, lanosterol, ergosterol and the like are used, and cholesterol is preferably used in view of availability.
[38] The diisocyanate compound reacted with sterol is a compound represented by OCN-R-NCO. For example, ethylene diisocyanate which R is an ethylene group, butylene diisocyanate which is a butylene group, hexamethylene diisocyanate which is a hexamethylene group, diphenylmethane diisocyanate which is a phenylmethane group, etc. are mentioned. In these, butylene diisocyanate, hexamethylene diisocyanate, etc. are preferable.
[39] The polysaccharide-sterol derivative preferably used in the present invention can be obtained by reacting a compound having a stearyl group at one end of the molecule with an isocyanato group at the other end with a polysaccharide. The reaction between a compound having a styryl group at one end of the molecule and an isocyanato group at the other end of the molecule and a polysaccharide is, for example, the following reaction formula (3)
[40]
[41] As can be seen from the above, it can be carried out by a one-step addition reaction between the hydroxyl group of the monosaccharide constituting the polysaccharide and the isocyanato group of a compound having a stearyl group at one end of the molecule and an isocyanato group at the other end. In Scheme (3), the reaction between one 6-sugar unit and a compound having an isocyanato group is shown as a model, but in the synthesis of the polysaccharide-sterol derivative used in the present invention, the sugar unit constituting the polysaccharide is used. It is the feeling of use as a cosmetic to generate the reaction as shown in Reaction formula (3) with respect to hydroxyl groups of 0.01-20, preferably 0.05-15, more preferably 0.1-10 sugar units per 100 pieces. The height is preferred above.
[42] As the polysaccharide used in the reaction, any one can be used as long as it is a polysaccharide, but in particular, pullulan, amylose, xyloglucan, amylopectin, dextran, dextrin, cyclodextrin, mannan, hydroxyethyldextran, levan, inulin, Polysaccharides selected from chitin, chitosan, water soluble cellulose and the like are preferably used. These polysaccharides may be of natural or synthetic origin, and may be any molecular weight or the like as long as they are available. However, in order to exhibit more characteristics when blended into cosmetics, the weight average molecular weight is about 10000 to 1000000, preferably 30000 to 500000 is good. Moreover, especially as a kind of polysaccharide, pullulan is used preferably from the good grade of the water availability and the texture at the time of mix | blending with cosmetics.
[43] As a solvent used when reacting a polysaccharide with a compound having a stearyl group at one end of the molecule and an isocyanato group at the other end, a solvent having a stearyl group and an isocyanato group at the other end of the molecule is used. A solvent in which both the compound and the polysaccharide are dissolved, and the polysaccharide-sterol derivative which is the reaction product is dissolved is preferable, and aprotic solvents such as dimethylformamide, dimethyl sulfoxide, formamide, dioxane, tetrahydrofuran, etc. This is preferably used. The reaction temperature and time at this time are appropriately selected depending on the progress of the reaction depending on the polysaccharide, the solvent and the like used. Preferably, the reaction temperature and time are preferably reacted at 0 to 200 ° C for about 1 to 48 hours.
[44] The injection ratio between the polysaccharide and the compound having a stearyl group at one end of the molecule and an isocyanato group at the other end may be any ratio, and the amount of introduction of the stearyl group to the polysaccharide can be appropriately controlled by changing the injection ratio. . When introducing 0.01 to 20 steryl groups per 100 sugar units constituting the polysaccharide, 0.01 to 30 compounds having a stearyl group at one end of the molecule and an isocyanato group at the other end of the polysaccharide for 100 monosaccharide units It is preferred to inject at the rate of molecules.
[45] As a method for purifying the polysaccharide-sterol derivative thus obtained, a reprecipitation purification method, a separation purification method by various chromatography, a dialysis method, or the like can be used. As the drying method, a freeze drying method or a vacuum drying method is preferable.
[46] As the polysaccharide-sterol derivative used in the present invention, any kind of polysaccharide-sterol derivative can be used as long as it is not limited to the polysaccharide-sterol derivative described above, and is a well-known polysaccharide-sterol derivative obtained by introducing a steryl group into the polysaccharide. Moreover, if the polysaccharide-sterol derivative used for the cosmetics of this invention is not limited to said manufacturing method as long as it is a polysaccharide-sterol derivative, you may use what was obtained by what manufacturing method. Also in these cases, 0.01 to 20 sugars per 100 constituting the polysaccharide are formed because of their high water holding ability based on the hygroscopic and moisturizing action, excellent lamellar formation promoting and stabilizing effect, and excellent film forming ability. Preferably, the polysaccharide-cholesterol derivative in which 0.05 to 15, more preferably 0.1 to 10 steryl groups are introduced is preferred.
[47] The molecular weight of the polysaccharide-cholesterol derivative used in the present invention is not particularly limited, but in the case of cosmetics for skin, the weight average molecular weight is 10000 to 500000, preferably 30000 because it is excellent in moisturizing effect and skin roughening effect. It is preferable that it is -300000. Moreover, in the case of cosmetics for hair, since it is excellent in the protective effect based on the film forming effect, and excellent in product stability, it is preferable that the weight average molecular weight is 10000-500000, Preferably it is 30000-300000. In the case of loose cosmetics, it is preferable that weight average molecular weights are 10000-1 million, Preferably it is 30000-500000.
[48] Among the polysaccharide-sterol derivatives used in the present invention, the most preferred is from a pullulan having a weight average molecular weight of 10000 to 1000000, preferably 30000 to 500000, in terms of ease of formulation with a cosmetic material. A compound having a stearyl group at one end of the molecule and an isocyanato group at the other end thereof is reacted so that the steryl group is introduced at a ratio of 0.01 to 20, preferably 0.05 to 15, more preferably 0.1 to 10, It is an obtained pullulan-cholesterol derivative.
[49] The cosmetic of the present invention is a cosmetic containing a cosmetic material and a polysaccharide-sterol derivative, and the kind and shape thereof are not limited, and any cosmetics of any kind or shape known in the art may be used. Specific cosmetics include skin care cosmetics, makeup cosmetics, and hair cosmetics.
[50] As a cosmetic material used by this invention, the well-known raw material for cosmetics mix | blended with well-known cosmetics can be used without limitation, It can select suitably according to the kind of cosmetics made into the objective. Specific examples of cosmetic materials include oils, moisturizers, UV absorbers, whitening agents, moisturizers, antioxidants, preservatives, powders, pearls, inorganic pigments, organic pigments, dyes, colorants, surfactants, thickeners, stabilizers, dispersants, preservatives and fungicides. , Thickeners, plasticizers, drugs, perfumes, resins, water and pH adjusters.
[51] Content of the cosmetic material with respect to the whole cosmetics of this invention is 50-99.999 weight%, content of the polysaccharide-sterol derivative is 0.001-50 weight%, Preferably 70-99.99 weight% cosmetic material, content of the polysaccharide-sterol derivative is 0.01 It is preferable that it is-30 weight%.
[52] Below, the cosmetics of this invention are demonstrated in order about (1) cosmetics general, (2) makeup cosmetics, (3) loose cosmetics, (4) hair cosmetics, and (5) manicure cosmetics. However, the cosmetic of this invention is not specifically limited to the cosmetics demonstrated below, It is used as cosmetics of all forms.
[53] ① general cosmetics.
[54] The cosmetic of this invention mix | blends the said polysaccharide-sterol derivative using the method widely known to the cosmetics generally known generally. The form of the cosmetic is not particularly limited, and any form of cosmetic exhibits extremely excellent effects. Examples of the cosmetics include powdery foundations, compacts, two-way cakes, and face powders; Partial cosmetics such as eye shadow, powder brush, mascara, lipstick, lip gloss, lip pencil, eyeliner and eyebrow pencil; Emulsified products such as emulsified foundations and makeup bases; Some basic cosmetics such as powder packs, cleansing packs, sunscreen creams, creams, hand creams, limiting agents and lotion cosmetics; Whole body products, such as a baby powder and a body powder, etc. are mentioned. Skin cosmetics in addition to the above; Hair cosmetics such as hair foam, shampoo, rinse, rinse in shampoo, hair moisturizing lotion, hair spray, hair mousse, hair cream, hair blow, and hair oil; Nail polish, such as nail enamel, etc. are mentioned.
[55] Examples of the cosmetics in which the polysaccharide-sterol derivative is particularly suitably used include skin care cosmetics such as lotion, milky lotion, cream and oil; Makeup cosmetics such as foundation, eyeliner, mascara, eyebrow, rouge, ball roll, and undercoat; Hair cosmetics, such as a gel, a mousse, a spray, and a hair cream, etc. are mentioned.
[56] In the cosmetic of this invention, the said cosmetic material normally used for cosmetics can be mix | blended in the range which does not impair the effect of this invention according to the objective. For example, examples of the oil component include hydrocarbon oils such as squalene, liquid paraffin, petrolatum, microcrystalline wax, ozokerite and ceresin; Higher fatty acids such as myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid and behenic acid; Higher alcohols such as cetyl alcohol, stearyl alcohol, oleyl alcohol and batyl alcohol; Cetyl-2-ethylhexaate, 2-ethylhexyl palmitate, 2-octyldodecyl myristate, neopentylglycol-2-ethylhexanoate, trioctanoate glycerides, 2-octyldodecyl oleate, isopropyl myrile Esters such as state, myristyl myristate, glyceride triisostearate, glyceride trioleate, triglyceride fatty acid glyceride, and cetyl octanoate; Oils such as olive oil, avocado oil, jojoba oil, sunflower oil, cod liver oil, safflower oil, camellia oil, shea butter, macadamia nut oil, mink oil, lanolin, lanolin acetate, liquid lanolin, castor oil, coconut oil, cottonseed oil, etc .; Waxes such as wax, carnauba wax; Silicone oils such as dimethylpolysiloxane, cyclic dimethylpolysiloxane, methylphenylpolysiloxane, polyether modified silicone, amino modified silicone, alkyl modified silicone and fluorine modified silicone; Fluorine-based oils such as perfluoropolyether and perfluorocarbon; Trimethylcinnamic acid; Polymer polymers, such as a silicone resin, a polymeric silicone rubber, and an acrylic modified silicone copolymer, etc. are mentioned.
[57] In the present invention, when a water-repellent resin such as fluorine-modified silicone, acrylic silicone, silicone resin or the like is used in combination, the polysaccharide-sterol derivative is particularly preferable because it can form a hard film with the water-repellent resin.
[58] In addition, ethylene glycol, diethylene glycol, 1,3-butylene glycol, glycerin, hexamethylene glycol, isobutylene glycol, isoprene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, diglycerin, polyglycerol, hyaluronic acid, Humectants such as chondroitin sulfate, pyrrolidone carboxylate, chitin, urea, chitosan; UV absorbers; A whitening agent etc. can be mix | blended.
[59] Antioxidants such as tocopherol, butylhydroxyanisole and dibutylhydroxytoluene; Preservatives such as methyl paraben, ethyl paraben, propyl paraben and butyl paraben; Powders such as mica, bentonite, kaolin, talc, mica titanium, bismuth oxychloride and silicic anhydride; Pearls such as guanine, laminated resin pearls and mica-titanium pearls; Inorganic pigments such as ultramarine, chromium oxide, and cobalt blue; Dyes such as Sudan III, Quinizarin Green SS, and Quinoline Yellow SS; Surfactants such as span type, twin type, polyalkyl ether type, polyoxyethylene-polyoxypropylene type, glycerin fatty acid ester and polyoxyethylene glycerin fatty acid ester; Thickeners such as carboxyvinyl polymers; Drugs such as anti-inflammatory agents, vitamins and hormones; A fragrance etc. can be mix | blended suitably.
[60] In addition, polyvinylpyrrolidone, PVP-VA, vinyl methyl ether-maleic anhydride copolymer, vinyl acetate-crotonic acid polymer, vinylpyrrolidone-N, N-dimethylaminoethyl methacrylate copolymer diethyl sulfate, N- Methacroyloxyethyl-N, N-dimethylammonium-N-α-methylcarboxybetaine-alkyl methacrylate, vinylpyrrolidone-stearyl acrylate-stearoyloxyethyl-N, N-dimethylamine It is also possible to mix | blend set agent polymers, such as a copolymer.
[61] The polysaccharide-sterol derivative used in the present invention is excellent in the film-forming ability because it has a polysaccharide segment. In addition, the polysaccharide-sterol derivative used in the present invention can be used in combination with a volatile oil to form a film that is free from stickiness after drying and is not transferred even when contacted. As the volatile oil, a well-known volatile oil can be used without limitation, and light isoparaffin, decamethylpentacyclosiloxane, octamethyltetracyclosiloxane, hexamethyltricyclosiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, perfluoro organic compound, and the like can be used. Can be mentioned. When the polysaccharide-sterol derivative is blended into a skin care or makeup product, it can form a film having water resistance and oil resistance more than a film containing trimethylsiloxy silicic acid, which is known in the art, and thus has a great effect on improving cosmetic persistence. For this reason, it can be used as a general-purpose cosmetic raw material which can be used for all cosmetics.
[62] That is, the polysaccharide-sterol derivative can be used for all types of cosmetics that are usually used. As a preferable cosmetics, For example, what melt | dissolved the polysaccharide-sterol derivative in the low boiling point silicone or the low boiling point isoparaffinic hydrocarbon which is a cosmetic solvent; Cosmetics for skin wherein the polysaccharide-sterol derivative is an emulsion of a water-soluble polyhydric alcohol or an emulsifier of a nonionic, anionic or cationic type; Rouge cosmetic composition consisting of a composition comprising a polysaccharide-sterol derivative is formulated with a low viscosity silicone, such as a cosmetic solvent; Cosmetics for mascara which mix | blended the polysaccharide-sterol derivative with the composition containing gum arabic, hydroxy cellulose, beeswax, black iron oxide, etc .; Hair cosmetics; and the like.
[63] In addition, the cosmetic of the present invention is a water-in-oil type or in water in a range that does not impair the effects of the present invention by combining the polysaccharide-sterol derivative, oil component, water-soluble component, purified water and surfactant, using emulsification, solubilization, and dispersion techniques It is also possible to make an emulsified composition of the type.
[64] The formulation of the cosmetic of the present invention is not particularly limited and may be in various forms, for example, liquid, cream, gel, solid, powder, stick, spray, mousse, aerosol or roll-on type. It is possible.
[65] Although the content of the polysaccharide-sterol derivative in the cosmetic of the present invention may be blended in any amount as long as it does not deviate from the object of the present invention, the moisture retention ability based on the moisture absorption and moisturizing action is high, and the lamellae formation is promoted and stabilized. It is preferable to mix | blend in the range of 0.001-50 weight% with respect to the whole cosmetics, for the reason of being excellent in function, and excellent in the film formation ability, and low skin oil texture, and it is also in the range of 0.01-30 weight%. Most preferably blended.
[66] ② Makeup Cosmetics.
[67] The cosmetic of the present invention is particularly excellent for use as a makeup cosmetic. Examples of the make-up cosmetics include various types of powders, oils, and the like, and the formulation and blending composition ratio are not particularly limited. For example, solid foundation, powder type foundation, oil-based foundation, anti-burn foundation, undercoat, powder powder, ball roll, mascara, eye shadow, rouge and the like can be given. Moreover, the emulsification foundation etc. which are based on an emulsification system are mentioned. Makeup cosmetics include inorganic powders such as talc, kaolin, iron oxide, titanium oxide and titanium-mica pearl pigments; Polyamide (nylon); Cellulose; It is characterized by containing a large amount of organic pigments such as tar pigments.
[68] Makeup cosmetics can be conveniently obtained by appropriately adding a polysaccharide-sterol derivative to a prescription component commonly known as makeup cosmetics, or blending and preparing it as an alternative component.
[69] The polysaccharide-sterol derivative used in the makeup cosmetic may be any polysaccharide-sterol derivative, but the weight average molecular weight is preferably 10000-500000, preferably 30000-300000. The content of the polysaccharide-sterol derivative is preferably 0.001 to 50% by weight, and most preferably in the range of 0.01 to 20% by weight.
[70] You may mix | blend a polysaccharide-sterol derivative with a volatile oil. In this case, it is possible to obtain a makeup cosmetic having a particularly good spreading, a feeling of neat use, and a very excellent makeup persistence effect and secondary adhesion prevention effect. In the polysaccharide-sterol derivative, when the amount of the steryl group introduced is less than 0.01 per 100 sugar units constituting the polysaccharide, a satisfactory effect cannot be obtained with respect to improvement of cosmetic persistence and reduction of secondary adhesion to clothing. When the content of the polysaccharide-sterol derivative is less than 0.001% by weight, the cosmetic persistence is improved, and there is little effect on the reduction of the secondary adhesion to the clothes. On the other hand, even when the content of the polysaccharide-sterol derivative exceeds 50% by weight, the effect of improving the cosmetic persistence or the effect of reducing the secondary adhesion is not improved. This becomes worse and impairs the basic function as cosmetics, which is undesirable. In order to maintain the water holding ability and the film forming ability properly, the content of the polysaccharide-sterol derivative is preferably in the range of 0.001 to 50% by weight.
[71] The volatile oil used in the makeup cosmetics in the present invention is not particularly limited, and isoparaffins, decamethylpentacyclosiloxane, octamethyltetracyclosiloxane, hexamethyltricyclosiloxane, dimethylpolysiloxane, methylphenylpolysiloxane and perfluoro organic compounds are not particularly limited. Etc. can be mentioned. Preferably it is volatile hydrocarbon oil whose boiling point in normal pressure is 60-160 degreeC.
[72] The content of the volatile oil is 1 to 90% by weight, preferably 5 to 50% by weight based on the entire cosmetic. If the content is less than 1% by weight, the expected effect of improving cosmetic persistence and reducing the secondary adhesion is not obtained. If the content is more than 90% by weight, the content of other cosmetic materials such as powders necessary for forming makeup cosmetics is reduced. Therefore, it loses its function as a makeup cosmetic, which is undesirable.
[73] Makeup cosmetics include oils, surfactants, colorants, powders, waxes, UV absorbers, moisturizing ingredients, active ingredients, and fragrances that are commonly used in makeup cosmetics within the range of not impairing the quality of appearance stability, viscosity, hardness, and the like. And stabilizers and the like can be blended.
[74] Examples of the oil used in the makeup cosmetics in the present invention include liquid oils, solid oils, waxes, hydrocarbon oils, synthetic ester oils and silicone oils. Specific examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, grape oil, egg yolk oil, sesame oil, persimmon oil, wheat germ oil, sazanca oil, Castor oil, Linseed oil, Safflower oil, Cottonseed oil, Perilla oil, Soybean oil, Peanut oil, Tea fruit oil, Kaya oil, Rice brand oil, Chinese tung oil, Tongue oil from Japan, Jojoba oil, Embryo oil, Triglycerine, Trioctanoic acid Glycerin, triisopalmitate, and the like. Examples of solid fats and oils include cacao butter, coconut oil, marzipan, hardened coconut oil, palm oil, tallow, sunny, hardened tallow, palm kernel oil, lard, beef bone, Beeswax kernel oil, hardened oil, shelled paper, beeswax, hardened castor oil, etc. are mentioned. Waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, insect wax, spermaceti wax, montan wax, rice brand wax, lanolin, kapox wax, lanolin acetate, liquid lanolin, candy Sorghum wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, polyoxyethylene lanolin alcohol ether, polyoxyethylene lanolin alcohol acetate, polyoxyethylene cholesterol ether, lanolin fatty acid polyethylene glycol, Polyoxyethylene hydrogenated lanolin alcohol ether etc. are mentioned. Examples of hydrocarbon oils include liquid paraffin, ozokerite, squalene, pristane, paraffin, ceresin, petrolatum and microcrystalline wax. Examples of the synthetic ester oils include isopropyl myristate, cetyl octanoate, octyl dodecyl myristic acid, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristic acid, decyl oleate and hexyl dimethyl octanoate. Decyl, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, 12-hydroxystearate cholesterol, di-2-ethylhexyl ethylene glycol, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicapric acid, diisostearyl malic acid, glycerin di-2-heptyl undecanoate, tri-2-ethylhexyl trimethylol propane, trimethyl stearate trimethylol propane, Tetra-2-ethylhexyl pentane erythritol, tri-2-ethylhexyl glycerine, triisostearic acid trimethylolpropane, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, trimmi Glycerin listrate, tri-2-heptyl undecanoic acid glyceride, castor oil fatty acid methyl ester, oleic acid oil, cetostearyl alcohol, acetoglyceride, 2-heptyl undecyl palmitic acid, diisobutyl adipic acid, N-laurate Royl-L-glutamic acid-2-octyldodecyl ester, adipic di-2-heptyl undecyl, ethyl laurate, di-2-ethylhexyl sebacic acid, 2-hexyl decyl acid, palmitic acid 2- Hexyl decyl, adipic acid 2-hexyl decyl, diisopropyl sebacate, 2-ethylhexyl acid, ethyl acetate, butyl acetate, amyl acetate, triethyl citrate, and the like. As silicone oil, Chain-type polysiloxane, such as dimethyl polysiloxane, methylphenyl polysiloxane, and methylhydrogen polysiloxane; Cyclic polysiloxanes such as decamethyl polysiloxane, dodecamethyl polysiloxane, and tetramethyltetrahydrogenpolysiloxane; Silicone resin, silicone rubber, etc. which form the three-dimensional net nose structure are mentioned.
[75] The surfactant used in the makeup cosmetics in the present invention is not particularly limited, and lipophilic nonionic surfactants, hydrophilic nonionic surfactants, and the like can be used. As lipophilic nonionic surfactant, for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbent Sorbitan fatty acid esters such as high-mole trioleate, penta-2-ethylhexyl diglycerol sorbitan, and tetra-2-ethylhexyl diglycerol sorbitan; Glycerin fatty acid esters such as mono-facet oil fatty acid glycerin, glycerin monoelkarate, glycerin sesquioleate, glycerin monostearate, glycerin α, α'-oleic acid, glycerin monostearate, glycerin malate; Propylene glycol fatty acid esters such as propylene glycol monostearate; In addition, a hardened castor oil derivative, glycerin alkyl ether, etc. are mentioned.
[76] As hydrophilic nonionic surfactant, For example, polyoxyethylene sorbitan monooleate, polyoxyethylene- sorbitan monostearate, polyoxyethylene- sorbitan monooleate, polyoxyethylene- sorbitan tetraoleate, etc. Polyoxyethylene sorbitan fatty acid esters; Polyoxyethylene sorbito fatty acid esters such as polyoxyethylene-sorbitol monolaurate, polyoxyethylene-sorbitol monooleate, polyoxyethylene-sorbitol pentaoleate, polyoxyethylene-sorbitomonostearate; Polyoxyethylene glycerin fatty acid esters such as polyoxyethylene glycerin monostearate, polyoxyethylene-glycerine monoisostearate, and polyoxyethylene-glycerine triisostearate; Polyoxyethylene fatty acid esters such as polyoxyethylene monooleate, polyoxyethylene distearate, polyoxyethylene monodioleate, and ethylene glycol stearate; Polyoxy such as polyoxyethylene lauryl ether, polyoxyethylene oleyl ether, polyoxyethylene stearyl ether, polyoxyethylene behenyl ether, polyoxyethylene-2-octyldodecyl ether, polyoxyethylene cholestanol ether Ethylene alkyl ethers; polyoxyethylene alkyl phenyl ethers such as polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, and polyoxyethylene dinonyl phenyl ether; Pluronic types, such as Pluronic; Polyoxyethylene polyoxypropylene cetyl ether, polyoxyethylene polyoxypropylene 2-decyl tetradecyl ether, polyoxyethylene polyoxypropylene monobutyl ether, polyoxyethylene polyoxypropylene hydrogenated lanolin, polyoxyethylene poly Polyoxyethylene polyoxypropylene alkyl ethers such as oxypropylene glycerin ether; Tetrapolyoxyethylene tetrapolyoxypropylene ethylene diamine condensates, such as tetronic; Polyoxyethylene caster oil, polyoxyethylene hardened caster oil, polyoxyethylene hardened caster oil monoisostearate, polyoxyethylene hardened caster oil triisostearate, polyoxyethylene hardened caster oil monopyroglutamic acid monoisostearic acid diester, Polyoxyethylene caster oil cured caster oil derivatives such as polyoxyethylene cured caster oil maleic acid; Polyoxyethylene beeswax lanolin derivatives such as polyoxyethylene sorbitol beeswax; Alkanolamides such as coconut oil fatty acid diethanolamide, lauric monoethanolamide and fatty acid isopropanolamide; In addition, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene alkyl amine, polyoxyethylene fatty acid amide, sucrose fatty acid ester, polyoxyethylene nonyl phenyl formaldehyde condensate, alkyl ethoxy dimethylamine oxide, trioleyl phosphate, etc. Can be mentioned.
[77] As the powder to be used in the makeup cosmetics in the present invention, a well-known powder used in makeup cosmetics can be used without limitation. Specific examples include talc, kaolin, mica, biotite (sericite), dolomite, gold mica, synthetic mica, red mica, biotite, litia mica, vermiculite, magnesium carbonate, calcium carbonate, aluminum silicate, magnesium silicate aluminate , Barium silicate, calcium silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, silica, zeolite, barium sulfate, calcined calcium sulfate (plaster), calcium phosphate, fluoride apatite, hydroxyapatite, ceramic powder, metal soap Inorganic powders such as zinc listrate, calcium palmitate, aluminum stearate) and boron nitride; Organic powders such as polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene powder, copolymer resin powder of styrene and acrylic acid, benzoguanamine resin powder, polytetrafluoroethylene powder and cellulose powder; Inorganic white pigments such as titanium dioxide and zinc oxide; Inorganic red pigments such as iron oxide (Bengala) and iron titanate; inorganic brown pigments such as γ-iron oxide; Inorganic yellow pigments such as iron sulfate and loess; Inorganic black pigments such as iron oxide, carbon black, and low titanium oxide; Inorganic violet pigments such as mango violet and cobalt violet; Inorganic green pigments such as chromium oxide, chromium hydroxide and cobalt titanate; Inorganic blue pigments such as ultramarine blue and blue blue; Pearl pigments such as titanium oxide coated oxide, titanium oxide coated bismuth oxide, titanium oxide coated talc, colored titanium oxide coated oxide, bismuth oxychloride, and scale flake; Metal powder pigments such as aluminum powder and copper powder; Red 201, Red 202, Red 204, Red 205, Red 220, Red 226, Red 228, Red 405, Orange 203, Orange 204, Yellow 205, Yellow 401, and Blue Organic pigments such as 404; Red 3, Red 104, Red 106, Red 227, Red 230, Red 401, Red 505, Orange 205, Yellow 4, Yellow 5, Yellow 202, Yellow 203, Green 3 Organic pigments such as zirconium, barium or aluminum lakes such as No. 1 and Blue No. 1; Natural pigments, such as chlorophyll and (beta) -carotene, are mentioned. Further, powders obtained by hydrophobizing the surface of these powders, such as silicone resin treatment, wax treatment, dextrin fatty acid treatment or fluorine treatment, can also be used based on a conventional method.
[78] As the waxes used in the makeup cosmetics in the present invention, well-known waxes used in the makeup cosmetics can be used without limitation. Specifically, beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, insect wax, spermaceti wax, montan wax, rice brand wax, lanolin, kapox wax, lanolin acetate, liquid lanolin, candy Sorghum wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, polyoxyethylene lanolin alcohol ether, polyoxyethylene lanolin alcohol acetate, polyoxyethylene cholesterol ether, lanolin fatty acid polyethylene glycol, Polyoxyethylene hydrogenated lanolin alcohol ether, polyoxyethylene hydrogenated lanolin alcohol ether, ceresin, petrolatum, microcrystalline wax and the like. It is preferable that content of wax is 1-30 weight% generally with respect to the whole make-up cosmetics.
[79] As the ultraviolet absorbent used in the makeup cosmetics in the present invention, a well-known ultraviolet absorber used in the makeup cosmetics can be used without limitation. Specifically, paraaminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, Benzoic acid ultraviolet absorbers such as N, N-dimethyl PABA butyl ester and N, N-dimethyl PABA methyl ester; Anthranilic acid ultraviolet absorbers such as homomenthyl-N-acetylanthranilate; Salicylic acid ultraviolet absorbers such as amyl salicylate, menthyl salicylate, homomentyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate and p-isopropanolphenyl salicylate; Octylmethoxycinnamate, ethyl-4-isopropylcinnamate, methyl-2,5-diisopropylcinnamate, ethyl-2,4-diisopropylcinnamate, methyl-2,4-diisopropylcinnamate , Propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate (2-ethylhexyl-p-methoxycinnamate ), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β- Cinnamic acid ultraviolet absorbers such as phenyl cinnamate and glyceryl mono-2-ethylhexanoyl-diparamethoxy cinnamate; 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2 ', 4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzo Phenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy Benzophenone ultraviolet absorbers such as -3-carboxybenzophenone; 3- (4'-methylbenzylidene) -d, 1-campa, 3-benzylidene-d, 1-campa, urocanoic acid, urocanoic acid ethyl ester, 2-phenyl-5-methylbenzoxazole, 2, 2'-hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, 2- (2'-hydroxy-5'-methylphenyl) benzotria Sol, Dibenzaladin, Dianisoylmethane, 4-methoxy-4'-t-butyldibenzoylmethane, 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one Etc. can be mentioned.
[80] As the moisturizing component used in the makeup cosmetics in the present invention, any well-known moisturizing component used in the makeup cosmetics can be used without limitation. Specifically, polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucotin sulfate, caronic acid, atherocollagen, cholesteryl-12- Hydroxystearate, sodium lactate, bile salt, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (ethylene oxide) propylene oxide adduct, Rosa Rox buggy glabra extract, yarrow extract, melilot Extracts; and the like.
[81] As the active ingredient used in the mate-up cosmetics in the present invention, any well-known active ingredient used in the makeup cosmetics can be used without limitation. Specific examples include nonyl acid valerylamide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, jingeron, canthalisting, iktamol, caffeine, tannic acid, α-borneneol, nicotinic acid tocopherol, inositol hexanicoco Blood circulation promoters such as tinate, cyclanderate, cinnarizine, torazoline, acetylcholine, verapamil, separanthin and γ-orizanol; Clotrimazole, pentachlorophenol, trichlorophenol caproate, tribromophenol caproate, lauryltriphenylphosphonium bromide, dianthazole hydrochloride, paraacetylaminophenylrodan, thimerosal, undecylenic acid, unde Zinc Silane, Dermaside, Varityone, Fullolnitron, Sikcanin, Myconazole, Econazole, Isoconazole, Sulconazole, Thioconazole, Biponazole, Oxyconazole, Ketoconazole, Cyclopyroxolamine Antifungal agents, such as torcyclate, naphthypine, glyopoolbin, and 5-fluorocytosine; And whitening agents such as arbutin, kojic acid, placenta extract, vitamin C, and derivatives thereof.
[82] The polysaccharide-sterol derivative used in the present invention has an ultraviolet absorption effect depending on the absorption wavelength region derived from sterol, which is a component thereof, and is a kind of constituent of cosmetics, and is dissolved in a specific medium as a component of cosmetics. Since it has imparting property and also has good film forming property by polysaccharide segment, it is extremely useful as a film forming agent of a raw material of cosmetics, and for this reason, this characteristic can also be utilized depending on the shape of makeup cosmetics.
[83] ③ Loose cosmetics.
[84] The cosmetic of the present invention is particularly excellent in use as a cosmetic for rouge. The cosmetic for loose in the present invention can be used for any type of rouge and as a raw material for any type of rouge. In addition to the polysaccharide-sterol derivative, the rouge cosmetics in the present invention are composed of cosmetic materials such as waxes, liquid oils, pigments, and pearls which are generally used. These can be molded into a lipstick shaped into a rod, or a dish-shaped rouge or the like molded in a gold or the like that can accurately draw the contour of the lips using an application device. These oils are mainly composed of volatile solvents such as volatile silicones and volatile hydrocarbons; You may mix | blend film forming agents, such as a wax and organosilicon resin. In addition, water may be blended into an emulsified form, or a specific oil and a water-soluble substance may be blended into a water-in-oil type rouge to form a liquid rouge. Loose cosmetics are preferably used as water-in-oil liquid or paste-like loose cosmetics. In any conventionally known form of rouge, the polysaccharide-sterol derivative is appropriately added or formulated as an alternative ingredient to enhance the makeup film, to eliminate stickiness, to improve color staining, and to provide a glossiness on the makeup film. In this way, it is possible to obtain a loose cosmetic that has improved the performance of the loose cosmetic so that the lips are moist. The cosmetic for loosening in this invention can be used as a cosmetic for loosening of any composition or form as long as it contains a polysaccharide-sterol derivative. As a preferable example, a liquid or paste-in-oil-in-oil-type rouge containing a volatile silicone oil, a polysaccharide-sterol derivative and an organic modified clay mineral in the oil phase component and a polyoxyalkylene-modified organopolysiloxane-based surfactant as a dispersant of the powder And cosmetics. Such water-in-oil-based loose cosmetics can contour the lips smoothly and accurately when using an applicator, have good usability and feel, have good stability, have a gloss on the makeup film, and do not cause color stains. In addition to excellent cosmetic persistence, it does not damage the proper moisture of the lips.
[85] The rouge cosmetic in the present invention may be a rouge cosmetic of any composition as long as it contains a polysaccharide-sterol derivative, but as a preferred example of the composition, 5 to 60% by weight of volatile silicone oil and 0.001 to 50 polysaccharide-sterol derivative For rouge containing 0.1% to 15% by weight, polyoxyalkylene-modified organopolysiloxane surfactant, 0.1 to 7% by weight of organic modified clay mineral, 2 to 60% by weight of water and 2 to 40% by weight of cosmetic powder Cosmetics;
[86] As the volatile silicone oil, volatile silicone oil having a high volatilization rate at room temperature is preferable among cyclic or linear dimethylpolysiloxanes. Examples of the cyclic dimethylpolysiloxanes include octamethylcyclotetrasiloxane (hereinafter abbreviated as cyclic silicone (tetramer)) and decamethylcyclopentasiloxane (hereinafter abbreviated as cyclic silicone (pentamer)). Examples of the linear dimethylpolysiloxane include those having a viscosity at 25 ° C. of 5 mm 2 / s or less. A volatile silicone oil can also be used combining a linear thing and a cyclic thing. The content of volatile silicone oil is 5 to 60% by weight, preferably 10 to 50% by weight. If the content is less than 5% by weight, the viscosity of the cosmetic for loosening becomes high, the use of the coating device becomes difficult, and the usability may deteriorate. If it is more than 60% by weight, skin irritation may occur due to volatile silicone oil, which is not preferable in terms of safety, but may be used without any particular problem. When using a cyclic silicone oil, it is preferable to set the ratio of cyclic silicone (tetramer) and cyclic silicone (penter) in the range of 8: 2-2: 8, but it is not limited to this. In the case of the said ratio, stability at low temperature may become favorable and a moderate volatilization speed may become favorable, and usability may become favorable.
[87] As long as the polysaccharide-sterol derivative used in the cosmetic for loosening in this invention, what kind of polysaccharide-sterol derivative may be used, and content can also be selected suitably. As the polysaccharide-sterol derivative, those having a weight average molecular weight of 10000 to 1000000, preferably 30000 to 300000 are preferable. The content of the polysaccharide-sterol derivative is 0.001 to 50% by weight, preferably 0.01 to 20% by weight. When less than 0.001% by weight, the film strength of the loose cosmetic is weak, and the cosmetic persistence deteriorates. When more than 50 weight%, the viscosity of rouge cosmetics may be too high, and the usability by an application | coating mechanism may worsen. In order to maintain the water holding ability and the film forming ability appropriately, the content of the polysaccharide-sterol derivative is preferably in the range of 0.001 to 50% by weight.
[88] The polyoxyalkylene-modified organopolysiloxane-based surfactant (hereinafter, abbreviated as POA-modified silicone) may be referred to as polyether-modified silicone or alkyl polyether-modified silicone, and functions as an emulsifier or dispersant. As POA-modified silicone, it is liquid or paste form at room temperature, and especially water-insoluble is preferable, For example, silicone KF-945A (Shin-Etsu Chemical Co., Ltd. brand), silicone SH-3772C, copper SH-3775C (Toray Dow Corning Silicone Co., Ltd.), Abil WE-09 (Gold Schmidt Co., Trademark), etc. are mentioned. Since these POA-modified silicones have polysiloxane chains, the POA-modified silicones have good compatibility with volatile silicones and polysaccharide-sterol derivatives in the oil phase, and therefore, good powder dispersion stability may be obtained. Although content of this POA modified silicone is not specifically limited, It is preferable to set it as 0.1-15 weight%, Preferably it is 0.5-10 weight%. When less than 0.1 weight%, the function as a dispersing agent becomes inadequate and stability may worsen. When more than 15 weight%, a makeup film | membrane may be disturbed by sweating etc. and cosmetic persistence may worsen.
[89] The organic modified clay mineral may be blended with any one as long as it is commonly used in cosmetics. For example, the modified cation of the exchangeable cation of natural or synthetic clay minerals, such as montmorillonite, saponite, hectorite, bentonite, etc. by organic polar compound or organic cation, etc. can be illustrated. These may have structural property and may raise stability in an external phase oil phase. Although content is not specifically limited, It is preferable that it is 0.1-7 weight%, Preferably it is 0.5-5 weight%. When the amount is less than 0.1% by weight, the structure may not be obtained and the stability may deteriorate. When the amount is more than 7% by weight, the cosmetic for loosening may be hardened, and the usability by the applicator may be deteriorated.
[90] Although content of the water of the cosmetics for loosening in this invention is not specifically limited, It is preferable to set it as 2 to 60 weight%, Preferably it is 4 to 50 weight%. If less than 2% by weight can not give adequate moisture to the lips, the lips are dry, if more than 60% by weight the internal ratio is too high, the stability may deteriorate. In addition to water, water-based substances such as alcohols, polyhydric alcohols, acids, salts thereof, alkalis, water-soluble polymers, pigments, humectants, preservatives, and water-soluble medicinal agents can be blended into the aqueous phase of the inner phase so as not to impair the effects of the present invention. We can choose appropriately.
[91] The cosmetic powder can be used without limitation, usually used in cosmetics, for example, it can be blended not only as a colorant of the loose, but also acts as a regulator of the drying rate. Specific examples of cosmetic powders include extender pigments such as talc, sericite, kaolin, mica, magnesium carbonate, calcium carbonate, magnesium silicate, magnesium aluminum silicate, silica, and synthetic mica; White pigments such as titanium oxide, zinc oxide and barium sulfate; Inorganic colored pigments such as bengal, iron sulfate, black iron oxide, ultramarine blue, and dark blue blue; Organic pigments such as tar pigments; Pearl pigments such as mica titanium, iron oxide mica titanium oxide and bismuth oxychloride; Organic powder, such as a nylon powder, a silk powder, a styrene powder, and crystalline cellulose, etc. are mentioned. In addition, when used in the present invention, the hydrophobic surface treatment of the inorganic powder in the above-mentioned powder with oil, silicone or a fluorine-based compound or the like improves the dispersion of the inorganic powder in the oil phase speed, which may be more preferable. When the compounding ratio of powder with low hydrophobicity is high, the stability of the cosmetics for loosening may fall. Although content of cosmetic powder is not specifically limited, It is preferable to set it as 2-40 weight%, Preferably it is 5-30 weight%. When the amount is less than 2% by weight, the drying speed of the rouge may be lowered, and the color development may be weak and not suitable as a rouge. If it is more than 40% by weight, the drying speed is increased, but the viscosity increases, so that the drop when using the applicator is worsened, the cosmetic film after application is uneven, and the cosmetic glow or the cosmetic persistence may be deteriorated.
[92] You may mix | blend a liquid or semisolid component at normal temperature with non-volatile components other than the said component to the loose cosmetics in this invention. Such nonvolatile components include, but are not limited to, oils or water-soluble substances used in cosmetics. Specific examples of the oil include liquid paraffin, squalene, petrolatum, polybutene, glyceryl trioctanoate, propylene glycol dicaproate, cetyl 2-ethylhexanoate, isocetyl stearate, dipentaerythritol fatty acid ester, jojoba oil, And hydrocarbon oils such as dimethylpolysiloxane and methylphenylpolysiloxane, liquid oils such as esters, triglycerides and silicones, or semi-solid oils. As said water-soluble substance, polyhydric alcohol, polyethyleneglycol, polyglycerol, esters thereof, etc. are mentioned. It is also possible to mix waxes, resins, lead, fatty acids, higher alcohols and the like so long as the composition which is mixed and dissolved with the above nonvolatile components becomes liquid or semisolid at room temperature. In the case of blending the nonvolatile components, the content is not particularly limited, but the preferred content is 3 to 30% by weight, and by blending them, the gloss of the makeup film after application is improved and the clogging properties of the makeup film are also improved, thereby maintaining proper moisture on the lips. It may be possible to increase the effect.
[93] As long as the effect is not impaired in the cosmetics for loosening in this invention, the component normally usable for cosmetics can be mix | blended. For example, natural pigments, ultraviolet absorbers, moisturizers, cooling agents, preservatives, antioxidants, surfactants, fragrances, vitamins, hormones and other active ingredients, oil gelling agents and pH adjusting agents.
[94] The shape of the cosmetic for loosening in this invention is not specifically limited, Any thing may be used as long as it is a well-known shape known conventionally, and it is particular to the formulation of said cosmetic for loosening as long as it contains the said polysaccharide-sterol derivative. Without limitation, the type, content and the like of the ingredients can be freely selected by exhibiting creativity.
[95] ④ hair cosmetics.
[96] Moreover, the cosmetics in this invention are excellent also in the use as a cosmetics for hairs. Since the polysaccharide-sterol derivative is composed entirely of polysaccharides, has a large amount of steryl groups, and has properties similar to those of amino-modified silicones, the polysaccharide-sterol derivative has good adsorption to hair, and excellent adhesion and hair resistance. Also, it is excellent in combing property, water retention effect, and suppression of static electricity generated by brushing.
[97] In the case of using the cosmetic according to the present invention as a cosmetic for hair, the cosmetic for hair containing the polysaccharide-sterol derivative is prepared by appropriately adding the above-mentioned polysaccharide-sterol derivative to a prescription ingredient commonly known as a cosmetic for hair or by blending it as an alternative component. Can be obtained.
[98] The polysaccharide-sterol derivative exhibits a soft property, such as high molecular weight dimethylsiloxane of 400,000 to 700,000 even at a molecular weight of 20000 to 50000 by controlling the content of the steryl group in the polysaccharide-sterol derivative, and is a non-sticky soft film. To form. For example, when a polysaccharide-sterol derivative is incorporated into a hair coat or rinse in shampoo, the restorative effect of adhering the hair part, the improvement of combing property, the prevention of peeling of the cuticle of the hair by brushing, the hair removal effect, and the hair A shiny effect is exhibited. These effects are presumed to be exerted by the formation of a polysaccharide-sterol derivative film on the hair surface.
[99] The cosmetic for hair in the present invention may be any known shape of a conventionally known cosmetic for hair, and the formulation is not particularly problematic. The cosmetics for hair in this invention can be made into the composition of various uses. For example, it can be set as various usage modes, such as a general hairdressing agent, a shampoo, a rinse agent, a treatment agent, a set agent, a permanent wave liquid, and a mascara. The formulation may also be in liquid, cream, aqueous emulsion or gel form.
[100] The hair cosmetics in the present invention may have a polysaccharide-sterol derivative as the only polymer component, or may be used in combination with a conventionally known natural polymer, natural modified polymer, and synthetic polymer. Moreover, plasticizers, such as higher fatty acid ester, glycerin, and polyethylene glycol, can also be used together. Moreover, various additives, such as surfactant, a thickener, a hydrotrop, an emulsion, a conditioning agent, fats and oils, a moisturizer, a coloring agent, a bactericide, and a fragrance | flavor, can also be used together.
[101] When the cosmetic for hair is a shampoo, a rinse agent, a treatment agent, a set agent, a permanent wave agent, or a mascara, 0.001% by weight or more of the polysaccharide-sterol derivative is added to these known compositions, and according to the present invention, It can be used as a hair cosmetic material and can be used as a shampoo agent, mascara, etc. containing a polysaccharide-sterol derivative.
[102] Particularly preferred embodiments of the hair cosmetic material according to the present invention are hair dressings such as aerosol type hairspray, pump type hairspray, foam aerosol, hair mist, set lotion, hair styling gel, hair liquid, hair cream and hair oil. These may be in any form, such as solubilization system, emulsification system, powder dispersion system, oil-water two-layer system, oil-water-powder three-layer system. In the case of an emulsifying system, the oil phase containing a polysaccharide-sterol derivative can be emulsified by emulsifiers, such as a nonionic surfactant, a cationic surfactant, an anionic surfactant, or a mixture thereof. When emulsifying, the emulsifier may be dissolved in a water-soluble polyhydric alcohol, emulsified by adding an oil containing a polysaccharide-sterol derivative to form an emulsion composition, and the composition may be diluted with an aqueous phase containing a cationic resin to form an emulsion. Polysaccharide-sterol derivatives may also be used as surfactants, but it is also possible to use a well-known emulsifier which is commonly used.
[103] As an emulsifier other than the polysaccharide-sterol derivative used in the case of emulsification, any emulsifier can be used as long as it is a well-known emulsifier. For example, polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene cholesteryl ether, poly Nonionic activators such as oxyethylene sorbitan fatty acid ester, polyoxyethylene glyceryl fatty acid ester, polyoxyethylene hardened castor oil, polyethylene glycol fatty acid ester, polyglycerol fatty acid ester, sucrose fatty acid ester, and polyether modified silicone; Cationic activators such as stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, cetyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, and cetyl pyridinium chloride; And anionic activators such as sodium cetyl sulfate, sodium polyoxyethylene lauryl ether sulfate, sodium lauryl sulfate, potassium coconut oil fatty acid and sodium methyl taurine coconut oil.
[104] Moreover, as water-soluble polyhydric alcohol, ethylene glycol, propylene glycol, 1, 3- butylene glycol, 1, 4- butylene glycol, dipropylene glycol, glycerin, diglycerin, triglycerine, tetraglycerine, glucose, maltose, maltitol, Sucrose, fructose, xylitol, sorbitol, maltotriose, pentitol, erythritol, starch, decomposed sugar-reducing alcohol, hyaluronic acid and the like. These may be used individually by 1 type and may be used in combination of 2 or more type.
[105] As a polysaccharide-sterol derivative used for hair cosmetics, it is preferable that a weight average molecular weight is 10000-1 million, Preferably it is 10000-500000. In addition, the amount of the steryl group introduced into the polysaccharide-sterol derivative is preferably 0.01 to 20, preferably 0.05 to 15, and more preferably 0.1 to 10 per 100 sugar units constituting the polysaccharide. When the amount of the steryl group introduced is less than 0.01, the interaction with the hair becomes insufficient, and the persistence of the hair damage prevention effect may be worsened.
[106] The content of the polysaccharide-sterol derivative is preferably 0.001 to 50% by weight, preferably 0.01 to 30% by weight based on the entire hair cosmetic. If it is less than 0.001 weight%, sufficient effect will not be acquired, and if it exceeds 50 weight%, it will become difficult to melt | dissolve. When using as a rinse effect agent, it is preferable that it is 0.001-50 weight% with respect to the whole hair cosmetics, Preferably it is 0.01-30 weight%. If it is less than 0.001 weight%, sufficient effect will not be acquired, and if it exceeds 50 weight%, the solubility of a polysaccharide-sterol derivative will worsen and it is not preferable. In order to maintain the water holding ability and the film forming ability properly, the content of the polysaccharide-sterol derivative is preferably in the range of 0.001 to 50% by weight.
[107] When mix | blending a polysaccharide-sterol derivative with hair cosmetics, you may melt | dissolve and mix in a liquid oil. Of course, you may mix | blend separately in hair cosmetics and melt | dissolve in it continuously. Examples of the liquid oils include chain silicones, cyclic silicones, and isoparaffinic hydrocarbons. As a specific example of the said chain | strand silicone, an octamethylcyclo tetrasiloxane, decamethyl cyclopentasiloxane, tetradecamethyl cyclohexasiloxane, etc. are mentioned.
[108] As isoparaffinic hydrocarbon, the isoparaffinic hydrocarbon etc. which have a boiling point in normal pressure in the range of 60-260 degreeC are mentioned. Specifically, iso A (trademark), copper C, copper D, copper E, copper G, copper H, copper K, copper L, copper M from Exxon company, shellsol 71 (trademark) of the shell company Toll 100 (trademark), copper 130, copper 220 and the like. The isoparaffinic hydrocarbons may be any one kind or two or more kinds, and the total content of the isoparaffinic hydrocarbons is preferably 1 to 50 times (weight) based on the polysaccharide-sterol derivative, and the total amount of the cosmetic for hair It is preferable to mix | blend so that content in it may be 10 to 80 weight%. Moreover, when hair cosmetics are washing | cleaning agents, it is preferable that it is less than 20 weight%.
[109] In addition to the above constituents, other components may be blended into the cosmetic for hair according to the present invention within a quantitative and qualitative range that does not impair the effects of the present invention depending on the purpose. For example, liquid paraffin, squalene, lanolin derivatives, higher alcohols, various ester oils, avocado oils, palm oils, tallow oils, jojoba oils, silicone oils, polyalkylene glycol polyethers and carboxylic acid oligoester compounds, terpene hydrocarbon oils Oil, etc .; Water-soluble polyhydric alcohols such as ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin, sorbitol and polyethylene glycol; Humectants such as hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate; Resins such as ultraviolet absorbers, ultraviolet scatterers, acrylic resins, silicone resins, and polyvinylpyrrolidone; Proteins or proteolytic products such as soy protein, gelatin, collagen, silk fibroin and elastin; Preservatives such as ethyl paraben and butyl paraben; Activators such as various amino acids, biotin, pantothenic acid derivatives, and the like; blood circulation promoters such as γ-orizanol, sodium dextran sulfate, vitamin E derivatives and nicotinic acid derivatives; Anti-seborrhea agents such as sulfur and thianthol; Diluents such as ethanol, isopropanol and tetrachlorodifluoroethane; Thickeners such as carboxyvinyl polymers; In addition, a chemical | medical agent, a fragrance, a coloring agent, etc. are mentioned.
[110] ⑤ Cosmetics for manicure.
[111] Moreover, the cosmetics of this invention are excellent also in the use as a cosmetics for manicures. In the case of using the cosmetic of the present invention as a cosmetic for manicure, a manicure cosmetic containing a polysaccharide-sterol derivative by appropriately adding a polysaccharide-sterol derivative to a prescription ingredient commonly known as a manicure cosmetic or by blending it as an alternative ingredient. Can be obtained.
[112] The polysaccharide-sterol derivative used in the cosmetic for manicure according to the present invention may be any polysaccharide-sterol derivative, but the weight average molecular weight is 10000 to 1000000, preferably 30000 to 500000, and the smooth appearance of the film and It is preferable because it improves gloss. The content of the polysaccharide-sterol derivative in the manicure cosmetic is preferably 0.001 to 50% by weight, preferably 0.01 to 30% by weight based on the entire cosmetic. In order to maintain the water holding ability and the film forming ability appropriately, the content of the polysaccharide-sterol derivative is preferably in the range of 0.001 to 50% by weight.
[113] The polysaccharide-sterol derivative used for the cosmetic for manicure may be used by dissolving in a solvent system normally used for manicure liquid. This solvent system consists essentially of a mixture of various volatile organic solvents, in order to make the drying time relatively short. These solvents may be appropriately selected from known volatile organic solvents, but may be selected from acetone, ethyl acetate, butyl acetate, 2-methoxyethyl, methyl ethyl ketone, methyl isobutyl ketone, methyl acetate, amyl acetate and isoacetic acid acetate. Propyl and the like are preferred. The solvent system preferably contains a diluent. As a diluent, Saturated linear or branched hydrocarbons, such as hexane or an octane; Aromatic hydrocarbons, such as toluene or xylene, etc. are mentioned. The solvent system may contain other volatile solvents. These volatile solvents are not particularly limited, but may contain, for example, ethanol, n-butanol, n-propanol, isopropanol or mixtures thereof.
[114] A film forming substance can also be mix | blended with the cosmetics for nail polish. The polysaccharide-sterol derivative originally has a film-forming ability, but it does not matter at all to mix with other commonly known film-forming substances. Examples of the film forming material include nitrocellulose, preferably nitrocellulose of the “RS” and “SS” type. In addition, polyvinyl derivatives such as polybutyrate may also be used as additional film forming materials.
[115] You may mix | blend a plasticizer with cosmetics for nail polish. It is preferable to make content of a plasticizer into 2 to 10 weight% with respect to the whole cosmetics. A plasticizer may be used as long as the plasticity of the film can be adjusted without lowering the physical strength of the film. As a plasticizer which can be used suitably for the cosmetics for nail polish in this invention, a tricresyl phosphate, benzyl benzoate, a tributyl phosphate, an butyl acetyl ricinoleate, glyceryl acetyl ricinoleate, a dibutyl phthalate, a butyl glycolate, a phthalic acid Octyl, butyl stearate, tributoxy phosphate, triphenyl phosphate, triethyl citrate, tributyl citrate, tributyl acetyl citrate, tributyl acetyl citrate (2-ethylhexyl), dibutyl stannate, dimethoxy phthalate, phthalic acid Isobutyl, diamyl phthalate, camphor, glycerol triacetate, and mixtures thereof.
[116] Moreover, the cosmetics for nail polish in this invention can contain resin generally used for the cosmetics for nail polish. As long as the resin used is a suitable thing, what kind of thing may be used, For example, an aryl sulfonamide formaldehyde resin, an alkyd resin, etc. are mentioned. It is preferable that content of resin is 0.5 to 15 weight% with respect to the whole cosmetics for nail polish. As aryl sulfonamide formaldehyde-type resin, well-known toluene sulfonamide formaldehyde resin is mentioned. These resins improve gloss and adhesion while improving the film forming performance.
[117] The cosmetic for nail polish in this invention may be a transparent thing, or a colored thing. When coloring, at least 1 type or more of well-known natural organic or inorganic pigment can be mix | blended. Any pigment may be used as long as it is a commonly known cosmetic pigment. For example, as an organic pigment, D & C Red 5, 6, 7, 10, 11, 12, 13 and 34 and Lake D & C yellow 5 and Lake D & C Red 2 Lake pigments, such as a lake, etc. are mentioned. Guanine etc. are also mentioned as another organic pigment. Examples of the inorganic pigments include titanium dioxide, bismuth oxychloride, brown iron oxide and red iron oxide. Although content of a pigment is suitably determined according to the use of the cosmetics for nail polish, it is usually preferable that it is 0.01-2 weight% with respect to the whole cosmetics.
[118] Moreover, some thixotropic agents can be used for the cosmetics for manicures in this invention in order to avoid pigment settling. As long as a thixotropic agent is a suitable thing, what is widely known in the range which does not deviate from the objective of this invention may be used, and their content can be selected suitably. The cosmetic for nail polish in this invention can also contain the additive normally used for nail polish liquid. These additives may be any additives well known as long as they are additives contained in ordinary cosmetics, and may be selected and contained according to the purpose. As an example of an additive, UV inhibitors, such as a benzophenone derivative and 2-cyano-3, 3- diphenyl acrylate, etc. are mentioned suitably, for example.
[119] The cosmetics for manicure in this invention may be any form as long as it is a well-known shape of the nail polish cosmetics known conventionally, and a formulation does not have a problem especially.
[120] As mentioned above, although the cosmetics in this invention were demonstrated to the general cosmetics, makeup cosmetics, rouge cosmetics, hair cosmetics, and nail polish cosmetics, the cosmetics of this invention are not specifically limited to these. The polysaccharide-sterol derivative can be suitably blended and used in a cosmetic of any shape. Any kind of cosmetics can be modified into a cosmetic having a performance unprecedented by fully utilizing the properties of the polysaccharide-sterol derivative.
[121] The polysaccharide-sterol derivative has the property that the introduction rate of the sterol component in the polysaccharide-sterol derivative becomes a material having excellent film formability in the case of 0.01 to 20 sugars per 100 sugar units constituting the polysaccharide. The introduction rate of the component or sterol may be flexible in some cases. Moreover, when the sterol introduction rate exceeds 20 per 100 units, the solubility at room temperature becomes worse.
[122] In the cosmetic of the present invention, the content of the polysaccharide-sterol derivative is different depending on the form of the cosmetic, but is usually 0.001 to 50% by weight, preferably 0.001 to 30% by weight. Too few polysaccharide-sterol derivatives can not achieve the effect of the present invention, too much if it is too sticky or heavy to use.
[123] The film formed by the polysaccharide-sterol derivative is not sticky when the content of the polysaccharide-sterol derivative is 50% by weight or less, and has a smooth texture. By appropriately devising and using these characteristics according to the form of the well-known cosmetics, the polysaccharide-sterol derivative used for this invention can be used suitably for all the cosmetics of this invention.
[124] Below, this invention is demonstrated in detail using a synthesis example, an Example, and a comparative example.
[125] Synthesis Example 1
[126] Synthesis of N- (6-isocyanatohexyl) cholesterylcarbamate.
[127] 25 g (0.065 mol) of cholesterol and 300 ml of toluene were added and dissolved in a 1 L branch flask, and 17 ml (0.12 mol) of triethylamine was added. 161 g (0.96 mol) of hexamethylene diisocyanato dissolved in 300 ml of toluene was put therein, and it was made to react at 80 degreeC for about 6 hours under nitrogen atmosphere. After completion of the reaction, toluene and excess hexamethylene diisocyanato were removed under reduced pressure. The resulting yellow oily residue was left at room temperature overnight to produce pale yellow crystals. The crystals were removed and about 1 L of hexane was added and after severe shaking, the supernatant was removed by decantation. After this washing operation was carried out four times in total, a white solid was obtained by drying under reduced pressure at room temperature for 3 hours. The yield was 18.25 g and the yield was 50.9%. The measurement result of IR of the obtained product is shown below.
[128] IR (KBr, cm ⁻¹ ): 3260, 2320, 1680, 1130.
[129] From the above, it was confirmed that N- (6-isocyanatohexyl) cholesteryl carbamate was obtained.
[130] Synthesis Example 2
[131] Synthesis of pullulan-cholesterol derivatives (hereinafter abbreviated as CHP 0.9) incorporating 0.9 cholesteryl groups per 100 units of pullulan.
[132] 40 g of pullulan (weight average molecular weight 108000) and 420 ml of dimethyl sulfoxide were added to a 1 L branch flask, and the mixture was dissolved by stirring at 80 ° C. under a nitrogen atmosphere. A solution obtained by dissolving 1.78 g (3.21 mmol) of N- (6-isocyanatohexyl) cholesterylcarbamate synthesized in Synthesis Example 1 in 32.4 ml (0.40 mol) of pyridine was added thereto and reacted at 90 DEG C for 1.5 hours. I was. After completion of the reaction, dimethyl sulfoxide was removed under reduced pressure, and the resulting oily residue was added dropwise to 6 L of acetone to form a precipitate.
[133] After removing the supernatant, 4 L of acetone was added to the obtained precipitate, and the mixture was left overnight at room temperature. The precipitate was filtered off and dried under reduced pressure. The obtained solid was dissolved in dimethyl sulfoxide, and this was filled in a dialysis membrane (Spectropor Co., Spectra / Por 3, brand, fraction molecular weight: 3500), and dialyzed against distilled water for one week. The white solid was obtained by lyophilizing 1.5 L of the obtained polymer solution according to a conventional method. The yield was 31.7 g (76.2% yield). The measurement results of <^1> H-NMR and IR of the obtained product are shown below.
[134] ¹ H-NMR ((δ ppm), DMSO-d ₆ / D ₂ O = 20/1, vol, TMS): 0.68-2.40, 2.60-4.60, 4.60-5.05.
[135] IR (KBr, cm ⁻¹ ): 1680, 1180-900.
[136] In ¹ H-NMR peak area of the cholesterol group-derived from the integral of the spectrum (δ = 0.6~2.3) and pullulan to obtain a peak area (δ = 4.7~5.1) of origin, a substituted cholesteryl group-of 100 squarely The figure was calculated. As a result, the degree of substitution of the cholesteryl group per 100 monosaccharides was 0.9. The weight average molecular weight was 109700. From the above data, it was confirmed that the obtained compound is CHP 0.9.
[137] Synthesis Example 3
[138] Synthesis of pullulan-cholesterol derivatives (hereinafter abbreviated as CHP 0.1) incorporating 0.1 cholesteryl groups per 100 units of pullulan.
[139] By the same reaction procedure as in Synthesis example 2, CHP 0.1 was synthesized by changing only the injection amount of N- (6-isocyanatohexyl) cholesteryl carbamate to 0.198 g (0.357 mmol). The peak area derived from cholesteryl group and the peak area derived from pullulan were determined from the integral value of the ¹ H-NMR spectrum, and the degree of substitution of cholesteryl group per 100 monosaccharides was calculated. As a result, the degree of substitution of the cholesteryl group per 100 monosaccharides was 0.1. The weight average molecular weight was 108200.
[140] Synthesis Example 4
[141] Synthesis of pullulan-cholesterol derivatives (hereinafter abbreviated as CHP 0.05) incorporating 0.05 cholesteryl groups per 100 units of pullulan.
[142] By the same reaction procedure as in Synthesis example 2, CHP 0.05 was synthesized by changing only the injection amount of N- (6-isocyanatohexyl) cholesterylcarbamate to 0.099 g (0.178 mmol). The peak area derived from cholesteryl group and the peak area derived from pullulan were determined from the integral value of the ¹ H-NMR spectrum, and the degree of substitution of cholesteryl group per 100 monosaccharides was calculated. As a result, the substitution degree of the cholesteryl group per 100 monosaccharides was 0.05. The weight average molecular weight was 108100.
[143] Synthesis Example 5
[144] Synthesis of pullulan-cholesterol derivatives (hereinafter abbreviated as CHP 10) incorporating 10 cholesteryl groups per 100 units of pullulan.
[145] By the same reaction procedure as in Synthesis example 2, CHP 10 was synthesized by changing only the injection amount of N- (6-isocyanatohexyl) cholesterylcarbamate to 29.7 g (53.6 mmol). The peak area derived from cholesteryl group and the peak area derived from pullulan were determined from the integral value of the ¹ H-NMR spectrum, and the degree of substitution of cholesteryl group per 100 monosaccharides was calculated. As a result, the substitution degree of the cholesteryl group per 100 monosaccharides was ten. The weight average molecular weight was 127400.
[146] Synthesis Example 6
[147] Synthesis of pullulan-cholesterol derivatives (hereinafter abbreviated as CHP 15) incorporating 15 cholesteryl groups per 100 units of pullulan.
[148] By the same reaction procedure as in Synthesis example 2, CHP 15 was synthesized by changing only the amount of N- (6-isocyanatohexyl) cholesterylcarbamate injected into 49.5 g (89.3 mmol). The peak area derived from cholesteryl group and the peak area derived from pullulan were determined from the integral value of the ¹ H-NMR spectrum, and the degree of substitution of cholesteryl group per 100 monosaccharides was calculated. As a result, the degree of substitution of the cholesteryl group per 100 monosaccharides was 15. The weight average molecular weight was 137000.
[149] Synthesis Example 7
[150] Synthesis of mannan-cholesterol derivatives (hereinafter abbreviated as CHM) incorporating 0.9 cholesteryl groups per 100 units met.
[151] By the same reaction procedure as in Synthesis example 2, the amount of N- (6-isocyanatohexyl) cholesteryl carbamate was changed to 26.2 g (n. mmol) and pyridine was changed to 19.6 ml and dimethyl sulfoxide was changed to 320 ml to synthesize 21.5 g of met-cholesterol derivatives. The measurement of <^1> H-NMR and IR of the product confirmed that the obtained compound was met-cholesterol (CHM). ¹ obtain the peak area of the H-NMR cholesteryl group-derived peak area and met derived from the integral of the spectrum, and calculating the degree of substitution of 100 squarely group-cholesteryl. As a result, the degree of substitution of the cholesteryl group per 100 monosaccharides was 0.1. The weight average molecular weight was 85200.
[152] Example 1
[153] Preparation and evaluation tests for O / W emulsions containing CHP 0.9.
[154] O / W type emulsion was prepared using CHP 0.9 obtained in Synthesis Example 2. The O / W type emulsion was prepared by blending the raw materials shown in the following 1 to 10 with the total amount of 100 g at the ratio shown below. First, the raw materials shown in 1-3 were mixed, and it stirred and melt | dissolved at 70 degreeC, Then, the raw materials 4-10 were added and disperse | distributed. After degassing this, it filled into the predetermined container and obtained 100g of CHP 0.9-containing O / W emulsions.
[155] Below, the used raw material is shown as a list. The blending ratio is parts by weight.
[156] Stearic acid 1
[157] 2. Beeswax 2
[158] 3. Microcrystalline Wax 1
[159] 4.CHP 0.9 (from Synthesis Example 2) 0.3
[160] 5. Propylene Glycol 5
[161] 6. Glycerin 5
[162] 7. Ethyl Alcohol 2
[163] 8. Paraoxybenzoic acid ester 0.3
[164] 9. Spices 0.3
[165] 10. Residual Purified Water
[166] Next, in order to evaluate the performance of the prepared CHP 0.9-containing O / W emulsion, the following transcription test, artificial skin roughness improvement effect test, practical use test, and anti-rotation test were conducted.
[167] [Transcription test]
[168] Two sheets of filter paper were prepared and water was soaked on one side and squalene on the other. On the filter paper which infiltrated squalene, the colorless nylon plate which apply | coated appropriately the above-mentioned CHP 0.9 containing O / W type | mold emulsion was pressed tightly, and 10 vertical movements were performed. The vertical movement was similarly performed with respect to the filter paper which infiltrated water. After the vertical movement was finished, in order to evaluate the transfer amount of the sample from the nylon plate onto the filter paper, the color density of the transferred cosmetic was visually judged by one experimenter. At this time, one point was not transferred at all, two points were slightly transferred, and three were transferable. This transfer test was repeated five times, replacing the filter paper in which water or squalene was soaked with a new one for each test. At this time, the test and evaluation of five transcription tests were conducted by the same person. The average value of the ratings of the five transfer tests on the filter paper infiltrated with water or squalene was calculated | required. The results are shown in Table 1.
[169] Table 1 Transfer Test of O / W Type LatexTranscription test (rating) Example 11.6 Example 21.8 Example 32.0 Example 41.6 Example 51.8 Example 61.6 Comparative Example 12.4 Comparative Example 22.6 Comparative Example 33.0 Comparative Example 42.6
[170] [Artificial skin roughness improvement effect test]
[171] Experimental Method
[172] To examine the effects of surfactants on artificial skin roughness, 10 Japanese women (ages 20 to 42 years) were tested. Measurements of stratum corneum moisture retention, transdermal moisture transpiration, and Pidgin Three kinds of judgments were observed.
[173] First, the skin of the forearm inner part is subjected to a glass cup of 3 cm in diameter to this, and 10 ml of 5% sodium dodecyl sulfate (SDS) is added thereto and left for 10 minutes while shaking gently. Recovered. Similarly, a glass cup having a diameter of 3 cm was brought into close contact with each other, and 10 ml of 5% sodium dodecyl sulfate (SDS) was added thereto and left for 20 minutes while shaking gently. Then, the treatment solution was recovered to cause skin roughness. After 1 day of the SDS treatment, 5 ml of the CHP 0.9-containing O / W emulsion was applied to the treated site twice a day. At this time, the amount of stratum corneum maintenance was measured as follows.
[174] (1) Measurement of stratum corneum moisture retention
[175] The moisture retention of the stratum corneum is high-frequency skin moisture measurement device (MODEL SKICON-200, brand made by IBS) according to the stratum corneum moisture load test method of Ueda et al. Measured using.
[176] The measurement was performed before SDS treatment, 3 days after SDS treatment, 7 days after SDS treatment, and 14 days after SDS treatment. In the measurement, the measurement site skin was washed with warm water at 37 ° C. for 30 seconds, and then measured 5 times at 20 ° C., 50% relative humidity, and imprinting, and the average value for each carved seal was calculated. Moreover, the average value for each carved seal was summed and this was divided by the number of test subjects, and the average value of the whole was obtained. The average value of the whole was calculated for SDS treatment, 3 days after SDS treatment, 7 days after SDS treatment, and 14 days after SDS treatment, respectively. Next, the relative value was calculated by dividing the total average value after each SDS process by the average value before the SDS process. This relative value is shown in Table 2. The higher the relative value, the higher the water retention ability of the stratum corneum, and the superior O / W emulsion applied.
[177] Table 2 Effect test for artificial skin roughness of O / W type emulsionHorny layer moisture retentionPercutaneous moisture increasePidgin judgment (judgment point) 3rd day7th dayDay 143rd day7th dayDay 14 Example 11.871.992.030.870.840.790.4 Example 21.972.092.090.770.840.750.3 Example 32.172.001.990.880.890.790.3 Example 42.111.802.200.810.810.770.2 Example 51.991.952.150.800.810.780.2 Example 61.871.891.870.890.850.791.2 Comparative Example 11.111.001.040.960.940.972.1 Comparative Example 21.071.001.040.970.940.990.4 Comparative Example 30.871.091.000.960.940.980.2 Comparative Example 41.070.891.030.970.950.992.2
[178] Next, the amount of transdermal moisture diffusion was measured according to the following measuring method.
[179] (2) Measurement of transdermal moisture diffusion amount
[180] Moisture evaporation amount of the stratum corneum was measured using a transdermal moisture evaporation measuring device (MODEL TEWAMETER-TM200, a brand of C + K).
[181] The measurement was performed before SDS treatment, 3 days after SDS treatment, 7 days after SDS treatment, and 14 days after SDS treatment. In the measurement, immediately after measurement of the stratum corneum retention of water in the above (1), the marking was measured five times, and the average value for each marking was calculated. Moreover, the average value for each carved seal was summed and this was divided by the number of test subjects, and the average value of the whole was obtained. The average value of the whole was calculated for SDS treatment, 3 days after SDS treatment, 7 days after SDS treatment, and 14 days after SDS treatment, respectively. Next, the relative value was calculated by dividing the total average value after each SDS process by the average value before the SDS process. This relative value is shown in Table 2. The lower the numerical value of the relative value, the higher the moisture barrier function, and the higher the O / W type emulsion applied.
[182] Next, in the experiments (1) and (2) above, the subjects of ten subjects coated with the CHP 0.9-containing O / W emulsion were determined after the end of the previous experiment in accordance with the following criteria.
[183] (3) Determination
[184] The diagnosis of the subject was performed in the presence of a dermatologist, and the subject's subject was individually determined based on the following criteria.
[185] 0: No change of dryness abortion.
[186] 1: Minor dryness The change in deciduousness was observed (minor snowfall or gloss).
[187] 2: Clear dry deciduous change observed (definite boundary of treatment part, some gloss, crack in clear drop).
[188] 3: Significant changes in dryness and deciduousness have been identified (clear gloss and cracking in clear fallout).
[189] The average value of the determination result of ten subjects determined by the above criteria is described in Table 2. The judgment indicated that the smaller the number, the smaller the adverse effect on the skin, and that the applied O / W type emulsion was excellent.
[190] [Real Use Test]
[191] Experimental Method
[192] Twenty Japanese women (age 27-42) who complained of skin roughness and dryness were asked to use O / W type fluid containing CHP 0.9 for 1 month each day. In order to investigate micro-effects such as moist feeling (repair effect) and improvement of skin pulling (resilience effect) after one month and feeling (smooth feeling) in use, we interviewed with expert examiner "moist feeling", " "Improvement of pulling" and "smooth feeling" were listened and investigated. Table 3 lists the number of people who answered positively.
[193] Table 3 Practical Test of O / W Type FluidsReal-world test positive answer out of 20Anti-rotation Moist feelingImprovement of pullingA smooth sense Example 118151819.0 Example 217161814.5 Example 318171812.2 Example 419141719.4 Example 517161520.0 Example 613151319.6 Comparative Example 11411910.5 Comparative Example 21110108.6 Comparative Example 37972.9 Comparative Example 481185.1
[194] [Prevention prevention test]
[195] Experimental Method
[196] The anti-rotation test was performed by SPF (Sun Protection Factor) measurement using an animal, and the anti-rotation effect was evaluated. First, morphot was prepared by removing hair on its back with a depilatory cream. To this, the CHP 0.9-containing O / W emulsion was applied so as to be 2 µl / cm 2. After 15 minutes, ultraviolet rays were irradiated for a certain period of time using an ultraviolet lamp (TOSHIBA FL-SE type, trade name). At 24 hours after the irradiation, the swelling of the sample-coated and uncoated portions of the sample was observed to determine the minimum amount of ultraviolet light required to generate a slight stiff-bed. SPF was calculated from the obtained minimum UV dose. SPF is a value obtained by dividing the minimum ultraviolet dose of the sample-coated portion by the minimum ultraviolet dose of the non-sampled portion. The results of the SPF are shown in Table 3. From the results of the anti-rotation test, it was found that the O / W type fluid containing CHP 0.9 was excellent in the anti-rotation effect.
[197] According to the above evaluation test, the CHP 0.9-containing O / W fluid has a significant effect on the increase in the water retention of the stratum corneum (restoration of water retention function), the reduction of the transdermal moisture diffusion (improving the moisture barrier function) and the dryness of the skin. In addition, it was also demonstrated that it was excellent in the microscopic effect, such as a repair effect and the revival effect, and the anti-turning effect, besides being excellent in a smooth feeling.
[198] Example 2
[199] Preparation and evaluation tests for O / W type emulsions containing CHP 0.1.
[200] An O / W type emulsion was prepared in the same amount and preparation as in Example 1 except that CHP 0.1 obtained in Synthesis Example 3 was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[201] Example 3
[202] Preparation and evaluation of CHP 0.05 O / W emulsion.
[203] An O / W type emulsion was prepared in the same amount and preparation as in Example 1 except that CHP 0.05 obtained in Synthesis Example 4 was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[204] Example 4
[205] Preparation and evaluation of CHP 10-containing O / W emulsions.
[206] An O / W type emulsion was prepared in the same amount and preparation as in Example 1 except that CHP 10 obtained in Synthesis Example 5 was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[207] Example 5
[208] Preparation and evaluation of CHP 15 O / W emulsion.
[209] Except for using CHP 15 obtained in Synthesis Example 6 instead of CHP 0.9, all of the O / W type emulsions were prepared by the same compounding amount and preparation method as in Example 1. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[210] Example 6
[211] Preparation and evaluation test of CHM-containing O / W emulsion.
[212] An O / W type emulsion was prepared in the same amount and preparation as in Example 1 except that CHM obtained in Synthesis Example 7 was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[213] Synthesis Example 8
[214] Synthesis of tristrimethylsiloxysilylpropylcarbamic acid pullulan (hereinafter abbreviated as TSP) incorporating 1.7 tristrimethylsiloxysilylpropyl groups per 100 units of pullulan.
[215] 10 g of pullulan (weight average molecular weight 108000) is dissolved in 300 ml of N-methylpyrrolidone, 0.01 g of triethylamine is added as a catalyst, 0.7 g of tristrimethylsiloxysilylpropyl isocyanate is added dropwise, and 2 at 100 ° C. The reaction was time. The reaction solution was poured into acetone, and the resulting precipitate was washed with methanol and dried to obtain 50 g of tristrimethylsiloxysilylpropylcarbamic acid pullulan. Further, the degree of substitution of the tristrimethylsiloxysilylpropyl group of 100 monosaccharides of pullulan of this product was calculated to 1.7 based on elemental analysis values. The weight average molecular weight was 111000.
[216] Comparative Example 1
[217] Preparation and evaluation test of O / W emulsion containing TSP 5.
[218] An O / W type emulsion was prepared in the same amount and preparation as in Example 1, except that TSP obtained in Synthesis Example 8 was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[219] Comparative Example 2
[220] Preparation and evaluation test of pullulan-containing O / W fluid.
[221] An O / W type emulsion was prepared in the same amount and preparation as in Example 1 except that commercially available pullulan (weight average molecular weight 108000) was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[222] Comparative Example 3
[223] Preparation and evaluation of CHP-free O / W emulsion.
[224] Except not mix | blending CHP 0.9, the O / W type | mold emulsion was prepared by the compounding quantity and preparation method similar to Example 1 all. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[225] Comparative Example 4
[226] Preparation and evaluation test of O / W type emulsion containing polyvinyl alcohol.
[227] An O / W type emulsion was prepared in the same amount and preparation as in Example 1, except that commercially available polyvinyl alcohol (Kuraray Co., Kuraray Co., PVA-224C, trade mark) was used instead of CHP 0.9. All the evaluation tests were also performed by the same method as Example 1. The results are shown in Tables 1-3.
[228] Example 7
[229] Preparation and evaluation test of O / W type emulsion containing 0.001% by weight of CHP.
[230] Except having changed the compounding ratio of CHP 0.9 from 0.3 weight part to 0.001 weight part, all O / W type | mold emulsion was prepared by the same compounding quantity and preparation method as Example 1. The evaluation test was carried out only for the transcription test, and no other test was done. The results are shown in Table 4.
[231] Table 4 Transfer Test of O / W Type LatexTranscription test (rating) Example 72.6 Example 82.2 Example 91.0 Example 101.2
[232] Example 8
[233] Preparation and evaluation test of O / W type emulsion containing 0.01 wt% CHP.
[234] Except having changed the compounding ratio of CHP 0.9 from 0.3 weight part to 0.01 weight part, the O / W type emulsion was prepared by the same compounding quantity and preparation method as Example 1 in all. The evaluation test was carried out only for the transcription test, and no other test was done. The results are shown in Table 4.
[235] Example 9
[236] Preparation and evaluation test of O / W type emulsion containing 50% by weight of CHP.
[237] Except having changed the compounding ratio of CHP 0.9 from 0.3 weight part to 50 weight part, the O / W type | mold emulsion was prepared by the compounding quantity and preparation method similar to Example 1 all. The evaluation test was conducted only by the transcriptional test, and the other test was not performed. The results are shown in Table 4.
[238] Example 10
[239] Preparation and evaluation test of O / W type emulsion containing 20% by weight of CHP.
[240] Except having changed the compounding ratio of CHP 0.9 from 0.3 weight part to 20 weight part, the O / W type | mold emulsion was prepared by the compounding quantity and preparation method similar to Example 1 all. The evaluation test was carried out only for the transcription test, and no other test was done. The results are shown in Table 4.
[241] Example 11
[242] Preparation of lotion containing CHP 0.9
[243] A lotion was prepared using CHP 0.9 obtained in Synthesis Example 2. The lotion mix | blended and prepared the raw material shown to the following 1-8 so that whole quantity may be 100g by the ratio shown below. First, the raw materials shown in 1-4 were mixed and melted at room temperature. Separately, the raw materials shown in 5 to 8 were mixed and dissolved at room temperature. The solution of the raw materials 1-4 was added to this solution of the raw materials 5-8, stirred, mixed, and dispersed. Thus, 100 g of CHP 0.9-containing lotion in a suspension liquid state was obtained.
[244] Below, the used raw material is shown as a list. The blending ratio is parts by weight.
[245] CHP 0.9 (from Synthesis Example 2) 0.25
[246] 2. Glycerin 1.5
[247] 3. Ethanol 6
[248] 4. Propylene Glycol 1.5
[249] 5. Citric Acid 0.01
[250] 6. Sodium Citrate 0.1
[251] 7. Spices 0.05
[252] 8. Balance of Purified Water
[253] Example 12
[254] Preparation of cream containing CHP 0.9
[255] A cream was prepared using CHP 0.9 obtained in Synthesis Example 2. The cream mix | blended and prepared the raw material shown to the following 1-9 so that whole quantity might be 100g by the ratio shown below. First, the raw materials shown in 1-3 were mixed and melted at 70 degreeC. Separately, the raw materials shown in 4 to 9 were mixed and dissolved at 70 ° C. The solution of the raw materials 4-9 was added and mixed, stirring the solution of the raw materials 1-3. Thereafter, the mixture was cooled to 25 ° C to obtain 100 g of a cream containing CHP 0.9 having a white cream shape.
[256] Below, the used raw material is shown as a list. The blending ratio is parts by weight.
[257] 1.Squalene 5
[258] 2. 2-ethylhexanoic acid triglyceride 1
[259] 3. Vaseline 0.5
[260] 4.CHP 0.9 (from Synthesis Example 2) 1.5
[261] 5. Glycerin 3
[262] 6. 1,3-butanediol 4
[263] 7. Polyglycerol Polyoxybutylene Stearyl Ether 2.5
[264] 8. Spices 0.2
[265] 9. Balance of Purified Water
[266] Example 13
[267] Preparation of hair cream containing CHP 0.9
[268] Hair cream was prepared using CHP 0.9 obtained in Synthesis Example 2. Hair cream was mix | blended and prepared the raw material shown to the following 1-15 so that whole quantity might be 100g in the ratio shown below. First, the raw materials shown in 1-8 were mixed and melted at 70 degreeC. Separately, the raw materials shown in 9 to 15 were mixed and dissolved at 70 ° C. The solution of the raw materials 9-15 was added and mixed, stirring the solution of this raw material 1-8. Thereafter, the mixture was left to cool to 25 ° C to obtain 100 g of CHP 0.9-containing hair cream having a white cream shape.
[269] Below, the used raw material is shown as a list. The blending ratio is parts by weight.
[270] 1.Squalene 30.0
[271] 2. Vaseline 3.0
[272] 3. Beeswax 4.0
[273] 4. Stearic acid 4.0
[274] 5. Olive Oil 2.0
[275] 6. Sorbitan Monostearate 2.5
[276] 7. Polyoxyethylene sorbitan monostearate 2.5
[277] 8. Butylparaben 0.1
[278] 9.CHP 0.9 (from Synthesis Example 2) 3
[279] 10. 1,3-butanediol 2.5
[280] 11.Polyethylene glycol 200 1.5
[281] 12. Triethanolamine 1.0
[282] 13. Paraoxybenzoic acid ester 0.1
[283] 14. Spices 0.2
[284] 15. Balance of Purified Water
[285] Example 14
[286] Preparation of hair lotion containing CHP 0.9
[287] Hair lotion was prepared using CHP 0.9 obtained in Synthesis Example 2. Hair lotion mix | blended and prepared the raw material shown to the following 1-7 so that whole quantity might be 100g by the ratio shown below. First, the raw materials shown in 1 to 6 were dissolved at room temperature, and then the solution was added to the purified water shown in 7 with stirring while mixing. In this way, 100 g of CHP 0.9-containing hair lotion in a suspension liquid phase was obtained.
[288] Below, the used raw material is shown as a list. The blending ratio is parts by weight.
[289] 1.CHP 0.9 (from Synthesis Example 2) 0.1
[290] 2. Ethanol 10
[291] 3. Glycerin 3
[292] 4. Carboxymethyl Chitin 0.01
[293] 5. Vitamin E 0.1
[294] 6. Pigment 0.02
[295] 7. Balance of Purified Water
[296] The following tests were conducted to show the hair protection effect on this CHP 0.9 containing hair lotion.
[297] [Hair protection effect measurement test]
[298] Experimental Method
[299] 10g (10 cm in length) of the hair of a Japanese woman who had never been treated with perm and bleach was bundled into a hair sample. After apply | coating 3 ml of CHP 0.9 containing hair lotions to this, it air-dried and sensory evaluation was performed. The sensory evaluation was performed by five experts in our company to evaluate the sensory evaluation of hair samples for hair smoothness, shine and moist feeling (moisturizing) according to the criteria indicated below. The average point is shown in Table 5.
[300] `` Smoothness ''
[301] 1: lag behind 2: lag behind 3: moderate 4: slightly superior 5: excellent
[302] "burnish"
[303] 1: None 2: Slightly None 3: Normal 4: Slightly 5: Slightly
[304] `` Moist feeling ''
[305] 1: None 2: Slightly None 3: Normal 4: Slightly 5: Slightly
[306] Table 5 Hair Effect Measurement Test of Hair LotionSmoothnessburnishMoist feeling Example 144.84.44.0 Example 154.64.44.0 Example 164.44.24.2 Example 174.03.83.6 Example 184.84.44.4 Example 193.83.04.0 Comparative Example 53.43.23.4 Comparative Example 63.02.83.2 Comparative Example 72.42.63.0 Comparative Example 83.21.82.0
[307] As shown in the results of Table 5, it became evident that the CHP 0.9-containing hair lotion was excellent in all of the hair smoothness, gloss and moist feeling.
[308] Example 15
[309] Preparation and evaluation of CHP 0.1 containing hair lotion.
[310] All of the hair lotions were prepared in the same amount and preparation as in Example 14, except that CHP 0.1 obtained in Synthesis Example 3 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[311] Example 16
[312] Preparation and evaluation of CHP 0.05 containing hair lotion.
[313] All of the hair lotions were prepared in the same amount and preparation as in Example 14, except that CHP 0.05 obtained in Synthesis Example 4 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[314] Example 17
[315] Preparation and evaluation test of CHP 10 containing hair lotion.
[316] All of the hair lotions were prepared in the same amount and preparation as in Example 14, except that CHP 10 obtained in Synthesis Example 5 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. All the evaluation tests were done similarly. The results are shown in Table 5.
[317] Example 18
[318] Preparation and evaluation test of hair lotion containing CHP 15.
[319] All of the hair lotions were prepared in the same amount and preparation as in Example 14, except that CHP 15 obtained in Synthesis Example 6 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[320] Example 19
[321] Preparation and evaluation test of hair lotion containing CHM.
[322] All of the hair lotions were prepared in the same amount and preparation as in Example 14, except that CHM obtained in Synthesis Example 7 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[323] Comparative Example 5
[324] Preparation and evaluation test of TSP 5 containing hair lotion.
[325] All of the hair lotions were prepared in the same amount and preparation as in Example 14, except that TSP obtained in Synthesis Example 8 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[326] Comparative Example 6
[327] Preparation and evaluation test of pullulan-containing hair lotion.
[328] All of the hair lotions were prepared by the same compounding and preparation methods as in Example 14 except that commercially available pullulan (weight average molecular weight 108000) was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. All the evaluation tests were done similarly. The results are shown in Table 5.
[329] Comparative Example 7
[330] Preparation and evaluation of CHP free hair lotion.
[331] Except not mix | blending CHP 0.9, the hair lotion was prepared by the compounding quantity and preparation method similar to Example 14 all. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[332] Comparative Example 8
[333] Preparation and evaluation test of polyvinyl alcohol-containing hair lotion.
[334] All of the hair lotions were prepared by the same formulation and preparation as in Example 14, except that commercially available polyvinyl alcohol (Kuraray Co., Kuraray Porval PVA-224C, trade name) was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 14. The results are shown in Table 5.
[335] Example 20
[336] Preparation and Evaluation of CHP 0.9 Liquid Rouge.
[337] 69 parts by weight of polydimethylsiloxane (manufactured by Shin-Etsu Chemical Co., Ltd., KF96, trademark, and standard viscosity of 100,000 mm 2 / s) and 15 parts by weight of CHP 0.9 (obtained in Synthesis Example 2) were mixed. It was stirred and dissolved at ℃. Separately, 5.0 parts by weight of glyceryl triisostearate and 10.0 parts by weight of red No. 226 were roller-treated. This roller-treated thing was added and dispersed in the polydimethylsiloxane solution of CHP 0.9. After degassing this, an appropriate amount of perfume was added to obtain a liquid rouge containing CHP 0.9 having a total amount of 100 g. In order to evaluate the performance of this CHP 0.9 containing liquid loose, the following evaluation tests were done.
[338] [Transcription test]
[339] Two sheets of filter paper were prepared and water was soaked on one side and squalene on the other. With respect to the filter paper infiltrated with squalene, 10 times of vertical movement were performed by pressing the colorless nylon plate apply | coated appropriately to the said CHP 0.9 containing liquid loose and drying. The vertical movement was similarly performed with respect to the filter paper which infiltrated water. After the vertical movement was finished, in order to evaluate the transfer amount of the sample from the nylon plate onto the filter paper, the density of the color of the transferred rouge was visually judged by one experiment observer (our expert evaluation institute). At this time, one point was not transferred at all, two points were slightly transferred, and three were transferable. This transfer test was repeated five times, replacing the filter paper in which water or squalene was soaked with a new one for each test. At this time, the test and evaluation of five transcription tests were conducted by the same person. The average value of the ratings of the five transfer tests on the filter paper infiltrated with water or squalene was calculated | required. The results are shown in Table 6.
[340] Table 6 Transfer Test of Liquid RougeTranscription test (rating) Example 202.2 Example 212.0 Example 222.4 Example 231.8 Example 241.8 Example 252.4 Comparative Example 92.6 Comparative Example 103.0 Comparative Example 113.0 Comparative Example 122.8
[341] Example 21
[342] Preparation and evaluation test of liquid rouge containing CHP 0.1.
[343] Liquid rouge was prepared in the same amount and preparation as in Example 20 except that CHP 0.1 obtained in Synthesis Example 3 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[344] Example 22
[345] Preparation and Evaluation of CHP 0.05 Liquid Rouge
[346] Liquid rouge was prepared in the same amount and preparation as in Example 20 except that CHP 0.05 obtained in Synthesis Example 4 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[347] Example 23
[348] Preparation and Evaluation of CHP 10 Liquid Rouge
[349] Liquid rouge was prepared in the same amount and preparation as in Example 20, except that CHP 10 obtained in Synthesis Example 5 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[350] Example 24
[351] Preparation and Evaluation of CHP 15 Liquid Rouge
[352] Except for using CHP 15 obtained in Synthesis Example 6 instead of CHP 0.9, all were prepared by the same compounding amount and preparation method as in Example 20. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[353] Example 25
[354] Preparation and evaluation test of CHM-containing liquid rouge.
[355] A liquid rouge was prepared in the same amount and preparation as in Example 20, except that CHM obtained in Synthesis Example 7 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[356] Comparative Example 9
[357] Preparation and evaluation test of liquid rouge containing TSP 5.
[358] Liquid rouge was prepared in the same amount and preparation as in Example 20, except that TSP obtained in Synthesis Example 8 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[359] Comparative Example 10
[360] Preparation and Evaluation of Pullulan-Containing Liquid Loose.
[361] Liquid loose was prepared in the same amount and preparation as in Example 20 except that commercially available pullulan (weight average molecular weight 108000) was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[362] Comparative Example 11
[363] Preparation and evaluation of CHP-free liquid loose.
[364] Except not mix | blending CHP 0.9, the liquid loose was prepared by the same compounding quantity and preparation method as Example 20 in all. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[365] Comparative Example 12
[366] Preparation and Evaluation Test of Liquid Loose Containing Polyvinyl Alcohol.
[367] A liquid rouge was prepared in the same amount and preparation as in Example 20, except that commercially available polyvinyl alcohol (Kuraray Co., Kuraray Porval PVA-224C, trade name) was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 20, too. The results are shown in Table 6.
[368] Example 26
[369] Preparation and evaluation test of colored manicure liquid containing CHP 0.9.
[370] 10.82 parts by weight of nitrocellulose, 9.74 parts by weight of toluenesulfonamide formaldehyde resin (manufactured by Akujozu, Ketjenflex MS80, trademark), 6.495 parts by weight of tributyl acetyl citrate (manufactured by Pfizer, CITROFLEX A4, trademark), and toluene 30.91 weight And 21.64 parts by weight of butyl acetate, 9.27 parts by weight of ethyl acetate, 7.72 parts by weight of isopropyl alcohol, 1.35 parts by weight of stearalkonium hectorite, CHP 0.9 (obtained in Synthesis Example 2) 1.00 part by weight and 0.055 part by weight of citric acid were mixed and dissolved to obtain a colored manicure liquid having a total amount of 100 g. In order to evaluate the performance of this CHP 0.9 containing colored manicure liquid, the following evaluation was performed.
[371] Adhesion Evaluation
[372] The colored manicure liquid containing CHP 0.9 was used for 7 weeks for the average female of 23.2 years of age, and then a professional investigator individually questioned the adhesiveness. At that time, three points were answered when the answer was good and two points were answered when it was not good or bad, and when one said when the adhesive property was bad, the answers of all were summed. The results are shown in Table 7.
[373] [Glossy Evaluation]
[374] The colored manicure liquid containing CHP 0.9 was used for seven weeks by the average female of 23.2 years of age, and then a professional investigator questioned the gloss individually. At that time, three points were answered when they answered that the gloss was good, two points when they answered that they were neither good nor bad, and when they answered that the gloss was bad, the total of all the answers was added. The results are shown in Table 7.
[375] Table 7 Evaluation test of coloring manicure liquidAdhesion Evaluation (Total Point)Gloss rating (Total point) Example 261716 Example 271518 Example 281315 Example 291916 Example 301814 Example 311415 Comparative Example 131114 Comparative Example 14127 Comparative Example 1598 Comparative Example 161110
[376] Example 27
[377] Preparation and evaluation test of colored manicure liquid containing CHP 0.1.
[378] The colored manicure liquid was prepared by the same compounding quantity and preparation method as in Example 26, except that CHP 0.1 obtained in Synthesis Example 3 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[379] Example 28
[380] Preparation and Evaluation of CHP 0.05 Colored Manicure Liquid.
[381] The colored manicure liquid was prepared by the same compounding quantity and preparation method as in Example 26, except that CHP 0.05 obtained in Synthesis Example 4 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[382] Example 29
[383] Preparation and Evaluation of CHP 10 Colored Manicure Liquid.
[384] The colored manicure liquid was prepared by the same compounding quantity and preparation method as in Example 26, except that CHP 10 obtained in Synthesis Example 5 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[385] Example 30
[386] Preparation and Evaluation of CHP 15 Colored Manicure Liquid.
[387] The colored manicure liquid was prepared by the same compounding quantity and preparation method as in Example 26, except that CHP 15 obtained in Synthesis Example 6 was used instead of CHP 0.9. All evaluation tests were carried out in the same manner as in Example 26. The results are shown in Table 7.
[388] Example 31
[389] Preparation and evaluation test of CHM-containing colored manicure liquid.
[390] The colored manicure liquid was prepared by the same compounding quantity and preparation method as in Example 26, except that CHM obtained in Synthesis Example 7 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[391] Comparative Example 13
[392] Preparation and Evaluation of TSP 5 Colored Manicure Liquid.
[393] The colored manicure liquid was prepared by the same compounding quantity and preparation method as in Example 26, except that TSP obtained in Synthesis Example 8 was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[394] Comparative Example 14
[395] Preparation and evaluation test of pullulan-containing colored manicure liquid.
[396] A colored manicure liquid was prepared in the same amount and preparation as in Example 26 except that commercially available pullulan (weight average molecular weight 108000) was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[397] Comparative Example 15
[398] Preparation and Evaluation of CHP-Free Color Manicure Liquid.
[399] Except not mix | blending CHP 0.9, the colored manicure liquid was prepared by the same compounding quantity and preparation method as Example 26 in all. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[400] Comparative Example 16
[401] Preparation and Evaluation of Polyvinyl Alcohol Colored Manicure Liquid.
[402] Coloring manicure liquid was prepared by the same compounding quantity and preparation method as those of Example 26, except that commercially available polyvinyl alcohol (Kuraray Co., Kuraray Porval PVA-224C, trade name) was used instead of CHP 0.9. All the evaluation tests were performed by the same method as Example 26, too. The results are shown in Table 7.
[403] As described above, according to the present invention, the microscopic effect on the skin based on the moisturizing function, the skin roughness preventing function, the film forming ability, etc., and the hair removing effect on the hair are remarkably excellent, and there is no safety problem, and the moisture holding ability In addition, it is possible to provide a novel cosmetic composition, in which the film forming ability is properly maintained.
[404] The cosmetic of the present invention can be suitably used as a skin care cosmetic, a hair cosmetic and a makeup cosmetic.

权利要求:
Claims (9)
[1" claim-type="Currently amended] A polysaccharide-sterol derivative-containing cosmetic comprising a cosmetic material and a polysaccharide-sterol derivative.
[2" claim-type="Currently amended] The polysaccharide-sterol derivative-containing cosmetic according to claim 1, wherein the polysaccharide-sterol derivative is formed by introducing 0.01 to 20 steryl groups per 100 sugar units constituting the polysaccharide.
[3" claim-type="Currently amended] The hydroxyl group of 0.01 to 20 sugar units according to claim 1 or 2, wherein the polysaccharide-sterol derivative comprises 100 sugar units per 100 sugar units constituting the polysaccharide.

(In formula (1), R ¹ represents a hydrocarbon group having 1 to 10 carbon atoms. R ² represents a steryl group.)
A polysaccharide-sterol derivative-containing cosmetic, characterized in that substituted by a group represented by.
[4" claim-type="Currently amended] The polysaccharide-sterol derivative-containing cosmetic according to claim 2 or 3, wherein the number of introduced steryl groups is 0.05-15 per 100 sugar units constituting the polysaccharide.
[5" claim-type="Currently amended] The polysaccharide-sterol derivative-containing cosmetic according to claim 2 or 3, wherein the number of introduced steryl groups is 0.1 to 10 per 100 sugar units constituting the polysaccharide.
[6" claim-type="Currently amended] The polysaccharide-sterol derivative-containing cosmetic according to any one of claims 1 to 5, wherein the polysaccharide-sterol derivative is a pullulan-cholester derivative.
[7" claim-type="Currently amended] The polysaccharide-sterol derivative-containing cosmetic according to any one of claims 1 to 6, wherein the content of the polysaccharide-sterol derivative is 0.001 to 50% by weight based on the entire cosmetic.
[8" claim-type="Currently amended] The polysaccharide-sterol derivative-containing cosmetic according to any one of claims 1 to 7, wherein the cosmetic is a skin care cosmetic, a makeup cosmetic, or a hair cosmetic.
[9" claim-type="Currently amended] 8. The polysaccharide-sterol derivative-containing cosmetic according to any one of claims 1 to 7, wherein the cosmetic is an emulsion, a lotion, rouge, a nail polish or a hair lotion.

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同族专利:

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引用文献:

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公开号 | 申请日 | 公开日 | 申请人 | 专利标题

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法律状态:
1999-03-31|Priority to JPJP-P-1999-00092401

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1999-03-31|Priority to JP9240199

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2000-03-30|Application filed by 스나모토 준조, 우노 마사야스, 니혼유시 가부시기가이샤

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2002-01-09|Publication of KR20020001770A

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2007-02-05|Application granted

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2007-02-05|Publication of KR100678827B1

优先权:

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申请号 | 申请日 | 专利标题

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JPJP-P-1999-00092401|1999-03-31|

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JP9240199|1999-03-31|