KR101096374B1 - Method of stabilization of active ingredients using polyol/polymer microcapsules and cosmetic composition containing the microcapsules - Google Patents

Abstract

The present invention relates to a method for stabilizing an active ingredient using a polyol / polymer microcapsules and a cosmetic composition containing the same. It aims to stabilize various active ingredients in a polymer, and further stabilizes the usefulness and water-soluble substance alone using a polyol / polymer microcapsule system, or simultaneously collects two substances in one particle, thereby synergistic effect of the two substances. The present invention relates to a microcapsule prepared to maximize the efficacy of the same and to stabilize both substances, and a method of manufacturing the same.

Active ingredient, stabilization, microcapsules, licorice, polyol

Description

Method of stabilization of active ingredients using polyol / polymer microcapsules and cosmetic composition containing the microcapsules}

1 is an optical micrograph of the polyethylene glycol / polymethyl methacrylate microcapsules prepared in the present invention.

The present invention relates to a method for stabilizing an active ingredient using a polyol / polymer microcapsules and a cosmetic composition containing the same, and more particularly, to a hydrophobicity by increasing the solubility and solubility of useful water-soluble active ingredients using a polyol when preparing polymer particles. It aims to stabilize various active ingredients in a polymer, and further stabilizes the usefulness and water-soluble substance alone using a polyol / polymer microcapsule system, or simultaneously collects two substances in one particle, thereby synergistic effect of the two substances. The present invention relates to a microcapsule prepared to maximize the efficacy of the same and to stabilize both substances, and a method of manufacturing the same.

Various active ingredients of cosmetic compositions show excellent effects such as skin wrinkle improvement, whitening, moisturizing, and anti-oxidation, but discoloration and deodorization occur due to contact with external stimuli such as air and moisture, and the potency decreases. Due to the problems, there are many limitations on the use in practical applications, and therefore, studies to stabilize these active ingredients are actively underway.

In order to solve this problem, a method of encapsulating active ingredients is used to block direct contact between the active ingredient and external stimuli. A polymer is mainly used as a material capable of collecting the active ingredients therein, and methods of encapsulating the active ingredients using the polymer include interfacial condensation, spray drying, coacervation, and solvent evaporation. When encapsulating using these methods, it is common to mainly collect the oil-soluble material in the hydrophobic polymer and the water-soluble material in the hydrophilic polymer. In 1993, Jeffery et al. Proposed a double emulsion-solvent evaporation method to improve the stability of water-soluble substances. Although this is a method to more stably encapsulate the water-soluble substance to be encapsulated than a simple w / o emulsion-solvent evaporation method, it was not possible to expect a high collection rate because the material to be encapsulated is diffused into the aqueous medium. In an effort to encapsulate both useful and water-soluble substances at the same time, in 1998, Remunan-Lopez et al. Proposed multinuclear microparticles that can encapsulate oil-soluble and water-soluble substances simultaneously using chitosan. (Eur. J. Pharma. Biopharma. 1998 (45) p. 49). This method is a variation of the w / o / w-solvent evaporation method. The internal aqueous phase is very viscous and the active substance to be contained must not only be completely dissolved in the concentrated solution of chitosan, but also must be dispersed. The organic phase is a polymer lean solution. Organic solvents and polymers have the disadvantage that the particles can be produced only when satisfying the demanding conditions of inactivating chitosan.

Encapsulating a useful substance and a water-soluble substance simultaneously in liposomes rather than polymer particles can be found in many cases, including Korean Patent Publication No. 199-0211990. Although liposomes have the advantage of encapsulating both oil-soluble and water-soluble substances at the same time, the stability of the liposomes themselves in cosmetic formulations has not yet been validated, which has not stabilized the active substances inside the liposomes in the formulations and all have trauma to trauma. It is likely to leak.

Accordingly, the present inventors intend to provide a method for stabilizing various active ingredients without affecting the physical properties of the polymer particles by increasing the solubility of the active ingredients using a polyol.

Accordingly, it is an object of the present invention to provide polyol / polymer microcapsules capable of stabilizing oil-soluble and water-soluble active ingredients in one or more polymer particles.

In addition, the present invention is to provide a cosmetic composition prepared to maintain the efficacy of the active ingredient for a long time by containing the capsule.

The present invention relates to a microcapsule prepared by using an amphiphilic polyol to capture not only an oil-soluble active substance but also a water-soluble active substance in a hydrophobic polymer.

In particular, the cosmetic composition according to the present invention by collecting the active ingredients, such as licorice and ascorbyl acid, which have been generally limited in use as a cosmetic composition in the polyol / polymer microcapsules, and the external environment such as high temperature, water, air It is to prevent the effect of the active ingredient is lowered due to the decrease in stability and discoloration due to the contact of.

Looking at the manufacturing method of the microcapsules according to the present invention,

Dissolving at least one active ingredient in a water-soluble and oil-soluble active ingredient in a polyol / solvent;

Dispersing the solution in a polymer solution and then emulsifying to obtain an emulsion; And

Removing the polyol and the solvent from the emulsion and recovering the hard polymeric microcapsules.

Looking at the production method in more detail, first, the polyol is dissolved in a solvent such that the mixing ratio of polyol: solvent is 0.05: 1 to 1: 1, and then dissolved by adding a water-soluble and oil-soluble effective ingredient to the mixed solution.

The mixture is dispersed in a polymer solution with a magnetic stirrer while stirring and emulsified at a speed of 5,000 rpm for 5 minutes at room temperature to obtain an emulsion.

The polyol and the solvent are removed under stirring under reduced pressure in the emulsion to prepare hard polyol / polymer microcapsules.

In order to stabilize an unstable active ingredient using polymer particles, it is common to collect a water-soluble material in a hydrophobic polymer particle and a water-soluble material in a hydrophilic polymer particle. Is the reality.

Therefore, in the present invention, in order to solve these problems, the polyol is effectively used in the preparation of the particles, and the water-soluble and oil-soluble substances are simultaneously collected and stabilized in the polymer particles by a simple manufacturing process.

Looking at the present invention in more detail as follows.

In order to collect the active ingredient in the polymer particles, the active ingredient must be dissolved or uniformly dispersed in a solvent. In the present invention, the amphiphilic polyol was used to diversify the active ingredients that can be collected in the polymer particles. The material that can be collected in the polyol / polymer microcapsules may be a material that can be dissolved in a polyol or a polymer solvent, or can be dissolved in a polyol and polymer solvent mixture. Specifically, retinol, retinyl acetate, retinyl palmitate, tocopherol, toco Oil-soluble actives such as peryl acetate, tocopheryl linoleate, tocopheryl nicotinate, linoleic acid, coenzyme Q-10, resveratrol, lipoic acid, licorice extract; And water-soluble active substances such as ascorbic acid, ascorbic acid derivatives, and chlorogenic acid may be selected and used.

The polyol used in the present invention increases the solubility of the active ingredients and forms a polyol domain in the particles to stabilize the active ingredients inside the particles. In the present invention, the polyol may include a compound containing a low molecular weight alcohol group such as polyethylene glycol, polypropylene glycol and copolymers and derivatives thereof, butylene glycol, propylene glycol, glycerin, and the content thereof is the total amount of the total polymer particles. 0.1 to 70% by weight is appropriate. At this concentration or less, it is difficult to effectively dissolve or disperse the active ingredient, and at this concentration or higher, the yield of the final microcapsules is lowered.

Biodegradable hydrophobic aliphatic polyester which is a polymer used as a wall of the microcapsules in the present invention includes poly-L-lactic acid, poly-D, L-glycolic acid, poly-L-lactic acid-co-glycolic acid, poly-D, Copolymers made from L-lactic acid-co-glycolic acid, polycaprolactone, polyvalerolactone, polyhydroxy butyrate, polyhydroxy valerate, polyorsteresters and monomers thereof. In addition, polymers that can be used include polystyrene, poly p- or m-methylstyrene, poly p- or m-ethylstyrene, poly p- or m-chlorostyrene, poly p- or m-chloromethylstyrene, polystyrenesulphonic acid , Poly p- or m- or t-butoxystyrene, poly methyl (meth) acrylate, polyethyl (meth) acrylate, polypropyl (meth) acrylate, poly n-butyl (meth) acrylate, polyiso Butyl (meth) acrylate, poly t-butyl (meth) acrylate, poly 2-ethylhexyl (meth) acrylate, poly n-octyl (meth) acrylate, polylauryl (meth) acrylate, polystea Reel (meth) acrylate, poly 2-hydroxyethyl (meth) acrylate, polyethylene glycol (meth) acrylate, methoxy polyethylene glycol (meth) acrylate, polyglycidyl (meth) acrylate, polydimethylamino Ethyl (meth) acrylate Yate, polydiethylaminoethyl (meth) acrylate, polyvinylacetate, polyvinyl propionate, polyvinyl butyrate, polyvinyl ether, polyallylbutyl ether, polyallyl glycidyl ether, poly (meth) acrylic acid, poly Unsaturated carboxylic acids such as maleic acid, polyalkyl (meth) acrylamide, poly (meth) acrylonitrile and the like can be used in combination. The content of such polymeric microcapsule walls is suitably 1 to 99.99% by weight relative to the total capsule content. It is difficult to form microcapsules at concentrations below this, and at higher concentrations, the content of the active ingredient is too low, making it difficult to express the effect.

Solvents used in the preparation of the microcapsules according to the present invention include all compounds having solubility parameters similar to those of the polymer selected. For example, linear alkanes such as hexane, heptane, octane, nonane, decane, butanol, linear Or alcohols having 4 to 10 carbon atoms, such as branched pentanol, hexanol, heptanol, octanol, nonanol, decanol, and the like, n-hexyl acetate, 2-ethylhexyl acetate, methyl oleate, dibutyl sebacate, di Butyl adsorbate, alkyl esters having 7 or more carbon atoms such as isobutyl carbamate, aliphatic ketones such as methyl isobutyl ketone, isobutyl ketone, aromatic hydrocarbons such as benzene, toluene, o- or p-xylene, methylene chloride, chloroform, carbon tetrachloride Chlorine compounds, such as these, etc. can be used. The polyol / solvent is mixed in a weight ratio of 0.05: 1 to 1: 1.
The formulation of the cosmetic composition according to the present invention is not particularly limited, and for example, softening cream, Young movie cream, massage cream, nutrition cream, pack, gel, essence, lipstick, makeup base, foundation, lotion, ointment, gel, cream It can be formulated as a patch, a spray and a spray.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited only to these Examples.

Example 1 Preparation of Polyethyleneprolactone Microcapsules Containing Polyethyleneglycol

Polyethylene glycol having a molecular weight of 400 g / mol was completely dissolved by stirring at room temperature in methylene chloride at a weight ratio of polycaprolactone (80000 g / mol molecular weight) and 3: 7, 1: 1, 7: 3, respectively. Polyethylene glycol and polycaprolactone were introduced in an amount of 15 wt% based on the methylene chloride. The prepared solution was added to an aqueous solution in which 1% of polyvinyl alcohol (average degree of saponification of 89%) was dissolved and emulsified at 5000 rpm for 5 minutes using a mechanical homogenizer. At this time, the polyethylene glycol / polycaprolactone / methylene chloride solution has a concentration of 30% by weight in the water phase. After the completion of emulsification, the emulsion was transferred to a reduced pressure evaporator and stirred under reduced pressure at room temperature for 30 minutes to completely remove methylene chloride as a solvent. After the vacuum evaporation process was completed, the dispersion was filtered through filter paper to recover only the capsules and to remove all water-soluble substances including water. The recovered capsules were dried for 1 day in a room temperature vacuum dryer.

Example 2 Preparation of Polyethylene Glycol-Containing Polymethylmethacrylate Microcapsules

Polyethylene glycol having a molecular weight of 400 g / mol was completely dissolved by stirring at room temperature in methylene chloride at a weight ratio of polymethyl methacrylate (75000 g / mol molecular weight) and 3: 7, respectively. Polyethylene glycol and polymethyl methacrylate were introduced in an amount of 20% by weight based on methylene chloride. The procedure was the same as in Example 1 to prepare a polyethylene glycol / polymethyl methacrylate microcapsules.

Example 3 Preparation of Butylene Glycol-Containing Polymethylmethacrylate Microcapsules

To prepare a microcapsules in the same manner as in Example 1, butylene glycol / polymethyl methacrylate microcapsules containing butylene glycol instead of polyethylene glycol was prepared. First, butylene glycol and polymethyl methacrylate (75000 g / mol molecular weight) were completely dissolved by stirring at room temperature in methylene chloride at a weight ratio of 3: 7. Butylene glycol and polymethyl methacrylate were introduced in 20% by weight based on the methylene chloride. The procedure was the same as in Example 1 to prepare a butylene glycol / polymethyl methacrylate microcapsules.

Example 4 Preparation of Licorice-Containing Polyethylene Glycol / Polymethyl Methacrylate Microcapsules

Licorice was selected and used as a useful substance in the active ingredient. Licorice was first dissolved in a polyethylene glycol and methylene chloride mixture at 5% by weight based on the total polymer weight. This solution was mixed with a methylene chloride polymer solution in which polymethyl methacrylate was dissolved. The content of the components used in this process follows the composition of Example 2. The procedure was the same as in Example 1 to prepare a licorice-containing polyethylene / polymethyl methacrylate microcapsules.

Example 5 Preparation of Ascorbic Acid-Containing Polyethylene Glycol / Polymethyl Methacrylate Microcapsules

Ascorbic acid was selected and used as a water-soluble substance in the active ingredient. Ascorbic acid was first dispersed in polyethylene glycol at a weight of 5% by weight based on the total polymer particles, and the dispersion was redispersed in a methylene chloride polymer solution in which polymethyl methacrylate was dissolved. The content of the components used in this process follows the composition of Example 2. The following procedure was carried out in the same manner as in Example 1 to prepare an ascorbyl-containing polyethylene / polymethylmethacrylate microcapsules.

Example 6 Preparation of Polyethylene Glycol / Polymethyl Methacrylate Microcapsules Containing Ascorbic Acid and Lipoic Acid Simultaneously

A microcapsule containing both substances was prepared by selecting lipoic acid as a model as an oil-soluble substance together with ascorbic acid as a water-soluble substance in the active ingredient. First, ascorbic acid and lipoic acid were dispersed in polyethylene glycol at 5% by weight based on the total weight of the polymer particles, and the dispersion was redispersed in a methylene chloride polymer solution in which polymethyl methacrylate was dissolved. The content of the components used in this process follows the composition of Example 2. The procedure was the same as in Example 1 to prepare polyethylene / polymethyl methacrylate microcapsules containing ascorbic acid and lipoic acid at the same time.

Test Example 1 Characterization of the Prepared Microcapsules

The capsule form of the polyethyleneglycol / polymer microcapsules prepared in Example 2 was observed with an optical microscope. As can be seen in Figure 1 prepared particles are formed a specific domain therein. In addition to polyethylene glycol, butylene glycol prepared in Example 3 showed a similar form. As a result of preparing the particles by changing the polyethylene glycol content in Example 1, the capsule form was similar regardless of the polyethylene glycol content. However, when the content of polyethylene glycol in the particles was analyzed using thin layer chromatography, polyethylene glycol was not detected. This result is interpreted that the polyethylene glycol phase separated inside the capsule during the removal of the solvent to form a specific domain and then slowly flows out again. That is, the polyol containing polyethylene glycol is determined to have a template function to induce internal domain formation during the capsule formation process. Due to this template function, the polyol is a solvent capable of dissolving the oil-soluble material and the water-soluble material at the same time, it can be seen that plays an important role in encapsulating a variety of materials without affecting the physical properties of the polymer particles themselves.

In particular, in the case of the microcapsules containing licorice of Example 4, there is a problem in that the manufacturing of microcapsules containing a high concentration of licorice is difficult because the licorice dissolving power is limited. Licorice does not dissolve at all in an organic solvent such as methylene chloride, and does not dissolve at least 2% in a polyol at a high temperature of 60 ° C or higher. In order to solve this problem, it was possible to prepare a microcapsule containing a high concentration of licorice by mixing the polyol and the organic solvent so that the licorice can be dissolved more than 10% at room temperature.

It was confirmed in Example 5 that the encapsulation of the water-soluble substance as well as the useful substance such as licorice is possible. Ascorbic acid is limited to use as a cosmetic despite its excellent efficacy due to discoloration and unstable stability in the formulation as a water-soluble substance. In order to solve this problem, studies are being made to collect and stabilize ascorbic acid in polymer particles. In the present invention, ascorbic acid can be encapsulated and encapsulated into polymer particles by a simpler method using polyol / polymer microcapsule technology.

Containing the lipoic acid and ascorbic acid of Example 6 simultaneously that only one of the oil-soluble and water-soluble substances can be selectively encapsulated as in Examples 4 to 5, and two or more substances can be encapsulated simultaneously in one particle. It could be confirmed by preparing a microcapsule. Lipoic acid is an oil-soluble substance that shows excellent antioxidant effect, and ascorbic acid is a water-soluble substance, and the effects can be maximized when the two substances are used together at the same time (HR Rosenberg, R. culik, Arch. Biochem. Biophys 80 (1959) 86-93). However, due to the difference in solubility of the two substances, very few examples of simultaneous encapsulation of these substances in a particle have been reported. Using the polyol / polymer microcapsules technology of the present invention, it was confirmed that two materials having such a difference in solubility can be encapsulated in one particle. The contents of the active ingredients in the particles of Examples 4 to 6 were analyzed using liquid chromatography (HPLC), respectively, and it was confirmed that the collection rate of all the active ingredients in the particles was 95% or more.

Test Example 2 Analysis of Stability of Active Ingredients in Formulations

The capsules prepared to confirm the stability of the active ingredients collected in the polyol / polymer microcapsules prepared in Examples 4 to 6 were added to Formulation Examples 1 to 3, respectively.

Formulation Example 1 Solubilized Formulation

A solubilized formulation in the form of a transparent gel having the composition of Table 1 was prepared. The viscosity of the formulation is about 4,000 cps. On the other hand, the viscosity was measured at 12 ℃ at 30 ℃ using Brookfield (LVDVII +).

ingredient Content (% by weight)  glycerin 5  Propylene glycol 4  Capsules prepared in Examples 4-6 5  ethanol 10  Sodium Polyacrylate 0.5  antiseptic dose  Purified water To 100

Subsequently, the prepared samples were stored in ovens at 25 ° C. and 40 ° C., respectively, and samples were taken after a certain period of time to measure the amount of the remaining active ingredients using liquid chromatography. The results are shown in Table 2. As can be seen in Table 2, the active ingredients present in the polyol / polymer microcapsules in the solubilized formulation showed excellent stability.

capsule Storage temperature
(℃) Initial concentration retention (%) 1 day later after 2 weeks 4 weeks later 8 weeks later Licorice-containing capsule of Example 4 25 100 100 100 100 40 100 99 98 97 Ascorbyl-containing capsules of Example 5 25 100 98 96 93 40 100 98 94 93 Example 6 Lipoic Acid / Ascorbic Acid-Containing Capsules Lipoic acid 25 100 98 96 93 40 100 97 95 92 Ascobyl Mountain 25 100 97 94 94 40 100 95 92 91

Formulation Example 2 Emulsion Formulation

In order to examine the stabilizing effect in the emulsion formulation, a lotion having a composition of Table 3 was prepared. Each oil phase and water phase were completely dissolved at 70 ° C. and emulsified at 7,000 rpm for 5 minutes to prepare a lotion in the form of an opaque gel. The viscosity of the lotion is about 2,500 cps.

ingredient Content (% by weight)  Stearic acid 2  Cetyl alcohol 2  Lanolin alcohol 2  Liquid paraffin 7  Cyclomethicone 5  Polyoxyethylene monooleic acid ester 2  Preservatives, Antioxidants Quantity  glycerin 3  Propylene glycol 5  Triethylamine One  Capsules prepared in Examples 4-6 8  Sodium Polyacrylate 0.15  Purified water To 100

Subsequently, the prepared samples were stored in an oven at 25 ° C. and 40 ° C., respectively, and the samples were taken after a certain period of time to measure the amount of the remaining active ingredients using liquid chromatography. As can be seen in Table 4, even in the suspension emulsion type, the active ingredients present in the polyol / polymer microcapsules showed excellent stability.

capsule Storage temperature
(℃) Initial concentration retention (%) 1 day later after 2 weeks 4 weeks later 8 weeks later Licorice-containing capsule of Example 4 25 100 100 99 99 40 100 99 98 97 Ascorbyl-containing capsules of Example 5 25 100 98 97 97 40 100 98 96 90 Example 6 Lipoic Acid / Ascorbic Acid-Containing Capsules Lipoic acid 25 100 98 98 96 40 100 97 95 92 Ascobyl Mountain 25 100 97 95 95 40 100 95 95 89

Formulation Example 3 Cream Formulation                     

To confirm the stability of the active ingredients collected in the polyol / polymer microcapsules prepared in Examples 4-6, a cream was prepared in the composition of Table 5 below.

ingredient Content (% by weight)  Beads wax 2  Stearyl alcohol 5  Stearic acid 8  Squalane 10  Propylene Glycol Monostearate 3  Polyoxyethylene cetyl ether One  Preservatives and Antioxidants Quantity  Propylene glycol 8  glycerin 4  Triethylamine One  Capsules prepared in Examples 4-6 2  Purified water To 100

Then, each sample was stored in an oven at 25 ℃ and 40 ℃, after a certain period of time the sample was taken to measure the amount of the remaining active ingredient using liquid chromatography. The results are shown in Table 6 below.

capsule Storage temperature
(℃) Initial concentration retention (%) 1 day later after 2 weeks 4 weeks later 8 weeks later Licorice-containing capsule of Example 4 25 100 100 100 100 40 100 100 99 99 Ascorbyl-containing capsules of Example 5 25 100 100 100 99 40 100 98 98 92 Example 6 Lipoic Acid / Ascorbic Acid-Containing Capsules Lipoic acid 25 100 100 100 94 40 100 97 93 90 Ascobyl Mountain 25 100 99 99 95 40 100 95 92 88

From the above results, it was confirmed that the active ingredients present in the polyol / polymer microcapsules of the present invention exhibit excellent stability in the cosmetic formulation. As a result, the polyol / polymer microcapsule system uses active ingredients that have been restricted in cosmetic formulations due to the high temperature instability of licorice and rapid deterioration of stability and discoloration due to contact with external environment such as water and air of ascorbyl acid. Could solve. In addition, both formulations showed excellent stability even in the formulation containing Example 6 in which both the water-soluble and oil-soluble substances were encapsulated. This excellent stability is expected to be the result of effectively blocking direct contact between the active ingredient and the external stimulus by the outer polymer surrounding the active ingredient.

As described above, the polyol / polymer microcapsules are a system capable of effectively introducing various active ingredients therein. Not only the oil-soluble substance but also the water-soluble substance can be collected in the hydrophobic polymer, and the oil-soluble substance and the water-soluble substance can be simultaneously captured in one particle. In addition, the prepared polyol / polymer microcapsules containing the active ingredient give excellent stability to the unstable active ingredients, thereby preventing the effectiveness of the active ingredient from being lowered by contact with the surfactant, oil, moisture and air in the cosmetic formulation. there was. In addition, the active ingredient is not in direct contact with the outside, but is surrounded by a polymer layer of the outer shell, thereby reducing skin irritation caused by the active ingredient in direct contact with the skin, which is effective in terms of safety.                     

As described above, the polyol / polymer microcapsules capable of stabilizing various active ingredients may be widely used in the field of functional cosmetics as well as pharmaceuticals by maintaining the efficacy of the internal active ingredients for a long time.

Claims (9)

1) adding a water soluble and oil soluble active substance to the mixture of polyol and solvent; 2) dispersing the solution in a polymer solution and then emulsifying to obtain an emulsion; And 3) removing the polyol and the solvent of the emulsion and recovering the hard polymer microcapsules; The oil soluble actives are retinol, retinyl acetate, retinyl palmitate, tocopherol, tocopheryl acetate, tocopheryl linoleate, tocopheryl nicotinate, linoleic acid, coenzyme Q-10, resveratrol, lipoic acid and licorice At least one selected from the group consisting of extracts, The water-soluble active substance is at least one selected from the group consisting of ascorbic acid, ascorbic acid derivatives and chlorogenic acid, The polyol is at least one selected from the group consisting of polyethylene glycol, polypropylene glycol and copolymers thereof, butylene glycol, propylene glycol and glycerin, The solvent includes linear alkanes including hexane, heptane, octane, nonane and decane; Alcohols having 4 to 10 carbon atoms including butanol, linear or branched pentanol, hexanol, heptanol, octanol, nonanol and decanol; alkyl esters of at least 7 carbon atoms including n-hexyl acetate, 2-ethylhexyl acetate, methyl oleate, dibutyl sebacate, dibutyl adate and dibutyl carbamate; Aliphatic ketones including methyl isobutyl ketone and isobutyl ketone; Aromatic hydrocarbons including benzene, toluene and o- or p-xylene; At least one member selected from the group consisting of chlorine compounds including methylene chloride, chloroform and carbon tetrachloride, The polymer forming the microcapsule wall includes poly-L-lactic acid, poly-D, L-glycolic acid, poly-L-lactic acid-co-glycolic acid, poly-D, L-lactic acid-co-glycolic acid, polycapro Copolymers prepared from lactones, polyvalerolactones, polyhydroxy butyrates, polyhydroxy valerates, polyorthoesters and monomers thereof; Polystyrene, poly p- or m-methylstyrene, poly p- or m-ethylstyrene, poly p- or m-chlorostyrene, poly p- or m-chloromethylstyrene, poly styrenesulphonic acid, poly p- or m Or t-butoxystyrene, poly methyl (meth) acrylate, polyethyl (meth) acrylate, polypropyl (meth) acrylate, poly n-butyl (meth) acrylate, polyisobutyl (meth) acrylate , Poly t-butyl (meth) acrylate, poly 2-ethylhexyl (meth) acrylate, poly n-octyl (meth) acrylate, polylauryl (meth) acrylate, polystearyl (meth) acrylate, Poly 2-hydroxyethyl (meth) acrylate, polyethylene glycol (meth) acrylate, methoxypolyethylene glycol (meth) acrylate, polyglycidyl (meth) acrylate, polydimethylaminoethyl (meth) acrylate, Polydiethylaminoethyl ( Meta) acrylate, polyvinylacetate, polyvinyl propionate, polyvinyl butyrate, polyvinyl ether, polyallylbutyl ether, polyallyl glycidyl ether, poly (meth) acrylic acid, polymaleic acid, polyalkyl (meth) acrylic At least one member selected from the group consisting of amide and poly (meth) acrylonitrile Method for producing a microcapsule characterized in that. delete delete delete delete The method of claim 1, wherein the polyol and the solvent are mixed in a weight ratio of 0.05: 1 to 1: 1. Microcapsules prepared by the process according to claim 1. A cosmetic composition containing the microcapsules prepared by the method according to claim 1. 9. The cosmetic composition according to claim 8, wherein the cosmetic has a formulation of a softening lotion, a young filmmaker, a massage cream, a nourishing cream, a pack, a gel, an essence, a lipstick, a makeup base, a foundation, a lotion, an ointment, a gel, a cream, a patch or a spray. Cosmetic composition, characterized in that.

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