KR20190052428A - Solubilizing method of the insoluble material using fermented emulsifier and cosmetic composition using thereof - Google Patents

Abstract

The present invention relates to a method for dissolving a poorly soluble material by using a complex fermenting emulsifier manufactured by microorganism, which is capable of maintaining activity of a functional poorly soluble material and being applied to various formulations with high stability. The biggest problem of the poorly soluble material is crystallization and precipitation with low formulation stability. The present invention brings physical changes in the poorly soluble material such as a melting point and solubility by combining and arranging the complex fermenting emulsifier between crystal structures of the poorly soluble material. The present invention is provided to maintain the crystal structure in an amorphous state, thereby solving the biggest problem by providing a composition with high stability for the various formulations. Therefore, the present invention relates to the dissolving method using the eco-friendly complex fermenting emulsifier, and provides poorly soluble materials of various fields as a composition for improving the stability and functionality.

Description

TECHNICAL FIELD [0001] The present invention relates to a method for dissolving a poorly soluble substance using a complex fermentation oiling agent, and a cosmetic composition using the same. BACKGROUND ART [0002]

The present invention relates to a method for dissolving a poorly soluble substance using a complex fermentation oiling agent and a method for inhibiting the formation of crystals of a poorly soluble substance which can occur when a poorly soluble substance is dissolved in a solvent having a high polarity All.

Further, the present invention relates to a cosmetic composition having improved formulation stability in this manner.

The method of dissolving a poorly soluble substance can be divided into a chemical method and a physical method. In general, the chemical method is to use a non-polar solvent, and the physical method is to increase the solubility of the poorly soluble substance by preparing nanoparticles with high mechanical energy. However, these methods often fail to exert the function of a substance using a low concentration, and there is a problem in that it is difficult to apply to a formulation due to toxicity and low stability of a solvent. The poorly soluble materials include most of functional materials of various materials such as cosmetics, foods, medicines and the like. These materials are mainly composed of an aromatic structure, have a structure having a high crystallinity, have a characteristic that they are liable to precipitate and crystallize due to low formulation stability, and are difficult to dissolve in a solvent having a high polarity.

Therefore, the present invention aims to easily dissolve a poorly soluble substance by using a complex fermenting agent produced by a microorganism, with a very wide variety of metabolites other than the glycolipids contained therein. These microbial natural emulsifiers can have a variety of potential functions in a new combination of structural and chemical properties not found in synthetic emulsifiers. Accordingly, the present invention has been made to develop a composition which is eco-friendly, easy to dissolve, and improved in formulation stability of a poorly soluble substance and a functional insoluble substance with the compound fermentation oiling agent. In the future, it will be used in various fields such as cosmetics, foods, pharmaceuticals, and to increase the value of industrial use.

It is an object of the present invention to provide a method of dissolving a poorly soluble substance using a combined fermentation oiling agent.

The present invention also provides a cosmetic composition prepared through a method of dissolving a poorly soluble substance using a complex fermenting agent.

In order to solve the above problems,

A method for dissolving a poorly soluble substance using a complex fermenting agent produced by a microorganism,

Wherein the microorganism is Candida bombicola UA-06 (accession number: KCTC18592P).

According to one embodiment, the present invention may include a step of mixing the complex fermentation oiling agent and the poorly soluble substance and then raising the temperature to 40 to 100 ° C.

According to one embodiment, the weight ratio of the complex fermentation oiling agent to the poorly soluble substance may be 1: 0.3 to 3.

According to one embodiment, the poorly soluble material may comprise a conditioning agent, a sunscreen agent, a moisturizer, an antioxidant, a fat soluble vitamin, an antibacterial agent or a combination thereof.

According to one embodiment, the poorly soluble substance is selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine, ceramide, resveratrol, phylloquinone, ubiquinone or a combination thereof. The present invention also relates to the use of a compound selected from the group consisting of ubiquinone, oleanolic acid, rutin, lutein, astaxanthin, chloramphenicol, quercetin, phytosphingosine, .

According to one embodiment, the fermentative oiling agent is a metabolite produced from Candida bombicola UA-06 (Accession No: KCTC18592P), and the metabolite may include a glycolipid metabolite.

According to an embodiment, the glycolipid metabolite may further include at least one selected from the group consisting of glycero glycolipid, glycolipid and glyceryl.

According to another embodiment of the present invention, a cosmetic composition prepared by the above-described method can be provided.

In addition, the cosmetic composition may include a formulation of Water in Silicone (W / S) or Oil in Water (O / W) type.

Other details of the embodiments of the present invention are included in the following detailed description.

The present invention can provide an environmentally friendly composition by providing a method of dissolving a poorly soluble substance using a complex fermenting agent produced from a microorganism. Further, the stability of the formulation can be improved while preventing the crystallization of the poorly soluble substance and maintaining the function of the active ingredient. Also, by incorporating such a composition into a preparation, it is possible to provide a cosmetic composition having high formulation stability without skin irritation, and can be applied to various fields such as cosmetics, foods, medicines, and the like.

Figures 1 and 2 are photographs of compositions according to the examples.
3 is a photograph of the composition observed under an optical microscope.
Fig. 4 is a photograph of the composition of the water phase observed with an optical microscope. Fig.
5 is a graph showing the results of ultraviolet absorbance measurement.

BRIEF DESCRIPTION OF THE DRAWINGS The present invention is capable of various modifications and various embodiments, and specific embodiments are illustrated in the drawings and described in detail in the description. It is to be understood, however, that the invention is not to be limited to the specific embodiments, but includes all modifications, equivalents, and alternatives falling within the spirit and scope of the invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described in detail with reference to the accompanying drawings.

The emulsifier adsorbs at the interface of two different liquids, reducing the interfacial tension and mixing the two phases together. The non-polar part is structurally characterized as an alkyl group having a lipophilic property and the polar part is composed of a hydrophilic material.

Emulsifiers include synthetic emulsifiers and natural emulsifiers. Of these, natural emulsifiers include microbial emulsifiers produced by microorganisms such as yeast, fungi, and bacteria. Emulsifiers produced by microorganisms are amphipathic and can be used in various industries such as cosmetics, foods, medicines, and detergents. Microbial-derived emulsifiers are less toxic than conventional chemical synthetic emulsifiers, have high stability against extreme conditions, are biodegradable, and are very environmentally friendly.

The types of emulsifiers produced by microorganisms can be broadly divided into glycolipids, phospholipids and fatty acids, lipopeptides and lipoproteins, and polymeric surfactants.

Hereinafter, a method of dissolving a poorly soluble substance using the complex fermentation oiling agent according to an embodiment of the present invention will be described in more detail.

The present invention relates to a method for dissolving a poorly soluble substance using a complex fermenting agent produced by a microorganism, wherein the microorganism is Candida bombicola UA-06 (accession number: KCTC18592P) .

According to the present invention, the ferrofluid agent can be bonded and arranged between the crystal structures of the poorly soluble substance to maintain the dissolved poorly soluble substance in an amorphous state, thereby improving the stability.

According to one embodiment, the present invention may include mixing the fermentation-causing agent and the poorly soluble substance, and then raising the temperature to 40 to 100 ° C. When the temperature is excessively low, it may not completely dissolve. When the temperature is too high, volatile components such as silicone oils contained in the cosmetic composition may be excessively volatilized, which may affect formulation stability, properties and composition ratio , For example, the heating temperature may be 60 to 80 占 폚, for example, 70 占 폚.

According to one embodiment, the weight ratio of the fermentation oiling agent and the sparingly soluble substance may be 1: 0.3 to 3, for example 1: 0.5 to 1, for example 1: 1. For example, when the present invention is applied to a cosmetic composition, it may be appropriate to set the temperature at a temperature ranging from 60 to 70 ° C, You can choose.

According to one embodiment, the poorly soluble material may comprise a conditioning agent, a sunscreen agent, a moisturizer, an antioxidant, a fat soluble vitamin, an antibacterial agent or a combination thereof. Such a poorly soluble substance can mainly contain an aromatic structure and has a characteristic of having a highly crystalline structure, so that it is difficult to dissolve in a highly polar solvent.

Specifically, the poorly soluble substance is selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine, ceramide, resveratrol, phylloquinone, ubiquinone, oleanol May include oleanolic acid, rutin, lutein, astaxanthin, chloramphenicol, quercetin, phytosphingosine, or a combination thereof.

According to one embodiment, the fermentation-oiling agent used in the present invention is a metabolite produced from Candida bombicola UA-06 (Accession No .: KCTC18592P), and the metabolite may include a wide variety of metabolites in addition to the glycolipid metabolite . According to one embodiment, the metabolite may further include at least one selected from the group consisting of glycero glycolipid, glycolipid, and glyceryl.

Glycerol glycolipids are glyceride-backbone glycolipids, which are monogalactosyl diglyceride, digalactosyl diglyceride, galactose and 1 (1) glycerol, Dogs or two fatty acids are composed of glycerol. The fatty acid is predominantly omega-3 as an unsaturated fatty acid. These forms of glycolipids are widely distributed in higher animals, photosynthetic bacteria, etc., and the glycolipids of plants and microorganisms are unusual. These compounds are amphiphilic and thus have a variety of structural and chemical functions.

Glycolipids are a combination of carbohydrates and long chain fatty acids or fatty acids. Among them, representative types of glycolipids produced by microorganisms include trehalose lipid, rhamnolipids, sophorolipids, mannosylerythritol lipid, and the like.

Glycerolipids are synthesized by the phosphorylation and acylation of glycerol in the lipid metabolism process and include monoacylglycerol, diacylglycerol, triacylglycerol, (triacylglycerol). Among them, diacylglycerol is widely used as a food emulsifier together with monoglycerol. Triacylglycerol is a neutral fat that accumulates in the body fat.

According to another embodiment of the present invention, a cosmetic composition produced by the above-described method can be provided. By using a natural fermentation agent in such a cosmetic composition, skin toxicity can be minimized and formulation stability can be improved.

According to one embodiment, the present invention can provide a cosmetic composition comprising a formulation of Water in Silicone (W / S) or Oil in Water (O / W) type.

Hereinafter, embodiments of the present invention will be described in detail so that those skilled in the art can easily carry out the present invention. The present invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.

Examples 1 and 2: Dissolution of insoluble materials

Example 1

Ethylhexyloxyphenol methoxyphenyl triazine was used as a poorly soluble substance and mixed with the compound fermentation oiling agent according to the conditions shown in Table 1 below. A fermentation-reducing agent and a poorly soluble substance were added to each container, and the mixture was stirred while being heated to 60 to 80 ° C to obtain a mixture. An observation photograph of the mixture is shown in FIG. Further, the mixture was cooled to 30 캜 to obtain a poorly soluble material composition, and a photograph of the poorly soluble material composition was shown in FIG. 2.

division Example 1-1 Implementation 1-2 Example 1-3 Examples 1-4 Examples 1-5 Temperature (℃) 60 60 70 80 80 Bis-ethylhexyloxyphenol methoxyphenyltriazine (%) 30 40 50 60 70 Compound fermentation oil (%) 70 60 50 40 30 Sum 100 100 100 100 100

As shown in Figs. 1 and 2, it can be seen that the layer separation and crystallization of the dissolving material before and after cooling was not observed when visually confirmed.

Example 2

To confirm the solubility in a variety of sparingly soluble materials, a mixture was prepared for the materials according to Table 2 below. The complex fermentation-giving agent and the poorly soluble substance were put in each container and stirred while being heated to 60 to 70 ° C to obtain a mixture. The mixture was cooled to 30 ° C to prepare a poorly soluble material-dissolving composition. In Table 2, the content of the component is in%.

division 2-1 2-2 2-3 2-4 2-5 2-6 2-7 2-8 2-9 2-10 2-11 2-12 Temperature (℃) 70 70 60 70 70 60 70 70 60 70 70 60 Bis-ethylhexyloxyphenol methoxyphenyltriazine 50 - - - - - - - - - - - Ceramide - 50 - - - - - - - - - - Resveratrol - - 50 - - - - - - - - - Phylloquinone - - - 50 - - - - - - - - Ubiquinone - - - - 50 - - - - - - - Oleanolic acid - - - - - 50 - - - - - - Routine - - - - - - 50 - - - - - Lutein - - - - - - - 50 - - - - Astazanthin - - - - - - - - 50 - - - Chloramphenicol - - - - - - - - - 50 - - Quercitin - - - - - - - - - - 50 Phytosphingosine - - - - - - - - - - - 50 Complex fermented milking agent 50 50 50 50 50 50 50 50 50 50 50 50 Sum 100 100 100 100 100 100 100 100 100 100 100 100

Example 3: Formulation of emulsion

Water in Silicone (W / S), which is excellent in water proof and has a long-lasting function of the poorly soluble substance (bis-ethylhexyloxyphenol methoxyphenyltriazine) according to the composition of Table 3 below, Type emulsion formulations were prepared. Specifically, raw materials No. 2 to No. 4 were sequentially added to raw material No. 1 in Table 3, and the mixture was heated and dissolved at 70 占 폚 with stirring. Then, the raw materials 5 to 9 were placed in a separate container, heated at 70 ° C. to dissolve them, and then charged into the raw material reaction vessels 1 to 4 to emulsify. Thereafter, the raw material 10 was added thereto, uniformly dissolved and mixed, cooled to 30 ° C, and finally the raw material 11 was added thereto and mixed.

division Raw material weight (%) One Purified water 40.1 2 Butylene glycol 4.0 3 antiseptic 0.4 4 Sodium chloride 0.5 5 Dimethicone / Vinyl Dimethicone Crosspolymer 4.0 6 Dimethicone 25.0 7 Triethanolhexanone 5.0 8 Lauryl phage-9 polydimethylsiloxy ethanedimethicone 2.0 9 Diethylhexyl carbonate 3.0 10 Example 1-3 10.0 11 Ethyl alcohol 6.0 Sum 100

Example 4: Water-dispersed essence formulation

An oil in water (O / W) type essence formulation was prepared by dissolving an insoluble substance (bis-ethylhexyloxyphenol methoxyphenyltriazine) of Example 1-3 in an aqueous phase stably according to the composition shown in Table 4 below. Respectively. Specifically, the raw material No. 2 is dispersed and increased in the raw material No. 1 in Table 4 below. The raw materials No. 3 to No. 5 were sequentially added and mixed, and the mixture was added to the first and second raw material reaction vessels and stirred. The raw material No. 6 was added to the raw material reaction vessels 1 to 5 and heated to 70 캜. Then, the raw materials 7 and 8 were placed in a separate container, heated at 70 ° C. to dissolve them, and then charged into the raw material reaction vessels 1 to 6, followed by stirring. Thereafter, the raw materials No. 9 and No. 10 were sequentially added and stirred, and the mixture was cooled to 30 占 폚.

division Raw material weight (%) One Purified water 68 2 Sodium acrylate / C10-30 alkyl acrylate crosspolymer 0.3 3 glycerin 6 4 Butylene glycol 10 5 antiseptic 0.4 6 1% solution of hyaluronic acid 0.5 7 Example 1-3 10 8 Glycerin, glyceryl acrylate / acrylic acid copolymer, propylene glycol, PVEM / EEE polymer 4 9 PIGGY-60 Hydrogenated Castor Oil 0.5 10 Triethanolamine 0.3 Sum 100

Experimental Example 1: Evaluation of degree of dissolution

Experimental Example 1-1: Dissolution of poorly soluble materials

In order to confirm the degree of dissolution of the poorly soluble material, the composition according to Example 1-3 was heated to 70 DEG C, and the mixture before cooling was observed with an optical microscope (Motic / AE2000) at 400 magnification. Respectively.

As shown in Fig. 3, it can be confirmed that the method according to the present invention can completely dissolve the poorly soluble substance.

Experimental Example 1-2: Dissolving insoluble matter in aquatic conditions

In order to confirm the degree of dissolution of the poorly soluble substance in the water phase condition, the composition according to Example 1-3 was put into a highly polar solvent and observed. Particularly, 20% of butylene glycol and 6% of the composition of Examples 1-3 were dissolved by heating at 70 ° C and then mixed in a purified water vessel heated to 70 ° C. , And cooled to 30 ° C. Then, the sample was observed with an optical microscope (Motic / AE2000) at a magnification of 400, and an observation photograph is shown in Fig.

As shown in FIG. 4, it can be seen that the composition according to the present invention forms micelles in the water phase, and it is found that the water-insoluble matter is not precipitated and stably dissolved in the water phase.

Experimental Example 2: Evaluation of stability

Experimental Example 2-1: Measurement of absorbance of ultraviolet screening agent

In order to evaluate the stability of the poorly soluble substance dissolved according to the present invention, bis-ethylhexyloxyphenol methoxyphenyl triazine, which has an ultraviolet blocking effect as a standard substance, and bis-ethylhexyloxyphenol methoxyphenyl triazine Absorbance was measured at a wavelength of 200 to 400 nm with a spectrophotometer (BioTeck / EPOCH2). Ethylhexyloxyphenol methoxyphenyltriazine was compared with the standard substance bis-ethylhexyloxyphenol methoxyphenyltriazine by measuring the absorbance. The results are shown in FIG. 5.

As shown in FIG. 5, when the concentrations of the two samples were the same, it was confirmed that the spectral pattern and the absorbance value at the maximum wavelength were equal to or more than 99%. Therefore, according to the present invention, it can be seen that while the fermentation-oiling agent dissolves bis-ethylhexyloxyphenol methoxyphenyltriazine, it does not affect the performance as a sunscreen agent.

Experimental Example 2-2: Measurement of ultraviolet shielding index of ultraviolet screening agent

In order to evaluate the stability of the poorly soluble substance dissolved according to the present invention, the sun protection factor (SPF) of the preparation according to Example 3 was measured. The test method was measured by the method according to the in vitro ultraviolet A blocking test (ISO24443). After applying 1.3 mg / cm ^{2 of} Example 3 to the rough surface of the sample plate PMMA plate (SOLAR) Dried at room temperature for 30 minutes, and evaluated using an ultraviolet spectrophotometer (SOLAR / LIGHT SPF290AS). A total of four sample plates were averaged, and the results are shown in Table 5 below.

division Example 3 in vitro SPF 15.04 + - 3.14

As shown in Table 5, it can be confirmed that the formulation according to Example 3 of the present invention exhibits a high UV blocking index. Therefore, it can be seen that the method according to the present invention easily dissolves the poorly soluble substance, and the function of the active ingredient is not impaired when the composition is applied to the preparation.

Experimental Example 3: Evaluation of Storage

EXPERIMENTAL EXAMPLE 3-1: Storage of Fused Soluble Substances

25 ° C., a low temperature (-5 ° C.), a high temperature (50 ° C.), and a high temperature (50 ° C.) were applied to the compositions according to Examples 1-3 in order to evaluate the storage properties with respect to the time- Stability was measured at 1 day, 1 month, and 3 months after circulation (-5 to 40 ℃). Table 6 shows the evaluation results under severe conditions, and Table 7 shows the evaluation results under the general conditions. The circulation condition was one cycle in which the temperature was changed from -5 to 40 캜 for 12 hours. In addition, stability was observed for 3 months under normal conditions and for 1 month under harsh conditions.

division -5 ℃ cycle
(-5 to 40 ° C / 12 hr) 50 ℃ 1 day 1 month 1 day 1 month 1 day 1 month Separation degree none none none none none none decision none none none none none none

division 25 ℃ Room temperature (15 ~ 25 ℃) 1 day 1 month 3 months 1 day 1 month 3 months Separation degree none none none none none none decision none none none none none none

Experimental Example 3-2: Storage of a preparation containing a poorly soluble substance dissolved

In order to evaluate the storage properties with respect to the time and temperature conditions for the lotion, water-dispersed essence preparation containing the dissolved insoluble substance, the preparation according to Examples 3 and 4 was subjected to a treatment at room temperature, low temperature (-5 캜) The stability was observed at 1 day, 1 month and 3 months under high temperature (50 ℃), 25 ℃ and circulation (-5 ~ 40 ℃).

The results are shown in Tables 8 and 9.

Formulation division -5 ℃ cycle
(-5 ° C to 40 ° C / 12hr) 50 ℃ 1 day 1 month 1 day 1 month 1 day 1 month Example 3 Separation degree none none none none none none decision none none none none none none Example 4 Separation degree none none none none none none decision none none none none none none

Formulation division 25 ℃ Room temperature (15 ~ 25 ℃) 1 day 1 month 3 months 1 day 1 month 3 months Example 3 Separation degree none none none none none none decision none none none none none none Example 4 Separation degree none none none none none none decision none none none none none none

As can be seen from the above results, according to the present invention, it can be understood that even when a poorly soluble substance is applied to various formulations such as aqueous phase, oil phase, and silicone, it can be stably dissolved without generating crystals. Further, it was confirmed that the solubility can be improved without inhibiting the effect of the active ingredient possessed by the poorly soluble substance.

Accordingly, the refractory material dissolution composition of the present invention can be applied to various formulations such as water in silicone (W / S), oil in water (O / W), water in oil , And can also improve the possibility of solubilization of poorly soluble materials.

The above description is only illustrative of the technical idea of the present invention, and various changes and modifications may be made by those skilled in the art without departing from the essential characteristics of the present invention. It should be noted that the embodiments disclosed in the present invention are not intended to limit the scope of the present invention and are not intended to limit the scope of the present invention. The scope of protection of the present invention should be construed according to the following claims, and all technical ideas within the scope of equivalents should be construed as falling within the scope of the present invention.

Claims (9)

A method for dissolving a poorly soluble substance using a complex fermenting agent produced by a microorganism,
Wherein the microorganism is Candida bombicola UA-06 (Accession No .: KCTC18592P). The method according to claim 1,
Mixing the fermentation-causing agent and the poorly soluble substance, and then raising the temperature to 40 to 100 ° C. The method according to claim 1,
Wherein the weight ratio of the complex fermentation oiling agent to the poorly soluble substance is 1: 0.3 to 3, and a method of dissolving the poorly soluble substance using the complex fermentation oiling agent. The method according to claim 1,
Wherein the poorly soluble substance comprises a conditioning agent, a sunscreen agent, a moisturizing agent, an antioxidant, a fat-soluble vitamin, an antibacterial agent or a combination thereof. The method according to claim 1,
Wherein said poorly soluble material is selected from the group consisting of bis-ethylhexyloxyphenol methoxyphenyl triazine, ceramide, resveratrol, phylloquinone, ubiquinone, oleanolic acid, wherein the composition comprises a complex fermenting agent, wherein the fermentation medium comprises a compound selected from the group consisting of lactic acid, rutin, lutein, astaxanthin, chloramphenicol, quercetin, phytosphingosine, To dissolve a poorly soluble substance. The method according to claim 1,
Wherein the complex fermentation oiling agent is a metabolite produced from Candida bombicola UA-06 (Accession No .: KCTC18592P), and the metabolite comprises a glycolipid metabolite. The method according to claim 1,
Wherein the glycolipid metabolite further comprises at least one member selected from the group consisting of glycero glycolipid, glycolipid and glyceryl, a poorly soluble substance using a complex fermenting agent Lt; / RTI > 9. A cosmetic composition, which is produced by the process according to any one of claims 1 to 7. 9. The method of claim 8,
Wherein the composition comprises Water in Silicone (W / S) or Oil in Water (O / W) formulations.

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