KR20080086231A - Cosmetic compositions of the inverse multiple emulsion having oil-in-water-in-oil type with the densed nano emulsion concentrate of oil-in-polyol and manufacturing method thereof - Google Patents

Abstract

A cosmetic composition of the oil-in-water-in-oil(O/W/O) type inverse multiple emulsion is provided to improve preparation convenience and storage stability, and maximize percutaneous absorption rate of (O/W/O) type inverse multiple emulsion by using the dense nano emulsion concentrate of oil-in-polyol, so that the composition is useful for moisturizing the skin. A cosmetic composition of the oil-in-water-in-oil(O/W/O) type inverse multiple emulsion by using the dense nano emulsion concentrate of oil-in-polyol comprises: a lipid-solubilizing part containing 0.5-10.0 wt.% of phospholipid, 0.1-5.0 wt.% of cholesterol and 0.01-5.0 wt.% of ceramide; an effective material part containing 0.01-30 wt.% of effective active ingredients, 1.0-40.0 wt.% of emollient oil and 0.005-2.0 wt.% of useful antibiotics; and a remaining amount of polyol solvent with 2 or more hydroxyl groups in the molecule. Further, the phospholipid is phosphatidylcholine, phosphatidylethanolamine or a mixture thereof.

Description

Cosmetic composition of water-in-oil type reverse phase multiple emulsion phase using polyol-in-oil type high-density nano-concentrated emulsion, and method for preparing the same (Cosmetic compositions of the inverse multiple emulsion having oil-in-water-in-oil type with the densed nano emulsion concentrate of oil) -in-polyol and manufacturing method

1 to 3 are particle size analysis results of the polyol-in-oil (O / P) type high density nano-concentrated emulsion composition prepared using a high pressure type emulsifier.

4 is a schematic diagram showing the structure of a reversed phase multi-emulsion emulsion formed when the polyol-in-oil (O / P) type high density nano-concentrated emulsion composition of FIG. 1 is added to a water-in-oil (W / O) formulation.

5 is a photograph taken using an optical microscope to determine the shape of the reversed-phase multiple emulsion phase obtained according to the present invention.

The present invention relates to a cosmetic composition of a water-in-oil-in-oil (O / W / O) type reverse phase multi-emulsion using a polyol-in-oil (O / P) type high-density nano-concentrated emulsion in which a large amount of oil-soluble active ingredients are concentrated, and a method for preparing the same. . More specifically, the present invention concentrates and stabilizes a large amount of useful active ingredients to a nano size of 30 to 100 nm using a high pressure emulsifier in a nanocomposite composition having a very similar composition and structure to the intercellular lipids constituting the keratin of human skin. To prepare a polyol-in-oil (O / P) type high-density nano-concentrated emulsion, and then add it to water-in-oil (W / O) and silicon-in-water (W / S) -type formulations, making the manufacturing method complicated and difficult to secure stability. The present invention relates to a cosmetic composition having high stability over time, skin absorption rate and moisturizing power, and a method of preparing the same, which are easily prepared by simple stirring at room temperature.

Since the 1980s, when the cosmetics industry began to develop radically, general cosmetic formulations are divided into oil-in-water (O / W) and water-in-oil (W / O) types, depending on the purpose of use and the characteristics of the substances to be stabilized. It has been developed into various formulations in consideration of advantages and disadvantages. In general, oil-in-water (O / W) formulations have a light and refreshing feeling because the external skin directly contacting the skin is water, and it dissolves useful substances mainly in the oil phase stabilized in the form of droplets in the inner phase surrounded by a surfactant. It is used for stabilization, and it is the most widely used formulation in general cosmetic formulations due to its ease of viscosity control and excellent usability. The water-in-oil (W / O) type formulation has a somewhat heavy feeling because the outer wound is oil. In addition, it is unstable because it cannot impart electrical repulsive force around the particles, and it is difficult to control the viscosity, but it contains an excess oil phase compared to the oil-in-water type, and it has excellent moisturizing effect and dispersion and expression effect of pigments and inorganic sunscreens. It is excellent and has characteristics that can impart sustained release of the water-soluble active ingredient stabilized in the water phase. Since the perception of cosmetics has changed since the early 1990s, consumer demands for new formulations have increased and the development of various formulations has been exponential. One of the highest responses was the development of multiple emulsion formulations. Currently, the multi-emulsion that is widely used not only in the cosmetic industry but also in the pharmaceutical industry is different from the emulsion consisting of one inner wound and another continuous phase surrounding it. As a multi-layered emulsion in which one continuous phase exists, there are two types of water-in-oil (W / O / W) type and water-in-oil (O / W / O) type. Multi-emulsions are being actively researched in the pharmaceutical industry for stabilization of drug delivery systems and unstable active ingredients in the pharmaceutical industry.In the cosmetic industry, not only stabilization of unstable active ingredients, but also the initial feeling of use and shear strength when applying cosmetics Due to the unique change of feeling when added, the active research into the formulation development mainly on premium-grade products. As an example of application in cosmetics, water-in-oil multi-emulsions are basically very similar to water-in-oil, with water in the continuous phase, oil in the dispersed phase, and water in the innermost phase. Have In general, after preparing a concentrated water-in-oil emulsion with a firmly designed interfacial membrane, an excess water phase is added to form a continuous phase in the water phase, and is widely used in functional basic cosmetics mainly for stabilizing unstable water-soluble active ingredients. It is becoming. Oil-in-water (O / W / O) type reversed-phase emulsions are basically similar to those in oil-in-water, with oil in the continuous phase, water in the dispersed phase, and oil in the innermost phase. After preparing a concentrated oil-in-water emulsion, it is prepared by treating the excess oil and thickeners used in water-in-oil emulsion products by secondary emulsification, volatile silicone oil on the external oil, oil-soluble activity on the internal oil. It contains a component or the like, and during application, the rich texture of the oil is first felt, and then it is rapidly lightened, and finally, the characteristic feeling of use which is not present in the conventional emulsion, which is moist and thick, is exhibited. However, it is difficult to adjust the complicated manufacturing process and feel, it is very difficult to develop a non-high viscosity latex product, and has an unstable formulation stability. Therefore, there is a need to improve the manufacturing process and prescription pluralization, physical properties and formulation stability. Is required.

Therefore, the present inventors (s) are useful in order to solve the problem of the complicated manufacturing process found in conventional water-in-oil-in-oil (O / W / O) type reversed phase emulsion, difficult to adjust the feeling, and the need to secure formulation stability. Polyol-in-oil (O / P) -type high-density nano-concentrated emulsions stably encapsulated at 10 times or more of the effective concentration were prepared in conventional water-in-oil (W / O) or silicon-in-water (W / S) emulsions. The addition of oil-in-oil (O / W / O) type reverse phase multi-emulsion cosmetic composition was very easy, and accordingly, the oil-soluble active ingredient has a micro particle size including a high concentration of the oil-soluble active ingredient through a conventional emulsifier. After preparing a polyol-in-oil (O / P) emulsion, it was treated with a high-pressure emulsifier to prepare a polyol-in-oil (O / P) type high density nano-concentrated emulsion having a particle size of 30 to 100nm, By adding and dispersing in water-in-oil (W / O) or silicone-in-water (W / S) emulsions, the present invention has been completed to provide high stability over time, fast absorption and long lasting moisturizing power to the skin. Successfully developed a cosmetic composition on a reversed phase multiple emulsion.

It is an object of the present invention to include water-soluble active ingredients more than 10 times of the effective concentration, so as to get out of the complex process using a highly concentrated nano-concentrated emulsion that is considered to maximize the efficiency when applied to the product directly in water-in-oil (W / O) type In addition, simple addition and mixing at room temperature to water-in-silicon (W / S) -type emulsions make it easy to produce water-in-oil (O / W / O) type reverse-phase multiple emulsions. The high-density nano-concentrated emulsion has a low interfacial tension, and the high-density nano-concentrated emulsion formed mainly by using polyol having a low interfacial tension than water and having a low interfacial tension than water has a low interfacial tension. Due to the fact that drugs encapsulated in the inner phase of polyol phases are added to water-in-oil (W / O) -type or water-in-silicone (W / S) emulsions, they can easily penetrate into the interface of the oil or silicone phase that occupies the outermost phase. This facilitates the formation of oil-in-water nanoemulsions, thereby releasing the gravity-induced sedimentation and thermodynamic instability, thereby achieving two additional effects that increase the stability over time. In addition, the interfacial composition of the highly concentrated nanoemulsion emulsion is composed of ceramides, cholesterol, phospholipids, etc. very similar to the composition of intercellular lipids, so that it can supplement the transdermal absorption rate and formulation stability of the effective active ingredient encapsulated and encapsulated in the skin. To provide a polyol-in-oil (O / P) -type high-density nano-concentrated emulsion, using the oil-in-oil-in-oil (O / W / O) type reverse phase multiple emulsion phase cosmetic composition and a method of manufacturing the same.

The oil-in-water oil-in-water reverse-phase multi-emulsion emulsion composition using the polyol-in-oil type high-density nano-concentrated emulsion according to the present invention, for lipids containing 0.5 to 10.0% by weight of phospholipid, 0.1 to 5.0% by weight of cholesterol and 0.01 to 5.0% by weight of ceramide Anatomy; An oil-soluble substance part comprising 0.01 to 30% by weight of an oil-soluble active ingredient, 1.0 to 40.0% by weight of an emulsified oil, and 0.005 to 2.0% by weight of an oil-soluble antioxidant; And as a residual amount, the polyol solvent which has two or more hydroxyl groups in a molecule | numerator is contained.

In addition, the method for preparing a cosmetic composition in a water-in-oil-in-water reversed-phase multi-emulsion using the polyol-in-oil type high-density nano-concentrated emulsion according to the present invention comprises: (1) 0.01 to 30% by weight of an active ingredient, 1.0 to 40.0% by weight of an emulsified oil, Oil-soluble active ingredient preparation step of dissolving 0.005 to 2.0% by weight of antioxidant to 40 to 60 ℃ warmed; (2) a lipid dissolving unit comprising 0.5 to 10.0% by weight of phospholipid, 0.1 to 5.0% by weight of cholesterol, and 0.01 to 5.0% by weight of ceramide, and a polyol solvent having two or more hydroxyl groups in the molecule as the remaining amount, by heating to 60 to 80 ° C. Preparing a lipid dissolving unit to dissolve; (3) The oil-soluble active ingredient first dissolved in the lipid dissolving unit is added to maintain 60-80 ° C. in a conventional vacuum emulsifying tank, and primary emulsification is carried out by stirring at a rotational speed of 2,500-3,500 rpm. Forming a first high-density concentrated emulsion for stabilizing the components in a micro-size polyol-in-oil (O / P) emulsion mainly composed of phospholipids, cholesterol, and ceramides; (4) a first cooling step of cooling the polyol heavy oil (O / P) type high density concentrated emulsion obtained in the first high density concentrated emulsion forming step to 40 to 65 ° C; (5) The cooled polyol heavy oil (O / P) type high density concentrated emulsion was introduced into a commercially available high pressure type emulsifier at a temperature of 40 to 65 ° C. and emulsified twice or three times at a pressure of 600 to 1500 bar to obtain a particle size. Formation of fine polyol-in-oil (O / P) type high density concentrated nanoemulsion from 30 to 100nm, the oil-soluble active ingredient is mainly composed of phospholipids, and the capsule wall is made with cholesterol and ceramide as reinforcing ingredients. Forming a second highly dense nano-concentrated emulsion composition encapsulated in and stabilized by placing a polyol having two or more hydroxyl groups in the outer phase; And (6) a secondary cooling step of stabilizing the secondary high-density nano concentrated emulsion composition by cooling to 25 to 35 ° C.

Hereinafter, the present invention will be described in detail with reference to specific examples.

Hereinafter, repeated description of the same technical configuration and operation as in the prior art will be omitted.

Unless otherwise defined in the technical and scientific terms used herein, it should be understood to have the meaning commonly understood by those of ordinary skill in the art.

In order to solve the above problems and to achieve the object, the present invention provides a high-density nano-concentrated emulsion composition and a method for preparing a water-in-oil (O / W / O) type reverse phase multi-emulsion cosmetic composition. In this regard, polyol heavy oil (O / P) for easily preparing a water-in-oil-in-oil (O / W / O) type reverse-phase multi-emulsion cosmetic composition by encapsulating a large amount of oil-soluble active ingredients in a concentrated, polyol-in-oil (O / P) type. ) High density nano-concentrated emulsion composition comprises a lipid soluble portion comprising 0.5 to 10.0% by weight of phospholipid, 0.1 to 5.0% by weight of cholesterol and 0.01 to 5.0% by weight of ceramide; An oil-soluble substance part comprising 0.01 to 30% by weight of an oil-soluble active ingredient, 1.0 to 40.0% by weight of an emulsified oil, and 0.005 to 2.0% by weight of an oil-soluble antioxidant; And a polyol solvent having two or more hydroxyl groups in the molecule, which generally has a high solubility as the residual amount.

The present invention is to prepare a polyol-in-oil (O / P) type high density nano-concentrated emulsion mainly composed of phospholipids, cholesterol, ceramides, oil-soluble active ingredients and water-in-oil (W / O) type or silicon-in-water (W / S) type emulsion First, it is easy to form oil-in-oil (O / W / O) type reverse phase multi-emulsion by adding and stirring to it. Second, it solves the difficulty of adjusting the complicated manufacturing process and feel. The main purpose is to secure.

First, a technology for preparing a polyol heavy oil (O / P) type high density nano-concentrated emulsion will be described.

The polyol solvent used in the lipid dissolving portion of the present invention is a polyol commonly used in the art and may be included as a residual amount in the total of the other components constituting the cosmetic composition according to the present invention, preferably 30.0 to 80.0 weight % Is suitable, and the kind thereof may be selected from the group consisting of propylene glycol, 1,3-butylene glycol, glycerin, diglycerin, D-panthenol, or a mixture of two or more thereof, and their actual lipid solubility is different. Therefore, the actual solvent content is used according to the content of lipids including the phospholipid. It will be apparent to those skilled in the art that the actual solvent content may be easily changed according to the amount of lipids, and that the proper content may be set by trial and error.

The phospholipid of the lipid soluble portion refers to a lecithin having one hydrophilic group and two hydrophobic groups extracted from soybean, and has a very good human compatibility as a natural emulsifier. In the present invention, it is important to have sufficient emulsifying ability using phospholipids mainly containing phosphatidylcholin and phosphatidylethanolamine, and when using less than the above-mentioned content when using the phospholipids, There may be a problem that it is impossible to manufacture the above-mentioned useful active ingredient to be encapsulated in the nano-size, when using an amount larger than the above-mentioned content, gelation due to the problem of dissolution and the excessive formation of the interface nanoparticles Rather, there may be a problem that a lamellar liquid crystal is formed, and there may be a problem that the treatment of the high pressure type emulsifier becomes difficult. In addition, cholesterol and ceramide are the main components of human intercellular lipids, which prevent the leakage of particles from useful particles, which are encapsulated in the phospholipids of the capsule wall, in the active substance. Very similar to the structure and components of the intercellular lipid structure of the role of promoting transdermal absorption. When the amount less than the above-mentioned cholesterol and ceramide content is used, there may be a problem that the leakage of the above-mentioned useful active ingredient occurs, which lowers the stability of the capsule wall, and loses the advantage of increasing the transdermal absorption rate. If a large amount is used, it may be difficult to dissolve itself and difficult to process a high pressure type emulsifier.

The oil-soluble active ingredient is composed of tocopherol and its derivatives, ubiquinone, idebenone, retinol and its derivatives, astaxanthin, vitamin C and its useful derivatives, oil-soluble licorice, or a mixture of two or more thereof, having excellent oil-soluble and whitening effect. It can be used among those selected from the group, and its content is changed according to the purpose, activity, and efficacy of each substance, and the above range is an example applied according to the solubility and activity of these useful active ingredients. It is not limited to the above. In addition, it is an emulsified oil that imparts moisture and softness to the skin when it is applied as a base composition to a cosmetic composition as a solvent of an oil-soluble active ingredient, and is glyceryl trioctanoate, octyldodecyl myristate, isostearyl isostearate, dicaprylcarbonate Vegetable oils including ester-based oils such as capric / caprylic triglyceride, isopropyl palmitate, isopropyl myristate and octyl palmitate or macadamia oil, jojoba oil, castor oil, meadowfoam seed oil and apricot seed oil Silicone oil such as oil, dimethicone, cyclomethicone, or a mixture of two or more thereof may be used, and the range of content is used within the range to help dissolve the oil-soluble active ingredient and impart an emollient effect. Use less than the amount mentioned in In this case, there may be a problem in that the oil-soluble active ingredient is detached in the high-density concentrated emulsion forming step, and the oil-soluble active ingredient and the antioxidant are not dissolved.In contrast, when a large amount is used, phase separation may occur in the formation of the high-density concentrated emulsion. There may be a problem that the emulsion is not formed.

In addition, the method for preparing a cosmetic composition in a water-in-oil-in-water reversed-phase multi-emulsion using the polyol-in-oil type high-density nano-concentrated emulsion according to the present invention comprises: (1) 0.01 to 30% by weight of an active ingredient, 1.0 to 40.0% by weight of an emulsified oil, Oil-soluble active ingredient preparation step of dissolving 0.005 to 2.0% by weight of antioxidant to 40 to 60 ℃ warmed; (2) a lipid dissolving unit comprising 0.5 to 10.0% by weight of phospholipid, 0.1 to 5.0% by weight of cholesterol, and 0.01 to 5.0% by weight of ceramide, and a polyol solvent having two or more hydroxyl groups in the molecule as the remaining amount, by heating to 60 to 80 ° C. Preparing a lipid dissolving unit to dissolve; (3) The oil-soluble active ingredient first dissolved in the lipid dissolving unit is added to maintain 60-80 ° C. in a conventional vacuum emulsifying tank, and primary emulsification is carried out by stirring at a rotational speed of 2,500-3,500 rpm. Forming a first high-density concentrated emulsion for stabilizing the components in a micro-size polyol-in-oil (O / P) emulsion mainly composed of phospholipids, cholesterol, and ceramides; (4) a first cooling step of cooling the polyol heavy oil (O / P) type high density concentrated emulsion obtained in the first high density concentrated emulsion forming step to 40 to 65 ° C; (5) The cooled polyol heavy oil (O / P) type high density concentrated emulsion was introduced into a commercially available high pressure type emulsifier at a temperature of 40 to 65 ° C. and emulsified twice or three times at a pressure of 600 to 1500 bar to obtain a particle size. To form a polyol-in-oil (O / P) type high-density concentrated nanoemulsion with 30-100 nm, encapsulate the inside of the inner wall of the oil-soluble active ingredient with phospholipid as the main ingredient, and make a capsule wall with cholesterol and ceramide as a reinforcing ingredient. Forming a secondary high-density nano-concentrated emulsion composition for stabilizing the polyol having at least two hydroxyl groups on the outer phase; And (6) a secondary cooling step of stabilizing the secondary high-density nano-concentrated emulsion composition by cooling it to 25 to 35 ° C.

The oil-soluble active ingredient preparation step of (1) comprises dissolving 0.01 to 30% by weight of the oil-soluble active ingredient, 1.0 to 40.0% by weight of the emulsified oil and 0.005 to 2.0% by weight of the oil-soluble antioxidant to 40 to 60 ° C. Here, when the temperature of the heating is less than 40 ℃ in the dissolution by the heating of the components, there may be a problem that does not dissolve the oil-soluble active ingredient is precipitated, if the temperature exceeds 60 ℃, on the contrary, properties of the oil-soluble active ingredient There may be this changing problem.

The lipid dissolving unit preparation step of (2) comprises a lipid dissolving unit comprising 0.5 to 10.0% by weight of phospholipid, 0.1 to 5.0% by weight of cholesterol and 0.01 to 5.0% by weight of ceramide, and a polyol solvent having two or more hydroxyl groups in the molecule as the remaining amount. Is dissolved by heating to 60 to 80 ℃. Here, when the temperature of the heating is less than 60 ℃ in the dissolution by the heating of the components, there may be a problem that does not dissolve the cholesterol and ceramide is made, and if the temperature exceeds 80 ℃, the property of the phospholipid The emulsifying capacity may not be exerted.

In the step (1) of forming the first highly concentrated emulsion, the oil-soluble active ingredient first dissolved in the lipid dissolving unit is added thereto, and is maintained at 60 to 80 ° C. in a conventional vacuum emulsifying tank and stirred at a rotational speed of 2,500 to 3,500 rpm. Primary emulsification to stabilize the oil-soluble active ingredient in a micro sized polyol-in-oil (O / P) emulsion, mainly phospholipids, cholesterol, and ceramides. On the other hand, there may be a problem that the emulsifying power of the emulsifier is weak and difficult to form a micro emulsion, on the contrary, if it exceeds 80 ° C., it may cause a change in the original properties of the oil-soluble active ingredient and may have a problem in its titer stability. have. In addition, when the rotational speed is less than 2,500rpm, it is not possible to obtain a uniform particle, on the contrary, if it exceeds 3,500rpm, there may be a problem that the particles formed by excessive shear is applied.

The primary cooling step of (4) consists of cooling the polyol heavy oil (O / P) type high density concentrated emulsion obtained in the first high density concentrated emulsion forming step of (3) to 40 to 65 ℃, Here, if the temperature of the cooling is less than 40 ℃, the unstable emulsion may be separated, if the temperature exceeds 65 ℃, there may be a problem that the properties of the oil-soluble active ingredient is changed.

In the forming of the second high-density nano-concentrated emulsion composition of (5), the polyol-in-oil (O / P) emulsion obtained in the first high-density concentrated emulsion-forming step of (3) is divided into smaller than the skin gap to obtain nano-sized It is an important step to express not only high stability but also percutaneous absorption to express the effect of improving wrinkles. If the treatment temperature is less than 40 ° C, precipitation is lower than the solidification temperature of lipids such as phospholipids, cholesterol, and ceramides. The efficiency of the emulsification is deteriorated, there may be a problem that the treatment of the high pressure type emulsifier becomes difficult, on the contrary, if it exceeds 65 ℃, the useful active ingredient encapsulated at high temperature with the energy applied in the high pressure type emulsifier and Homogeneous nanosized particles due to modification of structure of polyol-in-oil (O / P) type high density nano concentrated emulsion by promoting lipid desorption There may be a problem of not forming an image. On the other hand, the high pressure type emulsifier can be understood to be known to those skilled in the art to the extent that it can be used to buy a commercially available emulsifier such as Microfluidics (US, model name: M-110F). This high pressure type emulsifier applies a very high pressure in a pressure pump, passes it through an interaction chamber made of hollow micro diamonds such as pipes to change the high pressure to high speed, and cavitation into a unique structure in the interaction chamber. It is a device that can produce nano-sized particles by using a kind of vacuum phenomenon and a crushing effect by collision, and the force for crushing the particles is much stronger than that of a conventional mixer.

In addition, the second cooling step of (6) consists of stabilizing the secondary high-density nano-concentrated emulsion composition by cooling to 25 to 35 ℃, where the cooling time is longer, if the temperature of cooling is less than 25 ℃, During the change of physical properties, on the contrary, if it exceeds 35 ℃, there is a problem that it is difficult to obtain a stable physical properties due to the lack of aging time.

As described above, when the polyol-in-oil (O / P) -type high-density nano-concentrated emulsion composition according to the present invention contains 10 times or more of the active ingredient of the active concentration, it is applied to the skin to maximize its efficiency when applied to the product. Efficient absorption and encapsulation of water-in-oil type (W / O) or silicon heavy water (W / S) Simply by adding and mixing at room temperature to the) emulsion, it is easy to prepare a water-in-oil (O / W / O) type reverse phase multiple emulsion.

Hereinafter, preferred embodiments and comparative examples of the present invention will be described.

The following examples are intended to illustrate the invention and should not be understood as limiting the scope of the invention.

Example  1 to 6 and Comparative example  1 to 7

To prepare a polyol-in-oil (O / P) type high density nano-concentrated emulsion composition according to the present invention with the composition shown in Table 1 and 2, the preparation method is as follows.

In a vacuum emulsification tank capable of temperature control and stirring, the polyol was dissolved in a polyol as a solvent, and dissolved at 80 ° C. by dissolving the oil-soluble active ingredient in the contents shown in Tables 1 and 2. The solution was added to an oil phase dissolving tank capable of stirring, and prepared by heating and dissolving at 52 ° C. The oil-soluble active ingredient is introduced into a vacuum emulsifying tank containing a lipid dissolving unit, and firstly emulsified at 2,500 rpm with a homomixer at a temperature of 73 ° C. to prepare a micro-sized polyol-in-oil (O / P) emulsion, which is 50 ° C. After cooling to 50 ℃ and the high-pressure type emulsifier was processed by three times at a pressure of 1,000bar to emulsify secondary to form a nano-concentrated emulsion, which was cooled by stirring using a paddle (paddle) to 33 ℃ To obtain a polyol-in-oil (O / P) type high density nano concentrated emulsion composition in which the oil-soluble active ingredient was encapsulated.

The obtained polyol-in-oil (O / P) -type high-density nano-concentrated emulsion composition was photographed using a conventional optical microscope. As a result, it was impossible to observe due to the fine size of 300 nm or less. The distribution and size of the particles were examined by NANOPHOX (Sympatec), and it was confirmed that the average particle size was formed in the nano size of 30 to 100 nm. In addition, the polyol-in-oil (O / P) type high-density nano-concentrated emulsion composition obtained by the water-in-oil (W / O) type or silicone-in-water (W / S) type cream prescription prepared by the prescription shown in Table 3 was applied directly. The compatibility and stability were confirmed.

division Ingredient (% by weight) Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Lipid melting zone glycerin 62.95 55.95 62.95 62.95 63.45 59.15 Phospholipids 4.0 5.0 3.0 3.0 3.0 3.0 cholesterol 2.0 2.5 2.0 2.0 2.0 2.0 Ceramide 1.0 1.5 1.0 1.0 1.0 1.0 Oil-soluble active ingredient VC-IP 20.0 - - - - - Tocopherol - 25.0 - - - - Coenzyme cue 10 - - 1.0 - - - Idebenon - - - 1.0 - - Astaxanthin - - - - 0.5 - Retinol - - - - - 4.8 Capric / Caprylic Triglycerides 10.0 10.0 30.0 30.0 30.0 30.0 Antioxidant 0.05 0.05 0.05 0.05 0.05 0.05 Properties Viscosity (cps) 13500 11000 10500 12000 9500 11500  1) Glycerin: Henkel, Germany 2) Phospholipids: Lipoid S75-3, Lipoid S75, Germany, Lipoid, Emulmetic 920, 930, France, Lucas meyer, Resinol (Lecinol S-10, Japan, Nikko Chemical) 3) Cholesterol: Cholesterol NF, United States, Solvay, Inc. 4) Ceramide: DS-CERAMIDE, Korea, Doosan Biotech 5) VC-IP: Japan , Nikko Chemical 6) Tocopherol: Germany, ROSHE 7) Coenzyme Q 10: Germany, Karden 8) IDEBENONE: Idebenone, Taiwan 9) Astaxanthin: Japan, FUJI 10) Retinol: RETINOL 50C, Germany, (BASF) 11) Antioxidant: Dibutylhydroxytoluene, Japan, Ueno (UENO) four

division Ingredient (% by weight) Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Comparative Example 6 Comparative Example 7 Lipid melting zone glycerin - 54.95 66.65 52.95 66.895 31.95 73.45 ethanol 63.95 - - - - - - Phospholipids 3.0 12.0 0.3 3.0 3.0 3.0 3.0 cholesterol 2.0 2.0 2.0 8.0 0.05 2.0 2.0 Ceramide 1.0 1.0 1.0 6.0 0.005 1.0 1.0 Soluble Pharmacological Substance VC-IP 20.0 20.0 20.0 20.0 20.0 20.0 20.0 Coenzyme cue 10 - - - - - - - Astaxanthin - - - - - - - Retinol - - - - - - - Capric / Caprylic Triglycerides 10.0 10.0 10.0 10.0 10.0 42.0 0.5 Antioxidant 0.05 0.05 0.05 0.05 0.05 0.05 0.05 Properties Viscosity (cps) 1500 78000 3500 98000 6500 7500 3500 1) Glycerin: Henkel, Germany 2) Phospholipids: Lipoid S75-3, Lipoid S75, Germany, Lipoid, Emulmetic 920, 930, France, Lucas meyer, Resinol (Lecinol S-10, Japan, Nikko Chemical) 3) Cholesterol: Cholesterol NF, Solvay, USA 4) Ceramide: DS-CERAMIDE, Korea, Doosan Biotech 5) Tocopherol: Germany, Rosh (ROSHE) 6) VC-IP: Japan, Nikko Chemical Company 7) Antioxidant: Dibutylhydroxytoluene, Japan, UENO Company

Tables 1 and 2, and FIG. 1 (Example 1 (top) and Example 3 (bottom)), FIG. 2 (Example 6 (top) and Comparative Example 3 (bottom)) and FIG. 3 (Comparative Example 5 ( The following facts were confirmed from the results of the above) and Comparative Example 6 (bottom).

In Examples 1 to 6, as shown in FIG. 1, it was found that the nanoparticles were formed with a very uniform average particle size of 48 to 96 nm, and in all examples even after 3 months observation at 45 ° C. It was confirmed that the average particle size finely increased to 84 to 132 nm, but there was no large change. In addition, when ethanol having one hydroxyl group in the polyol was used as a solvent, as in Comparative Example 1, it was difficult to form an emulsion during the first emulsification, and it was difficult to form a nanoemulsion due to phase separation immediately after treatment with a high pressure type emulsifier. When an amount greater than the above-mentioned phospholipid content was used as in the case of, the gelation was due to the formation of the interface excessively, and after the high pressure type emulsifier treatment, a lamellar liquid crystal was obtained. When the amount less than the above-mentioned phospholipid content was used as in Comparative Example 3, even after high pressure emulsifier treatment, no uniform properties were obtained, and the stability was also very poor, and the formulation was separated after two weeks. In the case of Comparative Example 4, the dissolution time increased about 2 times as the content of cholesterol and ceramide was increased, and a high viscosity gel phase was obtained instead of the liquid formulation when the high pressure emulsifier was treated, and there was a problem of compatibility, and the content of cholesterol and ceramide was high. In the case of low Comparative Example 5, it was easy to dissolve, and the high pressure type emulsifier was also easy to obtain a highly dense nanoemulsion of good properties as in Examples 1 and 2, but phase-separated after 3 months at 45 ° C. It was found to adversely affect the formation. In the case of Comparative Example 6, the emulsification was carried out when the highly concentrated concentrated emulsion was formed due to the increased content of the emulsified oil, but the average particle size obtained in the examples was not uniform and the average particle size was 158 to 264 nm. 2 to 3 times higher than the phase separation at 1 month at 45 ℃ was not good stability. In Comparative Example 7 having a low content of emulsified oil, the oil-soluble active ingredient and the antioxidant were released or precipitated in the high-density concentrated emulsion forming step. In addition, the polyol-in-oil (O / P) -type high-density nano-concentrated emulsion composition obtained through the examples and comparative examples shown in Tables 1 and 2 above was an actual water-in-oil (W / O) type cream (shown in Table 3). Applying directly to Table 3 (left)) or silicone water-in-water (W / S) type cream prescription (Table 3 (right)) to confirm whether the water-in-oil-in-oil (O / W / O) type reverse phase multiple emulsion is stably formed. For each of these 5.0 to 10.0% by weight directly in water-in-oil (W / O) type cream prescription 90.0 to 95.0% by weight, and the result of observing the properties made by simple stirring and stability at 45 ℃ to Table 4 Indicated.

W / O Cream W / S Cream division ingredient weight (%) division ingredient weight(%) The upper part Triethylhexanoin 15.0 The upper part Dimethicone / Trisiloxane 15.0 Cyclomethicone / dimethicone / vinyldimethicone cross polymer 8.0 Fiji-3 Myristyl Ether 2.0 Jojoba oil 1.2 Hydroxyethoxypropyl dimethicone 5.0 Squalane 3.0 Macadamia Nut Oil 5.0 Award antiseptic 0.25 Cyclopentasiloxane / Dimethicone Crosspolymer 4.0 Butylene glycol 8.0 Award antiseptic 0.25 glycerin 6.0 Butylene Glycol 5.0 Sodium chloride 1.0 Sodium chloride 1.0 Purified water 57.55 Purified water 62.75 1) Glycerin: Henkel, Germany 2) Phospholipids: Lipoid S75-3, Lipoid S75, Germany, Lipoid, Emulmetic 920, 930, France, Lucas meyer, Resinol (Lecinol S-10, Japan, Nikko Chemical) 3) Cholesterol: Cholesterol NF, Solvay, USA 4) Ceramide: DS-CERAMIDE, Korea, Doosan Biotech 5) Tocopherol: Germany, Rosh (ROSHE) 6) VC-IP: Japan, Nikko Chemical Company 7) Antioxidant: Dibutylhydroxytoluene, Japan, UENO Company

Measurement Sample Sample 1 Sample 2 Sample 3 Sample 4 Sample 5 Sample 6 Initial miscibility ○ ○ ○ × ○ ○ At 45 ℃, after 1 month ○ ○ ○ × ○ ○ At 45 ℃, after 2 months ○ ○ ○ × ○ × At 45 ℃, after 3 months ○ ○ ○ × × ×  Miscibility: ○ (excellent miscibility), × (not mixed)  Sample 1 10.0 wt% of the composition of Example 1 + 90.0 wt% of water-in-oil (W / O) formulations Sample 2 10.0 wt% of the composition of Example 3 + 90.0 wt% of the water-in-oil (W / O) formulations Sample 3 : 5.0 wt% of the composition of Example 6 + 95.0 wt% of the water-in-oil (W / O) type formulation Sample 4: 10.0 wt% of the composition of the comparative example 3 + 90.0 wt% of the water-in-oil (W / O) type formulation 10.0 wt% of the composition of Example 5 + 90.0 wt% of the water-in-oil (W / O) type formulation Sample 6: 10.0 wt% of the composition of the comparative example 6 + 90.0 wt% of the water-in-oil (W / O) type formulation

As shown in the results of Table 4, in order to apply the polyol-in-oil (O / P) type high-density nano-concentrated emulsion composition of the present invention in water-in-oil (W / O) type or silicon-in-water (W / S) type cream prescription As in Examples 1 to 6, its stability and particle size are very important, and even when nano-sized particles are formed as in Comparative Example 5, when the average particle size is 100 to 150 nm or more, water-in-oil (W / O In the) or silicone water-in-water (W / S) formulations, it is not stabilized and phase separation occurs, so it is difficult to actually commercialize. In view of the above examples and comparative examples, in the preparation of water-in-oil (O / W / O) type reverse phase multi-emulsion, it is important that the phospholipids of the polyol-in-oil (O / P) type high density nano concentrated emulsion composition It is an appropriate content of ceramide, cholesterol and the like, and more importantly, it should have a stable property and an average particle size of 30 to 100 nm, as shown in FIGS. It was found that the water-in-oil (O / W / O) type reversed phase multiple emulsion was stably formed in the (W / S) type formulation. In addition, as a result of analyzing the content by high performance liquid chromatography (HPLC, Japan, Shimadzu, LC-10VP), in all examples and comparative examples, the content of the useful active ingredient was initially 99.0 wt. At least 45% was obtained, and the titer was analyzed for 6 months at 45 ° C. and 12 months at 25 ° C. (room temperature). In Examples 1 to 6, 95.7%, 98.1%, 96.0%, 95.8%, and 45 ° C., respectively. 98.7% and 95.1% were maintained, and at 25 ° C. (room temperature), it was confirmed that the titers were very stably maintained at 97.6%, 98.8%, 96.4%, 96.7%, 98.9% and 97.0%, respectively. However, even if initially obtained nano-sized particles in the case of Comparative Example 6, the titer decreased to 62.5% and 69.1% at 45 ℃ and 25 ℃ (room temperature), respectively, so that the average particle size is not stabilized in the formulation It can be seen that the separation negatively affects the stability of the oil-soluble active ingredient. In addition, the comparative example that could not form nanoparticles, separation and creaming occurred when checking the stability In case of 1, 2, 3, 4, 5, the stability of the formulation itself is not good, so the potency preservation is greatly lowered to 55.0% or less. In addition, it was confirmed that there is a close relationship between the potency stability of the oil-soluble active ingredient.

Therefore, according to the present invention, conventional oil-in-water using a polyol-in-oil (O / P) type high density nano-concentrated emulsion having a particle size of 30 to 100 nm in which the oil-soluble active ingredient is stably encapsulated to 10 times or more of the effective concentration Addition to W / O) or silicone water-in-water (W / S) emulsions and simple agitation make it difficult to adjust complex manufacturing processes and feel, and it is difficult to secure stability of the formulation. It was easy to manufacture, and also can maintain the stability for a long time is provided the effect of securing the stability of the formulation to maximize its compatibility.

Furthermore, by using appropriate amounts of phospholipids, ceramides, cholesterol, etc., they have a structure very similar to the cell membranes and intercellular lipids of human skin keratin to maximize the transdermal absorption rate.

Although the present invention has been described in detail only with respect to the described embodiments, it will be apparent to those skilled in the art that various modifications and variations are possible within the technical scope of the present invention, and such modifications and modifications are within the scope of the appended claims.

Claims (8)

A lipid dissolving unit comprising 0.5-10.0 wt% of phospholipid, 0.1-5.0 wt% of cholesterol and 0.01-5.0 wt% of ceramide; An oil-soluble substance part comprising 0.01 to 30% by weight of an oil-soluble active ingredient, 1.0 to 40.0% by weight of an emulsified oil, and 0.005 to 2.0% by weight of an oil-soluble antioxidant; And a water-in-oil-in-oil type reverse-phase multi-emulsion emulsion composition using a polyol-in-oil type high-density nano-concentrated emulsion comprising a polyol solvent having two or more hydroxyl groups in the molecule as a residual amount. The method of claim 1, Oil-in-water, oil-in-water, reverse-phase multi-emulsion emulsion composition using a polyol-in-oil type high density nano-concentrated emulsion, characterized in that the phospholipid is phosphatidylcholine or phosphatidylethanolamine or a mixture thereof. The method of claim 1, The polyol solvent is selected from the group consisting of propylene glycol, 1,3-butylene glycol, glycerin, diglycerin, D-panthenol, or a mixture of two or more thereof, in water-in-water using polyol-type high-density nano-concentrated emulsion. Cosmetic composition of type Reversed Phase Multiple Emulsion. The method of claim 1, The oil-soluble active ingredient is selected from the group consisting of tocopherol and its derivatives, ubiquinone, idebenone, retinol and its derivatives, astaxanthin, vitamin C and its useful derivatives, oil-soluble licorice or a mixture of two or more thereof. A water-in-oil-in-oil type reversed-phase multi-emulsion phase cosmetic composition using a type high-density nano-concentrated emulsion. The method of claim 1, The emollient oil is glyceryl trioctanoate, octyldodecyl myristate, isostearyl isostearate, dicapryl carbonate, capric / caprylic triglyceride, isopropyl palmitate, isopropyl myristate, octyl palmi Group consisting of ester oil such as tate or vegetable oil including macadamia oil, jojoba oil, castor oil, meadowfoam seed oil, apricot seed oil, dimethicone, cyclomethicone, or a mixture of two or more thereof Oil-in-oil-in-water reverse phase multi-emulsion phase cosmetic composition using a polyol-in-oil type high-density nano-concentrated emulsion, characterized in that it is selected from. 5 to 10% by weight of the polyol-in-oil (O / P) -type high-density nano-concentrated emulsion composition obtained according to any one of claims 1 to 5 is conventionally used in oil-in-water (W / O) or silicon-in-water ( A water-in-oil-in-oil type reverse phase multi-emulsion phase cosmetic composition using a polyol-in-oil type high-density nano-concentrated emulsion, characterized in that it is mixed with a W / S) type emulsion (residual amount). 5 to 10% by weight of the cosmetic composition obtained according to any one of claims 1 to 5 is included in a known cosmetic (remaining amount) formulated with commercially available conventional lotions, essences, creams, eye creams. A water-in-oil-in-oil type reverse phase multi-emulsion phase cosmetic composition using a polyol-in-oil type high-density nano-concentrated emulsion. (1) preparing the oil-soluble active ingredient by dissolving 0.01 to 30% by weight of the oil-soluble active ingredient, 1.0 to 40.0% by weight of the emulsified oil and 0.005 to 2.0% by weight of the oil-soluble antioxidant at 40 to 60 ° C; (2) a lipid dissolving unit comprising 0.5 to 10.0% by weight of phospholipid, 0.1 to 5.0% by weight of cholesterol, and 0.01 to 5.0% by weight of ceramide, and a polyol solvent having two or more hydroxyl groups in the molecule as the remaining amount, by heating to 60 to 80 ° C. Preparing a lipid dissolving unit to dissolve; (3) The oil-soluble active ingredient first dissolved in the lipid dissolving unit is added to maintain 60-80 ° C. in a conventional vacuum emulsifying tank, and primary emulsification is carried out by stirring at a rotational speed of 2,500-3,500 rpm. Forming a first high-density concentrated emulsion for stabilizing the components in a micro-size polyol-in-oil (O / P) emulsion mainly composed of phospholipids, cholesterol, and ceramides; (4) a first cooling step of cooling the polyol heavy oil (O / P) type high density concentrated emulsion obtained in the first high density concentrated emulsion forming step to 40 to 65 ° C; (5) The cooled polyol heavy oil (O / P) type high density concentrated emulsion was introduced into a commercially available high pressure type emulsifier at a temperature of 40 to 65 ° C. and emulsified twice or three times at a pressure of 600 to 1500 bar to obtain a particle size. To form a polyol-in-oil (O / P) type high-density concentrated nanoemulsion with 30-100 nm, encapsulate the inside of the capsule by making a capsule wall composed of oil-soluble active ingredient as phospholipid and reinforcing ingredient as cholesterol and ceramide. Forming a second high-density nano-concentrated emulsion composition for stabilizing by placing a polyol having two or more hydroxyl groups in it; And (6) a second cooling step of stabilizing the secondary high-density nano concentrated emulsion composition by cooling to 25 to 35 ° C; Method for producing a cosmetic composition in water-in-oil-in-water reverse phase multi-emulsion using a polyol-in-oil type high-density nano-concentrated emulsion, characterized in that comprises a.

Images