Cosmetic composition comprising eutectic mixture

JP2025028101AActive Publication Date: 2025-02-28LG HOUSEHOLD & HEALTH CARE LTD
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Patent Information

Application Number
JP2024211600
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2019-08-21
Filing Date
2024-12-04
Publication Date
2025-02-28
Estimated Expiration
2040-08-21

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Benefits of technology

【0071】 本発明による化粧料組成物は、アルファヒドロキシ酸(AHA)、アミノ酸および精製水;または2種のアミノ酸を共融混合物の形態で含むことによって、弱酸性乃至中性のpHで皮膚刺激なしにAHAおよび/またはアミノ酸の皮膚透過率を向上させて、優れた角質剥離効果、毛穴数減少効果、皮膚弾力増進効果および皮膚再生促進効果を示すことができ、低温でもアミノ酸の析出なしで安定かつ均一に維持させることができる。

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Abstract

To provide a cosmetic composition which has excellent keratin exfoliation effect, causes less irritation, and has excellent low-temperature stability under weakly acidic or neutral conditions, and maintains excellent keratin exfoliation effect even under severe conditions, by incorporating purified water, AHA and an amino acid; two types of amino acids; or purified water and two types of amino acids in the form of a eutectic mixture in the cosmetic composition.SOLUTION: A cosmetic composition comprising a eutectic mixture containing: an amino acid, an alpha-hydroxy acid, and purified water; or two types of amino acids is prepared, wherein the cosmetic composition comprises either an amino acid and an alpha-hydroxy acid or two types of amino acids in the form of a eutectic mixture.SELECTED DRAWING: Figure 1
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Description

[Technical field]

[0001] The present invention relates to a cosmetic composition comprising a eutectic mixture containing an alpha hydroxy acid, an amino acid, and purified water; and a cosmetic composition comprising a eutectic mixture containing a first amino acid and a second amino acid. More specifically, the present invention relates to a cosmetic composition comprising a eutectic mixture of purified water, an amino acid, and an alpha hydroxy acid, or a eutectic mixture of a first amino acid and a second amino acid, which has high skin permeability even under pH conditions that are less irritating to the skin, is excellent in keratin exfoliation effect and low-temperature stability, and maintains its keratin exfoliation effect even under harsh conditions. [Background technology]

[0002] Alpha hydroxy acid (AHA) is one of the ingredients commonly used to soften and remove hyperkeratotic skin layers, and shows skin improvement effects such as stratum corneum turnover promotion, collagen synthesis, skin moisturization promotion, wrinkle relief, and acne treatment and prevention (Korean Wellness Journal, Vol. 10, No. 2, 2015, pp. 161-169). Many AHAs have excellent skin permeability and skin improvement effects at low pH, but it is difficult to use them in high doses because of skin irritation such as itching, stinging, and hot flashes and various inflammatory irritations such as erythema and edema due to low pH. In addition, AHA has the disadvantage that it is ionized when dissolved in water and is absorbed slowly by the skin. In particular, when AHA is formulated into cosmetics, the pH of the formulation becomes low, which reduces the formulation stability and can have negative effects such as irritation on the skin. To compensate for this, if a neutralizing agent is used to increase the pH of the formulation, the effect of AHA decreases.

[0003] In addition, amino acids that exhibit a keratin-exfoliating effect on dry skin together with the AHA are also widely used in skin-applied cosmetics (Tatsuya Ozawa et al., The role of humectants in skin moisture retention. Skin Research 27, 276-288 (1985); and KR Patent Registration No. 10-1508168). However, the skin permeability of the AHA and amino acids is significantly reduced at weakly acidic or neutral pH [SE Wolverton, α-hydroxy acids, In Comprehensive Dermatologic Drug Therapy, 3 rd edition, Elsevier, 570 (2012)] and, at a highly acidic pH, can cause discomfort such as skin irritation, especially in people with sensitive skin.

[0004] On the other hand, the eutectic phenomenon is a phenomenon in which the melting point of two or more substances is lowered by mixing them. Each component in the mixture is in a solid state at room temperature, but when the mixture is prepared, it becomes an anhydrous solution that exists in liquid form at room temperature without crystallization due to van der Waals interactions or hydrogen bonds between each component. Therefore, if AHA is selected as one of the components in the mixture, a liquid phase in which water has been removed can be obtained. In an anhydrous state, AHA does not ionize and does not exhibit acid properties, so AHA can be used with less irritation, and since AHA is not charged, it is very advantageous for skin penetration.

[0005] However, such eutectic mixtures have the problem that they do not exist stably in cosmetics. When a protic solvent capable of hydrogen bonding is added to a composition containing a eutectic mixture, the solvent interacts (hydrogen bonds) with each component of the eutectic mixture, disrupting the bonds between the components of the eutectic mixture, making it difficult to maintain the properties of the eutectic mixture. In addition, cosmetics containing eutectic mixtures are suitable for anhydrous formulations, but since the specific gravity of many eutectic mixtures is greater than that of water, they tend to precipitate when mixed with oil, making them difficult to disperse uniformly in the low-viscosity oil phase. In the past, to solve this problem, hydrophilic powders were added to the composition, but the eutectic mixtures, which have hydrophilic properties, were adsorbed and aggregated on the surface of the hydrophilic powder, making them difficult to disperse uniformly.

[0006] Therefore, under such a background, the present inventors have researched and developed a cosmetic composition in which a eutectic mixture contains purified water, AHA and an amino acid; or two kinds of amino acids, but which has improved irritation problems caused by low pH and formulation stability, and have completed the present invention. Summary of the Invention [Problem to be solved by the invention]

[0007] The present inventors have conducted research to develop a cosmetic composition that overcomes the problems of AHA causing irritation at low pH and AHA or amino acids having low skin permeation effect when applied at skin pH. As a result, they have confirmed that by adding purified water, AHA and an amino acid; two types of amino acids; or purified water and two types of amino acids in the form of a eutectic mixture to a cosmetic composition, it is possible to improve the skin permeation rate of AHA or amino acid without skin irritation at a weakly acidic to neutral pH, that the amino acid can be stably and uniformly maintained without precipitation even at low temperatures, and that the exfoliating effect can be maintained even under harsh conditions (e.g., high temperature, high pressure, etc.), thereby completing the present invention.

[0008] Therefore, an object of the present invention is to provide a cosmetic composition which contains purified water, AHA and an amino acid; two types of amino acids; or purified water and two types of amino acids in the form of a eutectic mixture, and which has excellent keratin exfoliating effects even under weakly acidic to neutral conditions, is less irritating, has excellent low-temperature stability, and maintains its keratin exfoliating effects even under harsh conditions. [Means for solving the problem]

[0009] As a means for solving the above problems, the cosmetic composition of the present invention comprises: A cosmetic composition is provided that includes purified water, an amino acid, and an alpha hydroxy acid (AHA); or a eutectic mixture containing a first amino acid and a second amino acid.

[0010] In one embodiment, the cosmetic composition of the present invention comprises a eutectic mixture containing purified water; an amino acid; and an alpha-hydroxy acid (AHA).

[0011] In the present invention, the alpha hydroxy acid (AHA) and amino acid may each be contained in a eutectic mixture water for use in improving skin such as promoting exfoliation of skin, improving pores, improving fine wrinkles, improving acne, or improving facial skin tone.

[0012] In the present invention, the alpha hydroxy acid is a general term for compounds in which an alcohol group or a hydroxyl group is added to the carbon at the α position of a carboxylic acid, and it acts to improve the skin by lowering the ionic binding energy of keratinocytes, removing keratin, and promoting the formation of new cells, thereby shortening the cycle of the keratinization process that becomes longer as the skin ages, thereby promoting the activity of skin cells. In addition, AHA can promote the production of collagen and elastin by fibroblasts, making the skin elastic and soft, and promote the production of mucopolysaccharide, an important extracellular matrix component of the dermis, thereby improving skin moisture. AHA helps to remove the connecting rings between keratinocytes in the stratum corneum through the action of acid, and has the effect of smoothly dissolving keratin. The AHA may be one or more selected from the group consisting of lactic acid contained in spoiled milk and tomato juice; citric acid contained in mandarins and oranges; malic acid contained in apples; tartaric acid contained in wine; glycolic acid and mandelic acid contained in sugar cane, but are not limited to these.

[0013] In one embodiment, the AHA may be lactic acid or malic acid. Lactic acid has a small molecular weight among AHAs, so it can quickly penetrate into the skin and quickly realize the desired effect of AHA, and malic acid has multiple carboxyl groups to induce stronger bonds when preparing a eutectic mixture, and its molecular structure is similar to that of amino acids, especially serine, so it is advantageous for preparing a eutectic mixture in the form of a structurally stable dimer or multimer.

[0014] In one embodiment of the present invention, when the eutectic mixture contains AHA, the AHA may be contained in an amount of 1 to 50 parts by weight, for example, 5 to 40 parts by weight, 10 to 30 parts by weight, 15 to 20 parts by weight, 3 to 25 parts by weight, 5 to 20 parts by weight, or 6 to 18 parts by weight, relative to 100 parts by weight of the eutectic mixture. If the eutectic mixture contains AHA in an amount less than 1 part by weight, the desired effect cannot be obtained, and if the amount exceeds 50 parts by weight, a problem of irritation to the skin may occur.

[0015] When AHA is contained in the eutectic mixture as described above, the eutectic mixture can be prepared by mixing the AHA with an amino acid, which is a component that can bond with the AHA through polar intermolecular dipole-dipole attraction, dipole-induced dipole attraction, hydrogen bond, or van der Waals interaction. In this case, the AHA can act as a hydrogen bond donor (HBD), and the amino acid can act as a hydrogen bond acceptor (HBA). For example, the amino acids may include alanine, cysteine, aspartic acid, glutamic acid, phenylalanine, glycine, histidine, isoleucine, lysine, leucine, methionine, asparagine, pyrrolysine, proline, glutamine, arginine, serine, threonine, selenocysteine, valine, tryptophan, or tyrosine.

[0016] In the present invention, the total content of amino acids in the eutectic mixture may be, but is not limited to, 1-75 parts by weight, 5-70 parts by weight, 10-60 parts by weight, 15-50 parts by weight, 20-47 parts by weight, 10-70 parts by weight, 20-65 parts by weight, 30-60 parts by weight, 35-55 parts by weight, 40-50 parts by weight, 42-47 parts by weight, based on 100 parts by weight of the entire eutectic mixture. If the amino acid is contained in the eutectic mixture in an amount of less than 1 part by weight, the desired effect cannot be exhibited, and if the amino acid is contained in the eutectic mixture in an amount of more than 75 parts by weight, the skin may feel irritated and may precipitate due to insolubility in the composition. In one specific example, the amino acid contained in the eutectic mixture may be serine, proline, threonine, arginine, or cysteine.

[0017] In the present invention, the eutectic mixture can be produced from AHA and an amino acid, and preferably from purified water, AHA and an amino acid.

[0018] In the present invention, the AHA and amino acid may be contained in the eutectic mixture in a weight ratio of 1:0.1 to 1:10, for example, a weight ratio of 1:0.3 to 1:5, a weight ratio of 1:0.5 to 1:3, a weight ratio of 1:0.7 to 1:2, a weight ratio of 1:3 to 1:10, or a weight ratio of 1:5 to 1:8.

[0019] Generally, in the presence of purified water, AHA in the eutectic mixture may ionize, causing a problem of increased skin irritation. For this reason, in the case of conventional eutectic mixtures, a process of removing the solvent (purified water) must be carried out through an additional process such as evaporation, cooling, or freeze-drying. However, the eutectic mixture of the present invention does not ionize even in the presence of purified water through intermolecular bonds between AHA and amino acids due to dipole-dipole attraction, dipole-induced dipole attraction, hydrogen bonds, or van der Waals interactions, so it is safe from negative effects such as increased skin irritation.

[0020] Thus, the eutectic mixture of the present invention contains purified water. The eutectic mixture of the present invention contains purified water, and the purified water has a low melting point of 0°C or less, which allows the amino acids in the composition to be stably maintained. In addition, the presence of purified water in the eutectic mixture allows the AHA and the amino acid to be exposed to an excess amount of water and gradually dissociate from each other, thereby providing a skin-improving effect by promoting exfoliation. Therefore, the eutectic mixture of the present invention can maintain a uniform and stable liquid phase without precipitation of the amino acid even under various environmental changes.

[0021] In the present invention, the purified water may be contained in an amount of 25 to 80 parts by weight based on 100 parts by weight of the total eutectic mixture. If the purified water content in the eutectic mixture is less than 25 parts by weight, the melting point of the eutectic mixture is not reduced, so that the amino acid does not exist stably, and if the purified water content exceeds 80 parts by weight, the stability of hydrogen bonds is inhibited, so that the skin permeability of AHA and amino acid is reduced, and the content of amino acid is reduced, so that it is difficult to realize the intended effect. For example, the eutectic mixture of the present invention may contain purified water in an amount of 30 to 75 parts by weight, 35 to 70 parts by weight, 40 to 65 parts by weight, or 50 to 55 parts by weight based on the total weight of the eutectic mixture, but is not limited thereto.

[0022] In other embodiments, the cosmetic compositions of the present invention include a eutectic mixture containing a first amino acid and a second amino acid.

[0023] In the present invention, the first amino acid and the second amino acid may be one or more selected from the group consisting of alanine, cysteine, aspartic acid, glutamic acid, phenylalanine, glycine, histidine, isoleucine, lysine, leucine, methionine, asparagine, pyrrolysine, proline, glutamine, arginine, serine, threonine, selenocysteine, valine, tryptophan, and tyrosine. For example, the first and second amino acids may be two selected from the group consisting of serine, arginine, and glutamic acid.

[0024] In the above specific example, the total content of the amino acid in the eutectic mixture may be, but is not limited to, 1-75 parts by weight, 5-70 parts by weight, 10-60 parts by weight, 15-50 parts by weight, 20-47 parts by weight, 10-70 parts by weight, 20-65 parts by weight, 30-60 parts by weight, 35-55 parts by weight, 40-50 parts by weight, 42-47 parts by weight, based on 100 parts by weight of the entire eutectic mixture. If the amino acid is contained in the eutectic mixture in an amount of less than 1 part by weight, the desired effect cannot be exhibited, and if it is contained in an amount exceeding 75 parts by weight, the skin may feel irritated and the composition may not dissolve, resulting in a problem of precipitation. In this case, the first amino acid may be contained in an amount of 1-50 parts by weight based on 100 parts by weight of the entire eutectic mixture, and the second amino acid may be contained in an amount obtained by subtracting the part by weight of the first amino acid from 75 parts by weight. For example, the second amino acid may be 1-25 parts by weight. In the present invention, the first amino acid can be 1 to 50 parts by weight, preferably 5 to 40 parts by weight, 10 to 35 parts by weight, or 15 to 30 parts by weight.

[0025] The eutectic mixture of the present invention may further contain purified water. The purified water may be contained in an amount of 25 to 80 parts by weight based on 100 parts by weight of the total eutectic mixture. The purified water contained in the eutectic mixture may be the same as described above.

[0026] In the present invention, the eutectic mixture can be prepared from a first amino acid and a second amino acid, and preferably from purified water, a first amino acid and a second amino acid.

[0027] As described above, in the case of a eutectic mixture containing purified water, a first amino acid, and a second amino acid, the eutectic mixture may contain 25 to 80 parts by weight of purified water, 1 to 50 parts by weight of the first amino acid, and 1 to 25 parts by weight of the second amino acid, based on 100 parts by weight of the entire eutectic mixture.

[0028] In the following examples, it was confirmed that a eutectic mixture of two amino acids exhibits skin-improving effects such as reducing the number of pores, improving wrinkles, promoting skin regeneration, increasing the total amount of collagen, and improving skin elasticity, and that the above-mentioned skin-improving effects are maintained even after storage under harsh conditions such as high temperature. In addition, it was confirmed that a eutectic mixture containing only two amino acids and purified water without AHA exhibits excellent skin permeability, keratin peeling effect, low-temperature stability, etc. even under weakly acidic or neutral acidity conditions.

[0029] In the present invention, the term "eutectic mixture" refers to a mixture of two or more solid or liquid substances, and two components having high melting points are mixed together to form a complex by polar intermolecular dipole-dipole attraction, dipole-induced dipole attraction, intermolecular hydrogen bonding, or van der Waals interactions. The complex thus formed can exhibit a liquid state at room temperature by hindering the ability of each component to crystallize, i.e., to return to a solid state, and by having a melting point lower than the component having the lowest melting point among the components. In the present invention, the eutectic mixture contains purified water, so that the lowest melting point is formed below zero, and the composition can maintain a stable form even under various environments.

[0030] In addition, the eutectic mixture may be formed by bonding compounds having polarity with each other. The compounds having polarity may be polar molecules or charged molecules. In addition, there must be a difference in polarity between the compounds having polarity, and the same compounds cannot form a eutectic mixture. More specifically, the pKa or pI value between the components forming the eutectic mixture may have a difference of, for example, 1.0 or more, 2.0 or more, 3.0 or more, 4.0 or more, 5.0 or more, 6.0 or more, or 7.0 or more. In this case, when the components forming the eutectic mixture have multiple pKa values, the pKa1 value may be selected as a standard.

[0031] More specifically, the polar compound may be selected from AHA or amino acid (AA). More specifically, when one of the components forming the eutectic mixture is AHA, the other compound may be selected from an amino acid having a pI higher than the pKa1 value of AHA. For example, the difference between the pKa1 value and the pI value between AHA and an amino acid forming the eutectic mixture may be 1.0 or more, 2.0 or more, 3.0 or more, 4.0 or more, 5.0 or more, 6.0 or more, or 7.0 or more. More specifically, when one of the components forming the eutectic mixture is an amino acid, the other compound may be selected from an amino acid having a pI higher or lower than the pI value of the amino acid. For example, the difference between the pI values ​​of two amino acids forming the eutectic mixture may be 1.0 or more, 2.0 or more, 3.0 or more, 4.0 or more, 5.0 or more, 6.0 or more, or 7.0 or more.

[0032] More specifically, the polar compound may be selected from polar amino acids (polar AA), positively charged amino acids (+charged AA) and negatively charged amino acids (-charged AA). For example, any one of the polar amino acids may form a eutectic mixture with any one of the positively charged amino acids. For example, any one of the polar amino acids may form a eutectic mixture with any one of the negatively charged amino acids. For example, any one of the positively charged amino acids may form a eutectic mixture with any one of the negatively charged amino acids. The polar amino acid refers to any one of threonine, tyrosine, glutamine, serine and asparagine. The positively charged amino acid refers to any one of histidine, lysine and arginine. The negatively charged amino acid refers to any one of aspartic acid and glutamic acid.

[0033] The ratio of the substances required for the eutectic mixture can be determined by the charge of the molecules of the components that make up the eutectic mixture, the type and number of functional groups of the molecules, and the polarity of the molecules or functional groups. The ratio of the substances required for the eutectic mixture can also be determined by the size and similarity of the molecules. For example, arginine and glutamic acid, arginine and aspartic acid, lysine and glutamic acid, lysine and aspartic acid, arginine and asparagine, and arginine and glutamine can form a eutectic mixture at a molar ratio of 1:1. For example, arginine and serine, arginine and threonine, arginine and tyrosine, arginine and asparagine, and arginine and glutamine can form a eutectic mixture at a molar ratio of 1:2.

[0034] In the present invention, the eutectic mixture can be used interchangeably as the terms "eutectic solvent," "cofusion body," or "eutectic mixture aqueous solution."

[0035] In general, in the case of a eutectic mixture, the eutectic mixture is destroyed under harsh conditions such as high temperature, and the effect of the eutectic mixture is reduced. When comparing the keratin exfoliation effect of a cosmetic composition A containing the eutectic mixture according to the present invention with that of a cosmetic composition B after A has been left under high temperature conditions for a certain period of time, A may be 5%, preferably 10%, more preferably 12%, and most preferably 15% or more higher than B. Also, when comparing the skin permeability of a cosmetic composition A containing the eutectic mixture according to the present invention with that of a cosmetic composition B after A has been left under high temperature conditions for a certain period of time, A may be 5%, preferably 10%, more preferably 12%, and most preferably 15% or more higher than B. In this case, the cosmetic composition left under high temperature conditions for a certain period of time means that it has been stored at 50°C for 6 weeks or more, or at 60°C for 5 weeks or more.

[0036] The eutectic mixture according to the present invention can be adjusted to have an acidity of pH 3.5 to pH 10 in order to improve discomfort such as skin irritation when applied to the skin. The eutectic mixture according to the present invention can be prepared in a range in which the amine group of the amino acid or the carboxyl group of the AHA are structurally charged, and the range can be pH 3.5 or higher. For example, the eutectic mixture can be adjusted to have a weak acidity to neutral acidity such as pH 4 to pH 9, pH 5 to pH 8, or pH 6 to pH 7.

[0037] The eutectic mixture of the present invention contains purified water, AHA and amino acid; or two kinds of amino acid, and the melting point lowering property of the eutectic mixture reduces the solubility at low temperature, and the low temperature stability of the composition can be increased. In addition, since the skin permeability of AHA and / or amino acid generally decreases rapidly as the pH increases, conventional cosmetics have maintained a low pH. However, the eutectic mixture of the present invention can reduce the skin irritation that may occur at weak to neutral acidity, while maintaining the skin permeability of AHA and / or amino acid as high as at low pH.

[0038] The eutectic mixture according to the present invention can be prepared by selecting any method commonly used by those skilled in the art and then adding a step of adding water to the method. An exemplary method for preparing the eutectic mixture is as follows: i) a method of heating the component having the lowest melting point among the components constituting the eutectic mixture to a temperature at which the component melts to form a liquid phase, and then completely dissolving the remaining components in the molten liquid; ii) A method in which one or more of the components constituting the eutectic mixture are completely dissolved in a solvent in which they are soluble, and then the mixture is dissolved at a high temperature of 50°C or higher so as to become homogeneous.

[0039] In this case, in the method ii), the solvent can be evaporated if necessary.

[0040] In one embodiment, the eutectic mixture of the present invention can be prepared by method ii).

[0041] As a specific example of ii), a sample is prepared in a reaction vessel and homo-disper that require heating. The material of the reaction vessel is not limited, and for example, a glass beaker or a reaction vessel made of SUS material can be used. To produce a eutectic mixture, in the case of amino acid-amino acid, serine and arginine are prepared in a molar ratio of 2:1, and in the case of amino acid-AHA, serine and malic acid are prepared in a molar ratio of 2:1. The amount of purified water based on the total weight of the prepared amino acid-amino acid or amino acid-AHA can be 25 to 99 parts by weight. It is preferable to prepare the same amount as the total weight of amino acid-amino acid or amino acid-AHA, that is, the content of purified water is 50 parts by weight relative to the total weight. The speed of the homo-disper is preferably 600 to 4000 rpm, but may be higher or lower. For example, the speed of the homodisperser may be 600 to 3000 rpm, 600 to 2000 rpm, 600 to 1500 rpm, 800 to 1200 rpm, or 900 to 1100 rpm. Heating may be performed under temperature conditions of 45 to 70° C., for example, 45 to 65° C., 45 to 60° C., or 45 to 55° C. The reaction time is preferably at least 15 minutes or more, and when homogeneity is confirmed, heating is stopped and the mixture is allowed to cool naturally.

[0042] In addition, the homogeneity of the eutectic mixture obtained as described above can be confirmed by the following method. i) A method of confirming whether a transparent mixture without precipitates is formed when a eutectic mixture, which is a supermolten solution in which each component is dissolved above its solubility, is placed in front of a black background and illuminated with light; and ii) When a eutectic mixture is formed, a single melting point is formed at a temperature lower than the melting points of each component, so there is a method of confirming the melting point using a DSC (Differential Scanning Calorimetry) device.

[0043] When the AHA and / or amino acid are completely dissolved, the resulting mixture is transparent and homogeneous, and maintains its liquid state and transparency even after a cooling process. The eutectic mixture prepared as described above can maintain a transparent liquid phase by being uniformly present without phase separation even at very low temperatures, for example, temperatures below 0°C. Furthermore, the eutectic mixture maintains its bonds without being destroyed even after repeated solidification and melting processes.

[0044] The cosmetic composition according to the present invention may contain the eutectic mixture in an amount of 0.01 to 50 parts by weight, for example, 0.05 to 40 parts by weight, 0.1 to 30 parts by weight, 0.5 to 25 parts by weight, 0.1 to 50 parts by weight, 1 to 35 parts by weight, 5 to 30 parts by weight, 0.5 to 40 parts by weight, 1 to 30 parts by weight, 5 to 28 parts by weight, 8 to 25 parts by weight, 1 to 50 parts by weight, 5 to 40 parts by weight, 10 to 35 parts by weight, 15 to 25 parts by weight, 18 to 25 parts by weight, 15 to 20 parts by weight, 10 to 20 parts by weight, 10 to 30 parts by weight, 10 to 40 parts by weight, 15 to 35 parts by weight, 20 to 30 parts by weight, but is not limited thereto. The content of the eutectic mixture can be adjusted to suit the formulation of the cosmetic composition.

[0045] In the following examples, it was confirmed that, despite the cosmetic composition containing a high content of the eutectic mixture, it exhibited low skin irritation and high skin permeability.

[0046] As described above, the cosmetic composition containing the eutectic mixture according to the present invention can exhibit excellent skin improving effects such as promoting keratin exfoliation, reducing the number of pores, improving elasticity and wrinkles, and promoting skin regeneration.

[0047] The cosmetic composition according to the present invention may further comprise an oil phase component. The oil phase component is included in the composition and exists in the outer phase of the eutectic mixture, thereby helping the eutectic mixture to exist stably within the composition.

[0048] The oil phase component may be one or more of oil and wax. The oil and wax may be any oil or wax commonly used in the art as a cosmetic ingredient. For example, the oil may be a silicone-based oil, an ester-based oil, a triglyceride-based oil, a hydrocarbon-based oil, or a vegetable oil, and one or more of these ingredients may be used in combination as needed.

[0049] For example, the silicone oil can be silicone fluid oil or silicone crosspolymer dispersed in oil.For example, the silicone fluid oil can be cyclopentasiloxane, cyclohexasiloxane, cycloheptasiloxane, cyclomethicone, cyclophenylmethicone, cyclotetrasiloxane, cyclotrisiloxane, dimethicone, capryl dimethicone, caprylyl trimethicone, caprylyl methicone, cetearyl methicone, hexadecyl methicone, hexyl methicone, lauryl methicone, myristyl methicone, phenylmethicone, stearyl methicone, stearyl dimethicone, trifluoropropyl methicone, cetyl dimethicone, diphenylsiloxyphenyl trimethicone, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, methyl trimethicone, or phenyl trimethicone. The silicone oil component can be used alone or in combination of two or more kinds of oils. The silicone crosspolymer can be, but is not limited to, dimethicone crosspolymer, dimethicone / vinyl dimethicone crosspolymer, dimethicone PEG-10 / 15 crosspolymer, or PEG-12 dimethicone / PEG-20 crosspolymer.

[0050] Ester oils include ascorbyl palmitate, ascorbyl linoleate, ascorbyl stearate, diisostearyl malate, benzyl benzoate, benzyl laurate, butylene glycol dicaprylate / dicaprate, butylene glycol diisononanoate, butylene glycol laurate, butylene glycol stearate, butyl isostearate, cetearyl isononanoate, cetearyl nonanoate, cetyl caprylate, cetyl ethylhexanoate, cetyl isononanoate, ethylhexyl caprylate / caprate, ethylhexyl isononanoate, ethylhexyl isostearate, ethylhexyl laurate, hexyl laurate, octyldodecyl isostearate, isopropyl isostearate, isostearyl isononanoate, isostearyl isostearate, isocetyl ethylhexanoate, Noate, neopentyl glycol dicaprate, neopentyl glycol diethylhexanoate, neopentyl glycol diisononanoate, neopentyl glycol diisostearate, pentaerythrityl stearate, pentaerythrityl tetraethylhexanoate, dipentaerythrityl hexaacid ester, polyglyceryl-2 diisostearate, polyglyceryl-2 sesquiisostearate, polyglyceryl-2 isostearate, polyglyceryl-2 tetraisostearate, polyglyceryl-2 triisostearate, polyglyceryl-3 diisostearate, polyglyceryl-3 isostearate, polyglyceryl-4 diisostearate, polyglyceryl-4 isostearate, polyglyceryl-6 diisostearate, polyglyceryl-6 sesquiisostearate or triethylhexanoin can be used.

[0051] The triglyceride oils may be C8-C12 acid triglyceride, C12-C18 acid triglyceride, caprylic / capric / triglyceride, caprylic / capric / lauric triglyceride, C10-C40 isoalkyl acid triglyceride, C10-C18 triglyceride, glyceryl triacetylhydrostearate, soybean glyceride, tribehenin, tricaprin, triethylhexanoin, triheptanoin, triisostearin, tripalmitin or tristearin.

[0052] Examples of the hydrocarbon oil that can be used include liquid paraffin (mineral oil), paraffin, Vaseline, microcrystalline wax, and squalene.

[0053] As vegetable oils, avocado oil, wheat germ oil, rosehip oil, shea butter, almond oil, olive oil, macadamia oil, argan oil, meadowfoam oil, sunflower oil, castor oil, camellia oil, corn oil, safflower oil, soybean oil, rapeseed oil, macadamia knot oil, jojoba oil, palm oil, palm kernel oil or coconut oil can be used.

[0054] The wax may be any wax commonly used in cosmetics, such as a hydrocarbon wax, a vegetable wax, or a silicone wax, etc. Examples of the wax include, but are not limited to, candelilla wax, carnauba wax, rice wax, beeswax, lanolin, ozokerite, ceresin wax, paraffin wax, microcrystalline wax, C30-C45 alkyldimethylsilyl polypropylsilsesquioxane, ethylene / propylene copolymer, or polyethylene wax.

[0055] The content of the oil phase component is not particularly limited, and may be the remaining content excluding the eutectic mixture described above in the composition.

[0056] The cosmetic composition of the present invention may further contain all kinds of ingredients that can be used in ordinary cosmetics, for example, moisturizing agents such as glycerin, butylene glycol, propylene glycol, hexanediol, methyl gluceth-20, diglycerin, and ethylhexylglycerin; ultraviolet blocking agents such as ethylhexyl methoxycinnamate, ethylhexyl salicylate, ethylhexyl triazone, octocrylene, and bis-ethylhexyloxyphenol methoxyphenyl triazine; pH adjusting agents such as triethanolamine; thickening agents such as carbomer, xanthan gum, acrylates / C10-30 alkyl acrylate crosspolymer, and hyaluronic acid; preservatives such as phenoxyethanol, methylparaben, and propylparaben; antioxidants such as BHT, ethyl ascorbyl ether, and ascorbic acid; skin conditioning agents such as beta-glucan; surfactants such as cetearyl glucoside and sorbitan stearate; and fragrances or colorants, but the ingredients are not limited thereto.

[0057] Each of the above-mentioned components contained in the cosmetic composition according to the present invention may be preferably contained in the cosmetic composition according to the present invention within a range not exceeding the maximum usage amount stipulated in the "Cosmetic Safety and Technical Standards" established by the Chinese government.

[0058] The cosmetic composition according to the present invention can be prepared in any dosage form commonly prepared in the art. For example, the cosmetic composition can have the dosage form of a lotion such as a softening lotion or a nutritious lotion, a spray type lotion, a milky lotion such as a facial lotion or a body lotion, a cream such as a nutritious cream, a moisturizing cream, an eye cream, a stick, an essence, a cosmetic ointment, a spray, a gel, a pack, a sunscreen, a makeup base, a liquid type or a spray type foundation, a powder, a makeup remover such as a cleansing lotion or a cleansing oil, a cleansing agent such as a cleansing foam, a soap, a body wash, etc., but is not limited thereto.

[0059] In one embodiment, the formulation of the cosmetic composition may be a balm, a water-in-oil type (W / O), an oil-in-water type (O / W), a solubilized formulation, or an oil formulation.

[0060] In the present invention, the "solubilized formulation" refers to a formulation in which a small amount of oil component is transparently dissolved in water, and is a formulation that exhibits transparent properties without interfering with the rectilinear propagation of light without scattering or reflection because the diameter of the oil drop is smaller than the wavelength of visible light. The cosmetic composition having the solubilized formulation may be a transparent skin, toner, hair tonic, or hair liquid, but is not limited thereto.

[0061] The cosmetic composition of the present invention can be used in a normal manner, and the frequency of use can be varied depending on the skin condition or preference of the user.

[0062] The present invention also provides a method for producing the cosmetic composition.

[0063] In one embodiment, the cosmetic composition comprises the steps of mixing purified water, an amino acid, and an alpha hydroxy acid to form a eutectic mixture; and preparing a cosmetic composition comprising the eutectic mixture.

[0064] In the above-mentioned production method, the purified water, amino acid and alpha hydroxy acid, eutectic mixture, and cosmetic composition can be applied as described above.

[0065] In addition, the step of preparing the eutectic mixture may be performed under homogenization conditions of 600-4000 rpm and 45-70° C. According to the present invention, the components constituting the eutectic mixture are uniformly mixed under the homogenization conditions as described above, thereby realizing the skin improving effect, low irritation to the skin, and excellent formulation stability of the eutectic mixture as described above.

[0066] In another embodiment, the cosmetic composition comprises the steps of mixing a first amino acid and a second amino acid to form a eutectic mixture; and preparing a cosmetic composition comprising the eutectic mixture.

[0067] Also, the step of preparing the eutectic mixture may further include the step of adding purified water.

[0068] In the above-mentioned production method, the first amino acid, the second amino acid, the purified water, the eutectic mixture, and the cosmetic composition can be the same as those described above.

[0069] In addition, the step of preparing the eutectic mixture may be performed under homogenization conditions of 600-4000 rpm and 45-70° C. According to the present invention, the components constituting the eutectic mixture are uniformly mixed under the homogenization conditions as described above, thereby realizing the skin improving effect, low irritation to the skin, and excellent formulation stability of the eutectic mixture as described above.

[0070] The advantages and features of the present invention, as well as the methods for achieving them, will become clear from the detailed experimental and manufacturing examples described below. However, the present invention is not limited to the experimental and manufacturing examples disclosed below, and may be embodied in various different forms, and are provided solely for the purpose of making the disclosure of the present invention complete and fully conveying the scope of the invention to those skilled in the art. Effect of the Invention

[0071] The cosmetic composition according to the present invention contains alpha hydroxy acid (AHA), amino acid and purified water; or two kinds of amino acids in the form of a eutectic mixture, and thereby improves the skin permeability of AHA and / or amino acid without skin irritation at a weakly acidic to neutral pH, and exhibits excellent keratin exfoliation effect, pore number reduction effect, skin elasticity enhancement effect and skin regeneration promotion effect, and can be maintained stably and uniformly without precipitation of amino acid even at low temperatures. [Brief description of the drawings]

[0072] [Figure 1] FIG. 1 shows the results of confirming the minimum melting point due to the formation of a eutectic mixture at -20°C, where (A) is the result of a serine aqueous solution containing a high content of serine (Comparative Example 1), (B) is the result of a mixture of serine and malic acid (Comparative Example 2), (C) is the result of the eutectic mixture of the present invention (Example 1), (D) is the result of a serine aqueous solution containing a low content of serine (Comparative Example 3), and (E) is the result of the eutectic mixture aqueous solution of the present invention (Example 2). [Diagram 2] FIG. 2 shows the results of confirming the degree of skin permeation depending on whether or not the eutectic mixture of the present invention is formed. [Diagram 3] FIG. 3A is a graph showing the change in viscosity depending on the molar ratio of serine to arginine, and FIG. 3B is a graph showing the change in conductivity depending on the molar ratio of serine to arginine. [Figure 4a] FIG. 4a, A, shows the results of NMR analysis of serine (Ser), and FIG. 4a, B, shows the results of NMR analysis of arginine (Arg). [Figure 4b] FIG. 4b, C, shows the NMR analysis result of a eutectic mixture of serine and arginine, D, shows the NMR analysis result when citric acid is added to a eutectic mixture of serine and arginine, and E, shows the NMR analysis result after adding citric acid to a eutectic mixture of serine and arginine and storing it under harsh conditions (40° C.) for one month. [Diagram 5] FIG. 5A shows the IR spectrum analysis result of serine (Ser), B shows the IR spectrum analysis result of arginine (Arg), and C shows the IR spectrum analysis result of a eutectic mixture of serine and arginine. [Figure 6] Figure 6 shows the results of confirming the effect of reducing the number of pores by age in participants in their 20s to 40s by treatment with an essence (emulsion) containing a eutectic mixture of serine and arginine. [Figure 7]FIG. 7 is a diagram showing the results of a sensory evaluation (evaluation of the subjective effect) of participants in their 20s to 40s on the effect of reducing the number of pores by treatment with an essence (emulsion) containing a eutectic mixture of serine-arginine. [Figure 8] FIG. 8 shows the results of measuring the dermal density of participants in their 20s to 40s after treatment with an essence (emulsion) containing a eutectic mixture of serine-arginine. [Figure 9] FIG. 9 is a diagram showing the results of a sensory evaluation (evaluation of the bodily sensation effect) of participants in their 20s to 40s on increased dermal density (increased skin elasticity) after treatment with an essence (emulsion) containing a eutectic mixture of serine-arginine. [Figure 10] FIG. 10 shows the results of confirming the skin regeneration promoting effect when an arginine-glutamic acid eutectic mixture was treated on HaCaT cells, a cell line of human keratinocytes. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0073] The present invention will be described in detail below with reference to the following examples. However, the following examples are merely illustrative of the present invention, and the content of the present invention is not limited to the following examples.

[0074] Examples 1 and 2. Preparation of eutectic mixture aqueous solution containing AHA and amino acid The eutectic mixture aqueous solution was prepared in the following manner.

[0075] The eutectic mixture of Example 1 was prepared by preparing 18 parts by weight of malic acid (DL-malic acid, FUSO, Japan) having a melting point of about 130°C based on 100 parts by weight of the eutectic mixture, and heating the malic acid to its melting point to prepare a liquid phase. 20 parts by weight of serine (L-serine, EVONIK, Germany) was added to the liquid phase malic acid, and the mixture was stirred at 1,300 rpm for 30 minutes while maintaining the temperature to completely melt it. The completely melted liquid phase was neutralized to a pH of 6.5 using NaOH. Thereafter, the mixture was naturally cooled at room temperature, and water was added and stirred until the water content in the entire eutectic mixture was 53 parts by weight using the Karl Fischer titration method, so that the final serine content was 20 parts by weight and the malic acid content was 18 parts by weight.

[0076] The eutectic mixture of Example 2 was prepared by adding 25 parts by weight of the eutectic mixture of Example 1 prepared above to purified water based on 100 parts by weight of the total eutectic mixture, in which the aqueous solution contained 5 parts by weight of serine and 4.5 parts by weight of malic acid.

[0077] [Table 1]

[0078] Comparative Example 1. Preparation of serine aqueous solution containing high serine content A serine aqueous solution was prepared by mixing serine (L-Serine, EVONIK, Germany) in an amount of 20 parts by weight based on 100 parts by weight of the total aqueous solution with purified water.

[0079] Comparative Example 2. Preparation of an aqueous solution of serine and malic acid containing high contents of serine and malic acid Serine and malic acid were mixed in purified water and the pH was adjusted to 6.5 using NaOH. The final mixture solution was prepared so that it contained 20 parts by weight of serine (L-Serine, EVONIK, Germany) and 18 parts by weight of malic acid (DL-Malic acid, FUSO, Japan) based on 100 parts by weight of the total mixture.

[0080] Comparative Example 3. Preparation of an aqueous serine solution containing a low content of serine A serine aqueous solution was prepared by mixing serine (L-Serine, EVONIK, Germany) in an amount of 5 parts by weight based on 100 parts by weight of the total aqueous solution with purified water.

[0081] Comparative Example 4. Preparation of an aqueous solution of serine and malic acid containing low contents of serine and malic acid Serine and malic acid were mixed in purified water and the pH was adjusted to 6.5 using NaOH. The final mixture solution was prepared by mixing serine (L-Serine, EVONIK, Germany) at 5 parts by weight and malic acid (DL-Malic acid, FUSO, Japan) at 4.5 parts by weight based on 100 parts by weight of the total mixture with purified water to prepare an aqueous solution of serine and malic acid.

[0082] Comparative Example 5. Preparation of malic acid aqueous solution Malic acid (DL-Malic acid, FUSO, Japan) was mixed with purified water to prepare a malic acid aqueous solution at 4.5 parts by weight based on 100 parts by weight of the total aqueous solution.

[0083] Examples 3 and 4. Preparation of an aqueous eutectic mixture containing two amino acids The aqueous eutectic mixture of two amino acids was prepared as follows.

[0084] The eutectic mixture of Example 3 was prepared by adding 21 parts by weight of arginine (L-arginine, Daesang, Republic of Korea) having a melting point of about 220°C based on 100 parts by weight of the eutectic mixture, 26 parts by weight of serine (L-serine, EVONIK, Germany), and then adding 10 parts by weight of purified water, and stirring at 1,300 rpm for 30 minutes while maintaining a temperature of 90°C until completely melted. The eutectic mixture of Example 4 was prepared by adding 6 parts by weight of hydrated citric acid (Citric acid, CIBA SPECIALITY CHEMICALS, Switzerland) for pH adjustment to the eutectic mixture of Example 3, and stirring at 1,300 rpm for 30 minutes while maintaining a temperature of 90°C until completely melted. Thereafter, the mixture was naturally cooled to room temperature, and water was added to the eutectic mixtures of Examples 3 and 4 until the water content in the entire eutectic mixture reached 50 to 55 parts by weight using the Karl Fischer titration method, followed by stirring. The pH values ​​of Examples 3 and 4 were 8.7 and 6.5, respectively.

[0085] [Table 2]

[0086] Experimental Example 1. Confirmation of melting point, low temperature stability and stability of eutectic mixture aqueous solution 1) Confirmation of melting point The properties of the eutectic mixture aqueous solution prepared in Example 1, the serine aqueous solution in Comparative Example 1, and the aqueous solution of serine and malic acid in Comparative Example 2 were compared by lowering the melting point. In the experiment, the solutions of Example 1, Comparative Examples 1, and 2 were left to stand at -20°C, and the melting points were measured by checking the phase change. The results are shown in Figure 1. In Figure 1, A, B, and C respectively represent Comparative Example 1, Comparative Example 2, and Example 1.

[0087] As is clear from Fig. 1, it was confirmed that the eutectic mixture formed of serine, malic acid and purified water as in Example 1 had a melting point below -20°C and maintained a liquid phase at -20°C. It was also confirmed that the eutectic mixture aqueous solutions prepared in Examples 3 and 4 had melting points near or below -20°C, which is lower than the melting point of water, which has a melting point of 0°C, due to a drop in melting point caused by the formation of the eutectic mixture.

[0088] 2) Confirmation of low temperature stability In order to confirm the low-temperature stability of the aqueous solutions containing the eutectic mixture, the aqueous solutions of Comparative Example 3 and Example 2 were frozen and stored at a low temperature (-20°C) until they were completely solidified, and then thawed at room temperature (25°C). This process was repeated seven times, and the stability was visually confirmed. The results are shown in Figure 1, where D in Figure 1 shows the results for the aqueous solution of Comparative Example 3, and E shows the results for the aqueous solution of Example 2.

[0089] 1D and 1E, in the case of the serine aqueous solution of Comparative Example 3, serine precipitated due to a decrease in solubility at low temperatures, and the precipitated serine precipitated after melting, but it was confirmed that precipitation did not proceed in the aqueous solution containing the eutectic mixture as in Example 2. This shows that the aqueous solution containing the eutectic mixture can maintain stability even at a low temperature such as -20°C.

[0090] In addition, it was confirmed that the eutectic mixture aqueous solutions prepared in Examples 3 and 4 did not precipitate or remelted with gentle stirring after standing at room temperature. This shows that the eutectic mixtures containing two amino acids in Examples 3 and 4 also maintained stability at low temperatures such as -20°C.

[0091] 3) Check the stability In order to confirm the stability of the eutectic mixture aqueous solution, the serine aqueous solution of Comparative Example 1 having the same serine content as in Example 1 and the eutectic mixture aqueous solutions of Examples 1, 3 and 4 were left to stand in a 50 ml test tube at room temperature (25°C) and -20°C for 12 hours each for 4 weeks. The stability of the solutions was confirmed based on the presence or absence of precipitation in the samples, and the results are shown in Table 3 below.

[0092] [Table 3]

[0093] As is apparent from Table 3, the eutectic mixture aqueous solutions of Examples 1, 3, and 4 according to the present invention were confirmed to maintain the aqueous solution phase without precipitating even when repeatedly placed at room temperature and -20°C, thereby confirming that stability can be maintained even under various environmental changes. On the other hand, in the case of Comparative Example 1, which is a serine aqueous solution having the same concentration as Example 1, the sample was precipitated at -20°C.

[0094] Experimental Example 2. Exfoliating effect of eutectic mixture solution In order to confirm the exfoliating effect of the eutectic mixture aqueous solution according to the serine concentration of Example 2, the aqueous solution was treated on the back skin of a pig. Specifically, a sample with a diameter of 6 mm was taken from a pig back skin having a thickness of 1 mm using a biopsy tool. The sample was placed on a 96-well plate, washed once with phosphate buffered saline (PBS), and then 100 μl of the eutectic mixture aqueous solution of Example 2 was added. In this case, in order to compare the exfoliating effect, 100 μl of the serine-malic acid mixture of Comparative Example 4 was added to the pig back skin in the same manner. The pig back skin samples treated with each aqueous solution were stored for 16 hours under conditions of a temperature of 37° C. and a humidity of 50%, and the number of detached keratin was measured using a cell counter to confirm the exfoliating effect. In this case, purified water was used as the negative control, 10% gluconolactone (polyhydroxy acid, pHA), one of the exfoliating ingredients, at pH 4 was used as the primary positive control, and 10% gluconolactone at pH 6 was used as the secondary positive control. The secondary positive control was evaluated for its exfoliating effect under the condition that it was 15-20% effective compared to the primary positive control. Here, the primary positive control was used as a standard for comparing the values ​​between the actual experimental cases, and the relative value (%) of exfoliation was calculated and recorded as [(result value of sample) / (value of primary positive control)×100]. The results are shown in Table 4.

[0095] [Table 4]

[0096] As is apparent from Table 4, it was confirmed that the results of Example 2 using the eutectic mixture aqueous solution of the present invention showed a high exfoliating effect compared to the serine aqueous solution. In addition, when compared to 10% gluconolactone (PHA) (primary positive control group), which is a keratin exfoliant with a pH of 4, it was confirmed that the aqueous solution of Example 2 of the present invention showed a similar level of exfoliating effect despite having a higher pH value (pH 6.5). That is, the aqueous solution of Example 2 of the present invention can realize a similar or excellent exfoliating effect to that of a conventional keratin exfoliant with a low pH even under mildly acidic or neutral pH conditions with little irritation. In addition, it was confirmed that the eutectic mixture containing purified water has a better exfoliating effect by increasing the exfoliating effect of the aqueous solution of the eutectic mixture of the present invention compared to the malic acid aqueous solution and a simple mixture of serine and malic acid.

[0097] Experimental Example 3: Confirmation of skin permeability of eutectic mixture aqueous solution under weak acidic conditions The skin permeability of the eutectic mixture aqueous solution was confirmed under weakly acidic conditions (pH 6.5). 10 μg of each of the aqueous solutions of Comparative Examples 1 and 2 and Example 1 was prepared and applied to a uniform area of ​​pig skin. Tissue wetted with phosphate buffered saline (PBS) was placed on a 6-well plate, and the pig skin was placed on the tissue and stored at 37°C and 50% humidity for 12 hours. After that, the sample that did not penetrate the skin was removed using a cotton swab and a keratin collecting tape, and the weight of the pig skin was measured. The pig skin was crushed with a homogenizer, and 1 ml of water was added to fully dissolve the amino acids and eutectic mixture in the sample, and then centrifuged at 12,000 rpm for 10 minutes. After centrifugation, 0.5 ml of the supernatant was separated, and the concentration of the sample (serine) that had permeated the skin was quantified using the liquid chromatography method of the standard sample used in this experiment, and then divided by the weight of the pig skin to obtain the permeability by comparing the mass of the sample (serine) per gram of tissue with the mass of the serine initially added. The results of the skin permeability are shown in FIG. 2.

[0098] As is clear from FIG. 2, it was confirmed that a higher pig skin permeability was observed in the results of Example 2 (cofusion in FIG. 2) using the eutectic mixture aqueous solution of the present invention compared to a serine aqueous solution (L-serine in FIG. 2) under pH 6.5 conditions. Also, as in FIG. 2 and the references, it was confirmed that Example 2 showed superior skin permeation efficacy compared to lactic acid (Reference 1), a type of AHA, and salicylic acid (Reference 2), a type of beta-hydroxy acid (hereinafter referred to as BHA). In addition, compared to a simple mixture of serine-malic acid (serine-malic acid in FIG. 2), the eutectic mixture of the present invention containing purified water showed high pig skin permeability. That is, it can be seen that the high skin permeability of the eutectic mixture of the present invention shows the excellent keratin peeling effect confirmed in Experimental Example 2 above.

[0099] [References] 1.SE Wolverton,α-Hydroxy acids.In Comprehensive Dermatologic Drug Therapy,3 rdet.,Elsevier,2012,570. 2.SE Wolverton,α-hydroxy acids,In Comprehensive Dermatologic Drug Therapy,3 rd edition, Elsevier, 570 (2012)

[0100] Examples 5 to 7. Preparation of eutectic mixture aqueous solution The eutectic mixture aqueous solutions of Examples 5 to 7 were prepared with the compositions and contents shown in Table 5 below. First, malic acid (DL-Malic acid, FUSO, Japan) having a melting point of 130°C was prepared and heated to the melting point to produce a liquid phase. Proline (L-Proline, Sigma Aldrich, USA), threonine (L-Threonine, Sigma Aldrich, USA) and cysteine ​​(L-Cysteine, Sigma Aldrich, USA) were added to the produced liquid phase malic acid, and the temperature was maintained while stirring at 1,300 rpm for 30 minutes to completely dissolve. When the solution was completely dissolved, it was neutralized to pH 6.5 using NaOH, and then naturally cooled at room temperature. The water content in the entire eutectic mixture was measured using the Karl Fischer titration method to confirm whether a eutectic mixture was formed and whether the sample was precipitated after storage for 4 weeks. The results are shown in Table 6 below. At this time, the eutectic mixture aqueous solution to which proline was added is described in Example 5, the eutectic mixture aqueous solution to which threonine was added is described in Example 6, and the eutectic mixture aqueous solution to which cysteine ​​was added is described in Example 7.

[0101] [Table 5]

[0102] [Table 6]

[0103] Preparation Example 1: Preparation of a cosmetic composition in balm form A cosmetic composition in the form of a balm was prepared containing the eutectic mixture aqueous solution according to the composition in Table 7. Specifically, the aqueous phase (purified water, 1,2-hexanediol, composition of Example 1) of the following components was uniformly dissolved at room temperature, and the oil phase of all components except the aqueous phase was uniformly dissolved at 90°C, and then the aqueous phase was mixed and cooled and solidified at room temperature to prepare a cosmetic composition in the form of a balm.

[0104] [Table 7]

[0105] Example 8 and Comparative Examples 6 and 7. Preparation of serine cosmetic composition in oil-in-water formulation Cosmetic compositions in the oil-in-water (O / W) formulation containing a eutectic mixture or an aqueous serine solution were prepared according to the compositions in Table 8. Specifically, the aqueous phase of the following components was uniformly dissolved at room temperature, and the oil phase was uniformly dissolved at 90° C. Thereafter, the oil phase was mixed with the dissolved aqueous phase and cooled to prepare cosmetic compositions in the oil-in-water formulation.

[0106] [Table 8]

[0107] Experimental Example 4. Confirmation of skin permeation effect The skin permeation effect was confirmed by the following method using the cosmetic compositions of Example 8, Comparative Example 6, and Comparative Example 7, which are oil-in-water formulations.

[0108] Example 8 and Comparative Examples 6 and 7 were prepared in amounts of 10 μg each and applied to a uniform area of ​​pig skin. A tissue moistened with phosphate buffered saline (PBS) was placed on a 6-well plate, and the pig skin was placed on the tissue and stored at a temperature of 37° C. and a humidity of 50% for 12 hours. After that, the sample that did not penetrate the skin was removed using a cotton swab and a keratin collecting tape, and the weight of the pig skin was measured. After crushing the pig skin with a homogenizer, 1 ml of water was added to fully dissolve the amino acids and eutectic mixture in the sample, and the mixture was centrifuged at 12,000 rpm for 10 minutes. After centrifugation, 0.5 ml of the supernatant was separated, and the concentration of the sample (serine) that penetrated the skin was quantified using the liquid chromatography method with the standard time used in this experiment, and the transmittance was calculated by dividing it by the weight of the pig skin and comparing the mass of the sample (serine) per gram of tissue with the mass of serine initially added. The results are shown in Table 9.

[0109] [Table 9]

[0110] As can be seen from Table 9, in the case of Example 8, the skin permeability was improved by about 77% compared to Comparative Example 6 containing the same amount of serine.

[0111] Preparation Example 2: Preparation of a cosmetic composition in the form of a water-in-oil formulation A cosmetic composition in the form of a water-in-oil (W / O) formulation containing a eutectic mixture aqueous solution was prepared according to the composition in Table 10. Specifically, among the components below, the aqueous phase was uniformly dissolved at room temperature, and the oil phase was uniformly dissolved at 90° C. Thereafter, the aqueous phase was mixed with the dissolved oil phase and cooled to prepare a cosmetic composition in the form of a water-in-oil formulation.

[0112] [Table 10]

[0113] Example 9 and Comparative Example 8. Preparation of cosmetic compositions in oil-in-water formulation A cosmetic composition in the form of an oil-in-water (O / W) formulation was prepared containing an aqueous eutectic mixture with the composition shown in Table 11. Specifically, the aqueous and oily phases of the following components were each uniformly dissolved at room temperature, and then the dissolved aqueous phase was mixed with the oily phase to prepare a cosmetic composition in the form of an oil-in-water formulation.

[0114] [Table 11]

[0115] Example 10 and Comparative Example 9. Preparation of cosmetic composition in solubilized formulation A solubilized cosmetic composition containing a eutectic mixture aqueous solution was prepared according to the composition in Table 12. Specifically, the aqueous phase and a small amount of the oily phase among the following components were each uniformly dissolved at room temperature, and then the dissolved aqueous phase was mixed with a small amount of the oily phase to prepare a solubilized cosmetic composition.

[0116] [Table 12]

[0117] Example 11 and Comparative Example 10. Preparation of oil-form cosmetic composition An oil-form cosmetic composition containing an aqueous eutectic mixture solution was prepared according to the composition in Table 13. Specifically, small amounts of the aqueous and oily phases of the following components were uniformly dissolved at room temperature, and then the small amount of the dissolved aqueous phase was mixed with the oily phase to prepare the oil-form cosmetic composition.

[0118] [Table 13]

[0119] Experimental example 5. Confirmation of skin improvement effect The cosmetic compositions of Example 9 and Comparative Example 8 prepared as above were applied to the skin for 9 weeks, and the skin improvement effect (skin tone, skin texture, number of pores, and number of blackheads) was evaluated. The subject's face was divided in half by an imaginary line passing the nose, and the cosmetic composition of Example 9 was applied to the right skin, and the cosmetic composition of Comparative Example 8 was applied to the left skin of the subject. After that, the skin improvement effect of the right and left sides was compared by looking in the mirror at the 3rd and 9th weeks, and a sensory evaluation was performed using a 5-point scale. The results are shown in Table 14. In Table 14 below, for week 0, the concern score for each corresponding item is shown using a 5-point scale. In order to eliminate external factors depending on time such as season, individual physical condition, and mood, the change in satisfaction level each week was not evaluated, and only the condition of the right and left sides at each time point was compared to evaluate the efficacy of the eutectic mixture.

[0120] [Evaluation criteria for skin improvement effect] <Week 0> 5 points: The skin condition is excellent for the relevant item, and there are no concerns at all 4 points: Skin condition is relatively good for the relevant item, and there are few concerns 3 points: Normal skin condition for the relevant item, with some concerns 2 points: The skin condition of the relevant item is not good and I am worried 1 point: The skin condition of the relevant item is very bad and I am very worried <Weeks 3 and 9> 5 points: The skin on the right side has a much better improvement effect than the left side 4 points: The skin on the right side has a better improvement effect than the left side 3 points: It is difficult to feel the improvement in the skin on the right and left sides 2 points: The left side has better skin improvement than the right side 1 point: The skin improvement effect on the left side is much better than that on the right side

[0121] [Table 14]

[0122] In the case of the third and ninth weeks, it can be interpreted that the higher the score value, calculated as the average of three points, the more the consumer feels the skin improvement effect on the right side of the eutectic mixture application. As is clear from Table 14, it can be confirmed that the skin improvement effect is felt when the cosmetic of the present invention is applied for nine weeks, and in particular, it can be confirmed that skin problems such as blackheads, number of pores, and black pores, which are difficult for consumers to feel the effects of, are dramatically improved.

[0123] Experimental example 6. Confirmation of enhanced physical effects with wash-off type The cosmetic compositions of Examples 10 and 11 and Comparative Examples 9 and 10 prepared as above were applied to the skin, and then washed with lukewarm water to evaluate the effect of improving the sensation by short-term application in a wash-off type. On the first day, subjects were instructed to use one product randomly selected from Example 10 or Comparative Example 9, and on the second day, subjects were instructed to use the other product not selected on the first day from Example 10 or Comparative Example 9. On the first and second days of the experiment, the changes in the sensation effect before application of the product and after washing the product with lukewarm water were blind tested and evaluated on a 5-point scale. In this evaluation, the inventor, who is the experimenter, knew what product the subject selected, and the subject conducted the blind test until the end of the questionnaire survey. Example 11 and Comparative Example 10 were also evaluated in the same manner as above. Through the above experiment, it was confirmed whether consumers experienced short-term efficacy depending on the presence or absence of a eutectic mixture in two different dosage forms, a solubilized dosage form (Example 10 and Comparative Example 9) and an oil dosage form (Example 11 and Comparative Example 9). The results are shown in Tables 15 and 16, respectively.

[0124] [Evaluation criteria for skin improvement effect] ○: Excellent skin improvement effect △: Normal skin improvement effect ×: No noticeable skin improvement effect

[0125] [Table 15]

[0126] [Table 16]

[0127] As is clear from Tables 15 and 16, in the case of the cosmetic composition of the present invention, it was confirmed by sensory evaluation that the overall skin improving effect is increased after use.

[0128] Example 12. Preparation of a eutectic mixture containing serine and arginine As components forming a eutectic mixture, serine:arginine was prepared in a molar ratio of 2:1, and purified water was prepared in the same amount as the total weight. In other words, the amount of purified water was adjusted so that the content of purified water relative to the total weight was 50 wt%. Heating was performed so that the homodisperser speed was 1000 rpm and the temperature was maintained at 50°C. After reacting for 20 minutes, when homogeneity was confirmed, heating was stopped and the mixture was allowed to cool naturally.

[0129] Experimental Example 7. Characterization of a eutectic mixture containing serine and arginine 1) Confirmation of the physical properties of the eutectic mixture The characteristics and long-term stability of the compositions were compared depending on the molar ratio of serine and arginine when preparing the eutectic mixture in Example 12. The specific molar ratios, characteristics, and long-term stability are shown in Table 17 below.

[0130] [Table 17]

[0131] As can be seen from Table 17, when serine and arginine are mixed in a molar ratio of 2:1, it is stable and does not precipitate even after storage for 2 months. This shows that serine and arginine form a eutectic mixture when they are mixed in a molar ratio of 2:1.

[0132] 2) Confirmation of viscosity and conductivity of eutectic mixture The viscosity and conductivity of the compositions according to the molar ratio of serine and arginine in Table 17 were confirmed and are shown in FIG.

[0133] First, looking at the viscosity (Figure 3A), it was confirmed that the viscosity was highest at a molar ratio of 2:1, which formed a eutectic mixture. This is because the eutectic mixture dissolved beyond its solubility, resulting in an over-dissolution state, which increased the viscosity. Also, looking at the conductivity results (Figure 3B), it was confirmed that when serine and arginine have a molar ratio of 2:1, a eutectic mixture was formed due to stabilization of the surface charge (i.e., improved skin affinity), and conductivity decreased.

[0134] 3)NMR analysis For the NMR analysis of the eutectic mixture, NMR analysis of serine and arginine was performed (A and B in FIG. 4a). In addition, NMR analysis of the serine and arginine eutectic mixture (C in FIG. 4b), NMR analysis of the serine-arginine eutectic mixture with citric acid added as a pH regulator that has a strong surface charge that affects the binding within the dosage form and can make the cosmetic dosage form exhibit weak acidity (D in FIG. 4b), and the NMR analysis result after adding citric acid to the eutectic mixture and storing it under harsh conditions (40°C) for one month (E in FIG. 4b) are shown in FIG. 4a and FIG. 4b.

[0135] As a result, it was confirmed that the single peak observed in the NMR analysis of arginine (B in FIG. 4a) was split into two peaks due to the formation of a eutectic mixture of serine and arginine. That is, in the eutectic mixture of serine and arginine, a split was observed in the hydrogen peak of the main chain closest to the guanidine of arginine through an intermolecular bond, which can be interpreted as an intermolecular bond being formed due to the inhibition of the rotational motion of the main chain. In addition, as a result of NMR analysis of the eutectic mixture of serine and arginine after adding citric acid (D in FIG. 4b), the peak of the eutectic mixture of serine and arginine was observed to be the same, even though the eutectic mixture could be destroyed by the addition of citric acid, and the analysis results were the same even after storing it under harsh conditions (40° C.) for one month (E in FIG. 4b). This proves that the eutectic mixture of serine and arginine of the present invention can be stably maintained even under harsh conditions.

[0136] 4) IR Spectroscopic Analysis The IR spectra of serine and arginine (A and B in Figure 5) and the serine-arginine eutectic mixture were analyzed (Figure 5). As a result, a unique red shift was confirmed in the IR spectrum due to the formation of a eutectic mixture between serine and arginine. This indicates that the guanidine group of arginine and the carboxyl group of serine are red-shifted, and it can be seen that the intramolecular bonds are loosened by intermolecular bonds (i.e., the bond length is increased), resulting in a red-shift. Therefore, through the results of the structural analysis, the intermolecular bonds of the eutectic mixture were confirmed, and it was confirmed that it is structurally stable.

[0137] Experimental example 8. Confirmation of skin improvement effect 1) Confirmation of the effect of reducing the number of pores Sixty subjects in their 20s to 40s were given an essence (emulsion) containing the eutectic mixture of serine and arginine prepared in Example 12, and the number of pores was measured for six weeks to confirm the effect of reducing the number of pores. In this case, the effect of reducing the number of pores is the number of pores recognized by the device, and if the size, color, and prominence of a single pore are reduced and the device does not recognize it as a pore, the number of pores is determined to have decreased. The device used was the Antera 3D (registered trademark) CS skin analyzing camera (Miravex), and the same skin conditions were achieved through skin adaptation of the subjects for 20 minutes in a constant temperature and humidity environment by the same evaluator, and the same points on the left and right cheeks were measured and evaluated. In other words, the effect of reducing the number of pores means the effect of improving enlarged pores. The results were divided by age group and shown in Figure 6 and Table 18 below, respectively.

[0138] [Table 18]

[0139] As is apparent from Table 18 and FIG. 6, the effect of reducing the number of pores was sustained in the skin treated with the essence (emulsion) containing the eutectic mixture of serine-arginine in all age groups of the participants.

[0140] 2) Sensory evaluation of pore count reduction In addition, a sensory evaluation was carried out on the reduction in the number of pores by using the essence containing the eutectic mixture of serine and arginine of Example 12. The results are shown in Figure 7 below.

[0141] Similar to the results of 1), we were able to confirm that more participants in the group treated with the essence containing a eutectic mixture of serine and arginine showed excellent pore count reduction effects.

[0142] 3) Confirmation of elasticity improvement effect - Confirmation of dermis density Using the same method as 1), the effect of improving dermal density was confirmed for participants in their 20s to 40s by age group, and the results are shown in Figure 8.

[0143] As can be seen from Figure 8, it was confirmed that the dermis compactness was high in the experimental group treated with the essence containing the eutectic mixture of serine and arginine in all age groups. In other words, it can be seen that the treatment with the eutectic mixture of serine-arginine can improve elasticity by increasing the compactness of the dermis.

[0144] 4) Sensory evaluation of elasticity improvement In addition, a sensory evaluation was carried out on the increase in dermal compactness caused by the use of the essence containing the eutectic mixture of serine and arginine of Example 12. The results are shown in FIG.

[0145] Similar to the results of 3), it was confirmed that more participants in the experimental group who were treated with the essence containing a eutectic mixture of serine and arginine showed excellent dermal density increasing effects.

[0146] Comparative Example 11. Preparation of a simple mixture of serine and arginine For 100 parts by weight of the mixture, 5 parts by weight of serine and 4.1 parts by weight of arginine were added to 90.5 parts by weight of purified water and simply mixed using a homodisposable container until no precipitate was formed. Simply mixing means mixing at room temperature without a separate heating process.

[0147] Experimental Example 9. Exfoliating effect of eutectic mixture In order to confirm the exfoliating effect of the eutectic mixture of serine-arginine in Example 12 and the simple mixture of serine and arginine in Comparative Example 11, the eutectic mixture and the simple mixture were applied to the back skin of a pig. The specific experimental method was the same as that in Experimental Example 2. The results are shown in Table 19 below.

[0148] [Table 19]

[0149] As is clear from Table 19, it was confirmed that the serine-arginine eutectic mixture of the present invention exhibits a higher exfoliating effect than a simple mixture of serine and arginine. When compared with the primary positive control group, it was confirmed that the eutectic mixture of the present invention exhibited a similar level of exfoliating effect to PHA, despite having a higher pH value (pH 9.1), as in Experimental Example 2. In addition, it was confirmed that the experimental group in which the pH was adjusted to 6.0 with citric acid also exhibited a similar level of exfoliating effect to the eutectic mixture before adjustment.

[0150] Experimental Example 10. Confirmation of skin permeability The skin permeability of the eutectic mixture prepared in Example 12 was confirmed. The specific experimental method was the same as that in Experimental Example 3. The results for Example 12 are shown in Table 20.

[0151] [Table 20]

[0152] When the eutectic mixture according to the present invention was adjusted to pH 6.0 by adding citric acid, the eutectic mixture of Example 12 according to the present invention had excellent skin permeability even under the condition of pH 9.1 without adjusting the pH, when converted to 100. On the other hand, the simple mixture of serine and arginine showed significantly lower skin permeability than Example 12, and even when the pH was adjusted to 6.0, it showed a lower result than the eutectic mixture of the present invention.

[0153] Example 13. Preparation of a eutectic mixture containing arginine and glutamic acid Arginine: glutamic acid was prepared as a component of the eutectic mixture in a molar ratio of 1:1, and purified water was prepared in the same amount as the total weight. That is, the amount of purified water was adjusted so that the content of purified water was 50 wt% relative to the total weight. The homodisperser speed was 1000 rpm, and the temperature was heated to maintain 50°C. After reacting for 20 minutes, when homogeneity was confirmed, heating was stopped and the mixture was naturally cooled, and a eutectic mixture was produced in the same manner as in Example 12.

[0154] Experimental Example 11. Characterization of a eutectic mixture containing arginine and glutamic acid A macroscopic evaluation was performed on the formation of a eutectic mixture of arginine and glutamic acid. The solubility of glutamic acid, a simple mixture of arginine / glutamic acid, and a eutectic mixture of arginine-glutamic acid in water was confirmed, and the results are shown in Table 21 below for whether or not the mixture was soluble in water by 1% or more.

[0155] [Table 21]

[0156] As a result, as shown in Table 21, the solubility in water of glutamic acid and a simple mixture of arginine / glutamic acid is very low at less than 0.5%, and it is difficult to dissolve more than 0.5% in actual dosage forms such as oil and water phases. On the other hand, the eutectic mixture of arginine-glutamic acid has a solubility in water of 15.2%, and it was confirmed that it can exist in the aqueous solution phase and can be further dissolved through eutectic bonding.

[0157] Experimental Example 12. Confirmation of the effect of promoting skin regeneration HaCaT cells, a cell line of human keratinocytes, were cultured at 37°C and 5% CO2 in DMEM medium (ADDEXBIO TECHNOLOGIES, San Diego, CA, USA) supplemented with 10% fetal bovine serum (Gibco, Waltham, MA, USA), 100 mg / ml penicillin, and 100 mg / ml streptomycin. The cultured cells were cultured at 2.0 × 10 per well. 5After seeding in a 24-well plate so that each well had 100 cells, the cells were cultured for 24 hours, and then washed once with PBS and scraped off with a 200 μl pipette tip to create a vertical scratch in the middle. To remove detached cell debris, the well was washed twice with PBS and the medium was replaced with PBS-free DMEM containing each test substance. In order to always take the same part when taking photos, the center of the well was marked with a fine marker, and a cell photo was taken at the same time as the start of the experiment (0 hours). Similarly, cell photos were taken 2, 4, and 24 hours later. The area of ​​the scratch made on the monolayer cells was measured using an image analysis program (Image J) for the photos taken 0 hours and 24 hours later, and the area where the scratch area was filled was expressed as the wound healing percentage (%) according to the following general formula 1. The results are shown in Table 22 and Figure 10 below. In this case, the concentration of the simple mixture of Arg / Glu (10:1) is based on the concentration of arginine.

[0158]

number

[0159] [Table 22]

[0160] As shown in Table 22 and Figure 10, FBS-free DMEM medium was used as the negative control, and 10% FBS-DMEM, which corresponds to the optimal growth conditions of the cell line, was used as the positive control. The eutectic mixture of arginine-glutamic acid (Arg-Glu eutectic mixture) was compared with the single amino acids arginine and glutamic acid, a simple mixture of two amino acids. As a result, it was confirmed that the 1 ppm Arg-Glu eutectic mixture treatment group had a better wound healing rate than the 10% FBS treatment group (positive control group). In addition, the wound healing rate of the 10 ppm Arg-Glu eutectic mixture (based on the concentration of arginine) was 92.2%, and it was confirmed from the microscope image that the space vacant by the scratch was mostly covered with cells. The effect of 10 ppm of the Arg-Glu eutectic mixture was superior to that of the treatment group of 10 ppm arginine / 1 ppm glutamic acid (the maximum concentration of glutamic acid that can be produced is 1 ppm), which is a simple mixture of the two amino acids, and the treatment group of 1 ppm arginine. This confirmed that the Arg-Glu eutectic mixture can promote cell regeneration and help skin regeneration compared to when each is applied alone or when they are simply mixed.

[0161] Experimental Example 13. Confirmation of the effect of increasing the total amount of collagen In order to confirm the effect of the eutectic mixture of Example 13 on increasing the total amount of collagen, human fibroblasts were treated with a eutectic mixture of arginine-glutamic acid, and the total amount of collagen produced by the human fibroblasts was measured. Specifically, a eutectic mixture of arginine-glutamic acid (Arg-Glu eutectic mixture), arginine (Arg), glutamic acid (Glu), and a simple mixture of arginine-glutamic acid (Arg / Glu simple mixture) were added to the culture medium of human fibroblasts to confirm the degree of increase in the total amount of collagen at the cellular level. The total amount of collagen was quantified using a PICP EIA kit (Procollagen Type I C-Peptide Enzyme ImmunoAssay KIT). Before the experiment, the cytotoxicity of the Arg-Glu eutectic mixture was evaluated at different concentrations (μg / ml) using human-derived fibroblasts, and a concentration (100μg / ml) that was not cytotoxic was selected to evaluate the degree of increase in the total amount of collagen.

[0162] Specifically, each sample was added to the culture medium of human fibroblasts and cultured for one day, and the culture medium was then taken and the degree of increase in the total amount of collagen at each concentration was measured using a spectrophotometer at 450 nm with a PICP EIA kit. To compare the effects, the degree of increase in the total amount of collagen was confirmed in the same manner for the fibroblast culture medium without any addition (negative control group) and the sample to which TGF-βfmf was added to a final concentration of 10 mg / ml (positive control group). The total amount of collagen was measured as UV absorbance, and the increase rate of the total amount of collagen was calculated as the relative ratio of the total amount of collagen to the control group, and the results are shown in Table 23 below. In this case, the concentrations of the Arg-Glu eutectic mixture and the Arg / Glu (1:10) simple mixture were based on the concentration of arginine.

[0163] [Table 23]

[0164] As is clear from Table 23, the Arg-Glu eutectic mixture exhibited the effect of promoting collagen synthesis and increasing the total amount of collagen in a concentration-dependent manner, and at a concentration of 1 ppm or more, the collagen increase rate was greater than that of the simple Arg / Glu (1:10) mixture of the same concentration. It was also confirmed that the Arg-Glu eutectic mixture also exhibited a greater collagen increase rate than the single amino acids Arg and Glu.

[0165] Experimental Example 14. Confirmation of skin elasticity improvement effect In order to confirm the elasticity enhancing effect of the eutectic mixture of Example 13 on real human skin, A and B were prepared in the form of creams according to the compositions in Table 24 below, and an experiment was conducted. In this experiment, a eutectic mixture of arginine-glutamic acid (Arg-Glu eutectic mixture) was used. Specifically, 20 women aged 25-45 were asked to apply the mixture to their faces twice a day, morning and evening, and the skin elasticity improving effect was measured using a skin elasticity measuring device (Cutometer SEM 575, C+K Electronic Co., Germany). The results are shown in Table 25 below. The result value means the skin point elasticity (viscoelasticity) of the skin elasticity measuring device.

[0166] [Table 24]

[0167] [Table 25]

[0168] As can be seen from Table 25, it was confirmed that the skin elasticity was increased in the experimental group treated with the eutectic mixture of arginine-glutamic acid. This shows that the eutectic mixture of arginine-glutamic acid has an excellent effect of improving skin elasticity.

[0169] Experimental Example 15. Confirmation of conditions for separating eutectic mixtures In general, when a eutectic mixture is formed in a specific solvent, the eutectic mixture is in a state where it is overmelted beyond the solubility of each component. In the present invention, in the case of a overmelted solution in which a eutectic mixture is formed using water as a solvent, the dissociation of the eutectic mixture can be confirmed by the presence or absence of irreversible precipitation under the following conditions: i) Storage at a temperature of 50°C for 6 weeks or more, or 8 weeks or more, or 10 weeks or more, or 12 weeks or more; ii) stored at a temperature of 60°C for more than 4 weeks, or more than 5 weeks, or more than 6 weeks, or more than 8 weeks; and / or iii) When stored at a temperature of 80°C for 10 days or more, 15 days or more, 20 days or more, or 30 days or more.

[0170] That is, the bonds between the eutectic substances in the eutectic mixture can be broken and broken through the occurrence of irreversible precipitation under the above conditions i) to iii). Also, the dissociation of the eutectic mixture can be confirmed by using a substance capable of breaking the bonds between the eutectic substances, such as EDTA, a protic solvent, high concentration urea, or guanidyl HCl.

[0171] In this case, reversible precipitation means a precipitation in which a eutectic mixture precipitate is observed and then returns to a transparent (homogeneous) solution state by simple mixing (hand shaking) about 10 to 20 times, and it was confirmed that when the mixture was left to stand at a low temperature (-20°C) which is not the dissociation condition of i) to iii) above, a temporary precipitation occurred, but it was confirmed that the mixture was homogenized by simple mixing. Irreversible precipitation means a precipitation that does not homogenize when the above process is carried out.

[0172] In addition, the cosmetic preparation (essence) containing the eutectic mixture of Example 12, which was left to stand under the separation conditions for the eutectic mixture, was visually observed for its properties (Table 27), and the melting point change (Table 28) and keratin exfoliation effect (Table 29) were confirmed through DSC (Differential Scanning Calorimetry) measurement to confirm whether the eutectic mixture had dissociated. In this case, the essence containing the eutectic mixture means that the eutectic mixture was added to the essence prepared according to the composition in Table 26 below, and the keratin exfoliation effect was measured in the same manner as described in Experimental Example 2. The melting point was measured using a Perkin Elmer Diamond DSC (Differential Scanning Calorimeter; Perkin Elmer, Waltham, MA, USA). The melting point is indicated by the heat flow to the sample in the DSC, and its accuracy is known to be 0.01°C. The melting point was measured in a pure nitrogen atmosphere, which was supplied to the measurement chamber at a rate of 20cc / min to maintain the nitrogen atmosphere, and the temperature of the chamber was set to increase by 10°C per minute. The mass of the measurement sample was confirmed by subtracting the weight of the pan for loading the sample in the DSC from the weight including the entire sample. The pan was placed inside the DSC and heated at temperatures set from -50°C to 90°C to measure the heat flow. The results were then confirmed through a data analysis program connected to the DSC.

[0173] [Table 26]

[0174] [Table 27]

[0175] As is apparent from Table 27, it was confirmed that the eutectic mixture was dissociated through the occurrence of irreversible precipitation when the mixture was left to stand for 6 weeks or more at a temperature of 50° C. or for 5 weeks or more at a temperature of 60° C. When the eutectic mixture is dissociated, the effects of lowering the melting point and improving the skin permeation efficacy cannot be expected, so the characteristics of the eutectic mixture when it is formed or dissociated are confirmed in Tables 28 and 29 below.

[0176] [Table 28]

[0177] As a result, the melting point of the cosmetic containing a simple mixture that does not form a eutectic mixture was confirmed to be 0°C, which is the melting point of water, while the cosmetic containing a eutectic mixture had a melting point of -3.83°C due to the melting point depression phenomenon. In the case of the cosmetic containing a eutectic mixture stored under the dissociation conditions in Table 27 (50°C for 6 weeks), the melting point was observed to be 0°C, confirming that the eutectic mixture was dissociated into the form of a simple mixture.

[0178] [Table 29]

[0179] When the eutectic mixture confirmed in Table 28 was dissociated to become a simple mixture, whether the level of exfoliation effect was similar to that of the simple mixture was confirmed through Table 29. When the exfoliation effect of the essence containing a eutectic mixture was set to 100 for comparison, it was confirmed that the essences containing the simple mixture or the dissociated product of the eutectic mixture all had a similar level of effect. In this case, the essence containing the eutectic mixture of [Example 12] exhibited a 20% or higher exfoliation effect compared to the essence (containing the dissociated product of the eutectic mixture) after storing the essence containing the eutectic mixture of [Example 12] at 50°C for 6 weeks (harsh conditions).

[0180] As can be seen from Tables 28 and 29, when comparing the melting points and exfoliating effects of the essence containing a eutectic mixture and the essence containing a dissociated product of the eutectic mixture, it was confirmed that the dissociated product of the eutectic mixture had a similar melting point and exfoliating effect to the essence containing a simple mixture. In other words, the above results prove that it is possible to confirm the presence or absence of dissociation of the eutectic mixture.

Claims

1. A cosmetic composition comprising a eutectic mixture containing purified water; an amino acid; and an alpha hydroxy acid (AHA).

2. The cosmetic composition according to claim 1, wherein the alpha hydroxy acid is at least one selected from the group consisting of lactic acid, citric acid, malic acid, tartaric acid, mandelic acid, and glycolic acid.

3. 2. The cosmetic composition according to claim 1, wherein the amino acid is at least one selected from the group consisting of serine, proline, threonine, cysteine, glycine, alanine, valine, leucine, isoleucine, aspartic acid, glutamate, glutamine, arginine, lysine, tyrosine, methionine, phenylalanine, histidine, and tryptophan.

4. The cosmetic composition according to claim 1, wherein the alpha hydroxy acid is contained in an amount of 1 to 50 parts by weight based on 100 parts by weight of the total eutectic mixture.

5. The cosmetic composition according to claim 1, wherein the amino acid is contained in a total amount of 1 to 75 parts by weight based on 100 parts by weight of the entire eutectic mixture.

6. The cosmetic composition according to claim 1, wherein the purified water is contained in an amount of 25 to 80 parts by weight based on 100 parts by weight of the total eutectic mixture.

7. The cosmetic composition according to claim 1, wherein the eutectic mixture is contained in an amount of 0.01 to 50 parts by weight based on 100 parts by weight of the total composition.

8. 2. The cosmetic composition according to claim 1, wherein the purified water; amino acid; and alpha hydroxy acid (AHA) are contained within a eutectic mixture bound by polar intermolecular dipole-dipole attraction, dipole-induced dipole attraction, intermolecular hydrogen bonding, or van der Waals interactions.

9. The cosmetic composition according to claim 1, wherein the alpha hydroxy acid and the amino acid in the eutectic mixture are contained in a weight ratio of 1:0.1 to 1:

10.

10. The cosmetic composition according to claim 1, wherein the cosmetic composition has a pH value of from 3.5 to 10.

11. The cosmetic composition according to claim 1, which is for improving skin by promoting exfoliation.

12. The cosmetic composition according to claim 1 , wherein the cosmetic composition is in a balm formulation, a water-in-oil (W / O) formulation, an oil-in-water (W / O) formulation, a solubilized formulation, or an oil formulation.

13. mixing purified water, amino acids, and alpha hydroxy acids (AHAs) to produce a eutectic mixture; and adding the eutectic mixture to prepare a cosmetic composition.

14. The method for producing a cosmetic composition according to claim 13, wherein the step of producing the eutectic mixture is carried out under homogenization conditions of 600 to 4000 rpm and 45 to 70°C.

15. A cosmetic composition comprising a eutectic mixture comprising: a first amino acid; and a second amino acid.

16. 16. The cosmetic composition according to claim 15, wherein the first amino acid and the second amino acid are at least one selected from the group consisting of serine, proline, threonine, cysteine, glycine, alanine, valine, leucine, isoleucine, aspartic acid, glutamate, glutamine, arginine, lysine, tyrosine, methionine, phenylalanine, histidine, and tryptophan.

17. The cosmetic composition according to claim 15, wherein the first amino acid and the second amino acid are contained in a total amount of 1 part by weight to 75 parts by weight per 100 parts by weight of the entire eutectic mixture.

18. The cosmetic composition of claim 15 , wherein the eutectic mixture further comprises purified water.

19. The cosmetic composition according to claim 18, wherein the purified water is contained in an amount of 25 to 80 parts by weight based on 100 parts by weight of the total eutectic mixture.

20. The cosmetic composition according to claim 15, wherein the eutectic mixture is contained in an amount of 0.01 to 50 parts by weight based on 100 parts by weight of the total composition.

21. The cosmetic composition according to claim 15, wherein the cosmetic composition has a pH value of from 3.5 to 10.

22. The cosmetic composition according to claim 15, which is for improving pores by reducing the number of pores.

23. The cosmetic composition according to claim 15, wherein the cosmetic composition is for enhancing elasticity.

24. The cosmetic composition according to claim 15, wherein the cosmetic composition is for skin regeneration.

25. The cosmetic composition according to claim 15, which is for improving wrinkles.

26. The cosmetic composition according to claim 15, which is for improving keratin exfoliation.

27. mixing a first amino acid and a second amino acid to form a eutectic mixture; and adding the eutectic mixture to prepare a cosmetic composition.

28. The method for producing a cosmetic composition according to claim 27, wherein the step of producing the eutectic mixture is carried out under homogenization conditions of 600 to 4000 rpm and 45 to 70°C.

29. The method of claim 27, wherein the step of producing the eutectic mixture further comprises the step of including purified water.

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