Cosmetic composition containing a eutectic mixture of vitamin C

Abstract

The present invention relates to a cosmetic composition containing a eutectic mixture of vitamin C and betaine, and a method for producing the same. By containing vitamin C in the form of a eutectic mixture, it is possible to provide a cosmetic composition that exhibits high solubility in various types of solvents, has excellent oxidation stability, and has high skin permeability.

Description

[Technical Field]

[0001] The present invention relates to a cosmetic composition containing a eutectic mixture of vitamin C and a method for producing the same. [Background technology]

[0002] Melanin, which determines human skin color, is produced by melanocytes in the basal layer of the skin and transmitted to surrounding keratinocytes to produce skin color. Excessive melanin production is known to cause pigmentation, resulting in dark spots and dullness. Vitamin C, a well-known skin-whitening ingredient, not only inhibits melanin production and reduces pigmentation, but also prevents aging by reducing reactive oxygen species induced by the external environment. It also promotes collagen synthesis, helping to improve wrinkles and elasticity.

[0003] Although vitamin C can be dissolved in relatively large amounts in water, it is prone to decomposition due to rapid oxidation. Although vitamin C can improve oxidative stability in non-aqueous solvents, it has the problem of extremely low solubility. Furthermore, since vitamin C is hydrophilic and does not easily penetrate the stratum corneum, the outermost barrier of the skin, a large amount of vitamin C is required to induce sufficient bioactivity. For this reason, in the pharmaceutical and cosmetic fields, aqueous-based vitamin C preparations are mainly provided with very short shelf lives, and when stored at low temperatures to delay oxidative decomposition, precipitation of vitamin C can cause quality problems and inconvenience to users.

[0004] Therefore, much effort and research has been devoted to improving the solubility and instability of vitamin C. For example, Patent Documents 1 and 2 propose incorporating a glycol solvent with three carbon atoms and a precipitation inhibitor to reduce the amount of water in the formulation, thereby delaying vitamin C oxidation and preventing precipitation at low temperatures. Patent Document 3 also explores a method for improving stability by dispersing vitamin C powder in silicone-based oil. While these patents partially improved vitamin C stability, they had limited solvent selectivity, did not improve skin absorption, and presented problems of precipitation at high doses. Furthermore, vitamin C dispersed in silicone-based oil appears to be dispersed in the form of fine particles rather than in a solution state, which makes transdermal delivery difficult and can cause irritation.

[0005] [Prior art documents] [Patent documents]

[0006] [Patent Document 1] JP WO2019-131892 A1 [Patent Document 2] JP WO2019-189742 A1 [Patent Document 3] US10912729B2 Summary of the Invention [Problem to be solved by the invention]

[0007] The present inventors have confirmed that when vitamin C and betaine are prepared in the form of a eutectic mixture, the solubility in various aqueous and non-aqueous solvents increases significantly, the mixture remains stable even at low temperatures without precipitating, and the skin permeability of vitamin C improves, thereby completing the present invention.

[0008] Therefore, an object of the present invention is to provide a cosmetic composition and pharmaceutical composition that exhibits high solubility in various solvent conditions, excellent oxidation stability, and excellent skin permeability by including vitamin C and betaine in the form of a eutectic mixture in the cosmetic composition. Department The object of the present invention is to provide a cosmetic composition. [Means for solving the problem]

[0009] As a means for solving the above problem,

[0010] The present invention provides a cosmetic composition comprising a eutectic mixture containing vitamin C and betaine.

[0011] The present invention also provides a method for preparing a cosmetic composition, comprising the steps of: mixing vitamin C and betaine to prepare a eutectic mixture; and adding the eutectic mixture to prepare a cosmetic composition.

[0012] The present invention relates to a pharmaceutical composition comprising a eutectic mixture containing vitamin C and betaine. Department A cosmetic composition is provided.

[0013] The present invention also provides a method for preparing a eutectic mixture by mixing vitamin C and betaine; and a method for preparing a pharmaceutical composition by adding the eutectic mixture. Department Pharmaceuticals including the step of producing a quasi-prescription composition Department A method for producing a cosmetic composition is provided. [Effects of the Invention]

[0014] The present invention provides a cosmetic composition and pharmaceutical composition containing a large amount of vitamin C, which has excellent oxidation stability and significantly improved solubility in various aqueous and non-aqueous solvents by containing vitamin C and betaine in the form of a eutectic mixture. DepartmentFurthermore, the composition is stable even at low temperatures without precipitation of vitamin C, and exhibits high skin permeability, resulting in improved skin whitening, skin tone uniformity, wrinkle reduction, and elasticity. [Brief explanation of the drawings]

[0015] [Figure 1] FIG. 1 shows the results of Experimental Example 1, which confirmed whether or not a eutectic mixture composed of ascorbic acid and betaine was formed at various molar ratios of ascorbic acid:betaine. [Figure 2] Figure 2 shows the results of Experimental Example 2, comparing whether vitamin C, a simple mixture of vitamin C and betaine, and a eutectic mixture of vitamin C and betaine are stable and do not precipitate in compositions containing large amounts of non-aqueous solvent. [Figure 3] FIG. 3 shows the infrared spectrum analysis results of vitamin C (ascorbic acid), betaine, a simple mixture of vitamin C and betaine, and a eutectic mixture of vitamin C and betaine according to Experimental Example 5. [Figure 4] FIG. 4(A) shows the results of 1H NMR analysis of vitamin C according to Experimental Example 5, and FIG. 4(B) shows the results of 1H NMR analysis of betaine. [Figure 5] FIG. 5 shows the results of 1H NMR analysis of the eutectic mixture formed by vitamin C and betaine according to Experimental Example 5. [Figure 6] FIG. 6 is a graph showing the improvement rate of skin brightness and skin evenness of a eutectic mixture of vitamin C according to Experimental Example 6. [Figure 7] FIG. 7 is a graph showing the improvement rate of wrinkles and elasticity of a eutectic mixture of vitamin C according to Experimental Example 6. DETAILED DESCRIPTION OF THE INVENTION

[0016] The present invention will be described in detail below.

[0017] Although the present invention can be modified in various ways and can have various forms, the following detailed description will be given by way of example of specific embodiments, but it should be understood that this is not intended to limit the present invention to the specific disclosed embodiments, and that the present invention encompasses all modifications, equivalents, and alternatives within the spirit and technical scope of the present invention.

[0018] The present invention provides a cosmetic composition comprising a eutectic mixture containing vitamin C and betaine.

[0019] When vitamin C and betaine form a eutectic mixture as in the present invention, the melting point can be lower than the melting points of the individual components due to hydrogen bonding. The inventors have confirmed that such a eutectic mixture has significantly high solubility not only in aqueous solvents but also in various non-aqueous solvents or aqueous / non-aqueous mixed solvents, can maintain a stable composition form in various environments, and has good skin permeability, allowing a large amount of vitamin C to be used and penetrate the skin.

[0020] In the present invention, "vitamin C" is also called L-ascorbic acid or ascorbic acid, and has the following chemical structure:

[0021] [ka]

[0022] In the present invention, betaine (trimethylglycine), which forms a eutectic mixture with vitamin C, is an amino acid derivative extracted from sugar beet and has moisturizing, soothing and anti-inflammatory effects, and has the following chemical structure:

[0023] [ka]

[0024] In the present invention, the eutectic mixture can be prepared from vitamin C and betaine, and preferably from vitamin C, betaine and purified water.

[0025] In the present invention, the molar ratio of vitamin C and betaine forming the eutectic mixture may be, but is not limited to, 1:0.1 to 1:10. Specifically, the molar ratio of vitamin C to betaine may be 1:0.1 to 1:9, 1:0.1 to 1:8, 1:0.1 to 1:7, 1:0.1 to 1:6, 1:0.2 to 1:10, 1:0.2 to 1:9, 1:0.2 to 1:8, 1:0.2 to 1:7, 1:0.2 to 1:6, 1:0.25 to 1:10, 1:0.25 to 1:9, 1:0.25 to 1:8, 1:0.25 to 1:7, 1:0.25 to 1:6, 1:0.3 to 1:10, 1:0.3 to 1:9, 1:0.3 to 1:8, 1:0.3 to 1:7, or 1:0.3 to 1:6, and preferably the molar ratio of vitamin C to betaine may be 1:0.3 to 1:6. If the molar ratio of vitamin C and betaine is outside the above range, it may be difficult to prepare a eutectic mixture.

[0026] In the present invention, when preparing a eutectic mixture of vitamin C and betaine, the ratio that is most suitable for preparing a eutectic mixture with excellent solubility and stability can be derived by taking into consideration the type and number of functional groups of the corresponding components, the charge of the corresponding components, etc.

[0027] In the present invention, the content of vitamin C in the eutectic mixture may be 6 parts by weight or more, 10 parts by weight or more, 11 parts by weight or more, 13 parts by weight or more, 18 parts by weight or more, 19 parts by weight or more, or 23 parts by weight or more, based on 100 parts by weight of the total eutectic mixture, and may be 94 parts by weight or less, 86 parts by weight or less, 81 parts by weight or less, 79 parts by weight or less, 76 parts by weight or less, 74 parts by weight or less, 70 parts by weight or less, 68 parts by weight or less, 64 parts by weight or less, 47 parts by weight or less, 43 parts by weight or less, or 40 parts by weight or less.

[0028] More specifically, it may be 13 to 94 parts by weight, 13 to 86 parts by weight, 13 to 79 parts by weight, 23 to 94 parts by weight, 23 to 86 parts by weight, 23 to 79 parts by weight, 11 to 81 parts by weight, 11 to 74 parts by weight, 11 to 68 parts by weight, 19 to 81 parts by weight, 19 to 74 parts by weight, 19 to 68 parts by weight, 10 to 76 parts by weight, 10 to 70 parts by weight, 10 to 64 parts by weight, 18 to 76 parts by weight, 18 to 70 parts by weight, 18 to 64 parts by weight, 6 to 47 parts by weight, 6 to 43 parts by weight, 6 to 40 parts by weight, 11 to 47 parts by weight, 11 to 43 parts by weight, or 11 to 40 parts by weight.

[0029] In the present invention, the content of betaine in the eutectic mixture may be 3 parts by weight or more, 5 parts by weight or more, 6 parts by weight or more, 7 parts by weight or more, 10 parts by weight or more, 11 parts by weight or more, 12 parts by weight or more, 14 parts by weight or more, 17 parts by weight or more, 18 parts by weight or more, or 21 parts by weight or more, based on 100 parts by weight of the total eutectic mixture, and may be 87 parts by weight or less, 77 parts by weight or less, 75 parts by weight or less, 71 parts by weight or less, 67 parts by weight or less, 63 parts by weight or less, 44 parts by weight or less, or 39 parts by weight or less.

[0030] More specifically, it may be 6 to 77 parts by weight, 6 to 87 parts by weight, 14 to 77 parts by weight, 14 to 87 parts by weight, 21 to 77 parts by weight, 21 to 87 parts by weight, 5 to 67 parts by weight, 5 to 75 parts by weight, 12 to 67 parts by weight, 12 to 75 parts by weight, 18 to 67 parts by weight, 18 to 75 parts by weight, 5 to 63 parts by weight, 5 to 71 parts by weight, 11 to 63 parts by weight, 11 to 71 parts by weight, 17 to 63 parts by weight, 17 to 71 parts by weight, 3 to 44 parts by weight, 3 to 39 parts by weight, 7 to 44 parts by weight, 7 to 39 parts by weight, 10 to 44 parts by weight, or 10 to 39 parts by weight.

[0031] The eutectic mixture of the present invention may further contain purified water, which can lower the melting point of the eutectic mixture of vitamin C and betaine, thereby stably maintaining the vitamin C in the composition and allowing the vitamin C to maintain its uniform and stable properties without precipitation even under various environmental changes.

[0032] In the present invention, the content of purified water in the eutectic mixture may be, but is not limited to, 0.00001 to 50 parts by weight, 0.00001 to 40 parts by weight, 0.01 to 30 parts by weight, or 1 to 20 parts by weight based on 100 parts by weight of the total eutectic mixture. If the content of purified water exceeds the above range, the oxidative stability of vitamin C in the eutectic mixture may decrease.

[0033] The cosmetic composition containing the eutectic mixture according to the present invention can be adjusted to have a pH value of 3.0 to 7.0 to alleviate discomfort such as skin irritation when applied to the skin.

[0034] In order to adjust the pH to such a range, the cosmetic composition may additionally contain a pH adjusting agent such as potassium hydroxide or tromethamine.

[0035] In the present invention, the eutectic mixture can be added to a cosmetic composition in a high content, and can be stably dissolved even when stored at room temperature or in a refrigerator, thereby maintaining the efficacy of vitamin C, thereby making it possible to maintain the quality of the product.

[0036] In the cosmetic composition containing the eutectic mixture of vitamin C of the present invention, vitamin C may be contained in an amount of 0.00001 parts by weight or more, 0.01 parts by weight or more, 1 part by weight or more, 5 parts by weight or more, 8 parts by weight or more, 10 parts by weight or more, 12 parts by weight or more, 15 parts by weight or more, 18 parts by weight or more, 20 parts by weight or more, based on 100 parts by weight of the total cosmetic composition, and may be contained in an amount of 65 parts by weight or less, 60 parts by weight or less, 55 parts by weight or less, 52 parts by weight or less, 50 parts by weight or less, 48 ​​parts by weight or less, 45 parts by weight or less, 40 parts by weight or less, 35 parts by weight or less, 33 parts by weight or less, but is not limited thereto.

[0037] Specifically, vitamin C may be contained in an amount of 0.00001 to 65 parts by weight, 1 to 60 parts by weight, 5 to 55 parts by weight, 5 to 50 parts by weight, 10 to 45 parts by weight, 10 to 40 parts by weight, 15 to 40 parts by weight, 20 to 40 parts by weight, or 20 to 35 parts by weight, based on 100 parts by weight of the total cosmetic composition.

[0038] The cosmetic composition according to the present invention may contain the eutectic mixture in an amount of, for example, 0.00001 to 80 parts by weight, such as 0.001 to 75 parts by weight, 0.1 to 70 parts by weight, 0.5 to 60 parts by weight, or 0.1 to 50 parts by weight, based on 100 parts by weight of the total cosmetic composition, but is not limited thereto. The content of the eutectic mixture may be appropriately adjusted depending on the formulation of the cosmetic composition.

[0039] The cosmetic composition of the present invention may further contain a solvent in addition to the eutectic mixture. Here, the solvent may be an aqueous solvent, a non-aqueous solvent, or a mixture thereof.

[0040] In the present invention, the term "non-aqueous solvent" may refer to a solvent containing a solvent other than water. The solvent other than water may be one or more selected from the group consisting of polyhydric alcohols, particularly ethylene glycol, 1,2-propanediol (propylene glycol), 1,3-propanediol, 1,3-butylene glycol, pentylene glycol, hexylene glycol, glycerin, diglycerin, dipropylene glycol, and mixtures thereof, and more specifically, may be one or more selected from the group consisting of propanediol, butylene glycol, dipropylene glycol, glycerin, and mixtures thereof.

[0041] In the present invention, the solvent may be contained in an amount of up to 90% by weight based on the weight of the entire composition, regardless of the type.

[0042] Specifically, the solvent may be included in an amount of 10 wt% or more, 15 wt% or more, 25 wt% or more, 30 wt% or more, 35 wt% or more, or 40 wt% or more, and 90 wt% or less, 80 wt% or less, 70 wt% or less, 65 wt% or less, 60 wt% or less, or 55 wt% or less, based on the weight of the total composition. More specifically, the solvent may be included in an amount of 30-70 wt%, 35-70 wt%, 35-65 wt%, 40-65 wt%, 35-60 wt%, 40-60 wt%, 35-55 wt%, or 40-55 wt% based on the weight of the total composition, but is not limited thereto.

[0043] When the cosmetic composition of the present invention includes a non-aqueous solvent, the solvent other than water contained in the non-aqueous solvent may be included in an amount of 10 wt % or more, 15 wt % or more, 25 wt % or more, 30 wt % or more, or 40 wt % or more, and may be included in an amount of 80 wt % or less, 70 wt % or less, or 60 wt % or less, based on the weight of the total composition.

[0044] In the present invention, when water is used as a solvent in the composition, the water content may be 1 wt % or more, 10 wt % or more, 15 wt % or more, 20 wt % or more, or 25 wt % or more, and 80 wt % or less, 70 wt % or less, 60 wt % or less, or 55 wt % or less, based on the weight of the total composition.

[0045] Vitamin C can be dissolved in relatively large amounts in water, but suffers from the problem of being easily decomposed by rapid oxidation. Therefore, in order to improve oxidative stability, non-aqueous solvents have been used or vitamin C has been stored at low temperatures, but the use of non-aqueous solvents reduces solubility, and there is a risk of precipitation of vitamin C when stored at low temperatures. Therefore, when vitamin C is contained in the form of a eutectic mixture with betaine, as in the present invention, oxidative stability can be improved and precipitation at room temperature and low temperatures can be prevented, thereby improving the skin permeability of vitamin C, which has difficulty penetrating the stratum corneum.

[0046] In the present invention, "oxidative stability" refers to i) the resistance of vitamin C to decomposition by light, heat, water, or other components in the composition, specifically, the resistance to decomposition by water or heat. Specifically, in the present invention, oxidative stability can mean that, when stored at 30-60°C for 4 weeks, the vitamin C concentration is maintained at, for example, 70% or more, 75% or more, 80% or more, 85% or more, 87% or more, 88% or more, 89% or more, or 90% or more of the initial concentration. More specifically, in the present invention, oxidative stability can mean that, when stored at 40-50°C for 4 weeks, the vitamin C concentration is maintained at, for example, 85% or more, 86% or more, 87% or more, 88% or more, 89% or more, 90% or more, 91% or more, 92% or more, 93% or more, 94% or more, 95% or more, or 96% or more of the initial concentration.

[0047] In the present invention, "low-temperature precipitation" may mean that a dissolved component precipitates when stored at a low temperature for one week. Here, the low temperature may be 10°C or lower, 8°C or lower, 6°C or lower, 4°C or lower, 2°C or lower, or 0°C or lower, and specifically, 5°C or lower, 4°C or lower, or 3°C or lower.

[0048] The present invention can also provide a cosmetic composition for skin whitening, improving skin tone, or reducing pigmentation, which contains the eutectic mixture.

[0049] The present invention also provides a cosmetic composition for improving wrinkles or elasticity of skin, which contains the eutectic mixture.

[0050] In another aspect, the present invention provides a method for whitening skin, improving skin tone, or improving pigmentation, comprising the step of applying or administering to the skin a cosmetic composition containing a eutectic mixture containing vitamin C and betaine.

[0051] In another aspect, the present invention provides a method for improving wrinkles or elasticity of skin, comprising applying or administering to the skin a cosmetic composition containing a eutectic mixture containing vitamin C and betaine.

[0052] In another aspect, the present invention provides use of a eutectic mixture containing vitamin C and betaine for the manufacture of a cosmetic composition for skin whitening, improving skin tone or improving pigmentation.

[0053] In another aspect, the present invention provides a use of a eutectic mixture containing vitamin C and betaine for the preparation of a cosmetic composition for improving skin wrinkles or skin elasticity. Here, "skin whitening," "skin tone improvement," and "pigmentation improvement" all refer to the effects of preventing melanin pigmentation, inhibiting the formation of age spots and dullness, or brightening skin tone.

[0054] In addition, "improving skin wrinkles" means suppressing the formation of wrinkles on the skin or alleviating existing wrinkles, and "improving skin elasticity" means alleviating the degree of sagging or drooping of the skin.

[0055] When vitamin C is contained in the form of a eutectic mixture as in the present invention, in addition to the oxidative stability and skin permeability of vitamin C, cosmetically effective effects such as skin whitening, improvement of wrinkles and elasticity of the skin can be improved.

[0056] The cosmetic composition of the present invention may additionally contain all types of ingredients that can be used in conventional cosmetics, for example, moisturizing agents such as glycerin, butylene glycol, propylene glycol, hexanediol, methyl gluceth-20, diglycerin, and ethylhexylglycerin; UV screening agents such as ethylhexyl methoxycinnamate, ethylhexyl salicylate, ethylhexyl triazone, octocrylene, and bis-ethylhexyloxyphenol methoxyphenyl triazine; pH adjusters such as triethanolamine; thickeners 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 β-glucan; surfactants such as cetearyl glucoside and sorbitan stearate; fragrances, or colorants, and the ingredients are not limited thereto.

[0057] The cosmetic composition according to the present invention may be prepared in any formulation commonly used in the art, including, but not limited to, a toner such as a softening toner or a nourishing toner, a spray-type toner, an emulsion such as a facial lotion or a body lotion, a cream such as a nourishing cream, a moisturizing cream, or an eye cream, a stick, an essence, a cosmetic ointment, a spray, a gel, a pack, a sunscreen, a makeup base, a liquid or spray-type foundation, a powder, a makeup remover such as a cleansing lotion or a cleansing oil, or a cleanser such as a cleansing foam, a soap, or a body wash.

[0058] In one embodiment, the cosmetic composition may be in the form of a balm, a water-in-oil (W / O) type, a water-in-water (O / W) type, a solubilized formulation, or an oil formulation.

[0059] The present invention also provides a method for producing the cosmetic composition.

[0060] Specifically, the method includes the steps of mixing vitamin C and betaine to prepare a eutectic mixture; and preparing a cosmetic composition containing the eutectic mixture.

[0061] The step of preparing the eutectic mixture may include the step of additionally adding purified water.

[0062] In the above-mentioned production method, the vitamin C, betaine, purified water, eutectic mixture, and cosmetic composition described above can be applied as they are.

[0063] The step of preparing the eutectic mixture may include mixing vitamin C and betaine; and stirring the mixture at 100 to 5000 rpm and at a temperature of 45 to 95°C.

[0064] Here, the stirring step may be a step of stirring until the components constituting the eutectic mixture become homogeneous, and more preferably, a step of stirring for an additional 0.5 to 2 minutes after it is confirmed that the eutectic mixture has become homogeneous.

[0065] In addition, the following method can be used to confirm that the eutectic mixture has become homogeneous: i) A method to check whether a transparent mixture without precipitates is formed when a eutectic mixture, which is a super-molten solution in which each component is dissolved beyond 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 that the melting point can be confirmed using a DSC (Differential Scanning Calorimetry) instrument.

[0066] The step of preparing the cosmetic composition may include mixing with ingredients for preparing a cosmetic formulation, and the ingredients are not limited as long as they are ingredients that are typically added to cosmetic formulations.

[0067] The present invention also provides a pharmaceutical composition comprising a eutectic mixture containing vitamin C and betaine. Department A cosmetic composition is provided.

[0068] The medicament according to the present invention Department In the cosmetic composition, the contents of vitamin C, betaine, eutectic mixture, and their contents can all be applied as described in the cosmetic composition.

[0069] The present invention also provides a pharmaceutical composition for skin whitening, skin tone improvement, or pigmentation reduction, which comprises the eutectic mixture. Department A quasi-prescription composition can be provided.

[0070] The present invention also provides a pharmaceutical composition for improving wrinkles or elasticity of skin, which comprises the eutectic mixture. Department A quasi-prescription composition can be provided.

[0071] In another aspect, the present invention provides a pharmaceutical composition comprising a eutectic mixture containing vitamin C and betaine. Department A method for whitening skin, improving skin tone, or improving pigmentation is provided, which comprises the step of applying or administering a topical composition to the skin.

[0072] In another aspect, the present invention provides a pharmaceutical composition comprising a eutectic mixture containing vitamin C and betaine. Department Provided is a method for improving wrinkles or elasticity of skin, which comprises applying or administering a topical composition to the skin.

[0073] In another aspect, the present invention provides a pharmaceutical for skin whitening, improving skin tone, or reducing pigmentation. Department The present invention provides a use of a eutectic mixture containing vitamin C and betaine for the manufacture of a topical composition.

[0074] In another aspect, the present invention provides a pharmaceutical for improving skin wrinkles or skin elasticity. Department The present invention provides a use of a eutectic mixture containing vitamin C and betaine for the manufacture of a topical composition.

[0075] The present invention also relates to the pharmaceutical Department A method for producing a cosmetic composition is provided.

[0076] Specifically, a step of preparing a eutectic mixture by mixing vitamin C and betaine; and a pharmaceutical preparation containing the eutectic mixture. Department The method includes the step of preparing a cosmetic composition.

[0077] The medicine Department In a method for producing a quasi-drug composition, vitamin C, betaine, purified water, a eutectic mixture, and a pharmaceutical Department The above-mentioned content can be applied to the imported composition as it is.

[0078] Cosmetic composition and medicine according to the present invention Department Each of the above-mentioned ingredients contained in the cosmetic composition of the present invention is preferably used in amounts not exceeding the maximum amount specified in the regulations related to "cosmetic use permits" established by the governments of each country. Department It may be included in a cosmetic composition.

[0079] The present invention will be described in more detail below with reference to the following experimental examples, but these experimental examples are merely illustrative of the present invention and are not intended to limit the scope of the present invention in any way. Furthermore, these experimental examples are merely intended to aid in understanding the present invention and are not intended to limit the scope of the present invention in any way.

[0080] <Example>

[0081] Experimental Example 1: Confirmation of room temperature and low temperature stability of eutectic mixtures containing vitamin C

[0082] Ascorbic acid and betaine were prepared as components of the eutectic mixture according to the molar ratios shown in Tables 1 and 2, and purified water was added so that the content of purified water was 14 wt% of the total weight of the eutectic mixture. The components shown in Tables 1 and 2 were stirred at 500 rpm at 80°C for 5 minutes, and once the formation of a liquid eutectic mixture was confirmed, heating was stopped and the mixture was allowed to cool naturally.

[0083] To evaluate the stability of the eutectic mixture, the prepared eutectic mixture was stored at room temperature and at a low temperature (4°C) for one week each to confirm whether the eutectic mixture remained stable without precipitation. The results of comparing the molar ratio of ascorbic acid and betaine and their stability are shown in Tables 1 and 2 below and Figure 1.

[0084] <Evaluation criteria for stability of eutectic mixtures> X: No precipitation O: Precipitation occurs

[0085] [Table 1]

[0086] [Table 2]

[0087] As shown in Tables 1 and 2, the eutectic mixture of ascorbic acid and betaine is stable without precipitation even after storage at room temperature for one week. As shown in Figure 4, no precipitation occurs even after storage for one week, which confirms that the eutectic mixture is stable even at low temperatures.

[0088] Experimental Example 2: Stability evaluation of a composition containing a eutectic mixture of vitamin C

[0089] Compositions of Examples and Comparative Examples were prepared according to the compositions and contents shown in Table 3 below.

[0090] First, the compositions of the examples were prepared by forming the eutectic mixture of Preparation Example 2 according to Experimental Example 1, then adding the remaining components shown in Table 3, stirring for an additional 5 minutes, and then naturally cooling. The compositions of the comparative examples were prepared by adding the components shown in Table 3 below, stirring for 5 minutes, and then naturally cooling.

[0091] The stability of the compositions was evaluated in the same manner as in Experimental Example 1. Specifically, the compositions prepared in Examples and Comparative Examples were stored at 4°C for one week to check whether precipitation occurred.

[0092] [Table 3]

[0093] As shown in Table 3, Comparative Example 1, which contained only ascorbic acid, and Comparative Example 2, in which ascorbic acid and betaine were simply mixed together rather than in the form of a eutectic mixture, both precipitated at low temperatures, and vitamin C was not stably dissolved.

[0094] However, it can be confirmed that Examples 1 to 4, which contain vitamin C and betaine in the form of a eutectic mixture, were all stably dissolved at low temperatures without precipitation.

[0095] In particular, in the past, compositions containing large amounts of polyol as a solvent had the problem of vitamin C precipitating during storage at low temperatures due to its low solubility. However, when vitamin C was contained in the form of a eutectic mixture, as can be seen from Examples 1 to 4, even compositions containing polyols (propanediol, butylene glycol, dipropylene glycol, or glycerin) were stably dissolved without precipitating at low temperatures.

[0096] Experimental Example 3: Confirmation of skin permeation effect

[0097] To confirm the skin permeation-enhancing effect of the eutectic mixture, an example composition containing vitamin C in the form of a eutectic mixture and a comparative example composition containing vitamin C in the form of a simple mixture were prepared.

[0098] In order to set the vitamin C content in the simple mixture and the eutectic mixture to be the same, the concentration of vitamin C in the eutectic mixture was calculated and the appropriate amount of eutectic mixture was added. The eutectic mixture of Preparation Example 3 prepared in Experimental Example 1 was used as the eutectic mixture, and this was mixed with the components according to the composition in Table 4 below and stirred at 500 rpm for 5 minutes at room temperature (25°C).

[0099] The skin permeability of the prepared compositions of the examples and comparative examples was determined by the following method.

[0100] <Skin permeability measurement>

[0101] Pig skin (area: 2.5cm x 2.5cm, thickness: 1mm, Apures Co., Ltd.) consisting of stratum corneum, epidermis, and partial dermis was placed in a Franz cell with a receptor filled with 2.5mL of phosphate-buffered saline (PBS, pH 7.4, Gibco). 100μL of each composition was applied to a uniform area of ​​the pig skin and left at 37°C and 50% humidity for 8 hours. Unabsorbed solution was then removed, and the amount of vitamin C permeation into the skin and receptor was analyzed. To quantify the amount of vitamin C absorbed into the stratum corneum, stripping tape (D-squame, CuDerm) was applied to the surface of the pig skin, pressed with a D-squame pressure applicator (CuDerm) for 10 seconds, then removed and placed in a 1.5mL tube. This process was repeated twice on the same skin site. Each tube was filled with 1 mL of PBS solution to elute the vitamin C absorbed into the collected stratum corneum. The remaining pig skin (epidermis and part of the dermis) was finely broken into pieces and placed in 1 mL of PBS solution. The pieces were then homogenized using a tissue homogenizer to elute the vitamin C absorbed into the skin. The Megazyme Ascorbic Acid Assay Kit (K-ASCO) was used to measure the amount of vitamin C that penetrated the stratum corneum, epidermis, dermis, and receptor. This kit utilizes the principle that l-ascorbic acid reduces MTT (3-(4,5-dimethylthiazolyl-2)-2,5-diphenyltetrazolium bromide) to form MTT-formazan, which increases absorbance at 578 nm in quantitative proportion to the amount of l-ascorbic acid. Therefore, the amount of vitamin C that penetrated the skin was calculated by adding together the amounts of vitamin C measured in the stratum corneum, epidermis, dermis, and receptor.

[0102] [Table 4]

[0103] As shown in Table 4, it can be seen that Examples 5 to 7, which contain vitamin C in the form of a eutectic mixture at the same vitamin C content, delivered a much larger amount of vitamin C into the skin than Comparative Examples 3 and 4, which simply mixed vitamin C.

[0104] Meanwhile, compositions of Example 8 and Comparative Examples 5 and 6 were prepared according to the formulations in Table 5 below in the same manner as the compositions of Examples 5 to 7 and Comparative Examples 3 and 4, and their skin permeability was confirmed.

[0105] Here, the eutectic mixture of Preparation Example 2 prepared in Experimental Example 1 was used as the eutectic mixture, which was added to glycerin and stirred at room temperature to prepare the composition of Example 8. The compositions of Comparative Examples 5 and 6 were prepared by adding the components according to the compositions in Table 5 below to glycerin and stirring at room temperature (25°C) at 500 rpm for 5 minutes.

[0106] [Table 5]

[0107] As shown in Table 5, it can be seen that Example 8 containing the eutectic mixture of Preparation Example 2 delivered a much larger amount of vitamin C into the skin than Comparative Examples 5 and 6 in which vitamin C was simply mixed.

[0108] Therefore, simply using vitamin C together with betaine (Comparative Example 5) does not provide the same effect as when it is prepared and contained as a eutectic mixture, and it can be seen that containing it in the form of a eutectic mixture results in a high amount of skin penetration.

[0109] Experimental Example 4: Evaluation of Vitamin C Potency Maintenance

[0110] Cosmetic compositions containing a high concentration of vitamin C eutectic mixture or simple vitamin C were prepared according to the compositions in Table 6 below. Specifically, the eutectic mixture of Preparation Example 3 prepared in Experimental Example 1 was mixed with the ingredients according to the compositions in Table 6 below to prepare the composition of Example 9. The comparative composition was prepared in the form of simple vitamin C without water, making it a non-aqueous composition. The stability of vitamin C at high temperatures was compared between the prepared compositions of the examples and the comparative examples.

[0111] [Table 6]

[0112] In order to confirm the high temperature stability of vitamin C in cosmetic compositions containing vitamin C in the form of a eutectic mixture, the compositions of Example 9 and Comparative Example 7 were stored at 40°C and 50°C for 4 weeks, and then the potency of vitamin C was confirmed. The results are shown in Table 7.

[0113] [Table 7]

[0114] As shown in Table 7, the composition of Example 9, which contains vitamin C in the form of a eutectic mixture, contains a large amount of water, an environment in which vitamin C is easily oxidized. However, it was confirmed that vitamin C was not decomposed and was more stably maintained within the composition than the non-aqueous composition of Comparative Example 7.

[0115] Experimental Example 5. Confirmation of the structure of the vitamin C-betaine eutectic mixture

[0116] In this experiment, infrared spectrum analysis and NMR analysis were carried out to confirm the specific structure of the eutectic mixture of Preparation Example 2 in Table 1.

[0117] 1) Infrared spectrum analysis The formation and interaction of the ascorbic acid-betaine eutectic mixture can be confirmed by infrared spectroscopy. The formation of a eutectic mixture is known to depend on hydrogen bonding, and infrared spectroscopy can explain this by measuring changes in bond length and vibrations corresponding to hydrogen bonding. For comparison with the eutectic mixture, a simple physical mixture with the same composition as the eutectic mixture was also measured. The simple mixture was prepared by stirring the same material as the ascorbic acid-betaine eutectic mixture (2:1 molar ratio) in Table 1 at 500 rpm for 5 minutes at room temperature (25°C) to ensure a uniform mixture. The infrared spectra of the ascorbic acid-betaine aqueous solution were also measured for comparison as reference data. First, in the infrared spectrum of Figure 3 (A), the bands corresponding to the characteristic C=C and C=O stretching vibrations of ascorbic acid are located at 1679 cm . -1 and 1758cm -1 On the other hand, in the infrared spectrum of betaine, the -1 and 1399cm -1 In Figure 3 (A) and (B), characteristic bands corresponding to the stretching vibration of the carboxylic acid group (COO-) and CN were observed at 1000-2000 cm. -1 and 2000-4000 cm -1 The infrared spectra of the eutectic mixture and the simple mixture measured in the wavenumber region are shown. The spectra of the simple mixture and the eutectic mixture are in a form where ascorbic acid and betaine overlap, but some vibrational bands were confirmed to have shifted in the eutectic mixture compared to the simple mixture. As can be seen from Figure 3 (A), the COO- vibrational band of betaine is at 1623 cm -1 (simple mixture) to 1603 cm -1 This red shift phenomenon indicates that the bond length within the molecule has increased, and that a physical bond has been formed between ascorbic acid and betaine. In addition, in Figure 3 (B), the sharp OH stretching vibration peaks (3212, 3311, 3406, 3523 cm) of ascorbic acid that appear in the simple mixture are -1) is a single band with a very broad peak width (3260-3356 cm -1 ) Thus, the band broadens and indicates that many hydrogen bonds are formed between pure ascorbic acid and betaine when the eutectic mixture is formed.

[0118] 2)NMR analysis To further examine the interaction between ascorbic acid and betaine, we investigated the effects of ascorbic acid, betaine, and the ascorbic acid-betaine eutectic mixture. 1 H nuclear magnetic resonance spectroscopy (NMR) was performed.

[0119] As shown in Figure 4, even when a eutectic mixture is formed, the chemical shift corresponding to ascorbic acid and betaine still exists, suggesting that when a eutectic mixture is formed, only physical interactions are involved, not chemical reactions. Therefore, the electron density of the protons present in ascorbic acid and betaine changes due to the hydrogen bonds formed between the substances that make up the eutectic mixture, resulting in a chemical shift.

[0120] In particular, in the case of the proton peak (4.958-4.955 ppm) connected to 4C in the lactone ring structure of ascorbic acid, an upfield shift appears, as shown in Figure 5.

[0121] A larger shift was observed as the proportion of ascorbic acid increased (Figure 5 (A) shows a 1:1 ascorbic acid:betaine molar ratio, (B) shows a 1.5:1 ascorbic acid:betaine molar ratio, and (C) shows a 2:1 ascorbic acid:betaine molar ratio; the peak shift was 4.894-4.890 ppm at a 1:1 ascorbic acid:betaine molar ratio, 4.857-4.854 ppm at a 1.5:1 ascorbic acid:betaine molar ratio, and 4.812-4.808 ppm at a 2:1 ascorbic acid:betaine molar ratio). This upfield shift indicates an increase in electron density around the proton due to intermolecular interactions, and supports the formation of a hydrogen bond between ascorbic acid and betaine.

[0122] Experimental Example 6. Evaluation of skin whitening, skin tone uniformity, wrinkle and elasticity improvement effects

[0123] Ten female subjects in their 20s and 30s were asked to apply an ampoule (23% vitamin C) containing the eutectic mixture of Preparation Example 2 prepared in Experimental Example 1 to the entire face once every night for four weeks, and the skin brightness, skin tone evenness, wrinkles, and elasticity were measured for four weeks to confirm the skin improvement effect. The composition and contents of the ampoule are shown in Table 8 below.

[0124] [Table 8]

[0125] All measurements were performed after achieving identical skin conditions through skin adaptation of the subjects for 20 minutes in a constant temperature and humidity environment.

[0126] Skin brightness was measured using a Chroma meter CR-400 instrument, measuring the L value, which is the brightness of the same area on the face, before use of the ampoule (week 0) and after 2 and 4 weeks of use of the ampoule.

[0127] Skin tone uniformity and wrinkles were measured using an Antera 3D® CS (Miravex) device. Skin tone uniformity was measured at the same cheek area 2 and 4 weeks after ampoule application, and the improvement rate of skin tone uniformity was calculated by calculating the degree of increase in uniformity after application based on the uniformity value before application.

[0128] The wrinkle improvement rate was calculated as the reduction in the wrinkle (indentation index) at 2 and 4 weeks from the Antera 3D measurement value (indentation index) at the nasolabial fold area at week 0. Skin elasticity was measured using a Cutometer® MPA580 (Courage and Kazama Electronic GmbH) device at the same cheek area before the experiment and at 2 and 4 weeks after ampoule use. The skin elasticity improvement rate was calculated by calculating the increase in the R5 value after ampoule use relative to the R5 value before ampoule use. The measurement results are shown in Figures 6 and 7, respectively.

[0129] As shown in Figures 6 and 7, when the eutectic mixture of vitamin C is applied to the skin, it shows improved effects on skin whitening, skin tone uniformity, wrinkle reduction and elasticity.

Claims

1. A cosmetic composition comprising a eutectic mixture containing vitamin C and betaine.

2. 2. The cosmetic composition according to claim 1, wherein vitamin C and betaine are contained in the eutectic mixture in a molar ratio of 1:0.1 to 1:

10.

3. The cosmetic composition according to claim 1, wherein the vitamin C is contained in an amount of 6 to 94 parts by weight based on 100 parts by weight of the total eutectic mixture.

4. The cosmetic composition according to claim 1 , wherein the eutectic mixture further comprises purified water.

5. The cosmetic composition according to claim 1 , further comprising an aqueous solvent, a non-aqueous solvent, or a mixture thereof.

6. The cosmetic composition according to claim 1, which is used for skin whitening, improving skin tone or pigmentation.

7. The cosmetic composition according to claim 1, which is used to improve wrinkles or elasticity of the skin.

8. 1. A method for producing a cosmetic composition, comprising: mixing vitamin C and betaine to prepare a eutectic mixture; and adding the eutectic mixture to prepare a cosmetic composition.

9. The method for producing a cosmetic composition according to claim 8, wherein the step of preparing the eutectic mixture comprises adding purified water.

10. A quasi-drug composition, characterized by containing a eutectic mixture containing vitamin C and betaine.

Images