Composition containing glycyrrhetinic acid derivative
A composition using glycyrrhetinic acid derivatives with polyethylene glycol monostearate, polyoxyethylene polyoxypropylene glyceryl ether, and polyhydric alcohol in specific ratios maintains clarity and stability, addressing the cloudiness and sludge issues in glycyrrhetinic acid derivative compositions.
Patent Information
- Application Number
- JP2021539843
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-08-09
- Filing Date
- 2020-07-07
- Publication Date
- 2025-01-06
- Estimated Expiration
- 2040-07-07
AI Technical Summary
Existing compositions containing glycyrrhetinic acid derivatives tend to become cloudy or form sludge when mixed with water due to the oil-solubility of the derivative, making it difficult to achieve a clear and stable formulation.
A composition comprising glycyrrhetinic acid derivatives, polyethylene glycol monostearate, polyoxyethylene polyoxypropylene glyceryl ether, polyhydric alcohol, and water, with specific mass ratios and concentrations, ensures clarity and stability by preventing cloudiness and sludge formation.
The composition maintains clarity and stability, with an optical density at 660 nm of 0.005 or less, and remains stable for one month at 50°C, effectively preventing cloudiness and sludge.
Smart Images

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Abstract
Description
[Technical field]
[0001] The present invention relates to a composition containing a glycyrrhetinic acid derivative. [Background technology]
[0002] Glycyrrhetinic acid derivatives are known as useful components having anti-inflammatory pharmacological activity. In order to exert their excellent pharmacological activity, it is important that they are absorbed percutaneously into the skin, scalp, etc.
[0003] In a composition containing a glycyrrhetinic acid derivative in a cosmetic composition, etc., it is often desired for the composition to have a non-cloudy and non-solid appearance for various reasons. However, since the glycyrrhetinic acid derivative is an oil-soluble component, it has been difficult to obtain a composition that is not cloudy and free of solids by a simple method when the composition contains a glycyrrhetinic acid derivative and water.
[0004] For the above reasons, there has been a demand for a technique for obtaining a composition that contains a glycyrrhetinic acid derivative, is not cloudy, and is free of sediment. [Prior art documents] [Patent documents]
[0005] [Patent Document 1] Patent No. 6005018 Summary of the Invention [Problem to be solved by the invention]
[0006] The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a composition which contains a glycyrrhetinic acid derivative, is not cloudy, and is free of sediment. [Means for solving the problem]
[0007] As a result of intensive research into achieving the above-mentioned object, the present inventors discovered that by combining (A) a glycyrrhetinic acid derivative, (B) polyethylene glycol monostearate, (C) polyoxyethylene polyoxypropylene glyceryl ether, (D) a polyhydric alcohol, and (E) water, a composition containing a glycyrrhetinic acid derivative that is not cloudy and free of sediment can be obtained, thereby solving the above-mentioned problems, and thus arrived at the present invention.
[0008] Therefore, the present invention provides the following inventions. 1. (A) Glycyrrhetinic acid derivatives, (B) polyethylene glycol monostearate, (C) polyoxyethylene polyoxypropylene glyceryl ether, (D) a polyhydric alcohol, and (E)Water A composition comprising: 2. The composition according to 1, wherein the component (B) is polyethylene glycol monostearate having an average number of moles of polyethylene glycol added of 20 to 45. 3. The composition according to 1 or 2, wherein the mass ratio of the contents of the components (A) and (B) represented by (A):(B) is 1:6 to 1:250. 4. The composition according to any one of 1 to 3, wherein the content mass ratio of the (A) component to the (C) component, represented by (A):(C), is 1:0.5 to 1:3. 5. The composition according to any one of claims 1 to 4, wherein the content of component (D) in the composition is 1 to 5 mass %. 6. The composition according to any one of 1 to 5, further comprising (F) an anionic surfactant. 7. The composition according to 6, wherein the mass ratio of the contents of the components (A) and (F), represented by (A):(F), is 1:0.02 to 1:1.1. 8. The composition according to any one of 1 to 7, which is a cosmetic preparation. Effect of the Invention
[0009] According to the present invention, it is possible to provide a composition which contains a glycyrrhetinic acid derivative, is not cloudy, and is free of sediment. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0010] The present invention will be described in detail below. Hereinafter, the names of compounds may be described by their cosmetic labeling names. [Component (A)] Examples of the glycyrrhetinic acid derivatives include stearyl glycyrrhetinate, glycyrrhetinyl stearate, etc., which can be used alone or in appropriate combination of two or more. All of these have a hydrophilic group and a hydrophobic group.
[0011] The content of the component (A) in the composition is preferably 0.05 to 1 mass %, and more preferably 0.05 to 0.5 mass %.
[0012] [(B) Component] The component (B) of the present invention is polyethylene glycol monostearate, and polyethylene glycol having different average molar addition numbers can be used alone or in appropriate combination of two or more. Polyethylene glycol monostearate is a nonionic surfactant, and by using polyethylene glycol monostearate, a clear composition containing a glycyrrhetinic acid derivative can be obtained. From the viewpoint of clarifying the composition, polyethylene glycol monostearate having an average molar addition number of polyethylene glycol of 20 to 45 is preferable, and 25 to 40 is more preferable. Examples of polyethylene glycol monostearate having an average molar addition number of polyethylene glycol of 20 to 45 include PEG-20 stearate, PEG-25 stearate, PEG-30 stearate, PEG-32 stearate, PEG-40 stearate, and PEG-45 stearate (all of which are cosmetic labeling names). The numerical value indicates the average molar addition number.
[0013] The content of the (B) component in the composition is preferably 0.4% by mass or more, more preferably 0.6% by mass or more. There is no particular upper limit, but it can be 25.0% by mass or less, or 12.5% by mass or less. The content mass ratio of the (A) component to the (B) component represented by (A):(B) is preferably 1:6 to 1:250. From the viewpoint of obtaining a low-viscosity composition, it is more preferably 1:6 to 1:125.
[0014] [(C) component] The component (C) of the present invention is polyoxyethylene polyoxypropylene glyceryl ether, and those having different average added moles of polyoxyethylene and polyoxypropylene can be used alone or in appropriate combination of two or more. Polyoxyethylene polyoxypropylene glyceryl ether is a nonionic surfactant, and by using polyoxyethylene polyoxypropylene glyceryl ether, a clear composition containing a glycyrrhetinic acid derivative can be obtained. Among them, polyoxyethylene polyoxypropylene glyceryl ether having an average added mole number of 24 of polyoxyethylene and an average added mole number of 24 of polyoxypropylene is preferable, and PPG-24 Glyceris-24 (cosmetics display name) can be mentioned.
[0015] The content of component (C) in the composition is preferably 0.1 to 0.3% by mass. Within this range, a clearer composition can be obtained. The content mass ratio of component (A) to component (C), represented by (A):(C), is preferably 1:0.5 to 1:3, and more preferably 1:1 to 1:3.
[0016] [(D) component] The component (D) of the present invention is a polyhydric alcohol, and can be used alone or in combination of two or more. Examples of polyhydric alcohols include isopentyl diol, ethyl hexanediol, caprylyl glycol, glycol, (C15-18) glycol, (C20-30) glycol, glycerin, diethylene glycol, diglycerin, dithiaoctanediol, dipropylene glycol, thioglycerin, 1,10-decanediol, decylene glycol, triethylene glycol, trimethylhydroxymethylcyclohexanol, phytantriol, phenoxypropanediol, 1,2-butanediol, 2,3-butanediol, butylethylpropanediol, BG, PG, 1,2-hexanediol, hexylene glycol, pentylene glycol, methylpropanediol, menthanediol, lauryl glycol, etc. Among them, dipropylene glycol is preferred.
[0017] The content of component (D) in the composition is preferably 5% by mass or less, more preferably 1 to 5% by mass, and even more preferably 2 to 4% by mass. By adjusting the content to 5% by mass or less, a composition that is less cloudy and has less sediment can be obtained. The content mass ratio of component (A) to component (D) represented by (A):(D) is preferably 1:5 to 1:80, more preferably 1:10 to 1:50, and even more preferably 1:10 to 1:30.
[0018] [(E) component] The component (E) of the present invention is water, and is not particularly limited as long as it is water, such as purified water. The content of the component (E) in the composition is the remainder, and is preferably 50 mass% or more, more preferably 81.2 to 98.45 mass%, and even more preferably 90.0 to 98.3 mass%. By adopting the configuration of the present invention, a composition with such a high water content can be obtained.
[0019] [Component (F)] From the viewpoint of the stability of the composition, it is preferable that the composition of the present invention further contains an anionic surfactant. The anionic surfactant may be used alone or in appropriate combination of two or more kinds. The anionic surfactant is preferably one in which the alkyl chain of the hydrophilic group is of trans type. Examples of the salt include alkyl sulfonates, alkyl sulfates, acylated amino acid salts, polyoxyethylene alkyl ether sulfates, alkylbenzene sulfonates, N-acyl-N-methyl taurine salts such as N-stearoyl-N-methyl taurine salts, α-olefin sulfonates, higher fatty acid ester sulfonates, alkyl ether acetates, polyoxyethylene alkyl ether acetates, fatty acid soaps such as sodium stearate, alkyl phosphate ester salts, acyl glutamates such as N-stearoyl glutamate, N-lauroyl glutamate, N-palmitoyl glutamate, N-lauroyl glutamate, and N-palmitoyl glutamate, stearoyl lactates such as sodium stearoyl lactate, sodium lauroyl lactate, N-lauroyl-N-ethyl glycine salts, N-lauroyl sarcosine salts, and N-myristoyl-β-alanine salts. Examples of the salt include alkali metals, alkaline earth metals, ammonium, alkanolamines, and basic amino acids. Among them, N-acyl-N-methyl taurine salt, N-stearoyl glutamate, stearate, stearoyl lactate, etc. are preferred, N-acyl-N-methyl taurine salt is more preferred, and N-stearoyl-N-methyl taurine salt is even more preferred. Examples of the names include sodium stearoyl glutamate (display name in cosmetics), sodium stearate (display name in cosmetics), sodium stearoyl lactate (display name in cosmetics), and sodium stearoyl methyl taurine (display name in cosmetics).
[0020] When component (F) is included, its content in the composition is preferably 0.002 to 0.11% by mass, and more preferably 0.003 to 0.07% by mass. The content mass ratio of components (A) and (F), represented by (A):(F), is preferably 1:0.02 to 1:1.1, and more preferably 1:0.03 to 1:0.07.
[0021] The composition of the present invention may contain a surfactant selected from cationic surfactants, nonionic surfactants, and amphoteric surfactants other than the above components (B), (C), and (F), as long as the effects of the present invention are not impaired.
[0022] Cationic surfactants having a hydrophilic group with a trans alkyl chain are preferred, and one type may be used alone or two or more types may be used in appropriate combination. Specific examples include quaternary ammonium salts such as alkyltrimethylammonium salts, dialkyldimethylammonium salts, and alkylammonium salts, benzalkonium salts, pyridinium salts, and amidoamine compounds. Examples of counter ions of cationic surfactants include halogen ions such as chloride ions and bromide ions, methyl sulfate ions (CH3OSO3 - ), ethyl sulfate ion (CH3CH2OSO3 - Among them, trimethylstearyl ammonium chloride, hexadecyltrimethylammonium chloride, cetyltrimethylammonium chloride, etc. are included.
[0023] As the nonionic surfactant, those in which the alkyl chain of the hydrophilic group is of the trans type are preferred, and one type may be used alone or two or more types may be used in appropriate combination.Specific examples include polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene lauryl ether, polyoxyethylene behenyl ether, fatty acid ester, polyethylene glycol monostearate, polyoxyethylene glyceryl monostearate, fatty acid polyoxyethylene alkyl ether, polyhydric alcohol fatty acid ester, sugar alcohol fatty acid ester, etc.
[0024] As the amphoteric surfactant, those in which the alkyl chain of the hydrophilic group is of the trans type are preferred, and one type alone or two or more types can be used in appropriate combination.Specific examples include alkyl betaine surfactants such as alkyl dimethyl amino acetic acid betaine, amido betaine surfactants such as alkyl amido propyl betaine, sulfo betaine surfactants, hydroxy sulfo betaine surfactants, amido sulfo betaine surfactants, phospho betaine surfactants, imidazolinium betaine surfactants, amino propionic acid surfactants, amino acid surfactants, amine oxides, etc.Among them, dimethyl octadecyl amine N-oxide, stearyl dimethyl amine oxide, etc. are preferred.
[0025] [Optional ingredients] As optional components, various components that can be incorporated in cosmetics, hair growth agents, pharmaceuticals, quasi-drugs, etc. can be incorporated in appropriate amounts within the range that does not impair the effects of the present invention. Examples of such components include oils such as silicone oil, ester oil, vegetable oil, etc., silicone powder, polymer compounds, solvents such as ethanol, alcohols such as lower alcohols (having 2 to 5 carbon atoms) and higher alcohols (having 6 to 22 carbon atoms), thickeners, powders, licorice extracts, whitening agents, anti-aging agents, anti-inflammatory agents, cooling agents, antioxidants, ultraviolet absorbers, moisturizers, preservatives, antibacterial agents, enzymes, functional components such as plant extracts, as well as fragrances, dyes, pH adjusters, pH buffers, etc. These can be used alone or in appropriate combinations of two or more.
[0026] [Composition] The composition of the present invention is a composition that does not become cloudy or have no sediment even though it contains a glycyrrhetinic acid derivative, and the OD value at 660 nm is preferably 0.005 or less, more preferably 0.004 or less, and even more preferably 0.002 or less. If the composition of the present invention is not cloudy or has no sediment, a colorant may be added to the composition of the present invention. The pH at 25°C is preferably 4.5 to 7.0, and more preferably 5.5 to 6.5.
[0027] [Method of producing the composition] The method for producing the composition of the present invention is not particularly limited, and may be any method that involves mixing the individual components. For example, the following method may be mentioned. (A) A glycyrrhetinic acid derivative and (D) a polyhydric alcohol are mixed to obtain a mixture I. The mixing temperature is preferably 60 to 90°C. To the obtained mixture I, (B) polyethylene glycol monostearate and (C) polyoxyethylene polyoxypropylene glyceryl ether are added to obtain a mixture II. The component (D) is dissolved in a portion of the water (E) to obtain a solution. The dissolution temperature is not particularly limited as long as the component (D) can be dissolved therein, but a temperature of 60 to 90°C is preferred. The above-mentioned dissolved material is added to the mixture II to obtain a mixture III. The remaining part of water (E) is added to the obtained mixture III, and the mixture is cooled to 40° C. or less. Thereafter, a process such as filtration is carried out as necessary.
[0028] [Cosmetics] The composition of the present invention can be a cosmetic, a medicine, a quasi-drug, etc. Cosmetics are not particularly limited, but include skin cosmetics and hair cosmetics. Skin cosmetics include skin care cosmetics such as lotions, milky lotions, sunscreen essences, and packs. Other examples include antiperspirants. Hair cosmetics include shampoos, rinses, treatments, etc. EXAMPLES
[0029] The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to the following examples. In the following examples, unless otherwise specified, "%" in the composition indicates mass %, ratio indicates mass ratio, and the amount of each component in the table is the amount converted into a pure content.
[0030] [Examples 1 to 35, Comparative Examples 1 to 7] Compositions having the amounts shown in the table below were prepared by the following method. (A) A glycyrrhetinic acid derivative and (D) a polyhydric alcohol were mixed at 75° C. or higher. (B) Polyethylene glycol monostearate and (C) polyoxyethylene polyoxypropylene glyceryl ether were added to the obtained mixture I to obtain a mixture II. Component (F) was dissolved in half the amount of water (E) at 85°C or higher to obtain a solution. The above-mentioned dissolved material was added to the mixture II to obtain a mixture III. The remaining part of water (E) was added to the obtained mixture III, and the mixture was cooled to 35° C. The obtained composition was filtered through a mesh. The appearance of the obtained composition (undiluted solution) was confirmed. Those with turbidity or sediment were recorded as turbidity and sediment, respectively, and those without these were marked as "○". In addition, the OD value of the composition at 660 nm was measured at room temperature (20°C) using a spectrophotometer ASV11D (manufactured by AS ONE CORPORATION) and was 0.005 or less.
[0031] [Examples 36 to 39] Compositions having the amounts shown in the table below were prepared by the following method. (A) A glycyrrhetinic acid derivative and (D) a polyhydric alcohol were mixed at 75° C. or higher. (B) Polyethylene glycol monostearate and (C) polyoxyethylene polyoxypropylene glyceryl ether were added to the obtained mixture I to obtain a mixture II. Component (F) was dissolved in water (E) at 85°C or higher in an amount 50 times the amount of component (F) to obtain a solution. The above dissolved material was added to the mixture II to obtain a mixture III. The oil-soluble licorice extract HG and / or the licorice leaf extract BG were added to the obtained mixture III and mixed. Then, the remaining water (E) was added and cooled to 35°C. The obtained composition was filtered through a mesh.
[0032] [Table 1]
[0033] [Table 2]
[0034]
Table 3
[0035]
Table 4
[0036]
Table 5
[0037]
Table 6
[0038]
Table 7
[0039]
Table 8
[0040]
Table 9
[0041]
Table 10
[0042]
Table 11
[0043]
Table 12
[0044] [Stability test] The following composition was prepared in the same manner as in the above examples. 50 mL of the obtained composition was filled into a glass container and stored at 50°C for one month. The appearance of the composition before and after storage was confirmed in the same manner as in the above examples, and it was stable, with no white turbidity or sediment, even at 50°C for one month.
[0045] [Table 13]
[0046] The chemical compound names used in cosmetic product labeling are shown below. PEG-32 stearate: Polyethylene glycol monostearate PEG-40 Glyceryl Stearate: Polyoxyethylene Glyceryl Monostearate Steareth-30: Polyoxyethylene stearyl ether Ceteth-30: Polyoxyethylene cetyl ether Polyglyceryl-10 stearate: Decaglyceryl monostearate Sorbitan stearate: Sorbitan stearate
Claims
1. (A) one or more selected from stearyl glycyrrhetinate and glycyrrhetinyl stearate, (B) polyethylene glycol monostearate, (C) polyoxyethylene polyoxypropylene glyceryl ether, (D) a polyhydric alcohol, and (E) Water The composition contains the above and is not cloudy or sediment-free.
2. 2. The composition according to claim 1, wherein component (B) is polyethylene glycol monostearate having an average molar number of polyethylene glycol added of 20 to 45.
3. 3. The composition according to claim 1, wherein the mass ratio of the contents of the components (A) and (B) represented by (A):(B) is 1:6 to 1:
250.
4. The composition according to any one of claims 1 to 3, wherein the mass ratio of the contents of the components (A) and (C) represented by (A):(C) is from 1:0.5 to 1:
3.
5. The composition according to any one of claims 1 to 4, wherein the content of the component (D) is 1 to 5 mass% in the composition.
6. The composition according to any one of claims 1 to 5, further comprising (F) an anionic surfactant.
7. The composition according to claim 6, wherein the mass ratio of the contents of the components (A) and (F) is 1:0.02 to 1:1.
1.
8. A composition described in any one of claims 1 to 7, wherein the content of component (A) in the composition is 0.05 to 1 mass%.
9. A composition described in any one of claims 1 to 8, having an OD value at 660 nm of 0.005 or less.
10. The composition according to any one of claims 1 to 9, which is a cosmetic.
Citation Information
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Cosmetic and glycyrrhetinic acid derivative-containing emulsification composition
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