Composition containing ascorbic acid and / or salt thereof

Abstract

To provide an ascorbic acid-containing composition with superior stability.SOLUTION: A composition is prepared that comprises (A) at least one selected from the group consisting of ascorbic acid and salts of ascorbic acid and (B) at least one selected from the group consisting of glyceryl ascorbate, alkyl glyceryl ascorbate, hydroxyisobutyl ascorbate, and salts thereof.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to compositions containing ascorbic acid and / or salts thereof. [Background technology]

[0002] Ascorbic acid is known to have functions such as whitening effects, antioxidant effects, and cell activation effects by promoting the synthesis of biological components such as collagen, and is widely used as an external skin preparation due to these expected effects.

[0003] However, ascorbic acid has poor stability and is easily oxidized in the presence of water, such as in an aqueous solution. Therefore, it is necessary to reduce the amount of water in the formulation, but ascorbic acid cannot be sufficiently solubilized with a small amount of water.

[0004] Therefore, studies have been conducted to stably solubilize ascorbic acid (Patent Documents 1 to 3), but further improvements are desired. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] WO2019 / 131892 publication [Patent Document 2] WO2018 / 003850 publication [Patent Document 3] JP 2005-225865 A Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide an ascorbic acid-containing composition having excellent stability. [Means for solving the problem]

[0007] If ascorbic acid and / or a salt thereof is blended at a high concentration, it may not dissolve during production, or even if it dissolves during production, it may precipitate when stored at a low temperature, such as 5°C.

[0008] Means for Solving the Problems The present inventors have conducted intensive research in light of the above-mentioned circumstances and have found that by using (A) at least one selected from the group consisting of ascorbic acid and salts of ascorbic acid, and (B) at least one selected from the group consisting of glyceryl ascorbic acid, alkyl glyceryl ascorbic acid, hydroxyisobutyl ascorbic acid, or salts thereof, a composition having excellent stability and capable of suppressing precipitation and decomposition of ascorbic acid can be obtained, thereby completing the present invention. Effect of the Invention

[0009] According to the present invention, a composition having excellent stability can be provided. More specifically, the composition can solubilize high concentrations of ascorbic acid and / or salts thereof and inhibit precipitation even during storage at low temperatures. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The composition of the present invention contains (A) at least one selected from the group consisting of ascorbic acid and salts of ascorbic acid, and (B) at least one selected from the group consisting of glyceryl ascorbic acid, alkyl glyceryl ascorbic acid, hydroxyisobutyl ascorbic acid, or salts thereof.

[0011] [(A) Ascorbic acid and salts of ascorbic acid] The ascorbic acid used in the present invention may be any ascorbic acid commercially available as a component of pharmaceuticals, quasi-drugs, or skin care products in the field of cosmetics, and these generally refer to the L-isomer.

[0012] As the component (A) of the present invention, a salt of ascorbic acid can also be used. Here, the salt of ascorbic acid is not particularly limited, but examples thereof include salts with organic bases (e.g., salts with tertiary amines such as trimethylamine salt, triethylamine salt, monoethanolamine salt, triethanolamine salt, pyridine salt, etc., basic ammonium salts such as arginine, etc.), salts with inorganic bases (e.g., alkali metal salts such as ammonium salt, sodium salt, potassium salt, etc., alkaline earth metal salts such as calcium salt, magnesium salt, etc., aluminum salt, etc.). Particularly preferred salts of ascorbic acid are sodium salt and potassium salt. Specific examples thereof include sodium ascorbate, sodium ascorbic acid monophosphate, sodium ascorbic acid diphosphate, sodium ascorbic acid triphosphate, sodium ascorbic acid-2-sulfate, etc.

[0013] In the present invention, ascorbic acid and salts of ascorbic acid can be used alone or in combination of two or more kinds.

[0014] In the composition of the present invention, the total content of the (A) component relative to the total amount of the composition is appropriately set depending on the balance with other components. The total content of the (A) component relative to the total amount of the composition is preferably 0.1 w / w% or more, more preferably 1 w / w% or more, even more preferably 3 w / w% or more, and most preferably 10 w / w% or more. The total content of the (A) component relative to the total amount of the composition is preferably 50 w / w% or less, more preferably 40 w / w% or less, even more preferably 35 w / w% or less, and most preferably 30 w / w% or less. The total content of the (A) component relative to the total amount of the composition is preferably 0.1 w / w% to 50 w / w%, more preferably 1 w / w% to 40 w / w%, even more preferably 3 w / w% to 40 w / w%, and most preferably 10 w / w% to 30 w / w%.

[0015] [(B) Glyceryl ascorbic acid, alkyl glyceryl ascorbic acid, hydroxyisobutyl ascorbic acid, or a salt thereof] The composition of the present invention may contain glyceryl ascorbic acid, alkyl glyceryl ascorbic acid, hydroxyisobutyl ascorbic acid, or salts thereof.

[0016] Glyceryl ascorbic acid and alkylglyceryl ascorbic acid are ascorbic acid derivatives in which a glyceryl group or an alkylglyceryl group is added to the hydroxyl group of ascorbic acid, and can be produced by known methods (for example, Japanese Patent No. 4681670, etc.).

[0017] Examples of the glyceryl ascorbic acid and alkyl glyceryl ascorbic acid of component (B) include 2-O-glyceryl ascorbic acid, 3-O-glyceryl ascorbic acid, 5-O-glyceryl ascorbic acid, 6-O-glyceryl ascorbic acid, 2,3-di-O-glyceryl ascorbic acid, 2,3,5,6-tetra-O-glyceryl ascorbic acid, 2-O-diglyceryl ascorbic acid, 3-O-diglyceryl ascorbic acid, 2,3-di-O-diglyceryl ascorbic acid, 2-O-glyceryl-3-O-alkyl ascorbic acid, 2-O-alkyl-3-O-glyceryl ascorbic acid, 2 Examples of such as -O-alkyl glyceryl ascorbic acid, 3-O-alkyl glyceryl ascorbic acid, 2,3-di-O-alkyl glyceryl ascorbic acid, 2-O-glyceryl-5-O-acylascorbic acid, 2-O-glyceryl-6-O-acylascorbic acid, 3-O-glyceryl-5-O-acylascorbic acid, 3-O-glyceryl-6-O-acylascorbic acid, 2-O-glyceryl-3-O-alkenyl ascorbic acid, 2-O-alkenyl-3-O-glyceryl ascorbic acid, 2-O-alkenyl glyceryl ascorbic acid, and 3-O-alkenyl glyceryl ascorbic acid.

[0018] The glyceryl group is HO-CH 2 -CH(OH)-CH 2 - or HOCH 2 -CH(CH 2 OH)-, The alkyl glyceryl group is RO-CH 2-CH(OH) -CH 2 - or RO-CH 2 -CH(CH 2 OH)--(R represents an alkyl group), The alkyl group refers to a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a pentyl group, a hexyl group, an ethylhexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicosyl group, a behenyl group, or the like. The alkenyl group includes, for example, a vinyl group, an allyl group, a butenyl group, an isobutenyl group, a crotyl group, an octenyl group, a decenyl group, and a dodecenyl group.

[0019] As the glyceryl ascorbic acid, alkyl glyceryl ascorbic acid or salts thereof of component (B), commercially available products can be used, such as Amitose 3GA and Amitose 3LGA (both manufactured by Seiwa Kasei Co., Ltd.).

[0020] Hydroxyisobutyl ascorbic acid is an ascorbic acid derivative in which a hydroxyisobutyl group is added to the 2- or 3-position of ascorbic acid, and can be produced by known methods (for example, Japanese Patent No. 7267657, etc.).

[0021] Examples of hydroxyisobutylascorbic acid include 2-O-hydroxyisobutylascorbic acid, 3-O-hydroxyisobutylascorbic acid, 2,3-di-O-hydroxyisobutylascorbic acid, 2-O-hydroxyisobutyl-3-O-alkylascorbic acid, and 3-O-hydroxyisobutyl-2-O-alkylascorbic acid.

[0022] Examples of salts of component (B) include metal salts such as potassium salts and sodium salts, and ammonium salts such as triethanolamine salts, 2-amino-2-methyl-1,3-propanediol salts, and 2-amino-2-methyl-1-propanol salts.

[0023] In the composition of the present invention, glyceryl ascorbic acid, alkyl glyceryl ascorbic acid, hydroxyisobutyl ascorbic acid or a salt thereof as component (B) may be used alone or in combination of two or more kinds.

[0024] In the composition of the present invention, the total content of the (B) component relative to the total amount of the composition is appropriately set depending on the balance with other components. The total content of the (B) component relative to the total amount of the composition is preferably 0.01 w / w% or more, more preferably 0.1 w / w% or more, even more preferably 0.5 w / w% or more, and most preferably 1 w / w% or more. The total content of the (B) component relative to the total amount of the composition is preferably 10 w / w% or less, more preferably 7 w / w% or less, even more preferably 5 w / w% or less, and most preferably 3 w / w% or less. The total content of the (B) component relative to the total amount of the composition is preferably 0.01 w / w% to 10 w / w%, more preferably 0.1 w / w% to 7 w / w%, even more preferably 0.5 w / w% to 5 w / w%, and most preferably 1 w / w% to 3 w / w%.

[0025] In the composition of the present invention, the ratio of the amount of the component (B) to the amount of the component (A) is preferably 0.0002 to 100 parts by weight, more preferably 0.001 to 100 parts by weight, even more preferably 0.005 to 10 parts by weight, and most preferably 0.05 to 1 part by weight, of the total amount of the component (B) per 1 part by weight of the total amount of the component (A).

[0026] The composition of the present invention is not limited, but is preferably a liquid containing water at a ratio of 0.01 w / w% to 80 w / w%, more preferably a liquid containing water at a ratio of 0.01 w / w% to 60 w / w%, and most preferably a liquid containing water at a ratio of 0.1 w / w% to 50 w / w%.

[0027] In addition to the above-mentioned essential components, the composition of the present invention may contain, as appropriate, commonly used components such as oil-based raw materials, surfactants, moisturizers, polymeric compounds, antioxidants, whitening agents, drugs, ultraviolet absorbers, sequestering agents, proteins, protein hydrolysates or derivatives thereof, amino acids or derivatives thereof, pH adjusters, preservatives, pigments, colorants, and fragrances.

[0028] Examples of oil-based raw materials, surfactants, other moisturizers, polymer compounds, antioxidants, other whitening agents, other drugs, ultraviolet absorbers, sequestering agents, proteins, protein hydrolysates or derivatives thereof, amino acids or derivatives thereof, pH adjusters, preservatives, pigments, colorants, fragrances, etc. include those similar to those described in JP 2022-028125 A.

[0029] The composition of the present invention can be, for example, various compositions for external use belonging to the fields of cosmetics, medicines, or quasi-drugs, such as basic cosmetics such as beauty essences, skin lotions, sunscreen creams, milky lotions, creams, lotions, oils, and packs; makeup cosmetics such as foundations, lipsticks, lip balms, mascaras, eye shadows, and eyeliners; and cleansers such as face washes, cleansers, and body washes. In view of the effects on the skin, the present invention is preferably used in products that are applied to the outer skin, such as skin external preparations. EXAMPLES

[0030] Next, specific embodiments for carrying out the present invention will be described in detail with reference to the following examples, but the scope of the present invention is not limited to these examples. The unit of the amount of each component in the table is w / w%. The compositions shown in Tables 1 and 2 were prepared in a conventional manner and evaluated according to the methods and evaluation criteria shown below.

[0031] [Ascorbic acid precipitation inhibition confirmation test] The presence or absence of ascorbic acid precipitation during storage at low temperatures was evaluated by visual inspection. Specifically, ascorbic acid-containing compositions were prepared according to the formulations shown in Tables 1 and 2, and filled into transparent glass bottles. The bottles were left to stand at 5°C under light-shielded conditions for one day, and the presence or absence of crystal precipitation was evaluated.

[0032] <Evaluation criteria> ○: No precipitates visible to the naked eye △: Slight deposits visible to the naked eye ×: Precipitates are visible to the naked eye

[0033] [Table 1]

[0034] [Table 2]

[0035] As shown in Tables 1 and 2, it was clear that the composition containing ascorbic acid and the ascorbic acid derivative of component (B) suppressed the precipitation of ascorbic acid more significantly than the composition containing ascorbic acid and an ascorbic acid derivative other than component (B). This result demonstrated that ascorbic acid can be formulated at a higher concentration by combining it with the ascorbic acid derivative of component (B).

Claims

1. (A) at least one selected from the group consisting of ascorbic acid and salts of ascorbic acid (B) at least one selected from the group consisting of glyceryl ascorbic acid, alkyl glyceryl ascorbic acid, hydroxyisobutyl ascorbic acid, and salts thereof; A composition comprising

2. The composition according to claim 1, wherein the concentration of the ascorbic acid and salts of ascorbic acid is from 3% to 40% w / w.

Images