External composition containing ascorbic acid and / or salt thereof

Abstract

To provide an external composition which contains an ascorbic acid or a salt thereof, and a low-molecular peptide or an amino acid that is a primary amine or a secondary amine, and in which coloring is suppressed during storage.SOLUTION: Prepared is an external composition which contains: (A) ascorbic acid or a salt thereof; (B) one or more selected from the group consisting of an amino acid that is a primary amine or a secondary amine, a peptide having at most 10 amino acid residues and salts thereof; (C) one or more selected from the group consisting of 1,3-propanediol, propylene glycol, ethoxydiglycol, and polyethyleneglycol; and (D) water.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to an external composition containing ascorbic acid and / or its salt.

Background Art

[0002] Ascorbic acid is known to chemically react with amino acids or low-molecular peptides that are primary amines or secondary amines to produce a brown substance (melanoidin) and cause coloring. This reaction is called the aminocarbonyl reaction or the Maillard reaction. Therefore, it is known that ascorbic acid or its salt has poor compatibility with amino acids or low-molecular peptides that are primary amines or secondary amines.

[0003] Therefore, in external compositions, it is usually avoided to combine ascorbic acid with such amino acids or low-molecular peptides, or an ascorbic acid derivative that is less likely to cause the Maillard reaction is used instead of ascorbic acid. As such an ascorbic acid derivative, for example, Patent Document 1 discloses that ascorbic acid 2-glucoside has been found.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] The present invention relates to providing an external composition that contains ascorbic acid or its salt and an amino acid or low-molecular peptide that is a primary amine or secondary amine, and has suppressed coloring during storage.

Means for Solving the Problems

[0006] As a result of intensive studies, the present inventors have found that by adding (C) one or more selected from the group consisting of 1,3-propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol to one or more selected from the group consisting of (A) ascorbic acid or its salt, (B) an amino acid which is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and salts thereof, an external composition in which the coloring over time due to the components (A) and (B) is suppressed can be obtained, and thus the present invention has been achieved.

[0007] That is, the present invention provides the following external composition. Item 1. (A) Ascorbic acid or its salt; (B) One or more selected from the group consisting of an amino acid which is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and salts thereof; (C) One or more selected from the group consisting of 1,3-propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol; and (D) Water An external composition containing the same. Item 2. The external composition according to Item 1, wherein the component (B) is one or more selected from the group consisting of an α-amino acid which is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and salts thereof. Item 3. The external composition according to Item 1 or 2, wherein the component (B) is one or more selected from the group consisting of glycine, serine, threonine, alanine, valine, cysteine, methionine, citrulline, arginine, lysine, histidine, ornithine, aspartic acid, glutamic acid, proline, 4-hydroxyproline, N-methylglycine, N-acetylserine, N-acetylcysteine, glutathione, tetrapeptide-5, and salts thereof. Item 4. The external composition according to any one of Items 1 to 3, wherein the content of the component (A) is 1 to 50% by mass. Item 5. The external composition according to any one of Items 1 to 4, wherein the content of the (B) component is 0.0001 to 1% by mass. Item 6. The external composition according to any one of Items 1 to 5, wherein the content of the (C) component is 25% by mass or more. Item 7. The external composition according to any one of Items 1 to 6, wherein the (D) component is 0.01 to 20 parts by mass with respect to 1 part by mass of the total content of the (A) component. Item 8. The external composition according to any one of Items 1 to 7, further containing a lower alcohol, butylene glycol, or a combination thereof.

Advantages of the Invention

[0008] The external composition of the present invention is suppressed in coloring over time and is excellent in stability.

Modes for Carrying Out the Invention

[0009] In this specification, the unit of content “% by mass” is synonymous with “g / 100g”.

[0010] The external composition of the present invention contains (A) ascorbic acid or a salt thereof, (B) an amino acid that is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and one or more selected from the group consisting of salts thereof, (C) one or more selected from the group consisting of 1,3 - propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol, and (D) water.

[0011] [(A) Ascorbic acid or a salt thereof] In the present invention, ascorbic acid commercially available as a component of a skin external preparation in the fields of pharmaceuticals, quasi - drugs, or cosmetics can be used, and these usually refer to the L - form.

[0012] Salts of ascorbic acid can also be used. Here, the salts of ascorbic acid are pharmaceutically acceptable salts. Although not limited, for example, salts with organic bases (such as salts with tertiary amines like trimethylamine salt, triethylamine salt, monoethanolamine salt, triethanolamine salt, pyridine salt, etc., basic ammonium salts such as arginine salt, etc.), salts with inorganic bases (such as ammonium salt, alkali metal salts such as sodium salt, potassium salt, alkaline earth metal salts such as calcium salt, magnesium salt, aluminum salt, etc.), and the like can be mentioned. Particularly preferred salts of ascorbic acid are sodium salt and potassium salt. Specifically, sodium ascorbate, magnesium ascorbate, calcium ascorbate, etc. can be mentioned. Among them, as the salt of ascorbic acid, sodium ascorbate is preferred.

[0013] As the component (A) of the present invention, one kind alone or a combination of two or more compounds selected from the group consisting of ascorbic acid and its salts can be used.

[0014] The total content of the component (A) relative to the total amount of the external composition of the present invention is appropriately set according to the balance with other components. The total content of the component (A) relative to the total amount of the external composition is not particularly limited, but from the viewpoint of imparting functions such as whitening, anti-inflammation, anti-aging, antioxidant, etc., it is preferably 1% by mass or more, more preferably 3% by mass or more, and still more preferably 5% by mass or more. The total content of the component (A) relative to the total amount of the external composition is preferably 50% by mass or less, more preferably 40% by mass or less, and still more preferably 30% by mass or less from the viewpoint of significantly exhibiting the effects of the present invention. The total content of the component (A) relative to the total amount of the external composition is preferably 1 to 50% by mass, more preferably 3 to 40% by mass, and still more preferably 5 to 30% by mass.

[0015] [(B) One or more selected from the group consisting of amino acids that are primary amines or secondary amines, peptides having 10 or less amino acid residues, and salts thereof] The amino acids, which are primary amines or secondary amines, and the peptides having 10 or less amino acid residues used as the component (B) of the present invention all contain a primary amino group (-NH2), a secondary amino group (>NH), or both of these groups. In the present invention, a compound selected from the group consisting of amino acids, peptides having 10 or less amino acid residues, and salts thereof can be used alone or in combination of two or more.

[0016] The amino acids used as the component (B) of the present invention are not particularly limited as long as they are used as components of external skin preparations in the fields of pharmaceuticals, quasi-drugs, or cosmetics. The amino acids are not particularly limited, and examples include α-amino acids, β-amino acids, γ-amino acids, δ-amino acids, etc., or salts thereof. Among them, α-amino acids or salts thereof are preferred.

[0017] Although not particularly limited, the L-form is preferred as the α-amino acid of component (B) of the present invention. Examples of the α-amino acid include neutral amino acids such as glycine, serine, threonine, alanine, valine, leucine, isoleucine, asparagine, glutamine, cysteine, methionine, phenylalanine, tyrosine, tryptophan, citrulline, azaserine, cystathionine, homocysteine, S-adenosylhomocysteine, S-adenosylmethionine, ε-N-acetyllysine, proline, 4-hydroxyproline, N-methylglycine, N-acetylserine, N-acetylcysteine; basic amino acids such as arginine, lysine, histidine, ornithine, ω-N-methylarginine, ε-N,N,N-trimethyllysine, 5-hydroxylysine, 3-methylhistidine and salts thereof; and acidic amino acids such as aspartic acid, glutamic acid, γ-carboxyglutamic acid, O-phosphoserine and salts thereof. Among them, from the viewpoint of solubility in water, the α-amino acid used in component (B) of the present invention is preferably one or more selected from glycine, serine, threonine, alanine, valine, cysteine, methionine, citrulline, arginine, lysine, histidine, ornithine, aspartic acid, glutamic acid, proline, 4-hydroxyproline, N-methylglycine, N-acetylserine, N-acetylcysteine and salts thereof; more preferably one or more selected from glycine, serine, threonine, alanine, valine, cysteine, methionine, arginine, lysine, histidine, 4-hydroxyproline, N-methylglycine, N-acetylserine, N-acetylcysteine and salts thereof; still more preferably one or more selected from glycine, serine, threonine, N-acetylcysteine, arginine, lysine, 4-hydroxyproline, N-acetylcysteine and salts thereof; particularly preferably one or more selected from glycine, serine, arginine, N-acetylcysteine and salts thereof.

[0018] A peptide is a polymer in which monomeric amino acids are condensed by amide bonds (peptide bonds). The peptide as component (B) of the present invention has 10 or less amino acid residues (number of monomer units). From the viewpoint of remarkably exhibiting the effects of the present invention, the number of amino acid residues is preferably 8 or less, more preferably 5 or less, still more preferably 4 or less, and particularly preferably 2 or 3.

[0019] As such a peptide, known natural or synthetic peptides formulated in cosmetics and quasi-drugs can be used. The peptide as component (B) of the present invention is not particularly limited, but specifically, dipeptides (dipeptide-4, etc.); tripeptides (glutathione, tripeptide-3, etc.); tetrapeptides; (tetrapeptide-5, etc.); oligopeptides (oligopeptide-6, decapeptide-2, etc.); leguminous plant protein hydrolysates (hydrolyzed soybean protein); silk protein decompositions; pearl protein decompositions; collagen hydrolysates (water-soluble collagen), low-molecular-weight collagen, collagen peptides, hydrolyzed collagen, hydrolyzed elastin, atelocollagen, collagen derivatives such as succinyl atelocollagen; peptides containing chemical modifications (acetylation, palmitoylation, myristoylation, nicotinoylation, ursoloylation, azelaoylation, biotinylation, etc.), or salts thereof, etc. are mentioned. Among them, as the peptide of component (B), it is more preferable to contain at least one or more selected from the group consisting of glutathione, tetrapeptide-5 and salts thereof, and glutathione or a salt thereof is still more preferable.

[0020] In the external composition of the present invention, the total content of component (B) relative to the total amount of the external composition is preferably 0.0001% by mass or more, more preferably 0.0005% by mass or more, still more preferably 0.001% by mass or more. The total content of component (B) relative to the total amount of the external composition is preferably 1% by mass or less, more preferably 0.8% by mass or less, still more preferably 0.5% by mass or less from the viewpoint of remarkably exhibiting the effects of the present invention. The total content of component (B) relative to the total amount of the external composition of the present invention is preferably 0.0001 to 1% by mass, more preferably 0.0005 to 0.8% by mass, and still more preferably 0.001 to 0.5% by mass.

[0021] [(C) One or more selected from the group consisting of 1,3 - propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol] 1,3 - Propanediol is a compound with a CAS number of 504 - 63 - 2. Propylene glycol is an alias for 1,2 - propanediol and is a compound with a CAS number of 57 - 55 - 6. Ethoxydiglycol is also called diethylene glycol monoethyl ether and is a compound with a CAS number of 111 - 90 - 0.

[0022] The polyethylene glycol (PEG) used in the present invention preferably has a degree of polymerization of 4 or more and is usually used in pharmaceuticals, quasi - drugs, and cosmetics as a base or the like. In the present invention, a relatively low - molecular - weight polyethylene glycol is preferably used. Without limitation, specifically, polyethylene glycol having an average molecular weight of about 150 to 1000 is preferred, and more preferably, polyethylene glycol having an average molecular weight of about 170 to 800. Specific examples of such polyethylene glycols include polyethylene glycol 200, polyethylene glycol 300, polyethylene glycol 400, polyethylene glycol 500, polyethylene glycol 600, polyethylene glycol 700, polyethylene glycol 800, etc. Since there are commercially available products of these, it is also possible to obtain and use those commercially available products. Specific examples of commercially available products include polyethylene glycol 200, polyethylene glycol 300, polyethylene glycol 400, polyethylene glycol 600 sold by NOF Corporation, and polyethylene glycol 200, polyethylene glycol 300, polyethylene glycol 400, polyethylene glycol 600 of Sanyo Chemical Industries, Ltd.

[0023] Here, the average molecular weight can be determined, for example, in accordance with the average molecular weight test described in the polyethylene glycol section of "Pharmaceutical Excipient Raw Material Standards 2006" in Japan.

[0024] <Method for Measuring the Average Molecular Weight of Polyethylene Glycol with an Average Molecular Weight of 190 - 210> Precisely weigh approximately 0.8 g of polyethylene glycol, place it in a pressure - resistant stoppered bottle of approximately 200 mL, add approximately 25 mL of pyridine, heat to dissolve and then allow to cool. Separately, take 42 g of phthalic anhydride, add it to a 1 - L light - shielded stoppered bottle accurately filled with 300 mL of freshly distilled pyridine, shake vigorously to dissolve, and then leave it standing for 16 hours or more. Accurately measure 25 mL of this solution, add it to the previous pressure - resistant stoppered bottle, seal it tightly, wrap it with a strong cloth, and place it in a water bath pre - heated to 98°C ± 2°C. At this time, ensure that the liquid in the bottle is immersed in the liquid of the water bath. After heating at 98°C ± 2°C for 30 minutes, allow it to cool to room temperature. Next, accurately add 50 mL of 0.5 mol / L sodium hydroxide solution, and titrate this solution with 0.5 mol / L sodium hydroxide solution. For this titration, use 5 drops of phenolphthalein - pyridine solution (1→100) as the indicator. However, the end - point of the titration is when the liquid exhibits a light red color that persists for 15 seconds. Conduct a blank test in the same manner. Apply the obtained value to the following formula to calculate the average molecular weight. Average molecular weight = [amount of sample (g) × 4000] / (a - b) a: Consumption volume of 0.5 mol / L sodium hydroxide solution in the blank test (mL) b: Consumption volume of 0.5 mol / L sodium hydroxide solution in the test of the sample (mL)

[0025] In addition, even in the case of polyethylene glycol with an average molecular weight other than 190 - 210, the weighed amount can be appropriately changed, but otherwise, it shall conform to the test method for polyethylene glycol with an average molecular weight of 190 - 210.

[0026] These polyethylene glycols can also be used alone or in combination of two or more.

[0027] In the external composition of the present invention, from the viewpoint of significantly exhibiting the effects of the present invention, the total content of the component (C) relative to the total amount of the external composition is preferably 25% by mass or more, more preferably 27% by mass or more, still more preferably 28% by mass or more, and particularly preferably 30% by mass or more. The total content of the component (C) relative to the total amount of the external composition can be appropriately adjusted according to the content of the component (A), but is preferably 75% by mass or less, more preferably 70% by mass or less, and still more preferably 65% by mass or less. The total content of the component (C) relative to the total amount of the external composition of the present invention is preferably 25 to 75% by mass, more preferably 27 to 70% by mass, and still more preferably 28 to 65% by mass.

[0028] In the external composition of the present invention, the ratio of the total content of the component (C) to the component (A) is not particularly limited, but is preferably 0.5 to 75 parts by mass, more preferably 0.75 to 50 parts by mass, and still more preferably 1 to 25 parts by mass with respect to 1 part by mass of the total content of the component (A).

[0029] [(D) Water] The external composition of the present invention is a liquid composition containing water. The water content is not limited, but is preferably 0.1% by mass or more, more preferably 1% by mass or more, and still more preferably more than 1% by mass (for example, 3% by mass or more) with respect to the total amount of the external composition. More than 1% by mass means, but is not limited to, values such as 1.01% by mass or more and 1.1% by mass or more. By containing such a small amount of water, precipitation of ascorbic acid or its salt can be suppressed, and an external composition excellent in stability can be obtained. Also, the water content is, for example, 50% by mass or less, preferably 40% by mass or less, and more preferably 35% by mass or less with respect to the total amount of the external composition.

[0030] The total content of the component (D) relative to the total amount of the external composition of the present invention is preferably 0.1 to 50% by mass, more preferably more than 1% by mass to 40% by mass, and still more preferably 3 to 35% by mass.

[0031] In the external composition of the present invention, the ratio of the content of the component (D) to the component (A) is not particularly limited, but is preferably 0.01 to 20 parts by mass, more preferably 0.05 to 15 parts by mass, still more preferably 0.2 to 10 parts by mass, based on 1 part by mass of the total content of the component (A).

[0032] [pH] From the viewpoints of the stability of the component (A), low irritation to the skin and mucous membranes, and good skin feel in use, the external composition of the present invention is preferably in an acidic range of pH 1.5 to 4.5, more preferably pH 2 to 4.

[0033] [Lower alcohol] From the viewpoints of improving the usability, stability, and promoting transdermal absorption, the external composition of the present invention may contain a lower alcohol in addition to the above components (A) to (D) as long as the effects of the present invention are not impaired. The lower alcohol used in the present invention is not particularly limited as long as it can be used as a component of a skin external preparation in the fields of pharmaceuticals, quasi-drugs, or cosmetics. In this specification, the term "lower alcohol" refers to an alcohol having 1 to 6 carbon atoms (C1-C6). Among them, the external composition of the present invention can preferably use an alcohol having C1-C3 in particular. As such an example, ethanol is particularly preferred, but methanol, n-propanol, isopropanol, etc. can also be used.

[0034] In the external composition of the present invention, when the lower alcohol is contained, the total content of the lower alcohol with respect to the total amount of the external composition is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, still more preferably 0.5% by mass or more, even more preferably 1% by mass or more, and particularly preferably 3% by mass or more. The content of ethanol is preferably 50% by mass or less, more preferably 45% by mass or less, still more preferably 40% by mass or less, and even more preferably 35% by mass or less.

[0035] The total content of the lower alcohol contained in the external composition of the present invention is preferably 0.01 to 50% by mass, more preferably 0.1 to 45% by mass, still more preferably 0.5 to 40% by mass, even more preferably 1 to 35% by mass, and particularly preferably 3 to 35% by mass, based on the total amount of the external composition.

[0036] [Butylene glycol] From the viewpoints of improving the usability, stability, and promoting transdermal absorption, the external composition of the present invention may contain, in addition to the components (A) to (D) above, butylene glycol (also called 1,3-butylene glycol or 1,3-butanediol) as long as the effects of the present invention are not impaired.

[0037] In the external composition of the present invention, when butylene glycol is contained, the content of butylene glycol based on the total amount of the external composition is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and still more preferably 0.3% by mass or more, from the viewpoints of improving the usability, stability, and promoting transdermal absorption. The content of butylene glycol is preferably 40% by mass or less, more preferably 35% by mass or less, and still more preferably 30% by mass or less.

[0038] The content of butylene glycol in the external composition of the present invention is preferably 0.01 to 40% by mass, more preferably 0.1 to 35% by mass, and still more preferably 0.3 to 30% by mass.

[0039] [pH adjuster] From the viewpoints of improving the usability, stability, and promoting transdermal absorption, the external composition of the present invention may contain a pH adjuster in addition to the components (A) to (D) above as long as the effects of the present invention are not impaired.

[0040] As the pH adjuster used in the present invention, compounds commonly used as components of external preparations for the skin in the fields of pharmaceuticals, quasi-drugs, or cosmetics can be used. Although not particularly limited, pH adjusters having an amine (for example, aminoethylsulfonic acid or its salt, monoethanolamine, triethanolamine, diisopropanolamine, triisopropanolamine, L-carnitine, low-molecular-weight betaine (more preferably trimethylglycine)), organic acid salts (for example, sodium lactate, sodium acetate, sodium citrate, sodium succinate, sodium oxalate, calcium gluconate, sodium pyrrolidonecarboxylate, etc.), inorganic acid salts (for example, sodium pyrosulfite, potassium pyrosulfite, sodium phosphate, potassium nitrate, sodium borate, preferably sodium pyrosulfite), 3-O-ethylascorbic acid or its salt, etc. are exemplified.

[0041] In the external composition of the present invention, the total content of the pH adjuster relative to the total amount of the external composition is not particularly limited, but is preferably 0.01% by mass or more, more preferably 0.05% by mass or more. Relative to the total amount of the external composition, the total content of the pH adjuster is preferably 10% by mass or less, more preferably 5% by mass or less. Relative to the total amount of the external composition, the content of the pH adjuster having an amine is preferably 0.01% by mass to 10% by mass, more preferably 0.05% by mass to 5% by mass.

[0042] In the external composition of the present invention, the ratio of the content of the pH adjuster to the component (A) is not particularly limited, but 0.00001 to 20 parts by mass is preferable, 0.0001 to 20 parts by mass is more preferable, 0.0005 to 10 parts by mass is still more preferable, 0.005 to 5 parts by mass is still more preferable, and 0.01 to 1 part by mass is particularly preferable with respect to 1 part by mass of the total content of the component (A).

[0043] [Other Components] In addition to the components (A) to (D) above, the external composition of the present invention may further contain, for the purpose of enhancing or supplementing various actions of ascorbic acid and adding other useful actions, one or more kinds of various components such as whitening components, anti-inflammatory components, antibacterial components, cell-activating components, astringent components, antioxidant components, acne-improving components, anti-aging components, components that promote the synthesis of biological components such as collagen, blood circulation-promoting components, moisturizing components, and anti-aging components in combination.

[0044] In addition to the components (A) to (D) above, the external composition of the present invention may further contain a surfactant, solubilizing component, oils and fats, saccharides or percutaneous absorption enhancer. In particular, by incorporating a surfactant, solubilizing component or oils and fats, the stability, effectiveness and usability of ascorbic acid in an aqueous solvent can be further improved.

[0045] In the external composition of the present invention, within an amount and quality range that does not impair the quality such as appearance stability and viscosity and does not impair the effects of the present invention, various components generally used as components of external preparations in the fields of pharmaceuticals, quasi-drugs or cosmetics, such as irritation-reducing agents, thickeners, preservatives, ultraviolet protectants, colorants, dispersants, additional pH adjusters, fragrances, etc. can be incorporated as needed. These components can be used alone or in any combination of two or more.

[0046] The external composition of the present invention is prepared by blending and mixing the above-mentioned components (A) to (D) with the above-mentioned optional components as needed, further blending other solvents and bases of external preparations commonly used as needed, and adjusting the pH as needed, into various desired forms such as paste, mousse, gel, liquid, emulsion, cream, sheet (substrate-supported), aerosol, spray, etc. These can be produced by the usual methods in the art.

[0047] From the viewpoint of significantly exhibiting the effects of the present invention, the external composition of the present invention is particularly preferably a transparent to translucent composition in which ascorbic acid and / or its salt is solubilized. Here, "solubilization" is defined as follows. That is, for example, by ultraviolet-visible absorbance measurement method, using a spectrophotometer or a photoelectric spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), as the transmittance at a wavelength of 700 nm, the transmittance is in the range of 80 to 100%, preferably 85 to 100%, more preferably 90 to 100%. Here, the transmittance of water is taken as 100%. The transmittance measurement method is, in more detail, in accordance with the method described in the 16th revised Japanese Pharmacopoeia [B] General Test Methods 2. Physical Test Methods. Spectroscopic Measurement Methods 2.24 Ultraviolet-Visible Absorbance Measurement Method. Also, "transparent or translucent" refers to those with an L value, which is an index of transparency, of 85 or more, preferably 90 or more. The L value is a parameter of lightness used in the CIELAB color system and can be measured using a spectrophotometer such as a spectrocolorimeter CM-5 (manufactured by Konica Minolta Inc.).

[0048] [Viscosity] The external composition of the present invention can be prepared as a composition having an appropriate viscosity desired when using an external composition particularly used for application to the skin. The viscosity of the external composition of the present invention is not particularly limited. For example, when measured at 25 °C using an E-type viscometer, the viscosity is usually about 1 to 300 mPa·s, preferably about 1 to 200 mPa·s, more preferably about 1 to 100 mPa·s, and still more preferably about 1 to 50 mPa·s. The viscosity measurement method is, in more detail, in accordance with the method described in the 16th revised Japanese Pharmacopoeia [B] General Test Methods 2. Physical Test Methods. Other Physical Test Methods 2.53 Viscosity Measurement Method 2. Method 2. Rotational Viscometer Method 2.1.3 Cone-Plate Type Rotational Viscometer (Cone Plate Viscometer).

[0049] [Use] The external composition of the present invention can be used particularly as a whitening agent, an anti-inflammatory agent, and an anti-aging agent. For example, it can have the effects of preventing and treating acne and antioxidation. Furthermore, when applied to the skin, it may enhance the transparency of the skin, retain moisture, improve texture, and suppress roughness. Moreover, it may have effects such as making pores less noticeable and skin conditioning and moisturizing, and can also be used for preventing and treating stains.

[0050] The external composition of the present invention can be various external compositions belonging to the fields of cosmetics, external pharmaceuticals, or quasi-drugs, such as basic cosmetics like skin lotions, toners, sunscreens, emulsions, creams, lotions, oils, and packs; makeup cosmetics like foundations, lipsticks, lip creams, mascaras, eyeshadows, eyeliners, eyebrow pencils, and nail polishes; cleansing agents like facial cleansers, cleansing products, and body washes; antiperspirants, athlete's foot treatments, antipruritics, wound healers, wipes, detergents, anti-inflammatory and analgesic agents, acne treatments, hemorrhoid agents, bactericidal and disinfectant agents, whitening agents, and ultraviolet protectants. From the effects on the skin, the present invention is preferably used in products applied to the skin such as skin external preparations (preparations for the outer skin).

[0051] The external composition of the present invention can be used in known or commonly used dosages and frequencies, divided from once to several times a day according to the intended use and the like.

[0052] Regarding the above-described embodiments, the present invention further discloses the following compositions. [1] (A) Ascorbic acid or its salt; (B) One or more selected from the group consisting of amino acids that are primary amines or secondary amines, peptides having 10 or fewer amino acid residues, and their salts; (C) One or more selected from the group consisting of 1,3-propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol; and (D) water An external composition containing the above. [2] The external composition according to [1], wherein the component (B) is one or more selected from the group consisting of α-amino acids which are primary amines or secondary amines, peptides having 10 or less amino acid residues, and salts thereof. [3] The external composition according to [1] or [2], wherein the component (B) is one or more selected from the group consisting of glycine, serine, threonine, alanine, valine, cysteine, methionine, citrulline, arginine, lysine, histidine, ornithine, aspartic acid, glutamic acid, proline, 4-hydroxyproline, N-methylglycine, N-acetylserine, N-acetylcysteine, glutathione, tetrapeptide-5, and salts thereof. [4] The external composition according to any one of [1] to [3], wherein the content of the component (A) is 1 to 50% by mass. [5] The external composition according to any one of [1] to [4], wherein the content of the component (B) is 0.0001 to 1% by mass. [6] The external composition according to any one of [1] to [5], wherein the content of the component (C) is 25% by mass or more. [7] The external composition according to any one of [1] to [6], wherein the content of the component (D) is 0.1 to 50% by mass. [8] The external composition according to any one of [1] to [7], wherein the component (C) is 0.5 to 75 parts by mass with respect to 1 part by mass of the total content of the component (A). [9] The external composition according to any one of [1] to [8], wherein the component (D) is 0.01 to 20 parts by mass with respect to 1 part by mass of the total content of the component (A).

[10] The external composition according to any one of [1] to [9], wherein the pH is 1.5 to 4.5.

[11] The external composition according to any one of [1] to

[10] , further containing a lower alcohol, butylene glycol, or a combination thereof.

[12] The external composition according to

[11] , wherein the content of the lower alcohol is 0.01 to 50% by mass.

[13] The external composition according to

[11] or

[12] , wherein the content of butylene glycol is 0.01 to 40% by mass.

[14] Furthermore, the external composition according to any one of [1] to

[13] , containing one or more pH adjusters selected from the group consisting of a pH adjuster having an amine, an organic acid salt, an inorganic acid salt, 3-O-ethylascorbic acid, and its salts.

[15] The external composition according to

[14] , wherein the content of the pH adjuster is 0.01 to 10% by mass.

[16] The external composition according to

[14] or

[15] , wherein the pH adjuster is 0.00001 to 20 parts by mass with respect to 1 part by mass of the total content of the component (A).

[17] The external composition according to any one of [1] to

[16] , which is in the form of paste, mousse, gel, liquid, emulsion, cream, sheet, aerosol, or spray.

[18] The external composition according to any one of [1] to

[17] , wherein the component (A) is solubilized and is transparent to translucent.

[19] The external composition according to any one of [1] to

[18] , wherein the viscosity measured at 25 °C is 1 to 300 mPa·s.

[0053] Regarding the above-described embodiments, the present invention further discloses the following method.

[20] (A) Ascorbic acid or its salt; (B) One or more selected from the group consisting of an amino acid which is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and their salts; and (D) In water, (C) One or more selected from the group consisting of 1,3-propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol A method for suppressing temporal coloring in a topical composition, which includes incorporating

Example

[0054] Next, the present invention will be specifically described by way of examples, but the present invention is not limited to the following examples. In the table, the unit of each component amount is mass%.

[0055] [Ascorbic acid coloring suppression confirmation test] For the examples and comparative examples of the present invention, the presence or absence of suppression of coloring after storage of the topical composition at 50 °C was evaluated. Specifically, according to the formulations described in various formulation tables, ascorbic acid was added to a mixed solution of various components, heated and mixed at 60 °C for 10 minutes to dissolve, and a topical composition was prepared. The prepared topical composition was filled into a transparent glass bottle and kept warm at 50 °C for 1 week under light shielding.

[0056] Thereafter, the coloring of each topical composition was evaluated using a spectrophotometer CM-5 (manufactured by Konica Minolta Inc.). For the measurement by the spectrophotometer, 1 mL of the test solution was placed in a glass cell (CM-A97, thickness 2 mm), and the b value in the CIELAB color system was measured at 25 °C. The measured value used the b value obtained with purified water as a blank. The change amount Δb of the color difference before and after keeping warm at 50 °C for 1 week was calculated by the following calculation formula. (Change amount of color difference (Δb)) = (Measured value of the test solution after keeping warm (b value after keeping warm)) - (Measured value of the test solution before keeping warm (b value before keeping warm)) The b value is used as an index indicating transparency. The smaller the Δb value, the less the coloring. Also, the Δb (ratio of Δb) of each sample when the Δb of the control is standardized to 1 is obtained as follows. (Ratio of Δb) = (Δb value of each sample) / (Δb value of the control) It was found that if the ratio of Δb of the sample is 0.75 or less, it is clearly visible by visual inspection that the coloring is less than that of the control. Therefore, in each table, it is possible to judge the presence or absence of coloring based on whether the ratio of Δb of the topical composition to the comparative example serving as the control is 0.75 or less.

[0057] [Test Example 1] As a formulation containing 25% by mass of ascorbic acid and 0.01% by mass of L-serine, external compositions of Examples and Comparative Examples shown in Table 1 were prepared according to a conventional method.

[0058] The results of the ascorbic acid coloring inhibition confirmation test of the compositions of Examples and Comparative Examples are shown together in Table 1. The ratio of Δb in the table represents the ratio of Δb when Comparative Example 1-1 was used as a control.

[0059]

Table 1

[0060] Since the values of the ratio of Δb of the compositions of the Examples were all 0.75 or less, even when containing ascorbic acid and L-serine, after heat preservation treatment, coloring was significantly suppressed compared to Comparative Example 1-1. Note that in Comparative Example 1-2, ascorbic acid was not completely dissolved and preparation was impossible.

[0061] [Test Examples 2 to 8] External compositions of Examples and Comparative Examples shown in Tables 2 and 3 were prepared according to a conventional method.

[0062] The results of the ascorbic acid coloring inhibition confirmation test of the compositions of Examples and Comparative Examples are shown in Tables 2 and 3. The ratio of Δb in the table represents the ratio of Δb when Comparative Example 2 was used as a control for Examples 2-1 to 3, Comparative Example 3 for Examples 3-1 to 3, Comparative Example 4 for Examples 4-1 to 3, Comparative Example 5 for Example 5, Comparative Example 6 for Examples 6-1 to 2, Comparative Example 7 for Examples 7-1 to 4, and Comparative Example 8 for Example 8, respectively.

[0063]

Table 2

[0064]

Table 3

[0065] [Table 4]

[0066] Since the ratios of Δb of Examples 2-1 to 3 and Examples 3-1 to 3 were all 0.75 or less, it was shown that even under conditions where the concentration of ascorbic acid was low, coloring was significantly suppressed compared to the comparative examples. Also, as in Examples 4-1 to 3, Example 5, Examples 6-1 to 2, Examples 7-1 to 4, and Example 8, even when any one of L-arginine, glycine, N-acetyl-L-cysteine, glutathione, or tetrapeptide-5 (β-Ala-His-Ser-His) was contained instead of L-serine, coloring was significantly suppressed compared to the comparative examples even after heat retention treatment.

[0067] [Formulation Example] Based on Formulation Examples 1 to 28 in Tables 5 and 6 below, the external composition (beauty liquid) of the present invention was prepared. The blending amounts in Tables 5 and 6 are all expressed in mass%.

[0068] [Table 5]

[0069] [Table 6]

Claims

1. (A) Ascorbic acid or a salt thereof; (B) One or more selected from the group consisting of an amino acid which is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and salts thereof; (C) One or more selected from the group consisting of 1,3 - propanediol, propylene glycol, ethoxydiglycol, and polyethylene glycol; and (D) Water An external composition containing the same.

2. The external composition according to claim 1, wherein the component (B) is one or more selected from the group consisting of an α - amino acid which is a primary amine or a secondary amine, a peptide having 10 or less amino acid residues, and salts thereof.

3. The external composition according to claim 1 or 2, wherein the component (B) is one or more selected from the group consisting of glycine, serine, threonine, alanine, valine, cysteine, methionine, citrulline, arginine, lysine, histidine, ornithine, aspartic acid, glutamic acid, proline, 4 - hydroxyproline, N - methylglycine, N - acetylserine, N - acetylcysteine, glutathione, tetrapeptide - 5, and salts thereof.

4. The external composition according to any one of claims 1 to 3, wherein the content of the component (A) is 1 to 50% by mass.

5. The external composition according to any one of claims 1 to 4, wherein the content of the component (B) is 0.0001 to 1% by mass.

6. The external composition according to any one of claims 1 to 5, wherein the content of the component (C) is 25% by mass or more.

7. The external composition according to any one of claims 1 to 6, wherein the component (D) is 0.01 to 20 parts by mass with respect to 1 part by mass of the total content of the component (A).

8. The external composition according to any one of claims 1 to 7, further containing a lower alcohol, butylene glycol, or a combination thereof.

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