Cosmetics comprising alkoxysalicylic acid or a salt thereof

Abstract

The present invention provides a cosmetic composition comprising alkoxysalicylic acid or a salt thereof, which has a good feel and stability. [Solution] (A) Formula (a): JPEG2026101540000011.jpg4474 Alkoxysalicylic acid or a salt thereof, represented by the formula, (wherein R a (These are alkyl groups with 1 to 6 carbon atoms.) (B) Lipopeptide compounds having a cyclic structure with an alkyl chain having 6 or more carbon atoms, or a salt thereof, (C) Anionic surfactant or amphoteric surfactant A cosmetic product containing [the specified ingredient].

Description

Technical Field

[0001] The present invention relates to a cosmetic comprising an alkoxysalicylic acid or a salt thereof.

Background Art

[0002] Alkoxysalicylic acid (or a salt thereof) has an inhibitory effect on melanin production, and it has been reported that a topical skin preparation containing this exhibits an excellent whitening effect. However, when alkoxysalicylic acid is blended into a cosmetic, generally, users sometimes feel stickiness after application or are dissatisfied with the moist feeling of the skin.

[0003] In contrast, Patent Document 1 discloses that the feeling of use is significantly improved by combining alkoxysalicylic acid or a salt thereof with a specific amount or more of agar. Further, Patent Document 2 discloses an oil-in-water type emulsified cosmetic that contains specific components such as a silicone surfactant having an HLB of less than 8, has appropriate hardness without stickiness, and has a good kokuminess and fit.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Summary of the Invention

[0005] The present invention provides a cosmetic comprising an alkoxysalicylic acid or a salt thereof.

[0006] The inventors of this invention have found that while a cosmetic composition containing alkoxysalicylic acid or a salt thereof can be made by incorporating sodium surfactant, it is difficult to maintain stability. However, they have also found that good stability can be achieved by further incorporating a specific surfactant. This invention is based on these findings.

[0007] The present invention provides the following: (1)(A) Equation (a): [ka] Alkoxysalicylic acid or a salt thereof, (In the formula, R a (These are alkyl groups with 1 to 6 carbon atoms.) (B) Lipopeptide compounds having a cyclic structure with an alkyl chain having 6 or more carbon atoms, or a salt thereof, (C) Anionic surfactant or amphoteric surfactant A cosmetic product containing [the specified ingredient]. (2) The cosmetic composition according to (1), wherein the component (B) is a biosurfactant produced by Bacillus subtilis. (3) The cosmetic composition according to (1) or (2), wherein the component (B) is surfactin or a salt thereof. (4) The cosmetic composition according to any one of (1) to (3), wherein the component (C) comprises an N-acylmethyl taurate salt or a betaine-type surfactant. (5) The cosmetic composition according to any one of (1) to (4), wherein the content of component (B) is 0.01 to 3% by mass relative to the total amount of the cosmetic composition. (6) The cosmetic composition according to any one of (1) to (5), wherein the mixing ratio of component (B) to component (C) ((B) / (C)) is 0.01 to 20 by mass. (7) A cosmetic composition according to any of (1) to (6), having a pH of 7.4 or higher. (8) A cosmetic composition according to any one of (1) to (7), further comprising an oil. (9) A cosmetic product described in any of (1) to (8) whose L value is 95 or higher.

[0008] The present invention provides a cosmetic composition comprising alkoxysalicylic acid or a salt thereof, which has a good feel and stability. Specific description of the invention

[0009] According to one embodiment of the present invention, (A) Formula (a): [ka] Alkoxysalicylic acid or a salt thereof represented by the formula (wherein R a A cosmetic composition is provided comprising (A) an alkyl group having 1 to 6 carbon atoms, (B) a lipopeptide compound having a cyclic structure with an alkyl chain having 6 or more carbon atoms, or a salt thereof, and (C) an anionic surfactant or an amphoteric surfactant.

[0010] Component (A) is alkoxysalicylic acid represented by formula (a) or a salt thereof (hereinafter sometimes referred to as component (A); the same applies to the other components). [ka] In the formula, R a R is an alkyl group having 1 to 6 carbon atoms, and may be linear or branched. a Examples of substituents include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, ter-butyl group, sec-butyl group, etc., and preferably a methyl group or an ethyl group. a The position is not particularly limited, but it is preferably at the 3rd, 4th, or 5th position of salicylic acid, and more preferably at the 4th position.

[0011] Examples of the alkoxysalicylic acid represented by formula (a) include 3-methoxysalicylic acid, 3-ethoxysalicylic acid, 4-methoxysalicylic acid, 4-ethoxysalicylic acid, 4-propoxysalicylic acid, 4-isopropoxysalicylic acid, 4-butoxysalicylic acid, 5-methoxysalicylic acid, 5-ethoxysalicylic acid, 5-propoxysalicylic acid, and the like. According to one preferred embodiment of the present invention, component (A) contains 4-methoxysalicylic acid.

[0012] Alkoxysalicylic acid is a known substance. For example, 5-methoxysalicylic acid can be easily synthesized by the method described in "Beil, 10227", and 4-methoxysalicylic acid can be easily synthesized by the method described in "Beil, 10379". It can also be obtained as a reagent from Aldrich and other companies.

[0013] Component (A) is preferably a salt of the alkoxysalicylic acid represented by formula (a). The type of salt is not particularly limited as long as it is a pharmacologically acceptable salt. Examples include alkali metal salts (such as sodium salt, potassium salt, lithium salt, etc.), alkaline earth metal salts (such as calcium salt, magnesium salt, etc.), ammonium salts, amino acid salts, etc., and preferably potassium salt. According to one preferred embodiment of the present invention, from the viewpoints of beauty effects and easy availability, etc., component (A) contains potassium 4-methoxysalicylate, and preferably is potassium 4-methoxysalicylate.

[0014] One or more kinds of component (A) can be blended. The content of component (A) is appropriately selected according to the use and the balance with other blended components. In order to exhibit the functions and effects of component (A), particularly the whitening effect, it is preferably 0.1 to 10% by mass, more preferably 0.3 to 8% by mass, and still more preferably 0.5 to 3.5% by mass based on the total amount of the cosmetic.

[0015] Component (B) is a lipopeptide compound having a cyclic structure with an alkyl chain having 6 or more carbon atoms or a salt thereof.

[0016] Examples of the lipopeptide compound having a cyclic structure with an alkyl chain having 6 or more carbon atoms in the present invention include natural lipopeptide compounds produced by microorganisms and the like, and these are a kind of compounds called biosurfactants. Such lipopeptide compounds are not limited to natural products, and as long as the chemical structures are the same, they may be other derived substances such as those obtained by chemical synthesis methods.

[0017] The lipopeptide compound having a cyclic structure with an alkyl chain having 6 or more carbon atoms in the present invention or a salt thereof is preferably one that can promote the skin permeability of a physiologically active ingredient (for example, alkoxysalicylic acid or a salt thereof) having a logP value of -5.5 to 1.0 (preferably -4.0 to 1.0, more preferably -3.0 to 1.0, still more preferably -3.0 to 0, particularly preferably -2.0 to 0) in a skin permeability test using a static Franz cell with rat skin or a cultured human skin model. The test can be carried out using a sample consisting of 0 to 2% by weight of the lipopeptide compound or a salt thereof, 1% by weight of the physiologically active ingredient, 10% by weight of glycerin, and the balance being water. The skin permeability of the physiologically active ingredient when using 1 to 2% by weight of the lipopeptide compound or a salt thereof is promoted by 1.05 times or more, preferably 1.5 times or more, more preferably 2 times or more per 1% by weight of the lipopeptide compound or a salt thereof as compared with the case where the lipopeptide compound or a salt thereof is not added. Here, the logP value is an index representing the hydrophilicity or hydrophobicity of a substance, and as defined in Chemical Review vol71(6), 525(1971) and the like, it is the common logarithm value of the partition coefficient of a substance (physiologically active ingredient) between the octanol phase and the aqueous phase. Incidentally, the logP value can be calculated by using calculation software (for example, "CS Chem3D ver.9.0" (trade name) manufactured by CambridgeSoft).

[0018] In this invention, examples of lipopeptide compounds having a cyclic structure with an alkyl chain having 6 or more carbon atoms include biosurfactants produced by Bacillus bacteria such as Bacillus subtilis. Such biosurfactants are preferably surfactants or salts thereof, specifically those of the following formula (b): [ka] This is a compound represented by [formula]. Surfactin or its salts are compounds that have a hydrophilic group of a cyclic peptide consisting of seven amino acids, linked to a β-hydroxy fatty acid. Due to this unique cyclic peptide structure, hydrogen bonds can be formed between molecules when forming micelles in water, giving it stronger bonding ability than other surfactants and enabling the formation of polymers with an extremely small number of molecules.

[0019] In formula (b), * represents an optically active site. Also, L-Leu represents L-leucine, D-Leu represents D-leucine, and L-Val represents L-valine.

[0020] In formula (b), X represents one amino acid selected from L-leucine, L-isoleucine, and L-valine.

[0021] In formula (b), R represents a linear alkyl group having 9 to 13 carbon atoms or a branched alkyl group. Examples of linear alkyl groups having 9 to 13 carbon atoms include nonyl, decyl, undecyl, dodecyl, and tridecyl groups. Examples of branched alkyl groups having 9 to 13 carbon atoms include 7-methyloctyl, 8-methylnonyl, 9-methyldecyl, 10-methylundecyl, 11-methyldodecyl, 6-methyloctyl, 7-methylnonyl, 8-methyldecyl, 9-methylundecyl, and 10-methyldodecyl groups. These linear or branched alkyl groups may be substituted with one or more substituents. Examples of substituents include amino, hydroxyl, phenyl, aryl, alkanoyl, alkenyl, alkynyl, alkoxyl, nitro, and halogen atoms.

[0022] In formula (b), M is not particularly limited, but examples include hydrogen, alkali metals, alkaline earth metals, and optionally substituted amines (including optionally substituted ammonium).

[0023] Such alkali metals are not particularly limited, but examples include lithium, sodium, and potassium.

[0024] Examples of such alkaline earth metals are not limited to beryllium, magnesium, and calcium.

[0025] Such amines are not particularly limited as long as they react with a carboxyl group to form M, and may be substituted. Examples of such amines include ammonia (which becomes ammonium as M) and monosubstituted amines (which become RN as M). (+)Examples include monosubstituted ammonium compounds (such as H3), disubstituted amines (where M is a disubstituted ammonium compound), trisubstituted amines (where M is a trisubstituted ammonium compound), and the aforementioned M also includes tetrasubstituted ammonium compounds. Such substituents on amines are not particularly limited, but examples include alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl groups, aralkyl groups such as benzyl, methylbenzyl, and phenylethyl groups, and aryl groups such as phenyl, toluyl, and xylyl groups. More specifically, examples of such amines include methylamine, ethylamine, benzylamine, aniline, diethylamine, dicyclohexylamine, pyrrolidine, morpholine, N-benzyl-N-ethylamine, N-ethylaniline, triethylamine, and pyridine. These organic groups may be further substituted with one or more substituents.

[0026] In formula (b), M is preferably an alkali metal (such as sodium or potassium), and more preferably sodium.

[0027] According to one preferred embodiment of the present invention, component (B) is surfactant sodium. Surfactin sodium in the present invention is, for example, the following formula (c): [ka] In addition to the compound represented by formula (c), the present invention also includes compounds similar to the compound represented by formula (c) that, when used as component (B) in the present invention in place of the compound represented by formula (c), can exhibit effects comparable to those of the compound represented by formula (c), such as compounds in which the length and branching position of the alkyl chain in the compound represented by formula (c) differ from those of the compound represented by formula (c), or compounds in which one amino acid in the compound represented by formula (c) is substituted with another amino acid. In the present invention, surfactin sodium is preferably the compound represented by formula (c).

[0028] The critical micelle concentration (CMC) of surfactant sodium, represented by the above formula (c), is very low at 0.0003% (mass%), and it is known to exhibit extremely strong emulsifying properties.

[0029] (B) As for the component, any commercially available product may be used, for example, "Kaneka Surfactin (manufactured by Kaneka Corporation)" can be used.

[0030] The content of component (B) in the cosmetic composition of the present invention is not particularly limited, but is preferably 0.01 to 3% by mass, more preferably 0.05 to 0.8% by mass, and even more preferably 0.1 to 0.6% by mass, relative to the total amount of the cosmetic composition.

[0031] Component (C) preferably comprises an anionic surfactant or an amphoteric surfactant, and more preferably an anionic surfactant or an amphoteric surfactant.

[0032] The anionic surfactant in the present invention is not particularly limited as long as it is commonly used as a raw material for cosmetics, etc., but examples include N-acylmethyltaurate salts (e.g., N-stearoylmethyltaurate salt, N-myristoylmethyltaurate salt, N-palmitoylmethyltaurate salt, etc.), acyl glutamates (e.g., stearoyl glutamate), acyl lactates, fatty acid soaps, etc. Preferably, it is N-acylmethyltaurate salt, more preferably N-stearoylmethyltaurate salt, and more preferably sodium N-stearoylmethyltaurate.

[0033] The amphoteric surfactant in the present invention is not particularly limited as long as it is commonly used as a raw material for cosmetics, etc., but examples include betaine-based surfactants (e.g., 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkyl betaine, amide betaine, sulfobetaine, cocamidopropyl betaine, etc.) and imidazoline-based amphoteric surfactants (e.g., 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc.), and preferably a betaine-type surfactant, and more preferably lauryldimethylaminoacetic acid betaine.

[0034] The content of component (C) in the cosmetic composition of the present invention is not particularly limited, but is preferably 0.01 to 1% by mass, more preferably 0.03 to 0.7% by mass, and even more preferably 0.05 to 0.5% by mass, relative to the total amount of the cosmetic composition.

[0035] The ratio of the content of component (B) to component (C) in the cosmetic composition of the present invention ((B) / (C)) is preferably 0.01 to 20, more preferably 0.1 to 15, and even more preferably 1 to 10, in terms of mass ratio.

[0036] The pH of the cosmetic composition of the present invention is not particularly limited, but is preferably 7.4 or higher, and more preferably 7.4 to 9.

[0037] The cosmetic composition of the present invention may further contain oils. Examples of such oils include esters, hydrocarbons, higher fatty acids, higher alcohols, and silicone oils. These may be used individually or in combination of two or more.

[0038] Examples of such esters include oils and fats such as olive oil, castor oil, jojoba oil, and macadamia nut oil; fatty acid monoesters such as isopropyl myristate, isopropyl palmitate, cetyl 2-ethylhexanoate, and octyldodecyl myristate; glycerin esters such as glyceryl trioctanoate and glyceryl triisostearate; polyglycerin esters such as diglyceryl diisostearate and diglyceryl triisostearate; pentaerythritol esters such as pentaerythritol di-2-ethylhexanoate and pentaerythritol dioctanoate; trimethylolpropane esters such as trimethylolpropane trioctanoate and trimethylolpropane triisostearate; and malic acid esters such as diisostearyl malate.

[0039] Examples of such hydrocarbons include liquid paraffin, squalane, polybutene, liquid lanolin, and volatile hydrocarbons.

[0040] Examples of such high-grade fatty acids include isostearic acid and oleic acid.

[0041] Examples of such higher alcohols include isostearyl alcohol, oleyl alcohol, and octyldodecanol.

[0042] Examples of such silicone oils include dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, cyclic silicones (octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexanesiloxane, etc.), amino-modified polysiloxane, alkyl-modified polysiloxane, and fluorine-modified polysiloxane.

[0043] The oil content in the cosmetic composition of the present invention is not particularly limited, but is preferably 1% or less of the total amount of the cosmetic composition, more preferably 0.01 to 0.8% by mass, even more preferably 0.1 to 0.7% by mass, and still more preferably 0.2 to 0.6% by mass.

[0044] The transparency of the cosmetic composition of the present invention can be evaluated by the L value calculated from a spectrophotometer such as the SE7700 (manufactured by Nippon Denshoku Industries Co., Ltd.). The L value is such that the closer it is to 100, the higher the transparency. The L value of the cosmetic composition of the present invention is not particularly limited, but immediately after preparation, it is preferably 95 or higher, more preferably 96 or higher, more preferably 97 or higher, more preferably 98 or higher, and more preferably 99 or higher.

[0045] According to one preferred embodiment of the present invention, the cosmetic composition of the present invention exhibits excellent transparency even when stored for four weeks at low temperatures (e.g., -10°C, 0°C, etc.), room temperatures (e.g., 1 to 30°C, etc.), or high temperatures (e.g., 37°C, 50°C, etc.). Specifically, the L value of the cosmetic composition of the present invention when stored for four weeks at low temperatures (e.g., -10°C, 0°C, etc.), room temperatures (e.g., 1 to 30°C, etc.), or high temperatures (e.g., 37°C, 50°C, etc.) is preferably 80 or higher, more preferably 85 or higher, more preferably 90 or higher, more preferably 95 or higher, and more preferably 99 or higher.

[0046] The eyelash cosmetic composition of the present invention may, if necessary, further contain optional additives that are commonly used in cosmetics, etc., as long as they do not impair the effects of the present invention. Examples of such additives include surfactants other than those mentioned above, humectants, powders, alcohol-based solvents, water-soluble polymers, oil-soluble polymers, film-forming agents, UV absorbers, preservatives, antibacterial agents, fragrances, salts, antioxidants, pH adjusters, chelating agents, cooling agents, anti-inflammatory agents, skin beautifying ingredients, and the like.

[0047] The cosmetic composition of the present invention is not particularly limited, but can be a skincare cosmetic (e.g., lotion, serum, mask, etc.), a skin cleansing composition (e.g., facial cleanser, makeup remover, etc.), and is preferably a skincare cosmetic, and more preferably a lotion. [Examples]

[0048] The present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the content is expressed in mass percent.

[0049] Preparation of Example 1 and Comparative Example 1 Mixture A was prepared by mixing water with water-soluble components other than the surfactant in the formulations in Table 1, and the surfactant was added to this mixture A to prepare the cosmetics of Example 1 and Comparative Example 1. For oil-soluble components other than oil and surfactant, these were mixed with the surfactant and added to mixture A to prepare the cosmetics.

[0050] The usability of the cosmetic compositions of Example 1 and Comparative Example 1 immediately after preparation was evaluated using the following procedure.

[0051] Method for evaluating usability Immediately after preparation, 0.3 mL of each cosmetic from Example 1 and Comparative Example 1 was applied to the skin of a professional panelist using a circular motion with the panelist's finger. The feel during application (lack of stickiness on the skin afterward) was evaluated according to the following evaluation criteria, and the average value of the three samples was used as the score for each cosmetic. <Evaluation Criteria> 1: Non-sticky 2: Almost non-sticky 3: Slightly sticky 4: Sticky 5: Very sticky

[0052] The results are shown in Table 1. [Table 1]

[0053] The results in Table 1 demonstrate that the cosmetic composition of Example 1 has good usability.

[0054] Preparation of Comparative Examples 2 and 3 Comparative Examples 2 and 3 were prepared based on the formulations in Table 2, using the same method as for the preparations of Example 1 and Comparative Example 1.

[0055] For each cosmetic product, the L value was measured immediately after preparation and after 4 weeks of storage (under -10°C, 0°C, room temperature, 37°C, and 50°C conditions) using the following procedure.

[0056] L-value testing method Undiluted samples of each cosmetic were packed into quartz glass petri dishes (optical path length 10 mm), and transmission measurements were performed at 20°C using an integrating sphere spectrophotometer (X-Rite). Specifically, light was irradiated onto each sample equally from various different angles using the integrating sphere, and the ratio (%) of transmitted light intensity to the irradiated light intensity received in the direction normal to the surface of each sample was obtained and defined as the L value. The results are shown in Table 2.

[0057] [Table 2]

[0058] The results in Table 2 demonstrate that the cosmetic composition of Example 1 has good stability.

[0059] To confirm the effect of pH on the L value, cosmetic formulations 1 to 6 with different pH levels, as shown in Tables 3 and 4 below, were prepared. Cosmetic formulations 1 to 6 were prepared based on the formulations in Tables 3 and 4 using the same method as for the preparation of Example 1 and Comparative Example 1. For each cosmetic formulation, the L value was measured immediately after preparation and after 4 weeks of storage (under -10°C, 0°C, room temperature, 37°C, and 50°C conditions) using the same procedure as described above. The results are shown in Tables 3 and 4.

[0060] [Table 3]

[0061] [Table 4]

[0062] The results in Tables 3 and 4 show that the cosmetic formulations 1-6 exhibit good stability when the pH is 7.4 or higher.

Claims

1. (A) Equation (a): 【Chemistry 1】 Alkoxysalicylic acid or a salt thereof, (In the formula, R ａ (These are alkyl groups with 1 to 6 carbon atoms.) (B) Lipopeptide compounds having a cyclic structure with an alkyl chain having 6 or more carbon atoms, or salts thereof, (C) Anionic surfactant or amphoteric surfactant A cosmetic product containing [the specified ingredient].

2. The cosmetic composition according to claim 1, wherein component (B) is a biosurfactant produced by Bacillus subtilis.

3. The cosmetic composition according to claim 1, wherein component (B) is surfactin or a salt thereof.

4. The cosmetic composition according to claim 1, wherein the (C) component comprises an N-acylmethyl taurate salt or a betaine-type surfactant.

5. The cosmetic composition according to claim 1, wherein the content of component (B) is 0.01 to 3% by mass relative to the total amount of the cosmetic composition.

6. The cosmetic composition according to claim 1, wherein the mixing ratio of component (B) to component (C) ((B) / (C)) is 0.01 to 20 by mass.

7. The cosmetic composition according to claim 1, wherein the pH is 7.4 or higher.

8. The cosmetic composition according to claim 1, further comprising oil.

9. The cosmetic composition according to claim 1, wherein the L value is 95 or higher.

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