Cosmetics

A cosmetic composition with phenylethyl resorcinol, organic acids, and vitamin C balances whitening efficacy with reduced irritation, enhancing skin texture and moisturization.

JP7888606B2Active Publication Date: 2026-07-13SHISEIDO CO LTD
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Patent Information

Application Number
JP2023563639
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2021-11-29
Filing Date
2022-11-16
Publication Date
2026-07-13
Estimated Expiration
2042-11-16

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Abstract

The present invention provides a cosmetic that achieves a strong whitening effect with little sensation of irritation. A cosmetic according to the present invention contains phenylethyl resorcinol and an organic acid represented by formula (I) (in formula (I), n is an integer of 2-5) or a salt thereof. The cosmetic may further contain vitamin C, as necessary.
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Description

Technical Field

[0001] The present invention relates to a cosmetic that can obtain a sufficient whitening effect while suppressing a stimulating sensation.

Background Art

[0002] Skin spots, freckles, and other pigmentations are caused by the generation of melanin in epidermal pigment cells due to abnormalities in hormones or stimulation by ultraviolet rays, and the deposition of the melanin on the skin. In order to prevent such pigmentation, it is known to use substances that suppress melanin production, such as resorcinol derivatives, ascorbic acid derivatives, placenta extracts, and the like. Among such substances, resorcinol derivatives, particularly phenyl ethyl resorcinol, are useful as whitening agents because they give excellent effects. However, phenyl ethyl resorcinol has a stimulating sensation on the skin when applied to the skin, and when formulating phenyl ethyl resorcinol in a cosmetic, it is necessary to keep the formulation amount at a relatively low concentration so that the stimulation does not become strong. As a result, the improvement of the whitening effect has also been limited.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

[0004] In order to solve the above problems, even when formulating phenyl ethyl resorcinol in a cosmetic, the development of a technology capable of suppressing the stimulating sensation on the skin has been desired.

[0005] According to the present invention, the following inventions are provided. [1] (A) Phenyl ethyl resorcinol, and (B) The following general formula (I):

Chemical formula

[0006] According to the present invention, a cosmetic composition is provided that contains a high amount of phenylethyl resorcinol, which has a high whitening effect and suppresses skin irritation. Specific description of the invention

[0007] The embodiments of the present invention will be described in detail below.

[0008] The cosmetic composition according to the present invention contains (A) phenylethyl resorcinol and (B) a specific organic acid as essential components.

[0009] [Phenylethyl Resorcinol] The cosmetic composition according to the present invention contains phenylethyl resorcinol. Phenylate resorcinol is used in the fields of cosmetics, pharmaceuticals, quasi-drugs, etc., and can be arbitrarily selected from among them in the present invention.

[0010] Phenylethyl resorcinol has several isomers, including 4-(1-phenylethyl)resorcinol, 4-(2-phenylethyl)resorcinol, and 3-(1-phenylethyl)resorcinol. The cosmetic composition according to the present invention can use any of these isomers, but 4-(1-phenylethyl)resorcinol is preferred because it is readily available and provides high efficacy.

[0011] The amount of phenylethyl resorcinol included is not particularly limited as long as it is an effective amount for the component to exert its effect, but it is usually preferably 0.01 to 1% by mass, and more preferably 0.05 to 0.7% by mass, based on the total mass of the cosmetic. In the present invention, by using a specific organic acid described later in combination, the content of phenylethyl resorcinol can be set within this range, and a sufficient whitening effect can be obtained while suppressing irritation.

[0012] [Organic acids or their salts] The cosmetic composition according to the present invention contains a specific organic acid or a salt thereof. This organic acid is represented by the following general formula (I). [ka] (In equation (I), n represents an integer between 2 and 5.) This organic acid is classified into four types based on the number of n: 1-piperidinepropionic acid (n=2), 4-(1-piperidinyl)butanoic acid (n=3), 5-(1-piperidinyl)pentanoic acid (n=4), and 6-(1-piperidinyl)hexanoic acid (n=5). Of these, 1-piperidinepropionic acid is particularly preferred because it not only suppresses irritation caused by phenylethyl resorcinol, but also improves skin texture to make it less prone to roughness, and has an effect of suppressing pigmentation.

[0013] Furthermore, while not particularly limited, examples of inorganic salts include hydrochloride, sulfate, phosphate, hydrobromide, sodium, potassium, magnesium, calcium, and ammonium salts. Examples of organic salts include acetate, lactate, maleate, fumarate, tartrate, citrate, methanesulfonate, p-toluenesulfonate, triethanolamine, diethanolamine, and amino acid salts.

[0014] The amount of organic acid or its salt is not particularly limited, but it is preferably 0.005 to 5% by mass, and more preferably 0.01 to 4% by mass, based on the total mass of the cosmetic. By having the amount of organic acid or its salt within this range, it is possible to suppress irritation, and to create a cosmetic with excellent moisturizing properties, less stickiness, and a superior feel.

[0015] Furthermore, in the present invention, in order to maintain an optimal balance between the whitening effect of phenylethyl resorcinol and the irritation-suppressing effect of organic acids or their salts, the mass ratio (a / b) of the amount of phenylethyl resorcinol (a) to the amount of organic acid or its salt (b) is preferably 0.025 to 10, and more preferably 0.1 to 5.

[0016] [Other ingredients] The cosmetic composition according to the present invention contains the above-mentioned phenylethyl resorcinol and an organic acid or a salt thereof as essential components, but may contain other components as needed.

[0017] Among such components, vitamin C or its derivatives can be cited as components that are preferably formulated in the cosmetics according to the present invention. Vitamin C is known as a nutrient and corresponds to L-ascorbic acid as a compound. In cosmetics, vitamin C or its derivatives are generally used. Although vitamin C or its derivatives are known to exhibit effects such as whitening effects, in the present invention, they exhibit an effect of supplementing the irritation-suppressing effect by the above-mentioned organic acid or its salt.

[0018] Although vitamin C is water-soluble, as its derivatives, water-soluble, oil-soluble, and amphiphilic ones are known, but water-soluble ones are preferably used. Specifically, 2-O-ethylascorbic acid, 3-O-ethylascorbic acid, sodium ascorbyl phosphate, magnesium ascorbyl phosphate, ascorbyl glucoside, glyceryl ascorbic acid, 3-glyceryl ascorbic acid, bisglyceryl ascorbic acid, and L-ascorbyl palmitate can be cited.

[0019] The blending amount of vitamin C or its derivatives is not particularly limited, but based on the total mass of the cosmetic, it is preferably 0.005 to 1% by mass, and more preferably 0.008 to 0.2% by mass. By having the blending amount of vitamin C or its derivatives within this range, a cosmetic excellent in whitening effect, having little irritation, and excellent in usability can be obtained.

[0020] Also, in the present invention, in order to optimally maintain the balance between the whitening effect and the irritation-suppressing effect, the mass ratio (c / b) of the blending amount (c) of the vitamin C or its derivatives to the blending amount (b) of the organic acid or its salt is preferably 1 / 300 to 1, and more preferably 1 / 200 to 1 / 3.

[0021] The cosmetic product according to the present invention may also contain, as needed, other ingredients commonly used in cosmetics and pharmaceuticals, such as water, oil, surfactants, powders, colorants, alcohols, thickeners, chelating agents, silicones, antioxidants, UV absorbers, moisturizers, fragrances, various medicinal ingredients, preservatives, pH adjusters, neutralizing agents, etc.

[0022] The cosmetic composition according to the present invention preferably contains a large amount of water, especially in the form of a serum or emulsion having a whitening effect. As the water, water used in cosmetics, quasi-drugs, etc., can be used, for example, purified water, ion-exchanged water, tap water, etc. The amount of water to be added will vary depending on the amount of other ingredients, but generally it is preferably 20 to 80% by mass, and more preferably 30 to 70% by mass, based on the total mass of the cosmetic composition.

[0023] The cosmetic composition according to the present invention may contain polyhydric alcohols. Such polyhydric alcohols can be arbitrarily selected as long as they do not impair the effects of the present invention. Specifically, the polyhydric alcohol is preferably one or more selected from the group consisting of glycerin, diglycerin, polyglycerin, 1,3-butylene glycol, ethylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, sorbitan, glucose, sorbitol, maltitol, sucrose, raffinose, hexylene glycol, 1,2-pentanediol, and trehalose.

[0024] Polyhydric alcohols provide moisturizing and warming properties, and their concentration is adjusted according to the intended purpose. Generally, the amount of polyhydric alcohol is preferably 1 to 30% by mass, and more preferably 5 to 20% by mass, based on the total mass of the cosmetic product.

[0025] In this invention, the cosmetic composition according to the present invention may contain a higher alcohol. The higher alcohol is not particularly limited as long as it can be used in the fields of cosmetics, pharmaceuticals, quasi-drugs, etc. Specifically, examples include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, etc. Furthermore, mixtures of these, such as cetearyl alcohol (cetostearyl alcohol), which is a mixture of stearyl alcohol and cetyl alcohol, are generally known and can also be used.

[0026] When incorporating higher alcohols, one or more of the above types can be used. In the present invention, it is preferable to use a mixture of two or more aliphatic alcohols, and more preferably a combination such that the melting point of the mixture is 60°C or higher. If the melting point is below 60°C, the temperature stability of the system may decrease depending on the formulation. In the present invention, for example, a combination of stearyl alcohol and behenyl alcohol is preferred.

[0027] The amount of higher alcohol added is preferably 0.1 to 10% by mass, and more preferably 0.5 to 5% by mass, relative to the total mass of the cosmetic.

[0028] The cosmetic composition according to the present invention may contain a surfactant. Various types of surfactants are known, including nonionic, cationic, anionic, amphoteric, and silicone-based surfactants, and any of these can be arbitrarily selected and used. The amount of surfactant blended is preferably 0.1 to 20% by mass, and more preferably 0.3 to 5% by mass, based on the total amount of the oil-in-water emulsion cosmetic composition.

[0029] The cosmetic composition according to the present invention may contain any oil depending on the purpose. The oils that can be used in the present invention are not particularly limited and can be selected from those used in cosmetics as long as stability is not compromised. Preferred oils include hydrocarbon oils, polar oils such as ester oils, silicone oils, and liquid oils.

[0030] in particular, Examples of hydrocarbon oils include liquid paraffin, squalane, squalene, paraffin, isoparaffin, ceresin, isohexadecane, and isododecane; Examples of polar oils such as ester oils include pentaerythrityl tetraethylhexanoate, cetyl ethylhexanoate, jojoba oil, phytosteryl / octyldodecyl lauroyl glutamate, triisostearin, glyceryl diisostearate, triethylhexanoin, phytosteryl / behenyl dimer dilinoleate, phytosteryl / isostearyl / cetyl / stearyl / isostearyl / cetyl / stearyl / behenyl dimer dilinoleate, isopropyl palmitate, phytosteryl macadamia nut fatty acid, pentaerythrityl tetra(behenate / benzoate / ethylhexanoate), ethylhexyl palmitate, myristyl myristate, isopropyl myristate, tripropylene glycol dipivalate, diisopropyl sebacate, and isodecyl neopentanoate; Examples of silicone oils include linear silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane; cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane; silicone resins forming a three-dimensional network structure; and silicone rubber; and Examples of liquid oils include linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, rapeseed oil, soybean oil, peanut oil, triglycerin, glyceryl trioctanoate, and glyceryl triisopalmitate. These are examples. Furthermore, when these oils are included, it is preferable that the cosmetic volume be that of an oil-in-water type.

[0031] The amount of oil is not particularly limited, but it is preferably 5 to 40% by mass relative to the total amount of the oil-in-water emulsion cosmetic.

[0032] The cosmetic composition according to the present invention may contain further ingredients depending on the purpose. Examples of such ingredients include amino acids, bactericides, anti-inflammatory agents, astringents, plant and animal extracts, vitamins other than vitamin C and their derivatives, chelating agents, pigments, antioxidants, preservatives, and fragrances.

[0033] [Cosmetics] The cosmetic composition according to the present invention contains the essential components described above, but can be used in all dosage forms that general cosmetics can take. For example, it can be specifically in the form of a serum, emulsion, lotion, cream, aerosol, etc. Regardless of the dosage form, it is possible to create a cosmetic composition that achieves a whitening effect while possessing minimal irritation and excellent usability. [Examples]

[0034] [Examples 1-11, Comparative Examples 1 and 2] Cosmetic compositions for each example and comparative example were prepared using the formulations shown in Table 1.

[0035] Furthermore, these cosmetics were evaluated for irritation and moisturizing effect during use according to the following criteria.

[0036] [Evaluation Method] A practical use test was conducted using each example cosmetic product by a panel of 20 experts. The test items were non-irritation and moisturizing effect. Each expert panel member evaluated each test item based on the following scoring criteria, and the products were ranked based on the sum of their scores.

[0037] Evaluation criteria (irritation, moisturizing effect): 5 points: Excellent. 4 points: Excellent. 3 points: Average. 2 points: Inferior. 1 point: Very poor.

[0038] Stimulation level rating A+: Total score of 90 points or higher A: Total score of 80 points or higher B: Total score between 60 and 80 points C: Total score between 40 and 60 points D: Total score less than 40 points

[0039] Moisture level rating A: Total score of 80 points or higher B: Total score between 60 and 80 points C: Total score between 40 and 60 points D: Total score less than 40 points

[0040] [Table 1]

[0041] The results from Comparative Example 1 show that the inclusion of phenylethyl resorcinol tends to significantly degrade irritation and moisturizing properties. However, in the Examples, even when the amount of phenylethyl resorcinol was increased to about five times that of Comparative Example 1, the results were improved to a level comparable to Comparative Example 2, which does not contain phenylethyl resorcinol. On the other hand, while Comparative Example 2 is less irritating because it does not contain phenylethyl resorcinol, it is clear that it does not achieve the whitening effect, which is one of the objectives of the present invention. From these results, it was found that the cosmetic composition according to the present invention can incorporate phenylethyl resorcinol at a high concentration, thereby achieving an excellent whitening effect while also providing less irritation and excellent moisturizing properties.

Claims

1. (A) Phenylethyl resorcinol, (B) General formula (I) below: 【Chemistry 1】 (In equation (I), n represents an integer between 2 and 5.) Organic acids represented by or their salts, and (C) Vitamin C or its derivatives A cosmetic product containing, The amount of phenylethyl resorcinol blended is 0.05 to 0.7% by mass, based on the total mass of the cosmetic composition. The amount of the organic acid or its salt blended is 0.01 to 4% by mass, based on the total mass of the cosmetic composition. A cosmetic in which the amount of vitamin C or its derivative is 0.008 to 0.2% by mass based on the total mass of the cosmetic.

2. The cosmetic composition according to claim 1, wherein the mass ratio of the amount of phenylethyl resorcinol to the amount of the organic acid or its salt is 0.025 to 10.

3. The cosmetic composition according to claim 1 or 2, wherein the organic acid is 1-piperidinepropionic acid.

4. The cosmetic composition according to claim 1 or 2, wherein the mass ratio of the amount of vitamin C or its derivative to the amount of the organic acid is 1 / 300 to 1.

Citation Information

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