JPH08183725A - Skin cosmetic - Google Patents

Abstract

PURPOSE: To obtain a skin cosmetic having excellent stability with the passage of days and sebum secretion-suppressing action. CONSTITUTION: This skin cosmetic contains (A) a salt of a carboxylic acid expressed by the formula: R<1> -(CH2 )n -COOM (R<1> is 1-8C alkyl group substituted with OH, M is an alkali metal or an amino acid, etc., n is 1-18) and (B) a 16-22C branched alcohol or a branched fatty acid, or an ester having whole carbon number of 17-50 and a melting point of <=30 deg.C of a 16-22C branched alcohol or a branched fatty acid.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION The present invention has good stability over time,
The present invention relates to a skin cosmetic having an excellent sebum secretion inhibitory action.

[0002]

2. Description of the Related Art Sebum secreted by the sebaceous glands of the skin and scalp keeps the skin soft and smooth, and supplies necessary and appropriate oil to the hair. It is necessary to maintain suppleness and beauty. In addition, sebum plays an important ratio in preventing various irritants from outside the body from being mixed in from the skin and the surface of the scalp while preventing the loss of water from the skin and the stratum corneum of the scalp.

However, when the activity of the sebaceous gland is excessively increased and sebum secretion is excessively increased, it may cause dermatitis such as acne and seborrheic skin disease, and increase dandruff and seborrhea in the scalp. May cause dermatitis and hair loss. In addition, excessive sebum is a cosmetically unfavorable condition on the skin and scalp (hair and skin become oily), microbes,
Helps the propagation of pathogenic bacteria and causes various skin problems.

Skin caused by such excess secretion of sebum
Various kinds of sebum secretion suppression for the purpose of preventing and improving troubles, etc.
Drugs are being investigated, and one of them is
Formula (a); Y¹-(CH₂)_m-COOX¹ (A) (In the formula, m represents an integer of 3 to 14, X¹Is a hydrogen atom or
Represents a metal ion, Y ¹Is dihydroxy
Indicates a substituted straight chain or branched lower alkyl group)
Of sebum secretion containing carboxylic acid represented by
Agents (JP-A-6-192032) are known.

However, this carboxylic acid (a) is
There was a problem that the solubility in water was extremely poor. Also,
Among these carboxylic acids (a), when the salts are used, the solubility is improved as compared with the acids, but the sebum secretion inhibitory effect is low.

Therefore, an object of the present invention is to provide a skin cosmetic having an excellent sebum secretion inhibitory action.

[0007]

Under the circumstances, as a result of intensive studies, the present inventors have found that if a carboxylic acid salt represented by the following general formula (1) and a specific oil agent are used in combination, The present invention has been completed by finding that a skin cosmetic having good daily stability and synergistically excellent sebum secretion inhibitory effect can be obtained.

That is, the present invention provides the following components (A) and (B): (A) General formula (1); R ^1- (CH ₂ ) _n -COOM ... (1) (wherein R ¹ represents a linear or branched alkyl group having 1 to 8 carbon atoms which is substituted with one or more hydroxyl groups, and M is an alkali metal, alkaline earth metal, ammonium, alkylamine, alkanolamine, amino acid Or a sugar amine, and n represents a number of 1 to 18), a carboxylic acid salt having a total of 6 to 20 carbon atoms, and (B) having 1 carbon atom.
It is intended to provide a skin cosmetic containing a branched alcohol or a branched fatty acid having 6 to 22 or an ester of a branched alcohol or a branched fatty acid having 16 to 22 carbon atoms with a total carbon number of 17 to 50 and a melting point of 30 ° C or lower.

The carboxylic acid salt of component (A) used in the present invention is represented by the above general formula (1). In the formula, R ¹ is, for example, hydroxymethyl group, 1-hydroxyethyl group, 2-hydroxyethyl group, 1,2-
Dihydroxyethyl group, 1-hydroxypropyl group, 1
-Hydroxybutyl group, 1-hydroxypentyl group, 1
-Hydroxyhexyl group, 1-hydroxyheptyl group,
Examples thereof include a 1-hydroxy-1-methylethyl group and the like, and particularly a linear alkyl group in which a hydroxyl group is substituted at the ω-6 position from the terminal (ω position) is preferable. Moreover, n shows the number of 1-18, but 7-10 is preferable.

The specific combination of R ¹ and n is not particularly limited as long as the total carbon number of the carboxylic acid is 6 to 20, but when n = 7, R ¹ is 1-hydroxypropyl. Group; when n = 8, R ¹ is hydroxymethyl group, 1-hydroxyethyl group or 1-hydroxy-1-
Methylethyl group; when n = 9, R ¹ is a hydroxymethyl group; when n = 10, R ¹ is preferably a hydroxymethyl group or a 1-hydroxyheptyl group, and particularly n = 8 In this case, R ¹ is a 1-hydroxyethyl group; when n = 9, R ¹ is preferably a hydroxymethyl group.

The salt of the carboxylic acid salt of component (A) is an alkali metal salt such as sodium salt or potassium salt;
Alkaline earth metal salts such as calcium salts; ammonium salts; alkylamine salts such as triethylamine salts; alkanolamine salts such as triethanolamine salts and triisopropanolamine salts; amino acid salts such as lysine salts and arginine salts; guanidine salts; glucosamine Examples thereof include sugar amines such as salts, ammonium salts, alkanolamine salts and amino acid salts are preferable, and amino acid salts are particularly preferable.
Furthermore, an arginine salt is preferable because it is excellent in safety and stability. As these carboxylic acid salts, salts prepared by a known method in advance can be used, and the corresponding carboxylic acid and base may be separately added to form a salt in the composition.

As the preferred compound as the component (A), sodium 10-hydroxyundecanoate (Sod) is preferred.
ium 10-Hydroxyundecanoat
e), sodium 11-hydroxyundecanoate (So
aluminum 11-hydroxydecanoat
e) Potassium 10-hydroxy-6-propyldecanoate (Potasium 10-Hydroxy-6-
Propyldecanoate), triisopropanolamine 9-hydroxyundecanoate (Triiso)
propanolamine 9-hydroxyyun
decanoate), 10-hydroxyundecanoic acid triethanolamine (Triethanolamine)
e 10-hydroxyundecanoate),
Arginine salt of 10-hydroxyundecanoic acid (Argi
nine 10-hydroxyundecanoat
e) Ammonium 10-hydroxyundecanoate (A
mmmonium 10-hydroxyundecan
oate), 11-hydroxyundecanoic acid triethanolamine (Triethanolamine 11-
Hydroxyundecanoate, 11-hydroxyundecanoic acid arginine salt (Arginine)
11-hydroxyundecanoate), 11
-Ammonium hydroxyundecanoate (Ammoni
um 11-hydroxyundecanoat
e), triethanolamine 12-hydroxydodecanoate (Triethanolamine 12-hydr)
For example, a commercially available product can be used as it is.

The carboxylic acid salt of component (A) may be used alone or in combination of two or more, and it is preferable to add 0.01 to 50% by weight (hereinafter, simply expressed as%) in the total composition, particularly preferably When 0.01 to 30%, and further 0.1 to 10% are blended,
It is preferable because it has a good feel and a high effect of suppressing sebum secretion.

The component (B) used in the present invention is a branched alcohol or branched fatty acid having 16 to 22 carbon atoms and a branched alcohol or branched fatty acid having 16 to 22 carbon atoms having a total carbon number of 17 to 50 and a melting point of 30 ° C. or less. Are selected from the esters of. Of these, carbon number 16-22
Examples of the branched alcohol or branched fatty acid include 2-
Hexyldecanol, 2-octyldodecanol, 2-
Examples include octyldecanol, isocetyl alcohol, 2-octyldecanoic acid, and isopalmitic acid. Examples of branched alcohols having 16 to 22 carbon atoms or branched fatty acids having 17 to 50 total carbon atoms and melting points of 30 ° C. or lower include diglyceryl-2-octyldecanoate and 2-octyldecyl-2′-octyl. Decanoate, 2-hexyldecyl-2'-octyldecanoate, 2-octyldodecyl-2'-octyldecanoate, 2-octyldodecyl lactate, 2-hexyldecyl-2'-hexyldecanoate, glyceryl -2-
Octyldecanoate, 1- (2-hexyldecanoyl) -3- (2-octyldecanoyl) glyceride, 1
Examples include-(2-octyldecanoyl) -3-myristoyl glyceride.

These components (B) can be used alone or in combination of two or more, and 0.001 to 0.001 in the total composition.
It is preferable to add 99%, especially 0.03 to 50%,
Further, if it is added in an amount of 0.03 to 20%, the feeling is good and the effect of suppressing sebum secretion is improved, which is preferable.

The mixing ratio of the component (A) and the component (B) is 20: 1 to 1:10 by weight, particularly 10: 3 to 1: 1.
It is preferable for it to be 5 because a higher effect can be obtained and the feel is also excellent.

The skin cosmetic of the present invention may further contain a polyol or a monoether of a diol,
This is preferable because a higher effect can be obtained. As such polyols and diol monoethers,
Area of Chemistry Vol. 11, No. 10, p719-72
Ratio of organic value and inorganic value described in 5 (organic / inorganic)
Is preferably 0.3 or more and has a molecular weight of 300 or less. For example, propylene glycol, dipropylene glycol, isoprene glycol, hexylene glycol, 1,3-butylene glycol, 1,3-propanediol, diethylene glycol monoethyl ether. , Diethylene glycol monobutyl ether, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether and the like. These polyols can be used alone or in combination of two or more,
It is preferable to add 0.01 to 99% of the total composition, particularly 0.01 to 30%, and further 0.1 to 20%.
It is preferable because it has a good feel and a higher sebum secretion inhibitory effect can be obtained. The blending ratio of the component (B) with the oil agent is
By weight ratio 10: 1 to 1: 1000, especially 10: 3 to 1:
It is preferably 1000.

The skin cosmetic of the present invention further comprises the component (B).
Other ingredients such as oil, water, and surfactants that are usually used in cosmetics can be added to obtain a desired formulation such as an emulsion type, a dispersion type, a two-layer type, a solubilizing type, and a gel. , Emulsion,
It can be a cream, a pack, a foundation or the like.

As the oil component, for example, the general formula (6)

[0020]

Embedded image

(Wherein ^one of Z ¹ and Z ² is R ⁵ -Y ^1- ,
The other represents a hydroxyl group or R ⁶ -Y-. R ⁴ , R ⁵ and R ⁶ represent a hydrocarbon group having a total carbon number of 13 to 40,
The hydrocarbon group may be substituted with a silicone residue. X and Y ¹ may be an glycerin derivative represented by an oxygen atom or a group —COO—) and an oil agent usually used in cosmetics. The oil agent is not particularly limited, and examples thereof include vegetable oils such as avocado oil, camellia oil, macadamia nut oil, olive oil and jojoba oil; beef tallow, lard,
Animal oils such as egg yolk fats; fatty acids such as oleic acid; alcohols such as oleyl alcohol; cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, neopentyl glycol di-2-ethylhexanoate, isopropyl myristate, tripalmitin Esters such as glycerol acid, di-paramethoxycinnamic acid-glyceryl mono-2-ethylhexanoate; dimethylpolysiloxane, dimethylcyclopolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, octa Hydrocarbons such as methylcyclopentasiloxane, decamethylcyclopentasiloxane, liquid paraffin, squalane, petrolatum, and solid paraffin are listed. When blending these oil components, it is preferable to blend 0.01 to 99.99% in the skin cosmetic, and particularly 0.1 to 99%.

Water can be used as a base together with ethanol and a water-soluble polyhydric alcohol. Examples of the water-soluble polyhydric alcohol include ethylene glycol, 1,4
-Butylene glycol, glycerin and diglycerin,
Triglycerin, polyglycerin such as tetraglycerin, glucose, maltose, maltitol, sucrose,
Examples thereof include fructose, xylitol, sorbitol, maltotriose, threitol, erythritol, and starch-decomposing sugar reducing alcohol, and these can be used alone or in combination. When these water, ethanol, and water-soluble polyhydric alcohol are blended, the blending amount in the skin cosmetic can be appropriately set according to the dosage form, but the total amount thereof is usually 0.01 to 75%. It is preferable to mix such that the amount is 0.1 to 25%.

When the skin cosmetic of the present invention is emulsified or solubilized, it is preferable to add a surfactant. Examples of the surfactant include polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil alkyl sulfate ester, polyoxyethylene alkyl sulfate ester, and fatty acid. Examples thereof include alkali metal salts, sorbitan fatty acid esters, glycerin fatty acid esters, and alkyl glyceryl ethers, and these can be used alone or in combination. When these surfactants are blended, 0.01 to 50% in skin cosmetics
It is preferable to mix it, especially 0.1 to 30% is preferable.

The skin cosmetic of the present invention may further contain silicones as an oil or a surfactant.
The silicones are not particularly limited as long as they are usually blended in cosmetics, and include, for example, octamethylpolysiloxane, tetradecamethylpolysiloxane, methylpolysiloxane, highly polymerized methylpolysiloxane, methylphenylpolysiloxane. In addition to siloxane, octamethylcyclotetrasiloxane, methyl polycyclosiloxane such as decamethylcyclopentasiloxane, trimethylsiloxysilicic acid, and further modified polyether modified silicone, polyether alkyl modified silicone, alkyl glyceryl ether modified silicone, etc. Silicone etc. can be mentioned. When blending these silicones, the blending amount in the skin cosmetic is such that dimethylpolysiloxane or the like is used as an oil component, polyether modified silicone or the like, or as a surfactant. Alternatively, the total amount with the surfactant may be adjusted so as to be the above amount.

The skin cosmetic of the present invention may be further blended with a powder to obtain a make-up cosmetic such as a foundation. Examples of the powder include mica, talc, sericite, kaolin, nylon powder, extender pigments such as polymethylsilsesquioxane, inorganic pigments such as pearl, red 202, red 226, yellow 4, organic such as aluminum lake. Pigment, titanium oxide, zirconium oxide,
Inorganic powders such as iron oxide for protection against ultraviolet rays can be mentioned. These powders are treated with silicone such as methylhydrogenmethylpolysiloxane, trimethylsiloxysilicic acid and methylpolysiloxane, fluorine treatment with perfluoroalkyl phosphate ester, perfluoroalcohol and the like, amino acid treatment with N-acylglutamic acid and the like, Those treated with lecithin, metal soap, fatty acid, alkyl phosphate, etc. can also be used. When these powders are blended, the blending amount in the skin cosmetic can be appropriately set according to the dosage form, but it is usually preferable to blend 0.1 to 50%, and especially 1 to 30%. Preferably.

Further, the skin cosmetic of the present invention may contain various components usually contained in cosmetics, quasi-drugs, pharmaceuticals, etc. within a range not impairing the object of the present invention. Examples of such components include inorganic salts such as magnesium sulfate, potassium sulfate, sodium sulfate, magnesium chloride, sodium chloride; polyvinyl alcohol, carboxyvinyl polymer, carboxymethyl cellulose, gelatin, tragacanth gum, xanthan gum,
Viscosity modifiers such as hyaluronic acid, tuberose polysaccharide, agarose and sodium alginate; antiseptics such as parabens, ultraviolet absorbers, dyes, medicinal ingredients, and fragrances.

[0027]

EFFECT OF THE INVENTION The skin cosmetic of the present invention has good stability over time and has synergistically excellent sebum secretion inhibitory action.

[0028]

EXAMPLES Next, the present invention will be further described with reference to examples, but the present invention is not limited to these examples.

Example 1 Skin cosmetics (gels) having the compositions shown in Tables 1 to 3 were produced by a conventional method, and the sebum secretion inhibitory effect was evaluated. The results are shown in Table 1
3 shows.

(Evaluation method) Male hamsters aged 5 to 6 weeks were divided into 6 groups, and the gels of the products 1 to 21 of the invention or the comparative products 1 to 6 were placed on the right auricle of each animal. The gel of Comparative product 7 was applied to the left auricle of the same hamster once a day. 1
After application 5 times a week for 2 weeks, the auricle of the hamster was excised, and the skin tissue containing sebaceous glands with a diameter of 3 mm was taken out from the center of the left and right auricle. The sebum secretion inhibitory rate was determined according to the method of Hall et al. (See Arch Dermalol Res. 275: 1-7.1983). That is, the skin tissue (diameter 3 mm) containing the sebaceous glands of the auricle of a male hamster was treated with Kreb containing radioactive sodium acetate.
After culturing in es-Ringer phosphate buffer for 3 hours, the obtained tissue is hydrolyzed and extracted with hexane, and the amount of radiolabeled lipid in the hexane fraction is measured by a liquid scintillation counter to measure the sebaceous glands. The amount of synthetic sebum was calculated, and the sebum secretion inhibitory rate was calculated by the following formula.

[0031]

[Equation 1]

For each cosmetic, the sebum secretion inhibitory rate was calculated from the average value of 6 animals and evaluated according to the following criteria. A: Sebum secretion suppression rate is 40% or more. Δ: Sebum secretion suppression rate is 20 to 40%. X: Sebum secretion suppression rate is less than 20%.

[0033]

[Table 1]

[0034]

[Table 2]

[0035]

[Table 3]

The skin cosmetic of the present invention was excellent in the sebum secretion inhibitory effect. Further, all of the products of the present invention had good stability over time.

Example 2 (Gel cosmetic) A gel cosmetic having the following composition was produced by a conventional method.
The obtained gel cosmetic had good stability over time and was excellent in sebum secretion inhibitory action.

[0038]

[Table 4] (Components) (%) 10-Hydroxyundecanoic acid 1.0 Arginine * Neutralization amount 2-Octyldecanol 2.0 Polyethylene glycol 1000 1.0 Dipropylene glycol 1.5 Hydroxyethyl cellulose 0.5 Methyl poly Siloxane-methyl (polyoxyethylene) siloxane copolymer (SH3771C, Toray Dow Corning Silicone Co., Ltd.) 0.5 Methyl polysiloxane (SH244, Toray Dow Corning Silicone Co., Ltd.) 1.0 Sodium lauryl ether phosphate 0.5 Polyoxyethylene (20) Isocetyl 0.3 Octyl glucoside 0.1 Nylon powder 0.2 l-Menthol 0.1 Ethanol 5.0 Preservative proper amount Perfume proper amount Purified water balance

Example 3 (Lotion) A lotion having the composition shown below was produced by a conventional method. The obtained lotion had good stability over time and an excellent sebum secretion inhibitory action.

[0040]

[Table 5] (Component) (%) 11-Hydroxyundecanoic acid 0.2 10-Hydroxy-6-propyldecanoic acid 0.2 KOH * 1/2 Neutralization amount Triisopropanolamine * 1/2 Neutralization amount 2- Hexyldecanol 1.0 2-octyldodecanol 0.6 1- (2-octyldecanoyl) -3-myristoyl glyceride 0.5 Polyoxyethylene (40) hydrogenated castor oil 2.0 Polyoxyethylene (4) sodium cetylphosphate 0 3 Polyoxyethylene (10) methyl glucoside 2.0 Trimethylglycine 0.1 Ethanol 5.0 Urea 0.2 ε-Aminocaproic acid 0.1 Hydrolyzed collagen 0.1 Preservatives appropriate amount Perfume appropriate amount Purified water balance

Example 4 (Emulsion) An emulsion having the composition shown below was produced by a conventional method. The obtained emulsion had good stability over time and an excellent sebum secretion inhibitory effect.

[0042]

Table 6 (Component) (%) 12-Hydroxydodecanoic acid 2.5 9,11-Dihydroxyundecanoic acid 0.5 Arginine * Neutralization amount 1- (2-hexyldecanoyl) -3- (2-octyldecanoyl) ) Glyceride 1.0 Glyceryl palmitate 0.2 Octyldodecyl lactate 1.0 Methylpolysiloxane / methyl (polyoxyethylene) siloxane copolymer (SH3773C), manufactured by Toray Dow Corning Silicone Co., Ltd. 0.5 Methylpolysiloxane Methyl (polyoxyethylene) siloxane copolymer (SH3775C, Toray Dow Corning Silicone Co., Ltd.) 0.5 Methyl polysiloxane (KF96A (50cs), Shin-Etsu Chemical Co., Ltd.) 5.0 Polyoxyethylene (40) Hydrogenated castor oil 0.5 succinic acid 0.5 disodium hydrogen phosphate 0.3 distearyl phosphate Siumu 0.2 Lauric acid 0.5 Stearic acid 0.5 1,3-butylene glycol 3.0 dextrin palmitate 0.2 Preservative qs Perfume qs Purified water Balance

Example 5 (Lotion) A lotion having the composition shown below was produced by a conventional method. The obtained lotion had good stability over time and an excellent sebum secretion inhibitory action.

[0044]

Table 7 (Components) (%) 8-Hydroxyundecanoic acid 1.0 10-Hydroxyundecanoic acid 0.2 Diisopropanolamine * Neutralization amount Isostearyl alcohol 0.3 Isocetyl isostearate 0.1 2-Octyldodecanol 0.6 polyoxyethylene (20) monocetyl sorbitan 0.1 polyoxyethylene (60) hydrogenated castor oil 1.2 sodium lauryl ether phosphate 0.1 polyoxyethylene (10) methyl glucoside 5.0 EDTA 0.05 ethanol 5.0 Sodium alginate 0.01 Preservative Suitable amount Perfume Suitable amount Purified water Balance

Claims (6)

[Claims] 1. The following components (A) and (B): (A) General formula (1); R ^1- (CH ₂ ) _n -COOM ... (1) (wherein R ¹ is 1 Or a linear or branched alkyl group having 1 to 8 carbon atoms substituted with two or more hydroxyl groups, and M is an alkali metal, alkaline earth metal, ammonium, alkylamine, alkanolamine, amino acid or sugar amine. Where n represents a number of 1 to 18), a salt of a carboxylic acid having 6 to 20 carbon atoms in total, (B) a branched alcohol or branched fatty acid having 16 to 22 carbon atoms, or a branched chain having 16 to 22 carbon atoms. A skin cosmetic containing an ester of alcohol or branched fatty acid having a total carbon number of 17 to 50 and a melting point of 30 ° C. or lower. 2. The ester of component (B) is diglyceryl-2-octyldecanoate, 2-octyldecyl-.
2'-octyldecanoate, 2-hexyldecyl-
2'-octyldecanoate, 2-octyldodecyl-
2'-octyldecanoate, 2-octyldodecyl lactate, 2-hexyldecyl-2'-hexyldecanoate, glyceryl-2-octyldecanoate, 1-
The skin cosmetic according to claim 1, which is (2-hexyldecanoyl) -3- (2-octyldecanoyl) glyceride or 1- (2-octyldecanoyl) -3-myristoylglyceride. 3. The skin cosmetic according to claim 1, which contains 0.01 to 50% by weight of the component (A) and 0.001 to 99% by weight of the component (B). 4. The skin cosmetic according to claim 1, wherein the carboxylic acid salt of component (A) is an arginine salt. 5. The skin cosmetic according to claim 1, further comprising (C) a polyol or a monoether of a diol. 6. The (C) polyol or diol monoether is propylene glycol, dipropylene glycol, isoprene glycol, hexylene glycol, 1,3-butylene glycol, 1,3-propanediol, diethylene glycol monoethyl ether, The skin cosmetic according to claim 5, which is diethylene glycol monobutyl ether, ethylene glycol monobutyl ether or ethylene glycol monoethyl ether.