JPH11152212A - Scalp care agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a scalp care agent containing an amide compound capable of imparting freshness and flexibility to the scalp, excellent in humectant effects and touch and having high safety. SOLUTION: This scalp care agent is obtained by including an amide compound having 0-50 deg.C melting point, preferably a compound selected from amide derivatives represented by formula I (R<1> and R<2> are each a 1-40C hydrocarbon; R<3> is a 1-6C alkylene or a single bond; R<4> is H, a 1-12C alkoxy or 2,3- dihydroxypropyloxy), formula II (R<3a> is a 3-6C alkylene; R<4a> is a 1-12C alkoxy) and formula III (R<4b> is H, a 1-12C alkoxy or 2, 3-epoxypropyloxy) in an amount of preferably 0.1-5 wt.%. The scalp care agent preferably further contains 0.001-30 wt.% of one or more ingredients selected from a blood circulation accelerator, an antimicrobial agent, an antiinflammatory agent, a humectant, a keratolytic agent and the like. Furthermore, one or more selected from a nonionic surfactant, a cationic surfactant and the like are preferably contained therein.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a scalp care agent which imparts freshness and flexibility to the scalp, has an excellent moisturizing effect and feel, and is highly safe.

[0002]

2. Description of the Related Art Conventionally, cosmetics or medicinal cosmetics intended for scalp care have been formulated with synthetic drugs or natural product extracts having various effects such as softening, moisturizing and anti-inflammatory effects. I have. However, in all of these, a small amount of addition does not provide a sufficient effect, while a large amount of addition may give an unpleasant irritation to the indication site, or may cause dermatitis when used continuously. It has the disadvantage that it may occur. In addition, there is also a problem of giving an unpleasant feeling such as stickiness when used in large quantities.

[0003] Furthermore, the scalp sensation and hardening sensation, which are often observed in people with scalp lumps and male pattern baldness, are not enough for the scalp with moisturizing agents and the like incorporated in conventional scalp care agents. I couldn't give it a touch or flexibility.

[0004]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a scalp care agent which imparts freshness and flexibility to the scalp, has an excellent moisturizing effect and feel, and is highly safe. .

[0005]

Under such circumstances, the present inventors have conducted intensive studies. As a result, when a specific amide compound is used, the amide compound penetrates from the scalp, and the scalp is made to be originally fresh and flexible. Sexual state,
The present inventors have found that a scalp care agent excellent in moisturizing effect and feel and high in safety can be obtained, and completed the present invention.

That is, the present invention provides a scalp care agent containing an amide compound having a melting point of 0 to 50 ° C.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The amide compound used in the present invention has a melting point of 0 to 50 ° C. in order to be stably incorporated into the composition.
However, those having a temperature of 10 to 40 ° C. are particularly preferred.
Here, the melting point is based on JIS-K7121-1987-.
Extrapolating melting point onset temperature measured according to 9-9.1 (2).

Examples of such an amide compound include higher fatty acid amides such as isostearic acid amide, isopalmitic acid amide, and isomyristic acid amide, and the following general formulas (1) to (3):

[0009]

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(Wherein R ¹ and R ² are the same or different and each represent a hydrocarbon group which may be hydroxylated and has 1 to 40 carbon atoms, and R ³ is a linear or branched chain having 1 to 6 carbon atoms) Represents an alkylene group or a single bond, R ⁴ is a hydrogen atom,
It represents a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-dihydroxypropyloxy group. However, when R ³ is a single bond, R ⁴ is a hydrogen atom. )

[0011]

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(Wherein, R ¹ and R ² have the same meanings as above, R ^3a represents a linear or branched alkylene group having 3 to 6 carbon atoms, and R ^4a represents a straight-chain or alkylene group having 1 to 12 carbon atoms. A chain or branched chain alkoxy group is shown.)

[0013]

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(Wherein R ¹ , R ² and R ³ have the same meanings as described above, and R ^4b is a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or 2,3-epoxypropyl Represents an oxy group, provided that when R ³ is a single bond, R ^4b
Is a hydrogen atom. ) And the like.

Among these, in the amide derivative (1), R ¹ and R ² are the same or different and each may be a straight-chain or branched-chain saturated or unsaturated hydrocarbon group having 1 to 40 carbon atoms, which may be hydroxylated. Represents a group. As R ¹ and R ² , methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, heneicosyl, docosyl, Nonacosyl, triacontyl, isostearyl, isoheptadecyl, 2
-Ethylhexyl, 1-ethylheptyl, 8-heptadecyl, 8-heptadecenyl, 8,11-heptadecadienyl, 2-heptylundecyl, 9-octadecenyl,
1-hydroxynonyl, 1-hydroxypentadecyl,
2-hydroxypentadecyl, 15-hydroxypentadecyl, 11-hydroxyheptadecyl, 11-hydroxy-8-heptadecenyl and the like.

R ¹ is preferably a linear or branched alkyl or alkenyl group having 8 to 26 carbon atoms, such as octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl, triacontyl, isostearyl, 2-ethylhexyl, 2-heptylundecyl and 9-octadecenyl and the like. Particularly preferred hydrocarbon groups for R ¹ are linear or branched alkyl groups having 12 to 22 carbon atoms, such as dodecyl, tetradecyl, hexadecyl, octadecyl, docosyl and methyl-branched isostearyl groups.

R ² is preferably a straight-chain or branched-chain alkyl or alkenyl group having 9 to 25 carbon atoms, such as nonyl, undecyl, tridecyl, pentadecyl, heptadecyl, heneicosyl, nonacosyl, isoheptadecyl, 1-ethylheptyl, 8- Heptadecyl, 8-heptadecenyl, 8,11-heptadecadienyl, 1-hydroxynonyl, 1-hydroxypentadecyl, 2-hydroxypentadecyl, 15-hydroxypentadecyl,
11-hydroxyheptadecyl and 11-hydroxy-
8-heptadecenyl and the like. Particularly preferred hydrocarbon groups for R ² are linear or branched alkyl groups having 11 to 21 carbon atoms, such as undecyl, tridecyl,
Pentadecyl, heptadecyl, heneicosyl and methyl-branched isoheptadecyl groups.

R^ThreeIs a straight or branched chain having 1 to 6 carbon atoms
Represents an alkylene group or a single bond, as an alkylene group
Is, for example, methylene, ethylene, trimethylene, tetrame
Tylene, pentamethylene, hexamethylene, 1-methyl
Ethylene, 1-methyltrimethylene, 2-methyltrime
Tylene, 1,1-dimethylethylene, 1-ethylethylene
, 1-methyltetramethylene, 2-ethyltrimethyle
And the like. R ^ThreeIs a straight-chain having 1 to 6 carbon atoms
Alkylene groups are preferred, of which methylene, ethylene
And trimethylene are particularly preferred.

R ⁴ represents a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-dihydroxypropyloxy group, such as methoxy, ethoxy, propoxy, butoxy, hexyloxy; Octyloxy, decyloxy, 1-methylethoxy and 2-ethylhexyloxy.
R ⁴ is preferably a hydrogen atom, an alkoxy group having 1 to 8 carbon atoms and a 2,3-dihydroxypropyloxy group,
Of these, hydrogen atom, methoxy, ethoxy, propoxy,
Butoxy, 1-methylethoxy, 2-ethylhexyloxy and 2,3-dihydroxypropyloxy groups are particularly preferred.

As the amide derivative (1), a compound in which R ¹ , R ² , R ³ and R ⁴ in the general formula are each a group in the above particularly preferred range is particularly preferred.

In the amide derivative (2), R ¹
And R ² have the same meaning as described above, and the same group is preferable. Examples of R ^3a include groups obtained by removing methylene and ethylene from the alkylene groups exemplified for R ³ in the amide derivative (1). R ^3a is preferably a straight-chain alkylene group having 3 to 6 carbon atoms, and among them, trimethylene is particularly preferable. The alkoxy group of R ^4a, include the same groups as R ⁴ in the amide derivative (1), the same groups are preferred.

In the amide derivative (3),
R ¹ , R ² and R ³ have the same meaning as described above, and R ^4b represents a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-epoxypropyloxy group. Specific examples of R ¹ , R ² and R ³ include the same groups as in the amide derivative (1), and the same groups are preferable.
Examples of the linear or branched alkoxy group having 1 to 12 carbon atoms for R ^4b include the same groups as R ⁴ of the amide derivative (1), and include a hydrogen atom, an alkoxy group similar to R ⁴ , and 2,3. -An epoxypropyloxy group is preferred.

Among these amide derivatives (1) to (3), N-substituted amide compounds having a total carbon number of 30 or more are preferable, and particularly those represented by the general formula (1) are preferable.

The amide derivative (1) is, for example, WO96 /
37462, and the obtained amide derivative (1) can be purified by a known method. In the present invention, the effect and performance of a purified product obtained by purifying the amide derivative (1) to a purity of 100% or a mixture having a purity of 70 to 100% containing an intermediate or a reaction by-product without purification is not particularly required. Excellent and safe to use. In addition, amide derivatives (1)
Includes solvates represented by hydrates.

Examples of the amide derivative (1) obtained by the above method include the following.

[0026]

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[0027]

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[0028]

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Further, it is more preferable that the amide compound in the present invention can retain bound water of 1% by weight or more, particularly 5% by weight or more. Here, the content of bound water is calculated by adding water to a sample at room temperature, measuring the maximum amount of water that can maintain a homogeneous phase, and calculating the amount of bound water, and then calculating the percentage of the total weight of bound water relative to the total weight of the sample. And can be obtained according to the following equation.

[0030]

(Equation 1)

These amide compounds can be used alone or in combination of two or more.
It is preferable to mix 30% by weight, particularly 0.05 to 10%.
%, More preferably 0.1 to 5% by weight, because it has no stickiness, is excellent in feel, and can impart sufficient freshness and flexibility to the scalp.

The scalp care agent of the present invention further comprises (a) a component selected from the group consisting of a blood circulation promoter, an antibacterial agent, an anti-inflammatory agent, a humectant, a keratolytic agent, an antiseborrheic agent, a local stimulant and an antioxidant. May be used alone or in combination of two or more. Among these, blood circulation promoters include, for example, nicotinamide, benzyl nicotinate, dl-α-tocopherol nicotinate, acetylcholine, assembly extract, carrot extract, ginkgo extract, carpronium chloride, diphenhydramine hydrochloride, γ-oryzanol, circretin,
Vitamin E and its derivatives, nicorandil, pinacidil, phthalides, kina extract, spruce extract, minoxidil, tamasuki-ku-rafuji, cepharanthin, pentadecane glyceride, ethyl pantothenate, ethyl carrot, aloe and the like. Among these, nicotinamide, benzyl nicotinate, assembly extract, carrot extract, vitamin E and its derivatives, carpronium chloride, minoxidil, cepharanthin, and pentadecane glyceride are particularly preferred.

Examples of the antibacterial agent include isopropylmethylphenol, benzalkonium chloride, octopirox, photosensitive dye 101, photosensitive dye 201, chlorhexidine, salicylic acid, zinc pyrithione, potassium sorbate, hinokitiol, and phenol. Of these, isopropylmethylphenol, benzalkonium chloride, octopirox, zinc pyrithione, and hinokitiol are particularly preferred.

Examples of anti-inflammatory agents include licorice extract, glycyrrhizic acid and its derivatives, glycyrrhetinic acid and its derivatives, fat-soluble glycyrrhetinic acids, antihistamines such as azulene, guaiazulene, diphenhydramine, hydrocortisone acetate, prednisolone, ougon extract, chamomile extract, Kumazasa extract, birch extract, mallow extract, peach leaf extract, Achillea millefolium extract, fennel extract, loquat leaf extract, bollige extract and the like. Among them, licorice extract, glycyrrhizic acid and its derivatives, glycyrrhetinic acid and its derivatives, azulene, guaiazulene, agonium extract, chamomile extract, kumazasa extract, birch extract, mallow extract, peach leaf extract, and yarrow extract are particularly preferred.

Examples of the humectant include hypericum extract, oat extract, soluble collagen, glycerin, chondroitin sulfate, tuberose polysaccharide, propylene glycol, cordyceps extract, prolonged life grass extract, barley extract, orange extract, grape extract and seaweed extract. , Red bean extract, pheasant extract, duke extract, Maikai flower extract, yokunin extract and the like. Of these, Hypericum extract,
Oat extract, glycerin, tuberose polysaccharide, cordyceps extract, life-extinging grass extract, barley extract, grape extract, seaweed extract, peanut extract,
Jio extract, Duke extract, Maikai flower extract, and Yokuinin extract are preferred.

Examples of the keratolytic agent include aspirin and the like. Antiseborrheic agents include, for example, sulfur, lecithin, cashew extract, thioxolone and the like.

As the local stimulant, for example, camphor,
Pepper tincture, 1-menthol, vanillyl amide nonylate, tincture tincture, Dutch mustard, cantaris tincture, salamander extract, peppermint oil, horseradish radish extract and the like.

Examples of the antioxidant include black tea extract, tea extract, clove extract, oedum extract, yellow ginger extract, vitamin C and its derivatives, erythorbic acid, propyl gallate, dibutylhydroxytoluene and the like.

These components are contained in the total composition in an amount of 0.001 to 0.001.
It is preferable to add 30% by weight, particularly 0.01 to 15% by weight.

The scalp care agent of the present invention may further contain a surfactant selected from a nonionic surfactant, a cationic surfactant, an anionic surfactant and an amphoteric surfactant. it can. The surfactant is not particularly limited as long as it is used for ordinary cosmetics and the like.
For example, as a nonionic surfactant, polyoxyethylene alkyl ether, polyoxyethylene alkyl allyl ether, polyoxyethylene derivative, polyoxyethylene fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid ester,
Polyoxyethylene sorbitol fatty acid esters and the like;
Examples of the cationic surfactant include an alkylamine salt and a quaternary ammonium salt; examples of the anionic surfactant include lauryl sulfate and polyoxyethylene lauryl ether sulfate; , Alkyl betaines, amine oxides and the like.

These surfactants can be used alone or in combination of two or more.
-20% by weight, particularly preferably 0.01-10% by weight.

The scalp care agent of the present invention can be produced according to a usual method, and the dosage form is not particularly limited as long as it can be applied to the scalp. For example, liquid preparations such as lotions and hair tonics, creams , Gel, shampoo, rinse, hair foam, hair spray and the like.

Of these, an aerosol containing a propellant is preferred from the viewpoint of simplicity of use and the like. As the propellant used here, for example, carbon dioxide, LPG,
Examples thereof include dimethyl ether, nitrogen gas, and isopentane, and these can be used alone or in combination of two or more. As the propellant, carbon dioxide gas is particularly preferred from the viewpoint of usability.

Here, it is known that carbon dioxide gas is present as CO ₂ molecules when the pH of a solution in which the carbon dioxide gas is dissolved is acidic, and exhibits vasodilatory action. Therefore, it is preferable to adjust the liquid property of the scalp care agent of the present invention containing carbon dioxide gas to pH 7 or less, particularly pH 4.5 to 6.5. The acidity further increases when dissolved in the scalp care agent. However, if necessary, an organic acid such as citric acid, tartaric acid, or lactic acid or a salt thereof, or phosphorus such that the final pH is within the above range. The pH may be adjusted using a pH adjuster such as an acid or a salt thereof.

When carbon dioxide is blended into the scalp care agent of the present invention, other components except carbon dioxide are put into a pressure-resistant container,
A method of enclosing high-pressure carbon dioxide gas therein; a pressure-resistant container is charged with a component generating carbon dioxide gas containing carbonate such as sodium hydrogen carbonate, and an appropriate pH adjuster is added thereto to generate carbon dioxide gas. Sealing method: It can be produced by a method in which dry ice pellets are placed in a container and sealed, and the like, and a method of sealing high-pressure carbon dioxide gas is particularly preferable.

As described above, when the carbon dioxide gas is blended, a part of the carbon dioxide gas is dissolved and present in the scalp care agent of the present invention, and a part thereof is present as a gas in the container. In the present invention, it is important that carbon dioxide is dissolved in the scalp care agent and is blended. The blending amount is preferably a carbon dioxide concentration of 60 ppm or more. The effect of addition cannot be obtained. The amount of carbon dioxide gas can be adjusted by adjusting the amount of carbon dioxide gas injected (press-fitted). Generally, the pressure in the container is set to 1.2 to 10 kg / cm ² (gauge pressure) at a temperature of 35 ° C. The pressure is preferably 4.5 to 10 kg / cm ² (gauge pressure). In this case, the carbon dioxide gas has an effect of promoting blood circulation of the capillaries in the scalp, and can further enhance the effect when the scalp care agent of the present invention is used.

[0047]

The scalp care agent of the present invention imparts freshness and flexibility to the scalp, is non-greasy, has an excellent moisturizing effect and feel, and is highly safe.

[0048]

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 A lotion for scalp having the following composition was produced by a conventional method.

Table 1 (Components) (% by weight) Amide derivative (compound a) 0.8 Nicotinamide 0.1 Hypericum perforatum extract 0.5 l-Menthol 0.3 Isopropylmethylphenol 0.01 Stearyltrimethylammonium chloride (Cotamine 86W Manufactured by Kao Corporation) 0.4 Ethanol 50.0 Purified water Remainder

Example 2 A scalp lotion having the following composition was produced by a conventional method.

[Table 2] (Components) (% by weight) Amide derivative (Compound c) 1.0 Dipotassium glycyrrhizinate 0.1 Yellow ginger extract 0.2 Prolonged life grass extract 0.2 Assembly extract 1.0 Octopirox 0.05 l -Menthol 0.3 Minoxidil 0.5 Lauryl betaine (Amphitol 20BS; manufactured by Kao Corporation) 0.15 Polyoxyethylene (25EO) hydrogenated castor oil 1.0 Ethanol 50.0 Purified water balance

Example 3 A gel having the following composition was produced by a conventional method.

[Table 3] (Components) (% by weight) Amide derivative (Compound d) 1.0 Dipotassium glycyrrhizinate 0.1 Assembly extract 1.3 Clove extract 2.5 Kumazasa extract 1.0 l-Menthol 0.3 Stearyltrimethyl chloride Ammonium (Coatamine 86W; manufactured by Kao Corporation) 0.5 Carboxyvinyl polymer (Carbopol 940; manufactured by BF Goodrich) 0.3 Sodium hydroxide Appropriate amount Ethanol 20.0 Purified water balance

Example 4 A shampoo having the following composition was produced by a conventional method.

[Table 4] (Components) (% by weight) Amide derivative (Compound e) 1.0 Dipotassium glycyrrhizinate 0.1 Carrot extract 0.03 Assembly extract 0.02 Oat extract 0.05 Pepper tincture 0.03 Stearyl trimethyl chloride Ammonium (Coatamine 86W; manufactured by Kao Corporation) 0.5 l-menthol 3.0 Polyoxyethylene (25EO) lauryl ether 23.0 Cationic polymer (Polymer JR400; manufactured by Union Carbide) 0.3 Dibutylhydroxytoluene 0.05 pH adjuster Appropriate amount Fragrance Trace amount of ethanol 5.0 Purified water Remainder

Example 5 A scalp lotion having the following composition was produced by a conventional method.

Table 5 (Components) (% by weight) Amide derivative (compound f) 1.0 dl-α-tocopherol acetate 0.05 cha extract 1.0 assembly extract 1.3 buttonpi extract 0.2 l-menthol 0.2 dl -Camphor 0.15 Stearyltrimethylammonium chloride (Cotamine 86W; manufactured by Kao Corporation) 0.5 Polyoxyethylene (25EO) hydrogenated castor oil 0.2 Ethanol 50.0 Purified water balance

Each of the scalp care agents obtained in Examples 1 to 5 not only imparts the original freshness and flexibility of the scalp, but also has an excellent moisturizing effect, and has an excellent feel and safety. It was highly likely.

Examples 6 to 15 Scalp care agents having the compositions shown in Table 6 were produced by a conventional method, and the degree of improvement in the feel was evaluated. The degree of improvement in the feel of the scalp was determined by comparing the comparison product of the present invention with the product of the present invention except that the amide did not contain an amide derivative, according to subjects (20 each) who felt that the scalp had lost flexibility. The sensory evaluation of the moisturizing effect feeling and the flexibility imparting feeling when used with a half head for one month was performed and judged according to the following criteria. Table 6 shows the results.

(Judgment Criteria) A: 80% or more was evaluated as being more effective than the comparative product. ；: 50% or more and less than 80% were evaluated to be more effective than the comparative product. Δ: 20% or more and less than 50% were evaluated to be more effective than the comparative product. X: Less than 20% was evaluated as being more effective than the comparative product.

[0057]

[Table 6]

From the results shown in Table 6, the product of the present invention is compared with the comparative product.
An improvement in the moisturizing effect and flexibility of the scalp was observed.
The product of the present invention also had a good feel, and no effect such as irritation on the scalp of the test subject to which the product was applied was observed at all.

Claims (8)

[Claims] 1. A scalp care agent containing an amide compound having a melting point of 0 to 50 ° C. 2. An amide compound represented by the following general formula (1):
(3) (Wherein R ¹ and R ² are the same or different and each have 1 to 4 carbon atoms)
0 represents an optionally hydroxylated hydrocarbon group; R ³ represents a linear or branched alkylene group having 1 to 6 carbon atoms or a single bond; R ⁴ represents a hydrogen atom;
12 linear or branched alkoxy groups or 2,3-
Shows a dihydroxypropyloxy group. However, when R ³ is a single bond, R ⁴ is a hydrogen atom. ) (Wherein, R ¹ and R ² have the same meanings as described above, R ^3a represents a linear or branched alkylene group having 3 to 6 carbon atoms, and R ^4a represents a linear or branched alkyl group having 1 to 12 carbon atoms. It represents a chain alkoxy group.) (Wherein, R ¹ , R ² and R ³ have the same meanings as described above;
R ^4b represents a hydrogen atom, a linear or branched alkoxy group having 1 to 12 carbon atoms or a 2,3-epoxypropyloxy group. However, when R ³ is a single bond, R ^4b is a hydrogen atom. The scalp care agent according to claim 1, which is selected from the amide derivatives represented by the following formula: 3. The method according to claim 1, wherein the amide compound has a total carbon number of 30 or more.
3. The scalp care agent according to claim 2, which is a substituted amide compound. 4. One or more components selected from the group consisting of (a) a blood circulation promoting agent, an antibacterial agent, an anti-inflammatory agent, a humectant, a keratolytic agent, an antiseborrheic agent, a local stimulant and an antioxidant. The scalp care agent according to any one of claims 1 to 3, which contains the above. 5. The scalp care agent according to claim 4, comprising 0.001 to 30% by weight of the component (a). 6. The composition according to claim 1, further comprising one or more surfactants selected from nonionic surfactants, cationic surfactants, anionic surfactants and amphoteric surfactants. The scalp care agent according to any one of claims 5 to 5. 7. The scalp care agent according to claim 1, which is an aerosol containing a propellant. 8. The scalp care agent according to claim 7, wherein the propellant is carbon dioxide.