JPH11228360A - Hair treating agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition imparting a sufficient smooth feeling to hair and suppressing effect for rustling of the hair and without a stickiness by containing a specific acetylated hyaluronic acid. SOLUTION: This hair treating agent composition is obtained by containing (A) 0.0001-10 wt.%, preferably 0.001-5 wt.% acetylated hyaluronic acid having 2-4 in an average of number of substitution of acetyl groups in a recurring unit of the formula (R<1> to R<4> are each H or an ester-bonded acetyl, and in an average 2 or more of R<1> to R<4> in each recurring unit are acetyl; R<5> is H or an alkali metal) and (B) as necessary a fatty acid amide propylamine derivative, a quaternary ammonium salt, a higher alcohol, an oil content, a humectant a water-soluble high polymer, a nonionic surfactant, an amphoteric surfactant, a natural extract (derivative) of an animal or a plant, etc. The composition means a hair rinse, hair treatment, hair conditioner, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a hair treatment composition. More particularly, the present invention relates to a hair treatment composition that improves the feel of hair during use and after use, particularly the smoothness.

[0002]

2. Description of the Related Art Conventionally, hair cleansing agents such as shampoos have anionic surfactants as their main components, so that not only dirt on the hair but also oil which protects the surface of the hair is simultaneously removed when washing the hair. As a result, the flexibility and gloss of the hair are lost, and combing may be poor.

[0003] In order to prevent such adverse effects, a wide variety of hair treatment compositions such as hair rinses, hair treatments, and hair conditioners containing a quaternary ammonium salt, which is a chaoline surfactant, as a main component have been widely used. Was used.

[0004]

However, the mere use of a quaternary ammonium salt, which is a cationic surfactant, as a main component could not impart sufficient smoothness and moistness to hair.

The inventors of the present invention have made intensive studies to solve the above-mentioned problems. As a result, when acetylated hyaluronic acid is added to the hair treatment composition, the feel of the hair at the time of use and after use is improved, especially the non-stickiness and smoothness of the hair are improved. The present inventors have found that a hair treatment composition can be obtained, and have completed the present invention.

SUMMARY OF THE INVENTION It is an object of the present invention to provide a hair treatment composition which imparts sufficient smoothness to hair and an effect of suppressing dryness and has no stickiness.

[0007]

That is, the present invention comprises an acetylated hyaluronic acid having an average number of substitution of 2 to 4 in the repeating structural unit represented by the following chemical formula (2). The present invention provides a hair treatment composition comprising:

Embedded image (Wherein, R ¹ , R ² , R ³ , and R ^{4 each} represent hydrogen or an acetyl group bonded through an ester bond, and on average, at least two or more of R ^{1 to} R ⁴ in each repeating structure are acetyl groups. R ⁵ represents hydrogen or an alkali metal atom.)

[0008] The present invention also relates to the present invention, wherein the content of the acetylated hyaluronic acid is 0.00% based on the total amount of the hair treatment composition.
The present invention provides the aforementioned hair treatment composition, which is contained in an amount of from 0.01 to 10% by weight.

Further, the present invention provides the aforementioned hair treatment composition, wherein the hair treatment composition is a hair rinse.

[0010]

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The configuration of the present invention will be described below in detail.

The acetylated hyaluronic acid used in the present invention is a high molecular compound in which the hydroxyl group of hyaluronic acid is partially acetylated. The acetylation rate for the hydroxyl group is represented by the following general formula [Chemical Formula 3]. The number of acetyl group substitutions in the unit is 2 to 4 on average. If the number of substitution of the acetyl group is less than 2 on average, the effect of the present invention is not exhibited.

Embedded image (Wherein, R ¹ , R ² , R ³ , and R ^{4 each} represent hydrogen or an acetyl group bonded through an ester bond, and on average, at least two or more of R ^{1 to} R ⁴ in each repeating structure are acetyl groups. R ⁵ represents hydrogen or an alkali metal atom.)

The method for producing acetylated hyaluronic acid is, for example, a method in which powdery hyaluronic acid is dispersed in acetic acid and reacted by adding trifluoroacetic anhydride as a catalyst or a method in which p-toluenesulfonic acid is dispersed in acetic acid and further added. A method of reacting by adding acetic anhydride, a method of suspending in acetic anhydride solvent and adding concentrated sulfuric acid, and the like are known (Japanese Patent Application Laid-Open No.
-9707).

The amount of the acetylated hyaluronic acid is 0.0001 to 10% by weight, preferably 0.1% by weight, based on the total amount of the hair treatment composition.
001 to 5% by weight. If the amount is less than 0.0001% by weight, the effect is not exhibited. If the amount exceeds 10% by weight, stickiness is felt after use, which is not preferable.

The hair treatment composition of the present invention may contain, in addition to the above-mentioned essential components, if necessary, any components commonly used in hair treatment compositions as long as the effects of the present invention are not impaired. It can be manufactured by an ordinary method. These components include fatty acid amidopropylamine derivatives such as dimethylaminopropylamide stearate and diethylaminoethylamide stearate; and quaternary amides such as stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetyltrimethylammonium chloride and distearyldimethylammonium chloride. Quaternary ammonium salts;
Higher alcohols such as cetyl alcohol, stearyl alcohol, a mixture of cetyl alcohol and stearyl alcohol, such as cetostearyl alcohol, behenyl alcohol, batyl alcohol, and isostearyl alcohol;
Higher fatty acids such as myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid and isostearic acid, chain silicone, cyclic silicone, and high molecular weight silicone;
Oils such as isoparaffinic hydrocarbons, solid paraffins, and ester oils; propylene glycol, glycerin,
Humectants such as 3-butylene glycol, sorbitol, lactic acid, sodium lactate, sodium pyrrolidone carboxylate; methylcellulose, hydroxyethylcellulose,
Water-soluble polymer substances such as polyvinyl alcohol, carboxyvinyl polymer, carboxymethyl cellulose, and polyvinylpyrrolidone; polyoxyethylene hydrogenated castor oil;
Non-ionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, alkyl sulfate, alkyl phosphate, and fatty acid alkali metal salt; 2-alkyl-N-carboxy Amphoteric surfactants such as methyl-N-hydroxyethylimidazolinium betaine and betaine trialkylamine acetate; natural extracts of animals and plants and derivatives thereof; organic acids such as citric acid and lactic acid;
Inorganic salts such as sodium chloride, potassium chloride, etc .; Fragrance; Dye; Preservatives, such as paraoxybenzoate, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol; Chelating agents, such as EDTA-3Na And the like.

[0015] The hair treatment composition of the present invention means any hair treatment agent used for the head hair, such as a hair rinse, a hair treatment, and a hair conditioner. It does not include mere hair shampoos having no hair treatment action.

[0016]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. The compounding amount is% by weight. Prior to this, test methods and evaluation methods employed in each of the examples and comparative examples will be described.

[Evaluation (1): Smoothness of Hair after Washing and Drying] An actual use test was conducted by 10 expert panelists to determine the smoothness of the hair after washing and drying (shampooing and applying a rinse, followed by rinsing). Then, the smoothness of the hair after air drying and the state before the hair washing were sensory evaluated by a comparative method. The evaluation criteria are as follows.・ ・ ・: 7 or more specialized panelists recognized that the hair was smoother than before hair washing. B: 4 or more and less than 7 professional panelists recognized that the hair was smoother than before hair washing. ×: Less than 4 expert panelists recognized that it was smoother than before the hair washing.

"Evaluation (2): Measurement of dynamic friction of rinse-treated hair (physical measurement of smoothness)" After a hair bundle was rinse-treated (sample application, rinsing) with a fixed amount of sample, the dynamic friction coefficient of naturally dried hair Was measured using the pulley method. The smoothness was evaluated using the μk ratio (dynamic friction coefficient of rinse-treated hair / dynamic friction coefficient of untreated hair). The evaluation criteria are as follows. ○ ・ ・ ・ Smooth: μk ratio less than 0.5 △ ・ ・ ・ Slightly smooth: μk ratio 0.5 or more and less than 0.8 × ・ ・ ・ Not smooth: μk ratio 0.8 or more

"Evaluation (3): Evaluation of Stickiness of Hair after Washing and Drying" An actual use test was conducted by 10 expert panelists to determine the smoothness of the hair after washing and drying (shampooing and applying a rinse, followed by rinsing). Then, the smoothness of the hair after air drying and the condition before the hair washing were sensory-evaluated by a comparative method. The evaluation criteria are as follows. ○ ・ ・ ・ Specialized panelists All of them did not feel sticky. B: One or more and less than five professional panelists recognized that the hair was more sticky than before hair washing. ×: Specialized panelists 5 or more recognized that the hair was more sticky than before washing.

"Examples 1 to 4, Comparative Examples 1 to 4" Examples 1 to 4 having the composition shown in Tables 1, 2, 3 and 4
13 and the hair treatment compositions (hair rinses) of Comparative Examples 1 to 6 were manufactured by a conventional method, and the above evaluations (1) and (2) were performed.
An evaluation test for (3) was performed, and the results are shown in each table.

[0021]

[Table 1]

[0022]

[Table 2]

[0023]

[Table 3]

[0024]

[Table 4]

As is clear from Tables 1, 2, 3 and 4, the hair treatment compositions shown in Examples of the present invention impart smoothness to hair after washing and drying compared to Comparative Examples. It is an excellent hair treatment composition without stickiness.

“Example 14: Hair rinse” Cetyltrimethylammonium chloride 0.6 Cetostearyl alcohol (C ₁₆ / C ₁₈ = 6/4) 4.0 Dimethylpolysiloxane 3.0 Cyclic silicone pentamer 15 0.0 glycerol monostearate 1.0 stearic acid 0.5 glycerin 5.0 propylene glycol 5.0 acetylated hyaluronic acid 3.0 coloring agent proper amount perfume proper amount methylparaben proper amount water residue

"Example 15: Hair treatment cream" Behenyltrimethylammonium chloride 3.0 Cetostearyl alcohol (C16 / C18 = 7/3) 6.5 Behenyl alcohol 2.0 Dimethylpolysiloxane 3. 0 2-octyldodecanol 2.0 polyoxyethylene hydrogenated castor oil derivative 0.3 polyoxyethylene stearyl ether 1.0 soybean lecithin 0.5 glycerin 10.0 dipropylene glycol 5.0 acetylation Hyaluronic acid 3.0 Coloring agent Appropriate amount Perfume Appropriate amount Methylparaben Appropriate amount Water Residue (Production method and evaluation) The above components were mixed by a conventional method to prepare a hair treatment cream. The resulting bird
The hair using the treatment cream has no stickiness,
It was smooth and good.

Example 16 Hair Rinsing Diethylaminoethylamide stearate 0.5 Stearyltrimethylammonium chloride 0.5 Stearyl alcohol 2.0 Methylpolysiloxane 10.0 Cetyl 2-ethylhexanoate 2.0 Glycerin 0 L-glutamic acid 0.5 Acetylated hyaluronic acid 3.0 Coloring agent Appropriate amount Flavoring appropriate amount Methylparaben Appropriate amount Water Residue (Production method and evaluation) The above components were mixed by a conventional method to adjust hair rinse. The hair using the obtained hair rinse had no stickiness and was smooth and good.

[0029]

According to the present invention, it is possible to provide a hair treatment composition which gives the feel of hair during and after use, particularly excellent smoothness, and has no stickiness after washing.

Claims (3)

[Claims] The average number of substitutions of an acetyl group is 2 to 2 in a repeating structural unit represented by the following chemical formula (1).
4. A hair treatment composition comprising the acetylated hyaluronic acid of item 4. Embedded image (Wherein, R ¹ , R ² , R ³ , and R ^{4 each} represent hydrogen or an acetyl group bonded through an ester bond, and on average, at least two or more of R ^{1 to} R ⁴ in each repeating structure are acetyl groups. R ⁵ represents hydrogen or an alkali metal atom.) 2. The hair treatment composition according to claim 1, wherein the content of the acetylated hyaluronic acid is 0.0001 to 10% by weight based on the total amount of the hair treatment composition. 3. The hair treatment composition according to claim 1, wherein the hair treatment composition is a hair rinse.