JPH06287118A - Hair dyeing agent - Google Patents

Abstract

PURPOSE:To obtain a hair dyeing agent having slight damage in hair dyeing, maintaining hair in an excellent state, comprising an N-quaternary ammonium derivative of a specific conchyolin peptide as an active ingredient. CONSTITUTION:A hair dyeing agent comprises preferably about 1-5wt.% of an N-quaternary ammonium derivative of a conchyolin peptide of the formula (R1 to R3 are 1-3C alkyl, 1-3C hydroxyalkyl or one or two of R1 to R3 are 8-20C alkyl or 8-20C alkenyl and the rest is l-3C alkyl, 1-3C hydroxyalkyl or benzyl; A is 2-3C alkylene or 2-3C hydroxyalkylene; R4 is side chain of amino acid constituting conchyolin peptide; n is 2-30). The compound of the formula is obtained by quaternizing conchyolin peptide. Since the active ingredient of this hair dyeing agent is derived from a natural protein, this hair dyeing agent has slight irritation to hair and scalp and is safe. The active ingredient can be made into both a permanent hair dyeing agent and a temporary hair dyeing agent.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye, and more specifically, it causes less damage to hair during dyeing.
In addition, the present invention relates to a hair dye that can keep hair in good condition.

[0002]

2. Description of the Related Art Hair dyes include temporary hair dyes and permanent hair dyes, both of which are widely used for cosmetic purposes.

Permanent hair dyes include oxidative dyes (dye intermediates)
An oxidative hair dye, which is composed of a first agent containing sulphate and a second agent containing an oxidant such as hydrogen peroxide, is widely used because various color tones are obtained and the hair dyeing ability is excellent. There is.

On the other hand, temporary hair dyes are widely used as so-called "fashion dyeing" because they can be washed off with one shampoo.

[0005]

However, the conventional hair dyes have the problems that the hair is damaged at the time of dyeing, the hair after hair dyeing is dry, and the combability is poor.

[0006] For example, an oxidative hair dye generally contains an alkaline agent in order to promote uniform penetration of the oxidative dye, so that the pH is as high as 10 or higher, and therefore the hair is easily damaged and irritating. However, there is a problem that the protein component in the hair easily flows out.

[0007] Therefore, an acidic hair dye containing no alkaline agent is also used, but this acid hair dye also bleaches by destroying melanin in the hair during hair dyeing. However, there is a problem that the hair is easily damaged, the gloss of the hair is lost, and the combing becomes poor, even though the hair is oxidized to a lesser degree.

Further, since many temporary hair dyes are dyed by adhering a dye to the hair bark, it is necessary to enhance the dyeing effect. Therefore, it is necessary to increase the dye concentration or to spread a large amount of spreading agent or polymer resin. However, there is a problem in that the hair after dyeing becomes hard and combing becomes poor, and the hair is easily damaged.

More recently, the use of acidic shampoo-type hair dyes that do not contain alkaline agents has increased, and these types of hair dyes include coconut oil fatty acid diethanolamide, polyoxyethylene nonylphenyl ether,
Since it contains a penetrating agent such as benzyl alcohol, this penetrating agent is liable to cause damage to the hair or the outflow of protein components in the hair, resulting in the problem that the hair becomes dry and combing becomes difficult after dyeing. there were.

Therefore, for the purpose of solving these problems and enhancing the level dyeing effect of the hair dye, it has been proposed to incorporate a silicone derivative or a protein-derived peptide into the hair dye (see, for example, Japanese Patent Laid-Open Publication No. Sho. 61-55887, Japanese Patent Publication No. 3-63528, Japanese Patent Publication No. 4-4289, etc.).

However, the above silicone derivatives and protein-derived peptides have weak adsorbing power to hair and insufficient protective action on the hair, and therefore damage to the hair during dyeing and dryness of the hair after dyeing, It was not possible to sufficiently prevent the poor combing.

Accordingly, the present invention provides less hair damage and
Moreover, it aims at providing the hair dye which can maintain the state of hair favorable.

[0013]

The present invention has the following general formula (I):

[0014]

[Chemical 1]

[Wherein R ₁ , R ₂ and R ₃ have 1 to ₃ carbon atoms]
Alkyl group having 1 to 3 carbon atoms, or one or two of R ₁ , R ₂ , and R ₃ has 8 to 20 carbon atoms or 8 to 20 carbon atoms.
Is an alkenyl group, and the remainder is an alkyl group having 1 to 3 carbon atoms,
A hydroxyalkyl group having 1 to 3 carbon atoms or a benzyl group. A is an alkylene having 2 to 3 carbon atoms or hydroxyalkylene having 2 to 3 carbon atoms, R ₄ is a side chain of an amino acid constituting a conchiolin peptide, and n is 2 to 2
The above object was achieved by incorporating an N-quaternary ammonium derivative of the conchiolin peptide represented by the formula [30] into the hair dye.

That is, the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) has a function of strongly adsorbing to hair, protecting the hair, and recovering damaged hair. Therefore, by including the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) in the hair dye, damage to the hair during hair dyeing can be prevented.

Further, the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) is adsorbed to the hair to impart moisturizing and luster to the hair and make the hair soft,
Moreover, since the hair is made smooth, it is possible to prevent the hair after being dyed from being dry and from being difficult to comb.

Further, the N-quaternary ammonium derivative of the conchiolin peptide represented by the above general formula (I) is
Since the hair dyeing action is hardly reduced, the hair dyeing action of the hair dye is maintained as it is.

The N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) can be obtained by quaternizing the conchiolin peptide.
The details are as follows.

First, in the N-quaternary ammonium derivative of the conchiolin peptide represented by the above general formula (I), the conchiolin protein which constitutes the peptide portion is a pearl shell extracted with an acid such as hydrochloric acid or acetic acid. It is extracted from the shells of pearl pearl oysters, mussels, mussels, etc. Then, a conchiolin peptide is obtained by hydrolyzing the conchiolin protein extracted from these with an acid, an alkali, an enzyme, or the like.

The conchiolin peptide thus obtained has a chemical structure similar to or similar to that of keratin, which is a constituent protein of hair, and its amino acid side chain adsorbs to hair to protect the hair. It has the effect of recovering damaged hair. Further, the above-mentioned conchiolin peptide has an action of adsorbing to hair, imparting moisturizing and luster to the hair, making the hair soft, and smoothing the hair,
Moreover, because it is derived from natural proteins,
It is safe with less irritation to hair and scalp.

In the above hydrolysis, the amount of acid, alkali, enzyme to be used, reaction time and reaction temperature are appropriately selected so that the value of n of the obtained conchiolin peptide is 2 to 30, and the molecular weight is about 200 to 4500. (When the value of n is small, amino acids with small molecular weight happen to be lined up, and the molecular weight may be about 200 when n = 2, but when the value of n is large, , It is not considered that only amino acids with a small molecular weight are lined up, and since amino acids with a large molecular weight are also included, the molecular weight may be about 4500 when n = 30).

For acid hydrolysis of protein, for example,
Inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, hydrobromic acid,
Organic acids such as acetic acid and formic acid are used.

For alkali hydrolysis, for example, an inorganic alkali such as sodium hydroxide, potassium hydroxide, lithium hydroxide, barium hydroxide or lithium carbonate is used.

In the enzymatic hydrolysis, for example, acidic proteolytic enzymes such as pepsin, proctase A and proctase B, and neutral or alkaline proteolytic enzymes such as papain, bromelain, thermolysin and trypsin are used. In addition, fungal neutral or alkaline proteolytic enzymes such as subtilisin and staphylococcus protease can also be used.

In the above general formula (I), the amino acid represented by R ₄ in the side chain of its peptide portion includes alanine, glycine, valine, leucine, isoleucine, proline, phenylalanine, tyrosine, serine, threonine, methionine and arginine. , Histidine, lysine, asparagine, aspartic acid, glutamine, glutamic acid and the like.

Table 1 shows an example of the amino acid composition of the conchiolin peptide.

However, in the case of amino acid analysis of proteins, usually, the sample is completely hydrolyzed with 6N hydrochloric acid before the analysis, so that the amide bond between asparagine and glutamine is hydrolyzed by the complete hydrolysis. And glutamic acid.

Therefore, in Table 1, asparagine and glutamine are added to aspartic acid and glutamic acid, respectively.

[0030]

[Table 1]

Among the N-quaternary ammonium derivatives of the conchiolin peptide represented by the general formula (I), R ₁ and R
₂ , R ₃ is an alkyl group having 1 to ₃ carbon atoms or 1 carbon atom
The derivative which is a hydroxyalkyl group of ~ 3 has the above-mentioned conchiolin peptide, for example, an alkyl chain having 1 to
It can be obtained by reacting with 3-halogen-2-hydroxypropyltrialkylammonium salt, 3-halogenpropyltrialkylammonium salt or glycidyltrialkylammonium salt of 3.

One or two of R ₁ , R ₂ and R ₃ is an alkyl group having 8 to 20 carbon atoms or 8 carbon atoms.
A derivative having 20 to 20 alkenyl groups, the rest being an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, or a benzyl group, is prepared by using the above-mentioned conchiolin peptide, for example, glycidyl lauryl dimethyl ammonium chloride, glycidyl stearyl. Glycidyl ammonium salts such as dimethyl ammonium chloride, 3-halogen-2-hydroxypropyl ammonium such as myristyl (3-chloro-2-hydroxypropyl) dimethyl ammonium chloride, cetyl (3-chloro-2-hydroxypropyl) dibenzyl ammonium chloride 3-halogenpropylammonium such as salt, lauryl (3-chloropropyl) dimethylammonium chloride, eicosyl (3-chloropropyl) dimethylammonium chloride Salts, myristyl (2-chloroethyl) dimethyl ammonium chloride, lauryl (2
Synthesized by reacting with any of the 2-halogenethylammonium salts such as -chloroethyl) diethanolammonium chloride.

The N-quaternary ammonium derivative of the conchiolin peptide represented by the above-mentioned general formula (I) is one in which the adsorbability to hair is further enhanced by quaternizing the above-mentioned conchiolin peptide. The effect of protecting the hair and the effect of recovering damaged hair, which the above-mentioned conchiolin peptide has, is further enhanced.

R ₁ , R ₂ and R ₃ in the general formula (I) are derived from glycidyl ammonium salt, 3-halogen-2-hydroxypropylammonium salt, 3-halogenpropylammonium salt or 2-halogenethylammonium salt. However, in the present invention, the maximum number of carbon atoms is 20 or less. When the number of carbon atoms of the alkyl group or alkenyl group exceeds 20, the oiliness becomes too strong and the hair dye becomes difficult to handle. This is because the hair and skin after use become sticky when used in combination with.

Specific preferred examples of the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) include, for example, trimethylammonio-2-hydroxypropyl derivative of the conchiolin peptide,
Triethylammonio-2-hydroxypropyl derivative, caprylyldimethylammonio-2-hydroxypropyl derivative, capryldimethylammonio-2-hydroxypropyl derivative, lauryldimethylammonio-2-hydroxypropyl derivative, myristyldimethylammonio-2 -Hydroxypropyl derivative, coconut oil alkyldimethylammonio-2-hydroxypropyl derivative, palmityldimethylammonio-2-hydroxypropyl derivative, stearyldimethylammonio-2-
Examples thereof include hydroxypropyl derivatives and oleyldimethylammonio-2-hydroxypropyl derivatives.

The content of the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) in the hair dye is 0.1 to 10% by weight, particularly 1 to 5% by weight. Is preferred.

That is, when the content of the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) is less than the above range, the effect of preventing hair damage is not sufficiently exhibited, and When the amount exceeds the above range, the hair and skin become sticky after use.

In the hair dye of the present invention, any component other than the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) can be used as long as it can be used in the hair dye. can do. The hair dye may be a permanent hair dye or a temporary hair dye.

When the N-quaternary ammonium derivative peptide of the conchiolin peptide represented by the above general formula (I) is blended with a two-component hair dye of permanent hair dye, the first and second agents are used.
Any of the agents may be used, but it is usually suitable to add it to the first agent.

In the case of a two-component oxidative hair dye, it is usually the first
An oxidizing dye (dye intermediate) and, if necessary, a coupler are added to the agent, and an oxidizing agent is added to the second agent.

As the oxidative dye (dye intermediate) of the first agent, known compounds can be used, for example, phenylenediamines such as p-phenylenediamine and N-phenyl-p-phenylenediamine, toluene- 2,5-
Diamine, tolueneamines such as toluene-3,4-diamine, aminophenols such as p-aminophenol and p-methylaminophenol, o-amino-m-
Amino nitrophenols such as nitrophenol,
Diaminopyridine such as 2,6-diaminopyridine is used.

As the coupler, for example, m-
Phenylenediamine, toluene-2,4-diamine, m
-Aminophenol, resorcin, catechol and the like are commonly used.

Examples of the oxidizing agent as the second agent include hydrogen peroxide, sodium perborate, sodium peroxide and the like.

Further, various materials can be blended within the range of not impairing the effects of the present invention.

For example, the first agent is a nonionic surfactant, an anionic surfactant, a cationic surfactant, a surfactant such as an amphoteric surfactant, a solubilizer such as glycerin or propylene glycol, and a moisturizer. Viscosity modifiers such as carboxymethyl cellulose and hydroxyethyl cellulose, and substances such as pH adjusters and fragrances can be added and blended.

Examples of the temporary hair dye include pigments such as titanium oxide and carbon black, triphenylmethane dye,
Azo dyes, quinoline dyes, zanthene dyes, acridine dyes, azine dyes, oxazine dyes, isodigoide dyes,
Known dyes such as anthraquinone dye, stilbene dye and thiazole dye can be added.

The temporary hair dye may be, for example, a copolymer such as acrylic acid ester or methacrylic acid ester,
Resins such as a copolymer of N, N-dimethylaminoethyl methacrylate modified with monochloroacetic acid amine salt and a methacrylic acid ester and a copolymer of vinylpyrrolidone and vinyl acetate can be blended as necessary.

Further, in the temporary hair dye, the above-mentioned viscosity adjusting agent, surfactant, pH adjusting agent, moisturizing agent, perfume and the like can be added, if necessary.

[0049]

EFFECTS OF THE INVENTION The hair dye of the present invention causes less damage to the hair during dyeing and can keep the hair in good condition.

That is, in the hair dye of the present invention, the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) protects hair and recovers damaged hair, so that the Hair damage can be prevented.

Further, the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I) is adsorbed to the hair to moisturize the hair, impart gloss, soften the hair and make the hair smooth. Therefore, in the hair dye of the present invention,
The dryness of the hair due to dyeing and the bad combing are eliminated,
The condition of the hair after dyeing is kept good.

[0052]

EXAMPLES Next, the present invention will be described more specifically with reference to Examples. However, the present invention is not limited to only those examples.

Examples 1 and 2 and Comparative Examples 1 and 2 A first agent of an oxidative hair dye having the composition shown in Table 2 was prepared, containing the following common components. In the following, "parts" of the blended amount means parts by weight, and "%" showing the concentration means "% by weight".

Common component p-phenylenediamine 0.8 part p-aminophenol 0.2 part o-aminophenol 1.0 part resorcin 1.6 parts isopropanol 9.0 parts propylene glycol 5.5 parts oleic acid 15.0 part of aqueous ammonia (28%) 10.0 parts of sodium sulfite 0.1 parts of oleyl alcohol 10.0 parts of EDTA-2Na 0.4 parts bis -2-hydroxyethyl sorbitan amine 9.4 parts of hydroxyethyl stearyl amide 6.0 parts if 68.6 copies in total

In these Examples, as the N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I), N- (3 lauryldimethylammonio-2-hydroxypropyl) was used in Example 1. The conchiolin peptide (n = 5) was used, and in Example 2, N
-(Trimethylammonio-2-hydroxypropyl)
The conchiolin peptide (n = 5) is used.

On the other hand, in Comparative Example 1, the general formula (I)
In place of the N-quaternary ammonium derivative of the conchiolin peptide represented by, a conchiolin peptide (n = 5)
In Comparative Example 2, no protein-derived peptide or its derivative was used. In addition, n shown in parentheses after the conchiolin peptide is n showing the number of amino acids of the conchiolin peptide.

Although not shown in the table, the blending amount of each component is based on parts by weight, and when the blending amount is not the solid content, the solid content concentration is shown in parentheses after the component name. There is. And these are the same also in the following examples and comparative examples.

[0058]

[Table 2]

In contrast to the above-mentioned first agent, the second agent was used in Examples 1-2.
It is also common to Comparative Examples 1 and 2 and has the following composition.

Second agent stearic acid 1.0 part Glycerin monostearate 1.5 parts Polyoxyethylene oleyl ether (20EO) 1.0 part Hydrogen peroxide solution (35%) 15.0 parts Purified water Total 100 parts Do

Using the hair dyes of Examples 1 and 2 and Comparative Examples 1 and 2, hair bundles each weighing 1 g and having a length of 15 cm were dyed. For hair dyeing, the first and second agents are mixed in equal amounts, the mixture is applied to the hair, left for 30 minutes, then rinsed with hot water and then washed with 2% polyoxyethylene nonylphenyl ether. I went by. After the hair dyeing treatment, the hair tresses were dried with a dryer, and the moistness, gloss and combability of the hair were evaluated by five panelists. The evaluation standard is based on the following five-level evaluation.

Evaluation Criteria Very Good 5 Good 4 Normal 3 Bad 2 Very Bad 1

The dyed hair was washed 5 times with 2% polyoxyethylene nonylphenyl ether to evaluate the degree of fading, moisturization, luster and combability of the hair after washing.

Further, after hydrolyzing the dyed hair,
An amino acid autoanalyzer was used to quantify cysteic acid in the hair to examine the degree of hair damage. The results are shown in Table 3. In addition, in Table 3, the degree of fading of hair is shown by the color intensity. As for the above-mentioned color strength, the color strength of the hair immediately after dyeing is 5 and the color strength of the undyed hair is 1
Is evaluated in 5 steps. Moisture, gloss and combability are based on the same five-level evaluation as above.

[0065]

[Table 3]

As shown in Table 3, the hair dyes of Examples 1 and 2 have higher evaluation values than the hair dyes of Comparative Examples 1 and 2 in any of the items showing the condition of hair, and the condition of hair. The effect of keeping good is excellent.

Further, the amount of cysteic acid in the hair was the smallest in the hair dye of Example 1 and slightly higher in the hair dye of Example 2, but nevertheless compared to the hair dyes of Comparative Examples 1 and 2. A small amount of N of the conchiolin peptide represented by the general formula (I)
-Has been shown that the quaternary ammonium derivative peptides are effective in preventing hair damage.

Example 3 and Comparative Example 3 An N- (3-stearyldimethylammonio-2-hydroxypropyl) conchiolin peptide (n == n-quaternary ammonium derivative of the conquiolin peptide represented by the general formula (I) was used. 8) was used to prepare a non-oxidative hair dye having the following composition, which was designated as Example 3.

First agent N- (3-stearyldimethylammonio-2-6.6 parts hydroxypropyl) conchiolin peptide (n = 8) (30%) sodium hydroxide 5.0 parts sodium sulfate 1.0 part sulfite Sodium 1.5 parts Sodium thiosulfate 1.5 parts 2-Hydroxy-5-nitro-2,4-diamino 2.0 parts Sodium azobenzene-5-sulfonate glycerin 2.0 parts Carboxymethyl cellulose sodium 20.0 parts Purified water Total 100 copies

Second agent Solid logwood extract (hematoxylin content of about 50%) 2.0 parts Pyrogallol 2.0 parts Glucose 1.0 part Ferrous sulfate 10.0 parts Purified water Total 100 parts

Further, N in the hair dye of Example 3 above
A hair dye having the same composition as in Example 3 was prepared, except that the same amount of conchiolin peptide (n = 8) was mixed instead of the-(3-stearyldimethylammonio-2-hydroxypropyl) conchiolin peptide. Was set as Comparative Example 3.

The hair dyes of Example 3 and Comparative Example 3 were used to dye a hair bundle having a weight of 1 g and a length of 15 cm. The hair dyeing treatment was performed by applying the first agent to the hair bundle, after about 30 minutes, further applying the second agent, leaving it for about 30 minutes, and then washing with water.

After drying the hair after dyeing with a dryer,
The moistness, shine and combability of the hair were compared by 5 panelists. Also, when the hair after dyeing is washed 5 times with 2% polyoxyethylene nonylphenyl ether,
A similar comparison was made. The results are shown in Table 4. As a result, the number of people who compared the two and answered that Example 3 is better,
The number of people who answered that Comparative Example 3 was better, and the number of people who answered that they could say neither.

Further, the degree of fading of hair after washing 5 times was also evaluated comparatively. This evaluation method of the degree of fading is based on the judgment that the degree of fading is greater as the color of undyed hair is closer to that of undyed hair, and Table 4
Is displayed with less fading (that is, which has less fading).

[0075]

[Table 4]

As shown in Table 4, the hair dyed with the hair dye of Example 3 has more moisturized, glossy, and combability properties than the hair dyed with the hair dye of Comparative Example 3. All of them were excellent, and the discoloration was small.

Examples 4 to 5 and Comparative Examples 4 to 5 A first shampoo type hair dye having the composition shown in Table 5 was prepared, containing the following common components.

Common component p-phenylenediamine 0.56 parts p-aminophenol 0.20 parts o-aminophenol 0.28 parts nitro-p-phenylenediamine 0.54 parts sodium lauryl sulphate (35%) 30.0 parts Coconut oil fatty acid diethanolamide 5.0 parts Polyoxyethylene nonylphenyl ether 3.0 parts Glycerin 2.0 parts EDTA-2Na 0.3 parts Coconut oil fatty acid hydrolyzed collagen sodium (30%) 5.0 parts Citric acid 0. part 1 total 46.98 parts

Then, in these Examples 4 to 5, N of the conchiolin peptide represented by the general formula (I) was used.
-As a quaternary ammonium derivative, N-in Example 4
(3-coconut oil fatty acid dimethylammonio-2-hydroxypropyl) conchiolin peptide (n = 10) was used, and in Example 5, N- (trimethylammonio-2-hydroxypropyl) conchiolin peptide (n = 10).
Is used.

On the other hand, in Comparative Example 4, the general formula (I)
In place of the N-quaternary ammonium-derived peptide of the conquiolin peptide represented by
= 10), and in Comparative Example 5, the conchiolin peptide or its derivative was not used at all.

[0081]

[Table 5]

In contrast to these first agents, the second agent was used in Example 4
.About.5 and Comparative Examples 4 to 5 are common, and the composition is as shown below.

Second agent Hydrogen peroxide water (35%) 8.0 parts Cetanol 0.3 parts Polyoxyethylene cetyl ether 0.2 parts Purified water Total 100 parts

The first agent and the second agent of Examples 4 to 5 and Comparative Examples 4 to 5 were mixed in equal amounts, and about 2 g of the mixture was used to weigh a hair of 2 g and a length of 15 cm. Dyed hair. After the hair was dyed, it was rinsed with lukewarm water and again dyed with the same amount of hair dye.

This operation was repeated 5 times, and after washing with 2% polyoxyethylene nonylphenyl ether and drying,
Five panelists evaluated the moistness, gloss, and combability of the hair after dyeing.

In the evaluation, the best score is 3 points, the next best score is 2 points, the worst score is 1 point, and the worst score is 0.
The results are shown in Table 6 as an average value of 5 persons.

The amount of cysteic acid in the dyed hair was measured in the same manner as in Example 1 above. The results are also shown in Table 6.

[0088]

[Table 6]

As shown in Table 6, when the hair dyes of Examples 4 to 5 were used, compared to the case of using the hair dyes of Comparative Examples 4 to 5, the hair moisturized after dyeing, The evaluation values were high in terms of both gloss and combability, and the hair dyes of Examples 4 to 5 were superior to the hair dyes of Comparative Examples 4 to 5 in their effect of keeping the hair in good condition. . Also, the amount of cysteic acid in hair is
The hair dye of Example 4 was the least, and the hair dye of Example 5 was slightly more, but it was still less than the hair dyes of Comparative Examples 4 to 5, and N of the conchiolin peptide represented by the general formula (I) was used. It has been shown that quaternary ammonium derivatives are effective in preventing hair damage.

Example 6 and Comparative Example 6 An N- (3-lauryldimethylammonio-2-hydroxypropyl) conchiolin peptide (n ==) was used as an N-quaternary ammonium derivative of the conchiolin peptide represented by the general formula (I). 10) was used to prepare a tic type temporary hair dye having the following composition, which was designated as Example 6.

N- (3-lauryldimethylammonio-2-hydro 16.0 parts xypropyl) conchiolin peptide (n = 10) (25%) gum arabic 27.5 parts sodium stearate 15.0 parts glycerin 15.0 Part p-phenylenediamine 16.0 parts Purified water Total 100 parts

In the hair dye of Example 6, N
A hair dye having the same composition as in Example 6 was prepared, except that the same amount of conchiolin peptide (n = 10) (25%) was blended instead of the-(3-lauryldimethylammonio-2-hydroxypropyl) conchiolin peptide. It was prepared and designated as Comparative Example 6.

The hair dyes of Example 6 and Comparative Example 6 were prepared as follows.
The hair dye of Example 6 was applied to hair bundles each weighing 1 g and having a length of 15 cm and dried, and then compared with respect to moisturization, luster and combability of the hair. Was superior to the hair dye of Comparative Example 6.

Claims (1)

[Claims] 1. The following general formula (I): [In the formula, R ₁ , R ₂ and R ₃ are each an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, or one or two of R ₁ , R ₂ and R ₃ are carbon atoms. Number 8 ~
20 alkyl groups or alkenyl groups having 8 to 20 carbon atoms, the rest being alkyl groups having 1 to 3 carbon atoms and 1 to 3 carbon atoms
Is a hydroxyalkyl group or a benzyl group. A
Is a C2-C3 alkylene or a C2-C3 hydroxyalkylene, R ₄ is a side chain of an amino acid constituting a conchiolin peptide, and n is 2-30]
A hair dye comprising an N-quaternary ammonium derivative of the conchiolin peptide represented by