JP2015081245A - Hair treatment agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a hair treatment agent which can secure the effective action of modified peptide having a disulfide group in a side chain.SOLUTION: A hair treatment agent contains modified peptide having at least one of a group represented by the formula (I):-S-S-(CH)-COOH, where n is 1 or 2, and salt thereof as a side chain group, and leucine.

Description

  The present invention relates to a hair treatment agent.

  Some hair care agents contain a peptide. As an example of such a hair care agent, a carboxymethyl disulfide group, a carboxyethyl disulfide group, and a salt thereof are added to one side chain group for the purpose of improving the initial elastic modulus, which is one factor that affects hair elasticity. There is one that contains a modified peptide as a part (Japanese Patent Laid-Open No. 2010-285401).

  Certainly, the effect of repairing hair can be obtained by blending a specific modified peptide. It is desired to develop a technique for making the modified peptide act more effectively and further improving the hair repair effect.

JP 2010-285401 A

  The present invention has been made in view of the above-described circumstances, and an object of the present invention is to provide a hair treatment agent capable of effectively acting on hair on a modified peptide having a disulfide group as a part of a side chain group.

The invention made to solve the above problems is a hair treatment comprising a modified peptide having at least one unit of a structure represented by the following formula (I) and a salt thereof as a side chain group, and leucine. It is an agent.
_{-S-S- (CH 2) n} -COOH (I)
(In the formula (I), n is 1 or 2.)

  According to the hair treatment agent, by incorporating leucine together with the modified peptide, fixability of the modified peptide that can be a hair repair component to the hair is improved.

  The content of the leucine is preferably 0.1 parts by mass or more with respect to 100 parts by mass of the modified peptide. Thus, the fixing property to the hair of a modified | denatured peptide improves more effectively because content of leucine is the said range.

  Here, the “peptide” in the “modified peptide” of the present invention is a peptide in which two or more amino acids are linked by peptide bonds, and proteins such as keratin also correspond to peptides. In the hair treatment agent, the main chain of the modified peptide is preferably keratin.

  The hair treatment agent is preferably a hair care agent or a styling agent.

  ADVANTAGE OF THE INVENTION According to this invention, the hair treatment agent excellent in the fixability to the hair of a modified peptide can be provided.

It is a flowchart which shows the manufacture example of the modified | denatured peptide mix | blended with the hair treatment agent which concerns on this invention. It is a graph which shows the result of an Example.

  The hair treatment agent of the present invention contains a modified peptide and leucine. The said hair treatment agent may contain the other arbitrary component in the range which does not impair the effect of this invention. Moreover, the said hair treatment agent has what was mix | blended with water typically, and the compounding quantity of water is 60 mass% or more, for example.

[Modified peptide]
The modified peptide provides a hair repair effect. This modified peptide has a side chain group of at least one of a group represented by the following formula (I) and a salt thereof.
_{-S-S- (CH 2) n} -COOH (I)

  In the formula (I), n is 1 or 2. That is, the side chain group is a carboxymethyl disulfide group, a carboxyethyl disulfide group, or a salt of these groups.

  The modified peptide preferably has a molecular weight of 40,000 or more and 70,000 or less. Thus, the hair outer surface can be effectively repaired by blending a modified peptide having a molecular weight of 40,000 or more and 70,000 or less. The modified peptide may have a molecular weight of 20,000 or less. A modified peptide having a molecular weight of 20,000 or less is superior in water dispersibility or solubility compared to those having a molecular weight of 40,000 or more and 70,000 or less.

  The blending amount of the modified peptide in the hair treatment agent is preferably 0.0005% by mass or more, preferably 0.001% by mass or more, more preferably 0.01% by mass or more, from the viewpoint of repairing hair. The mass% or more is more preferable. Further, the blending amount of the modified peptide is preferably 1% by mass or less, preferably 0.5% by mass or less, and more preferably 0.2% by mass or less from the viewpoint of suppressing an increase in the price of the hair treatment agent.

[Method for producing modified peptide]
The manufacturing method of the said modified | denatured peptide is disclosed by Unexamined-Japanese-Patent No. 2012-224573, Unexamined-Japanese-Patent No. 2010-275297, etc., For example, the method which has the process shown in FIG. 1 which uses keratin as a raw material is mentioned. The manufacturing method shown in FIG. 1 includes a reduction step (STP1), an oxidant mixing step (STP2), a solid-liquid separation step (STP3), and a recovery step L (STP4). In the method including all the steps shown in FIG. 1, denatured peptides (denatured peptides dissolved in the liquid part L shown in FIG. 1 and denatured peptides contained in the solid part S) are generated in the oxidizing agent mixing step (STP2). Therefore, the modified peptide can be produced without providing the solid-liquid separation step (STP3) and the recovery step L (STP4).

<Reduction process (STP1)>
The reduction step (STP1) is a step of mixing the reducing agent, keratin, and water. In this reduction step (STP1), the disulfide group (—S—S—) of keratin is reduced to a mercapto group (—SH HS—).

  Examples of the raw material keratin include wool (merino wool, lincoln wool, etc.), human hair, animal hair, feathers, nails and the like containing keratin as a constituent protein. Among these, wool that is inexpensive and stably available is preferable. About raw materials, such as this wool, it is good to process beforehand, combining sterilization, degreasing, washing, cutting, crushing, and drying suitably.

  In the reduction step (STP1), one or more selected from thioglycolic acid, thioglycolate, mercaptopropionic acid and mercaptopropionic acid may be used as the reducing agent. Examples of the thioglycolate include sodium thioglycolate, potassium thioglycolate, and ammonium thioglycolate. Examples of mercaptopropionate include sodium mercaptopropionate, potassium mercaptopropionate, and ammonium mercaptopropionate.

  The amount of the predetermined reducing agent used is preferably 0.005 mol or more and 0.02 mol or less based on 1 g of raw materials such as wool. In addition, the amount of the reducing agent used is 0.1 mol based on the volume of the liquid to be treated (including keratin or a keratin-derived treatment product and a reaction system in each step; the same shall apply hereinafter). / L or more and 0.4 mol / L or less.

  The amount of water in the reduction step (STP1) is not particularly limited, but may be, for example, 20 parts by volume or more and 200 parts by volume or less with respect to 1 part by mass of raw materials such as wool.

  In the reduction step (STP1), one or more alkaline compounds may be mixed with the liquid to be treated. An alkaline compound is a compound that can be made alkaline by adding it to water. Examples of the alkaline compound include sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, ammonia and the like.

  The mixing amount of the alkaline compound is not particularly limited, but is an amount for adjusting the pH of the liquid to be treated in the reduction step (STP1) to the following range. The lower limit of the pH in the reduction step (STP1) is preferably 9, and more preferably 10. The upper limit of the pH in the reduction step (STP1) is preferably 13, and more preferably 12. By setting the pH in the reduction step (STP1) to 9 or more, keratin can be reduced efficiently. On the other hand, by setting the pH to 13 or less, the cleavage of the keratin main chain can be suppressed (for the purpose of promoting the cleavage of the keratin main chain, if the pH of the liquid to be treated is adjusted to exceed 13, Good.)

  Although the temperature conditions of a reduction process (STP1) are not specifically limited, 35 degreeC or more and 60 degrees C or less are good, and 40 degreeC or more and 50 degrees C or less are preferable. When the temperature condition is less than 35 ° C., the reduction reaction rate for converting the disulfide group into a mercapto group is lowered, and keratin may not be sufficiently reduced. On the other hand, when it exceeds 60 ° C., the keratin main chain tends to be cleaved. Moreover, the time of the reduction process (STP1) becomes longer as the set temperature is lower, and becomes shorter as the set temperature is higher.

<Oxidant mixing step (STP2)>
The oxidizing agent mixing step (STP2) is a step of mixing the processed product (keratin-derived product) that has undergone the reducing step (STP1) and an oxidizing agent to generate a modified peptide. The mixing of the oxidizing agent is performed to promote an oxidation reaction that modifies the mercapto group of the processed product. Usually, an oxidizing agent is mixed with the liquid to be processed containing the processed product that has undergone the reduction step (STP1).

  Examples of the oxidizing agent include hydrogen peroxide, sodium bromate, potassium bromate and the like. The oxidizing agent to be used is 1 type, or 2 or more types.

  The amount of the oxidizing agent used in the oxidizing agent mixing step (STP2) is not particularly limited, but may be 0.001 mol or more and 0.02 mol or less based on 1 g of raw materials such as wool, and the oxidizing agent mixing step ( STP2) is preferably 0.02 mol / L or more and 1 mol / L or less based on the volume of the liquid to be treated.

  When mixing the oxidant with the liquid to be treated, an oxidant solution of about 1 mol / L or more and 5 mol / L or less is used, for example, in order to avoid local concentration of the oxidant in the liquid to be treated. It is good to mix gradually regardless of continuous and intermittent over 6 minutes to 6 hours.

  It is preferable that the amount of oxidizing agent (A) mixed with the liquid to be treated having a pH of 9 or more is larger than the amount of oxidizing agent (B) mixed with the liquid to be processed having a pH of 7 or more and less than 9. This shortens the modified peptide production time. The ratio of the oxidizing agent amount (B) to the total of the oxidizing agent amounts (A) and (B) is preferably 20 mol% or less, more preferably 10 mol% or less, further preferably 5 mol% or less, and particularly preferably 0 mol%.

  The pH of the liquid to be treated in the oxidizing agent mixing step (STP2) is adjusted according to the progress of this step. The pH at the start of mixing of the oxidizing agent is preferably 9 or more, and more preferably 10 or more. The pH is preferably 13 or less, preferably 12 or less, and more preferably 11 or less. If the pH is 9 or more, the generation efficiency of the modified peptide is good. The pH at the end of the oxidizing agent mixing step (STP2) is not particularly limited, but may be about 7.

  In the oxidant mixing step (STP2), the time of pH 9 or more is preferably longer than the time of pH 7 or more and less than 9, more preferably the time of pH 9 or more and 12 or less is longer than the time of pH 7 or more and less than 9, and pH 10 or more and 11 More preferably, the following time is longer than the time of pH 7 or more and less than 9. When such a procedure is adopted, the generation efficiency of the modified peptide can be increased.

  As the acid for adjusting the pH of the liquid to be treated, one or more selected from organic acids and inorganic acids may be used. Examples of the organic acid include citric acid, lactic acid, succinic acid, and acetic acid, and examples of the inorganic acid include hydrochloric acid and phosphoric acid. The mixing amount of the acid may be appropriately set while monitoring the pH of the liquid to be treated. When mixing the acid with the liquid to be treated, if the pH is locally lowered in the liquid to be treated, the mercapto groups of the treated product may become disulfide groups, so the acid is gradually mixed with the liquid to be treated. It is preferable.

  The temperature condition in the oxidizing agent mixing step (STP2) is preferably 10 ° C. or more and 60 ° C. or less, and preferably 40 ° C. or less. By controlling the temperature within the above range, the production of by-products such as cystine monoxide can be suppressed.

  If the reaction formula in the oxidizing agent mixing step (STP2) is thioglycolic acid or a salt thereof, or mercaptopropionic acid or a salt thereof as the reducing agent in the reducing step (STP1), It is as follows.

<Solid-liquid separation step (STP3)>
The solid-liquid separation step (STP3) is a step of separating the liquid to be processed after the oxidizing agent mixing step (STP2) into the liquid part L and the solid part S. In the solid-liquid separation step (STP3), known solid-liquid separation means such as filtration, centrifugation, squeezing separation, sedimentation separation, and flotation separation can be employed, and desalting by ion exchange, electrodialysis, etc., if necessary. Etc.

<Recovery process L (STP4)>
The recovery step L (STP4) is a step of recovering the modified peptide L dissolved in the liquid part L obtained in the solid-liquid separation step (STP3) as a solid product. As a method for recovering the solid modified peptide L in the recovery step L (STP4), (1) recovery by freeze-drying the liquid part L, (2) recovery by spray-drying the liquid part L, (3) Examples thereof include recovery of a denatured peptide L precipitate generated by adding an acid such as hydrochloric acid to the liquid part L and lowering the pH of the liquid part L from about 2.5 to about 4.0. About the collect | recovered solid modified | denatured peptide L, washing | cleaning with water or acidic aqueous solution, drying, etc. are performed as needed.

  As described above, by finishing the treatment in the oxidizing agent mixing step (STP2), a denatured peptide dissolved in the solution to be treated and a denatured peptide not dissolved in the same solution are obtained. If these modified peptides are reduced in molecular weight, the solubility in water increases. As modes for reducing the molecular weight, (1) a mode in which the solid part S obtained in the solid-liquid separation step (STP3) is hydrolyzed, and (2) a solution in the liquid part L obtained in the solid-liquid separation step (STP3). The modified peptide L is hydrolyzed, (3) the modified peptide L recovered in the recovery step L is hydrolyzed, and (4) the modified peptide L and the solid part S are hydrolyzed together. Can be mentioned. In addition, as a method for reducing the molecular weight by hydrolysis, before the reduction step (STP1), simultaneously with the reduction step (STP1), between the reduction step (STP1) and the oxidizing agent mixing step (STP2), One example is hydrolysis for lowering the molecular weight.

  Examples of the method for hydrolyzing a modified peptide include hydrolysis by a known enzyme, hydrolysis by an acid, and hydrolysis by an alkali as hydrolysis of the peptide.

(Enzymatic hydrolysis)
Examples of the enzyme for hydrolysis include acidic proteolytic enzymes such as pepsin, protease A, and protease B; neutral to alkaline proteases such as papain, promelain, thermolysin, pronase, trypsin, and chymotrypsin. .

  The pH at the time of hydrolysis by the enzyme is preferably adjusted to 1 or more and 3 or less in the case of an acidic proteolytic enzyme, and is adjusted to 5 or more and 11 or less in the case of a neutral or alkaline proteolytic enzyme. Enzyme activity improves by making this pH into the said range.

  The reaction temperature at the time of hydrolysis with the enzyme is appropriately set within a range of 30 ° C. to 60 ° C., and the reaction time is 10 minutes to 24 hours. In order to stop the hydrolysis by the enzyme, it is preferable to deactivate the enzyme at a temperature of 70 ° C. or higher.

(Hydrolysis with acid)
Examples of the acid used for the hydrolysis include inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, and hydrobromic acid, and organic acids such as formic acid and oxalic acid. The The hydrolysis conditions are, for example, pH 4 or less, reaction temperature 40 ° C. or more and 100 ° C. or less, and reaction time 2 hours or more and 24 hours or less.

(Hydrolysis with alkali)
Examples of the alkali used for the hydrolysis include sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium silicate, sodium borate and the like. The hydrolysis conditions are, for example, pH 8.0 or more, reaction temperature 50 ° C. or more and 100 ° C. or less, and reaction time 20 minutes or more and 24 hours or less.

  In order to recover the hydrolyzed modified peptide, the same method as in the recovery step L (STP4) can be employed. However, in the recovery method in which an acid is added so that the pH is about 2.5 to 4.0, the denatured peptide is reduced in molecular weight by hydrolysis, so that it may be difficult or impossible to recover.

[Leucine]
Leucine enhances the fixability of the modified peptide necessary for improving the hair repairing action to the hair. This leucine may be used in combination with other amino acids. Examples of other amino acids include glycine, alanine, valine, isoleucine, methionine, serine, threonine, proline, histidine, phenylalanine, tryptophan, sodium aspartate, sodium glutamate, ornithine, lysine, arginine and the like.

  The blending amount of leucine in the hair treatment agent is, for example, from 0.1 parts by mass to 1,000 parts by mass and preferably from 0.5 parts by mass to 200 parts by mass with respect to 100 parts by mass of the modified peptide. . If leucine is less than 0.1 part by mass, the effect of repairing hair by the modified peptide may not be sufficiently improved. On the other hand, if the amount of leucine exceeds 1,000 parts by mass, it may not be possible to expect a sufficient repair effect with respect to an increase in the blending amount of leucine.

[Optional raw materials]
Raw materials other than the modified peptide and leucine optionally blended in the hair treatment agent are appropriately selected from known hair treatment agent raw materials according to the purpose of use of the hair treatment agent. The known hair treatment materials include anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, higher alcohols, lower alcohols, polyhydric alcohols, sugars, fats and oils, ester oils, fatty acids, carbonized There are hydrogen, wax, and polymer compounds. Other known hair treatment materials include silicone, protein, amino acid, animal and plant extracts, microorganism-derived materials, inorganic compounds, fragrances, preservatives, sequestering agents, and the like.

  Examples of the anionic surfactant include N-acyl amino acid salts, alkyl ether carboxylates, fatty acid amide ether carboxylates, fatty acid amide ether carboxylates, acyl lactates, alkane sulfonates, α-olefin sulfonates, Alkyl sulfosuccinate, alkyl sulfoacetate, alkyl benzene sulfonate, alkyl naphthalene sulfonate, alkyl sulfate, alkyl ether sulfate, fatty acid monoglyceride sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate It is done. One or two or more types of anionic surfactants may be added to the hair treatment agent, and the concentration of the anionic surfactant is, for example, from 0.1% by mass to 20% by mass.

  Examples of cationic surfactants include alkylamine salts, fatty acid amide amine salts, ester-containing tertiary amine salts, arkol-type tertiary amine salts, long-chain alkyltrimethylammonium salts, dilong-chain alkyldimethylammonium salts, and tri-long-chain alkylmonomethyl Examples thereof include ammonium salts, benzalkonium-type quaternary ammonium salts, and monoalkyl ether-type quaternary ammonium salts. One or two or more cationic surfactants may be added to the hair treatment agent, and the concentration of the cationic surfactant is, for example, 0.1% by mass or more and 20% by mass or less.

  Examples of amphoteric surfactants include alkyl glycine salts, carboxymethyl glycine salts, N-acylaminoethyl-N-2-hydroxyethyl glycine salts, alkyl polyamino polycarboxy glycine salts, alkyl amino propionates, and alkyl imino dipropionic acids. Salt, N-acylaminoethyl-N-2-hydroxyethylpropionate, alkyldimethylaminoacetic acid betaine, fatty acid amidopropyldimethylaminoacetic acid betaine, alkyldihydroxyethylaminoacetic acid betaine, N-alkyl-N, N-dimethylammonium- N-propylsulfonate, N-alkyl-N, N-dimethylammonium-N- (2-hydroxypropyl) sulfonate, N-fatty acid amidopropyl-N, N-dimethylammonium-N- (2-hydride) Kishipuropiru) sulfonate. One or two or more amphoteric surfactants may be blended in the hair treatment agent, and the blending concentration of the amphoteric surfactant is, for example, 0.1% by mass or more and 10% by mass or less.

  Nonionic surfactants include, for example, polyoxyethylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol tetra fatty acid ester, glycerin fatty acid ester, sorbitan fatty acid Examples include esters, polyglycerol fatty acid esters, and sucrose fatty acid esters. One or two or more kinds of nonionic surfactants may be blended in the hair treatment agent, and the blending concentration of the nonionic surfactant is, for example, 0.1% by mass or more and 20% by mass or less.

  Examples of the higher alcohol include cetanol, isocetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, octyldodecanol, and myristyl alcohol. One or two or more higher alcohols may be blended in the hair treatment agent, and the blending concentration of the higher alcohol is, for example, 3% by mass or more and 15% by mass or less.

  Examples of the lower alcohol include ethanol and isopropyl alcohol. One or two or more lower alcohols may be blended in the hair treatment agent, and the blending concentration of the lower alcohol is, for example, 0.5% by mass or more and 3% by mass or less.

  Examples of the polyhydric alcohol include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, glycerin, diglycerin, and butylene glycol. One or more polyhydric alcohols may be blended in the hair treatment agent, and the blending concentration of the polyhydric alcohol is, for example, 1% by mass or more and 50% by mass or less.

  Examples of the saccharide include sorbitol, mannitol, glucose, fructose, xylitol, lactose, maltose, maltitol, and trehalose. One or two or more saccharides may be blended in the hair treatment agent, and the blending concentration of the saccharide is, for example, 0.1% by mass or more and 10% by mass or less.

  Examples of the fat include almond oil, avocado oil, olive oil, shea fat oil, evening primrose oil, camellia oil, peanut oil, and rosehip oil. One or two or more types of fats and oils may be blended in the hair treatment agent, and the blending concentration of the fats and oils is, for example, 0.1% by mass or more and 10% by mass or less.

  Examples of ester oils include ethyl oleate, isopropyl myristate, isopropyl palmitate, butyl stearate, cetyl palmitate, myristyl myristate, octyldodecyl myristate, isopropyl isostearate, ethyl isostearate, cetyl 2-ethylhexanoate, Hexyl isostearate, ethylene glycol di-2-ethylhexanoate, ethylene glycol dioleate, di (capryl / capric acid) propylene glycol, propylene glycol dioleate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, isostearin Isocetyl acid, 2-octyldodecyl dimethyloctanoate, myristyl lactate, trioctyldodecyl citrate, apple Diisostearyl, succinate di-2-ethylhexyl, diisobutyl adipate, stearic acid cholesteryl. One or two or more ester oils may be blended in the hair treatment agent, and the blending concentration of the ester oil is, for example, 0.1% by mass or more and 10% by mass or less.

  Examples of the fatty acid include isostearic acid, oleic acid, capric acid, stearic acid, palmitic acid, hydroxystearic acid, behenic acid, myristic acid, lauric acid, lanolin fatty acid, and linoleic acid. One or more fatty acids may be blended in the hair treatment agent, and the blending concentration of the fatty acid is, for example, 0.1% by mass or more and 10% by mass or less.

  Examples of the hydrocarbon include liquid paraffin, squalane, pristane, ozokerite, paraffin, ceresin, petrolatum, and microcrystalline wax. One or more hydrocarbons may be blended in the hair treatment agent, and the blending concentration of the hydrocarbon is, for example, 0.1% by mass or more and 20% by mass or less.

  Examples of the wax include beeswax, mole, candelilla wax, and carnauba wax. One or more waxes may be blended in the hair treatment agent, and the blending concentration of the wax is, for example, 0.1% by mass or more and 20% by mass or less.

  Examples of the polymer compound include synthetic polymer compounds such as carboxyvinyl polymer, polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid, methacryloylethylbetaine / methacrylic acid ester copolymer; methylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose, Semi-synthetic polymer compounds such as soluble starch; natural polymers such as sodium alginate, guar gum, glucan, cellulose, sodium hyaluronate; One or two or more polymer compounds may be added to the hair treatment agent, and the compounding concentration of the polymer compound is, for example, from 0.1% by mass to 15% by mass.

[Usage]
The optional raw material is selected according to the purpose of use of the hair treatment agent as described above. The hair treatment agent can be used as a hair care agent, coloring agent, bleaching agent, styling agent and the like. Examples of combinations of optional raw materials for hair care agents include surfactants, silicones, polymer compounds (synthetic polymer compounds, semi-synthetic polymer compounds or natural polymer compounds), alcohols, sequestering agents, and water. . Examples of combinations of optional raw materials for the coloring agent include dyes, alcohols, polymer compounds (synthetic polymer compounds, semi-synthetic polymer compounds or natural polymer compounds), and water. Examples of combinations of optional raw materials for the bleaching agent include hydrogen peroxide, a surfactant, an alkali agent, and water. Examples of combinations of optional styling agents include styling raw materials (oils and fats, ester oils, hydrocarbons, waxes, synthetic polymer compounds, semi-synthetic polymer compounds, natural polymer compounds, etc.), surfactants, and alcohols. is there.

  The “hair care agent” is a hair treatment agent that is used to care for and care for hair. Examples of hair care agents include shampoos, rinses, conditioners, treatments (for example, non-washing treatments, flushing treatments, combined hair treatments, multi-component treatments, treatments for pre-treatment of perms, post-treatments of perms. Treatment for pre-treatment of coloring, treatment for post-treatment of coloring, treatment for pre-treatment of bleach, treatment for post-treatment of bleach). The “coloring agent” is a hair treatment agent used for coloring hair. Examples of coloring agents include hair dyes containing direct dyes, hair dyes containing reactive dyes that require a reaction when hair is dyed, and hair colorants that temporarily color hair. Can be mentioned. The “bleaching agent” is a hair treatment agent used for decolorizing hair pigments. A “styling agent” is a hair treatment agent used to temporarily hold a hairstyle.

[PH]
When water is blended in the hair treatment agent, the pH of the hair treatment agent is not particularly limited, but is preferably 5 or more and 11 or less, preferably 6 or more and 10 or less, more preferably 7 or more and 9 or less, and more preferably 7 or more. 8 or less is more preferable. If the pH is less than 5, precipitation of the modified peptide tends to occur, and if the pH is 11 or more, hydrolysis of the modified peptide may progress. In order to adjust pH, an organic acid, an inorganic acid, an alkali metal hydroxide, or the like may be used.

[Dosage form]
The dosage form at the time of using the hair treatment agent is not particularly limited, and examples thereof include liquid, emulsion, lotion, cream, wax, gel, solid, foam (foam), and mist. It is done.

[Target hair]
The target hair to be treated with the hair treatment agent may be any hair that has a history of permanent treatment, coloring treatment, or bleach treatment, and hair that has no history.

  Hereinafter, although the said hair treatment agent is demonstrated by an Example, this invention is not limited to a following example.

[Preparation Example 1] (Preparation of modified peptide)
As follows, the modified peptide was produced according to the reduction step and the oxidizing agent mixing step, and the modified peptide was recovered according to the solid-liquid separation step and the recovery step. Further, the modified peptide was heated for 5 hours under predetermined conditions.

Reduction step Merino wool, washed with a neutral detergent and dried, was cut to about 5 mm. 5 parts by weight of this wool, 15.4 parts by weight of a 30% by weight aqueous sodium thioglycolate solution and 8.5 parts by weight of a 6 mol / L aqueous sodium hydroxide solution are mixed, and water is further mixed to give a total amount of 150 parts by weight and a pH 11 coating. A treatment solution was prepared. This liquid to be treated was stirred at 45 ° C. for 1 hour. Subsequently, water was further mixed to make the total amount 200 parts by mass, left under conditions of 45 ° C. for 2 hours, and then naturally cooled until the liquid temperature reached room temperature.

Oxidant mixing step While stirring the liquid to be treated after the reduction step, 178 parts by mass of an aqueous solution containing 15.26 parts by mass of 35% by mass hydrogen peroxide was mixed with the liquid while stirring over about 30 minutes. (The pH of the liquid to be treated increased with the mixing of the hydrogen peroxide solution, but the increase was adjusted to a range of pH 10 to 11 by mixing an aqueous solution of about 20% by mass acetic acid.) Then, about 20 mass% acetic acid aqueous solution was mixed gradually, and it adjusted so that the pH of a to-be-processed liquid might become 11-7 gradually. Thus, a denatured peptide solution was obtained.

Solid-liquid separation step and recovery step Insoluble matter in the solution was removed by filtering the denatured peptide solution. Thereafter, 160 parts by mass of an aqueous solution containing 97.2 parts by mass of a 36% by mass hydrochloric acid aqueous solution was added to the recovered liquid part (filtrate) to adjust the pH of the denatured peptide solution to 7 to 3.8, thereby denatured peptide. Precipitation occurred. This precipitate was recovered and washed with water to obtain a solid modified peptide.

  An aqueous solution in which the solid modified peptide obtained in the recovery step was 1% by mass and the pH was 8 with 2-amino-2-methyl-1-propanol was heated at 85 ° C. for 5 hours. The liquid after heating was filtered to obtain an aqueous solution of the modified peptide used in Preparation Example 2 below.

[Preparation Example 2] (Preparation of modified peptide solution)
The modified peptide solution is prepared by blending 1% by mass of the modified peptide prepared in Preparation Example 1, 3% by mass of 1,3-butylene glycol, 1% by mass of phenoxyethanol, 3% by mass of betaine lauryldimethylaminoacetate and water (remainder). Prepared.

[Example 1]
The hair treatment agent of Example 1 was prepared by blending 1 part by mass of leucine (1 part by mass of leucine with respect to 1 part by mass of the modified peptide) with 100 parts by mass of the modified peptide solution of Preparation Example 2.

[Comparative Example 1]
The modified peptide solution of Preparation Example 2 was used as the hair treatment agent of Comparative Example 1.

<Evaluation of degree of fixation of denatured peptide>
About the hair treatment agent of Example 1 and Comparative Example 1, the fixing degree of the modified peptide to hair was evaluated. The fixing degree was evaluated by measuring the disulfide amount of the hair bundle treated with the hair treatment agent of Example 1 or Comparative Example 1 by the following method. The measurement result of the amount of disulfide is shown in FIG. It can be said that the greater the amount of disulfide, the higher the degree of fixing of the modified peptide, and thus the higher the degree of hair repair.

(Hair treatment)
The treatment with the hair treatment agent for the hair bundle (the hair bundle having a treatment history with the oxidation hair dye) is about 10 seconds with purified water after the hair bundle is immersed in the hair treatment agent of Example 1 or Comparative Example 1 for about 10 seconds. It was performed by washing and drying with a dryer after towel drying. The hair bundle which performed such a process 7 times, the hair bundle which performed 14 times, and the hair bundle which performed 28 times were prepared, respectively.

(Measurement of disulfide content)
The amount of disulfide in the hair bundle treated with the hair treatment agent a predetermined number of times was measured according to the method described in “Australian Journal of Chemistry, 13 (4), p. 547-566”. However, the reaction time with Na ₂ SO _{3 in} excess of MeHgI was changed to 24 hours and 48 hours. In addition, the polarograph used in the calculation of the amount of disulfide includes “DEOXYGEN STAND DS-100 (Yanaco)” as a nitrogen release machine, “POLALOGRAPHIC ANALYZER P-3000 (Yanaco)” as an analyzer, and “P” as a dropping mercury electrode stage. -1000ST (Yanaco) "was used.

As is clear from FIG. 2, the hair treatment agent of Example 1 containing leucine was any number of 7, 14, and 28 times compared to the hair treatment agent of Comparative Example 1 not containing leucine. Even in the hair bundle subjected to the treatment, the amount of disulfide was large. From this result, it was confirmed that by fixing leucine together with the modified peptide, the fixability of the modified peptide to the hair is improved.

Claims (4)

A hair treatment agent comprising a modified peptide having at least one unit of a structure represented by the following formula (I) and a salt thereof as a side chain group and leucine.
_{-S-S- (CH 2) n} -COOH (I)
(In the formula (I), n is 1 or 2.)   The hair treatment agent according to claim 1, wherein the content of the leucine is 0.1 parts by mass or more with respect to 100 parts by mass of the modified peptide.   The hair treatment agent according to claim 1 or 2, wherein the modified peptide is formulated with a keratin main chain. The hair treatment agent according to claim 1, 2 or 3, which is a hair care agent or a styling agent.

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