JPH08208448A - Hair dyeing agent composition - Google Patents

Abstract

PURPOSE: To obtain a hair dyeing agent composition having excellent shampoo fastness and shelf stability, capable of simply restoring damaged hair, containing an iridoid-based compound, an amino acid and an alcohol. CONSTITUTION: This hair dyeing agent composition contains one or more iridoid- based compounds selected from an iridoid compound of formula I (R1 is H, CH3 , COOH, etc.; R2 and R3 are each H or OH; R4 is CH3 or CH2 OH) and a secoiridoid compound of formula II (R5 is CH3 , CHO, etc.; R6 is H or COOA1 ; A1 is an alkyl), an amino acid and an alcohol as active ingredients. The amount of the iridoid-based compound is 1-5wt.%, that of the amino acid is 0.1-10 pts.wt. based on 1 pt.wt. of the iridoid-based compound and that of the alcohol is 10-90wt.%. The hair dyeing agent composition is adjusted to pH6.5 to pH10. The addition of the alcohol and the adjustment of pH6.5 to pH10 improve dyeing properties, curl retention, no damage to hair, damage restoring properties, shampoo fastness and easiness pharmaceutical preparation and the composition is applicable even to animals such as dogs and cats besides human beings.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye composition for human hair and a repair treatment composition for damaged hair.

[0002]

2. Description of the Related Art Conventional hair dyes are roughly classified into permanent hair dyes and temporary hair dyes. Permanent hair dyes usually consist of a dye precursor, a dye coupler, and an oxidizer, which is an oxidative dye that penetrates into the hair in the alkaline region and undergoes oxidative polymerization in the hair to produce a dye, thereby producing hair. Is to be dyed. This permanent hair dye gives an excellent hair dyeing effect with high fastness, but has a problem that the hair is significantly damaged by an alkali oxidation reaction in the treatment process. On the other hand, the temporary hair dye uses a dye such as an acid dye and is physically adsorbed on the hair to dye the hair. Although these are easy to use and do not damage the hair, they have a weak hair dyeing effect and are not satisfactorily colored. A hair dye that can be simply used, does not damage the hair, and has a hair dyeing effect equivalent to that of a permanent hair dye has not yet been put into practical use.

Japanese Unexamined Patent Publication No. 52-53932 proposes a method for producing gardenia blue dye by reacting geninine with glycine, leucine and glutamine. Further, according to JP-A-3-220115, a composition (A) containing an iridoid glycoside or a secoiridite glycoside and a composition (B containing an enzyme capable of hydrolyzing these glycosides). ) Has been proposed. This hair dye cosmetic has a problem that it takes a long time for hair dyeing because the glycoside of the iridoid compound is hydrolyzed by an enzyme in the usage state, and the dyeing tone of the hair is the iridoid. Since it depends on the type of the system compound, it was necessary to select the type of glycoside of the iridoid compound depending on the desired color tone. However, since glycosides of such iridoid compounds are natural products and their prices are high, it is very difficult to prepare many hair dye cosmetics according to desired hair dye color tone as products, Not practical.

Further, Japanese Patent Application Laid-Open No. 4-342518 proposes a hair dye which is a combination of a cutina oxygen-treated dye and an anatto extract dye, a lac dye, and a turmeric dye. Furthermore, JP-A-5-339134 and JP-A-6-56638 propose hair dyes having PH4 to PH6 containing an aglycone iridoid acid glycoside and an amino acid. However, these hair dyes are not satisfactory in shampoo fastness, storage stability and the like.

[0005]

DISCLOSURE OF THE INVENTION The present invention provides a hair dyeing treatment which is far superior to shampoo fastness and storage stability of the preparation, and which has a shorter hair dyeing treatment time than the conventional hair dyes containing an iridoid compound. An object of the present invention is to provide an agent composition and a repair treatment agent composition for damaged hair products.

[0006]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventor has found that a reactive dye of an iridoid compound and an amino acid is strongly adsorbed to hair, and that the iridoid compound repairs damaged hair. In order to ensure that the reaction is effective and that it has excellent stability during production, it is necessary to set the pH of the reaction product to 6.5 to 10 and add alcohols to obtain the result. Heading out, the present invention has been completed.

That is, according to the present invention, the following general formula (1)
Of at least one iridoid compound selected from the iridoid compound represented by and the secoiridoid compound represented by the following general formula (2), and an amino acid and alcohols in a pH range of 6.5 to 10.0. A one-component hair dye composition is provided.

Embedded image [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A ₁ : an alkyl group), —COOM (M: a salt-forming cation), —COA ₂ (A ₂ : an alkyl group), —CF ₃ or halogen, and R ₂ and R ₃ are —H. or indicates -OH, R ₄ represents a -CH ₃ or -CH ₂ OH]

Embedded image [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A _1: alkyl group), - COOM (M: salt-forming _{cation), - COA 2 (A 2} : alkyl group), - CF ₃ or a halogen, R ₅ is, -CH _3, - CHO or -C
Represents OOH, and R ₆ represents -H or -COOA _1. ]

Further, according to the present invention, at least one selected from the agent A containing an amino acid, the iridoid compound represented by the general formula (1), and the secoiridoid compound represented by the general formula (2). It is composed of the agent B containing various iridoid compounds, and at least one of the agent A and the agent B contains alcohols, and when mixed on hair, it becomes a mixed solution having a pH of 6.5 to 10.0. A two-component hair dye composition is provided.

Further, according to the present invention, at least one iridoid compound and alcohol selected from the iridoid compound represented by the general formula (1) and the secoiridoid compound represented by the general formula (2). , Or further consisting of amino acids, PH 6.5-1
A repair treatment composition for damaged hair is provided which is in the range of 0.0.

Furthermore, according to the present invention, the amino acid is one or more selected from leucine, isoleucine, methionine, arginine, lysine hydrochloride, phenylalanine, and cystine, or the alcohol is There is provided each of the above-mentioned compositions, which is one or more selected from 1,3-propanediol, diethylene glycol, isoprene glycol, hexylene glycol, ethyl alcohol and butyl alcohol.

The present invention will be described in more detail below. Iridoid compounds and secoiridoid compounds used in the present invention (these are referred to as iridoid compounds in the present specification)
Can be obtained by hydrolyzing the glycoside of the iridoid compound extracted and separated from the fruit of the plant with an enzyme (β-glycosidase) or an acid. Further, various iridoid compounds can be obtained by using the iridoid compound, which is an aglycone of the glycoside, thus obtained as a raw material and subjecting it to a reaction treatment. Further, as the iridoid compound used in the present invention, an iridoid compound obtained from a natural product is used as a raw material, and by subjecting it to a reaction treatment, iridoid compounds having various substituents can be obtained. Further, the iridoid compound of the present invention can be one synthesized by a synthetic method.

The iridoid compound used in the present invention may preferably be genipin. This Genipin is
An iridoid compound obtained from gardenia fruits as a raw material, which is represented by the following structural formula (3).

Embedded image

Another preferable iridoid compound used in the present invention may be a genipin derivative represented by the following general formula (4).

[Chemical 4] [In the formula, R ₇ is —COOH, —COOM (M: salt-forming cation), —COA ₂ (A ₂ : alkyl group), —COO.
A ₃ (A ₃ represents an alkyl group having 2 or more carbon atoms), —CF ₃ or a halogen atom]

The genipin derivative represented by the general formula (4) can be obtained by reacting the genipin represented by the structural formula (3). For example, in the general formula (4), genipic acid in which R ₇ is COOH is
Genipinate, which can be obtained by hydrolyzing the COOCH ₃ group of genipin and R ₇ is COOM, is
It can be obtained by neutralizing genipinic acid derived from genipin with an inorganic or organic base. R ₇
The genipinate ester wherein COOA ₃ is can be obtained by transesterification of genipin with alcohol or by esterification reaction of genipinic acid with alcohol. The compound in which R ₇ is COA ₂ can be obtained, for example, by reacting genipinic acid with a Grignard reagent, and then treating the obtained product with ammonium chloride. The compound in which R ₇ is a halogen atom can be obtained by the following reaction.

Embedded image (In the above formula, X represents a halogen atom.) The iridoid compound (5) is a component of Chikuma mint belonging to the Labiatae family. Nepetalacdon
can be derived from (tone). The compound in which R ₇ is CF ₃ can be obtained by radically reacting the compound (6) (menichlorine) obtained in the above reaction with perfluoromethylene chloride under light irradiation.

In the iridoid compound of the general formula (1) used in the present invention, the compound in which R ₁ is H can be derived from the aglycone of aucvin by a conventional reaction. The compound in which R ₁ is CH ₃ can be obtained by methylating the compound of the general formula (6) by a Grignard reaction. R ₁ is -COOH, -COOM, -COOA ₁
Or -COA _2, compound can be derived from genipin as described above. The compound in which R ₂ is —OH can be derived from Catalpol. The compound in which R ₄ is —CH ₃ can be obtained by inducing from Loganin.

The secoiridoid compound used in the present invention is
The iridoid compound of the general formula (4) can be obtained by opening the C—C bond at the 7.8 position. The secoiridoid compound thus obtained is represented by the following general formula (7).

[Chemical 6] (In the formula, R ₁ has the same meaning as described above, and R ₅ is -CO.
OH, R ₈ represents a -COOCH _3. )

The secoiridoid used in the present invention can be represented by the following general formula (8).

[Chemical 7] This secoiridoid is Secologanine (Secolog
anin). Further, by using this secoiridoid as a raw material and performing a reaction treatment in the same manner as in the case of genipin, a secoilide represented by the following general formula (9) can be obtained.

Embedded image (In the formula, R ₇ has the same meaning as described above.)

Among the secoiridoids represented by the general formula (2) used in the present invention, those in which R ₅ is CHO can be obtained with secoroganin.

In the above-mentioned various substituents, as the salt-forming cation M, various conventionally known ones can be used. As such a substance, for example, alkali metals such as sodium and potassium, and substituted or unsubstituted ammonium are preferably used. As substituted ammonium,
Mention may be made of various organic bases, for example ammonium derived from alkanolamines such as monoethanolamine, diethanolamine and triethanolamine. The above-mentioned A ₁ and A ₂ alkyl groups include those having 1 to 22 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, octyl group, dodecyl group, stearyl group and oleyl group. Can be mentioned.

As the amino acid used in the present invention, various conventionally known amino acids can be used. Specific examples of amino acids include leucine, isoleucine, methionine, glycine, cystine, glutathione, phenylalanine,
Examples thereof include lysine hydrochloride and arginine.

The alcohols used in the present invention include:
1,3-Probandiol, diethylene glycol, isoprene glycol, hexylene glycol, butylene glycol, ethyl alcohol, butyl alcohol, glycerin, polyethylene glycol, polypropylene glycol, ethylene glycol, methyl ether, ethylene glycol ethyl ether and the like can be mentioned.

The one-component hair dye composition of the present invention is characterized by containing the above-mentioned iridoid compound, amino acids and alcohols, and when all of these components are mixed, PH is 6.5. It is characterized by showing 10.0.
This hair dye composition can be in various forms such as foam, solid, and semisolid. In the preparation of this hair dye composition, the iridoid compound and amino acid are preferably used in the form of a solution previously dissolved in water, an organic solvent, or a water / organic solvent mixture. Examples of the organic solvent in this case include the alcohols and dimethyl sulfoxide.

The liquid (including foam) hair dye composition includes hair liquid, hair setting agent, permanent wave solution, hair tonic, hair lotion, hair spray,
Hair styling, shampoo, conditioner, styling foam, split ends coating agent, hair mist and the like are included.
Solid or semi-solid (including cream) hair dye compositions include hair creams, hair sticks, hair gels and the like. These products are produced by blending appropriate additives according to the product form according to a conventionally known method.

The content of the iridoid compound in the hair dye composition is 0.1% by weight or more, usually 1 to 5% by weight. The content of the amino acid is 0.1 to 10 parts by weight, preferably 1 to 5 parts by weight, based on 1 part by weight of the iridoid compound. The alcohol content is 10 to 90% by weight.
Is.

In the hair treatment composition of the present invention, if necessary, various conventional auxiliary additives can be added to this type of hair dye composition. Examples of such materials include cationic polymers such as cationized cellulose (trade name: Rhogard G), polymers such as methacrylic acid ester copolymer (trade name: Yucaforma M-75-204), polyvinylpyrrolidone. , Nonionic polymers such as vinylpyrrolidone / vinyl acetate copolymer, silicone oil such as dimethyl silicone, amino modified silicone, polyether modified silicone, POP / POE butyl ether, POP
Lipophilic oils such as methyl glucose ether and POE methyl glucose ether, parapens, chlorhexidine gluconate, bactericidal preservatives such as triclosan, cooling sensation agents such as 1-menthol, vitamins, crude drugs, anionic surfactants, amphoteric surfactants , Cationic surfactants, nonionic surfactants, ultraviolet absorbers, antioxidants, solvents, dyes, and fragrances.

When treating hair with this one-pack type hair dye composition, the treatment temperature is room temperature or 30 ° C. to 80 ° C.
Can be warming. When treating hair using this hair dye composition, the iridoid compound undergoes a graft polymerization reaction on the hair, the iridoid compound reacts with the hair, and at the same time forms a polymer having a crosslinked structure, On the other hand, the amino acid reacts with the iridoid compound graft-polymerized on the hair. The hair thus treated exhibits a unique dyeing tone due to the iridoid compound and amino acid. Further, in this case, even if the same iridoid compound is used, the dyeing color tone of the hair can be changed to various color tones by changing the kind of the amino acid.

The two-component hair dye composition of the present invention comprises an agent A containing an amino acid and an agent B containing an iridoid compound. The content of the iridoid compound in the agent B is 0.1 to 20% by weight, preferably 1 to 10% by weight.
Is. The content of the amino group-containing compound in the agent A was 0.
It is 1 to 20% by weight, preferably 1 to 10% by weight. Further, the alcohols can be contained in at least either the agent A or the agent B, but it is preferable to contain them in the agent B. The pH of the agent A at that time is 1.5 to 10.0.
It is preferable to adjust At this time, the content of alcohols is 10 to 90% by weight. Agents A and B are liquid,
It can be in various forms such as solid and semi-solid, and A
The agent and the agent B may have the same form or different forms. These A-agent and B-agent can be blended with the above-mentioned auxiliary additive components, if necessary.

In order to treat hair with this two-component hair dye composition, first, the hair is treated with the agent A and then with the agent B. The treatment temperature can be room temperature or heating in the range of 30 to 80 ° C. in any treatment. In such a treatment, the treatment of the agent A causes the amino acid to penetrate into the hair or adhere to the hair surface, and the treatment of the agent B causes the iridoid compound to react with the amino acid together with the hair, so that the hair is treated with the iridoid compound. And is dyed with a unique color tone due to amino acids. Also,
When treating the hair with the two-component hair dye composition of the present invention, the order of the treatment with the agent A and the treatment with the agent B is not particularly limited, and the treatment with the agent A is followed by the treatment with the agent A. It can be carried out.

In the hair dye composition of the present invention, since the iridoid compound shows a graft polymerization reaction on hair, the hair dye composition of the present invention is used as a restoration agent for hair damaged by perm treatment. Can be applied. In this case, since the hair dye composition is used for hair repair, amino acids can be omitted. When the hair treatment agent of the present invention is applied as a hair damage repair agent,
The content of the iridoid compound in the treating agent is 0.1.
The content of alcohols is 10 to 20% by weight, preferably 0.5 to 10% by weight.
˜90 wt%, preferably 30-80 wt%.

[0030]

The hair dye composition of the present invention is a hair dye composition containing a conventional iridoid compound and an amino acid by mixing alcohols and adjusting the pH to 6.5 to 10. In comparison with, excellent hair dyeing properties, curl retention, no damage to hair, damage repair properties and shampoo fastness are excellent, and a great effect that a hair dye composition having excellent formulation properties can be provided. is there. The hair dye composition of the present invention can be applied not only to human hair but also to animal hair such as dogs and cats.

[0031]

EXAMPLES The present invention will be described in more detail with reference to Examples and Comparative Examples. The performance of the composition was evaluated by the following method. (1) Damage-free test; measuring the breaking strength of one human hair sample treated with a hair treatment agent using a tensile strength tester (manufactured by Toyo Bold-In Co., Ltd.) in a constant temperature and humidity room at 25 ° C. and 65% RH. did. The breaking strength measured for each of 10 samples was compared with that of untreated hair and evaluated according to the following criteria. ◯: Breaking strength almost equal to untreated hair Δ: Breaking strength lower than untreated hair X: Significantly lower breaking strength than untreated hair (2) Damage repair test; human hair treated with cold perm The rate of increase in hair diameter (swelling degree) after immersing the sample for each hair dyeing treatment in water for 1 hour was measured using a microscope. The degree of swelling measured for each of 10 samples was compared with that of untreated hair (normal hair) and cold perm-treated hair, and evaluated according to the following criteria. ◯: Swelling degree almost equal to that of untreated hair (14% or less); damage repairing effect Δ: Swelling degree larger than untreated hair but smaller than cold perm treated hair (19% or less 15% or more); somewhat damage repairing effect Yes ×: Swelling degree almost equal to that of cold perm treated hair (20%
(Above); no damage repairing effect (3) Curl holding power A hair bundle having a length of 20 cm and a weight of 1.5 g is wetted with water, wound on a rod, and dried at 70 ° for 2 hours. After drying, the rod is removed from the curled hair bundle, and a 10% diluted solution of each sample prepared in advance is uniformly applied, and further naturally dried. This hair bundle is hung under high humidity of 25 ° -90% relative humidity, and the degree of curl elongation is measured. In this case, the vertical length of the hair bundle immediately after being hung under high humidity is a, the length of the original hair bundle before curling is b, and 1 hour after hanging under high humidity. The vertical length of the subsequent hair bundle was defined as c, and the elongation z (%) obtained by the following equation was used as the curl retention force.

Example 1 Hair mousses having the composition shown in Tables 1 and 2 were prepared, and the performance was evaluated by the above-mentioned methods.
The results are also shown in Tables 1 and 2. In addition, the compounding amount of the components in the table is expressed in% by weight. The hair mousse agent in Table 1 is P
Adjusted to H7.0. Hydrochloric acid, citric acid and triethanolamine were used for pH adjustment.

[0033]

[Table 1]

[0034]

[Table 2]

Examples 2 to 8 In Examples 2 to 8, the pH was adjusted to 7.0.

Example 2 The cream shown below was prepared and Example 1 was applied to the hair tresses.
When the same treatment as in (1) was performed, the hair dyeing performance, shampoo fastness, and formulation stability were all good. (Wt%) Genipin 0.5 Squalane 20.0 Montmorillonite 1.0 Cetostearyl alcohol 8.0 POE (30) Stearyl ether 1.0 Propylene glycol 5.0 Perfume 0.4 Ethanol 20.0 Purified water balance

Example 3 Agent A shown below was used as a restorative and Agent B was used as a foam-like set agent, respectively. Each of these agents A and B was filled in an aerosol can together with a propellant (LPG) (stock solution / propellant weight ratio = 92/8). When the hair bundle was sequentially treated with the agent A and the agent B using these aerosol cans, hair dyeing performance, shampoo fastness,
The formulation stability was good in all cases. [Agent A] (% by weight) Arginine 3.0 Citric acid 0.3 POE (30) Stearyl ether 0.4 Amidoamine 0.2 Cationized cellulose 0.3 Isoprene glycol 1.0 Triethanolamine Appropriate amount Fragrance 0.3 Ethanol 20.0 Purified water Balance [B agent] (wt%) Genipin 5.0 POE (27) Glyceryl ether 10.0 POE (30) Stearyl ether 0.3 Stearyltrimethylammonium chloride 0.2 Cationized cellulose 0.3 Polymethacrylic acid ester 0.3 Perfume 0.2 Ethanol 25.0 Purified water Balance

Example 4 Agent A shown below was used as a tonic and agent B was used as a foamed split ends coating agent, respectively. When the same experiment as in Example 3 was carried out except that these agents A and B were used, the hair dyeing performance, the shampoo fastness, the undamaged degree and the damaged repair degree were all good. [A agent] (% by weight) PCA-Na 3.0 Citric acid 0.3 1-Menthol 0.1 Isopropylmethylphenol 0.1 Perfume 0.3 Hexylene glycol 2.0 Ethanol 30.0 Purified water balance [B Agent] (wt%) Genipin 3.0 Coconut oil fatty acid diethanolamide 0.3 Dimethyl silicone (SH200-30 CS) 7.0 Dimethyl silicone (SH200-100,000 CS) 3.0 POE (30) Stearyl ether 0.3 Chloride Stearyl trimethyl ammonium 0.2 Perfume 0.2 Black 401 0.003 Purple 401 0.001 Glycerin 0.5 Ethanol 25.0 Purified water Balance

Example 5 The following Dier formulation was prepared and applied to hair tresses in Example 3
With respect to the hair dyeing performance, a hair dyeing effect was gradually exhibited and good hair dyeing was obtained with respect to the hair dyeing performance, and shampoo fastness, no damage, and damage repairing degree were the same. All were good. (% By weight) Glycine 3.0 Genipin 5.0 Hydroxypropylcellulose 1.0 Cationized cellulose 0.3 Dipropylene glycol 2.0 Yucaforma 201 1.0 Citric acid 0.2 Ethyl alcohol 60.0 Perfume 0.5 Purification Water balance

Example 6 A hair mousse shown below was prepared, and Example 1 was applied to a hair bundle.
When the same treatment as in (1) was performed, the hair dyeing performance, shampoo fastness, and formulation stability were all good. (Wt%) Genibin solution 10 Ferrylalanine 5 Hexylene glycol 2 Promoise E 1 Promoise W 1 Methylpolycyclanasan (100,000) 4.5 〃 (30cs) 2.5 POE (30) Stearyl utel 0.4 Coconut oil fatty acid Diethanolamide 0.3 Yukaforma 301 0.9 Fragrance 0.1 Ethanol 20 Triethanolamine Appropriate amount Purified water balance

Example 7 The hair gel shown below was prepared, and the hair bundle was treated in the same manner as in Example 1. The hair dyeing properties, shampoo fastness, and formulation stability were all good. . (Wt%) Genipin solution (AI = 40%) 20 Pyritoxy hydrochloride 5 Hydroxypropyl cellulose 0.5 Bidoxypropyl methylcellulose 0.5 Carbol 940 0.5 Triethanolamine 0.25 Diethylene glycol 1 Ethanol 20 Methylparaben 0.1 Purified water The rest

Claims (5)

[Claims] 1. An at least one iridoid compound selected from the iridoid compound represented by the following general formula (1) and the secoiridoid compound represented by the following general formula (2), and an amino acid and an alcohol, P
A one-pack type hair dye composition, which is in the range of H6.5 to 10.0. Embedded image [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A ₁ : an alkyl group), —COOM (M: a salt-forming cation), —COA ₂ (A ₂ : an alkyl group), —CF ₃ or halogen, and R ₂ and R ₃ are —H. Or —OH, and R ₄ represents —CH ₃ or —CH ₂ OH. [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A _1: alkyl group), - COOM (M: salt-forming _{cation), - COA 2 (A 2} : alkyl group), - CF ₃ or a halogen, R ₅ is, -CH _3, - CHO or -C
Represents OOH, and R ₆ represents -H or -COOA _1. ] 2. An agent A containing an amino acid, at least one iridoid compound selected from the iridoid compound represented by the following general formula (1) and the secoiridoid compound represented by the following general formula (2). Contains B
When at least one of the agents A and B contains alcohols and mixed on hair, PH6.
A two-part hair dye composition, which is a mixed solution in the range of 5 to 10.0. Embedded image [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A ₁ : an alkyl group), —COOM (M: a salt-forming cation), —COA ₂ (A ₂ : an alkyl group), —CF ₃ or halogen, and R ₂ and R ₃ are —H. or indicates -OH, R ₄ represents a -CH ₃ or -CH ₂ OH. ] [Chemical 2] [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A _1: alkyl group), - COOM (M: salt-forming _{cation), - COA 2 (A 2} : alkyl group), - CF ₃ or a halogen, R ₅ is, -CH _3, - CHO or -C
Represents OOH, and R ₆ represents -H or -COOA _1. ] 3. An iridoid compound represented by the following general formula (1) and a secoiridoid compound represented by the following general formula (2), and at least one iridoid compound selected from the group consisting of alcohols and amino acids. , PH 6.5 to 10.0, a repair treatment composition for damaged hair. Embedded image [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A ₁ : an alkyl group), —COOM (M: a salt-forming cation), —COA ₂ (A ₂ : an alkyl group), —CF ₃ or halogen, and R ₂ and R ₃ are —H. Or —OH, and R ₄ represents —CH ₃ or —CH ₂ OH. [In the formula, R ₁ is —H, —CH ₃ , —COOH, —COO.
A ₁ (A _1: alkyl group), - COOM (M: salt-forming _{cation), - COA 2 (A 2} : alkyl group), - CF ₃ or a halogen, R ₅ is, -CH _3, - CHO or -C
Represents OOH, and R ₆ represents -H or -COOA _1. ] 4. The composition according to claim 1, 2 or 3, wherein the amino acid is one or more selected from leucine, isoleucine, methionine, arginine, lysine hydrochloride, phenylalanine, and cystine. Stuff. 5. The alcohol is one or more selected from 1,3-probandiol, diethylene glycol, isoprene glycol, hexylene glycol, ethyl alcohol, and butyl alcohol. The composition according to 2 or 3.