Hair treatment agents

A hair treatment agent with tartaric or malic acid salts maintains hair strength and stability, addressing the compromise of resilience and combability issues in oxidative treatments, while suppressing odors and ensuring long-term stability.

JP7789343B2Active Publication Date: 2025-12-22TAKARA BELMONT CO LTD
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Patent Information

Application Number
JP2021087782
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-05-25
Publication Date
2025-12-22
Estimated Expiration
2041-05-25

AI Technical Summary

Technical Problem

Existing hair treatment agents, such as oxidative hair dyes and bleaches, improve dyeing and bleaching power while reducing irritation and damage, but they compromise hair strength (resilience, body, resistance to breakage, and combability).

Method used

A hair treatment agent containing tartaric acid or malic acid, or their salts, with a pH of 2.0 to 4.0 and a content of 5.0% or less, which penetrates deep into hair to form a resilient core, suppresses the loss of strength and adsorbs irritating sulfur-oxidized compounds, thereby maintaining hair strength and stability.

Benefits of technology

The agent effectively maintains hair strength and stability, suppresses unpleasant odors, and ensures long-term storage stability.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a hair-treating agent which can suppress the generation of an unpleasant odor of the hair caused by hair dyeing or decoloring treatment while suppressing deterioration of strength of the hair (firmness / resilience, breaking resistance, combability) due to these hair treatments and further can be stably stored for a long time.SOLUTION: There is provided a hair-treating agent which comprises a carboxylic acid or its salt and an oxidizing agent, where the carboxylic acid is at least one of tartaric acid and malic acid, the hair-treating agent has a pH of 2.0 to 4.0 and the content of a carboxylic acid or its salt is 5.0 mass% or less.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a hair treatment agent used in hair treatments such as dyeing and bleaching. [Background technology]

[0002] Hair transformation treatments such as hair dyeing, bleaching, permanent waving, and straightening can change hair to a desired brightness and color tone, but they also reduce the shine and manageability of hair and cause various types of damage to the hair.

[0003] Therefore, hair treatment agents have been proposed to reduce such hair damage. More specifically, oxidative hair dyes containing an alkaline agent including carbonate and a specific alkaline chelating agent such as ethylenediaminetetraacetic acid (EDTA) have been proposed. It is described that the use of such oxidative hair dyes has little irritating odor, is low-irritant, imparts good brightness to hair, and ensures sufficient hair dyeing power (see, for example, Patent Document 1).

[0004] Also proposed is a hair bleach and an oxidative hair dye containing an alkaline agent, an oily component, a surfactant, an oxidizing agent, and a chelating agent, the chelating agent including at least one of gluconic acid and its salts, in an amount of 0.002 to less than 0.2% by mass. The use of such a hair bleach and an oxidative hair dye is described as providing good emulsion stability, bleaching power, hair dyeing power, and texture, and sufficiently reducing irritation and damage to hair during application (see, for example, Patent Document 2).

[0005] In addition, an oxidizing agent-containing composition has been proposed that is used as a hair dye or hair bleach / decolorizing agent by mixing with an agent containing an alkaline agent, and that contains an oxidizing agent, phenoxyethanol, an aminocarboxylic acid chelating agent, and an acid. It is described that the use of such an oxidizing agent-containing composition can improve the stability of the formulation and the stability of the oxidizing agent (see, for example, Patent Document 3). [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Patent No. 6196753 [Patent Document 2] Patent No. 5914555 [Patent Document 3] Japanese Patent Application Publication No. 2019-11293 Summary of the Invention [Problem to be solved by the invention]

[0007] However, in the oxidative hair dyes and the like described in Patent Documents 1 and 2, the chelating agents described above improve the dyeing and bleaching power while reducing irritation and damage to the hair during treatment, but there is a problem in that these chelating agents reduce the strength of the hair (resilience, body, resistance to breakage, and combability) during bleaching treatments and the like.

[0008] Furthermore, in the oxidizing agent-containing composition described in Patent Document 3, the formulation stability of the oxidizing agent-containing composition and the stability of the oxidizing agent are improved by using phenoxyethanol and a specific acid in combination, but there is a problem in that the phenoxyethanol and the specific acid reduce hair strength (resilience, strength, resistance to breakage, and combing) during bleaching treatments and the like.

[0009] The present invention has been made in view of the above problems, and aims to provide a hair treatment agent that can suppress the decrease in hair strength (resilience, body, resistance to breakage, and combing) caused by hair dyeing and bleaching treatments, while at the same time suppressing the generation of unpleasant hair odors caused by these hair treatments, and that can be stored stably for a long period of time. [Means for solving the problem]

[0010] In order to achieve the above object, the hair treatment agent of the present invention is a hair treatment agent containing a carboxylic acid or its salt and an oxidizing agent, wherein the carboxylic acid is at least one of tartaric acid and malic acid, the pH is 2.0 to 4.0, and the content of the carboxylic acid or its salt is 5.0 mass% or less. [Effects of the Invention]

[0011] According to the present invention, it is possible to suppress the loss of hair strength (body, strength, breakage resistance, combability) caused by hair dyeing or bleaching treatment, while at the same time suppressing the generation of unpleasant odors from hair due to these hair treatments.It is also possible to provide a hair treatment agent that can be stably stored for a long period of time. DETAILED DESCRIPTION OF THE INVENTION

[0012] Preferred embodiments of the present invention will be described below. Note that the present invention is not limited to the following embodiments, and can be appropriately modified and applied within the scope of the present invention.

[0013] The hair treatment composition of the present invention is used as a second agent in an oxidative hair dye or bleach, and contains a carboxylic acid or its salt and an oxidizing agent.

[0014] (carboxylic acid or its salt) As the carboxylic acid or its salt, at least one of tartaric acid and malic acid or its salt is used.

[0015] These carboxylic acids or their salts are highly reactive with the amino groups in keratin fibers, so they penetrate deep into the hair, forming a resilient core inside the hair and preventing the loss of strength (resilience, strength, resistance to breakage, and combability) caused by dyeing or bleaching treatments.

[0016] Furthermore, these carboxylic acids or their salts specifically adsorb and suppress the generation of irritating sulfur-oxidized compounds derived from the oxidation of proteins, which are components of hair, or the amino acids that are their constituent units, which are generated secondarily as a result of the oxidation reaction of oxidative hair dyes or bleaches, thereby suppressing the generation of such compounds and thereby suppressing the generation of unpleasant odors from hair caused by hair dyeing or bleaching treatments.

[0017] Furthermore, since the hair treatment agent of the present invention contains the above-mentioned carboxylic acid or a salt thereof, when hydrogen peroxide is used as an oxidizing agent, for example, decomposition of the hydrogen peroxide is suppressed, thereby improving the stability of the hair treatment agent (i.e., the stability of the oxidizing agent).

[0018] In the present invention, the amount of carboxylic acid or a salt thereof based on the total amount of the hair treatment agent is 5.0% by mass or less, and the lower limit is preferably 0.001% by mass or more.

[0019] This is because if the carboxylic acid or its salt is less than 0.001% by mass, the aforementioned decrease in strength may not be sufficiently suppressed. Furthermore, if it is more than 5% by mass, the pH may be too low, making it difficult to use as an oxidative hair dye or bleach. Furthermore, excessive adsorption to the hair and a strong astringent effect in some areas may occur, causing changes in the three-dimensional structure of the hair and resulting in a decrease in strength. Furthermore, a high concentration may result in a decrease in the viscosity of the formulation and a decrease in emulsion stability, leading to non-uniformity in the formulation during use, resulting in a significant decrease in dyeing and bleaching power, and may also result in the generation of a reaction odor during dyeing or bleaching treatment and a residual odor (unpleasant odor) after hair treatment.

[0020] (oxidizing agent) The oxidizing agent that is the main component of the hair treatment agent of the present invention is not particularly limited, and may be any oxidizing agent that is used in the second agent of hair coloring agents, such as hydrogen peroxide.

[0021] Furthermore, from the viewpoint of suppressing damage to hair and achieving a sufficient hair dyeing effect, the blend amount of the oxidizing agent relative to the total amount of the hair treatment agent is preferably 1.5 to 9.0 mass %.

[0022] Furthermore, from the viewpoint of preventing a decrease in hair strength, the ratio of the carboxylic acid or its salt to the oxidizing agent contained in the hair treatment agent is preferably 1:0.8 to 1:30000 on a mass basis.

[0023] (Salicylic Acid) The hair treatment composition of the present invention may also contain salicylic acid. By including salicylic acid, for example, when hydrogen peroxide is used as an oxidizing agent, the decomposition of hydrogen peroxide is reliably suppressed, thereby reliably improving the stability of the hair treatment composition (i.e., the stability of the oxidizing agent).

[0024] In the present invention, the amount of salicylic acid in the total hair treatment agent is not particularly limited, but is preferably 0.001 to 3.0% by mass. This is because if the amount of salicylic acid is less than 0.001% by mass, the stability of the hair treatment agent may not be sufficiently improved. If the amount is more than 3.0% by mass, crystallization of the salicylic acid itself may occur over time, reducing stability.

[0025] From the viewpoint of stable incorporation into the hair treatment agent, the content ratio of the carboxylic acid or its salt to salicylic acid in the hair treatment agent is preferably 1:0.02 to 1:10 by mass.

[0026] From the viewpoint of the stability of the hair treatment agent, the content ratio of salicylic acid to the oxidizing agent is preferably 1:8 to 1:30000 by mass.

[0027] (solvent) Furthermore, the solvent (dispersion medium) used in the hair treatment agent of the present invention is not particularly limited, and for example, water is used. However, if necessary, an organic solvent such as ethanol or isopropanol may be contained in the water at a concentration that is harmless to the human body when it comes into contact with the water.

[0028] The hair treatment composition of the present invention is not limited to a solution, and may contain suspended or emulsified components as needed.

[0029] (pH adjuster) The hair treatment agent of the present invention may also contain a pH adjuster. There are no particular limitations on the pH adjuster, and any pH adjuster typically used in hair cosmetics may be used. Examples include sodium pyrophosphate, phosphoric acid, guanidine carbonate, sodium dihydrogen phosphate, trisodium phosphate, sesquicarbonate, arginine, sodium bicarbonate, sodium carbonate, monoethanolamine, ammonia, 2-amino-2-methyl-1-propanol, sodium hydroxide, tripotassium citrate, trisodium citrate, and diammonium hydrogen phosphate.

[0030] (pH) The pH of the hair treatment agent of the present invention is adjusted to 2.0 to 4.0 by the pH adjuster. For example, when hydrogen peroxide is used as the oxidizing agent, the pH is adjusted to 2.0 to 4.0.

[0031] (preservatives) The hair treatment composition of the present invention may also contain a preservative. By containing a preservative, the stability of the hair treatment composition can be obtained.

[0032] Examples of the preservative include benzoic acid, sodium benzoate, dehydroacetic acid, sodium dehydroacetate, paraben, phenoxyethanol, and methylisothiazolinone.

[0033] The amount of preservative to be blended in the entire hair treatment agent is preferably 0.01 to 0.3% by mass.

[0034] (Other ingredients) The hair treatment agent of the present invention may contain other ingredients, such as oily ingredients (e.g., sphingolipids, ceramides, cholesterol derivatives, phytosterol derivatives, phospholipids, lanolin fatty acid derivatives, perfluoropolyethers, etc.), vegetable oils (e.g., olive oil, shea butter, macadamia nut oil, etc.), waxes (e.g., jojoba seed oil, carnauba wax, candelilla wax, beeswax, etc.), hydrocarbons (e.g., liquid paraffin, light liquid isoparaffin, paraffin, microcrystalline wax, squalane, petrolatum, isododecane, etc.), to the extent that the effects of the present invention are not impaired. can, isohexadecane, etc.), higher fatty acids (e.g., myristic acid, oleic acid, stearic acid, isostearic acid, branched fatty acids (C (number of carbons) 14-28), hydroxystearic acid, etc.), alcohols (e.g., cetanol, isostearyl alcohol, oleyl alcohol, hydrogenated rapeseed oil alcohol, cholesterol, sitosterol, 1,3-butylene glycol, propylene glycol, dipropylene glycol, glycerin, diglycerin, 1,2-hexanediol, etc.), sugars and their derivatives (e.g., glucose, sucrose, D-sorbitol , maltose, trehalose, polyoxypropylene methyl glucoside, glyceryl glucoside, etc.), esters (e.g., isopropyl myristate, cetyl palmitate, ethylhexyl palmitate, octyldodecyl oleate, glyceryl triisostearate, diethoxyethyl succinate, cetyl lactate, octyldodecyl lanolin fatty acid, etc.), silicones (e.g., dimethyl silicone, methylphenyl silicone, cyclic dimethyl silicone, polyether-modified silicone, alkyl-modified silicone, amino-modified silicone, dimethicone, , PCA dimethicone, etc.), amino acids and their derivatives (e.g., glutamic acid, aspartic acid, glycine, serine, methionine, trimethylglycine, sodium polyaspartate, sodium dilauramidoglutamide lysine, N-lauroyl-L-lysine, etc.), PPT and proteins (e.g., hydrolyzed silk, hydrolyzed wheat, hydrolyzed soybean, hydrolyzed collagen, hydrolyzed keratin, silylated hydrolyzed silk, silylated hydrolyzed wheat, cationized hydrolyzed silk, cationized hydrolyzed collagen, keratin, etc.), natural polymers (e.g.,Alginate, mannan, gum arabic, tamarind gum, chitosan, carrageenan, mucin, shellac, hyaluronate, cationized hyaluronic acid, xanthan gum, dextrin, hydroxyethyl cellulose, cationized cellulose, guar gum, cationized guar gum, honey, etc.), synthetic polymers (e.g., anionic polymers, cationic polymers, nonionic polymers, amphoteric polymers, polyethylene glycol, polypropylene glycol, polyoxypropylene diglyceryl ether, etc.), other anionic surfactants (e.g., alkyl ethers, alkyl ether sulfates such as alkyl carboxylates, N-acyl glutamic acid, N-acyl methyl taurine salts, alkyl sulfosuccinates, sodium lauryl sulfate, etc.), other cationic surfactants (e.g., alkylamine salts, fatty acid amidoamine salts, etc.), amphoteric surfactants (e.g., glycine-type amphoteric surfactants, aminopropionic acid-type amphoteric surfactants, aminoacetic acid betaine-type amphoteric surfactants, sulfobetaine-type amphoteric surfactants, etc.), nonionic surfactants (e.g., polyoxyethylene cetyl ether and polyoxyethylene lauryl ether, etc.), Polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hydrogenated castor oil, alkyl glucoside, new oil-type glyceryl monostearate, etc.), dyes (e.g., tar dyes, natural dyes, etc.), plant extracts (e.g., chamomile extract, comfrey extract, sage extract, rosemary extract, persimmon tannin, tea distillate, copper chlorophyllin sodium, etc.), vitamins (e.g., L-ascorbic acid, DL-α-tocopherol, D-panthenol, natural vitamin E, etc.), UV absorbers (e.g., para-aminobenzoates, acid, octyl salicylate, 2-ethylhexyl paramethoxycinnamate, ferulic acid, etc.), antioxidants (e.g., sodium hydrogen sulfite, dibutylhydroxytoluene, etc.), sequestering agents other than those mentioned above (e.g., hydroxyethanediphosphonic acid solution, edetate, sodium polyphosphate, phytic acid, etc.), other inorganic compounds (e.g., titanium oxide, silver, platinum, iron chloride, iron oxide, sodium bromate, hydrogen peroxide, etc.), other organic compounds (e.g., urea, hydroxyethyl urea, sodium dl-pyrrolidonecarboxylate, copper gluconate, etc.), solvents (e.g.,It is possible to blend various known cosmetic ingredients such as propellants (e.g., diethylene glycol monoethyl ether, benzyl alcohol, etc.), propellants (e.g., LPG (liquefied petroleum gas), DME (dimethyl ether), nitrogen gas, carbon dioxide gas, etc.), fragrances, etc.

[0035] The hair transformation treatment agent of the present invention can be made into a formulation such as a liquid, milk, cream, foam (form when used), mist (form when used), etc. by known methods, and can also be made into an aerosol form. [Example]

[0036] The present invention will be described below based on examples. However, the present invention is not limited to these examples, and these examples can be modified or changed based on the spirit of the present invention, and such modifications are not excluded from the scope of the invention.

[0037] (Examples 1 to 56 and Comparative Examples 1 to 30) <Production of hair treatment agents> Water (purified water) and the respective raw materials were blended to produce hair treatment agents (second agents) of Examples 1 to 56 and Comparative Examples 1 to 30 having the compositions (mass %) shown in Tables 1 to 6.

[0038] <First agent for bleaching> In addition to the hair treatment agent of the present invention, a commercially available first agent for bleaching (trade name: Edol Lightener EX) was used as the first agent to be combined with each of the hair treatment agents of the Examples and Comparative Examples.

[0039] [Table 1]

[0040] [Table 2]

[0041] [Table 3]

[0042] [Table 4]

[0043] [Table 5]

[0044] [Table 6]

[0045] <Preparing hair samples> A 5g bundle of straight hair 30cm in length was dyed twice using a commercially available hair color as a chemical treatment, and then permanently waving was performed using a commercially available perm solution.The treated hair was then immersed overnight in an aqueous solution of sodium polyoxyethylene lauryl sulfate (5% by mass) kept at 50°C, and thoroughly washed with water to obtain a sample hair.

[0046] <Bleaching treatment> Next, the prepared hair was subjected to the following bleaching treatments (A) to (C). (A) First, for 5 g of sample hair, each hair treatment agent (second agent) and first agent of the Examples and Comparative Examples were prepared, and the hair treatment agent and first agent were mixed in the ratios shown in Tables 1 to 6 to prepare a bleaching agent. (B) Next, the prepared bleaching agent was applied evenly to the entire hair and left for 25 minutes. (C) After 25 minutes of bleaching treatment, the bleach was washed off, shampooing and treatment were performed, and then the hair was dried using a hair dryer.

[0047] <Bleaching power evaluation> The hair that had been bleached as described above was subjected to a sensory evaluation to determine the effect of the hair treatment agent on the finished feel of the bleaching treatment. Specifically, the evaluation was conducted by 10 expert panelists based on the following evaluation criteria.

[0048] Highly effective bleaching power: Has bleaching power: Yes Slightly weak bleaching power: △ No bleaching power: ×

[0049] <Evaluation of the finish> Next, a sensory evaluation was conducted on the hair that had undergone the above-mentioned bleaching treatment to determine the effect of the above-mentioned hair treatment agent on the finish feel after drying. Specifically, 10 expert panelists evaluated the hair in three categories: (1) combing ease, (2) resistance to breakage, and (3) firmness and body. The evaluation criteria for each category are shown below.

[0050] (1) Kushidori After the final washing with water following the bleaching treatment, the hair bundle was dried and then detangled, and the ease of combing (smoothness) was evaluated according to the following evaluation criteria. Very easy to comb:◎ Easy to comb: ○ Slightly difficult to comb: △ Difficult to comb: ×

[0051] (2) Firmness and elasticity The firmness and elasticity of the hair in a dry state after bleaching treatment were evaluated according to the following evaluation criteria. Very firm and resilient:◎ Firm and resilient:○ Slightly lacking in firmness and elasticity: △ No firmness or elasticity: ×

[0052] (3) Durability The hardness to cut in a dry state after bleaching treatment was evaluated according to the following evaluation criteria. When pulling the hair to a certain extent, it did not stretch or break: ◎ When the hair was pulled to a certain extent, it stretched but did not break: ○ When the hair was pulled to a certain extent, it stretched out and then broke: △ When the hair was pulled a certain amount, it broke immediately: ×

[0053] <Stability evaluation> The stability of each hair treatment agent of the Examples and Comparative Examples was evaluated according to the following evaluation criteria. When stored at a constant temperature of 50°C, no foaming decomposition (decomposition of hydrogen peroxide) occurred for more than three months. When stored at a constant temperature of 50°C, foaming decomposition (decomposition of hydrogen peroxide) occurred within 2 to 3 months: Yes When stored at a constant temperature of 50°C, foaming decomposition (decomposition of hydrogen peroxide) occurred within 1 month or more but less than 2 months: △ When stored at a constant temperature of 50°C, foaming decomposition (decomposition of hydrogen peroxide) occurred within one month: ×

[0054] <Evaluation of residual odor> After the final washing with water of the bleaching treatment, the hair bundle was dried and then detangled, and the presence or absence of residual odor was evaluated according to the following evaluation criteria.

[0055] No residual odor: ◎ Almost no residual odor: ○ There is a slight lingering odor: △ Strong residual odor: ×

[0056] In each of the above evaluations, "◎" was evaluated as being particularly excellent, and "◯" was evaluated as being excellent. Furthermore, "△" and "×" were evaluated as being insufficient. The results are shown in Tables 1 to 6.

[0057] As shown in Tables 1 to 4, the hair treatment agents of Examples 1 to 32, which contain at least one of tartaric acid and malic acid or a salt thereof, are able to suppress the decrease in strength (ease of combing, resistance to breakage, and bounce / body) caused by bleaching treatment, as well as suppress the generation of unpleasant odors (residual odors) in the hair caused by bleaching treatment, and can be stored stably for long periods of time, compared to Comparative Examples 1 to 6, 8 to 13, 15 to 20, and 22 to 27, which contain other acids such as succinic acid.

[0058] Furthermore, as shown in Tables 1 to 6, the hair treatment agents of Examples 1 to 56, which contain 5.0 mass% or less of at least one of tartaric acid and malic acid or a salt thereof, can suppress the decrease in strength (ease of combing, resistance to breakage, firmness and elasticity) caused by bleaching treatment, and can suppress the generation of unpleasant odors (residual odors) in hair caused by bleaching treatment, and can be stored stably for long periods of time.

[0059] On the other hand, in Comparative Examples 29 to 30, which contain 8.0% by mass of at least one of tartaric acid and malic acid or their salts, even when sodium pyrophosphate is used, the pH only rises to 1.8, which is too low, resulting in a significant decrease in bleaching power and in failure to prevent the loss of strength (ease of combing, resistance to breakage, bounce and body) caused by the bleaching treatment. Furthermore, it is clear that the generation of unpleasant odors (residual odors) from hair caused by the bleaching treatment cannot be prevented, making it difficult to store the hair stably for long periods of time.

[0060] Furthermore, as shown in Table 5, the hair treatment of Example 36, which contains salicylic acid, exhibits improved stability compared to the hair treatments of Examples 33 to 35, which do not contain salicylic acid. Similarly, the hair treatment of Example 40, which contains salicylic acid, exhibits improved stability compared to the hair treatments of Examples 37 to 39, which do not contain salicylic acid. Similarly, the hair treatments of Examples 43 to 46, which contain salicylic acid, exhibit improved stability compared to the hair treatments of Examples 41 and 42, which do not contain salicylic acid. [Industrial Applicability]

[0061] As described above, the present invention is particularly useful as a hair treatment agent used in hair treatments such as dyeing and bleaching.

Claims

1. A hair treatment agent containing a carboxylic acid or its salt, an oxidizing agent, and salicylic acid, the carboxylic acid is at least one of tartaric acid and malic acid, pH is 2.0 to 4.0, the content of the carboxylic acid or its salt is 5.0% by mass or less, The content of the salicylic acid is 0.001 to 3.0% by mass, A hair treatment agent characterized in that the content ratio of the carboxylic acid or its salt to the salicylic acid is 1:0.02 to 1:10 on a mass basis.

2. 2. The hair treatment composition according to claim 1, wherein the oxidizing agent is aqueous hydrogen peroxide.

3. 3. The hair treatment agent according to claim 2, wherein the content of the hydrogen peroxide is 1.5 to 9.0% by mass.

Citation Information

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