Iron perm method

The hair coloring and iron perm method using basic dyes, HC dyes, and amino acids with a curling agent and ammonia achieves reduced hair damage and improved color retention, addressing skin disorders and poor dyeability issues.

JP7822618B2Active Publication Date: 2026-03-03SUNNYPLACE CO LTD
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Patent Information

Application Number
JP2022208364
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-12-26
Publication Date
2026-03-03
Estimated Expiration
2042-12-26

AI Technical Summary

Technical Problem

Existing hair coloring and iron perm methods often cause skin disorders, damage hair, and result in poor color retention and dyeability, especially with dark black colors and iron perm treatments.

Method used

A hair coloring method using a composition containing basic dyes, HC dyes, amino acids, cationic surfactants, and a curling agent with thioglycerin and ammonia, followed by an iron perm treatment, to achieve better color retention and reduced hair damage.

Benefits of technology

The method reduces the risk of skin rashes and contact dermatitis, minimizes hair damage, and provides long-lasting color retention, allowing hair coloring even to new growth without scalp adherence, while simultaneously performing an iron perm.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a hair color and iron perm method that can dye hair with better color retention, less damage to hair, and less skin damage.SOLUTION: The iron perm method of the present invention comprises mixing: (A) a hair coloring agent containing at least a basic dye, a HC dye, an amino acid, a cationic surfactant, a thickener, an oil, a first pH adjuster, and a wetting agent, the pH of the hair coloring agent being 6.8 or higher; and (B) a curling agent containing at least a reducing agent, applying the mixture of the hair coloring agent and curling agent, which have been mixed, and performing an iron perm treatment after applying the mixture.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a method for iron perm, and more particularly to a method for iron perm using a hair color composition that is less likely to damage hair, can reduce skin disorders, and has excellent color retention and penetrating dye adhesion. [Background technology]

[0002] Hair coloring mainly includes hair colors, which are permanent hair dyes that are quasi-drugs, and semi-permanent hair dyes that are cosmetics, such as hair manicures and hair color treatments. In particular, most permanent hair dyes contain a substance called paraphenylenediamine (oxidation dye), but when it comes to dark black colors, the amount of diamine compounds mixed in is high, so even more care is required.

[0003] For example, a hair coloring composition containing paraphenylenediamine (oxidation dye) is known, which is characterized by comprising (a) a water-soluble peroxygen bleach, (b) a bleaching aid selected from organic peroxyacid bleach precursors and / or preformed organic peroxyacids, and (c) one or more hair coloring agents (Patent Document 1). [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Special Publication No. 11-501947 DISCLOSURE OF THE INVENTION [Problem to be solved by the invention]

[0005] However, as in the prior art including Patent Document 1, products containing oxidative dyes such as paraphenylenediamine require a larger amount of diamine compounds in the case of dark black colors as mentioned above, and in addition, skin disorders caused by the substance paraphenylenediamine (oxidative dye) have been reported.

[0006] In addition, hair manicure, a semi-permanent hair dye, is characterized by the fact that the pigment (acid dye) penetrates deep into the hair after just one use, and the color lasts for 2 to 3 weeks. However, the longer it is left on the scalp, the harder it becomes to remove the dyed pigment. It is difficult for the person applying it to apply it right up to the hairline, and the dyeing is poorer than hair color, considering the skill of the person applying it, so it is a hair dye that is often avoided at salons and beauty parlors.

[0007] Furthermore, the above-mentioned hair colors can dye the cortex (the inner part of the hair) thoroughly, but general hair color treatments only dye the cuticle (hair cuticle) and the cortex near the surface of the hair, and in some cases, it is not possible to achieve a hair color that lasts long enough.

[0008] On the other hand, there is also a demand for treatments such as iron perm at the same time as hair dyeing. Even when treatments such as iron perm are performed, there are cases where it is not possible to achieve hair color with sufficient dyeability or color retention due to reducing agents contained in permanent wave agents.

[0009] Therefore, an object of the present invention is to provide a hair coloring and iron perm method that can dye hair with better color retention, less damage to hair, and less skin damage. [Means for solving the problem]

[0010] In order to achieve the above object, the present inventors have conducted extensive research into hair coloring methods and iron perm methods, and as a result have come up with the present invention.

[0011] That is, the iron perm method of the present invention comprises: (A) a hair color agent containing at least a basic dye, an HC dye, an amino acid, a cationic surfactant, a thickener, an oily agent, a first pH adjuster, and a moisturizing agent, the pH of the hair color agent being 6.8 or higher; (B) mixing a curling agent containing at least a reducing agent, 0.01 to 10% by weight of thioglycerin, and aqueous ammonia in a blending ratio of the hair color agent to the curling agent of 1 to 5:5; applying the mixture of the mixed hair color agent and curling agent; A step of leaving the mixture after application for a predetermined time; After the predetermined time has elapsed, the product is dried, A step of performing iron perm treatment; a step of applying a hair setting agent containing at least sodium bromate, lauryltrimethylammonium chloride, and citric acid after the step of performing the iron perm treatment; The present invention is characterized by comprising:

[0013] In a preferred embodiment of the iron perm method of the present invention, the amino acid is at least one selected from the group consisting of cysteine, arginine, lysine, and histidine.

[0014] In a preferred embodiment of the iron perm method of the present invention, the basic dye is at least one selected from the group consisting of Basic Blue 3, Basic Blue 7, Basic Blue 99, Basic Red 76, Basic Yellow 57, Basic Brown 16, and Basic Brown 17, as designated by INCI (International Nomenclature of Cosmetic Ingredients).

[0015] In a preferred embodiment of the iron perm method of the present invention, the HC dye is at least one selected from the group consisting of HC Blue 2 (HC Blue 2), HC Yellow 2 (HC Yellow 2), HC Yellow 4 (HC Yellow 4), HC Yellow 5 (HC Yellow 5), HC Red 1 (HC Red 1), HC Red 3 (HC Red 3), and HC Orange 1 (HC Orange 1) in the INCI (INCI: International Nomenclature of Cosmetic Ingredient) names.

[0016] In a preferred embodiment of the iron perm method of the present invention, the cationic surfactant is a quaternary ammonium salt and / or a tertiary amine.

[0018] In a preferred embodiment of the iron perm method of the present invention, the curling agent further contains one or more selected from the group consisting of thioglycolic acid and its salts, cysteine ​​and its salts, cysteamine and its salts, thiolactic acid and its salts, butyrolactone thiol, and sodium sulfite.

[0019] In a preferred embodiment of the iron permanent method of the present invention, The aforementioned specified time lasts 5 to 15 minutes It is characterized by: [Effects of the Invention]

[0020] The iron perm method of the present invention not only reduces the risk of rashes and contact dermatitis, but also has the advantageous effect of not damaging hair even when the hair color is used for a long period of time, providing long-lasting color, allowing the practitioner to color hair even to new growth without worrying about the color adhering to the scalp, and simultaneously providing an iron perm. DETAILED DESCRIPTION OF THE INVENTION

[0021] The iron perm method of the present invention includes: (A) a hair color agent containing at least a basic dye, an HC dye, an amino acid, a cationic surfactant, a thickener, an oily agent, a first pH adjuster, and a moisturizing agent, the pH of the hair color agent being 6.8 or higher; (B) a step of mixing a curling agent (also called a first agent for permanent waves) containing at least a reducing agent; applying the mixture of the mixed hair color agent and curling agent; and performing a permanent iron treatment after applying the mixture.

[0022] First, the hair color composition and hair color that can be used in the present invention will be described below.

[0023] A hair color composition applicable to the present invention contains a basic dye, an HC dye, an amino acid, a cationic surfactant, a thickener, an oil, a pH adjuster, and a humectant, and is characterized by having a pH of 6.8 or higher. The hair color composition applicable to the present invention facilitates cuticle opening by adjusting the pH to 6.8 or higher, while simultaneously delivering basic amino acids such as L-arginine, L-lysine, L-histidine, and salts thereof into the hair, allowing coloring while repairing basic amino acids that have previously leaked out of the hair (due to hair damage). In other words, applying a hair color composition applicable to the present invention advantageously opens the cuticle and achieves a hair color with good color retention.

[0024] In a preferred embodiment of the hair color composition applicable to the present invention, from the viewpoint of facilitating cuticle opening and adjusting the pH to 6.8 or higher, the pH adjuster can be at least one selected from citric acid, phosphoric acid, lactic acid, malic acid, ammonia water, ammonium bicarbonate, ammonium carbonate, potassium hydroxide, sodium hydroxide, monoethanolamine, ammonium phosphate, sodium citrate, ammonium citrate, sodium lactate, potassium phosphate, and sodium phosphate. From the viewpoint of being weakly alkaline and leaving little residue on the hair, preferred examples of the pH adjuster include ammonium bicarbonate and sodium bicarbonate.

[0025] From the viewpoint of efficiently opening the cuticle and exhibiting good color retention, the pH value of the hair color composition applicable to the present invention can be adjusted to preferably 6.8 or higher, more preferably 7.0 to 9.0, and even more preferably 7.3 to 8.0.

[0026] In a preferred embodiment of the hair color composition applicable to the present invention, the amino acid is at least one selected from cysteine, arginine, lysine, and histidine. The amount of the amino acid is not particularly limited, but from the viewpoint of maintaining moisture and softness of hair, it is preferably 0.01 to 0.5% by mass, more preferably 0.01 to 0.3% by mass, and even more preferably 0.02 to 0.2% by mass relative to the total amount of the composition.

[0027] In a preferred embodiment of the hair color composition applicable to the present invention, the basic dye is at least one selected from the INCI (International Nomenclature of Cosmetic Ingredient) names Basic Blue 3, Basic Blue 7, Basic Blue 99, Basic Red 76, Basic Yellow 57, Basic Brown 16, and Basic Brown 17. The INCI (International Nomenclature of Cosmetic Ingredient) is an international name for cosmetic ingredients established by the International Nomenclature Committee (INC). The amount of the basic dye is not particularly limited, but from the viewpoint of not having strong dyeing power but causing little damage to hair, it can be preferably 0.0005 to 5 mass %, more preferably 0.01 to 3 mass %, and even more preferably 0.1 to 1 mass %, relative to the total amount of the composition.

[0028] In a preferred embodiment of the hair color composition applicable to the present invention, the HC dye is at least one selected from the INCI names HC Blue 2 (HC Blue 2), HC Yellow 2 (HC Yellow 2), HC Yellow 4 (HC Yellow 4), HC Yellow 5 (HC Yellow 5), HC Red 1 (HC Red 1), HC Red 3 (HC Red 3), and HC Orange 1 (HC Orange 1). The amount of the HC dye is not particularly limited, but from the viewpoint of achieving a deeper color because the HC dye dyes the inside of the hair, it is preferably 0.0005 to 5% by mass, more preferably 0.01 to 3% by mass, and even more preferably 0.1 to 1.5% by mass, relative to the total amount of the composition.

[0029] In a preferred embodiment of the hair color composition applicable to the present invention, the cationic surfactant is a quaternary ammonium salt and / or a tertiary amine, from the viewpoint of further improving the feel on hair. In a preferred embodiment of the hair color composition applicable to the present invention, the quaternary ammonium salt is alkyltrimethylammonium chloride solution, stearyltrimethylammonium chloride, or stearyltrimethylammonium bromide. In a preferred embodiment, the tertiary amine is stearic acid dimethylaminopropylamide, stearic acid diethylaminoethylamide, or behenamidopropyldimethylamine. The amount of the cationic surfactant is not particularly limited, but from the viewpoint of improving the hair dyeing power of basic dyes, it is preferably 0.01 to 10% by mass, more preferably 0.1 to 5% by mass, and even more preferably 1 to 3% by mass, relative to the total amount of the composition.

[0030] In addition, hair color compositions applicable to the present invention may contain thickeners, humectants, oils, etc. In the present invention, these thickeners, etc. are not particularly limited as long as they do not deviate from the effects of the present invention, and known thickeners can be used. From the viewpoint of product stability, examples of thickeners include hydroxyethyl cellulose, xanthan gum, and polyethylene glycol. Furthermore, the amount of the thickener is not particularly limited, but from the viewpoint of improving product stability, it is preferably 0.05 to 0.8% by mass, more preferably 0.1 to 0.5% by mass, and even more preferably 0.2 to 0.4% by mass relative to the total amount of the composition.

[0031] Examples of the humectant include glycerin, diglycerin, and 1,3-butylene glycol. The amount of the humectant is not particularly limited, but from the viewpoint of ease of application of the product, it is preferably 0.1 to 15% by mass, more preferably 0.5 to 10% by mass, and even more preferably 1 to 5% by mass relative to the total amount of the composition.

[0032] Examples of oils include fats and oils, waxes, hydrocarbons, alkyl glyceryl ethers, esters, silicones, higher alcohols, etc. The amount of oil is not particularly limited, but from the viewpoints of preventing drying after application and leaving the composition alone and of product stability, it is preferably 1 to 30% by mass, more preferably 2 to 20% by mass, and even more preferably 3 to 15% by mass.

[0033] Furthermore, a hair color agent applicable to the present invention is characterized by containing the above-mentioned hair color composition applicable to the present invention. If desired or depending on the intended use of the hair color agent, the hair color agent can appropriately contain the hair color composition applicable to the present invention.

[0034] Furthermore, examples of curling agents and hair setting agents (also called second agents for permanent waves) that can be used in the present invention are as follows:

[0035] First, an example of a curling agent applicable to the present invention will be described. The curling agent applicable to the present invention contains at least an alkaline agent, and in a preferred embodiment, can contain 0.1 to 10% by weight of thioglycerin and ammonia water. Thioglycerin is a reducing agent with high moisturizing power and can also be used as a reducing agent for coloring agents. From the viewpoints of safety to the scalp and hair and improving wave-forming power, the thioglycerin content can be 0.01 to 10% by weight, preferably 0.05 to 7% by weight, and more preferably 0.1 to 4% by weight, based on the total amount of the curling agent.

[0036] Ammonia water can be contained in curling agents applicable to the present invention. Ammonia water acts as an alkaline agent to swell hair, thereby acting on salt bonds and promoting the activity of active ingredients. Furthermore, ammonia water is highly volatile, resulting in extremely low residual hair retention. It evaporates during the leave-on period, causing a decrease in the pH of the agent, resulting in less overtime. Therefore, it can be formulated as a treatment agent for soft hair, which is relatively easy to perm, and for damaged hair. Furthermore, it has the characteristic of low residual skin retention, reducing the risk of rough hands for the curler. While the present invention is not particularly limited as long as it contains ammonia water, the content of ammonia water can be 0.01 to 4 wt %, more preferably 0.05 to 1 wt %, of the total amount of the curling agent, from the viewpoints of safety to skin and hair and improving wave-forming power.

[0037] In the curling agent applicable to the present invention, the combination of thioglycerin and ammonia has the advantageous effect of significantly improving wave-forming power (one of the curling performances).

[0038] Permanent wave (hair straightening) treatment agents generally consist of a curling agent and a hair setting agent. In addition to the reducing agent, the active ingredients contained in the curling agent may include an alkaline agent that adjusts the pH to alkaline, causing the hair to swell and contributing to the penetration of the active ingredient into the hair, as well as increasing the reducing power of the reducing agent, a conditioning agent that protects the hair from damage caused by the permanent wave and maintains the condition after the permanent wave, a hair protectant, a fragrance that masks the smell of the alkaline agent, a reaction adjuster that suppresses the overreaction of the reducing agent, an anti-inflammatory agent that alleviates scalp irritation, a metal sequestering agent, a surfactant, etc.

[0039] On the other hand, the active ingredient contained in hair styling products is an oxidizing agent that recombines the broken -SS- bonds, and may also contain other ingredients such as a pH adjuster, a conditioning agent, a metal sequestering agent, and a surfactant.

[0040] Examples of treatment agents that can be used in the curling agent and hair setting agent of the present invention include the following. For example, permanent wave agents as quasi-drugs can be categorized into the following nine types based on the active ingredient, efficacy, effect, and usage: cold two-bath permanent wave agents containing thioglycolic acid or its salts as the active ingredient; cold two-bath permanent wave agents containing cysteine ​​salts or acetylcysteine ​​as the active ingredient; heated two-bath permanent wave agents containing thioglycolic acid or its salts as the active ingredient; heated two-bath permanent wave agents containing cysteine ​​salts or acetylcysteine ​​as the active ingredient; cold one-bath permanent wave agents containing thioglycolic acid or its salts as the active ingredient; heated two-bath permanent wave agents prepared just before use with a curling agent containing thioglycolic acid or its salts as the active ingredient; cold two-bath hair straighteners containing thioglycolic acid or its salts as the active ingredient; heated two-bath hair straighteners containing thioglycolic acid or its salts as the active ingredient; heated two-bath hair straighteners containing thioglycolic acid or its salts as the active ingredient; and heated two-bath hair straighteners using a high-temperature hair styling iron and containing thioglycolic acid or its salts as the active ingredient.

[0041] Such known treatment agents can also be used in the curling agent and hair setting agent applicable to the present invention. In a preferred embodiment, the curling agent and hair setting agent may further contain one or more selected from the group consisting of thioglycolic acid and its salts, cysteine ​​and its salts, cysteamine and its salts, thiolactic acid and its salts, and lactone thiol.

[0042] Thioglycolic acid has an acidic pH when used alone, but when combined with an alkaline agent, it becomes a neutralized salt, which acts as a strong reducing agent and also enhances swelling power. Thioglycolic acid quickly penetrates into the hair (cortex) while cleaving -SS- bonds present in the hair. In permanent wave agents that contain cysteine ​​as an active ingredient, it can also be used as a cysteine ​​stabilizer. From the perspectives of safety to skin and hair and improved wave formation, the content of thioglycolic acid and its salts is 0.01 to 10 wt. %, more preferably 0.05 to 5 wt. % of the total weight of the permanent wave agent.

[0043] Cysteine ​​has moisturizing properties and can be used as a moisturizing agent in permanent wave agents containing thioglycolic acid or its salts, which cleave -SS- bonds in hair. Because the free amino groups in the molecule interact with negative ions on the hair surface, cysteine ​​barely penetrates healthy hair. Furthermore, because the -SS- bonds in the cortex are barely cleaved, cysteine-treated hair suffers less damage than hair treated with thioglycolic acid. From the perspectives of safety to skin and hair and improved wave formation, the content of cysteine ​​and its salts is 0.01 to 10 wt. %, preferably 0.05 to 5 wt. % of the total weight of the permanent wave agent. Cysteine ​​salts, such as L-cysteine, L-cysteine ​​hydrochloride, DL-cysteine, and DL-cysteine ​​hydrochloride, can be added.

[0044] Cysteamine was originally used in professional products overseas under low pH conditions (pH 8.3), but sensitization concerns led to its discontinuation in the United States around 2001. Cysteamine's small molecular weight allows for high penetration into hair, and at pH 8 and equimolar concentrations, it provides a powerful wave effect equivalent to that of permanent wave agents containing thioglycolic acid or its salts as the active ingredient. However, due to the presence of an amino group in the molecule, it remains highly resistant to hair and skin, causing sensitization, reactive odors, residual odors, and adverse effects on subsequent permanent treatments. The content of cysteamine and its salts is 0.01 to 10 wt. % of the total weight of the permanent wave agent, preferably 0.05 to 5 wt. % from the perspectives of safety to skin and hair and improved wave formation.

[0045] Thiolactic acid has a reducing activity intermediate between that of thioglycolic acid and cysteine, and can be incorporated as an active ingredient in permanent wave agents that cleaves -SS- bonds in hair. From the viewpoints of safety to skin and hair and improving wave-forming power, the content of thiolactic acid is 0.01 to 10 wt%, more preferably 0.05 to 5 wt%, based on the total amount of the permanent wave agent.

[0046] Butyrolactone thiol (trade name: Spiera, raw material name: 2-mercapto-4-butanolide) has the excellent characteristics of being able to form waves even in the acidic range (pH = 7 or less) and causing very little hair damage. On the other hand, it has drawbacks such as a strong raw material odor, reaction odor, and residual odor, and masking methods using fragrances and the like have been proposed. From the viewpoints of safety to skin and hair and improving wave-forming power, the content of butyrolactone thiol can be 0.01 to 10 wt %, more preferably 0.05 to 5 wt %, based on the total weight of the permanent wave agent. Commercially available butyrolactone thiol products include Spiera (Showa Denko K.K.).

[0047] Although sodium sulfite (sulfite) has the characteristic of having a mild reducing effect, it can react with hair to form Bunte salt, which can have adverse effects on hair. From the viewpoints of safety to skin and hair and improving wave-forming power, the sodium sulfite content is 0.01 to 10% by weight, more preferably 0.05 to 5% by weight, based on the total amount of the permanent wave agent.

[0048] Other examples of the treatment agent of the present invention that can improve wave-forming power include thiomalic acid, mercaptoethanol, dithiothreitol, sulfurous acid, hydrogen sulfite, thiosulfuric acid, and salts thereof, which can be used alone or in combination of two or more types.

[0049] In a preferred embodiment of the hair treatment of the present invention, the hair treatment further contains N-acetylcysteine. N-acetylcysteine ​​also has moisturizing properties and can be incorporated as a moisturizing agent in waving agents containing thioglycolic acid or its salts, which cleave -SS- bonds in hair, as an active ingredient. Furthermore, it has been discovered that adding N-acetylcysteine ​​to the combination of thioglycolic acid and ammonia, the main ingredients of the present invention, significantly improves the glossiness of hair after permanent waving, a previously unknown finding. From the viewpoints of safety to skin and hair and improved wave formation, the content of N-acetylcysteine ​​is 0.01 to 10 wt. %, more preferably 0.05 to 5 wt. %, based on the total weight of the permanent waving agent.

[0050] The pH of a curling agent is generally in the range of 6 to 10 within which it can exert its function, and is not particularly limited. However, from the viewpoint of suppressing hair damage and improving wave-forming ability, the pH of the hair treatment agent is preferably in the range of 7.0 to 9.5, and more preferably in the range of 7.5 to 9.2.

[0051] The main components of the permanent wave agent (first agent and / or second agent) according to the present invention are as described above, but the following additives may also be added as needed.

[0052] In addition, as alkaline agents, amino alcohols such as triethanolamine, isopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, etc., basic amino acids such as L-arginine, carbonates such as ammonium carbonate, ammonium bicarbonate, sodium carbonate, sodium bicarbonate, etc., caustic alkalis such as potassium hydroxide, sodium hydroxide, etc., morpholine, etc. can be added by a conventional method.

[0053] Other ingredients include water, oily components (e.g., sphingolipids, ceramides, cholesterol derivatives, phospholipids, etc.), vegetable oils (e.g., olive oil, soybean oil, macadamia nut oil, etc.), waxes (e.g., jojoba oil, carnauba wax, shellac, beeswax, etc.), hydrocarbons (e.g., liquid paraffin, light liquid paraffin, squalane, petrolatum, etc.), higher fatty acids (e.g., myristic acid, oleic acid, isostearic acid, etc.), alcohols (e.g., cetanol, isostearyl alcohol, cholesterol, phytosterol, etc.), esters (e.g., myristate isopropyl propyl, cetyl palmitate, octyldodecyl oleate, glyceryl triisostearate, cetyl lactate, etc.), silicones (e.g., dimethyl silicone, methylphenyl silicone, cyclic dimethyl silicone, alcohol-modified silicone, alkyl-modified silicone, amino-modified silicone, etc.), amino acids (e.g., acidic amino acids such as glutamic acid and aspartic acid, and neutral amino acids such as glycine, serine, and methionine), PPTs (e.g., hydrolyzed silk, hydrolyzed wheat, hydrolyzed soybean, hydrolyzed collagen, hydrolyzed keratin, silyl silylated hydrolyzed silk, silylated hydrolyzed wheat, silylated hydrolyzed soybean, silylated hydrolyzed collagen, silylated hydrolyzed keratin, etc.), sugars (e.g., glucose, sucrose, sorbitol, maltose, trehalose, etc.), natural polymers (e.g., alginic acid, konjac mannan, gum arabic, chitosan, hyaluronic acid, xanthan gum, hydroxyethyl cellulose, cationic cellulose, cationic guar gum, etc.), synthetic polymers (e.g., anionic polymers, cationic polymers, nonionic polymers, amphoteric polymers), anionic surfactants (e.g., a alkyl ether carboxylates, N-acyl glutamic acid, N-acyl methyl taurine salts, alkyl sulfosuccinates, alkyl ether sulfates, etc.), cationic surfactants (e.g., alkyl amine salts, fatty acid amidoamine salts, alkyl quaternary ammonium 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 alkyl ethers, polyoxyethylene sorbitan fatty acid esters,Polyoxyethylene hydrogenated castor oil, etc.), dyes (e.g., tar dyes, natural dyes, etc.), plant extracts (e.g., chamomile extract, comfrey extract, sage extract, rosemary extract, etc.), vitamins (e.g., L-ascorbic acid, DL-α-tocopherol, D-panthenol, etc.), UV absorbers (e.g., para-aminobenzoic acid, octyl salicylate, 2-ethoxyethyl para-methoxycinnamate, etc.), preservatives (e.g., benzoic acid, sodium benzoate, salicylic acid, dehydroacetic acid, sodium dehydroacetate, paraben, etc.), Conventional cosmetic ingredients such as ethanol, phenoxyethanol, etc., antioxidants (e.g., sodium bisulfite, dibutylhydroxytoluene, etc.), sequestering agents (e.g., edetate, sodium polyphosphate, phytic acid, etc.), pH adjusters (e.g., citric acid, lactic acid, phosphoric acid, sodium hydroxide, aqueous ammonia, aminomethylpropanol, etc.), solvents (e.g., ethanol, isopropanol, benzyl alcohol, etc.), propellants (e.g., LPG, dimethyl ether, nitrogen gas, etc.), and fragrances can be blended. The addition method is conventional.

[0054] The curling agent and hair setting agent of the present invention can be provided in the form of a liquid, milk, cream, mousse, aerosol, or the like, according to a conventional method.

[0055] The iron perm method of the present invention includes a step of mixing the above-described hair coloring agent and curling agent. The hair coloring agent and curling agent can be mixed in a ratio of 1 to 5 parts hair coloring agent to 5 parts curling agent. For example, the mixture can be mixed in a ratio of 1 to 5:5, and the mixture can be stirred with a spatula or brush until uniform in a cup, or by shaking up and down in a dropper bottle until uniform. A preferred embodiment of the iron perm method of the present invention further includes a step of allowing a predetermined time after applying the mixture. That is, when applying the mixture of the mixed hair coloring agent and curling agent, the mixture can be left for approximately 5 to 15 minutes to soften the hair. The mixture may be applied multiple times. The time for leaving the mixture of the hair coloring agent and curling agent after application can be adjusted as appropriate depending on the degree of hair damage, hair type, and the strength of the effects of the chemicals used.

[0056] Next, the hair after application of the mixture may be washed with water and air-dried. The washing with water can be carried out by a conventional method. The air-drying method is not particularly limited, and a conventionally known method can be used.

[0057] Washing with water and air drying opens up the hydrogen bonds in the hair. If you then apply a hair styling product, the wavy state that was created when the hair was air-dried will be remembered by the hair.

[0058] The present invention is characterized by including a step of applying the mixture and then performing a permanent iron treatment. The permanent iron treatment is not particularly limited and a conventional method can be used. The appropriate temperature can also be appropriately adjusted and is not particularly limited, but is preferably 140 to 200°C, more preferably 160 to 180°C, for example.

[0059] In a preferred embodiment of the iron perm method of the present invention, the method further comprises the step of applying a hair setting product after the iron perm treatment step. The hair setting product may contain an oxidizing agent. The hair setting product may be applied, left to stand, and then rinsed with water. Examples of oxidizing agents used in such hair setting products include hydrogen peroxide, sodium bromate, and potassium bromate. The amount of oxidizing agent blended may be 0.5 to 2.5 wt. % for hydrogen peroxide and 3.5 to 10.0 wt. % for sodium bromate, based on the total weight of the hair setting product. The leaving time may be 3 to 8 minutes for hydrogen peroxide and 8 to 15 minutes for sodium bromate. If the leaving time is too short, the oxidation treatment may be insufficient, resulting in insufficient wave formation, while if the leaving time is too long, the hair may be damaged. After the hair setting product treatment is completed, the hair is rinsed with water to thoroughly remove any remaining hair setting product treatment. A treatment may be used in combination. After rinsing with water, it is possible to carry out general treatments associated with permanent wave treatment, such as drying and setting the hair with a hair styling product.

[0060] In a preferred embodiment of the present invention, the hair colorant may further contain an antibody production inhibitor. Examples of the antibody production inhibitor include pomegranate seed extract, extracts of mushrooms belonging to the genus Agaricus, willow mint, edelweiss, etc., from the viewpoint of preventing or improving allergic diseases.

[0061] For example, the use of pomegranate seed extract as an antibody production inhibitor will be described below. Pomegranate seed extract is an extract derived from pomegranate seeds. The pomegranate seed extract applicable to the present invention includes all pomegranate seed extracts as long as they are derived from pomegranate seeds.

[0062] In a preferred embodiment, the pomegranate seed extract contains punicic acid or ellagic acid. The pomegranate seed extract can be obtained, for example, by the following method: First, pomegranate seeds are crushed, the resulting crushed product is immersed in at least one solvent selected from the group consisting of ethanol, methanol, water, and hexane, and the supernatant is separated to obtain the pomegranate seed extract. For example, shaking extraction can be performed. In shaking extraction, the extract can be extracted by rotating the mixture on a rotator in a low-temperature room at about 4°C, for example.

[0063] More specifically, pomegranate seeds are first prepared. The pomegranate seeds are washed and dried as necessary. It is preferable to dry the seeds thoroughly so that the subsequent crushing can be performed uniformly.

[0064] Next, the pomegranate seeds are pulverized. The pulverization method is not particularly limited, and known pulverizers such as a ball mill, hammer mill, roller mill, rod mill, sample mill, stamp mill, disintegrator, mortar, and blender with a cooling device can be used. Note that, since heat generated during pulverization may cause decomposition of the pomegranate seed composition, the pulverization time may be set to several seconds, and the process may be repeated about ten times.

[0065] Next, the pomegranate seeds are crushed to obtain a crushed product, which is then immersed in various solvents. The solvent is not particularly limited, and can be appropriately selected depending on the desired effect. In a preferred embodiment of the method for producing pomegranate seed extract of the present invention, the solvent is at least one selected from the group consisting of ethanol, methanol, hexane, and water. Examples of the solvent include polar and non-polar solvents such as ethanol, methanol, water, hexane, ethyl acetate, chloroform, and acetone. Preferred examples include methanol, ethanol, and water.

[0066] The immersion can be carried out under gentle stirring. The pulverized material is immersed in various solvents to obtain various solutions. The various solutions are stirred depending on the state of the solution, and in some cases the solution may be left as is. When stirring, the stirring can be continued for 10 to 48 hours, preferably for about one day (24 hours), although there are no particular limitations.

[0067] The supernatant is then separated to obtain pomegranate seed extract. If necessary, the supernatant is evaporated to dryness. Evaporation to dryness can be carried out using an evaporator in a warm bath at 20°C to 60°C, preferably 37°C to 40°C. By evaporating to dryness, the pomegranate seed extract can be stored for a long period of time.

[0068] The components contained in pomegranate seeds are extracted using solvents with different polarities, and are separated based on their physical properties. Therefore, the type and content of the components in the pomegranate seed extract vary depending on the solvent used. [Example]

[0069] Examples using hair coloring agents and permanent wave agents suitable for the iron perm method of the present invention will be described below, but the present invention should not be construed as being limited to the following examples.

[0070] Example 1 First, an example of a hair coloring agent applicable to the present invention was prepared.

[0071] As for the alkaline agent (pH adjuster), in this example, ammonium bicarbonate was used as an example for the test, from the viewpoint that it is weakly alkaline and unlikely to cause skin irritation.

[0072] Furthermore, approximately 80% of human hair is composed of keratin protein derived from amino acids, and L-cysteine ​​is an amino acid that is also found in large amounts in hair. We attempted to incorporate L-cysteine ​​and its salts in order to maintain hair moisture and flexibility. Typical basic amino acids include L-arginine, L-lysine, and L-histidine, which are known to be lost when damaged. We found that 0.01 to 0.5% by mass of basic amino acids and their salts is preferable.

[0073] Next, examples of curling products and hair setting products applicable to the present invention were prepared.

[0074] Examples of ingredients of a hair color composition (color treatment agent, Formulation Example 1), a curling agent (Formulation Example 2), and a hair setting agent (Formulation Example 3) in one embodiment of the present invention are shown below.

[0075] (Formulation Example 1: Hair colorant) Ingredients (display name) Weight% water remainder Glycerin 1.00 BG 1.00 Pentylene glycol 1.00 Hydroxyethyl cellulose 0.25 Steartrimonium bromide 1.50 Isopropanol 1.00 Myristyl alcohol 5.00 Behenyl Alcohol 1.00 Ethylhexyl palmitate 2.00 Cetyl palmitate 1.00 Glycol stearate 2.00 Shea butter 1.00 Ammonium bicarbonate 1.00 Phenoxyethanol 0.60 Ethanol 1.00 Glycyrrhizic acid 2K 0.10 Pomegranate Seed Extract 0.10 Basic Blue 99 0.30 Basic Tea 16 0.50 HC blue 2 0.60 HC yellow 4 0.20 HC yellow 2 0.10 Arginine 0.10 Histidine HCl 0.02 Lysine HCl 0.02 Total 100.00

[0076] The manufacturer of Formulation Example 1 (hair color agent) is shown in Table 1.

[0077] [Table 1]

[0078] Adjustment method: 1. Heat the aqueous phase to 75-77°C while stirring. 2. Heat the oil phase to 77-79°C while stirring until homogenous. 3. Add the pigment to the aqueous phase heated to 75-77°C and mix until uniform. Add the oil phase and emulsify, then stir until uniform. 4. Slowly cool the contents, and when it reaches 43°C or below, add the preservatives, cooling ingredients, anti-inflammatory ingredients, and amino acids, and stir until homogenous. Cool to 32°C or below.

[0079] The following models and electrodes were used for pH measurements. pH meter model: F-71 (Horiba, Ltd.) pH meter electrode: Model 9615 (Horiba Ltd.)

[0080] (Formulation example 2: Curling agent) Ingredients (display name) Weight% Ammonium thioglycolate 1.98 Thioglycerin 2.40 Ammonia water (25wt%) adjusted to pH 9 Sodium hydroxide (appropriate amount) Sodium bicarbonate 1.00 Ammonium bicarbonate 0.50 Cetyltrimethylammonium chloride 1.00 Promois WK-GB*1 5.00 Chitofilmer *2 0.50 Concentrated glycerin 0.50 edetate tetrasodium 0.05 Purified water remainder Total 100.00 *1 Hydrolyzed keratin (20% content) *2 Hydroxypropyl chitosan (4% content)

[0081] (Prescription example 3: Hair styling agent) Ingredients (display name) Weight% Sodium bromate 8.00 Lauryltrimethylammonium chloride 1.00 Disodium edetate 0.05 Citric acid adjusted to pH 9 Malic acid (appropriate amount) Purified water remainder Total 100.00

[0082] <Hair dyeability> Approximately 1g of 100% human white hair bundle (product number: BM-WA, manufactured by Bealux) was immersed in a 0.5% aqueous solution of sodium lauryl sulfate at 40°C for 30 minutes, then thoroughly rinsed in running water and air-dried at room temperature to prepare the hair bundle for evaluation. The hair was dyed and iron-permed using the following three methods for comparison.

[0083] <Permanent wave agent and hair color treatment agent are mixed and applied simultaneously> Five grams of the hair color agent of Formulation Example 1 and five grams of the curling agent of Formulation Example 2 were mixed until uniform, applied to two hair tresses for evaluation, and then left in a thermostatic bath at 25°C for 15 minutes. The tresses were then washed with our company's Oolong Shampoo (trade name: Nano Supple Cleansing Shampoo OT), rinsed with warm water, and dried with a hair dryer. Then, our company's iron (trade name: Medel Iron) was set to 180°C and passed through the tresses twice. Five grams of the hair setting agent of Formulation Example 3 were then applied to the two tresses and left at room temperature for five minutes. The tresses were then rinsed with warm water and dried with a hair dryer, and the tresses with the best dyeing results were used for measurement using a spectrophotometer.

[0084] Example 2 1 g of the hair color agent of Formulation Example 1 prepared in Example 1 and 5 g of the curling agent of Formulation Example 2 were mixed until homogeneous, applied to two hair tresses for evaluation, and then left in a thermostatic bath at 25°C for 15 minutes. The tresses were then washed with our Oolong Shampoo (trade name: Nano Supple Cleansing Shampoo OT), rinsed with warm water, and dried with a hair dryer. Then, our iron (trade name: Medel Iron) was set to 180°C and passed through the tresses twice. 5 g of the hair setting agent of Formulation Example 3 prepared in Example 1 were then applied to the two tresses and left at room temperature for 5 minutes. The tresses were then rinsed with warm water and dried with a hair dryer, and the tresses with a good dyeing condition were used for measurement using a spectrophotometer.

[0085] Comparative Example 1 In Comparative Example 1, a test was conducted in which hair was first permed with an iron and then dyed. Five grams of the permanent wave agent of Formulation Example 2 prepared in Example 1 was applied to two hair tresses for evaluation and left at room temperature for 15 minutes. The tresses were then washed with our company's oolong shampoo (trade name: Nano Supple Cleansing Shampoo OT), rinsed with warm water, and dried with a hair dryer. Our company's iron (trade name: Medel Iron) was set to 180°C and passed through the tresses twice. Five grams of the hair setting agent of Formulation Example 3 prepared in Example 1 were applied to the two tresses and left at room temperature for five minutes. The tresses were then rinsed with warm water and dried with a hair dryer. Five grams of the hair color agent of Formulation Example 1 prepared in Example 1 were applied to the two tresses and left in a thermostatic bath at 25°C for 15 minutes. The tresses were then washed with our company's oolong shampoo (trade name: Nano Supple Cleansing Shampoo OT), rinsed with warm water, and dried with a hair dryer. The tresses with a good dyeing result were used for measurement using a spectrophotometer.

[0086] Comparative Example 2 In Comparative Example 2, a test was conducted in which hair was dyed first and then iron-permed. 5 g of the hair color agent of Formulation Example 1 prepared in Example 1 was applied to two hair tresses for evaluation and left in a thermostatic bath at 25°C for 15 minutes. The tresses were then washed with our company's oolong shampoo (trade name: Nano Supple Cleansing Shampoo OT), rinsed with warm water, and dried with a hair dryer. 5 g of the curling agent of Formulation Example 2 prepared in Example 1 was applied to the two tresses and left at room temperature for 15 minutes. The tresses were then washed with our company's oolong shampoo (trade name: Nano Supple Cleansing Shampoo OT), rinsed with warm water, and dried with a hair dryer. Our company's iron (trade name: Medel Iron) was then set to 180°C and the tresses were passed through twice. 5 g of the hair setting agent of Formulation Example 3 prepared in Example 1 was applied to the two tresses and left at room temperature for 5 minutes. The tresses were then rinsed with warm water and dried with a hair dryer, and the tresses with a good dyeing were used for measurement using a spectrophotometer. The results are shown in Table 2.

[0087] [Table 2]

[0088] The data was measured using a spectrophotometer (model number: CM-dG, manufactured by Konica Minolta). Standard illuminant D65: This refers to the light source used to measure object color when illuminated with daylight including ultraviolet light. This is the standard illuminant specified by the CIE (International Commission on Illumination) and JIS.

[0089] <Determining hair dyeability> The color difference and brightness were measured using a spectrophotometer (model number: CM-dG, manufactured by Konica Minolta), and the results are shown in Table 4. Example 2 was superior in terms of good dyeability, and a comparison of the leaving time and number of shampooings between Example 1 and Example 2 is shown in Table 3.

[0090] [Table 3]

[0091] When considering the treatment of "gray hair shading," which is a method of lightly dyeing gray hair rather than dyeing it thoroughly, the treatment method of Example 1 is effective when considering the treatment time and number of shampoos. Table 4 shows the effects of a treatment method combining iron perm and gray hair shading, in which the hair coloring agent of Formulation Example 1 of Example 2 is used in a range of 20% (Example 2) to 100% (Example 1 for 100%) relative to the curling agent of Formulation Example 2, depending on the desired color.

[0092] [Table 4]

[0093] The above results show that when a hair coloring agent and a curling agent, or a hair setting agent, are used in an iron perm, it is possible to achieve good gray hair coverage.

Claims

1. (A) a hair color agent containing at least a basic dye, an HC dye, an amino acid, a cationic surfactant, a thickener, an oil, a first pH adjuster, and a humectant, wherein the pH of the hair color agent is 6.8 or higher; (B) mixing a curling agent containing at least a reducing agent, 0.01 to 10% by weight of thioglycerin, and aqueous ammonia, in a blending ratio of the hair color agent to the curling agent of 1 to 5:5; applying the mixture of the mixed hair color agent and curling agent; A step of leaving the mixture after application for a predetermined time; a step of drying the hair after the predetermined time has elapsed and performing an iron perm treatment; a step of applying a hair setting agent containing at least sodium bromate, lauryltrimethylammonium chloride, and citric acid after the step of performing the iron perm treatment.

2. 2. The method according to claim 1, wherein the amino acid is at least one selected from the group consisting of cysteine, arginine, lysine, and histidine.

3. 2. The method according to claim 1, wherein the basic dye is at least one selected from the group consisting of Basic Blue 3, Basic Blue 7, Basic Blue 99, Basic Red 76, Basic Yellow 57, Basic Brown 16, and Basic Brown 17, as defined by the INCI (International Nomenclature of Cosmetic Ingredient) name.

4. 2. The method according to claim 1, wherein the HC dye is at least one selected from HC Blue 2 (HC Blue 2), HC Yellow 2 (HC Yellow 2), HC Yellow 4 (HC Yellow 4), HC Yellow 5 (HC Yellow 5), HC Red 1 (HC Red 1), HC Red 3 (HC Red 3), and HC Orange 1 (HC Orange 1) in the INCI (International Nomenclature of Cosmetic Ingredient) name.

5. 2. The method according to claim 1, wherein the cationic surfactant is a quaternary ammonium salt and / or a tertiary amine.

6. 2. The method according to claim 1, wherein the curling agent further contains one or more selected from the group consisting of thioglycolic acid and its salts, cysteine ​​and its salts, cysteamine and its salts, thiolactic acid and its salts, butyrolactone thiol, and sodium sulfite.

7. The method of claim 1, wherein the predetermined time is 5 to 15 minutes.

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