Agent for hair deforming treatment and method for hair deforming treatment

A hair transformation treatment agent using sulfites or mercaptans with hydroxypropyl gluconamide and gluconate maintains hair shape and softness by heating, addressing issues of stiffness and maintainability in existing methods.

JP2026023155APending Publication Date: 2026-02-13ARIMINO
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Patent Information

Application Number
JP2024124946
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-07-31
Publication Date
2026-02-13

AI Technical Summary

Technical Problem

Existing hair transformation methods using reducing agents and oxidizing agents often result in stiff, rough hair with poor maintainability and feel, while methods without oxidizing agents struggle to sustain deformed hair shapes over time.

Method used

A hair transformation treatment agent comprising 0.3 to 20 mass% of a sulfite or 0.1 to 16 mass% of a mercaptan reducing agent, combined with hydroxypropyl gluconamide and hydroxypropylammonium gluconate, with a mass ratio of 0.5 or more, applied and heated to 40°C or higher to change and maintain hair shape.

Benefits of technology

The agent effectively changes hair shape, provides a soft and smooth feel during and after washing, maintains shape after drying, and enhances hair softness with repeated treatments.

✦ Generated by Eureka AI based on patent content.

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Abstract

An object of the present invention is to provide an agent for hair deforming treatment which is excellent in the effect of changing the hair shape, is excellent in the touch of the hair during washing with water, after washing with water, and after drying, can maintain the changed hair shape, and is excellent in the softness of the hair after repeating the deforming treatment.SOLUTION: An agent for hair deforming treatment comprising (A) from 0.3 to 20% by mass of a (A1) sulfite or from 0.1 to 16% by mass of a (A2) mercaptan-based reducing agent as a reducing agent, and (B) at least one member selected from the group consisting of hydroxypropyl gluconamide and hydroxypropylammonium gluconate, wherein the mass ratio of the component (B) to the component (A), (B) / (A), is 0.5 or more.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a hair transformation treatment agent and a hair transformation treatment method. [Background technology]

[0002] When semi-permanently giving hair a shape such as curls, waves, or straightness, it is common to treat the hair with a first agent containing a reducing agent, followed by a second agent containing an oxidizing agent. In recent years, simpler methods that do not require the use of an oxidizing agent have been proposed. For example, Patent Document 1 discloses a technique for changing hair shape using a glyoxylic acid compound. Patent Document 2 discloses a technique for changing hair shape by using a combination of a sugar lactone and a specific cationic surfactant to straighten hair. Patent Document 3 discloses a technique for changing hair shape using an agent containing a reducing agent and tannin, utilizing the cross-linking of the tannin. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2016-108321 [Patent Document 2] Special Publication No. 2007-527878 [Patent Document 3] Japanese Patent Application Laid-Open No. 2013-056836 Summary of the Invention [Problem to be solved by the invention]

[0004] The technology of Patent Document 1 is highly effective in changing hair shape, but because it is used in a strongly acidic range, it tends to make hair stiff and rough, and there are issues with the feel of the hair. With the technology of Patent Document 2, hair that has been straightened returns to its original shape, making it difficult to maintain the deformed state for a long period of time. The technology of Patent Document 3 is excellent in hair-shaping effects, but has the drawback of making hair stiff and rough due to tannins, resulting in an unpleasant feel.

[0005] To provide a hair transformation treatment agent which has an excellent effect of changing the hair shape, gives an excellent feel to the hair during washing with water, after washing with water, and after drying, can maintain the changed hair shape, and gives the hair excellent softness after repeated transformation treatments. [Means for solving the problem]

[0006] The present inventors have conducted extensive research to solve the above problems. As a result, the present inventors have discovered a method for manufacturing a semiconductor device having the following configuration. The present invention has been completed based on the discovery that the above problems can be solved by the above method. The present invention relates to, for example, the following [1] to [7]. [1] A hair transformation treatment agent comprising, as a reducing agent (A), 0.3 to 20 mass% of (A1) a sulfite or 0.1 to 16 mass% of (A2) a mercaptan reducing agent, and (B) at least one selected from hydroxypropyl gluconamide and hydroxypropylammonium gluconate, wherein the mass ratio (B) / (A) of (A) to (B) is 0.5 or more. [2] The hair transformation treatment agent according to [1], wherein (A2) is at least one selected from thioglycolic acid and salts thereof, cysteine ​​and salts thereof, cysteamine and salts thereof, thiolactic acid and salts thereof, thioglycerin, and butyrolactone thiol. [3] The hair transformation treatment agent according to [1] or [2], wherein (B) is hydroxypropyl gluconamide and hydroxypropylammonium gluconate. [4] The hair transformation treatment agent according to [1] or [3], which contains (A1) and has a mass ratio (B) / (A1) of (A1) to (B) of 1 or more. [5] The hair transformation treatment agent according to any one of [1] to [3], which contains (A2) and has a mass ratio (B) / (A2) of (A2) to (B) of 2 or more. [6] The hair transformation treatment agent according to any one of [1] to [5], which contains 0.15 to 45 mass % of (B). [7] A hair transformation treatment method comprising an application step of applying the hair transformation treatment agent according to any one of [1] to [6] to hair, and a heating step of heating the hair to which the hair transformation treatment agent has been applied to 40°C or higher after the application step. [Effects of the Invention]

[0007] According to the present invention, it is possible to provide a hair transformation treatment agent that has an excellent effect of changing the hair shape, provides an excellent feel to the hair during washing with water, after washing with water, and after drying, can maintain the changed hair shape, and provides excellent hair softness after repeated transformation treatments. [Brief explanation of the drawings]

[0008] [Figure 1] FIG. 1 is a photograph of the hair bundle used as the evaluation standard in Evaluation Method C. [Figure 2] FIG. 2 is a photograph of the hair bundle used as the evaluation standard in Evaluation Method D. DETAILED DESCRIPTION OF THE INVENTION

[0009] Next, the present invention will be described in detail. Unless otherwise specified, the expression "A to B" regarding a numerical range means that it is equal to or greater than A and equal to or less than B. Furthermore, % means % by mass.

[0010] [Hair transformation treatment agent] In this specification, the term "hair transformation treatment agent" refers to an agent used in a treatment to change the shape of hair. The "treatment for changing the hair shape" is not particularly limited as long as it is a treatment for deforming the hair, and includes, for example, a treatment for giving curls such as waves to the hair or for maintaining the curls that have been given, and a treatment for straightening curly, frizzy or curled hair or for maintaining the curls.

[0011] "Hair" is synonymous with "body hair" and includes any hair on the body, and specific examples of hair include hair, eyelashes, eyebrows, and beard.

[0012] The hair transformation treatment agent of the present invention contains (A) a reducing agent, which is (A1) a sulfite salt in an amount of 0.3 to 20 mass % or (A2) a mercaptan reducing agent in an amount of 0.1 to 16 mass %, and (B) at least one selected from hydroxypropyl gluconamide and hydroxypropylammonium gluconate, and the mass ratio of (A) to (B), (B) / (A), is 0.5 or more.

[0013] [Component (A)] In this specification, the reducing agent (A) is also referred to simply as component (A). (A) The reducing agent is a compound that has a reducing effect on keratin, a structural protein of hair, i.e., a keratin-reducing substance. The hair transformation treatment agent contains, as the reducing agent (A), 0.3 to 20 mass % of (A1) a sulfite, or 0.1 to 16 mass % of (A2) a mercaptan reducing agent.

[0014] [Component (A1)] In this specification, (A1) sulfite is also referred to simply as component (A1). Component (A1) includes sulfites, hydrogen sulfites, and pyrosulfites, with sulfites being preferred because they are highly effective in changing the feel and shape of treated hair. There are no particular restrictions on the component (A1), and known components can be used.

[0015] Examples of component (A1) include alkali metal salts, alkaline earth metal salts, ammonium salts, organic amine salts, amino acid salts, etc. of sulfurous acid, hydrogen sulfite, or pyrosulfite. Among these salts, alkali metal salts are preferred, and sodium salts are more preferred. More specific examples of component (A1) include sodium sulfite, potassium sulfite, ammonium sulfite, monoethanolamine sulfite, lysine sulfite, arginine sulfite, sodium hydrogen sulfite, potassium hydrogen sulfite, ammonium hydrogen sulfite, sodium pyrosulfite, and potassium pyrosulfite, with sodium sulfite being preferred due to its excellent effect in changing the feel and shape of hair after treatment. The component (A1) may be used alone or in combination of two or more.

[0016] The content of component (A1) in the hair transforming treatment agent is 0.3 to 20% by mass, preferably 0.5 to 15% by mass, and more preferably 0.9 to 9% by mass. If the content of component (A1) is less than 0.3% by mass, the hair reducing effect is insufficient, and the hair shape-changing effect is insufficient. If the content of component (A1) is more than 20% by mass, the hair is likely to be severely damaged, and the feel of the hair during, after, and after drying is impaired. If the content of component (A1) is within the above range, the hair shape-changing effect is sufficient, and the hair feels excellent during, after, and after drying.

[0017] [(A2) Mercaptan-based reducing agent] In this specification, the mercaptan reducing agent (A2) is also simply referred to as component (A2). Component (A2) is not particularly limited as long as it is a keratin-reducing substance having a mercapto group (—SH), and any known substance can be used. From the viewpoint of the effect of changing the hair shape, component (A2) is preferably at least one selected from thioglycolic acid and salts thereof, cysteine ​​and salts thereof, cysteamine and salts thereof, thiolactic acid and salts thereof, thioglycerin, and butyrolactone thiol, and more preferably thioglycolic acid, cysteine, cysteamine, and salts thereof.

[0018] Examples of salts of thioglycolic acid and thiolactic acid include ammonium salts thereof; organic amine salts such as ethanolamine salt, isopropanolamine salt, and triethylamine salt; organic base salts such as arginine salt and lysine salt; alkali metal salts such as sodium salt and potassium salt; and alkaline earth metal salts such as magnesium salt and calcium salt, with ammonium salts being preferred.

[0019] Examples of salts of cysteine ​​and cysteamine include inorganic acid salts such as hydrochloride, sulfate, and nitrate; and organic acid salts such as methanesulfonate, benzenesulfonate, and maleate. Preferred are inorganic acid salts, and more preferred are hydrochloride salts.

[0020] Component (A2) is preferably ammonium thioglycolate, cysteine ​​hydrochloride, or cysteamine hydrochloride, as these are excellent in effect for changing the hair shape. The component (A2) may be used alone or in combination of two or more.

[0021] The content of component (A2) in the hair transforming treatment agent is 0.1 to 16% by mass, preferably 0.3 to 12% by mass, and more preferably 0.7 to 8% by mass. If the content of component (A2) is less than 0.1% by mass, the hair reducing effect is insufficient, and the effect of changing hair shape is impaired. If the content of component (A2) is more than 16% by mass, hair damage is likely to be severe, and the feel of the hair during, after, and after drying is impaired. If the content of component (A2) is within the above range, the effect of changing hair shape is sufficient, and the feel of the hair during, after, and after drying is excellent.

[0022] In particular, when a treatment is performed to give curls such as waves to hair or to maintain the curls that have been given, it is preferable to use component (A2) as component (A) from the viewpoint of the effect of changing the hair shape.

[0023] [Component (B)] In this specification, (B) at least one selected from hydroxypropyl gluconamide and hydroxypropylammonium gluconate is also simply referred to as component (B).

[0024] The hair transformation treatment agent may contain either (B1) hydroxypropyl gluconamide or (B2) hydroxypropylammonium gluconate as component (B), but preferably contains both (B1) hydroxypropyl gluconamide and (B2) hydroxypropylammonium gluconate. When the hair transformation treatment agent contains both (B1) hydroxypropyl gluconamide and (B2) hydroxypropylammonium gluconate, the ratio of (B1) hydroxypropyl gluconamide to (B2) hydroxypropylammonium gluconate is not particularly limited, but the mass ratio (B1) / (B2) is preferably 1.8 to 1.9.

[0025] The mass ratio (B / A) of component (A) to component (B) in the hair transformation treatment agent is not particularly limited as long as it is 0.5 or more, but is preferably 0.5 to 18. If (B / A) is less than 0.5, the effect of changing the hair shape is not sufficiently obtained, and the ease of running fingers through the hair and smoothness of the hair after rinsing with water are also insufficient.

[0026] When the hair transformation treatment agent contains (A1), the mass ratio (B) / (A1) of (A1) to (B) is preferably 1 or more, more preferably 1 to 15, and even more preferably within the range of 2.8 to 12. When (B / A1) is within the above range, the effect of changing the hair shape, the smoothness of the hair after drying, the ease of running fingers through the hair, and the effect of maintaining the hair shape after repeated washing are excellent.

[0027] When the hair deforming treatment agent contains (A2), the mass ratio (B) / (A2) of (A2) to (B) is preferably 1 or more, more preferably 2 to 18, and even more preferably 4 to 15. When (B / A2) is within the above range, the hair deforming treatment agent is excellent in the effect of changing the hair shape, the smoothness of the hair after drying, the ease of running fingers through the hair, and the effect of maintaining the hair shape after repeated washing.

[0028] The content of component (B) in the hair transformation treatment agent is preferably 0.15 to 45% by mass, more preferably 0.5 to 45% by mass, and even more preferably 1.2 to 40% by mass. When the content of component (B) is within the above range, the effect of changing the hair shape, the smoothness, finger-combability, and softness of the hair after drying, and the effect of maintaining the hair shape even after repeated washing are excellent.

[0029] [pH] In this specification, the pH is a value measured at 25°C using a benchtop pH meter F-71 manufactured by Horiba Ltd. When the hair transformation treatment agent contains component (A1) as component (A), the pH of the hair transformation treatment agent is preferably 6.5 or higher, more preferably 6.5 to 9.0, even more preferably 6.5 to 8.5, and particularly preferably 6.5 to 7.8. If the pH is 6.5 or higher, there is no risk of sulfur dioxide gas being generated, and safety concerns are reduced.

[0030] When the hair transformation treatment agent contains component (A2) as component (A), the pH of the hair transformation treatment agent is preferably within the range of 3.0 to 9.0, more preferably 5.0 to 8.5, and even more preferably 6.0 to 8.0. When the pH is within this range, the effect of changing the hair shape is not impaired, damage to the hair is reduced, and the glossiness and ease of running fingers through the hair after treatment are less likely to be impaired.

[0031] When the hair transformation treatment agent is applied to hair and then not rinsed off before the subsequent steps are carried out, the pH of the hair transformation treatment agent is preferably within the range of 3.0 to 7.0.

[0032] [Optional ingredients] The hair transformation treatment agent usually contains water. The amount of water contained is not particularly limited and can be adjusted appropriately depending on the purpose of use. Specific examples of water include tap water, ion-exchanged water, distilled water, purified water, and natural water, and sterilized water is preferred. The hair transformation treatment agent preferably contains water in an amount of 35 to 99% by mass, more preferably 40 to 90% by mass, and even more preferably 50 to 85% by mass.

[0033] The hair transformation treatment agent may contain, in addition to the above-mentioned components, any components commonly used in quasi-drugs or cosmetics, provided that the effects of the present invention are not impaired. Examples of such optional components include oily components, surfactants, powders, thickeners, moisturizers, herbal medicines, pH adjusters, chelating agents, preservatives, antioxidants, cooling agents, vitamins, proteins, fragrances, antibacterial agents, and pigments.

[0034] Examples of oily components include higher alcohols such as myristyl alcohol, cetanol, cetearyl alcohol, stearyl alcohol, arachyl alcohol, behenyl alcohol, and oleyl alcohol; waxes such as beeswax, lanolin, and candelilla wax; hydrocarbons such as paraffin and petrolatum; vegetable oils such as rapeseed oil, macadamia nut oil, and castor oil; animal oils such as mink oil; ester oils such as cetyl ethylhexanoate and isopropyl myristate; fatty acids such as lauric acid and myristic acid; and silicones such as amino-modified silicone, polyether-modified silicone, aminopolyether-modified silicone, dimethylpolysiloxane, methylphenylpolysiloxane, fatty acid-modified silicone, alkoxy-modified silicone, alkyl-modified silicone, cyclic silicone, and dimethiconol. Of these, higher alcohols are preferred, and cetanol is more preferred.

[0035] The surfactant may be any of a nonionic surfactant, a cationic surfactant, an anionic surfactant, and an amphoteric surfactant. Examples of nonionic surfactants include polyoxyethylene alkyl ethers such as polyoxyethylene cetyl ether (e.g., ceteth-6, ceteth-40, ceteth-150), polyoxyethylene fatty acid esters, polyoxyethylene polyhydric alcohol fatty acid esters, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid esters, glycol fatty acid esters, glycerin fatty acid esters, sorbitan fatty acid esters, sucrose fatty acid esters, polyglycerin fatty acid esters, fatty acid alkanolamides, and alkyl glycosides, with polyoxyethylene alkyl ethers being preferred, and polyoxyethylene cetyl ether being more preferred.

[0036] Examples of cationic surfactants include alkylamines such as di-2-ethylhexylamine, dimethylstearylamine, and trilaurylamine; aliphatic amidoamines such as stearic acid dimethylaminoethylamide and stearic acid dimethylaminopropylamide; ester-containing tertiary amines; Arcobal tertiary amines; and monoalkyl quaternary ammonium salts such as lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, palmidopropyltrimethylammonium chloride, cetyltrimethylammonium bromide, stearyltrimethylammonium bromide, behenyltrimethylammonium bromide, cetyltrimethylammonium saccharin, and stearyltrimethylammonium saccharin. dialkyl-type quaternary ammonium salts such as dicocoyl dimethyl ammonium chloride, dicetyl dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, and isostearyl lauryl dimethyl ammonium chloride; benzalkonium-type quaternary ammonium salts such as benzalkonium chloride, myristyl dimethyl benzyl ammonium chloride, lauryl dimethyl (ethyl benzyl) ammonium chloride, and stearyl dimethyl benzyl ammonium chloride; monoalkyl ether-type quaternary ammonium salts; alkyl pyridinium salts such as lauryl pyridinium chloride and cetyl pyridinium chloride; and lanolin fatty acid ethyl sulfate aminopropyl ethyl dimethyl ammonium ethyl, preferably monoalkyl-type quaternary ammonium salts, and more preferably stearyl trimethyl ammonium chloride.

[0037] Examples of pH adjusters include organic acids such as hydrochloric acid, citric acid, malic acid, lactic acid, succinic acid, and oxalic acid, and salts thereof, and metal hydroxides such as sodium hydroxide and potassium hydroxide. Humectants include propylene glycol, dipropylene glycol, 1,3-butylene glycol, glycerin, and sorbitol.

[0038] [Dosage form] The formulation of the hair transformation treatment agent is not particularly limited, but is preferably an emulsion, as this makes it easy to apply the agent to the hair and improves the moist feeling of the hair after drying. The emulsion refers to a substance that contains water, an oily component, and a surfactant and is in an emulsified state. The emulsion may be a W / O type, an O / W type, or a multiple emulsion, but an O / W type is preferred because it is easy to apply evenly to hair.

[0039] The form of the hair transformation treatment agent is not particularly limited, but examples include cream, emulsion, liquid, spray, foam, gel, etc. Cream or emulsion forms are preferred, and cream is more preferred, as they make it easy to apply the agent to hair and improve the moist feeling of hair after drying.

[0040] The appearance of the hair transformation treatment agent may be, for example, transparent or opaque. It is preferable that the hair transformation treatment agent has an opaque appearance with the oily components emulsified, as this makes it easier to apply the agent to the hair and improves the moist feeling of the hair after drying.

[0041] [Manufacturing method] The hair transformation treatment agent can be produced by, for example, stirring, mixing, heating, dissolving, dispersing, or the like by a known method, except that the above-mentioned components are used in the above-mentioned amounts, and the production method is not particularly limited. The production method may be carried out under heated conditions to uniformly mix the components. When produced under heated conditions, the temperature can be, for example, 75 to 85°C.

[0042] [Usage form] The form of use of the hair transformation treatment agent is not particularly limited, and examples thereof include hair liquid, hair tonic, hair conditioner, shampoo, rinse, hair growth agent, hair oil, hair treatment, coloring agent, bleach, styling agent, and perm agent. Preferred are perm agents and hair treatment, more preferred are perm agents and leave-in hair treatment, and even more preferred are perm agents.

[0043] In this specification, the term "perm agent" refers to a composition used in a treatment to change the shape of hair by utilizing a chemical reaction such as a reduction reaction or an oxidation reaction, and includes permanent wave agents and hair straighteners, which are quasi-drugs, as well as curling agents (cosmetic perms), which are cosmetics. As used herein, an leave-in hair treatment refers to a hair treatment that is not rinsed off the hair after use.

[0044] The hair transformation treatment agent may be obtained by mixing an agent containing component (A) with an agent containing component (B) at the time of use.

[0045] The hair transformation treatment agent may be used as a waving agent for imparting curls such as waves to hair or for maintaining the curls imparted thereto, or as a straightening agent for straightening curly, frizzy or curled hair or for maintaining the curls imparted thereto, but is preferably used as a straightening agent.

[0046] The hair transformation treatment agent may be used in a waving treatment to impart curls such as waves to hair or to maintain the curls that have been imparted, or in a straightening treatment to straighten curly, frizzy, or curled hair or to maintain the straightening, but is preferably used in a straightening treatment.

[0047] The method for performing the waving treatment is not particularly limited as long as it can form curls, and can be performed by any known method. Known methods for forming curls include methods using hair irons such as curling irons and straightening irons, or perm rods, and preferably using curling irons or perm rods.

[0048] The method for performing the straightening treatment is not particularly limited as long as it is a method that can straighten hair, and can be performed by a known method. Known methods for straightening hair include, for example, a method using a hair iron or a method not using a hair iron, and among the methods using a hair iron, a method using a straightening iron is preferred, and among the methods not using a hair iron, a method of combing the hair into a straight state and leaving it as it is, or a method using a panel is preferred.

[0049] The hair transformation treatment agent performs a hair transformation treatment by cleaving the S-S bonds in the hair with the reducing agent (A), but the reducing agent (A) remaining in the hair is naturally oxidized, and the hair transformation treatment agent alone can sufficiently change the hair shape and maintain the changed hair shape without using an oxidizing agent that has the effect of re-bonding the S-S bonds cleaved by the reducing agent (A).

[0050] The hair transformation treatment agent can be applied to both dry and wet hair.

[0051] The hair transformation treatment agent may be applied to the hair and then shaped into a desired shape before use, or may be applied to the hair after shaping the hair into a desired shape. When the hair transformation treatment agent is applied to the hair and then shaped into a desired shape before use, the hair transformation treatment agent may or may not be washed off before shaping the hair into a desired shape.

[0052] The hair transformation treatment agent is preferably applied to the hair and then allowed to act on the hair for a certain period of time.

[0053] The hair transformation treatment agent is preferably applied to hair and then heated before use, as this enhances the effect of transforming the hair shape and also enhances the effect of maintaining the transformed hair shape.

[0054] When the hair transformation treatment agent is applied to hair and then heated, the hair may be heated after being shaped into a desired shape, or the hair may be heated while being shaped into a desired shape.

[0055] The hair transformation treatment agent may be applied to hair, and after transforming the hair into a desired shape, may or may not be rinsed off from the hair. However, from the viewpoint of the effect of changing the hair shape and the effect of maintaining the transformed hair shape, it is preferable to rinse off from the hair.

[0056] When the hair transforming agent is used as a straightening agent, i.e., a perm agent, the hair transforming agent preferably contains 1.5 to 3% of ammonium thioglycolate as component (A2). When the hair transforming agent is used as a perm agent, which is a waving agent, the hair transforming agent preferably contains 1.5 to 3% of ammonium thioglycolate or 5 to 7% of cysteamine hydrochloride as component (A2). When the hair transforming agent is used as a leave-in hair treatment that is a waving or straightening agent, the hair transforming agent preferably contains 0.3% or more and less than 1% of sodium sulfite as component (A1).

[0057] [Hair transformation treatment method] The hair transformation treatment method of the present invention comprises an application step of applying the hair transformation treatment agent to hair, and a heating step of heating the hair to which the hair transformation treatment agent has been applied to 40°C or higher after the application step.

[0058] [Applicable process] The method for applying the hair transformation treatment agent to hair is not particularly limited, and any known method can be used, including, for example, a method of applying, spraying, or casting the hair transformation treatment agent onto hair; or a method of immersing hair in the hair transformation treatment agent. Among these, the method of applying the hair transformation treatment agent to hair is preferred. The application may be carried out by spreading or massaging the hair transformation treatment agent with the hands, or by using a brush, comb, or the like.

[0059] The hair to which the hair transforming treatment agent is applied may be in a dry state or a wet state, but from the viewpoint of enhancing the hair transforming effect, it is preferable that the hair be in a dry state. The hair to which the hair transformation treatment agent is applied may be normal hair or damaged hair, but is preferably damaged hair, and more preferably hair damaged by bleaching.

[0060] [Heating process] The heating step is a step of heating the hair to which the hair transforming treatment agent has been applied to 40°C or higher after the application step. Note that the heating does not include heating with a hair dryer solely for the purpose of drying. The heating step enhances the effect of transforming the hair shape and also further enhances the effect of maintaining the transformed hair shape.

[0061] In the present specification, the tool or device used for heating is not particularly limited, and known tools or devices can be used. Examples of such tools or devices include tools or devices that directly heat hair, such as hair irons such as straightening irons and curling irons (curling irons), heat rods, and hot curlers; and tools or devices that indirectly heat hair, such as roller balls and steamers. The tool or device that indirectly heats hair may be a hair dryer used for shaping hair using a brush and / or a hand comb. Among these, tools or devices that directly heat hair are preferred, and hair irons are more preferred, from the viewpoint of the effect of changing the hair shape and the effect of maintaining the changed hair shape. Heating can be carried out using a single tool or a combination of tools and equipment.

[0062] In this specification, the heating temperature is not particularly limited as long as it is 40° C. or higher, and can be set appropriately depending on the tools and devices used. In this specification, the heating temperature is preferably 40 to 220°C, more preferably 60 to 180°C. In this specification, when a roller ball or a heat rod is used for heating, it is preferable to heat to 40 to 90°C. In this specification, when a hair iron is used for heating, it is preferable to heat the hair to 120 to 220°C, and it is more preferable to heat the hair to 140 to 200°C from the viewpoint of reducing damage to the hair while sufficiently obtaining the effect of changing the hair style and the effect of maintaining the changed hair style. The above temperature refers to the temperature of the hair surface.

[0063] In this specification, the heating time is not particularly limited and can be set appropriately depending on the heating temperature and the equipment or device used. For example, when the heating temperature is 100°C or less, the heating time can be 60 minutes or less, 45 minutes or less, 30 minutes or less, or 20 minutes or less, and can be 1 minute or more, 3 minutes or more, 5 minutes or more, 7 minutes or more, or 10 minutes or more. When the heating temperature exceeds 100°C (e.g., 140 to 200°C), the application time of the heat treatment can be 1 second or more, 3 seconds or more, 5 seconds or more, 10 seconds or more, 15 seconds or more, or 20 seconds or more, and can be 1 minute or less, 50 seconds or less, 40 seconds or less, or 30 seconds or less. The upper and lower limits can be combined arbitrarily.

[0064] [Optional process] The hair transformation treatment method of the present invention may include an action step of allowing the hair transformation treatment agent to act on the hair for a certain period of time between the application step and the heating step. The action step enhances the effect of changing the hair shape and the effect of maintaining the changed hair shape.

[0065] The temperature at which the reaction step is carried out is not particularly limited as long as it is below 40°C, but is preferably room temperature (15 to 25°C). The time for the treatment step is not particularly limited and can be appropriately set depending on the temperature and the desired degree of hair deformation. The time for the treatment step is preferably 1 minute to 1 hour, more preferably 3 to 45 minutes, and even more preferably 5 to 30 minutes.

[0066] The hair transformation treatment method of the present invention may include, in addition to the applying step and the heating step, a shaping step of shaping the hair into a desired shape. The method for shaping hair into a desired shape is not particularly limited, and known methods can be used. Examples of such methods include a method for shaping hair into a curled shape using a rod, a hair iron (e.g., a curling iron, a straightening iron), etc., and a method for shaping curly, frizzy, or curled hair into a straight shape using a panel, a straightening iron, etc.

[0067] The molding step may be carried out before or after the application step, but is preferably carried out after the application step. When the shaping step is carried out after the applying step, the shaping step can be carried out before, simultaneously with, or after the heating step. However, from the viewpoint of the effect of changing the hair shape and the effect of maintaining the changed hair shape, the shaping step is preferably carried out before or simultaneously with the heating step. Furthermore, it is more preferable to carry out the shaping step and the heating step simultaneously, since the location and degree of hair deformation can be adjusted while observing the balance of the entire hair. For example, if a hair iron or a heat rod is used, the shaping step and the heating step can be carried out simultaneously.

[0068] The hair transformation treatment method of the present invention may include, after the application step, a washing step of rinsing the hair transformation treatment agent from the hair. The water-washing step can be carried out before or after the heating step, but is preferably carried out after the heating step from the viewpoint of the effect of changing the hair shape and the effect of maintaining the changed hair shape.

[0069] The hair transformation method of the present invention may include a drying step of drying the hair after the applying step and before the heating step, which can prevent damage to the hair caused by sudden heat changes, particularly with a hair iron or a heat rod. Drying can be carried out by a known method using a dryer or the like.

[0070] Preferred embodiments of the hair transformation treatment method of the present invention include, for example, the following embodiments (A) to (E). Mode (A): The steps are carried out in the order of application, action, rinsing, drying, and heating, and the molding step is carried out simultaneously with the heating step. In embodiment (A), the heating step and the shaping step are preferably carried out using a hair iron, more preferably a straightening iron. In embodiment (A), the hair transformation agent is preferably a perm agent or a rinse-off hair treatment.

[0071] Mode (B): The steps are carried out in the order of application, molding, heating, and rinsing. In embodiment (B), the molding step is preferably carried out using a panel. In embodiment (B), the hair transformation treatment agent is preferably a perm agent or a rinse-off hair treatment.

[0072] Mode (C): The steps are carried out in the order of application, action, rinsing, drying, and heating, and the molding step is carried out simultaneously with the heating step. In embodiment (C), the heating step and the shaping step are preferably carried out using a hair iron, more preferably a curling iron. In embodiment (C), the hair transformation treatment agent is preferably a perm agent or a rinse-off hair treatment.

[0073] Mode (D): The steps are carried out in the order of molding, application, heating, and rinsing. In embodiment (D), the molding step is preferably carried out using a rod. In embodiment (D), the hair transformation treatment agent is preferably a perm agent or a rinse-off hair treatment.

[0074] Mode (E): The application step, drying step, and heating step are carried out in this order, and the molding step is carried out simultaneously with the heating step. In embodiment (E), the heating step and the shaping step are preferably carried out using a hair iron, more preferably a straightening iron. In aspect (E), the hair shaping treatment agent is preferably an out - bath hair treatment.

Examples

[0075] Next, examples of the present invention will be shown and described in more detail, but the present invention is not limited thereto. <Examples 1 - 46, Comparative Examples 1 - 8> Using the commercially available products listed in Table 1, hair shaping treatment agents were produced by mixing each component according to the formulations shown in Tables 2 - 8 and used as samples for sensory evaluation. In Tables 2 - 8, the numerical values of the formulations of Examples 1 - 46 and Comparative Examples 1 - 8 represent the mass % of each component when the hair shaping treatment agent is 100 mass %, and show the values converted to pure components.

[0076]

Table 1

[0077] <Method for measuring pH> Measured at 25°C using a desktop pH meter F - 71 manufactured by Horiba, Ltd.

[0078] <Evaluation method> For each sample, hair treatment and evaluation were performed by any one of the evaluation methods A - E described below. Which method of evaluation methods A - E was used is shown in the column of "evaluation method" in Tables 2 - 7.

[0079] (Preparation of hair bundle 1) Among about 60 cm of the same person's black hair bundles (BS - PG, manufactured by Biurax Co., Ltd., about 100 g) with wavy undulations, those with undulations were selected. The central part with undulations was cut to a length of about 25 cm and then divided into about 1.5 g portions, and the portion about 0.5 - 1 cm from the root was tied with a rubber string. Then, damage treatment was performed as follows and used for evaluation.

[0080] (Preparation of hair bundle 2) A bundle of approximately 30 cm long black human hair (BS-B3-A, manufactured by Bealux, approximately 10 g) was divided into pieces of approximately 2.0 to 2.4 g, and the sections approximately 0.5 to 1 cm from the root were tied together with an elastic band. The hair was then subjected to the damage treatment described below and used for evaluation.

[0081] (Damage treatment for hair bundles 1 and 2) The prepared hair bundles 1 and 2 were immersed in liquid bleach at 50°C and left to stand at 25°C for 10 minutes, then rinsed with running water at approximately 40°C, washed with 1 g of Sherpa Design Supplement Shampoo D-2 (manufactured by Arimino Co., Ltd.), and similarly rinsed with running water. After drying with a hair dryer, the hair bundles were treated with damage treatment and subjected to evaluation methods A to E as hair bundles 1 and 2. The liquid bleach was a mixture of 3.3% 35% hydrogen peroxide (manufactured by ADEKA Corporation), 1.7% 28% ammonia water (manufactured by Taisei Kako Co., Ltd.), and 95% 50°C ion-exchanged water, and 50 g of liquid bleach was used per hair bundle.

[0082] (Evaluation Method A) Hair bundle 1 that had been damaged as described above was immersed in each sample, then removed, and the hair bundle was straightened and sealed with plastic wrap, and left to stand for 5 minutes at 25°C. After that, it was rinsed with running water, dried with a hair dryer, and then subjected to a process of clamping and passing the hair bundle through a straightening iron at 180°C twice. The above steps are typical steps for straightening hair using a straightening iron and a perm agent, and evaluation method A can be used to evaluate whether a sample is suitable for straightening hair using a straightening iron and a perm agent.

[0083] (Evaluation Method B) The hair bundle 1 that had been damaged as described above was immersed in each sample, then taken out and fixed to a panel in a straightened state, sealed with plastic wrap, and left in a thermostatic bath at 45°C for 15 minutes. It was then rinsed with running water and dried with a hair dryer. The above steps are typical steps for straightening treatment using a perm agent without using an iron, and evaluation method B can be used to evaluate whether the sample is suitable for straightening treatment using a perm agent without using an iron.

[0084] (Evaluation Method C) The damaged hair bundle 2 was immersed in each sample, then removed, sealed in plastic wrap, and left at room temperature for 5 minutes. It was then rinsed with running water, dried with a hair dryer, and set into a curl using a curling iron (iron pipe diameter 32 mm) at 180°C. The above steps are typical steps for waving hair using a curling iron and a perm agent, and evaluation method C can be used to evaluate whether a sample is suitable for waving hair using a curling iron and a perm agent.

[0085] (Evaluation Method D) After the damage treatment, hair bundle 2 was wetted with water at about 40°C, wrapped around a rod with a diameter of 25 mm, and 2 g of each sample was applied. The hair bundle was then sealed with plastic wrap and left in a thermostatic chamber at 45°C for 15 minutes. It was then rinsed with running water and dried with a hair dryer. The above steps are typical steps for waving hair using a perm agent and a perm rod, and evaluation method D can be used to evaluate whether a sample is suitable for waving hair using a perm agent and a perm rod.

[0086] (Evaluation Method E) After the hair bundle 1 was damaged as described above, it was wetted with water at about 40°C, and then 0.1 g of each sample was applied. After that, it was dried with a hair dryer, and the hair bundle was sandwiched between a straightening iron at 180°C and passed through twice. The above steps are typical steps for straightening hair using a straightening iron with an out-of-bath hair treatment, and evaluation method E can be used to evaluate whether a sample is suitable for straightening hair using a straightening iron with an out-of-bath hair treatment.

[0087] <Sensory evaluation method> For hair strands that were being treated or had been treated using any of the above evaluation methods A to E, 10 professional panelists (hairdressers) conducted a sensory evaluation, one for each, according to the evaluation criteria described for each item (1) to (7) below. The average of the evaluation scores of the 10 panelists for each item was calculated and evaluated as follows: ◎: The average rating of 10 expert panelists (hairdressers) is between 3 and 4 points. ○: The average evaluation score of 10 professional panelists (hairdressers) is 2 points or more but less than 3 points. △: The average evaluation score of 10 professional panelists (hairdressers) is 1 point or more but less than 2 points. ×: The average evaluation score of 10 professional panelists (hairdressers) is less than 1 point.

[0088] <Evaluation items> (1) Finger-smoothing when rinsing In the evaluation methods A to D, fingers were run through the hair bundle while it was being washed with running water, and the feel of the hair was evaluated by the feel of the fingers running through it. 4 points: Feels smooth to the touch. 3 points: There is a slight snag, but it does not cause any problems when running your fingers through it. 2 points: There is some snagging and it is difficult to run your fingers through. 1 point: Very sticky and difficult to run your fingers through.

[0089] (2) Hair feel after rinsing In the evaluation methods A to D, the hair bundle was rinsed with running water, and the feel of the hair was evaluated by running fingers through the bundle. 4 points: Feels smooth to the touch. 3 points: There is a slight snag, but it does not cause any problems when running your fingers through it. 2 points: There is some snagging and it is difficult to run your fingers through. 1 point: Very sticky and difficult to run your fingers through.

[0090] (3) Hair feel after drying In the evaluation methods A to E, the hair bundle after drying with a hair dryer was run through with fingers, and the feel of the hair was evaluated by its feel. 4 points: Feels smooth to the touch. 3 points: There is a slight snag, but it does not cause any problems when running your fingers through it. 2 points: There is some snagging and it is difficult to run your fingers through. 1 point: Very sticky and difficult to run your fingers through.

[0091] (4) Smoothness of hair after rinsing In the evaluation methods A to D, the hair bundle was washed with running water and then run a finger through it to evaluate smoothness by touch. 4 points: Smooth. 3 points: Somewhat smooth. 2 points: Creaky and not very smooth. 1 point: It creaks a lot and is not smooth.

[0092] (5) Smoothness of hair after drying In the evaluation methods A to E, smoothness was evaluated by running fingers through the hair bundle after drying with a hair dryer and feeling the hair. 4 points: Smooth. 3 points: Somewhat smooth. 2 points: Rough and not very smooth. 1 point: Very rough and not smooth.

[0093] (6) Hair softness after drying In evaluation methods A to E, the hair bundle after drying with a hair dryer was passed through the fingers or gripped, and the softness was evaluated by touch. 4 points: Soft. 3 points: Slightly soft. 2 points: It feels a little hard and stiff. 1 point: Very hard and stiff.

[0094] (7) Shiny hair after drying In the evaluation methods A to E, the hair bundles dried with a hair dryer were combed, and then the gloss was visually evaluated. 4 points: Shiny finish. 3 points: Slightly glossy. 2 points: Low gloss. 1 point: Very weak gloss.

[0095] (8) Effect of changing hair shape After carrying out any of the evaluation methods A to E, the hair bundle was washed with 1 g of Sherpa Design Supplement Shampoo D-2 (manufactured by Arimino Co., Ltd.), and then the hair bundle was hung up to dry naturally. The straightening of the curl or the strength of the waves of the hair bundle after drying was evaluated visually.

[0096] <<For evaluation methods A, B, and E>> 4 points: The curl has been straightened. 3 points: The curl has slightly straightened out. 2 points: The curl has not been straightened out much. 1 point: The curl has hardly been straightened.

[0097] <<Evaluation Method C>> Four damaged hair bundles 2 were prepared, each immersed in the treatment solution below, then removed, sealed in plastic wrap, and left at room temperature for 5 minutes. They were then rinsed with running water, dried with a hairdryer, and curled with a curling iron at 180°C. The hair bundles were washed with 1g of Sherpa Design Supplement Shampoo D-2 (manufactured by Arimino Co., Ltd.) and left to dry naturally while hung up. The following treatment solutions were used. The remainder was water. For 4-piece hair bundles: Ammonium thioglycolate 2.5%, Hydroxypropyl gluconamide 16.25%, Hydroxypropyl ammonium gluconate 8.75% For 3-piece hair bundles: Ammonium thioglycolate 2.5%, Hydroxypropyl gluconamide 4.875%, Hydroxypropyl ammonium gluconate 2.625% For two hair strands: ammonium thioglycolate 2.5%, hydroxypropyl gluconamide 0.65%, hydroxypropyl ammonium gluconate 0.35% For one hair strand: Ammonium thioglycolate 2.5%, Hydroxypropyl gluconamide 0.1625%, Hydroxypropylammonium gluconate 0.0875% Photographs of these four hair bundles are shown in Figure 1. In Figure 1, from left to right, the hair bundles are scored 4, 3, 2, and 1, and these hair bundles were used as the evaluation criteria. The hair bundle to be evaluated was visually compared with the evaluation criteria, and the score closest to the criteria was used as the rating.

[0098] <<Evaluation Method D>> Four damaged hair bundles 2 were prepared, each wet with water at about 40°C, and then curled using a 25mm diameter rod. The following treatment solution was applied, then the bundles were sealed in plastic wrap and left at 45°C for 15 minutes. They were then rinsed with running water and dried with a hair dryer. The following treatment solutions were used: For 4-piece hair bundles: Ammonium thioglycolate 2.5%, Hydroxypropyl gluconamide 16.25%, Hydroxypropyl ammonium gluconate 8.75% For 3-piece hair bundles: Ammonium thioglycolate 2.5%, Hydroxypropyl gluconamide 4.875%, Hydroxypropyl ammonium gluconate 2.625% For two hair strands: ammonium thioglycolate 2.5%, hydroxypropyl gluconamide 0.65%, hydroxypropyl ammonium gluconate 0.35% For one hair strand: Ammonium thioglycolate 2.5%, Hydroxypropyl gluconamide 0.1625%, Hydroxypropylammonium gluconate 0.0875% Photographs of these four hair bundles are shown in Figure 2. In Figure 2, from left to right, the hair bundles are scored 4, 3, 2, and 1, and these hair bundles were used as the evaluation criteria. The hair bundle to be evaluated was visually compared with the evaluation criteria, and the score closest to the criteria was used as the rating.

[0099] (9) The effect of maintaining hair shape when repeatedly washed after treatment After performing any of the evaluation methods A to E, the hair bundle was washed seven times with 1 g of Sherpa Design Supplement Shampoo D-2 (manufactured by Arimino Co., Ltd.) and then hung up to dry naturally. After drying, the straightening of the hair bundle and the strength of the curl were evaluated visually. 4 points: The hair is straightened or curled. 3 points: Slightly straightened or slightly curled. 2 points: The curls are not straightened out very well or are not very curled. 1 point: The curls are barely straightened or barely curled.

[0100] The shape of hair deformed by a perm agent gradually returns to its original shape over time, but repeated washing makes it easier for the hair to return to its original shape. The above evaluation method is an accelerated test for observing the effect of maintaining the changed hair shape, and hair that receives a good evaluation in this evaluation method can be said to be able to maintain the changed hair shape even after repeated washing, and can also be said to be able to maintain the changed hair shape for a long period of time.

[0101] (10) Hair softness after repeated treatment After repeating any of the evaluation methods A to E five times, the hair bundle was evaluated for softness by touch by running fingers through it or squeezing it, and the degree of stiffness was compared with that of a hair bundle that had been treated only once using the same evaluation method. 4 points: No hardness at all compared to one treatment. 3 points: The product feels slightly harder than after one treatment. 2 points: Feels harder than with one treatment. 1 point: Feels very strong and hard compared to single treatment.

[0102] [Table 2]

[0103] [Table 3]

[0104] [Table 4]

[0105] [Table 5]

[0106] [Table 6]

[0107] [Table 7]

[0108] [Table 8]

[0109] The hair transformation treatment agents produced in Examples 1 to 46 achieved good results in all evaluation items. It can be seen that the hair transformation treatment agent of the present invention has an excellent effect in changing the hair shape, provides an excellent feel to the hair during washing with water, after washing with water, and after drying, can maintain the transformed hair shape, and provides excellent hair softness after repeated transformation treatments.

[0110] The hair transformation treatment agents prepared in Examples 45 and 46 were easy to apply to the hair, and the moist feeling of the hair after drying was improved.

[0111] The hair transformation treatment agent produced in Comparative Example 1 contained less than the specified amount of (A1) and therefore was unable to sufficiently change the hair shape, and the changed hair shape was not maintained.

[0112] The hair transforming treatment agent produced in Comparative Example 2 contained more (A1) than the specified amount, and therefore the feel of the hair was poor during rinsing, after rinsing, and after drying.

[0113] The hair deforming treatment agent produced in Comparative Example 3 contained less than the specified amount of (A2), and therefore was unable to sufficiently change the hair shape, and the changed hair shape was not maintained.

[0114] The hair transforming treatment agent produced in Comparative Example 4 contained more (A2) than the specified amount, and therefore the feel of the hair was poor during rinsing, after rinsing, and after drying.

[0115] The hair deforming treatment agent produced in Comparative Example 5 had a mass ratio (B) / (A) of (A) to (B) smaller than the specified value, and therefore the feel of the hair after rinsing with water and drying was poor, the hair shape could not be sufficiently changed, and the changed hair shape was not sufficiently maintained.

[0116] The hair deforming treatment agent produced in Comparative Example 6 had a mass ratio (B) / (A) of (A) to (B) smaller than the specified value, and therefore the feel of the hair after rinsing with water and drying was poor, the hair shape could not be sufficiently changed, and the changed hair shape was not sufficiently maintained.

[0117] The hair transformation treatment agent produced in Comparative Example 7 used zinc gluconate instead of (B), so the hair was not sufficiently smooth after rinsing with water and drying, the hair shape was not sufficiently changed, and the changed hair shape was not maintained.

[0118] The hair transformation treatment agent produced in Comparative Example 8 used γ-gluconamidopropyldimethylhydroxyethylammonium chloride instead of (B), and therefore was unable to sufficiently change the hair shape, and the changed hair shape was not maintained.

Claims

1. (A) as a reducing agent (A1) 0.3 to 20% by mass of sulfite, or (A2) 0.1 to 16 mass% of a mercaptan reducing agent; (B) at least one selected from hydroxypropyl gluconamide and hydroxypropyl ammonium gluconate; wherein the mass ratio of (A) to (B), (B) / (A), is 0.5 or more.

2. 2. The hair transformation treatment agent according to claim 1, wherein (A2) is at least one selected from thioglycolic acid and salts thereof, cysteine ​​and salts thereof, cysteamine and salts thereof, thiolactic acid and salts thereof, thioglycerin, and butyrolactone thiol.

3. 2. The hair transformation treatment agent according to claim 1, wherein (B) is hydroxypropyl gluconamide and hydroxypropylammonium gluconate.

4. The hair transformation treatment agent according to claim 1, comprising (A1), wherein the mass ratio of (A1) to (B), (B) / (A1), is 1 or more.

5. The hair transformation treatment agent according to claim 1, comprising (A2), wherein the mass ratio of (A2) to (B), (B) / (A2), is 2 or more.

6. The hair transformation treatment agent according to claim 1, comprising 0.15 to 45% by mass of (B).

7. an application step of applying the hair transformation treatment agent according to any one of claims 1 to 6 to hair; The hair transformation treatment method includes, after the application step, a heating step of heating the hair to which the hair transformation treatment agent has been applied to 40°C or higher.

Citation Information

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