Hair heat damage inhibitor composition
A combination of a specific arginine derivative and anionic water-soluble polymer addresses heat-induced hair damage by penetrating and forming a protective film, ensuring smoothness and manageability post-treatment.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2024-09-09
- Publication Date
- 2026-03-19
AI Technical Summary
Existing hair care products fail to effectively prevent heat-induced damage and maintain smoothness and manageability after heat treatment, as they do not address both internal denaturation of amino acids and proteins and loss of 18-methyl eicosanoic acid on the hair surface.
A composition comprising a specific arginine derivative that penetrates and interacts with hair proteins, combined with an anionic water-soluble polymer that forms a film on the hair surface, in a specific weight ratio, to inhibit heat damage.
The composition effectively suppresses heat-induced damage, maintaining smooth texture and manageability by adsorbing and penetrating into the hair and forming a protective film, enhancing hair's smoothness and manageability post-treatment.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a heat damage inhibitor composition for hair that suppresses heat-derived damage to hair and maintains smoothness and coherence of hair even after heat treatment.
Background Art
[0002] Making hair look beautiful is in increasing demand as before. On the other hand, the problems regarding the smoothness and coherence of hair never decrease. The reasons include chemical treatments such as perming, hair straightening, and hair dyeing, daily use of high-temperature hair dryers and hair irons, and continuous exposure to ultraviolet rays, which cause damage to accumulate in modern people's hair every day. In particular, the damage caused by heat accumulated daily is serious. Although there have been cosmetics that form a film to protect hair, their effects have not solved the problems (Patent Document 1). It has been found that when hair is damaged by heat, it affects both the inside and outside of the hair. The effects include denaturation of amino acids and proteins in the hair and the loss of 18-methyl eicosanoic acid (18-MEA) on the hair surface, which makes the hair hydrophilic (Non-Patent Documents 1 and 2). The inability to solve the problems inside and outside the hair has been a factor contributing to the rough feeling and spreading of hair.
Prior Art Documents
Patent Documents
[0003]
Patent Document 1
Non-Patent Documents
[0004]
Non-Patent Document 1
Non-Patent Document 2
Summary of the Invention
[0005] The present invention provides a heat damage inhibitor composition for hair that suppresses heat-induced damage to the hair and maintains smooth texture and manageability even after heat treatment. [Means for solving the problem]
[0006] To solve the above problems, the inventors conducted intensive research and, as a result, discovered that by applying a heat damage inhibitor composition for hair, prepared in a specific ratio of a specific arginine derivative that adsorbs and penetrates into and outside the hair to suppress damage, and a specific anionic water-soluble polymer that has a film-forming effect on the outside of the hair, to the hair, the smooth texture and manageability of the hair can be maintained even after heat treatment, thus completing the present invention.
[0007] In other words, the present invention provides the following invention. (1) A heat damage inhibitor composition for hair, comprising (A) an arginine derivative represented by general formula (1) and (B) an anionic water-soluble polymer, wherein the weight blending ratio ((A) / (B)) is 0.5 to 10.0. [ka] (In general formula (1), M is a hydrogen atom, an alkali metal, an alkaline earth metal, or an alkanolamine such as monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, or triisopropanolamine.) (2) (B) The hair heat damage inhibitor composition according to (1), wherein component (B) is an anionic water-soluble polymer represented by general formula (2). [ka] (In general formula (2), M 1 M 2(Each represents a hydrogen atom or an alkali metal independently, and n is an integer between 10 and 5000.) (3) A hair heat damage inhibitor cosmetic composition containing 0.02 to 10.0 wt% of the hair heat damage inhibitor composition described in (1) and (2) on a pure basis. [Effects of the Invention]
[0008] The present invention provides a heat damage inhibitor composition for hair that can suppress heat-induced damage to hair and maintain smooth hair texture and manageability. [Modes for carrying out the invention]
[0009] Embodiments of the present invention will be described below. However, the present invention is not limited to the embodiments described below. In this specification, numerical ranges defined using the symbol "~" include the values at both ends (upper and lower limits) of "~". For example, "0.5~10.0" means 0.5 or greater and 10.0 or less. Furthermore, within the numerical ranges described herein, the upper or lower limits of those ranges may be replaced with values shown in the examples or values uniquely derived from the examples.
[0010] The hair heat damage inhibitor composition of the present invention contains the arginine derivative and an anionic water-soluble polymer described below in specific proportions. Each compound is described below.
[0011] (A) As component (A), an arginine derivative represented by general formula (1) is preferred because it adsorbs and penetrates into and outside the hair, interacting with the amino acids and proteins of the hair, thereby suppressing denaturation caused by heat. [ka]
[0012] (A) The arginine derivative, which is a component, may have M in the general formula (1) as a hydrogen atom or a salt. In the case of a salt, M in the general formula (1) may be a metal salt having a potassium atom, a calcium atom, a sodium atom, a magnesium atom, etc., or an alkanolamine salt such as monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine. From the viewpoints of hue stability and low irritation to humans, as the metal salt, a salt having a sodium atom is preferred, and as the alkanolamine salt, a salt having triethanolamine is preferred.
[0013] (A) The arginine derivative represented by the general formula (1), which is a component, can be obtained, for example, by reacting arginine with succinic anhydride. As a commercially available product of succinoylarginine Na, which is one of the preferred examples of the arginine derivative represented by the general formula (1), Kawatect (registered trademark) SAS manufactured by Kawaken Fine Chemicals Co., Ltd. can be mentioned.
[0014] As the arginine derivative used in the present invention, a composition containing an arginine derivative with a purity of 20% by weight or more can be used. In addition to the arginine derivative, solvents such as water, by-products such as raw material residues, and other additives may also be included. Examples include raw material residues such as unreacted arginine and succinic acid, inorganic salts such as NaOH, KOH, NaCl, KCl, and triethanolamine, triethanolamine salts, etc.
[0015] (B) As the component (B), in order to have the effect of coating the hair surface, it is preferable to blend an anionic water-soluble polymer. By coating the hair surface, the influence of heat is reduced, and 18-MEA on the hair surface is protected. Suitable examples of anionized water-soluble polymers include carboxymethylcellulose, carboxyethylcellulose, carboxymethyl chitin, and N-(carboxypropanoyl)-6-O-(carboxymethyl)chitosan. Among the anionized water-soluble polymers, the effect of coating the hair surface, achieved by including N-(carboxypropanoyl)-6-O-(carboxymethyl)chitosan represented by general formula (2), is particularly excellent. [ka] (In general formula (2), M 1 M 2 (Each represents either a hydrogen atom or an alkali metal independently, and n is an integer between 10 and 5000.)
[0016] For example, N-(carboxypropanoyl)-6-O-(carboxymethyl)chitosan, represented by general formula (2), can be easily obtained by reacting 6-O-(carboxymethyl)chitosan with succinic anhydride, as described in Japanese Patent Publication No. 2-105801. 6-O-(carboxymethyl)chitosan can be produced by deacetylating 6-O-(carboxymethyl)chitin by heating it in an alkaline aqueous solution. The reaction between 6-O-(carboxymethyl)chitosan and succinic anhydride is carried out at room temperature to 50°C in water, an organic solvent such as methanol, or a mixture of water and an organic solvent. The reaction time is usually 2 to 48 hours. Succinic anhydride should be reacted with 6-O-(carboxymethyl)chitosan in a molar ratio of 1 to 20 times. After the reaction is complete, the mixture is neutralized and unreacted raw materials are removed by dialysis membrane treatment or the like to obtain N-(carboxypropanoyl)-6-O-(carboxymethyl)chitosan with few impurities. A suitable example of an anionic water-soluble polymer represented by general formula (2) is N-(carboxypropanoyl)-6-O-(carboxymethyl)chitosan, which is available commercially as Chitoaqua® manufactured by Kawaken Fine Chemicals Co., Ltd.
[0017] The anionic water-soluble polymer used in this invention can be a composition containing an anionic water-soluble polymer in a purity of 1% by weight or more. In addition to the anionic water-soluble polymer, the composition may also contain solvents such as water and ethanol, by-products such as raw material residues, and other additives. Examples include unreacted raw material residues such as 6-O-(carboxymethyl) chitosan and succinic acid, and inorganic salts such as NaOH, KOH, NaCl, and KCl.
[0018] The heat damage inhibitor composition for hair according to the present invention exhibits its maximum effect when the weight ratio of the pure contents of component (A) and component (B) (component (A) / component (B)) is 0.5 to 10.0. More preferably, the ratio is 1.0 to 5.0. If the ratio is less than 0.5, the heat damage inhibitory effect may be insufficient, and if the ratio is greater than 10.0, stiffness or other issues may be felt.
[0019] Furthermore, when components (A) and (B) are used individually, their effectiveness as heat damage inhibitors may be insufficient. Component (A), the arginine derivative, alone can suppress heat-induced denaturation of hair by adsorbing and penetrating into and outside the hair and interacting with amino acids and proteins. However, it lacks the film-forming effect of component (B), and therefore may be insufficient in reducing heat damage and protecting the 18-MEA on the hair surface. On the other hand, component (B), the anionic water-soluble polymer, alone can provide heat damage suppression by forming a film on the hair surface, but may be insufficient in suppressing the denaturation of the amino acid composition inside and outside the hair due to heat.
[0020] The heat damage inhibitory composition for hair according to the present invention may be used on hair alone, or it may be incorporated into compositions such as cosmetics, cleansing agents, pharmaceuticals, and quasi-drugs for use on hair. There are no particular restrictions on the dosage form, and the heat damage inhibitory effect can be obtained for both out-of-bath and in-bath applications. Specifically, examples include pre-treatment and post-treatment agents for hair dyeing, shampoos, hair rinses, hair conditioners, hair creams, hair dyes, split end coating agents, and hair mists. Because the ingredients tend to remain on the hair even in small amounts, and the heat damage inhibitory effect is easily obtained, it is particularly preferred for out-of-bath applications, such as hair conditioners, hair creams, split end coating agents, and hair mists.
[0021] The amount of the hair heat damage inhibitor composition of the present invention incorporated into a hair heat damage inhibitor cosmetic composition is preferably in the range of 0.02 to 10.0 wt% for the total amount of components (A) and (B) in terms of pure content. If it is less than 0.02 wt%, the heat damage inhibitory effect may be insufficient, and if it exceeds 10.0 wt%, the hair may become stiff. For leave-in applications where the product is not rinsed after use, it is more preferable, from the standpoint of feel and heat damage suppression effect, to blend the hair heat damage suppressant composition, with components (A) and (B) in a total pure content of 0.02 to 1.0 wt%. For in-bath applications where the product is rinsed after use, it is more preferable, from the standpoint of feel and heat damage suppression effect, to blend the hair heat damage suppressant composition, with components (A) and (B) in a total pure content of 0.2 to 10.0 wt%.
[0022] In addition to the arginine derivative of general formula (1) as component (A) and the anionic water-soluble polymer as component (B), the present invention may appropriately incorporate other ingredients commonly used in cosmetics, such as oily raw materials, humectants, surfactants, thickeners, antioxidants, UV absorbers, chelating agents, fragrances, plant and animal extracts, etc.
[0023] The dosage form of the hair heat damage inhibitor composition and hair heat damage inhibitor cosmetic composition of the present invention is arbitrary and can be any of the following: solution type, solubilized type, emulsion type, gel type, water-oil bilayer type, etc. Depending on the target product, it can be manufactured by a general method by combining an arginine derivative represented by general formula (1) and an anionic water-soluble polymer with the above-mentioned arbitrary components.
[0024] The effects of the present invention will be described in more detail by the following examples, but the present invention is not limited to these examples. In the examples, unless otherwise specified, the components used were reagents purchased from Fujifilm Wako Pure Chemical Industries, Ltd.
[0025] A hair heat damage inhibitor composition consisting of an arginine derivative represented by general formula (1) as component (A) and an anionic water-soluble polymer as component (B) was formulated under the formulation ratios 1 to 7 and comparative formulation ratios 1 to 6 shown in Table 1. Subsequently, evaluation samples were obtained by diluting each formulation ratio and comparative formulation ratio with purified water so that the total net content of components (A) and (B) in each ratio was 0.1 wt% (assuming leave-in use) and 1.0 wt% (assuming in-bath use), and each was evaluated.
[0026] <Creating evaluation samples> The evaluation of a sample consisting of a 0.1 wt% aqueous solution (intended for out-of-bath use) is as follows. A strand of hair (approximately 30 cm) was immersed in the aforementioned evaluation sample for 10 seconds. Then, a straight iron heated to 180°C was used to heat-treat the hair, moving from root to tip for approximately 2 seconds, five times. This immersion and heat treatment process was repeated 30 times to obtain the evaluation sample. Subsequently, the coefficient of friction and contact angle of the evaluation sample (hair) were measured to evaluate the smoothness and manageability of the hair. On the other hand, the evaluation of a sample with a purity of 1.0 wt% (intended for in-bath use) is as follows. A strand of hair (approximately 30 cm) was immersed in the aforementioned evaluation sample for 300 seconds. Afterward, it was rinsed under running water for 30 seconds. Following rinsing, the hair was heat-treated by moving a straight iron heated to 180°C from root to tip for approximately 2 seconds, repeating this process five times. This immersion, rinsing, and heat treatment process was repeated 30 times to obtain evaluation samples. Subsequently, the coefficient of friction and contact angle of the evaluation samples (hair) were measured to evaluate the smoothness and manageability of the hair.
[0027] <Evaluation of heat damage inhibitor compositions for hair> (1) Evaluation of hair smoothness For each of the evaluation samples mentioned above, the coefficient of friction was measured to assess smoothness. The coefficient of friction was measured using a friction measuring instrument (Trinity Labs: Static / Dynamic Friction Measuring Instrument TL201Tt). A bundle of hair was fixed, and the surface of the hair was rubbed along the cuticle with a finger model contact (Trinity Labs). The conditions were as follows: Measurement conditions: Vertical load: 0.196N, sliding speed: 10mm / sec, travel distance: 20mm. Based on the friction coefficient values obtained from each evaluation sample (measured three times and the average value), the samples were evaluated on a five-point scale of "◎", "○", "△", "□", and "×" according to the evaluation criteria below. A smaller friction coefficient indicates smoother hair, and a rating of "△" or higher was evaluated as "smooth hair". Furthermore, the evaluation of healthy black hair was excellent (◎), while the evaluation of healthy hair subjected to the aforementioned heat treatment without using the present composition was poor (×). <Evaluation criteria for hair smoothness> ◎: Less than 0.25 ○: 0.25 or higher, less than 0.35 △: 0.35 or higher, less than 0.45 □: 0.45 or higher, less than 0.55 ×: Exceeding 0.55
[0028] (2) Evaluation of how easily the hair can be managed When hair loses its hydrophobicity, it tends to spread out. Therefore, the contact angle was measured for each of the aforementioned evaluation samples using a contact angle meter (Kyowa Interface Science Co., Ltd.: Automatic Contact Angle Meter DMo-602) to observe its hydrophobicity. Based on the contact angle values obtained from each evaluation sample (measured three times and the average value), the samples were evaluated on a five-point scale of "◎", "○", "△", "□", and "×" according to the evaluation criteria below. The larger the contact angle, the better the hydrophobicity is maintained, and the easier the hair is to manage. Therefore, an evaluation of "△" or higher was considered "easy to manage". Furthermore, the evaluation of healthy black hair was excellent (◎), while the evaluation of healthy hair subjected to the aforementioned heat treatment without using the present composition was poor (×). <Evaluation criteria for hair manageability> ◎: Exceeding 110° ○: 95° or more, less than 110° △: 80° or more, less than 95° □: 70° or more, less than 80° ×: Less than 70°
[0029] Mixing proportion [Table 1] *1 Kawatect® SAS (manufactured by Kawaken Fine Chemical Co., Ltd.) *2 ChitoAqua (registered trademark) (manufactured by Kawaken Fine Chemical Co., Ltd.)
[0030] Comparative blending proportion [Table 2]
[0031] When the arginine derivative represented by general formula (1), which is component (A), and the anionic water-soluble polymer, which is component (B), are blended in ratios 1 to 7 within the scope of this patent, both "hair smoothness" and "hair manageability" received a rating of △ or higher, indicating a significant effect in suppressing heat damage to the hair. Furthermore, in systems with a rinsing step after treatment (intended for out-of-bath use), the ratings were generally higher than in systems without a rinsing step (intended for in-bath use), suggesting that not rinsing resulted in a greater suppression of heat damage to the hair. On the other hand, comparative formulation example 1, which used component (A) alone, received a □ rating for "hair manageability," indicating that the heat damage suppression effect was not excellent. Comparative formulation example 2, which used component (B) alone, received a × rating, particularly for "hair smoothness," indicating that no heat damage suppression effect was obtained. Comparative formulation example 3, in which the mixing ratio of component (A) and component (B) (component (A) / component (B)) was below the range specified in this application, received a □ rating, particularly for "hair smoothness," indicating an insufficient heat damage suppression effect. Comparative formulation example 4, in which the mixing ratio of component (A) and component (B) (component (A) / component (B)) exceeded the range specified in this application, received an × rating, particularly for "hair manageability," indicating that no heat damage suppression effect was obtained. Comparative formulation examples 5 and 6, in which arginine was added instead of the arginine derivative, received an × rating for "hair smoothness," indicating that no heat damage suppression effect was obtained.
[0032] Example 1 The hair shampoo composition shown below was prepared, and this hair shampoo composition demonstrated an effect of suppressing heat damage. In other words, it was possible to maintain smooth manageability and hair cohesion even after heat treatment. The numerical values in the composition represent the weight percentage of the pure content. (composition) Sodium lauroylmethyl β-alanine 6.0 Sodium cocoyl methyl taurate 4.5 Cocamidopropyl betaine 5.0 Lauroyl propyl betaine 2.0 PPG2-Cocamide 1.0 Polyquaternium-10 0.5 Succinoyl arginine sodium *1: (A) Component 0.5 Carboxymethyl chitosan succinamide*2: (B) component 0.5 Fragrance 0.1 Preservative 0.3 Water remaining (adjust so that the total is 100)
[0033] Example 2 The hair shampoo composition shown below was prepared, and this hair shampoo composition demonstrated an effect of suppressing heat damage. In other words, it was possible to maintain smooth manageability and hair cohesion even after heat treatment. The numerical values in the composition represent the weight percentage of the pure content. (composition) Sodium lauryl ether (2EO) sulfate 8.0 Sodium olefin (C14-16) sulfonate 2.5 Cocamidopropyl betaine 4.0 Cocamide DEA 3.0 Polyquaternium-10 0.3 Succinoyl arginine sodium *1: (A) Component 1.0 Carboxymethyl chitosan succinamide*2: (B) component 0.5 Fragrance 0.1 Preservative 0.3 Water remaining (adjust so that the total is 100)
[0034] Example 3 The hair conditioner composition shown below was prepared, and this hair conditioner composition demonstrated an effect of suppressing heat damage. In other words, it was possible to maintain smooth manageability and hair cohesion even after heat treatment. Note that the numerical values in the composition represent the weight percentage of the pure content. (composition) Cetanol 5.0 Stearyl alcohol 1.0 PPG-1 / PEG-1 stearamine 1.5 Behentrimonium chloride 0.3 Isopropyl palmitate 1.5 Succinoyl arginine sodium *1: (A) Component 1.0 Carboxymethyl chitosan succinamide*2: (B) component 0.5 Fragrance (appropriate amount) Water remaining (adjust so that the total is 100)
[0035] Example 4 The hair mist composition shown below was prepared, and this hair mist composition demonstrated an effect of suppressing heat damage. In other words, it was possible to maintain smooth manageability and hair cohesion even after heat treatment. Note that the numerical values in the composition represent the weight percentage of the pure content. (composition) Ethanol 18.0 PEG-60 Hydrogenated Castor Oil 0.2 l-Menthol 0.05 Succinoyl arginine sodium *1: (A) Component 0.12 Carboxymethyl chitosan succinamide*2: (B) component 0.15 Fragrance (appropriate amount) Water remaining (adjust so that the total is 100) [Industrial applicability]
[0036] The present invention provides a heat damage inhibitor composition for hair, comprising an arginine derivative represented by general formula (1), which is component (A), and an anionic water-soluble polymer, which is component (B), in a specific ratio. When applied to hair, it penetrates and adsorbs to the inside and outside of the hair, enhancing the protective effect on the hair and thus suppressing heat damage. This effect allows for smooth handling and manageability of the hair even after heat treatment. Therefore, adding the heat damage inhibitor composition for hair of the present invention to hair cosmetics and the like can enhance the value of the product.
Claims
1. A heat damage inhibitor composition for hair, comprising (A) an arginine derivative represented by general formula (1) and (B) an anionic water-soluble polymer, wherein the weight blending ratio ((A) / (B)) is 0.5 to 10.
0. 【Chemistry 1】 (In general formula (1), M is a hydrogen atom, an alkali metal, an alkaline earth metal, or an alkanolamine such as monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, or triisopropanolamine.)
2. The hair heat damage inhibitor composition according to claim 1, wherein component (B) is an anionic water-soluble polymer represented by general formula (2). 【Chemistry 2】 (In general formula (2), M 1 M 2 (Each represents a hydrogen atom or an alkali metal independently, and n is an integer between 10 and 5000.)
3. A hair heat damage inhibitor cosmetic composition comprising 0.02 to 10.0 wt% of the hair heat damage inhibitor composition described in claims 1 and 2.
Citation Information
Patent Citations
Hair protective agent
JP2003342135A
JP46、219