Hair dye and hair bleach

A hair dye and bleach formulation with glucono-delta-lactone, ammonia, and ammonium salt of an acid, with optimized ratios, addresses the inadequacy of conventional agents by improving hair strength and reducing damage, achieving effective and sustained repair.

JP2025132605APending Publication Date: 2025-09-10SHISEIDO PROFESSIONAL CO LTD
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Patent Information

Application Number
JP2024030279
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-02-29
Publication Date
2025-09-10

AI Technical Summary

Technical Problem

Conventional hair treatment agents lack sufficient hair repair effects, and there is a need for improved formulations that can enhance hair strength and reduce damage caused by chemical treatments and other factors.

Method used

A hair dye and bleach formulation comprising glucono-delta-lactone, ammonia, and an ammonium salt of an acid, with specific pH and component ratios, to enhance hair repair and penetration, optionally including polyethylene glycol, to improve hair strength and maintain repair effects.

Benefits of technology

The formulation provides a high hair repair effect, enhancing hair strength and maintaining it over multiple washes, while minimizing damage and irritation.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a hair dye and a hair bleach that have a high hair repair effect.SOLUTION: The present invention provides a hair dye or a hair bleach containing glucono-δ-lactone, ammonia, and an ammonium salt of an acid.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a hair dye and a hair bleach. [Background technology]

[0002] Hair is continually damaged on a daily basis by chemical treatments such as hair dyes and bleaches, heat treatments such as hair dryers and hair irons, exposure to ultraviolet rays, brushing, etc. When hair is damaged, it can lose its strength and cause problems such as hair breakage.

[0003] Patent Document 1 describes a hair treatment agent containing at least one of an oxidative hair dye or bleach and a post-treatment agent, and the hair treatment agent contains alkyl lactone, polyethylene glycol, and hydrocarbon. The hair treatment agent described in Patent Document 4 is said to make hair easier to run your fingers through for a long time. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Publication No. 2023-150140 Summary of the Invention [Problem to be solved by the invention]

[0005] However, conventional hair treatment agents are not sufficient in terms of hair repair effect, and there is still room for improvement. The present invention is intended to solve the above problems, and an object of the present invention is to provide a hair dye and a hair bleach that have a high hair repair effect. [Means for solving the problem]

[0006] The present invention provides the following aspects.

[0007] [1] Glucono-delta-lactone, ammonia, and ammonium salts of acids A hair dye or hair bleach comprising: [2] The hair dye or hair bleach according to [1], which has a pH of 8 or higher, preferably 8 to 11, more preferably 8.5 to 10.5, even more preferably 8.8 to 10, and particularly preferably 9 to 9.8. [3] The hair dye or hair bleach according to [1] or [2], wherein the ammonium salt of an acid is an ammonium salt of an inorganic acid. [4] The hair dye or hair bleach according to any one of [1] to [3], wherein the ammonium salt of an acid is at least one selected from the group consisting of ammonium hydrogen carbonate and ammonium phosphate. [5] The hair dye or hair bleach according to any one of [1] to [4], wherein the mass ratio of the ammonia to the ammonium salt of the acid (ammonia:ammonium salt of the acid) is 10:10 to 10:1, preferably 10:9 to 10:2, more preferably 10:8 to 10:3, even more preferably 10:7 to 10:4, and particularly preferably 10:6 to 10:5. [6] The hair dye or hair bleach according to any one of [1] to [5], wherein the content of the glucono-delta-lactone is 0.01 to 10% by mass, preferably 0.03 to 5% by mass, more preferably 0.05 to 3% by mass, even more preferably 0.08 to 2.5% by mass, and particularly preferably 0.1 to 1% by mass. [7] The hair dye or hair bleach according to any one of [1] to [6], wherein the mass ratio of the glucono-delta-lactone to the total amount of the ammonia and the ammonium salt [glucono-delta-lactone / (total amount of ammonia and ammonium salt)] is 0.005 to 1, preferably 0.01 to 0.8, and more preferably 0.1 to 0.7. [8] The hair dye or hair bleach according to any one of [1] to [7], comprising polyethylene glycol in an amount of 0.01% by mass or more but less than 3.2% by mass, preferably 0.1 to 3% by mass, and more preferably 0.12 to 2% by mass. [9] The hair dye or hair bleach according to [8], wherein the polyethylene glycol has a number average molecular weight of 450 or more, preferably 450 to 2000, more preferably 470 to 1500, even more preferably 490 to 1000, and particularly preferably 500 to 700. [Effects of the Invention]

[0008] According to the present invention, a hair dye and a hair bleach having a high hair repair effect are provided. DETAILED DESCRIPTION OF THE INVENTION

[0009] Hereinafter, embodiments of the present invention will be described in detail. Note that the scope of the present invention is not limited to the embodiments described herein, and various modifications can be made without departing from the spirit of the present invention. Furthermore, when multiple upper and lower limit values ​​are specified for a specific parameter, any of these upper and lower limit values ​​can be combined to form a suitable numerical range.

[0010] [Hair dyes, hair bleaches] The hair dye and hair bleach of the present invention contain glucono-delta-lactone (hereinafter also referred to as "component (A)"), ammonia (hereinafter also referred to as "component (B)"), and an ammonium salt of an acid (hereinafter also referred to as "component (C)").

[0011] <Component (A): Glucono-delta-lactone> The hair dye and hair bleach of the present invention contain glucono-delta-lactone as component (A). Component (A) is a component that has a hair repair effect. Therefore, by using component (A), the hair dye and hair bleach can be imparted with a hair repair effect. Hereinafter, in this specification, the "hair repair effect" may also be simply referred to as the "repair effect."

[0012] The content of component (A) is preferably 0.01 to 10 mass%, more preferably 0.03 to 5 mass%, even more preferably 0.05 to 3 mass%, even more preferably 0.08 to 2.5 mass%, and particularly preferably 0.1 to 1 mass%, based on the total amount of the hair dye or hair bleach. When the content of component (A) is within the above range, a higher repair effect can be obtained and the repair effect can be easily maintained. If the content of component (A) is less than 0.01 mass%, a sufficient repair effect may not be obtained, while if it exceeds 10 mass%, it may have an effect on the dye, such as a decrease in dyeability or discoloration.

[0013] <Component (B): Ammonia> The hair dye and hair bleach of the present invention contain ammonia as component (B). In this specification, ammonia refers to 28% aqueous ammonia. The use of component (B) has the advantage of swelling the hair, making it easier for component (A) to penetrate into the hair.

[0014] The content of component (B) is preferably 0.1 to 20% by mass, more preferably 0.5 to 15% by mass, even more preferably 1 to 10% by mass, even more preferably 1.5 to 8% by mass, and particularly preferably 2 to 5% by mass, based on the total amount of the hair dye or hair bleach. When the mass ratio is within the above range, a higher repair effect can be obtained and the repair effect can be easily maintained. If the content of component (B) is less than 0.1% by mass, component (A) may not be able to sufficiently penetrate into the interior of the hair, and a sufficient repair effect may not be obtained. If the content of component (B) exceeds 20% by mass, component (B) may damage the hair or cause scalp irritation problems.

[0015] In one embodiment of the present invention, the mass ratio of component (A) to component (B) [(A):(B)] is preferably 1:100 to 1:1, more preferably 1:50 to 1:1, even more preferably 1:10 to 1:1, and particularly preferably 1:5 to 1:1. When the mass ratio is within the above range, a higher repair effect can be obtained.

[0016] <Component (C): Ammonium salt of acid> The hair dye and hair bleach of the present invention contain an ammonium salt of an acid as component (C). By using component (B) and component (C) in combination, the adverse effect of component (B), i.e., hair damage caused by component (B), can be suppressed, while component (B) swells the hair, facilitating the penetration of component (A) into the hair. Therefore, by using component (A), component (B), and component (C) in combination, a high repair effect can be achieved, and the repair effect can be easily maintained.

[0017] Examples of ammonium salts of acids include ammonium salts of organic acids such as ammonium acetate, ammonium oxalate, ammonium hydrogen oxalate, ammonium benzoate, ammonium citrate, ammonium lactate, ammonium phthalate, ammonium succinate, ammonium tartrate, ammonium aspartate, and combinations thereof; and ammonium salts of inorganic acids such as ammonium chloride, ammonium sulfate, ammonium hydrogen sulfate, ammonium nitrate, ammonium phosphate, ammonium hydrogen phosphate, ammonium dihydrogen phosphate, ammonium carbonate, ammonium hydrogen carbonate, and combinations thereof.

[0018] Among these ammonium salts, component (C) is preferably an ammonium salt of an inorganic acid, more preferably at least one ammonium salt of an inorganic acid selected from the group consisting of ammonium carbonate, ammonium hydrogencarbonate, ammonium phosphate, ammonium hydrogenphosphate, and ammonium dihydrogenphosphate, even more preferably at least one ammonium salt of an inorganic acid selected from the group consisting of ammonium carbonate, ammonium hydrogencarbonate, and ammonium phosphate, particularly preferably at least one ammonium salt of an inorganic acid selected from the group consisting of ammonium hydrogencarbonate and ammonium phosphate, and particularly preferably ammonium hydrogencarbonate.

[0019] Component (C) is an ammonium salt of an acid having a molecular weight of 250 g / mol or less, which is blended as an alkaline agent. The molecular weight of the ammonium salt of an acid of component (C) is preferably 30 to 200 g / mol, more preferably 50 to 150 g / mol.

[0020] The content of component (C) is preferably 0.1 to 10 mass%, more preferably 0.3 to 8 mass%, even more preferably 0.5 to 6 mass%, even more preferably 0.8 to 5 mass%, and particularly preferably 1 to 3 mass%, based on the total amount of the hair dye or hair bleach. When the mass ratio is within the above range, a higher repair effect can be obtained and the repair effect can be easily maintained. If the content of component (C) is less than 0.1 mass%, hair damage caused by component (B) cannot be sufficiently suppressed, and a sufficient repair effect may not be obtained. If the content of component (C) exceeds 10 mass%, the pH of the hair dye or hair bleach decreases, and the desired hair dyeing effect may not be achieved.

[0021] In one embodiment of the present invention, the mass ratio of component (B) to component (C) [(B):(C)] is preferably 10:10 to 10:1, more preferably 10:9 to 10:2, even more preferably 10:8 to 10:3, even more preferably 10:7 to 10:4, and particularly preferably 10:6 to 10:5. When the mass ratio of component (B) to component (C) is within the above range, a higher repair effect can be obtained and the repair effect can be easily maintained. If the mass ratio exceeds 10:1, i.e., if the amount of component (B) is too large relative to component (C), component (B) may damage the hair, resulting in insufficient repair effect or scalp irritation. Furthermore, if the mass ratio is less than 10:10, i.e., if the amount of component (C) is too large relative to component (B), the pH of the hair dye or hair bleach may decrease, and the desired hair dyeing effect may not be achieved.

[0022] The total amount of components (B) and (C) is preferably 0.2 to 30% by mass, more preferably 0.5 to 20% by mass, even more preferably 1 to 15% by mass, even more preferably 2 to 10% by mass, particularly preferably 3 to 8% by mass, and especially preferably 3.5 to 7% by mass, based on the total amount of the hair dye or hair bleach. If the total amount of components (B) and (C) in the hair dye or hair bleach is less than 0.2% by mass, it may be difficult to achieve the desired hair dyeing and bleaching effects. If the total amount exceeds 30% by mass, hair damage or scalp irritation may occur.

[0023] In one embodiment of the present invention, the mass ratio of component (A) to the total amount of components (B) and (C) [(A) / {(B)+(C)}] is preferably 0.005 to 1, more preferably 0.01 to 0.8, and even more preferably 0.1 to 0.7. If the mass ratio is less than 0.005 or exceeds 1, a sufficient repair effect may not be obtained.

[0024] <Polyethylene glycol> The hair dye and hair bleach of the present invention may further contain polyethylene glycol in addition to the above components (A) to (C). By including polyethylene glycol, a higher hair repair effect may be obtained in some cases.

[0025] The number-average molecular weight (Mn) of the polyethylene glycol may be, for example, 300 to 3000. From the viewpoint of repair effect and maintenance of the repair effect, it is preferably 450 to 2000, more preferably 470 to 1500, even more preferably 490 to 1000, and particularly preferably 500 to 700. When polyethylene glycol is contained in addition to components (A) to (C), the higher the number-average molecular weight of the polyethylene glycol contained, the higher the repair effect obtained. Therefore, when the hair dye and hair bleach of the present invention contain polyethylene glycol in addition to components (A) to (C), the number-average molecular weight of the polyethylene glycol is preferably at least the above-mentioned lower limit, for example, 450 or more. The number-average molecular weight of the polyethylene glycol can be measured in polystyrene equivalent terms by gel permeation chromatography (GPC).

[0026] The content of polyethylene glycol is preferably 0.01% by mass or more and less than 3.2% by mass, more preferably 0.1 to 3% by mass, and particularly preferably 0.12 to 2% by mass, based on the total amount of the hair dye or hair bleach. When the content of polyethylene glycol is 0.01% by mass or more, a higher repair effect can be obtained. When the content of polyethylene glycol is 3.2% by mass or more, the desired hair dyeing effect may not be obtained.

[0027] When the hair dye or hair bleach contains polyethylene glycol, the mass ratio of glucono-delta-lactone to polyethylene glycol [(A) / polyethylene glycol] is preferably 0.01-10, more preferably 0.1-5, and even more preferably 0.2-3.

[0028] <Other ingredients> The hair dye and hair bleach of the present invention usually contain water, such as tap water, ion-exchanged water, distilled water, purified water, and natural water, with purified water being preferred. The water content can be adjusted appropriately depending on the content of components other than water, and is preferably 50.0 to 90.0 mass %, more preferably 60.0 to 80.0 mass %, based on the total amount of the hair dye or hair bleach.

[0029] The hair dye of the present invention typically contains an oxidation dye. The oxidation dye includes an oxidation dye precursor such as paraphenylenediamine, and a coupler such as 5-aminoorthocresol or resorcinol. The oxidation dye precursor and coupler can be selected depending on the desired hair color tone. The contents of the oxidation dye precursor and coupler are not particularly limited, but may be, for example, 0.001 to 2% by mass, preferably 0.005 to 1% by mass, based on the total amount of the hair dye or hair bleach.

[0030] The hair dye or hair bleach of the present invention typically contains an oxidizing agent such as hydrogen peroxide. The content of the oxidizing agent is not particularly limited, but may be, for example, 0.1 to 12% by mass, preferably 0.5 to 6% by mass, and more preferably 1 to 5% by mass, based on the total amount of the hair dye or hair bleach.

[0031] The hair dye and hair bleach of the present invention may contain optional components other than those described above, provided that the effects of the present invention are not impaired. These optional components include components commonly used in hair dyes and hair bleaches, such as surfactants (e.g., cationic surfactants, anionic surfactants, nonionic surfactants, and amphoteric surfactants), oily components, solubilizers, water-soluble polymers, pH adjusters, polyhydric alcohols, higher alcohols, hydrocarbons, sugars, plant extracts, stabilizers, humectants, herbal medicines, chelating agents, preservatives, antioxidants, cooling agents, antistatic agents, vitamins, proteins, fragrances, antibacterial agents, pigments, solvents, and thickeners. These optional components do not include components (A), (B), and (C), nor polyethylene glycol.

[0032] In one embodiment of the present invention, the hair dye or hair bleach of the present invention preferably does not contain a disaccharide such as trehalose, from the viewpoint of repair effect. Also, in one embodiment of the present invention, the hair dye or hair bleach of the present invention preferably contains less than 0.1 mass% of an organic acid such as citric acid based on the total amount of the hair dye or hair bleach, and more preferably does not contain an organic acid such as citric acid, from the viewpoint of improving repair effect.

[0033] <Hair dyes, hair bleaches> The hair dye and hair bleach of the present invention have a high repair effect on hair damaged by dyeing or bleaching, and can maintain the repair effect. In this specification, being able to maintain the repair effect means, for example, being able to suppress a decrease in hair strength improved by the repair effect.

[0034] In one embodiment of the present invention, the pH of the hair dye and hair bleach is preferably 8 or higher, more preferably 8 to 11, even more preferably 8.5 to 10.5, even more preferably 8.8 to 10, and particularly preferably 9 to 9.8. By adjusting the pH of the hair dye and hair bleach to 8 or higher, the hair swells, making it easier for component (A) to penetrate into the hair, resulting in a higher repair effect. If the pH of the hair dye and hair bleach is less than 8, the desired hair dyeing effect may not be achieved. The pH is measured at 25° C. and can be measured with a pH meter, for example, by the method described in the Examples.

[0035] The hair dye and hair bleach of the present invention may be a one-component type or a two-component type consisting of a first component and a second component. When it is a two-component type, for example, the hair dye or hair bleach may be composed of a first component containing components (A) to (C) and a second component containing an oxidizing agent, and the first component containing components (A) to (C) may contain an oxidative dye.

[0036] When the hair dye and hair bleach are two-part formulations, each component contained in the hair dye and hair bleach may be contained in either the first or second part. When the hair dye or hair bleach is a two-component system, the content of each component contained in the hair dye or hair bleach refers to the content in the mixture of the first and second components. In other words, when the hair dye or hair bleach is a two-component system, the description of the content of each component in this specification relates to the content in the mixture of the first and second components. When the hair dye and hair bleach are two-component types, the pH of the hair dye and hair bleach is the pH of the mixture of the first and second components.

[0037] The formulation of the hair dye and hair bleach is not particularly limited, and examples thereof include liquid, viscous liquid, gel, emulsion, cream, foam, etc. Among these, cream is preferred from the viewpoint of application.

[0038] Hair dyes and bleaches can be applied to the hair using a hair dyeing tool such as a brush. When the hair dye and hair bleach are two-component systems, it is preferable to mix the first and second components immediately before use and apply the mixture to the hair.

[0039] [Method of manufacturing hair dyes and hair bleaches] The hair dye and hair bleach can be produced by stirring, mixing, heating, dissolving, dispersing, etc., using the above-mentioned components in the amounts described above as needed, and the production method is not particularly limited. [Example]

[0040] The present invention will be explained in more detail with reference to the following examples, but the present invention is not limited to these examples.

[0041] [Examples and Comparative Examples] The first and second agents were prepared by blending the ingredients in the proportions shown in Table 1. Next, 5 g of the first agent and 5 g of the second agent were mixed together to prepare the hair dyes of Examples 1 to 10 and Comparative Examples 1 to 9. The ingredients were blended in the proportions shown in Table 2 to prepare the hair dyes of Comparative Examples 10 to 12. The prepared hair dyes were cream-like. The blending units for each ingredient in the table are % by mass unless otherwise specified.

[0042] [Evaluation method] <Repair effect> The repair effect was evaluated using the following method. 1. Untreated black Chinese hair (manufactured by Beaulax) was prepared. The hair was bleached according to the following procedure to prepare damaged hair bundle A. (Bleaching treatment): A bleaching agent (Bleach Master P, manufactured by Shiseido Professional Co., Ltd.) prepared by mixing 15 g of the first agent and 30 g of the second agent was applied to 5 g of untreated black Chinese hair. After application of the bleaching agent, the hair was left at room temperature for 30 minutes. After leaving it, the hair bundle was washed with Luminoforce Shampoo (manufactured by Shiseido Professional Co., Ltd.) and air-dried at 25°C and 50% humidity to obtain Hair Bundle A. 2. 10 g of hair dye was applied to 1 g of damaged hair bundle A after bleaching, and the hair was dyed. After application of the hair dye, the hair was left at room temperature for 30 minutes. 3. After leaving it for a while, the hair bundle was washed with Luminoforce Shampoo (Shiseido Professional Co., Ltd.) and air-dried at 25°C and 50% humidity to obtain hair bundle B. 4. The tensile strength of the air-dried hair bundle B was measured using a single fiber tensile tester (manufactured by ORIENTEC Co., Ltd.) The tensile strength was measured according to the following procedure. (Measurement of tensile strength) (1) Tensile test: Measure the diameter of a single hair at the measurement site. (2) Fix and set both ends of the area where the diameter of one hair was measured. (3) Once set, immerse the hair to be measured in water for 1 minute and 30 seconds to break the hydrogen bonds within the hair. (4) In water, the hair is pulled at a pulling rate of 5 mm / min until it breaks (breaks). (5) Measure the tensile strength (N), and calculate the tensile strength per area (kgf / mm 2 ) is calculated. 5. After the measurement, the difference between the tensile strength of hair bundle B and the reference value was calculated, and the repair effect was evaluated according to the following criteria. The larger the difference, the more improved the tensile strength and the higher the repair effect. (Evaluation criteria for repair effectiveness) A: The difference from the standard value is 0.8 kgf / mm 2 End B: The difference from the reference value is 0.4 kgf / mm 2 Over 0.8kgf / mm 2 More than or equal to C: The difference from the reference value is 0.3 kgf / mm 2Over 0.4kgf / mm 2 More than or equal to D: The difference from the reference value is 0.1 kgf / mm 2 More than 0.3kgf / mm 2 More than or equal to E: The difference from the reference value is 0.1 kgf / mm 2 less than

[0043] The degree of hair damage varies depending on the total amount of component (B) and component (C), which act as alkaline agents, and the ratio of component (B) to component (C). Therefore, the reference value of tensile strength was set taking into consideration component (B) and component (C). The comparative example number corresponding to the set reference value of tensile strength is listed in the table.

[0044] The tensile strength of untreated black hair is 18.08 kgf / mm 2 The tensile strength of hair bundle A, which was bleached but not dyed, was 16.32 kgf / mm 2 It was.

[0045] <Durability of repair effect> Hair bundle B obtained by the method described in <Repair Effect> was shampooed 10 times according to the following procedure to obtain hair bundle C. (Shampooing): The hair bundle was washed using Luminoforce Shampoo (Shiseido Professional Co., Ltd.) and air-dried at 25° C. and 50% humidity. The process from washing the hair bundle to air-drying was counted as one shampooing. The tensile strength of hair bundle C was measured. The difference in tensile strength from hair bundle B was calculated, and the durability of the repair effect was evaluated according to the following criteria. (Evaluation criteria for the durability of repair effects) OK: The tensile strength of hair bundle C is higher than that of hair bundle B, or the tensile strength of hair bundle C is lower than that of hair bundle B, and the difference is 0.1 kgf / mm 2 less than NG: The tensile strength of hair bundle C is lower than that of hair bundle B, and the difference is 0.1 kgf / mm 2 End

[0046] [pH measurement] The pH of the hair dye was measured using a pH meter under the following conditions. pH meter: HORIBA "LAQUA" tabletop pH meter Liquid temperature: 25℃

[0047] The evaluation results are shown in Tables 1 to 3 below.

[0048] [Table 1]

[0049] [Table 2]

[0050] [Table 3]

[0051] As shown in Tables 1 and 2, hair treated with the hair dye of the present invention containing glucono-delta-lactone, ammonia, and an ammonium salt of a specific acid showed a greater improvement in tensile strength relative to the reference value than hair treated with the hair dye of the comparative example. Furthermore, as shown in Table 3, the strength of hair treated with the hair dye of the present invention remained almost unchanged even after shampooing 10 times. Therefore, the hair dye of the present invention has a high repair effect on hair and can maintain the repair effect obtained.

Claims

1. Glucono-delta-lactone, ammonia, and ammonium salts of acids A hair dye or hair bleach comprising:

2. The hair dye or bleach according to claim 1, which has a pH of 8 or higher.

3. 2. The hair dye or bleach according to claim 1, wherein the ammonium salt of an acid is an ammonium salt of an inorganic acid.

4. 2. The hair dye or hair bleach according to claim 1, wherein the ammonium salt of an acid is at least one selected from the group consisting of ammonium bicarbonate and ammonium phosphate.

5. 2. The hair dye or hair bleach according to claim 1, wherein the mass ratio of the ammonia to the ammonium salt of the acid (ammonia:ammonium salt of the acid) is 10:10 to 10:

1.

6. The hair dye or hair bleach according to claim 1, wherein the content of the glucono-delta-lactone is 0.01 to 10% by mass.

7. The hair dye or hair bleach according to claim 1, wherein the mass ratio of the glucono-delta-lactone to the total amount of the ammonia and the ammonium salt [glucono-delta-lactone / (total amount of ammonia and ammonium salt)] is 0.005 to 1.

8. The hair dye or hair bleach according to claim 1, comprising polyethylene glycol in an amount of 0.01% by mass or more and less than 3.2% by mass.

9. 9. The hair dye or hair bleach according to claim 8, wherein the polyethylene glycol has a number average molecular weight of 450 or more.

Citation Information

Patent Citations

  • Hair treatment agent and hair treatment method

    JP2023150140A