Hair dyeing composition and hair dyeing pretreatment composition

Abstract

To provide a hair dyeing composition or a pre-treatment composition for hair dyeing that exhibits improved dyeing ability to health hair, particularly white hair, when using a basic dye or an HC dye, with reduced damage to the hair.SOLUTION: The present invention provides a hair dyeing composition or a pre-treatment composition for hair dyeing comprising the following components A and B and having a pH value of 4.0-10.0. The component A is at least one compound selected from a group consisting of carboxylic acids, cyclic esters with lactone structures, and dialdehydes or their derivatives. The component B is at least one organic solvent selected from a group consisting of phenoxy ethanol, 1,3-butyleneglycol, dipropyleneglycol, and cyclohexylglycerin.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a hair dyeing composition and a hair pre-treatment composition. [Background technology]

[0002] In recent years, the growing awareness of aesthetics has led to increased demand for hair coloring, including fashion colors and gray hair dyes. In particular, the aging society has further increased the demand for gray hair dyes.

[0003] Currently, hair dyes that primarily use oxidative dyes are the mainstream. However, it is known that diamine substances, such as paraphenylenediamine used in the first agent of oxidative dyes, can have adverse effects on the skin.

[0004] For this reason, non-diamine hair colorants are in demand. For example, Patent Document 1 discloses a hair coloring method that provides better color retention, is paraphenylenediamine-free, is less damaging to the hair, and reduces skin irritation. More specifically, the method of Patent Document 1 is a hair coloring method comprising the steps of applying a mixture of (A) a hair colorant containing at least one selected from the group consisting of thioglycolic acid, cysteine, 3-mercapto-1,2-propanediol, cysteamine, and their derivatives and salts, a basic dye, an HC dye, a second amino acid, a first cationic surfactant, a thickener, an oil, a first pH adjuster, and a wetting agent, wherein the pH of the hair colorant is 3.5 or higher, and (B) a hair cosmetic containing at least an alkaline agent, a first amino acid, higher alcohols having 12 to 22 carbon atoms, a surfactant, and a thickener, in a predetermined proportion, and allowing a predetermined time after the application.

[0005] In Patent Document 2, for the purpose of suppressing damage to the hair treatment agent itself using glyoxylic acid and suppressing color change of the hair and shortening the time of the treatment process, by mixing and simultaneously using two or more of three hair treatment agents: a hair treatment agent (a) containing glyoxylic acid, a hair treatment agent (b) for adjusting the application, and a hair treatment agent (c) containing a dye, a usage-adjustable hair treatment agent which can suppress the color change of the hair without impairing the gloss and texture of the hair is disclosed.

Prior Art Documents

Patent Documents

[0006]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0007] However, basic dyes and HC dyes used in Patent Document 1 are originally used mainly for damaged hair, so there was a problem that the dyeing on healthy hair, especially white hair, was weak.

[0008] The present invention aims to improve the above circumstances, and its object is to provide a hair dyeing composition or a composition for pretreatment before hair dyeing having good dyeing power for healthy hair, especially white hair, even when using a basic dye or an HC dye to suppress damage to the hair.

Means for Solving the Problems

[0009] The present invention for achieving the above object is as follows.

[0010] 〈Aspect 1〉 A hair dyeing composition or a composition for pretreatment before hair dyeing, containing the following components A and B and having a pH value of 4.0 to 10.0: Component A: At least one compound or its derivative selected from the group consisting of carboxylic acid, cyclic ester having a lactone structure, and dialdehyde Component B: At least one organic solvent selected from the group consisting of phenoxyethanol, 1,3 - butylene glycol, dipropylene glycol, and cyclohexyl glycerin. <Aspect 2> The hair dyeing composition or pre - treatment composition for hair dyeing according to Aspect 1, wherein the Component A contains glyoxylic acid or its derivative. <Aspect 3> The hair dyeing composition or pre - treatment composition for hair dyeing according to Aspect 1 or 2, wherein the Component B contains phenoxyethanol. <Aspect 4> The hair dyeing composition or pre - treatment composition for hair dyeing according to any one of Aspects 1 to 3, wherein the content of the Component A is 0.1 to 30.0% by mass. <Aspect 5> The hair dyeing composition or pre - treatment composition for hair dyeing according to any one of Aspects 1 to 4, wherein the content of the Component B is 0.2 to 5.0% by mass. <Aspect 6> A hair dyeing composition or pre - treatment composition for hair dyeing, which contains glyoxylic acid or its derivative and has a pH value of 4.0 to 10.0. <Aspect 7> The hair dyeing composition or pre - treatment composition for hair dyeing according to Aspect 6, wherein the content of the glyoxylic acid or its derivative is 0.1 to 30.0% by mass. <Aspect 8> The hair dyeing composition according to any one of Aspects 1 to 7, further comprising Component C: basic dye and / or HC dye. <Aspect 9> The pre - treatment composition for hair dyeing according to any one of Aspects 1 to 7, which is for pre - treatment of hair dyeing with a hair dye containing basic dye and / or HC dye. <Aspect 10> A hair treatment method, comprising applying the pre - treatment composition for hair dyeing according to Aspect 9 to the hair, leaving it at 25 to 60 °C, and then performing hair dyeing with a hair dye containing basic dye and / or HC dye. <Aspect 11> A hair dyeing composition or hair pre-treatment composition according to any one of embodiments 1 to 9, or the method according to embodiment 10, for use in dyeing gray hair. [Effects of the Invention]

[0011] According to the present invention, the objective is to provide a hair dyeing composition or a hair pre-treatment composition that has good dyeing power on healthy hair, especially gray hair, even when using basic dyes or HC dyes to minimize damage to the hair. [Brief explanation of the drawing]

[0012] [Figure 1] Figure 1 is a flowchart illustrating one aspect of the experimental protocol used in the example. [Modes for carrying out the invention]

[0013] The embodiments of the present invention will be described in detail below. However, the present invention is not limited to the embodiments described below, and can be implemented with various modifications within the scope of the essence of the invention.

[0014] Compositions for hair dyeing or pre-treatment for hair dyeing The hair dyeing composition or hair pre-treatment composition of the present invention comprises (i) the following components A and B, or (ii) glyoxylic acid or a derivative thereof, and in either case (i) or (ii), the pH value is 4.0 to 10.0. is: Component A: At least one compound selected from the group consisting of carboxylic acids, cyclic esters having a lactone structure, and dialdehydes, or a derivative thereof. Component B: At least one organic solvent selected from the group consisting of phenoxyethanol, 1,3-butylene glycol, dipropylene glycol, and cyclohexylglycerin.

[0015] In the present invention, a hair coloring composition is a hair cosmetic composition for coloring (dyeing) hair, and includes, for example, permanent hair dyes such as hair color, semi-permanent hair dyes such as color treatment and hair manicure, and temporary hair dyes such as hair mascara and hair foundation.

[0016] The hair dyeing composition of the present invention preferably refers to a hair dyeing composition classified as a semi-permanent hair dye, and more specifically, preferably includes a color treatment. The color treatment includes an acidic, basic dye, or HC dye composition, but the hair dyeing composition of the present invention preferably includes a basic dye or HC dye composition.

[0017] Furthermore, in the present invention, the "pre-treatment composition for hair dyeing" is a hair treatment agent used before the hair dyeing composition described above, and although it does not have a hair dyeing effect itself, it is a composition that enhances the hair dyeing effect of the hair dyeing composition. In the present invention, after applying the pre-treatment composition for hair dyeing of the present invention to the hair, the hair dyeing composition can be applied either as is or after rinsing.

[0018] Generally, basic dyes and HC dyes are intended for damaged hair. Their dyeing mechanism is known as follows: Damaged hair surface usually has a negative charge. In contrast, positively charged basic dyes exert their dyeing effect by forming ionic bonds on the hair surface. HC dyes, which have no charge, exert their dyeing effect by penetrating inside the hair cuticle due to their small molecular weight. Therefore, basic dyes and HC dyes have a low dyeing effect, i.e., low dyeing power, on healthy hair, especially gray hair, because they cannot form ionic bonds on the hair surface and do not easily penetrate inside the cuticle.

[0019] In contrast, the hair dyeing composition of the present invention contains a unique component (a combination of component A and component B, or glyoxylic acid or its derivative) and is adjusted to a specific pH range (4.0 to 10.0). As a result, when using basic dyes, HC dyes, or both as the main components, it can exhibit a hair dyeing effect that is superior to conventional methods, even on healthy hair, especially gray hair, and achieve high dyeing power.

[0020] Furthermore, the hair dye pretreatment composition of the present invention, by containing unique components (a combination of component A and component B, or glyoxylic acid or its derivatives) and being adjusted to a specific pH range (4.0 to 10.0), can be used as a pretreatment for hair dyeing with conventional basic dyes, HC dyes, or both as main components. These unique components act on healthy hair, especially gray hair, resulting in a hair dyeing effect superior to conventional hair dyes and achieving high dyeing power.

[0021] In this context, "dyeing power" refers to the degree to which the desired color can be achieved according to the shade of the dye used. Therefore, the dyeing power for gray hair does not necessarily have to be judged based on black.

[0022] The hair dyeing composition and hair pre-treatment composition of the present invention will be described in detail below.

[0023] <Hair dyeing composition> The hair dyeing composition of the present invention contains the following components A and B, or glyoxylic acid or its derivatives, and also contains the following component C as a dye.

[0024] (Component A) In the present invention, component A is at least one compound selected from the group consisting of carboxylic acids, cyclic esters having a lactone structure, and dialdehydes, or a derivative thereof.

[0025] In the present invention, carboxylic acid means an organic compound having a carboxyl group (-COOH), and therefore includes not only monocarboxylic acids but also dicarboxylic acids and hydroxycarboxylic acids. More specifically, examples of carboxylic acids include, but are not limited to, carboxylic acids such as glyoxylic acid and pyruvic acid, hydroxycarboxylic acids such as glycolic acid, dicarboxylic acids such as malonic acid, oxalic acid and glutaric acid, and α-ketoglutaric acids such as 2-oxoglutaric acid.

[0026] Examples of cyclic esters having a lactone structure include, but are not limited to, ascorbic acid.

[0027] Examples of dialdehydes include, but are not limited to, glyoxal or succinic acid semialdehyde.

[0028] Furthermore, in the present invention, the derivatives of the above-mentioned compounds (carboxylic acids, cyclic esters having a lactone structure, and dialdehydes) are not particularly limited as long as they do not impair the effects of the present invention. For example, when component A is a carboxylic acid, derivatives such as hydrates, alkali metal salts, alkaline earth metal salts, acid esters, or acid amides are examples, but are not limited thereto. Also, when component A is a cyclic ester having a lactone structure, derivatives such as alkali metal salts, alkaline earth metal salts, glucose, or ethers are examples, but are not limited thereto. Moreover, when component A is a dialdehyde, derivatives such as methylated or hydroxylated dialdehydes are examples, but are not limited thereto.

[0029] In this invention, alkali metals refer to metals in Group 1 of the periodic table, and more specifically, examples include lithium, sodium, and potassium, but are not limited to these. Alkaline earth metals refer to metals in Group 2 of the periodic table, and more specifically, examples include beryllium, magnesium, calcium, strontium, and barium, but are not limited to these.

[0030] Of the compounds described above, from the viewpoint of further exhibiting the effects of the present invention, it is preferable that component A contains glyoxylic acid or a derivative thereof. In other words, it is preferable that the hair dyeing composition of the present invention contains glyoxylic acid or a derivative thereof.

[0031] In the hair dyeing composition of the present invention, the content of component A is not particularly limited as long as the effects of the present invention are achieved, and may be, for example, 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 1.5% by mass or more, 2.0% by mass or more, 2.5% by mass or more, 3.0% by mass or more, 3.5% by mass or more, 4.0% by mass or more, 4.5% by mass or more, 5.0% by mass or more, 5.5% by mass or more, 6.0% by mass or more, 6.5% by mass or more, 7.0% by mass or more, 7.5% by mass or more, 8.0% by mass or more, 8.5% by mass or more, 9.0% by mass or more, 9.5% by mass or more, or 10.0% by mass or more, or 30.0% by mass or less, 25.0% by mass or less, 20.0% by mass or less, 15.0% by mass or less, 10.0% by mass or less, or 5.0% by mass or less, relative to the total amount of the hair dyeing composition.

[0032] (Component B) In the present invention, component B is at least one organic solvent selected from the group consisting of phenoxyethanol, 1,3-butylene glycol, dipropylene glycol, and cyclohexylglycerin.

[0033] Component B is used to promote the penetration of component A, as described above, and the dye described later, into the hair. From the viewpoint of further enhancing the effects of the present invention, it is preferable that component B contains phenoxyethanol.

[0034] In the hair dyeing composition of the present invention, the content of component B is not particularly limited as long as the effects of the present invention are achieved, and may be, for example, 0.2% by mass or more, 0.3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, 0.7% by mass or more, 0.8% by mass or more, 0.9% by mass or more, or 1.0% by mass or more, relative to the total amount of the hair dyeing composition, or it may be 5.0% by mass or less, 4.5% by mass or less, 4.0% by mass or less, 3.5% by mass or less, 3.0% by mass or less, 2.5% by mass or less, 2.0% by mass or less, 1.5% by mass or less, or 1.0% by mass or less.

[0035] (Component C) In the present invention, component C is a basic dye and / or an HC dye.

[0036] Examples of basic dyes include, but are not limited to, basic red 76, basic red 51, basic blue 75, basic blue 99, basic violet 2, basic brown 16, basic brown 17, basic yellow 57, basic yellow 87, and basic orange 31.

[0037] Examples of HC dyes include HC Red 1, HC Red 3, HC Red 7, HC Blue 2, HC Blue 15, HC Blue 16, HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Orange 1, etc., but there are no specifications that include these.

[0038] In the hair dyeing composition of the present invention, the content of component C is not particularly limited as long as the effects of the present invention are achieved, and may be, for example, 0.0001% by mass or more, 0.0005% by mass or more, 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more, 0.3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, 0.7% by mass or more, 0.8% by mass or more, 0.9% by mass or more, or 1.0% by mass or more, relative to the total amount of the hair dyeing composition, or it may be 5.0% by mass or less, 4.0% by mass or less, or 3.0% by mass or less.

[0039] (pH value) The pH value of the hair dyeing composition of the present invention is 4.0 to 10.0. More specifically, this pH value may be 4.0 or higher, 4.5 or higher, 5.0 or higher, 5.5 or higher, 6.0 or higher, 6.5 or higher, 7.0 or higher, 7.5 or higher, or 8.0 or higher, and may also be 10.0 or lower, 9.5 or lower, 9.0 or lower, 8.5 or lower, or 8.0 or lower. From the viewpoint of the stability of basic dyes and HC dyes, a pH value of 9.0 or lower, 8.5 or lower, or 8.0 or lower is preferable.

[0040] In this invention, for example, the pH value of a hair dyeing composition or a hair pre-treatment composition can be measured, for example, at 25°C using a pH meter.

[0041] The hair dyeing composition of the present invention may further contain a pH adjusting agent to achieve the above-mentioned pH value. Examples of pH adjusting agents include ammonia or its salts (e.g., ammonium bicarbonate or ammonium phosphate); alkanolamines or their salts such as monoethanolamine, isopropanolamine, 2-amino-2-methylpropanol, 2-aminobutanol; alkanediamines or their salts such as 1,3-propanediamine; carbonates such as guanidine carbonate, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate; and hydroxides such as sodium hydroxide and potassium hydroxide. Furthermore, the content of the pH adjusting agent in the hair dyeing composition of the present invention is not particularly limited and should be in an amount sufficient to obtain the desired pH without impairing the effects of the present invention.

[0042] (Other ingredients) The hair dyeing composition of the present invention may further contain other components besides those described above, as long as they do not impair the effects of the present invention.

[0043] Other ingredients are not limited to oils, but include, for example, oils, polyhydric alcohols, UV absorbers, thickeners, gelling agents, antioxidants, preservatives, colorants, fragrances, alcohols, surfactants, or chelating agents.

[0044] <Composition for pre-treatment of hair dyeing> The hair pre-treatment composition of the present invention comprises the above-mentioned components A and B, or glyoxylic acid or a derivative thereof.

[0045] Here, the details and content of each component A, component B, glyoxylic acid or its derivative in the hair dye pretreatment composition are the same as in the hair dye composition described above, and therefore the explanation is omitted here.

[0046] Furthermore, the pH value of the hair dyeing pretreatment composition of the present invention is 4.0 to 10.0, and since the explanation regarding the pH value of the hair dyeing composition can be found above, the explanation is omitted here.

[0047] Furthermore, the hair pre-treatment composition of the present invention may further contain other components, similar to the hair dyeing composition described above. Details of the other components are as described above and will not be explained here.

[0048] The hair dye pretreatment composition of the present invention may be used for pretreatment before dyeing hair with conventional hair dyes, and in particular may be used for pretreatment before dyeing hair with hair dyes containing basic dyes and / or HC dyes. Details of the basic dyes and HC dyes are as described above and will not be explained here.

[0049] <Application> The hair dyeing composition of the present invention can be used for both fashion hair dyeing and gray hair dyeing, but it exhibits a particularly noticeable hair dyeing effect on healthy hair, especially gray hair. Therefore, the hair dyeing composition of the present invention is particularly suitable for gray hair dyeing.

[0050] Furthermore, the hair pre-treatment composition of the present invention can effectively improve the hair dyeing effect of conventional hair dyes, particularly those mainly composed of basic dyes and / or HC dyes, on healthy hair, and especially on gray hair. Therefore, the hair pre-treatment composition of the present invention is particularly suitable for dyeing gray hair.

[0051] The form of the hair dyeing composition and the hair pre-treatment composition of the present invention is not particularly limited and may be, for example, liquid, gel, emulsion, cream, or foam.

[0052] Hair Treatment Methods The present invention also provides a hair treatment method.

[0053] The hair treatment method of the present invention is A hair treatment method comprising applying the above-described pre-treatment composition for hair dyeing of the present invention to hair, leaving it at 25-60°C, and then dyeing the hair with a hair dye containing a basic dye and / or HC dye. That is the case.

[0054] In the hair treatment method of the present invention, the waiting time for applying the hair pre-treatment composition of the present invention to the hair is not particularly limited and can be appropriately set based on the condition, amount, and length of the hair. For example, after applying the hair pre-treatment composition to the entire hair, it may be left for 1 minute or more, 2 minutes or more, 3 minutes or more, 4 minutes or more, 5 minutes or more, or 10 minutes or more, or it may be left for 60 minutes or less, 30 minutes or less, 20 minutes or less, or 10 minutes or less. The temperature during waiting (especially the ambient temperature of the hair) may be, for example, 25°C or higher, 30°C or higher, 40°C or higher, or 50°C or higher, or it may be 60°C or lower, 50°C or lower, 40°C or lower, or 30°C or lower. Here, the temperature can be appropriately adjusted by a heating device such as a rollerball.

[0055] In the hair treatment method of the present invention, the pre-treatment composition for hair dyeing of the invention may be applied to the hair and left to stand, then rinsed off before dyeing the hair with a hair dye containing a basic dye and / or an HC dye, or the hair may be dyed with a hair dye containing a basic dye and / or an HC dye without rinsing.

[0056] In the hair treatment method of the present invention, hair is dyed using a hair dye containing a basic dye and / or an HC dye. Details of the basic dye and HC dye are as described above and will not be explained here. Furthermore, the dyeing method is not particularly limited and can be carried out by conventional methods.

[0057] Because the hair treatment method of the present invention uses the hair pre-treatment composition of the present invention described above, it has a high hair dyeing effect on healthy hair, especially gray hair, compared to conventional hair dyes, particularly those mainly composed of basic dyes and / or HC dyes. Therefore, the hair treatment method of the present invention is particularly suitable for dyeing gray hair. [Examples]

[0058] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0059] Examples 1-6 and Comparative Examples 1-6 In Examples 1-6, pretreatment was performed using the hair pretreatment compositions of Examples 1-6 according to the protocol shown in Figure 1, and then healthy gray hair was dyed with a commercially available hair dye. In Comparative Examples 1-6, the hair pretreatment compositions of Comparative Examples 1-6 were used. In addition, "Colormuse Brown" (classified as a basic dye and HC dye; manufactured by Shiseido Co., Ltd.) was used as the commercially available hair dye.

[0060] For the hair dye pretreatment compositions in Examples 1 to 6, an aqueous glyoxylic acid solution containing 2.0% by mass of glyoxylic acid and adjusted to the pH values ​​shown in Table 1 was used. Monoethanolamine or phosphoric acid was used as the pH adjuster.

[0061] Furthermore, for Comparative Examples 1 to 6, aqueous solutions with the same pH value as the hair dye pretreatment compositions of Examples 1 to 6, but without glyoxylic acid, were used as the hair dye pretreatment compositions. Monoethanolamine or phosphoric acid was used as the pH adjuster.

[0062] <evaluation> The hair after each treatment in Examples 1-6 and Comparative Examples 1-6 was measured using a MINOLTA SPECTROPHOTOMETER CM-3600d (manufactured by Konica Minolta), and the L values ​​for each were measured. * The value was calculated. Note that L * The value is L* a * b * It is an index representing the lightness (brightness) in the color space of the color system, and the larger the numerical value from 0 to 100, the brighter the hair.

[0063] And the dyeing power of each example was based on the corresponding comparative example (for example, the comparative example conducted under the same pH conditions as that example), and evaluated by the difference in L * value (ΔL * value). More specifically, for example, if the L * value of Example 1 is taken as the L1 value and the L * value of Comparative Example 1 conducted at the same pH value as Example 1 is taken as L2, the ΔL * value for Example 1 can be obtained by the formula "ΔL * value = L2 - L1".

[0064] The larger the obtained ΔL * value, the higher the dyeing power of that example is judged. In Table 1, the evaluation results (evaluation ranks) of the dyeing power of each of Examples 1 to 6 are shown. Note that the relationship between the dyeing power and the ΔL * value is as follows: (Evaluation of dyeing power) ΔL * value Evaluation rank Specific state Negative or less than 0.15 D Not dyed 0.15 or more and less than 0.4 C Slightly dyed 0.4 or more and less than 0.8 B Normally dyed 0.8 or more and less than 2.5 A Well dyed 2.5 or more and less than 5.0 S Considerably well dyed 5.0 or more SS Significantly well dyed

[0065]

Table 1

[0066] As is clear from the results in Table 1, the dyeing power in Examples 1 to 6 was found to be higher than that of Comparative Examples 1 to 6. In other words, even at the same pH value, Examples 1 to 6, which used a hair dye pretreatment composition containing glyoxylic acid, all showed higher dyeing power than Comparative Examples 1 to 6, which used an aqueous solution without glyoxylic acid.

[0067] In Examples 1-6 and Comparative Examples 1-6 described above, the hair was treated with the pre-treatment composition for hair dyeing, and then the next hair dye was applied without rinsing. However, the same results were obtained even when the pre-treatment composition was rinsed off before applying the next hair dye after treating the hair with the pre-treatment composition and leaving it to stand.

[0068] Examples 7 and Comparative Examples 7-10 Following the protocol shown in Figure 1, pretreatment was performed using the hair pretreatment compositions of Example 7 and Comparative Examples 7-10, and then healthy gray hair was dyed with the same commercially available hair dye as described above. Then, in the same manner as above, each L * After determining the value, and using Comparative Example 7 as a reference, the staining strength of each of Example 7 and Comparative Examples 8-10 was determined by ΔL. * The evaluation was based on numerical values. The results for each are shown in Table 2.

[0069] Note that ΔL * The relationship between the value and staining strength is as described above.

[0070] Furthermore, the pre-treatment composition for hair dyeing in Example 7 was an aqueous solution of glyoxylic acid containing 2.0% by mass of glyoxylic acid, with the pH adjusted to 5.5 with monoethanolamine. The pre-treatment compositions for hair dyeing in Comparative Examples 7 to 10 were all adjusted to 5.5 with monoethanolamine or phosphoric acid, but one was an aqueous solution that did not contain glyoxylic acid (Comparative Example 7), and the other was an aqueous solution of another inorganic acid with the same content as glyoxylic acid (Comparative Examples 8 to 10). The details of the composition of the pre-treatment compositions for hair dyeing in Example 7 and Comparative Examples 7 to 10 are shown in Table 2.

[0071] [Table 2]

[0072] As is clear from Table 2, even at the same pH value, Example 7, which used a hair dye pretreatment composition containing glyoxylic acid, showed higher dyeing power than Comparative Example 7, which used a hair dye pretreatment composition without glyoxylic acid, and Comparative Examples 8-10, which used hair dye pretreatment compositions containing other inorganic acids instead of glyoxylic acid.

[0073] Examples 8-14 and Comparative Examples 11 and 12 Following the protocol shown in Figure 1, pretreatment was performed using the hair pretreatment compositions of Examples 8-14 and Comparative Examples 11 and 12, and then healthy gray hair was dyed with a commercially available hair dye similar to the one described above. Then, in the same manner as above, each L * After determining the value, and using Comparative Example 11 as a reference, the staining strength of Examples 8-14 and Comparative Example 12 was determined by ΔL. * The evaluation was based on numerical values. The results for each are shown in Table 3.

[0074] Note that ΔL * The relationship between the value and staining strength is as described above.

[0075] Furthermore, the pre-treatment compositions for hair dyeing in Examples 8 to 14 used an aqueous glyoxylic acid solution in which the glyoxylic acid content was adjusted to 0.1 to 30.0% by mass, and the pH value was adjusted to 5.5 with monoethanolamine. The pre-treatment compositions for hair dyeing in Comparative Examples 11 and 12 both had their pH value adjusted to 5.5 with monoethanolamine or phosphoric acid, but one was an aqueous solution that did not contain glyoxylic acid (Comparative Example 11), and the other was an aqueous phosphoric acid solution with a content of 2.0% by mass instead of glyoxylic acid. The details of the composition of the pre-treatment compositions for hair dyeing in Examples 8 to 14 and Comparative Examples 11 and 12 are shown in Table 3.

[0076] [Table 3]

[0077] As is clear from Table 3, in all cases of Examples 8 to 14, the dyeing power was found to be higher than in Comparative Examples 11 and 12. Furthermore, in Examples 8 to 14, various pre-treatment compositions for hair dyeing with different glyoxylic acid content were used, and all of them showed high dyeing power.

[0078] Examples 15-18 In Examples 15-18, the pH was adjusted to 5.5 using various pH adjusting agents shown in Table 4, and a 2.0% by mass aqueous solution of glyoxylic acid was prepared as a pre-treatment composition for hair dyeing. Similarly to the above, after pre-treatment with each pre-treatment composition, healthy gray hair was dyed with a commercially available hair dye. Then, each L * After determining the value, and using Comparative Example 7 above as a reference, the staining strength of each of Examples 15-18 was calculated as ΔL * The evaluation was based on numerical values. The results for each are shown in Table 4.

[0079] [Table 4]

[0080] As is clear from the results in Table 4, the staining power when arginine was used as a pH adjuster (Example 18) was slightly inferior to that of the other examples, but when potassium hydroxide was used (Example 16) and aqueous ammonia solution (Example 17) were used, the results were comparable to those when monoethanolamine was used (Example 15).

[0081] Examples 19, Reference Examples 1-7, and Comparative Example 13 Following the protocol shown in Figure 1, pretreatment was performed using the hair pretreatment compositions of Example 19, Reference Examples 1-7, and Comparative Example 13, and then healthy gray hair was dyed with a commercially available hair dye similar to the one described above. Then, in the same manner as above, each L * After determining the value, and using Example 19 as a reference, the staining strength of each of Reference Examples 1-7 and Comparative Example 13 was calculated as ΔL * The evaluation was based on numerical values. The results for each are shown in Table 5.

[0082] Note that in this case, the staining power and ΔL * The relationship with the value is as follows: (Evaluation of dyeing strength (based on Example 19)) ΔL * Value Evaluation Rank Specific Status -2.0 or less: C (Not well dyed) -2.0 or greater than or equal to 0: B (Normally dyed) 0 or greater, less than 1.0: A - Dyed well as desired. 1.0 or higher (S): Very well dyed.

[0083] Furthermore, the pre-treatment composition for hair dyeing in Example 19 was an aqueous glyoxylic acid solution containing 2.0% by mass of glyoxylic acid and adjusted to a pH of 5.5 with monoethanolamine.

[0084] Furthermore, in Reference Examples 1 to 7, the hair dye pretreatment compositions were prepared in the same manner as in Example 19, except that various component A (carboxylic acids, cyclic esters having a lactone structure, and dialdehydes) shown in Table 5 were used instead of glyoxylic acid.

[0085] In Comparative Example 13, the experiment was conducted in the same manner as in Example 19, except that glyoxylic acid was not used.

[0086] [Table 5]

[0087] As is clear from the results in Table 5, Reference Examples 1 to 7 all yielded results that were either normally dyed or dyed as desired compared to Example 19, and showed higher dyeing power compared to Comparative Example 13.

[0088] Examples 20-24 Following the protocol shown in Figure 1, pre-treatment was performed using the hair dye pre-treatment compositions of Examples 20-24, and then healthy gray hair was dyed with the same commercially available hair dye as described above. Then, as described above, each L* After determining the value, and using Example 20 as a reference, the staining strength of each of Examples 21-24 was calculated as ΔL. * The evaluation was based on numerical values. The results for each are shown in Table 6.

[0089] Note that ΔL * The relationship between the value and staining strength is the same as when using Example 19 above as a reference.

[0090] Furthermore, the hair dye pre-treatment compositions of Examples 21-24 contained component A (5.0% by mass) and component B (1.0% by mass), and the pH value of each component was adjusted to 5.5. Example 20 was conducted in the same manner as Examples 21-24, except that it did not contain component B.

[0091] Details of components A and B are shown in Table 6.

[0092] [Table 6]

[0093] As is clear from the results in Table 6, Examples 21-24, in which components A and B were used in combination, all showed higher staining power compared to Example 20, which did not contain component B.

[0094] Examples 25-28 Examples 25-28 were conducted in the same manner as Examples 21-24, except that the content of component B was set to 5.0% by mass in all cases. Example 20 was used as a baseline and evaluated in the same way as when Example 19 was used as the baseline. The results for each are shown in Table 7. For comparison, the results for Example 20 are also shown in Table 7.

[0095] [Table 7]

[0096] Examples 25-28 showed similar trends to Examples 21-24, and it was found that all of them had higher staining power compared to Example 20.

[0097] Examples 29-33 In Examples 29-33, the experiments were conducted in the same manner as in Examples 20-24 described above, except that the pH value of the pre-treatment composition for hair dyeing was set to 8.0. Furthermore, Example 29 was used as a baseline and evaluated in the same way as when Example 19 was used as the baseline. The results are shown in Table 8.

[0098] [Table 8]

[0099] Examples 29 and 34-36 In Examples 29 and 34-36, the experiments were conducted in the same manner as in Examples 20 and 25-28, respectively, except that the pH value of the pre-treatment composition for hair dyeing was set to 8.0. Furthermore, Example 29 was used as a baseline and evaluated in the same way as when Example 19 was used as the baseline. The results are shown in Table 9.

[0100] [Table 9]

[0101] Examples 37-41 and Comparative Example 14 Following the protocol shown in Figure 1, pretreatment was performed using the hair pretreatment compositions of Examples 37-41 and Comparative Example 14, and then healthy gray hair was dyed with a commercially available hair dye similar to the one described above. Then, in the same manner as above, each L * The values ​​are calculated and the results are shown in Table 10.

[0102] In Examples 37-41, the pre-treatment composition for hair dyeing contained component A (glyoxylic acid; 2.0% by mass) and component B (phenoxyethanol; see Table 10 for content), and the pH values ​​of each component were adjusted to 5.5. Comparative Example 14 was conducted in the same manner as Examples 37-41, except that an aqueous solution without components A and B was used. In this case, the L of Comparative Example 14 *Based on the value, ΔL compared to other examples * The value was calculated (ΔL * Value = L of Comparative Example 14 * Value - L in other embodiments * value).

[0103] [Table 10]

[0104] As is clear from Table 10, there was a tendency for the staining power to increase as the content of component B increased.

[0105] Examples 42 and 43, and Comparative Examples 15-17 In Example 42, a pre-treatment composition for hair dyeing was prepared containing 5.0% by mass of glyoxylic acid and having a pH of 6.0. This pre-treatment composition of Example 42 was applied to healthy gray hair and left at 31°C for 5 minutes. Next, a mixture of a commercially available hair dye (Color Muse by Primience Color Cream Brown; manufactured by Shiseido Professional Co., Ltd.) and 10% by mass of water was applied to the treated gray hair and left at 31°C for 15 minutes. After that, the dyed gray hair was shampooed and dried. Then, the treated hair was treated in the same manner as above. * The value was determined, and the staining strength was calculated using Comparative Example 17 as a reference, ΔL. * The evaluation was based on numerical values. The results are shown in Table 11.

[0106] In Example 43, a hair dyeing composition was prepared by mixing the hair pre-treatment composition from Example 42 described above with a commercially available hair dye (Color Muse by Primience Color Cream Brown; manufactured by Shiseido Professional Co., Ltd.) to a total concentration of 10% by mass. In this case, the glyoxylic acid content in the hair dyeing composition was 0.5% by mass relative to the total amount of the hair dyeing composition. The pH of the hair dyeing composition in Example 43 was 6.0. The obtained hair dyeing composition of Example 43 was applied to healthy gray hair and left at 31°C for 20 minutes. After that, the dyed gray hair was shampooed and dried. Then, the treated hair was treated in the same manner as described above. *The value was determined, and the staining strength was calculated using Comparative Example 17 as a reference, ΔL. * The evaluation was based on numerical values. The results are shown in Table 11.

[0107] In Comparative Example 15, the experiment was conducted in the same manner as in Example 42 described above, except that the pH value was adjusted to 2.0. The results are shown in Table 11.

[0108] In Comparative Example 16, the experiment was conducted in the same manner as in Example 43 described above, except that the pH value was adjusted to 2.0. The results are shown in Table 11.

[0109] In Comparative Example 17, in contrast to Examples 42 and 43 and Comparative Examples 15 and 16 described above, glyoxylic acid was not used. Instead, a mixture of a commercially available hair dye (Color Muse by Primience Color Cream Brown; manufactured by Shiseido Professional Co., Ltd.) and 10% by mass of water was applied to healthy gray hair and left at 31°C for 20 minutes. After that, the dyed gray hair was shampooed and dried. Then, L was applied to the treated hair in the same manner as above. * The values ​​were calculated and used as evaluation criteria.

[0110] Note that ΔL * The relationship between the value and the staining strength was ranked in the same way as in Examples 1-6 described above.

[0111] [Table 11]

[0112] As is clear from Table 11, both Examples 42 and 43 were found to have higher staining power than Comparative Examples 15-17.

[0113] Furthermore, it was found that Comparative Examples 15 and 16, both at pH 2.0, had weaker staining power than Comparative Example 17, which did not contain glyoxylic acid.

Claims

1. A hair dyeing composition comprising the following components A and B, and having a pH value of 4.0 to 10.0, Component A: At least one compound selected from the group consisting of carboxylic acids, cyclic esters having a lactone structure, and dialdehydes, or a derivative thereof. Component B: At least one organic solvent selected from the group consisting of phenoxyethanol, 1,3-butylene glycol, dipropylene glycol, and cyclohexylglycerin. The aforementioned component A includes glyoxylic acid or a derivative thereof, and It is for dyeing gray hair. Hair dyeing composition.

2. A hair dyeing composition or a hair pre-treatment composition comprising the following components A and B and having a pH value of 4.0 to 10.0, Component A: At least one compound selected from the group consisting of carboxylic acids, cyclic esters having a lactone structure, and dialdehydes, or a derivative thereof. Component B: At least one organic solvent selected from the group consisting of phenoxyethanol, 1,3-butylene glycol, dipropylene glycol, and cyclohexylglycerin. The aforementioned component A includes glyoxylic acid or a derivative thereof, and The aforementioned component B contains phenoxyethanol. A hair dyeing composition or a hair pre-treatment composition.

3. The hair dyeing composition according to claim 2, which is for dyeing gray hair.

4. The hair dyeing composition according to claim 1, wherein the content of component A is 0.1 to 30% by mass, or the hair dyeing composition or hair pretreatment composition according to claim 2.

5. The hair dyeing composition according to claim 1, wherein the content of component B is 0.2 to 5.0% by mass, or the hair dyeing composition or hair pretreatment composition according to claim 2.

6. The hair dyeing composition according to any one of claims 1 to 5, further comprising: Component C: a basic dye and / or an HC dye.

7. A pre-treatment composition for hair dyeing, comprising glyoxylic acid or a derivative thereof, and having a pH value of 4.0 to 10.

0.

8. The hair pre-treatment composition according to claim 7, wherein the content of the glyoxylic acid or its derivative is 0.1 to 30.0% by mass.

9. A hair pretreatment composition according to claim 2 or claim 7, for use as a pretreatment for hair dyeing with a hair dye containing a basic dye and / or an HC dye.

10. A hair treatment method comprising applying the hair pretreatment composition described in claim 9 to the hair, leaving it at 25 to 60°C, and then dyeing the hair with a hair dye containing a basic dye and / or an HC dye.

11. The hair pre-treatment composition according to claim 9, which is for use in dyeing gray hair.

12. The method according to claim 10, for use in dyeing gray hair.

Images