Dyeing composition

Abstract

To provide a dyeing composition which comprises at least one dyestuff selected from a group consisting of bixin, a salt of bixin, norbixin, and a salt of norbixin, and from which an excellent dyeing effect can be obtained in a wide pH range.SOLUTION: A dyeing composition of the invention comprises at least one dyestuff selected from a group consisting of bixin, a salt of bixin, norbixin, and a salt of norbixin, and a tetraalkylammonium salt.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to a dyeing composition containing at least one dye selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin.

Background Art

[0002] For hair dyeing, hair coloring products using synthetic dyes are mainstream. However, in recent years, hair coloring compositions using highly safe natural dyes have attracted attention due to concerns such as damage to hair and allergic reactions.

[0003] Annatto dye is a natural dye obtained from the coating of the seeds of Bixa orellana LINNE of the family Bixaceae, and mainly contains bixin and / or norbixin. Annatto dye can be obtained, for example, by a method of hot extraction with an oil or propylene glycol, a method of removing the solvent after extraction at room temperature with hexane or acetone, or a method of hot extraction with an alkaline aqueous solution, hydrolysis, and neutralization.

[0004] For example, Patent Document 1 describes a hair dye containing an annatto-extracted dye. Patent Document 2 describes a two-agent hair dyeing composition substantially composed of a developer containing at least one carotenoid dye selected from the group consisting of norbixin, bixin, capsanthin, and β-carotene, and a main dye. Patent Document 3 describes a hair treatment agent for permanent wave treatment or hair straightening treatment, which is characterized by combining a first agent containing at least one or more reducing agents of a mercapto compound and a sulfite, and an annatto dye, and a second agent containing hydrogen peroxide. Further, Patent Document 4 describes a hair dyeing and hair styling composition characterized by containing an annatto dye and an inorganic white pigment.

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Summary of the Invention

Problems to be Solved by the Invention

[0006] However, conventional hair coloring compositions containing annatto pigments usually provide a hair dyeing effect only under neutral conditions and cannot obtain a sufficient hair dyeing effect under acidic or alkaline conditions. Therefore, the pH of the hair coloring composition is limited, and there is a problem that the variations of hair dyes cannot be expanded.

[0007] An object of the present invention is to provide a coloring composition containing at least one pigment selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin, and having an excellent dyeing effect in a wide pH range.

Means for Solving the Problems

[0008] The present inventor has intensively studied to solve the above problems and found that a coloring composition having an excellent dyeing effect in a wide pH range can be obtained by blending a tetraalkylammonium salt together with at least one pigment selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin. The present invention has been completed by further studies based on such findings.

[0009] That is, the present invention provides an invention in the following aspects. Item 1. A coloring composition containing at least one pigment selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin, and a tetraalkylammonium salt. Item 2. The composition for dyeing according to Item 1, wherein the tetraalkylammonium salt contains at least one alkyl group having 6 or more carbon atoms. Item 3. The composition for dyeing according to Item 1 or 2, wherein the content of the tetraalkylammonium salt is 0.001 to 2% by mass. Item 4. The composition for dyeing according to any one of Items 1 to 3, which is a hair coloring composition. Item 5. The composition for dyeing according to Item 4, which is used for dyeing white hair. Item 6. A hair dyeing method of dyeing hair using the composition for dyeing according to any one of Items 1 to 5. Item 7. A hair dyeing method of dyeing animal fibers using the composition for dyeing according to any one of Items 1 to 3.

Advantages of the Invention

[0010] The composition for dyeing of the present invention is formulated with a tetraalkylammonium salt together with at least one dye selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin, whereby excellent dyeing effects can be obtained in a wide pH range. Therefore, there is an advantage that it can be used even in a pH region that cannot be adopted in conventional dyeing compositions containing annatto dyes (for example, hair coloring compositions).

[0011] Also, according to the composition for dyeing of the present invention, since a tetraalkylammonium salt is formulated together with at least one dye selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin, good hair dyeing properties can be achieved. Therefore, the amount of conventionally used dyeing aids can be reduced or not formulated, and damage to the hair and scalp can be suppressed, and dyeing of the skin etc. during hair dyeing can be suppressed.

Modes for Carrying Out the Invention

[0012] 1. Composition for Dyeing The composition for dyeing of the present invention is characterized by containing at least one dye selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin, and a tetraalkylammonium salt. Since the composition for dyeing of the present invention contains a tetraalkylammonium salt together with the dye, it has an excellent dyeing effect in a wide pH range. Hereinafter, the composition for dyeing of the present invention will be described in detail.

[0013] <Dye> The composition for dyeing of the present invention contains at least one dye selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin. Bixin and norbixin are carotenoid dyes and are contained, for example, in the coatings of the seeds of Bixa orellana LINNE of the Bixaceae family.

[0014] The method for extracting bixin or norbixin from a plant origin is not particularly limited. For example, a method of hot extraction with an oil or propylene glycol from the crushed coating of the Bixa orellana seed, a method of removing the solvent after extraction at room temperature with hexane or acetone, or a method of hot extraction with an alkaline aqueous solution, hydrolysis, and neutralization can be mentioned.

[0015] Also, norbixin may be obtained by hydrolyzing bixin. In the case of hydrolyzing bixin with an alkali, usually, after completion of the hydrolysis, an appropriate amount of an aqueous solution of an inorganic acid such as hydrochloric acid, sulfuric acid, or phosphoric acid, or an organic acid such as citric acid is added to the reaction solution to adjust the pH to 5.0 or less, preferably pH 1.0 to 4.0, whereby norbixin can be precipitated. Thereafter, norbixin can be recovered as a paste-like solid by centrifuging or filtering the mixture in which norbixin has been precipitated. The obtained norbixin may be further subjected to a washing treatment or the like.

[0016] The salts of bixin and the salts of norbixin are not particularly limited, and examples include alkali metal salts such as sodium salts and potassium salts, and alkaline earth metal salts such as magnesium salts and calcium salts.

[0017] The dyeing composition of the present invention preferably contains annatto dye as the above-mentioned dye. The annatto dye is not particularly limited, and known ones mainly composed of bixin and / or norbixin can be used. For example, those used as colorants for foods and the like can be mentioned. In addition, in the 9th Edition of the Japanese Pharmacopoeia of Food Additives (Ministry of Health, Labour and Welfare of Japan), annatto dye is defined as "this product is obtained from the coatings of the seeds of Bixa orellana L., and there are those mainly composed of norbixin and those mainly composed of bixin, which are respectively referred to as norbixin and bixin. It may contain dextrin, lactose or edible oil." In the present invention, the annatto dye may conform to the above definition. Examples of commercially available annatto dyes include "Annatto Color NG" manufactured by Glyco Nutrition Foods Co., Ltd.

[0018] In the dyeing composition of the present invention, the content of the above-mentioned dye (for example, annatto dye) may be appropriately set according to the product form of the dyeing composition, the hair, the depth of the color to be imparted to the animal fiber, etc. For example, the color value E of the dyeing composition 10% 1cm is preferably 0.1 or more, more preferably 0.1 to 40, still more preferably 0.5 to 30, and particularly preferably 1.0 to 20. In the present invention, "color value E 10% 1cm " is a unit representing the depth of the color of the dye, and refers to the value obtained by converting the absorbance at the maximum absorption wavelength measured using a cell with an optical path length of 1 cm in a reliable concentration range with an absorptiometer to the value in a 10% by weight solution. For example, since the maximum absorption wavelength of annatto dye is around 450 nm or 480 nm, the color value E of the dyeing composition containing annatto dye 10% 1cmIt can be determined by specifying the maximum absorption wavelength near 450 nm or 480 nm and measuring its absorbance. If there is no maximum absorption wavelength, the absorbance at 460 nm may be measured. In the measurement of the color value of the dyeing composition containing annatto dye, as the diluting solvent for the dye solution for absorbance measurement, an aqueous potassium chloride solution (concentration 0.5%) is used when norbixin is the main component, and acetone is used when bixin is the main component.

[0019] Further, in the dyeing composition of the present invention, the content of the dye (for example, annatto dye) (the total content when two or more kinds of the dyes are included) is preferably 0.005% by mass or more, more preferably 0.005 to 40% by mass, still more preferably 0.01 to 30% by mass, even more preferably 0.1 to 30% by mass, and particularly preferably 0.2 to 20% by mass. In the dyeing composition of the present invention, bixin may be changed to norbixin by hydrolysis.

[0020] <tetraalkylammonium salt> The dyeing composition of the present invention contains a tetraalkylammonium salt together with the dye (for example, annatto dye). The tetraalkylammonium salt is usually blended to change the dye (for example, annatto dye) having the property of exhibiting a hair dyeing effect only under neutral conditions to the dye (for example, annatto dye) having the property of exhibiting a sufficient dyeing effect even under acidic or alkaline conditions.

[0021] The four alkyl groups of the tetraalkylammonium salt may each independently be linear, branched, or cyclic. Further, the carbon number of the four alkyl groups is not particularly limited and may each independently be, for example, 1 to 24, and from the viewpoint of obtaining a better dyeing effect in a wide pH range, it is preferably 2 to 22, more preferably 4 to 20, and still more preferably 4 to 18.

[0022] From the above viewpoints, the total carbon number of the tetraalkylammonium salt is preferably 4 to 50, more preferably 10 to 45, still more preferably 12 to 40, even more preferably 16 to 40, and particularly preferably 20 to 40.

[0023] Examples of the ammonium constituting the tetraalkylammonium salt include tetramethylammonium, tetraethylammonium, tetrabutylammonium, tetrahexylammonium, tetraoctylammonium, hexyltrimethylammonium, cyclohexyltrimethylammonium, hexyltriethylammonium, cyclohexyltriethylammonium, octyltrimethylammonium, octyltriethylammonium, hexyldimethyloctylammonium, dimethyldioctylammonium, diethyldioctylammonium, lauryltrimethylammonium, lauryltriethylammonium, dilauryl dimethylammonium, dilauryl diethylammonium, stearyltrimethylammonium, stearyltriethylammonium, distearyl dimethylammonium, distearyl diethylammonium, and behentrimonium. These may be used alone or in combination of two or more. Among these, from the viewpoint of obtaining a more excellent dyeing effect in a wide pH range, a tetraalkylammonium salt containing at least one alkyl group having 6 or more carbon atoms is preferable, a tetraalkylammonium salt containing at least one alkyl group having 8 or more carbon atoms is more preferable, a tetraalkylammonium salt containing at least one alkyl group having 12 or more carbon atoms is still more preferable, a tetraalkylammonium salt containing at least one alkyl group having 14 or more carbon atoms is even more preferable, and a tetraalkylammonium salt containing at least one alkyl group having 18 or more carbon atoms is particularly preferable. The upper limit of the carbon number of the alkyl group is not particularly limited, but is preferably 24 or less, more preferably 22 or less, and still more preferably 20 or less.

[0024] The counter anion constituting the tetraalkylammonium salt is not particularly limited. For example, halogen ions (F - 、Cl- , Br - , and I - , etc.), carboxylate anions (such as anions of carboxylic acids having 1 to 7 carbon atoms (e.g., formic acid, acetic acid, and propionic acid, etc.)), sulfonate ions (such as anions of sulfonic acids having 1 to 20 carbon atoms (e.g., methanesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid, etc.)), phosphate ions (such as phosphoric acid and anions of phosphate group-containing compounds having 1 to 10 carbon atoms, etc.), thiocyanate ions, perchlorate ions, sulfate ions, nitrate ions, and inorganic acids, etc. Among these, halogen ions are preferred, and Cl - or Br - is more preferred.

[0025] In the dyeing composition of the present invention, the content of the tetraalkylammonium salt may be appropriately set according to the content of the above-mentioned dye (e.g., annatto dye), but usually it is about 0.001 to 2% by mass. From the viewpoint of obtaining excellent dyeing effects in a wide pH range, it is preferably 0.005 to 1.6% by mass, more preferably 0.005 to 1% by mass, still more preferably 0.005 to 0.5% by mass, and even more preferably 0.01 to 0.25% by mass.

[0026] Also, in the dyeing composition of the present invention, the content of the tetraalkylammonium salt is usually about 0.001 to 2 parts by mass per 1 part by mass of the above-mentioned dye (when two or more kinds of the dyes are included, a total of 1 part by mass). From the viewpoint of obtaining excellent dyeing effects in a wide pH range, it is preferably 0.005 to 1.6 parts by mass, more preferably 0.005 to 1 part by mass, still more preferably 0.005 to 0.5 part by mass, and even more preferably 0.01 to 0.25 part by mass.

[0027] <Penetration promoter (dyeing auxiliary)> The dyeing composition of the present invention has high fixing properties to hair and animal fibers and has excellent dyeing effects even without using a penetration enhancer. Therefore, the dyeing composition of the present invention may not contain a penetration enhancer. However, in order to further improve the hair dyeing property of the pigment to hair and animal fibers by further promoting the penetration into hair and animal fibers, a penetration enhancer may be contained.

[0028] As the penetration enhancer, any substance that can promote the penetration of the direct dye into the inside of hair and animal fibers may be used. For example, aromatic alcohols such as benzyl alcohol, 2-phenylethyl alcohol, cinnamyl alcohol, phenylpropanol, α-methylbenzyl alcohol, dimethylbenzyl carbinol, benzyloxyethanol, phenoxyethanol, p-anisyl alcohol; lower aliphatic monohydric alcohols such as ethanol and isopropanol; polyhydric alcohols such as ethylene glycol, propylene glycol, and 1,3-butylene glycol; alkylene carbonates such as ethylene carbonate and propylene carbonate. These penetration enhancers may be used alone or in combination of two or more.

[0029] The content of the penetration enhancer in the dyeing composition of the present invention is not particularly limited. For example, it may be 0 to 10% by mass, preferably 0 to 5.0% by mass, and more preferably 0 to 0.4% by mass. In conventional hair coloring compositions using direct dyes, when a penetration enhancer is blended, its content is usually set at 0.5% by mass or more. However, since the dyeing composition of the present invention has high hair dyeing properties, the content of the penetration enhancer can be set to 0% by mass or a small amount, and concerns about safety due to the blending of the penetration enhancer can be eliminated or reduced.

[0030] <Reducing agent (dyeing auxiliary)> The dyeing composition of the present invention may not contain a reducing agent. However, in order to further improve the hair dyeing property of the pigment to hair and animal fibers, a reducing agent may be contained.

[0031] The type of reducing agent is not particularly limited, and examples thereof include sulfites such as sodium sulfite and sodium bisulfite, sodium L-ascorbate, compounds having a thiol group, and the like. These reducing agents may be used alone or in combination of two or more.

[0032] The content of the reducing agent in the dyeing composition of the present invention is not particularly limited, and examples thereof include 0 to 1% by mass, preferably 0 to 0.8% by mass, and more preferably 0 to 0.2% by mass. In a conventional hair coloring composition using a direct dye, when a reducing agent is blended, its content is usually set to 0.3% by mass or more. However, since the dyeing composition of the present invention has high hair dyeing properties, the content of the penetration promoter can be set to 0% by mass or a small amount, and concerns about safety due to the blending of the reducing agent can be eliminated or reduced.

[0033] <Alkali agent (dyeing auxiliary)> The dyeing composition of the present invention may not contain an alkali agent. However, an alkali agent may be contained in order to further improve the hair dyeing property of the dye on the hair and animal fibers by opening the cuticle.

[0034] The type of the alkali agent is not particularly limited, and examples thereof include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, monopropanolamine, isopropanolamine, dipropanolamine, tripropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-methyl-1-propanol, and 2-amino-2-hydroxymethyl-1,3-propanediol and salts thereof; ammonia and salts thereof; alkanediamines such as 1,3-propanediamine and salts thereof; carbonates such as guanidine carbonate, guanidine bicarbonate, sodium carbonate, sodium bicarbonate, potassium carbonate, potassium bicarbonate, and lithium carbonate. These alkali agents may be used alone or in combination of two or more.

[0035] Regarding the content of the alkali agent in the dyeing composition of the present invention, there is no particular limitation, and it may be appropriately set so as to satisfy the pH range described later. For example, it may be 0 to 1.5% by mass, preferably 0 to 1.0% by mass, and more preferably 0 to 0.4% by mass. In conventional hair coloring compositions using direct dyes, when an alkali agent is blended, its content is usually set to 0.5% by mass or more. However, in the dyeing composition of the present invention, since the hair dyeing property is high, the content of the alkali agent can be set to 0% by mass or a small amount, and concerns about safety due to the blending of the alkali agent can be eliminated or reduced.

[0036] <Other components> The dyeing composition of the present invention may contain, if necessary, direct dyes such as acid dyes, natural dyes, nitro dyes, and disperse dyes; reactive dyes such as oxidation dyes, etc. The presence or absence of the blending of such other dyes may be determined according to the color tone to be imparted to hair or the like.

[0037] In addition to the components described above, the dyeing composition of the present invention may contain other components usually used in dyes. Such components include, for example, higher alcohols, silicones, hydrocarbons, waxes, animal and vegetable oils and fats, higher fatty acids, organic solvents, thickeners, organic acids, cationic surfactants, amphoteric surfactants, nonionic surfactants, anionic surfactants, cationic polymers, anionic polymers, amphoteric polymers, proteins, protein hydrolysates, amino acids, preservatives, chelating agents, stabilizers, antioxidants, antibacterial agents, moisturizing agents, pH adjusters, animal extracts, plant extracts, yeast extracts, vitamins, pigments, fragrances, ultraviolet absorbers, hair growth components, hair nourishing components, dandruff prevention components, etc., and can be appropriately blended. The content of these components can be appropriately set according to the type of components used, the product form of the dyeing composition, etc.

[0038] <ph> The pH of the dyeing composition of the present invention is not particularly limited. Conventional dyeing compositions containing annatto dyes usually cannot obtain a dyeing effect unless under neutral conditions. However, the dyeing composition of the present invention contains a tetraalkylammonium salt together with the above-mentioned dyes (for example, annatto dyes), and thus excellent dyeing effects can be obtained not only under neutral conditions but also under acidic or alkaline conditions. From the viewpoint of suppressing damage to hair, animal fibers, or the scalp while further improving the dyeing effect, the pH of the dyeing composition of the present invention is preferably 3.0 to 12.0, more preferably 4.0 to 11.0, still more preferably 5.0 to 10.0, and particularly preferably 5.0 to 9.0. In the present invention, the pH is the value at 25°C.

[0039] The pH of the dyeing composition of the present invention can be adjusted, for example, using a pH adjuster. The pH adjuster is not particularly limited, and examples thereof include inorganic bases such as potassium hydroxide, sodium hydroxide, and sodium carbonate; organic bases such as triethanolamine, diisopropanolamine, and triisopropanolamine; inorganic acids such as hydrochloric acid and sulfuric acid; and organic acids such as lactic acid, sodium lactate, citric acid, sodium citrate, succinic acid, and sodium succinate.

[0040] <Application target, product form, etc.> The dyeing composition of the present invention is used for dyeing hair and animal fibers. Examples of animal fibers include wool, goat hair, and silk.

[0041] The dyeing composition of the present invention is preferably a hair coloring composition. The hair coloring composition of the present invention may be applied to any hair such as white hair, black hair, brown hair, and blond hair. However, white hair is a suitable application target because the hair dyeing effect by the hair coloring composition of the present invention is likely to appear. Further, the hair coloring composition of the present invention may be a shampoo, a rinse, a conditioner, or a hair milk. Further, the hair coloring composition of the present invention may be blended in a shampoo, a rinse, a conditioner, or a hair milk.

[0042] In addition, the hair coloring ring composition of the present invention may be in any product form such as a permanent hair dye or a semi-permanent hair dye, but preferably a semi-permanent hair dye.

[0043] A permanent hair dye is a hair dye using a reactive dye such as an oxidative dye (classified as a quasi-drug in Japan). When the hair coloring ring composition of the present invention is in the product form of a permanent hair dye, the above-mentioned pigment (for example, annatto pigment) may be used as the dye, and a reactive dye such as an oxidative dye may be blended and formulated.

[0044] A semi-permanent hair dye is a hair dye using a direct dye (classified as a cosmetic in Japan). When the hair coloring ring composition of the present invention is in the product form of a semi-permanent hair dye, the above-mentioned pigment (for example, annatto pigment) may be used as the direct dye, and other direct dyes may be added as necessary and formulated.

[0045] 2. Hair dyeing method To dye hair or animal fibers using the dyeing composition of the present invention, it may be carried out by a method according to the product form of the dyeing composition. For example, after applying it to the hair or animal fibers to be dyed and leaving it for a predetermined time, it may be washed away with water or the like. If necessary, it may be washed away using a cleaning agent such as shampoo. In addition, the temperature conditions when dyeing hair using the dyeing composition of the present invention are not particularly limited. However, since the higher the temperature during hair dyeing, the more the dyeing effect tends to improve, it may be appropriately set according to the composition of the dyeing composition and the concentration of the color to be imparted to the hair or animal fibers.

Examples

[0046] Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited to these examples.

[0047] 1. Preparation of a dyeing solution containing annatto pigment and hair dyeing test Comparative Example 1 Anatto dye (manufactured by Glyco Nutritional Foods Co., Ltd., Annatto Color NG) was added to an aqueous solution containing benzyl alcohol and ethanol and dissolved. Then, the pH was adjusted using 0.1% hydrochloric acid and 0.1% sodium hydroxide aqueous solution to prepare staining solutions with pH values of 3.0, 4.0, 5.0, 6.0, 7.0, 8.0, 9.0, 10.0, and 11.0. The content of each component is as described in Table 1. The pH was measured at 25 °C using a pH meter (manufactured by Horiba, Ltd., product name: Desktop pH Meter F-52).

[0048] Comparative Example 2 Anatto dye (manufactured by Glyco Nutritional Foods Co., Ltd., Annatto Color NG) was added to an aqueous solution containing benzyl alcohol and ethanol and dissolved. Then, hydroxyethyl cellulose hydroxypropyltrimethylammonium chloride ether was added and stirred. Then, the pH was adjusted using 0.1% hydrochloric acid and 0.1% sodium hydroxide aqueous solution to prepare staining solutions with pH values of 5.0 and 11.0. The content of each component is as described in Tables 1 and 3. The pH was measured at 25 °C using a pH meter (manufactured by Horiba, Ltd., product name: Desktop pH Meter F-52).

[0049] Examples 1 to 10 Anatto dye (manufactured by Glyco Nutritional Foods Co., Ltd., Annatto Color NG) was added to an aqueous solution containing benzyl alcohol and ethanol and dissolved. Then, each tetraalkylammonium salt described in Table 2 or 3 below was added and stirred. Then, the pH was adjusted using 0.1% hydrochloric acid and 0.1% sodium hydroxide aqueous solution. For Example 1, staining solutions with pH values of 3.0, 4.0, 5.0, 6.0, 7.0, 8.0, 9.0, 10.0, and 11.0 were prepared. For Examples 2 to 10, staining solutions with pH values of 5.0 and 11.0 were prepared. The content of each component is as described in Tables 1 to 3. The pH was measured at 25 °C using a pH meter (manufactured by Horiba, Ltd., product name: Desktop pH Meter F-52).

[0050] 2 mL of each of the staining solutions of Comparative Examples 1 to 2 and Examples 1 to 10 was allowed to soak into 1 g of a bundle of goat hair moistened with water, washed with running water after 10 minutes, and dried with a dryer to obtain each stained hair bundle. For each of the stained hair bundles and the unstained hair bundles not treated with the staining solution, the L value, a value, and b value were measured using a two-dimensional colorimeter (PPLB-400A, manufactured by Paparabo Co., Ltd.), and the color was expressed in the Hunter Lab color system. Here, the Hunter Lab color system is a color system that forms a color solid composed of an orthogonal coordinate system consisting of the a-axis and b-axis indicating chromaticity and an L-axis perpendicular to this, and it means that the yellowish tone increases when the b value increases on the positive side and the bluish tone increases when it increases on the negative side. Then, from the obtained L value, a value, and b value, the ΔE value was calculated using the following formula. ΔE value = √{(a value of the stained hair bundle - a value of the unstained hair bundle) 2 +(b value of the stained hair bundle - b value of the unstained hair bundle) 2 +(L value of the stained hair bundle - L value of the unstained hair bundle)} 2}

[0051]

Table 1

[0052]

Table 2

[0053]

Table 3

[0054] As shown in Tables 2 and 3, since the staining solutions of Examples 1 to 10 contain tetraalkylammonium salts, compared with the staining solution of Comparative Example 1 that does not contain tetraalkylammonium salts or the staining solution of Comparative Example 2 that contains a cationic polymer, the ΔE value of the stained hair bundle is higher at each pH, and it was confirmed that the staining effect is excellent in a wide pH range.

[0055] 2. Preparation of Hair Coloring Treatment and Hair Dyeing Test Example 11, Comparative Example 3 A hair color ring treatment with a pH of 8.2 was prepared with the composition described in Table 4 below. Then, 2 mL of each hair color ring treatment of Example 11 and Comparative Example 3 was allowed to soak into 1 g of a bundle of wet goat hair with water, washed with running water after 10 minutes, and dried with a dryer to obtain each dyed hair bundle. For each dyed hair bundle and an undyed hair bundle not treated with the hair color ring treatment, the L value, a value, and b value were measured using a two-dimensional colorimeter (PPLB-400A, manufactured by Paparabo Co., Ltd.), and the color was expressed in the Hunter Lab color system. Then, the ΔE value was calculated from the obtained L value, a value, and b value. The results are shown in Table 5 below.

[0056] [Table 4]

[0057] [Table 5]

[0058] As shown in Table 5, since the hair color ring treatment of Example 11 contains stearyl trimonium chloride, it was confirmed that the ΔE value of the dyed hair bundle is higher and the dyeing effect is superior compared to the hair color ring treatment of Comparative Example 3 that does not contain stearyl trimonium chloride.

[0059] 3. Wool hair dyeing test 2 mL of each dyeing solution (pH 5.0, 9.0, and 11.0) of Example 1 and Comparative Example 1 was allowed to soak into 1 g of a bundle of wet sheep hair with water, washed with running water after 10 minutes, and dried with a dryer to obtain each dyed hair bundle. For each dyed hair bundle and an undyed hair bundle not treated with the dyeing solution, the L value, a value, and b value were measured using a two-dimensional colorimeter (PPLB-400A, manufactured by Paparabo Co., Ltd.), and the color was expressed in the Hunter Lab color system. Then, the ΔE value was calculated from the obtained L value, a value, and b value. The results are shown in Table 6 below.

[0060]

Table 6

[0061] As shown in Table 6, since the staining solution of Example 1 contains stearyltrimonium chloride, the ΔE value of the dyed wool tufts is higher at each pH compared to the staining solution of Comparative Example 1 that does not contain stearyltrimonium chloride, and it was confirmed that even for wool, the staining effect is excellent in a wide pH range.

[0062] 4. Preparation of a Staining Solution Containing Bixin and Hair Dyeing Test The color value of the bixin powder manufactured by Nippon Biocon Co., Ltd. was calculated by the following method. Based on the obtained color value of the bixin powder, staining solutions with a color value of 4 were prepared in Comparative Example 4 and Example 12. (1) Weigh 0.1 g of bixin powder into a volumetric flask (100 mL) and dissolve it in 10 mL of trimethylfuran. (2) Add toluene to the said volumetric flask to make it 100 mL. (3) Weigh 10 mL of the solution obtained in (2) into another volumetric flask (100 mL), and further add toluene to the said volumetric flask to make it 100 mL. (4) Measure the absorbance of the solution obtained in (3) at a wavelength of 490 nm with a spectrophotometer. (5) Calculate the color value of the bixin powder by "color value = 0.1 × absorbance detected in (4) × dilution factor".

[0063] Comparative Example 4 Bixin (manufactured by Nippon Biocon Co., Ltd., bixin powder) was added and dissolved in an aqueous solution containing benzyl alcohol and ethanol, and then the pH was adjusted using 0.1% hydrochloric acid and 0.1% sodium hydroxide aqueous solution to prepare staining solutions (color value 4) at pH 5.0, 7.0, 9.0, and 11.0. The content of each component is as described in Table 7. The pH was measured at 25°C using a pH meter (manufactured by Horiba, Ltd., product name: Desktop pH Meter F-52).

[0064] Example 12 To an aqueous solution containing benzyl alcohol and ethanol, bixin (manufactured by Nippon Biotrade Co., Ltd., bixin powder) was added and dissolved, and then stearyl trimonium chloride was added and stirred. Thereafter, the pH was adjusted using 0.1% hydrochloric acid and 0.1% sodium hydroxide aqueous solution to prepare staining solutions (color value 4) at pH 5.0, 7.0, 9.0, and 11.0. The contents of each component are as described in Tables 7 and 8. The pH was measured at 25 °C using a pH meter (manufactured by Horiba, Ltd., trade name: benchtop pH meter F-52).

[0065] 2 mL of each of the staining solutions of Comparative Example 4 and Example 12 was allowed to soak into 1 g of a bundle of goat hair moistened with water, and after 10 minutes, it was washed with running water and dried with a dryer to obtain each stained hair bundle. For each of the stained hair bundles and the unstained hair bundles not treated with the staining solution, the L value, a value, and b value were measured using a two-dimensional colorimeter (PPLB-400A, manufactured by Paparabo Co., Ltd.), and the color was expressed in the Hunter Lab color system. Then, the ΔE value was calculated from the obtained L value, a value, and b value. The results are shown in Table 8 below.

[0066]

Table 7

[0067]

Table 8

[0068] As shown in Table 8, since the staining solution of Example 12 contains stearyl trimonium chloride, the ΔE value of the stained hair bundle is higher at each pH compared to the staining solution of Comparative Example 4 that does not contain stearyl trimonium chloride, and it was confirmed that the staining effect is excellent in a wide pH range.< / ph>

Claims

1. A dyeing composition containing at least one dye selected from the group consisting of bixin, salts of bixin, norbixin, and salts of norbixin, and a tetraalkylammonium salt.

2. The dyeing composition according to claim 1, wherein the tetraalkylammonium salt contains at least one alkyl group having 6 or more carbon atoms.

3. The dyeing composition according to claim 1, wherein the content of the tetraalkylammonium salt is 0.001 to 2% by mass.

4. The dyeing composition according to claim 1, which is a hair coloring composition.

5. The dyeing composition according to claim 4, which is used for dyeing white hair.

6. A hair dyeing method of dyeing hair using the dyeing composition according to any one of claims 1 to 5.

7. A hair dyeing method of dyeing animal fibers using the dyeing composition according to any one of claims 1 to 3.

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