Hair cosmetics and hair treatment methods

JP2026137856APending Publication Date: 2026-08-27MILBON CO LTD
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Application Number
JP2026120367
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2026-06-26
Publication Date
2026-08-27

AI Technical Summary

Benefits of technology

【0015】 本発明の毛髪用化粧料によれば、アミノ基を有する化合物の毛髪に対する付着持続性を向上した毛髪用化粧料が提供できる。 また、本発明の毛髪処理方法によれば、アミノ基を有する化合物の毛髪に対する付着持続性を向上した毛髪用化粧料による毛髪処理方法が提供できる。

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Abstract

To provide a hair cosmetic with improved adhesion retention of its components to hair, and to provide a hair treatment method using the hair cosmetic. [Solution] A hair cosmetic comprising a first agent and a second agent, wherein the first agent contains one or more selected from the group consisting of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups, and the second agent contains a compound having an amino group; and a hair treatment method using the hair cosmetic.
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Description

Technical Field

[0004]

[0001] The present invention relates to a hair cosmetic and a hair treatment method.

Background Art

[0002] For the purpose of imparting various functions to hair, hair cosmetics containing various components have been proposed. Hair cosmetics include single-agent hair cosmetics composed of a single agent containing various components, and multi-agent hair cosmetics composed of multiple agents in which various components are respectively formulated in separate agents.

[0003] For example, in Patent Document 1 below, a single-agent hair cosmetic such as a hair rinse characterized by containing a copolymer having (meth)acrylic acid and a dialkyldiallylammonium salt as constituent units, and a fatty acid polyglycerol ester, has been proposed for a technique of suppressing hair spread under high humidity. Further, in Patent Document 2 below, a multi-agent hair cosmetic containing a first agent containing a cationized polysaccharide and a second agent containing a specific polymer has been proposed for a technique that is excellent in finger combability, improves hair kinks and curls, and can give a moderate firmness finish.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0005] The hair cosmetics described in Patent Documents 1 and 2 are capable of imparting various functions to the hair by extracting the functions of their constituent ingredients. However, in hair treatments using the above-mentioned hair cosmetics, the constituent ingredients that have adhered to the hair are removed by daily hair washing treatments such as shampooing, which can lead to a decrease in the various functions that have been imparted to the hair.

[0006] Due to these issues, there is a demand to improve the adhesion and persistence of ingredients in hair cosmetics to hair in order to impart various functions to hair for a longer period of time.

[0007] In view of the above circumstances, the present invention aims to provide a hair cosmetic composition that improves the adhesion and persistence of its components to hair. Another objective of the present invention is to provide a hair treatment method using a hair cosmetic that improves the adhesion and persistence of its components to hair. [Means for solving the problem]

[0008] Based on the above problems, the present inventors have found that one or more compounds selected from the group consisting of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups can improve the adhesion persistence of compounds having amino groups to hair by linking them to the amino groups of proteins in hair such as keratin and to compounds having amino groups, respectively.

[0009] As a result of diligent research based on the above idea, the present inventors have found that when a hair cosmetic comprising a first agent and a second agent is used on hair, the adhesion persistence of the amino group compound to the hair can be improved, and the present invention has been completed.

[0010] In other words, the hair cosmetic composition of the present invention is as follows: It is a cosmetic product for hair, The aforementioned hair cosmetic comprises a first component and a second component, The first agent contains one or more selected from the group consisting of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups. The second agent contains a compound having an amino group. Hair cosmetic.

[0011] The hair cosmetic composition according to the present invention comprises, for example, at least one of the following amino group-containing compounds: an amino group-containing lipid component, an amino group-containing water-soluble polymer, an amino group-containing silicone, a polyamine, a linear or branched saturated or unsaturated alkylamine, a protein, a hydrolyzed protein, or a polypeptide.

[0012] The hair cosmetic composition according to the present invention is preferably formulated in which the first and / or second agent contains one or more metal salts selected from the group of manganese salts, iron salts, and copper salts, in order to function as an oxidation catalyst that converts the chemical structure of one or more components selected from the group of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups into a quinone structure.

[0013] The hair cosmetic according to the present invention is used, for example, on hair that has been damaged by oxidation.

[0014] The hair treatment method of the present invention is a hair treatment method using any of the above-mentioned hair cosmetics. [Effects of the Invention]

[0015] The present invention provides a hair cosmetic composition that improves the adhesion and persistence of compounds having amino groups to hair. Furthermore, the present invention provides a hair treatment method using a hair cosmetic that improves the adhesion retention of compounds having amino groups to hair. [Brief explanation of the drawing]

[0016] [Figure 1] Images showing the molecular weight confirmation results for Reference Examples 1-1 to 1-6 using the SDS-PAGE method. [Figure 2] Images showing the isoelectric point confirmation results for Reference Examples 1-1 to 1-6 using the IEF-PAGE method. [Figure 3] Images showing the molecular weight confirmation results for Reference Examples 1-1 and 2-1 to 2-2 using the SDS-PAGE method. [Figure 4] Images showing the isoelectric point confirmation results for Reference Examples 1-1 and 2-1 to 2-2 using the IEF-PAGE method. [Figure 5]Photographed image showing the molecular weight confirmation results of Reference Examples 3-1 to 3-7 by SDS-PAGE method [Figure 6] Photographed image showing the isoelectric point confirmation results of Reference Examples 3-1 to 3-7 by IEF-PAGE method [Figure 7] Photographed image showing the molecular weight confirmation results of Reference Example 3-1 and Reference Examples 4-1 to 4-5 by SDS-PAGE method [Figure 8] Photographed image showing the isoelectric point confirmation results of Reference Example 3-1 and Reference Examples 4-1 to 4-5 by IEF-PAGE method

Mode for Carrying Out the Invention

[0017] Based on the embodiment of the present invention (hereinafter referred to as this embodiment), the present invention will be described below.

[0018] <Hair Cosmetic> The hair cosmetic of this embodiment is a cosmetic used for hair. The hair cosmetic of this embodiment includes a first agent and a second agent. In the first agent, catechol, hydroquinone, ferulic acid, resveratrol, a polyphenol having two or more 4-hydroxyphenyl groups, a polyphenol having one or two or more 3,4-dihydroxyphenyl groups, and one or two or more 3,4,5-trihydroxyphenyl groups are selected from the group consisting of one or more kinds, and the second agent contains a compound having an amino group. When the hair cosmetic of this embodiment is used on hair, the adhesion persistence of the compound having an amino group to the hair is improved.

[0019] In the following description, catechol, hydroquinone, ferulic acid, resveratrol, a polyphenol having two or more 4-hydroxyphenyl groups, a polyphenol having one or two or more 3,4-dihydroxyphenyl groups, and a polyphenol having one or two or more 3,4,5-trihydroxyphenyl groups may be collectively referred to as "specific components such as catechol". Furthermore, the terms "and / or" in this specification refer to both or either of them.

[0020] Although the detailed mechanism by which the hair cosmetic composition of this embodiment improves the adhesion persistence of amino group-containing compounds to hair is unclear, certain components such as catechol, which are incorporated into the first agent of the hair cosmetic composition of this embodiment, have the property of linking with amino groups (NH2-) by adopting a quinone structure. It is thought that these certain components such as catechol link with the amino groups of proteins in hair such as keratin, and with the amino groups of the amino group-containing compounds incorporated into the second agent of the hair cosmetic composition of this embodiment, thereby realizing a link between "hair" - "certain components such as catechol" - "amino group-containing compounds," and contributing to the improvement of the adhesion persistence of amino group-containing compounds to hair.

[0021] [First agent] The first agent in the hair cosmetic composition of this embodiment (hereinafter sometimes referred to as "the first agent of this embodiment" or "the first agent") is a compound containing one or more selected from the group consisting of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups.

[0022] Furthermore, the first agent of this embodiment may contain one or more plant extracts containing specific components such as catechol. Therefore, the first agent of this embodiment may contain one or more plant extracts selected from the group consisting of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups. The plant extract may be a commercially available product, or it may be one obtained by extracting from a plant using a known method.

[0023] (Catechol) The first agent of this embodiment may contain catechol (also known as 1,2-dihydroxybenzene) as a specific component such as catechol.

[0024] (Hydroquinone) The first agent of this embodiment may contain hydroquinone (also known as 1,4-dihydroxybenzene) as a specific component such as catechol. The hydroquinone used in the first agent of this embodiment may be hydroquinone as a single component, or a plant extract containing hydroquinone may be used. Examples of plant extracts containing hydroquinone include bearberry leaf extract.

[0025] (Resveratrol) The first agent of this embodiment may contain resveratrol (also known as 3,4',5-trihydroxystilbene) as a specific component such as catechol. The resveratrol contained in the first agent of this embodiment may be resveratrol as a single component, or a plant extract containing resveratrol may be used in the first agent. Examples of the plant extract containing resveratrol include grapevine extract and grape leaf / seed / skin extract.

[0026] (ferulic acid) The first agent of this embodiment may contain ferulic acid as a specific component such as catechol. The ferulic acid used in the first agent of this embodiment may be ferulic acid as a single component, or a plant extract containing ferulic acid may be used. Examples of plant extracts containing ferulic acid include rice bran extract.

[0027] (Polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or two or more 3,4-dihydroxyphenyl groups, polyphenols having one or two or more 3,4,5-trihydroxyphenyl groups) The first agent of this embodiment may contain, as a specific component such as catechol, one or more selected from polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups.

[0028] Examples of polyphenols having two or more 4-hydroxyphenyl groups, one or more 3,4-dihydroxyphenyl groups, or one or more 3,4,5-trihydroxyphenyl groups related to the first agent of this embodiment include those having only 4-hydroxyphenyl groups, those having only 3,4-dihydroxyphenyl groups, those having only 3,4,5-trihydroxyphenyl groups, those having a 4-hydroxyphenyl group and a 3,4-dihydroxyphenyl group, those having a 4-hydroxyphenyl group and a 3,4,5-trihydroxyphenyl group, those having a 3,4-dihydroxyphenyl group and a 3,4,5-trihydroxyphenyl group, and those having a 4-hydroxyphenyl group, a 3,4-dihydroxyphenyl group and a 3,4,5-trihydroxyphenyl group.

[0029] Polyphenols having two or more 4-hydroxyphenyl groups, one or more 3,4-dihydroxyphenyl groups, or one or more 3,4,5-trihydroxyphenyl groups are known as polyphenols belonging to the flavonoid (flavones, flavanals, flavonols, etc.) and chlorogenic acids, and are found in plant extracts.

[0030] (Polyphenols having two or more 4-hydroxyphenyl groups) Examples of polyphenols having two or more 4-hydroxyphenyl groups in the first agent of this embodiment include tyriloside. In this embodiment, the first agent may contain chiriroside as a single component, or a plant extract containing chiriroside may be used as the first agent. Examples of plant extracts containing chiriroside include strawberry seed extract.

[0031] (Polyphenols having one or more 3,4-dihydroxyphenyl groups) As the polyphenol having one or more 3,4-dihydroxyphenyl groups in the first agent of this embodiment, a polyphenol having one 3,4-dihydroxyphenyl group or a polyphenol having two or more 3,4-dihydroxyphenyl groups can be used.

[0032] Examples of polyphenols having one 3,4-dihydroxyphenyl group include luteolin, catechin, quercetin, chlorogenic acid, caffeoyl glucose, quercitrin, and rutin. The first agent of this embodiment may contain any single component of luteolin, catechin, quercetin, chlorogenic acid, caffeoyl glucose, quercitrin, or rutin, or a plant extract containing any of these may be used in the first agent. Examples of plant extracts containing luteolin include perilla seed extract and chrysanthemum flower extract. Examples of plant extracts containing catechin include tea leaf extract. Examples of plant extracts containing quercetin include onion root extract. Examples of plant extracts containing chlorogenic acid include lobster coffee tree seed extract. Examples of plant extracts containing caffeoyl glucose include cherry blossom extract. Examples of plant extracts containing quercitrin include kiwi seed extract. Examples of plant extracts containing rutin include buckwheat leaf extract.

[0033] Examples of polyphenols having two or more 3,4-dihydroxyphenyl groups include fukinolic acid, chicoric acid, echinacoside, and rosmarinic acid. In this embodiment, the first agent may contain fukinolic acid, chicoric acid, or echinacoside as a single component, or a plant extract containing any of these may be used in the first agent. Examples of plant extracts containing fukinolic acid include butterbur leaf / stem extract. Examples of extracts containing chicoric acid include purple coneflower extract. Examples of extracts containing echinacoside include cystance tubulosa root extract. Examples of extracts containing rosmarinic acid include rosemary leaf extract.

[0034] (Polyphenols having one or more 3,4,5-trihydroxyphenyl groups) As the polyphenol having one or more 3,4,5-trihydroxyphenyl groups in the first agent of this embodiment, a polyphenol having one 3,4,5-trihydroxyphenyl group or a polyphenol having two or more 3,4,5-trihydroxyphenyl groups can be used.

[0035] Examples of polyphenols having one 3,4,5-trihydroxyphenyl group include gallic acid and delphinidin-3,5-glucoside. In this embodiment, the first agent may contain either gallic acid or delphinidin-3,5-glucoside as a single component, or a plant extract containing either of these may be used in the first agent. Examples of plant extracts containing gallic acid include evening primrose seed extract. Examples of plant extracts containing delphinidin-3,5-glucoside include Aristotelia chilensis fruit extract.

[0036] Examples of polyphenols having two or more 3,4,5-trihydroxyphenyl groups include GHG (1,2-di-Galloyl-4,6-Hexahydroxydiphenoyl-β-D-Glucose). In this embodiment, the first agent may contain GHG as a single component, or a plant extract containing GHG may be used as the first agent. Examples of the plant extract containing GHG include tea leaf extract.

[0037] The specific components, such as catechol, incorporated into the first agent of this embodiment have a molecular weight of less than 5000, for example.

[0038] The lower limit of the amount of specific components such as catechol incorporated into the first agent of this embodiment is not particularly limited, but from the viewpoint of further improving the adhesion persistence of compounds having amino groups to hair, it is preferably 0.0001% by mass or more, more preferably 0.001% by mass or more, and even more preferably 0.01% by mass or more. Furthermore, while there is no particular upper limit to the amount of specific components such as specific catechols incorporated into the first agent of this embodiment, from the viewpoint of cost reduction, it is preferably 15% by mass or less, more preferably 5% by mass or less, even more preferably 2.5% by mass or less, and particularly preferably 1% by mass or less.

[0039] (Optional components of the first agent) The first agent of this embodiment may optionally contain ingredients other than specific ingredients such as catechol. The above-mentioned ingredients that can be optionally added to the hair cosmetic composition of this embodiment (hereinafter referred to as "optional ingredients of the first agent") are selected from known ingredients that can be added to hair cosmetic compositions. Optional components of the first agent include, for example, metal salts (copper salts, iron salts, manganese salts, etc.), anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, higher alcohols, lower alcohols, polyhydric alcohols, sugars, oils and fats, ester oils, fatty acids, hydrocarbons, waxes, silicones, synthetic polymers, semi-synthetic polymers, natural polymers, proteins, amino acids, plant and animal extracts, microbial-derived materials, inorganic compounds, fragrances, preservatives, metal ion sequestering agents, UV absorbers, acids, and water.

[0040] (water) In this embodiment, the first agent preferably contains water, from the viewpoint of facilitating the incorporation of specific components such as catechol. The amount of water added to the first agent of this embodiment is not particularly limited and can be set as appropriate, but for example, the lower limit may be 10% by mass or more, or 50% by mass or more.

[0041] (Copper salts, iron salts, manganese salts) The first agent of this embodiment is preferably formulated with one or more metal salts selected from copper salts, iron salts, and manganese salts, from the viewpoint of having the function of an oxidation catalyst that converts the chemical structure of a specific component such as catechol into a quinone structure (a structure in which two hydrogen atoms bonded to a benzene ring are each replaced by oxygen atoms), and is more preferably formulated with copper salts or manganese salts. When a specific metal salt is incorporated into the first agent of this embodiment, it is believed that the specific metal salt acts as an oxidation catalyst that converts the chemical structure of specific components such as catechol into a quinone structure, thereby further promoting the adhesion of compounds having amino groups to hair. In the following description, one or more metal salts selected from copper salts, iron salts, and manganese salts may be collectively referred to as "specific metal salts."

[0042] The specific metal salt to be incorporated into the first agent of this embodiment may be selected from known water-soluble metal salts, such as copper gluconate, (chlorophyllin / copper) complex, copper sulfate, cupric chloride, iron gluconate, (chlorophyllin / iron) complex, manganese gluconate, and manganese chloride.

[0043] The amount of the specific metal salt incorporated into the first agent of this embodiment is not particularly limited and can be set as appropriate. From the viewpoint of further improving the adhesion persistence of the amino group-containing compound to hair, the lower limit of the amount of the specific metal salt incorporated into the first agent of this embodiment is preferably 0.00001% by mass or more, more preferably 0.00005% by mass or more, and even more preferably 0.0001% by mass or more. Furthermore, from the viewpoint of cost reduction, the upper limit of the amount of the specific metal salt blended in the first agent of this embodiment is preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 1% by mass or less.

[0044] The mass ratio of the amount of the specific component such as catechol to the amount of the specific metal salt in the first agent of this embodiment ([specific component such as catechol / specific metal salt]) is not particularly limited, but is, for example, 0.0001 or more.

[0045] (Compounds containing an amino group) In this embodiment, from the viewpoint of suppressing the formation of complexes between specific components such as catechol and compounds having amino groups in the first agent during storage, it is preferable that the compounds having amino groups that are incorporated into the second agent described later are not incorporated into the first agent, or that the amount of compounds having amino groups incorporated is 0.1% by mass or less. When a compound having an amino group is incorporated into the first agent, the upper limit of its amount is more preferably 0.05% by mass or less, and even more preferably 0.01% by mass or less, from the viewpoint of suppressing the formation of complexes between the compound having an amino group and specific components such as catechol in the first agent during storage. When a compound having an amino group is included in the first agent, the lower limit of its amount is, for example, 0.0001% by mass or more.

[0046] (Dosage form) The dosage form of the first agent in this embodiment is not particularly limited and can be various forms such as liquid, cream, gel, spray, or foam.

[0047] (viscosity) The viscosity of the first agent in this embodiment can be appropriately set depending on the dosage form of the first agent. The viscosity of the first agent is not particularly limited, but for example, the viscosity measured at 60 seconds at 25°C using a B-type viscometer with an appropriate rotor is between 1 mPa·s and 50,000 mPa·s. When the first agent of this embodiment is in the form of a cream or gel, its viscosity is, for example, 1000 mPa·s or more. When the first agent of this embodiment is in the form of a liquid, its viscosity is, for example, 100 mPa·s or less.

[0048] (pH) The pH of the first agent of this embodiment at 25°C is not particularly limited, but for example, the lower limit of the pH is 2 or higher and the upper limit of the pH is 12 or lower. The pH value at 25°C is the value obtained by measuring the first agent of this embodiment at 25°C using a known pH meter.

[0049] From the viewpoint of suppressing the occurrence of skin irritation to the scalp, the lower limit of the pH of the first agent in this embodiment at 25°C is preferably 3.5 or higher, and more preferably 4.0 or higher. From the viewpoint of suppressing the occurrence of skin irritation to the scalp, the upper limit of the pH of the first agent in this embodiment at 25°C is preferably 8.5 or less, more preferably 8.0 or less, and even more preferably 7.0 or less.

[0050] [Second drug] The second component of the hair cosmetic composition of this embodiment (hereinafter sometimes referred to as "the second component of this embodiment" or "the second component") contains a compound having an amino group.

[0051] (Compounds containing an amino group) The compound having an amino group (NH2-) incorporated into the second agent of this embodiment is not particularly limited as long as it is a compound having an amino group that can be incorporated into hair cosmetics as usual. Examples of compounds having an amino group that can be incorporated into the second agent of this embodiment include lipid components having an amino group, water-soluble polymers having an amino group, silicones having an amino group, polyamines, linear or branched saturated or unsaturated alkylamines, proteins, hydrolyzed proteins, polypeptides, vitamins having an amino group, and amino sugars having an amino group.

[0052] Examples of lipid components having an amino group include sphingoid bases (e.g., sphingosine, phytosphingosine, sphinganin, etc.). Examples of water-soluble polymers having amino groups include poly-ε-lysine and polymers having a monomer structure with amino groups (e.g., polyacrylamide, (alkyl acrylate / acrylamide) copolymer, etc.). Examples of silicones having amino groups include aminoethylaminopropylmethylsiloxane-dimethylsiloxane copolymers and amodimethicone. Examples of the polyamine (linear hydrocarbon having an amino group (for example, having 4 to 20 carbon atoms)) include spermine, spermidine, and putrescine. Alternatively, plant extracts containing polyamines having an amino group (for example, rice extract) may be used as the polyamine. Examples of the linear or branched saturated or unsaturated alkylamines include oleylamines, behenylamines, and behenylpropylenediamines. The aforementioned protein may be one with a weight-average molecular weight of 1000 or more, such as keratin, collagen, or silk. The hydrolyzed protein may have a weight-average molecular weight of 1000 or more, and may be, for example, hydrolyzed products of proteins such as keratin, collagen, and silk. Examples of the polypeptide mentioned above include polypeptides with a weight-average molecular weight of 1000 or more. Examples of acids having an amino group (for example, having 1 to 5 carbon atoms) include amino acids (for example, glycine, alanine, lysine, arginine, etc.) and ornithine. Examples of vitamins having an amino group include thiamine (vitamin B1). Examples of amino sugars having an amino group include glucosamine, galactosamine, and neuraminic acid.

[0053] The second agent of this embodiment is, for example, a compound having an amino group, which includes at least one of the following: a lipid component having an amino group, a water-soluble polymer having an amino group, a silicone having an amino group, a polyamine, a linear or branched saturated or unsaturated alkylamine, a protein, a hydrolyzed protein, or a polypeptide.

[0054] The lower limit of the amount of the amino group compound incorporated into the second agent of this embodiment is not particularly limited, but from the viewpoint of further improving the adhesion persistence of the amino group compound to hair, it is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and even more preferably 1% by mass or more. Furthermore, the upper limit of the amino group compound to be incorporated into the second agent of this embodiment is not particularly limited, but from the viewpoint of cost reduction, it is preferably 15% by mass or less, more preferably 10% by mass or less, and even more preferably 5% by mass or less.

[0055] When the sphingoid base is used as the amino group compound incorporated into the second agent of this embodiment, the amount of sphingoid base incorporated is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, and even more preferably 0.1% by mass or more, from the viewpoint of improving the hydrophobicity of hair.

[0056] The mass ratio of the amount of the amino group compound in the second agent of this embodiment to the amount of the specific component such as catechol in the first agent of this embodiment ([amount of the amino group compound in the second agent / amount of the specific component such as catechol in the first agent]) is, for example, 0.1 or more at the lower limit and 100 or less at the upper limit of the mass ratio.

[0057] (Optional components of the second drug) The second agent of this embodiment may optionally contain components other than compounds having an amino group. The above-mentioned components that can be optionally added to the hair cosmetic composition of this embodiment (hereinafter referred to as "optional components of the second agent") are selected from known components that can be added to hair cosmetic compositions. Optional components of the second agent include, for example, metal salts (copper salts, iron salts, manganese salts, etc.), anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, higher alcohols, lower alcohols, polyhydric alcohols, sugars, oils and fats, ester oils, fatty acids, hydrocarbons, waxes, silicones, synthetic polymers, semi-synthetic polymers, natural polymers, proteins, amino acids, plant and animal extracts, microbial-derived substances, inorganic compounds, fragrances, preservatives, metal ion sequestering agents, UV absorbers, acids, alkalis, and water.

[0058] (Copper salts, iron salts, manganese salts) The second agent of this embodiment is preferably formulated with one or more metal salts selected from copper salts, iron salts, and manganese salts, from the viewpoint of having the function of an oxidation catalyst that converts the chemical structure of a specific component such as catechol into a quinone structure (a structure in which two hydrogen atoms bonded to a benzene ring are each replaced by oxygen atoms), and is more preferably formulated with copper salts or manganese salts. When a specific metal salt is added to the second agent of this embodiment, it is believed that the specific metal salt acts as an oxidation catalyst that converts the chemical structure of specific components such as catechol into a quinone structure, thereby further promoting the adhesion of compounds having amino groups to hair.

[0059] The one or more metal salts selected from copper salts, iron salts, and manganese salts to be incorporated into the second agent of this embodiment are the same as the specific metal salts incorporated into the first agent of this embodiment. Therefore, the specific metal salt can be selected from known water-soluble metal salts, for example, copper gluconate, (chlorophyllin / copper) complex, copper sulfate, cupric chloride, iron gluconate, (chlorophyllin / iron) complex, manganese gluconate, and manganese chloride.

[0060] The amount of the specific metal salt incorporated into the second agent of this embodiment is not particularly limited and can be set as appropriate. From the viewpoint of further improving the adhesion persistence of the amino group-containing compound to hair, the lower limit of the amount of the specific metal salt to be incorporated into the second agent of this embodiment is preferably 0.00001% by mass or more, more preferably 0.00005% by mass or more, and even more preferably 0.0001% by mass or more. Furthermore, from the viewpoint of cost reduction, the upper limit of the amount of the specific metal salt blended in the second agent of this embodiment is preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 10% by mass or less.

[0061] The mass ratio of the amount of the compound having an amino group to the amount of the specific metal salt in the second agent of this embodiment ([compound having an amino group / specific metal salt]) is not particularly limited, but for example, it is 0.0001 or more.

[0062] (water) In this embodiment, the second agent preferably contains water, from the viewpoint of facilitating the formulation of compounds having an amino group. The amount of water added to the second agent in this embodiment is not particularly limited and can be set as appropriate, but for example, the lower limit may be 10% by mass or more, or 50% by mass or more.

[0063] (Specific components such as catechol) In this embodiment, from the viewpoint of suppressing the formation of complexes between specific components such as catechol and compounds having amino groups in the second agent during storage, it is preferable that the second agent does not contain the specific components such as catechol that are included in the first agent described above, or that the amount of specific components such as catechol included is 0.1% by mass or less. When a specific component such as catechol is included in the second agent, the upper limit of the amount included is preferably 0.05% by mass or less, and more preferably 0.01% by mass or less, from the viewpoint of suppressing the formation of complexes between the specific component such as catechol and compounds having an amino group in the second agent during storage. When specific ingredients such as catechol are included in the second agent, the lower limit of the amount they can be included is, for example, 0.0001% by mass or more.

[0064] (Dosage form) The dosage form of the second agent in this embodiment is not particularly limited and can be various forms such as liquid, cream, gel, spray, or foam.

[0065] (viscosity) The viscosity of the second agent in this embodiment can be set appropriately depending on the dosage form of the second agent. The viscosity of the second agent is not particularly limited, but for example, the viscosity measured at 60 seconds at 25°C using a B-type viscometer with an appropriate rotor is between 1 mPa·s and 50,000 mPa·s. Furthermore, when the second agent of this embodiment is in the form of a cream or gel, its viscosity is, for example, 1000 mPa·s or more. When the second agent of this embodiment is in the form of a liquid, its viscosity is, for example, 100 mPa·s or less.

[0066] (pH) The pH value of the second agent in this embodiment at 25°C is not particularly limited, but for example, the lower limit of the pH is 2 or higher and the upper limit of the pH is 12 or lower. The pH value at 25°C is the value obtained by measuring the second agent of this embodiment at 25°C using a known pH meter.

[0067] [Components of hair cosmetics] The hair cosmetic of this embodiment may be a two-part hair cosmetic consisting of a first agent and a second agent, or it may be a three-part or more hair cosmetic (for example, a three-part hair cosmetic, a four-part hair cosmetic, a five-part hair cosmetic, etc.) which includes, in addition to the first agent and the second agent, one or more pre-treatment agents, one or more intermediate treatment agents, and one or more post-treatment agents. In the following description, the first agent, second agent, pre-treatment agent, intermediate treatment agent, and post-treatment agent in the hair cosmetic composition of this embodiment may be collectively referred to as "each component."

[0068] In the hair cosmetic composition of this embodiment, in a configuration in which each component is applied to the hair separately, the pre-treatment agent is an agent used on the hair before the use of the first and second agents, the intermediate treatment agent is an agent used on the hair after the use of the first agent and before the use of the second agent, or an agent used on the hair after the use of the second agent and before the use of the first agent, and the post-treatment agent is an agent used on the hair after the use of the first and second agents. Furthermore, in the hair cosmetic of this embodiment, in a configuration in which the first agent and the second agent, described later, are mixed immediately before use on the hair, and the mixture of the first agent and the second agent (the hair cosmetic of this embodiment prepared on the spot) is used on the hair, the pre-treatment agent is an agent used on the hair before using the mixture of the first agent and the second agent, the intermediate treatment agent is an agent mixed with the mixture of the first agent and the second agent before use, and the post-treatment agent is an agent used on the hair after using the mixture of the first agent and the second agent.

[0069] The above-mentioned pre-treatment agent, intermediate treatment agent, or post-treatment agent can be an agent obtained by appropriately blending known ingredients usable in hair cosmetics and manufacturing it by an appropriate manufacturing method.

[0070] [How to use] The method of use for the hair cosmetic of this embodiment can be the same as known methods of use for hair cosmetics. For example, it can be used by applying or spraying an appropriate amount of each component or a mixture of the first and second components described later onto the hair.

[0071] (Order of use of drug 1 and drug 2) In this embodiment of the hair cosmetic composition, there are no particular restrictions on the order in which the first and second agents are used when applied to the hair. Therefore, the first agent may be applied to the hair first, followed by the second agent, or the second agent may be applied to the hair first, followed by the first agent.

[0072] Furthermore, the hair cosmetic of this embodiment may be prepared by mixing the first agent and the second agent immediately before use on the hair, and then using the mixture of the first agent and the second agent (the hair cosmetic of this embodiment prepared on the spot) on the hair (the mixing ratio may be set as appropriate; for example, the mixing ratio of the first agent to the second agent may be set to a mass ratio ([first agent / second agent]) of 0.01 or more and 100 or less).

[0073] (Whether or not each component is rinsed off) After using each component or the mixture of the first and second components in the hair cosmetic of this embodiment, the components may be washed off the hair, or the components or the mixture of the first and second components may not be washed off the hair.

[0074] The hair cosmetic of this embodiment can be used in the following ways, for example. - An approach in which the first agent is not rinsed off the hair after use, and the second agent is not rinsed off the hair after use. • A method in which the first agent is rinsed off the hair after use, but the second agent is not rinsed off the hair after use. A method in which the first agent is not rinsed off the hair after application, and the second agent is rinsed off the hair after application. - An approach in which the first agent is not rinsed off the hair after use, and the second agent is not rinsed off the hair after use. - A method in which the mixture of the first and second agents is not rinsed off the hair after use. A method of rinsing the mixture of the first and second agents off the hair after using the mixture.

[0075] [Application] The uses of the hair cosmetic of this embodiment include hair care uses (hair shampoos and hair treatments, multi-component hair treatments (multi-component hair treatments for styling, multi-component hair treatments for pre-treatment of perms, multi-component hair treatments for post-treatment of perms, multi-component hair treatments for pre-treatment of hair coloring, multi-component hair treatments for post-treatment of hair coloring, multi-component hair treatments for pre-treatment of bleaching, multi-component hair treatments for post-treatment of bleaching), and hair styling uses. The hair treatment may be a leave-in hair treatment or a rinse-off hair treatment (rinse-off hair treatments include hair rinses and hair conditioners).

[0076] (Product form) Examples of the hair cosmetic product forms of this embodiment include multi-component hair care cosmetics (for example, multi-component hair care comprising hair shampoo and hair treatment, multi-component hair treatment comprising two or more hair treatments, etc.), multi-component styling cosmetics, etc. Examples of the multi-component formulas include a second-component formula comprising the first and second agents of this embodiment, and three-component, four-component, five-component, and six-component formulas comprising the first and second agents of this embodiment, and further comprising one or more of a pre-treatment agent, an intermediate treatment agent, and a post-treatment agent.

[0077] When the hair cosmetic of this embodiment is used as a multi-component hair care cosmetic, the product configurations of the first and second components can be exemplified as follows. • A multi-component hair care cosmetic in which both the first or second component is a hair treatment. • A multi-component hair care cosmetic in which either the first or second component is a hair shampoo, and the other is a hair treatment.

[0078] In this embodiment, from the viewpoint of suppressing hair damage caused by hair coloring treatment using an oxidizing agent, either the first agent or the second agent of this embodiment may be applied to the hair, followed by a hair coloring treatment using a known oxidizing hair dye or hair bleaching agent, and then the other of the first agent or the second agent of this embodiment may be applied to the hair.

[0079] (Target hair) The hair to which the hair cosmetic composition of this embodiment can be used is not particularly limited. The hair cosmetic of this embodiment makes it possible to improve the adhesion retention of compounds having amino groups to hair, even when used on hair that has suffered hair damage due to oxidation. Hair that has suffered hair damage due to oxidation refers to, for example, hair that has suffered hair damage due to oxidation (e.g., generation of cysteic acid, etc.) due to hair treatment using an oxidizing agent (e.g., hair coloring treatment using an oxidizing agent (oxidative hair dyeing treatment or hair bleaching treatment), permanent wave treatment, hair straightening treatment, etc.).

[0080] [Manufacturing method] The method for manufacturing the hair cosmetic composition of this embodiment is not particularly limited and can be manufactured using known methods for manufacturing hair cosmetic compositions. Therefore, the first and second components of this embodiment may be manufactured using known methods for manufacturing hair cosmetics. Furthermore, pre-treatment agents, intermediate treatment agents, or post-treatment agents, which may be optionally used as components of the hair cosmetic of this embodiment, can also be manufactured using known methods for manufacturing hair cosmetics.

[0081] <Hair Treatment Methods> The hair treatment method of this embodiment is a hair treatment method using the hair cosmetic of this embodiment described above. The hair treatment method of this embodiment makes it possible to realize a hair treatment method that improves the adhesion persistence of compounds having amino groups to hair.

[0082] The hair treatment method of this embodiment can employ known hair treatment methods, other than using the hair cosmetic of this embodiment as described above. Therefore, the hair treatment method of this embodiment can, for example, use the method of using the hair cosmetic of this embodiment as described above. [Examples]

[0083] The present invention will be described in detail below based on examples, but the present invention should not be interpreted as being limited based on the description of these examples.

[0084] (Test Example 1: Evaluation of the adhesion persistence of compounds containing amino groups to hair) The following shows the evaluation results of the adhesion persistence of compounds containing amino groups to hair, using the hair cosmetics of Examples 1-9 and Comparative Examples 1-3. Hereafter, the adhesion persistence of compounds containing amino groups to hair may be referred to as "adhesion persistence."

[0085] (Examples 1-9, Comparative Examples 1-3) The first and second components of the hair cosmetic compositions for Examples 1-9 and Comparative Examples 1-3 were prepared by mixing each component by conventional methods according to the compositions shown in Tables 1 and 2 below. The hair cosmetic compositions for Examples 1-9 and Comparative Examples 1-3, each composed of the prepared first and second components, were used to perform the following hair treatments, and the adhesion persistence was evaluated. Note that the numbers in the ingredient columns in Tables 1 and 2 represent mass percentages, and a "-" in the ingredient column indicates that the ingredient is not included.

[0086] (Preparing bleached hair strands) Using untreated hair from the same Japanese woman, multiple hair bundles approximately 20 cm long and weighing 1 g were created. A bleaching composition was prepared by mixing Ordeve Addicthy High Bleach (Milbon Co., Ltd.) and Ordeve Addicthy Oxidant 6.0 (Milbon Co., Ltd.), which contains hydrogen peroxide, in a mass ratio of 1:2. 1 g of this bleaching composition was applied to a strand of hair, and then left to stand at room temperature for 30 minutes. After 30 minutes, the strand was lightly rinsed with running water for 20 seconds. 1 g of a 1% by mass sodium dodecyl sulfate aqueous solution was applied to the strand, then rubbed for 30 seconds, rinsed with running water for 20 seconds, and then towel-dried and dried with a hairdryer. The same procedure was repeated two more times on the strand to obtain a bleached hair strand that had undergone a total of three bleaching treatments.

[0087] (Hair treatment) To prepare the hair cosmetic formulations for each example and comparative example, the first and second agents of each example and comparative example were mixed in a mass ratio of 1:1. Then, phosphate buffer (0.248 g of Na2HPO4 and 0.033 g of NaH2PO4 mixed with purified water to a total volume of 20 g) was added to adjust the pH to 8.0, thus preparing the mixtures (hair cosmetic formulations for each example and comparative example). The pH value was measured at 25°C. Subsequently, 1 g of the hair cosmetic formulation for each example and comparative example was applied to bleached hair bundles, and the bundles were left to stand at room temperature for 24 hours. After 24 hours, the hair bundles were washed with running water for about 20 seconds and dried with a hairdryer. Then, to evaluate the durability described below, multiple hairs were taken from each hair bundle treated with the hair cosmetic formulation of each example or comparative example, and hair samples were obtained immediately after treatment. Next, using the hair bundles immediately after treatment, the bundles were lightly rinsed under running water for 20 seconds, 1 g of 1% by mass sodium dodecyl sulfate aqueous solution was applied to the bundles, they were rubbed for 30 seconds, rinsed under running water for 20 seconds, and then the bundles were towel-dried and dried with a hairdryer to complete the washing process. The same washing process described above was repeated 19 more times on the washed hair bundles, resulting in a total of 20 washed bundles. Furthermore, for use in the measurements described below, multiple hairs were taken from each of the 20 washed bundles to obtain hair samples after 20 washes.

[0088] (Evaluation of sustainability) Adhesion values ​​were measured using the HarmoniX method with an atomic force microscope (Bruker MultiMode V). Measurements were performed on hair samples immediately after treatment and on hair samples after 20 washes. For each hair sample, a 5 μm × 5 μm area was mapped using the tapping method, and the average value (nN) of the adhesion value in a 1 μm × 1 μm area was calculated from this data (average value for N=10). This adhesion value represents the strength of the adsorption force on the hair surface.

[0089] The measurement conditions for adhesion values ​​are as follows: Probe: Bruker HMXS-10 Torsional Frequency: 805 kHz Spring constant: 0.4714 N / m

[0090] Using the average of the adhesion values ​​calculated above, the change in the adsorption force on the hair surface (nN) was calculated using the following formula. A smaller value for the change in the adsorption force on the hair surface (nN) indicates superior adhesion and persistence of the amino group-containing compound to the hair. Change in adhesion value (nN) = "Average adhesion value of hair samples after 20 washes (nN)" - "Average adhesion value of hair samples immediately after treatment (nN)"

[0091] (Evaluation results) Tables 1 and 2 below show the evaluation results for the hair cosmetics of Examples 1 to 8 and Comparative Examples 1 to 3.

[0092] (Examples 1-3, Comparative Examples 1 and 2) Table 1 shows the evaluation results of the hair cosmetic compositions for Examples 1-3 and Comparative Examples 1 and 2.

[0093] [Table 1]

[0094] Hair treated with the hair cosmetics of Examples 1-3 showed a smaller change in adhesion value (nN) compared to hair treated with the hair cosmetics of Comparative Examples 1 and 2, indicating superior adhesion and persistence of compounds containing amino groups to hair. Therefore, it can be seen that hair cosmetics containing specific ingredients such as catechol in the first agent and phytosphingosine, a compound containing amino groups, in the second agent exhibit superior adhesion and persistence of compounds containing amino groups to hair.

[0095] (Examples 1, 4-8, Comparative Examples 1, 3) Table 2 shows the evaluation results of the hair cosmetic compositions for Examples 1, 4-8, and Comparative Examples 1 and 3.

[0096] [Table 2]

[0097] Hair treated with the hair cosmetic formulations of Examples 1 and 4-8 showed a smaller change in adhesion value (nN) compared to hair treated with the hair cosmetic formulations of Comparative Example 1 (no amino group compound in the second agent) and Comparative Example 3 (no amino group compound in the second agent, but containing a quaternary ammonium compound), indicating superior adhesion persistence of the amino group compound to the hair. Therefore, it can be seen that hair cosmetic formulations containing hydroquinone in the first agent and an amino group compound in the second agent exhibit superior adhesion persistence of the amino group compound to the hair. Furthermore, hair treated with the hair cosmetics of Examples 1, 4, 6, 7, and 8 showed a smaller change in adhesion value (nN) compared to hair treated with the hair cosmetic of Example 5, indicating superior adhesion persistence of the amino group-containing compounds to the hair.

[0098] The results shown in Tables 1 and 2 indicate that a hair cosmetic containing specific ingredients such as catechol in the first agent and a compound having an amino group in the second agent exhibits excellent adhesion and persistence of the amino group compound to the hair.

[0099] (Test Example 2: Confirmation of molecular weight and isoelectric point) Using specific components such as catechol, compounds containing an amino group or quaternary ammonium compounds, and specific metal salts, molecular weight and isoelectric point were confirmed using the following Reference Examples 1-1 to 1-6, 2-1 to 2-2, 3-1 to 3-7, and 4-1 to 4-5.

[0100] (Preparation of Reference Examples 1-1 to 1-6, 2-1 to 2-2, 3-1 to 3-7, and 4-1 to 4-5) Mix 25 μL each of Solution A, Solution B, Solution C, and Solution D in combinations as shown in Tables 3 to 6 below, and place them in sealed containers, allowing them to stand at 40°C for 24 hours. After standing, the respective mixtures were used to obtain the solutions for Reference Examples 1-1 to 1-6, Reference Examples 2-1 to 2-2, Reference Examples 3-1 to 3-7, and Reference Examples 4-1 to 4-5 (the solutions for each reference example).

[0101] The descriptions in Tables 3-6 are as follows: 0.2% by mass BSA aqueous solution: 0.2% by mass bovine serum albumin aqueous solution 0.8% by mass BSA aqueous solution: 0.8% by mass bovine serum albumin aqueous solution 0.1% by mass aqueous dispersion of Ecolano CA-NH: 0.1% by mass aqueous dispersion of product name Ecolano CA-NH (containing ethyl sulfate lanolin fatty acid aminopropyl ethyldimethylammonium) 0.001% by mass of sodium copper chlorophyllin solution: 0.001% by mass of sodium copper chlorophyllin - 0.1M phosphate buffer aqueous solution (pH 8.0) 0.001% by mass ferric gluconate solution: 0.001% by mass ferric gluconate - 0.1M phosphate buffered aqueous solution (pH 8.0) 0.1% by mass amino-modified silicone dispersion: 0.1% by mass aqueous dispersion of aminoethylaminopropylmethylsiloxane-dimethylsiloxane copolymer The 0.1M phosphate buffer (pH 8.0) described above was prepared by adding purified water to 0.248g of Na2HPO4 and 0.033g of NaH2PO4 to make a total volume of 20g.

[0102] [Table 3]

[0103] [Table 4]

[0104] [Table 5]

[0105] [Table 6]

[0106] (Checking molecular weight) The molecular weight was confirmed by the method described below.

[0107] (SDS-PAGE method) Using the solutions of Reference Examples 1-1 to 1-6, 2-1 to 2-2, 3-1 to 3-7, and 4-1 to 4-5 prepared above (the solutions for each reference example), the molecular weight of each reference example solution was confirmed by Sodium Dodecyl Sulfate-Polyacrylamide Gel Electrophoresis (SDS-PAGE). The conditions for confirming the molecular weight band using Sodium Dodecyl Sulfate-Polyacrylamide Gel Electrophoresis (SDS-PAGE) are as follows.

[0108] (operation) Polyacrylamide gel and electrophoresis buffer were added to an electrophoresis tank. 10 μL of the test solution for each reference example or standard substance was added to each well of the polyacrylamide gel, and electrophoresis was performed at 20 mA for 40 minutes. After that, the polyacrylamide gel was removed from the electrophoresis tank, stained with staining solution for 1 hour, and then destained by immersion in destaining solution for approximately 6 hours.

[0109] The reagents used to confirm the molecular weight are as follows: <Polyacrylamide gel> "Hybrid Gel 10-20%", a precast acrylamide gel manufactured by Kishida Chemical Co., Ltd. <Electrophoresis buffer> A 10x diluted aqueous solution of BioRad's "10x (Tris / Glycine / SDS) Buffer" <Test solutions for each reference example or standard substance> One volume of each reference example solution or reference substance (molecular weight marker) is mixed with one volume of BioRad's "2xLaemmli Sample Buffer," and then heated at 100°C for 1 minute. <Reference substance (molecular weight marker)> TEFCO's "Protein Molecular Weight Marker II" Details of the reference substances include Myosin, rabbit muscle (molecular weight 205kDa), β-galactosidase, E.coli (molecular weight 116kDa), Phosphorylase b, rabbit muscle (molecular weight 97.4kDa), Bovine serum albumin (molecular weight 69kDa), Glutamic dehydrogenase (molecular weight 55kDa), Lactic dehydrogenase, porcine. muscle (molecular weight 36.5kDa), Carbonic anhydrase, bovine liver (molecular weight 29kDa), Trypsin inhibitor, soybean (molecular weight 20.1kDa), Lysozyme, chicken egg white (molecular weight 14.3kDa), Aprotinin, bovine lung (molecular weight 6.5kDa), Insulin B chain, bovine pancreas (molecular weight 3.5kDa) <Dyeing solution> Coumazy Brilliant Blue Solution <Decolorizing liquid> Aqueous solution of 10% by mass methanol and 7.5% by mass acetic acid

[0110] (Results of molecular weight verification) The results of confirming the molecular weight of the solutions and reference substances for each reference example are shown in Figures 1, 3, 5, and 7, respectively. In the figures, M represents the reference substance (molecular weight marker), and the (kDa) notation on the left side of the figure indicates the molecular weight (kDa) of each protein contained in the reference substance.

[0111] (Confirmation of isoelectric point) The isoelectric point was determined by the following method.

[0112] (IEF-PAGE method) Using the solutions for Reference Examples 1-1 to 1-6, 2-1 to 2-2, 3-1 to 3-7, and 4-1 to 4-5 prepared above (the solutions for each reference example), the isoelectric points of each reference example solution were confirmed by isoelectric focusing electrophoresis (IEF-PAGE). IEF-PAGE is an abbreviation for Isoelectric focusing Polyacrylamide Gel. The conditions for determining the isoelectric point by isoelectric focusing electrophoresis were as follows, in accordance with the protocol of Tefco's IEF buffer kit.

[0113] (operation) Polyacrylamide gel and electrophoresis buffer were added to an electrophoresis tank. 15 μL of the test solution for each reference example or standard substance was added to each well of the polyacrylamide gel, and electrophoresis was performed at a constant voltage of 100 V for 60 minutes, 200 V for 60 minutes, and 500 V for 30 minutes. After that, the polyacrylamide gel was removed from the electrophoresis tank and immersed in the fixative solution shown below for 60 minutes while agitating. Then, it was stained with the staining solution for 1 hour, and then destained by immersion in the destaining solution for approximately 6 hours.

[0114] The reagents and other materials used in the procedure for confirming the isoelectric point are as follows: <Polyacrylamide gel> IEF-PAGE mini (pI 3-7) is a precast gel manufactured by Tefco. <Buffer solution for electrophoresis tanks> Upper electrophoresis buffer solution: Tefco's "IEF CATHODE (Upper) Buffer (10X)" was diluted 10-fold with distilled water and degassed under reduced pressure for 10 minutes before use. Lower electrophoresis buffer solution: Tefco's "IEF CATHODE (Lower) Buffer (50X)" diluted 50 times with distilled water. <Test solutions for each reference example or standard substance> A mixture of one volume of each reference example solution or reference substance and one volume of Tefco's "IEF Sample Buffer (2X)". <Reference material (isoelectric point marker)> Sigma-Aldrich "IEF mix 3.6-9.3 lyophilized powder" Trypsinogen from bovine pancreas(PI:9.3), Lectin from Lens culinaris (lentil) (PI:8.2, 8.6, 8.8), Myoglobin from equine heart(PI:7.2(major), 6.8(minor)), Carbonic Anhydrase Isozyme I from human erythrocytes(PI:6.6), Carbonic Anhydrase Isozyme II from bovine erythrocytes(PI:5.9), Beta-Lactoglobulin A from bovine milk(PI:5.1), Trypsin Inhibitor from Glycine max (soybean) (PI:4.6), Amyloglucosidase from Aspergillus niger(PI:3.6) <Fixative solution> A solution prepared by dissolving 17.3g of sulfosalicylic acid and 57.3g of trichloroacetic acid in 500mL of distilled water. <Dyeing solution> Coumazy Brilliant Blue Solution <Destain remover> Aqueous solution of 10% by mass methanol and 7.5% by mass acetic acid

[0115] The results of confirming the isoelectric points of the solutions and reference substances for each reference example are shown in Figures 2, 4, 6, and 8, respectively. In the figures, M represents the reference substance (isoelectric point marker), and (pI) on the left side of the figure indicates the isoelectric point of each protein contained in the reference substance.

[0116] (Results of confirmation of molecular weight and isoelectric point) The results of confirming the molecular weight and isoelectric point of each reference example are shown below.

[0117] (Confirmation results of molecular weight for Reference Examples 1-1 to 1-6 (Figure 1)) From the results of molecular weight confirmation for Reference Examples 1-1 to 1-6 shown in Figure 1, regarding the molecular weight range indicated by the molecular weight marker bands and the bands in Reference Examples 1-1 to 1-6, the band around 55.0 kDa shown in Reference Example 1-1 is bovine serum albumin (hereinafter referred to as BSA), and the bands that fall within a molecular weight range larger than this BSA band are cross-linked compounds (cross-linked compounds of BSA, or cross-linked compounds of BSA or cross-linked compounds of BSA with phytosphingosine) (hereinafter referred to as PS for phytosphingosine). The bands indicating the latter cross-linked compounds are more visible in Reference Examples 1-3 to 1-5 compared to Reference Examples 1-1, 1-2, and 1-6. Furthermore, a comparison between Reference Examples 1-3 to 1-5 (containing hydroquinone) and Reference Example 1-2 (without hydroquinone) shows that the addition of hydroquinone (hereinafter referred to as HQ) allows for the confirmation of crosslinked structures. Reference Example 1-6, which contains HQ, had a similar band pattern to Reference Examples 1-1 and 1-2, which do not contain HQ. Therefore, it is considered that the quaternary ammonium compound added to Reference Example 1-6 suppressed the formation of crosslinked structures between BSA molecules. Moreover, in a comparison between Reference Example 1-6 and Reference Examples 1-1 and 1-2, no crosslinked structures between BSA and the quaternary ammonium compound were visible. Additionally, compared to Reference Example 1-3 (without PS), Reference Examples 1-4 and 1-5 (containing PS) showed a darker band indicating the aforementioned crosslinked structures around 60 kDa, allowing for the visibility of crosslinked structures between BSA or crosslinked structures between BSA molecules and PS.

[0118] (Isoelectric point confirmation results for Reference Examples 1-1 to 1-6 (Figure 2)) From the isoelectric point confirmation results for Reference Examples 1-1 to 1-6 shown in Figure 2, regarding the isoelectric point range indicated by the isoelectric point marker bands and the bands of Reference Examples 1-1 to 1-6, the band indicated by Reference Example 1-1, where the isoelectric point falls within the range of 4.6 to 5.1, is BSA, and the bands that are in a different range from the BSA band are cross-linked conjugates (cross-linked conjugates of BSAs, or cross-linked conjugates of BSAs or cross-linked conjugates of BSAs and PS). The bands indicating the latter cross-linked conjugates are more visible in Reference Examples 1-3 to 1-5 compared to Reference Examples 1-1, 1-2, and 1-6. Furthermore, from a comparison between Reference Examples 1-3 to 1-5 (with HQ formulation) and Reference Example 1-2 (without HQ formulation), it can be seen that the cross-linked conjugate bands are visible with the inclusion of HQ. Furthermore, since Reference Example 1-6 with HQ formulation had the same band pattern as Reference Examples 1-1 and 1-2 without HQ formulation, it is considered that the formation of crosslinked structures between BSAs was suppressed by the quaternary ammonium compound incorporated in Reference Example 1-6. In addition, from a comparison of Reference Example 1-6 with Reference Examples 1-1 and 1-2, no crosslinked structures between BSA and the quaternary ammonium compound were visible. Moreover, compared to Reference Example 1-3 (without PS), Reference Examples 1-4 and 1-5 (with PS) showed a shift in the band indicating crosslinked structures to a lower isoelectric point (acidic side) of 4.6 or less, allowing for the visibility of crosslinked structures between BSA or crosslinked structures between BSAs and PS. In comparing Reference Examples 1-3 with Reference Examples 1-4 and 1-5, it is considered that because Reference Examples 1-4 and 1-5 contain HQ and PS, HQ cross-links the amino groups (NH2-) present in BSA or cross-linked BSA structures and the amino groups (NH2-) contained in the structure of PS, respectively. This creates cross-linked structures between BSA or cross-linked BSA structures and PS, and because the amino groups are consumed in these cross-linked structures, the band indicating the isoelectric point shifts to the acidic side.

[0119] (Summary of results for confirming molecular weight and isoelectric point for Reference Examples 1-1 to 1-6) The results shown in Figures 1 and 2 indicate that when HQ (specific components such as catechol) and PS (compounds containing amino groups) are used with BSA (protein), there is a tendency for cross-linked structures of BSA or BSAs to be formed with PS. This tendency correlates with the results shown in Tables 1 and 2, where Examples 1 and 3, which used HQ (specific components such as catechol) and PS (compounds containing amino groups), showed superior adhesion retention of the amino group-containing compounds to hair compared to Comparative Examples 1-3, which did not use specific components such as catechol and / or compounds containing amino groups.

[0120] (Confirmation results of molecular weight for Reference Examples 1-1, 2-1 to 2-2 (Figure 3)) From the molecular weight confirmation results for Reference Examples 1-1 and 2-1 to 2-2 shown in Figure 3, regarding the molecular weight range indicated by the molecular weight marker band and the bands in Reference Examples 2-1 to 2-2, the band around 55.0 kDa shown in Reference Example 1-1 is BSA, and the bands that fall within a molecular weight range larger than this BSA band are crosslinked compounds (crosslinked compounds of BSA, or crosslinked compounds of BSA or crosslinked compounds of BSA with PS). The band between approximately 55 and 69 kDa indicating the latter crosslinked compounds is more visible in Reference Examples 2-1 to 2-2 than in Reference Example 1-1. Furthermore, compared to Reference Example 2-1 (without PS), the band indicating the above-mentioned crosslinked compounds is darker in Reference Example 2-2 (with PS), making it possible to see BSA or crosslinked compounds of BSA with PS.

[0121] (Confirmation results of the isoelectric point for Reference Examples 1-1, 2-1 to 2-2 (Figure 4)) From the isoelectric point confirmation results for Reference Examples 1-1 and 2-1 to 2-2 shown in Figure 4, regarding the isoelectric point range indicated by the isoelectric point marker bands and the bands of Reference Examples 1-1 and 2-1 to 2-2, the band indicated by Reference Example 1-1, where the isoelectric point falls within the range of 4.6 to 5.1, represents BSA, and the bands in a different range from the BSA band represent cross-linked structures (cross-linked structures of BSAs, or cross-linked structures of BSA or cross-linked structures of BSAs with PS). The bands indicating the latter cross-linked structures are more visible in Reference Examples 2-1 to 2-2 compared to Reference Example 1-1. Furthermore, compared to Reference Example 2-1 (no PS), the band indicating the cross-linked structures in Reference Example 2-2 (with PS) is shifted to a lower isoelectric point side (acidic side) around 4.6, making BSA or cross-linked structures of BSAs with PS more visible. In comparing Reference Example 2-1 with Reference Example 2-2, Reference Example 2-2 contains echinacea extract containing chicoric acid and PS. Therefore, the chicoric acid in the echinacea extract cross-links with the amino groups (NH2-) present in BSA or cross-linked BSA bonds and with the amino groups (NH2-) of PS, respectively. This creates cross-linked bonds between BSA or cross-linked BSA bonds and PS, and the amino groups are consumed in these cross-linked bonds, which is thought to have caused the isoelectric point band to shift to the acidic side.

[0122] (Summary of results for confirming molecular weight and isoelectric point in Reference Examples 1-1, 2-1 to 2-2) The results shown in Figures 3 and 4 indicate that when chicoric acid (specific components such as catechol) and PS (a compound containing an amino group) are used with BSA (protein), there is a tendency for cross-linked structures of BSA or BSAs to be formed with PS. This tendency correlates with the results shown in Tables 1 and 2, where Example 2, which used echinacea extract containing chicoric acid (specific components such as catechol) and PS (a compound containing an amino group), showed superior adhesion retention of the amino group compound to hair compared to Comparative Examples 1-3, which did not use specific components such as catechol and / or a compound containing an amino group.

[0123] (Confirmation results of molecular weight for Reference Examples 3-1 to 3-7 (Figure 5)) From the results of molecular weight verification for Reference Examples 3-1 to 3-7 shown in Figure 5, regarding the molecular weight range indicated by the molecular weight marker band and the molecular weight bands of Reference Examples 3-1 to 3-7, the band around 55.0 kDa shown in Reference Example 3-1 is BSA, and the bands that fall within a molecular weight range larger than this BSA band are crosslinked compounds (crosslinked compounds of BSA, or crosslinked compounds of BSA or crosslinked compounds of BSA with compounds containing amino groups). The band between approximately 55 and 69 kDa indicating the latter crosslinked compounds is more visible in Reference Examples 3-2 to 3-7 than in Reference Example 3-1. Furthermore, the bands indicating the above-mentioned crosslinked compounds are more visible in Reference Examples 3-3 to 3-7 (containing compounds containing amino groups) than in Reference Example 3-2 (without compounds containing amino groups).

[0124] (Isoelectric point confirmation results for Reference Examples 3-1 to 3-7 (Figure 6)) From the isoelectric point confirmation results for Reference Examples 3-1 to 3-7 shown in Figure 6, regarding the isoelectric point range indicated by the isoelectric point marker band and the bands in Reference Examples 3-1 to 3-7, the band indicated by Reference Example 3-1, where the isoelectric point falls within the range of 4.6 to 5.1, is BSA, and the bands that are in a different range from the BSA band are crosslinked linkages (crosslinked linkages of BSAs, or crosslinked linkages of BSA or crosslinked linkages of BSAs with a compound having an amino group). The bands indicating the latter crosslinked linkages are more visible in Reference Examples 3-2 to 3-7 than in Reference Example 3-1. Furthermore, compared to Reference Example 3-1 (without compound containing amino groups), Reference Examples 3-2 to 3-5 and Reference Example 3-7 (containing compound containing amino groups) show a shift in the band indicating crosslinked structures to a lower isoelectric point (acidic side) of 4.6 or less, making crosslinked structures between BSA or crosslinked structures of BSA and compound containing amino groups visible. In this comparison between Reference Example 3-1 and Reference Examples 3-2 to 3-5 and Reference Example 3-7, since Reference Examples 3-2 to 3-5 and Reference Example 3-7 contain HQ and compound containing amino groups, it is thought that HQ crosslinks with the amino groups (NH2-) present in BSA or crosslinked structures of BSA and with the amino groups (NH2-) of the compound containing amino groups, respectively, thereby generating crosslinked structures between BSA or crosslinked structures of BSA and compound containing amino groups. The consumption of amino groups in these crosslinked structures is thought to have caused the band to shift to the acidic side. Furthermore, compared to Reference Example 3-1 (containing no compounds with amino groups), Reference Example 3-6 (containing poly-ε-lysine) shows a shift in the band indicating cross-linked structures to a higher isoelectric point (alkaline side) of around 5.9, allowing for the visualization of BSA or cross-linked structures of BSA and cross-linked structures of poly-ε-lysine.In comparing Reference Example 3-1 with Reference Example 3-6, since Reference Example 3-6 contains HQ and poly-ε-lysine having numerous amino groups (NH2-), it is thought that the HQ cross-links the amino groups (NH2-) present in BSA or cross-linked BSAs with the amino groups (NH2-) of poly-ε-lysine, thereby creating a cross-linked structure between BSA or cross-linked BSAs and poly-ε-lysine. As a result, the number of amino groups derived from poly-ε-lysine in this cross-linked structure increased, causing the band to shift to the alkaline side.

[0125] (Summary of results for confirming molecular weight and isoelectric point in Reference Examples 3-1 to 3-7) The results shown in Figures 5 and 6 indicate that when HQ (specific components such as catechol) and compounds containing amino groups are used with BSA (protein), there is a tendency for cross-linking of BSA or BSA cross-linking structures to be formed with compounds containing amino groups. This tendency correlates with the results shown in Tables 1 and 2, where Examples 4-8, which used HQ (specific components such as catechol) and compounds containing amino groups, showed superior adhesion retention of the compounds containing amino groups to hair compared to Comparative Examples 1-3, which did not use specific components such as catechol and / or compounds containing amino groups.

[0126] (Confirmation results of molecular weight for Reference Examples 3-1, 4-1 to 4-5) From the results of molecular weight verification for Reference Examples 3-1 and 4-1 to 4-5 shown in Figure 7, regarding the molecular weight range indicated by the molecular weight marker band and the molecular weight bands of Reference Examples 3-1 and 4-1 to 4-5, the band around 55.0 kDa shown in Reference Example 3-1 is BSA, and the bands that fall within a molecular weight range larger than this BSA band are crosslinked compounds (crosslinked compounds of BSA, or crosslinked compounds of BSA or crosslinked compounds of BSA with compounds having amino groups). The bands indicating the latter crosslinked compounds are more visible in Reference Examples 4-1 to 4-5 than in Reference Example 3-1.

[0127] (Isoelectric point confirmation results for Reference Examples 3-1, 4-1 to 4-5) From the isoelectric point confirmation results for Reference Examples 3-1 and 4-1 to 4-5 shown in Figure 8, the isoelectric point range indicated by the isoelectric point marker bands and the bands in Reference Examples 3-1 and 4-1 to 4-5 show that the band indicated in Reference Example 3-1, where the isoelectric point falls within the range of 4.6 to 5.1, is BSA. Bands that are in a different range from the BSA band or that show a different band pattern from the BSA band are crosslinked linkages (crosslinked linkages of BSAs, or crosslinked linkages of BSAs or crosslinked linkages of BSAs with compounds having amino groups). The bands indicating the latter crosslinked linkages are more visible in Reference Examples 4-1 to 4-5 than in Reference Example 3-1. Furthermore, compared to Reference Example 3-1 (without specific components such as catechol), Reference Examples 4-1 to 4-5 (containing specific components such as catechol) show a shift in the band indicating crosslinked structures to a lower isoelectric point (acidic side), or the band width is different compared to Reference Example 3-1, making it possible to visually identify crosslinked structures between BSA or crosslinked structures of BSA and compounds containing amino groups. In this comparison between Reference Example 3-1 and Reference Examples 4-1 to 4-5, it is thought that because Reference Examples 4-1 to 4-5 contain specific components such as catechol and compounds containing amino groups, the specific components such as catechol crosslink with the amino groups (NH2-) present in BSA or crosslinked structures of BSA and the amino groups (NH2-) of compounds containing amino groups, respectively, crosslinking them to form crosslinked structures between BSA or crosslinked structures of BSA and compounds containing amino groups. The amino groups are consumed in these crosslinked structures, causing the band to shift to the acidic side.

[0128] (Summary of results for confirming molecular weight and isoelectric point in Reference Examples 3-1, 4-1 to 4-5) The results shown in Figures 7 and 8 indicate that when specific components such as catechol and compounds containing amino groups are used with BSA (protein), there is a tendency for cross-linked structures to form between BSA or BSA cross-linked structures and compounds containing amino groups. This tendency correlates with the results shown in Tables 1 and 2, where Examples 1-8, which used specific components such as catechol and compounds containing amino groups, showed superior adhesion retention of the compounds containing amino groups to hair compared to Comparative Examples 1-3, which did not use specific components such as catechol and / or compounds containing amino groups.

[0129] (Example prescription) Examples of formulations for one or two agents of this embodiment are shown below. Formulation examples 1A to 1D are the first agent of this embodiment, and formulation examples 2A to 2E are the second agent of this embodiment.

[0130] (Prescription Example 1A: Shampoo) Coneflower extract (containing chicoric acid) 0.1% by mass Sodium copper chlorophyllin 0.0001% by mass Sodium laureth sulfate 12% by mass Cocamidopropyl betaine 3% by mass Polyquaternium-10 0.1% by mass Methylparaben 0.2% by mass Fragrance 0.1% by mass Purified water 84.4999% by mass

[0131] (Prescription Example 1B: Cream) Coneflower extract (containing chicoric acid) 0.1% by mass Sodium copper chlorophyllin 0.0001% by mass Stearyltrimonium chloride 2% by mass Cetanol 3% by mass Stearyl alcohol 3% by mass Olive oil 2% by mass Dimethicone 2% by mass Phenoxyethanol 0.2% by mass Glycerin 3% by mass Fragrance 0.1% by mass Purified water 84.5999% by mass

[0132] (Prescription Example 1C: Liquid) Coneflower extract (containing chicoric acid) 0.1% by mass Sodium copper chlorophyllin 0.0001% by mass PEG-60 Hydrogenated Castor Oil 0.5% by mass Methylparaben 0.2% by mass Glycerin 3% by mass Fragrance 0.1% by mass Purified water 96.0999% by mass

[0133] (Prescription example 1D: Gel) Coneflower extract (containing chicoric acid) 0.1% by mass Sodium copper chlorophyllin 0.0001% by mass Carbomer 0.5% by mass Hydroxyethylcellulose 0.1% by mass Sodium hydroxide 0.1% by mass Glycerin 3% by mass PEG-60 Hydrogenated Castor Oil 0.2% by mass Methylparaben 0.1% by mass Fragrance 0.1% by mass Purified water 95.7999% by mass

[0134] (Prescription Example 2A: Shampoo) Phytosphingosine 0.1% by mass Product Name: Oryza Polyamine-LC (BG30) (Polyamine-containing) 0.1% by mass Poly-ε-lysine 0.1% by mass Sodium laureth sulfate 12% by mass Cocamidopropyl betaine 3% by mass Polyquaternium-10 0.1% by mass Methylparaben 0.2% by mass Fragrance 0.1% by mass Purified water 84.3% by mass

[0135] (Prescription example 2B: Cream) Phytosphingosine 0.1% by mass Product Name: Oryza Polyamine-LC (BG30) (Polyamine-containing) 0.1% by mass Poly-ε-lysine 0.1% by mass Stearyltrimonium chloride 2% by mass Cetanol 3% by mass Stearyl alcohol 3% by mass Olive oil 2% by mass Dimethicone 2% by mass Phenoxyethanol 0.2% by mass Glycerin 3% by mass Fragrance 0.1% by mass Purified water 84.4% by mass

[0136] (Prescription example 2C: Liquid) Phytosphingosine 0.1% by mass Product Name: Oryza Polyamine-LC (BG30) (Polyamine-containing) 0.1% by mass Poly-ε-lysine 0.1% by mass PEG-60 Hydrogenated Castor Oil 0.5% by mass Methylparaben 0.2% by mass Glycerin 3% by mass Fragrance 0.1% by mass Purified water 95.9% by mass

[0137] (Prescription example 2D: Oil) Phytosphingosine 0.1% by mass Product Name: Oryza Polyamine-LC (BG30) (Polyamine-containing) 0.1% by mass Poly-ε-lysine 0.1% by mass Hydrogenated polyisobutene 20% by mass Cyclomethicone 20% by mass Dimethicone 10% by mass Dimethiconol 10% by mass Olive oil 10% by mass Ethylhexyl palmitate 10% by mass Fragrance 0.1% by mass Isododecane 19.6% by mass

[0138] (Prescription example 2E: Gel) Phytosphingosine 0.1% by mass Product Name: Oryza Polyamine-LC (BG30) (Polyamine-containing) 0.1% by mass Poly-ε-lysine 0.1% by mass Carbomer 0.5% by mass Hydroxyethylcellulose 0.1% by mass Sodium hydroxide 0.1% by mass Glycerin 3% by mass PEG-60 Hydrogenated Castor Oil 0.2% by mass Methylparaben 0.1% by mass Fragrance 0.1% by mass Purified water 95.6% by mass

[0139] An example of a hair cosmetic composition of this embodiment is a hair cosmetic composition comprising one of the above formulation examples 1A to 1D and one of the above formulation examples 2A to 2E.

Claims

1. It is a cosmetic product for hair, The aforementioned hair cosmetic comprises a first component and a second component, The first agent contains one or more selected from the group consisting of catechol, hydroquinone, ferulic acid, resveratrol, polyphenols having two or more 4-hydroxyphenyl groups, polyphenols having one or more 3,4-dihydroxyphenyl groups, and polyphenols having one or more 3,4,5-trihydroxyphenyl groups. The second agent contains a compound having an amino group. Hair cosmetic.

2. The hair cosmetic composition according to claim 1, wherein the compound having an amino group comprises at least one of the following: a lipid component having an amino group, a water-soluble polymer having an amino group, a silicone having an amino group, a polyamine, a linear or branched saturated or unsaturated alkylamine, a protein, a hydrolyzed protein, or a polypeptide.

3. The hair cosmetic composition according to claim 1 or 2, wherein the first agent and / or the second agent is blended with one or more metal salts selected from the group consisting of manganese salts, iron salts, and copper salts.

4. A hair cosmetic composition according to any one of claims 1 to 3, for use on hair that has been damaged by oxidation.

5. A hair treatment method using the hair cosmetic described in any one of claims 1 to 4.

Citation Information

Patent Citations

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