Hair treatment composition

The hair treatment composition uses polyphenols, organic compounds, and surfactants to capture and fix diamines to the hair, addressing skin damage from hair dyes by enhancing removal and reducing detachment, thus preventing scalp contact and maintaining dye intensity.

JP2026046995APending Publication Date: 2026-03-13KIKUBOSHI CORP
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-11-15
Publication Date
2026-03-13

AI Technical Summary

Technical Problem

Existing hair dyes containing diamines cause skin damage due to their difficulty in removal from the scalp and their tendency to detach over time, leading to skin disorders such as irritant and allergic contact dermatitis.

Method used

A hair treatment composition comprising polyphenols, organic compounds with carboxyl groups, surfactants, and optionally terpenoid compounds and metals, which captures and firmly fixes diamines to the hair, facilitating easy washing and reducing skin damage.

Benefits of technology

The composition effectively prevents skin-damaging components like diamines from remaining on the scalp, easily washes them away, and securely fixes them to the hair, thereby reducing skin damage and maintaining dye intensity.

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Abstract

The present invention provides a hair treatment composition that can make it difficult for skin-damaging components such as diamines in hair colorants to remain on the scalp, allows these skin-damaging components to be easily washed away, and further allows diamines to be more firmly fixed to the hair. [Solution] A hair treatment composition containing polyphenols, organic compounds having a carboxyl group, and surfactant components selected from the group consisting of nonionic surfactants and cationic surfactants, wherein the polyphenol content is 0.00001 to 10.0% by mass, the organic compound content is 0.00001 to 5.0% by mass, and the surfactant component content is 0.01 to 50% by mass.
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Description

Technical Field

[0001] The present invention relates to a hair treatment composition. In particular, the present invention relates to a hair treatment composition capable of making it difficult for skin-damaging components such as diamines contained in hair colorants and the like to remain on the scalp, capable of easily washing away such skin-damaging components as diamines, and further capable of firmly immobilizing diamines on the hair.

Background Art

[0002] Conventionally, for example, in the hair dyeing treatment with a hair colorant, it has been reported that skin diseases (skin damage) occur due to the components contained in the hair colorant. As such skin diseases, for example, irritant contact dermatitis, allergic contact dermatitis, etc. are known.

[0003] And irritant contact dermatitis occurs when the chemical irritation strength of the irritant substance as the causative agent exceeds the tolerance of the skin, and the main symptoms include pain and itching.

[0004] Here, as the causative agent of irritant contact dermatitis contained in the hair colorant, for example, hydrogen peroxide and the like can be mentioned.

[0005] Also, allergic contact dermatitis appears as an allergy when contacting an allergen as the causative agent. The main symptoms include pain and itching, similar to irritant contact dermatitis.

[0006] And as the causative agent of allergic contact dermatitis contained in the hair colorant, for example, there are diamines, ammonia, ethanolamine, etc. As diamines, there are phenylenediamine (p-phenylenediamine, o-phenylenediamine, etc.), para-aminophenol, toluene-2,5-diamine sulfate, etc., which are known as oxidation dye intermediates. Also, ammonia, ethanolamine, etc. are used as alkaline agents.

[0007] Hair colorants (oxidative hair dyes) are oxidative hair dyes consisting of a first solution containing an oxidative dye intermediate containing diamines such as phenylenediamine (p-phenylenediamine, o-phenylenediamine, etc.), para-aminophenol, and toluene-2,5-diamine sulfate, as well as an alkaline agent such as ammonia and ethanolamine, and a second solution containing an oxidizing agent such as hydrogen peroxide. Hair dyes using oxidative hair dyes have the advantage of high dyeing power because the oxidative dye intermediate penetrates deep into the hair cuticle, where it undergoes oxidative coupling to form pigments and dye the hair.

[0008] Here, for example, diamines such as phenylenediamine are widely known as substances that cause skin disorders (specifically scalp allergies), and as a way to avoid these scalp allergies (skin disorders), paraphenylenediamine-free hair colorants that do not contain diamines have been proposed (see, for example, Patent Document 1). [Prior art documents] [Patent Documents]

[0009] [Patent Document 1] Japanese Patent Publication No. 2021-11437 [Overview of the project] [Problems that the invention aims to solve]

[0010] However, although paraphenylenediamine-free hair dyes, such as the one described in Patent Document 1, have been reported, these hair dyes do not have sufficient dyeing power, and many hair dyes still contain diamines such as phenylenediamine, and the problem of skin damage remains unresolved. Furthermore, the problem of skin damage (skin diseases) caused by substances other than diamines has not yet been resolved.

[0011] Furthermore, while hair dyes containing diamines such as phenylenediamine have high dyeing power, these diamines are difficult to remove from the scalp by washing the hair after dyeing (i.e., they are not easily removed by washing), and the diamines may come into contact with the scalp over time. This poor ease of removal by washing is another contributing factor to skin damage.

[0012] Therefore, there was a need to develop a hair treatment composition that could make it difficult for substances that cause skin diseases (components contained in hair dyes, etc.) to remain on the scalp, and that could easily wash away (improve the ease of washing and removal) substances that cause skin disorders, such as diamines (skin-damaging components).

[0013] The present invention has been made in view of the problems of the prior art, and its objective is to provide a hair treatment composition that can make it difficult for skin-damaging components, such as diamines in hair colorants, to remain on the scalp, can easily wash away skin-damaging components (improving ease of washing and removal), and can more firmly fix diamines to the hair. [Means for solving the problem]

[0014] According to the present invention, the following hair treatment composition is provided.

[0015] [1] Polyphenols and, Organic compounds having a carboxyl group, A surfactant component selected from the group consisting of nonionic surfactants and cationic surfactants, It contains, The polyphenol content is 0.00001 to 10.0% by mass. The content ratio of the aforementioned organic compound is 0.00001 to 5.0% by mass. A hair treatment composition in which the content ratio of the surfactant component is 0.01 to 50% by mass.

[0016] [2] The hair treatment composition according to [1] above, which is at least one of reducing skin damage and maintaining the treatment effect in drug treatment.

[0017] [3] Further, the hair treatment composition according to [1] above, which contains a terpenoid compound and the content ratio of the terpenoid compound is 0.00001 to 1.0% by mass.

[0018] [4] Further, the hair treatment composition according to [2] above, which contains a terpenoid compound and the content ratio of the terpenoid compound is 0.00001 to 1.0% by mass.

[0019] [5] The hair treatment composition according to [3] or [4] above, wherein the terpenoid compound has a carboxy group.

[0020] [6] The hair treatment composition according to any one of [1] to [4] above, wherein the organic compound has two or more carboxy groups.

[0021] [7] Further, the hair treatment composition according to any one of [1] to [4] above, which contains metals.

[0022] [8] The hair treatment composition according to [7] above, wherein the metals contain a metal belonging to the fourth period of the periodic table of elements.

[0023] [9] The hair treatment composition according to [8] above, wherein the metals are other than those containing only at least one of inorganic iron, inorganic silver, and inorganic copper.

[0024]

[10] Further, the hair treatment composition according to any one of [1] to [4] above, which contains at least one selected from the group consisting of polyethylene glycol, glyceride, and a compound having a glycerin polymer skeleton.

[0025] The hair treatment composition according to any one of [1] to [4], wherein the value of the ratio of the polyphenol to the surfactant containing the nonionic surfactant (polyphenol / surfactant containing the nonionic surfactant) is 1.0 or less.

Advantages of the Invention

[0026] The hair treatment composition of the present invention can make it difficult for skin-damaging components such as diamines in hair colorants and the like to remain on the scalp, can easily wash away the skin-damaging components such as diamines, and further has the effect of more firmly immobilizing diamines on the hair.

Brief Description of the Drawings

[0027] [Figure 1] It is an explanatory diagram showing the hue "Purple (P)" in the Munsell system.

Embodiments for Carrying Out the Invention

[0028] Hereinafter, embodiments of the present invention will be described. However, the present invention is not limited to the following embodiments, and it should be understood that those obtained by appropriately changing and improving the following embodiments based on the ordinary knowledge of those skilled in the art without departing from the spirit of the present invention also fall within the scope of the present invention.

[0029] (1) Hair treatment composition: One embodiment of the hair treatment composition of the present invention contains a polyphenol, an organic compound having a carboxy group, and a surfactant component selected from the group consisting of a nonionic surfactant and a cationic surfactant. And in the hair treatment composition of this embodiment, the content ratio of the polyphenol is 0.00001 to 10.0% by mass, the content ratio of the organic compound is 0.00001 to 5.0% by mass, and the content ratio of the surfactant component is 0.01 to 50% by mass.

[0030] The hair treatment composition of the present invention can be a composition for at least one of the following purposes: reducing skin damage during chemical treatment and prolonging the effect of said treatment.

[0031] For example, in hair dyeing treatments using hair colorants, it is possible to reduce the occurrence of skin damage caused by skin-damaging components contained in the hair colorant while maintaining the dyeing effect of the hair colorant.

[0032] The hair treatment composition of the present invention can make it difficult for skin-damaging components such as hair colorants to remain on the scalp, can easily wash away skin-damaging components (improving ease of washing and removal), and can also more firmly fix diamines to the hair.

[0033] In this specification, "skin-damaging component" refers to a substance that causes skin diseases such as irritant contact dermatitis and allergic contact dermatitis (contained in hair dyes, etc.), and examples include irritants such as hydrogen peroxide and compounds containing positively ionized nitrogen atoms such as diamines.

[0034] Specifically, the primary opportunity for skin-damaging components such as diamines to cause skin damage is during hair treatment with chemicals. For example, diamines, among the skin-damaging components, react with alkaline agents during hair treatment. However, after the reaction with the alkaline agent, diamines that remain in the hair without becoming fixed (residual diamines) come into contact with the scalp and cause skin damage. Similarly, other skin-damaging components besides diamines can also cause skin damage if they remain in the hair and come into contact with the scalp. Therefore, it is desirable to wash away skin-damaging components such as diamines as soon as possible by shampooing. Secondly, diamines fixed to the hair by chemical treatments such as hair dyeing can detach from the hair over time due to sweat and shampooing after the treatment and come into contact with the scalp, causing skin damage. This detachment of diamines from the hair due to sweat and shampooing after hair treatment can be seen, for example, when washing hair at home after hair treatment. Furthermore, if hair is not washed thoroughly (or if the washing technique is poor), skin-damaging components such as diamines may remain in the hair.

[0035] As described above, there are two main ways in which skin-damaging components such as diamines can come into contact with the scalp and cause skin damage. In either of these cases, reducing the residue and contact of skin-damaging components such as diamines with the scalp can suppress the occurrence of skin damage.

[0036] Therefore, according to the hair treatment composition of the present invention, it is possible to reduce skin damage in hair coloring (hair dyeing treatment) using hair colorants, for example. Specifically, it is possible to capture skin-damaging components such as residual diamines and prevent these components from coming into contact with the skin (scalp). Furthermore, the hair treatment composition of the present invention can reduce the amount of diamines that separate from the hair over time (securely fix the diamines to the hair during hair treatment), and by appropriately removing skin-damaging components remaining on the scalp, it is possible to suppress the occurrence of skin damage caused by diamines separating from the hair over time. In addition, by securely fixing the diamines to the hair, for example in the case of hair dyeing treatment, the color of the dyed hair is less likely to fade and the dyed state can be maintained (dye maintenance).

[0037] (1-1) Polyphenols: Polyphenols are a general term for compounds that have two or more phenolic hydroxyl groups. Most polyphenols are derived from plants.

[0038] The polyphenol is not particularly limited as long as it is the above compound, but it can be a polyphenol having a 3,4-dihydroxyphenyl group or a polyphenol having a 3,4,5-trihydroxyphenyl group. With such a polyphenol, it is possible to further reduce the residue of skin-damaging components such as diamines in hair colorants on the scalp, make it easier to wash away the skin-damaging components (improves ease of washing and removal), and furthermore, make it possible to fix diamines more firmly to the hair.

[0039] Polyphenols include monomeric polyphenols and polymeric polyphenols. Specifically, monomeric polyphenols include flavonoids and non-flavonoids. Polymeric polyphenols include condensation-type and hydrolysis-type polyphenols.

[0040] Examples of flavonoids include epicatechin (including cyanidin and procyanidin), epigallocatechin, epicatechin gallate, and epigallocatechin gallate. Examples of non-flavonoids include those having a carboxyl group, such as tannic acid, gallic acid, ellagic acid, flavogalonic acid, chlorogenic acid, caffeic acid, rosmarinic acid, and chicoriic acid.

[0041] Furthermore, polyphenols can be used as plant extracts containing these polyphenols. In other words, at least a portion of the polyphenols in this invention may be polyphenols contained in plant extracts.

[0042] Examples of such plant extracts include: green tea leaf extract, rooibos extract, Geranium thunbergii flower / leaf / stem extract, witch hazel leaf extract, lemon balm leaf extract, Melia azadirachta leaf extract, lavender flower / leaf / stem extract, perilla leaf extract, sage leaf extract, Swertia japonica extract, myrtle fruit extract, butterfly pea flower extract, comfrey leaf extract, hawthorn extract, sansho pepper peel extract, olive leaf extract, jujube fruit extract, arnica flower extract, ivy leaf / stem extract, watercress extract, and mallow. Flower extracts, grape leaf extract, rosemary leaf extract, turmeric extract, bilberry leaf extract, peony extract, strawberry fruit extract, chrysanthemum flower extract, onion root extract, lobster coffee tree seed extract, sausage flower extract, chamomile flower extract, butterbur leaf / stem extract, linden flower extract, purple coneflower extract, cistanche tubulosa root extract, evening primrose flower extract, evening primrose seed extract, mate leaf extract, burnet extract, Aristotelia chilensis fruit extract, etc. are examples, but are not limited to these.

[0043] The polyphenol (total polyphenol) content in this plant extract can be calculated using the Forinthiokart method, based on the equivalent amount of (+)-catechins.

[0044] Furthermore, in this invention, two or more types of polyphenols can be used in combination.

[0045] While there are no particular restrictions on the average molecular weight of polyphenols, they can be, for example, between 100 and 50,000, preferably between 200 and 30,000, and even better between 250 and 10,000. By incorporating one or more polyphenols that meet the above ranges, it becomes more difficult for skin-damaging components such as diamines in hair colorants to remain on the scalp, these components can be easily washed away (improving ease of washing and removal), and furthermore, diamines can be more firmly fixed to the hair. The average molecular weight of polyphenols can be measured using methods such as size exclusion chromatography.

[0046] The polyphenol content is between 0.00001 and 10.0% by mass, can be between 0.00001 and 5.0% by mass, and can be between 0.00001 and 3.0% by mass, with a particularly good range being 0.0001 to 1.0% by mass. By setting the content within the above range, it is possible to make it difficult for skin-damaging components such as diamines in the hair colorant to remain on the scalp, making it easier to wash away these components (improving ease of washing and removal), and furthermore, to more firmly fix the diamines to the hair.

[0047] (1-2) Organic compounds: The organic compound has a carboxyl group, and may have two or more carboxyl groups. By including such an organic compound, skin-damaging components can be captured and made less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair. The upper limit for the number of carboxyl groups is three.

[0048] Examples of organic compounds include tartaric acid, lactic acid, citric acid, succinic acid, maleic acid, dimaleic acid, fumaric acid, glycolic acid, glyoxylic acid, malic acid, gluconic acid, glyceric acid, arginine acid, sebacic acid, itaconic acid, citraconic acid, adipic acid, and azelaic acid.

[0049] The organic compound content is 0.00001 to 5.0% by mass, can be 0.00001 to 3.0% by mass, and preferably 0.00001 to 1.0% by mass. By keeping it within this range, skin-damaging components can be captured and made less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair.

[0050] (1-3) Surfactant components: The surfactant component is selected from the group consisting of nonionic surfactants and cationic surfactants. By including such a surfactant component, skin-damaging components can be captured and made less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair.

[0051] (1-4a) Nonionic surfactants: Nonionic surfactants can be defined as those having the following basic structures: polyoxyethylene alkyl ethers, polyoxyethylene stearyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene polyhydric alcohol fatty acid esters, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid esters, glycol fatty acid esters, glycerin fatty acid esters, sorbitan fatty acid esters, sucrose fatty acid esters, polyglycerin fatty acid esters, and polyoxyethylene dimethicone copolymers.

[0052] Nonionic surfactants can have lipophilic units with 20 or fewer carbon atoms. Such nonionic surfactants allow for the early fixation of hair dyes to the hair during hair treatment.

[0053] (1-3b) Cationic surfactants: Cationic surfactants are polymers composed of cationic monomer units having, for example, aliphatic primary amino groups, secondary amino groups, tertiary amino groups, quaternary ammonium groups, amidine groups, guanidine groups, and quaternary nitrogen-containing heterocyclic residues.

[0054] The surfactant content is 0.01 to 50% by mass, can be 0.01 to 40% by mass, and preferably 0.01 to 30% by mass. By setting it within this range, skin-damaging components can be captured and made less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair.

[0055] The ratio of polyphenols to the total amount of surfactants containing nonionic surfactants (polyphenol / surfactant containing nonionic surfactant) can be 1.0 or less. Furthermore, it is preferable to have a ratio of 0.5 or less, even preferable to 0.00001 to 0.2, and particularly preferable to 0.0001 to 0.15. By setting the ratio within the above range, skin-damaging components can be captured and made less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair. Note that "surfactant" includes nonionic surfactants, and other than nonionic surfactants, it can also refer to those similar to those conventionally known to be included in hair treatment agents (shampoos, conditioners, etc.).

[0056] (1-4) Terpenoid compounds: The hair treatment composition of the present invention may further contain a terpenoid compound, the content of which may be 0.00001 to 1.0% by mass. By including such a terpenoid compound, the reaction between the hair treatment composition and skin-damaging components can be promoted.

[0057] Examples of terpenoid compounds include monoterpenoids, sesquiterpenoids, diterpenoids, triterpenoids, and tetraterpenoids.

[0058] Monoterpenoids consist of 2 isoprene units, sesquiterpenoids of 3 isoprene units, diterpenoids of 4 isoprene units, and triterpenoids of 6 isoprene units. Tetraterpenoids, on the other hand, consist of 8 isoprene units.

[0059] Furthermore, the terpenoid compound may have a carboxyl group. In other words, a terpenoid compound having a carboxyl group in its molecule can be used. Such a terpenoid compound can further promote the reaction between the hair treatment composition and the skin-damaging component.

[0060] Examples of terpenoid compounds having a carboxyl group include camphoric acid, abietic acid, fusidic acid, helvonic acid, betulinic acid, glycyrrhizic acid, glycyrrhetinic acid, oleanolic acid, oleanonic acid, and ursolic acid.

[0061] The content of the terpenoid compound can be 0.00001 to 1.0% by mass, and more preferably 0.00001 to 0.5% by mass, with a particularly good range being 0.00001 to 0.1% by mass. By setting the content within this range, the dye of the hair colorant can be fixed to the hair quickly after hair treatment.

[0062] Furthermore, the terpenoid compound may be one contained in a plant extract. In other words, a plant extract containing a predetermined amount of the above-mentioned terpenoid compound may be used instead of the terpenoid compound. Examples of such plant extracts include ginkgo leaf extract, plum fruit extract, ginseng root extract, olive leaf extract, orange juice, licorice root extract, sansho pepper peel extract, soapwort leaf extract, hawthorn extract, perilla leaf extract, sage leaf extract, swertia japonica extract, myrtle fruit extract, jujube fruit extract, bitter orange peel extract, loquat leaf extract, grape leaf extract, prune extract, lemon fruit extract, soapberry peel extract, lemon balm leaf extract, Melia azadirachta leaf extract, lavender flower / leaf / stem extract, apple peel extract, rosemary leaf extract, and Sanguisorba officinalis extract.

[0063] (1-5) Metals: The hair treatment composition of the present invention may further contain metals, where "metals" refers to compounds that fall under any of the following categories: inorganic metals, organometallic compounds, and organic substances (organometallic complexes) that form complexes with organometallic compounds. By including these metals, skin-damaging components can be captured and made less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair, and for example, in the case of hair dyeing, the dye of the hair colorant can be fixed to the hair earlier during the hair treatment.

[0064] Examples of metals include chlorophyll, hematin, porphyrin compounds such as (chlorophyllin / iron) complexes, calcium aspartate, calcium ascorbate, calcium alginate, calcium caseinate, calcium carrageenan, calcium carboxymethylcellulose, calcium chitosan, calcium citrate, calcium gluconate, PCA-Mn, magnesium citrate, magnesium aspartate, magnesium ascorbate, magnesium gluconate, PCA-Al, aluminum citrate, aluminum glycine, aluminum gluconate, aluminum aspartate, aluminum chloride, aluminum lactate, aluminum hydroxide, magnesium aspartate, magnesium (ascorbic acid / PCA)magnesium, PCA-Mg, magnesium PEG-3 cocamide sulfate, magnesium ascorbyl phosphate (magnesium / potassium), magnesium ascorbyl phosphate (magnesium / sodium), magnesium ascorbyl phosphate (magnesium / zinc), magnesium ascorbate, and asparagus. Examples include arginate (K / Mg), aspartate (zinc / Mg), magnesium citrate, magnesium cocoyl methyl taurate, magnesium salicylate, magnesium dilauroyl glutamate, zinc gluconate, zinc citrate, zinc succinate, zinc maleate, zinc ascorbate, zinc glycine, zinc PCA, copper (lysine / proline), EDTA-2Na / copper, copper PCA, copper aspartate, copper gluconate, copper tripeptide, copper sulfate, iron citrate, iron gluconate, Saccharomyces / iron culture, iron hexapeptide, pentetate (ammonium / iron), pentetate (diammonium / iron), iron lactate, silver nitrate, silver sulfate, ethylbisiminomethylguaiacol manganese chloride, iron tetracarboxyphthalocyanine, zinc phthalocyanine tetracarboxylate, and copper phthalocyanine.

[0065] The metals used may include metals belonging to the fourth period of the periodic table, and furthermore, may not contain at least one of inorganic iron, inorganic silver, and inorganic copper. These metals can capture skin-damaging components, making them less likely to remain on the scalp, and these skin-damaging components can be easily washed away. Furthermore, diamines can be more firmly fixed to the hair, for example, in the case of hair dyeing, the dye of the hair colorant can be fixed to the hair earlier during the hair treatment.

[0066] The metal content can be between 0.000001 and 5.0% by mass, preferably between 0.000001 and 1.0% by mass, and even better between 0.000001 and 0.5% by mass. By setting the content within the above range, it becomes more difficult for diamines in the hair colorant to remain on the scalp, and these diamines can be washed away more easily.

[0067] (1-6) Polyethylene glycol, etc.: The hair treatment composition of the present invention may further contain at least one compound selected from the group consisting of polyethylene glycol, glycerides, and compounds having a glycerin polymer skeleton (such as polyethylene glycol).

[0068] (1-6a) Polyethylene glycol: Examples of polyethylene glycol include PEG12, PEG20, PEG32, PEG40, PEG75, PEG150, PEG240, PEG400, PEG-2M, PEG-5M, PEG-7M, PEG-9M, PEG-14M, PEG-20M, PEG-23M, PEG-45M, PEG-65M, PEG-90M, PEG-115M, PEG-160M, and PEG-180M.

[0069] (1-6b) Glycerides: Glycerides are a concept that encompasses monoglycerides, diglycerides, and triglycerides. Specifically, examples include glycerin fatty acid esters, diglyceryl fatty acid esters, triglycerin fatty acid esters, glyceryl isostearate, PEG glyceryl isostearate, glyceryl triisostearate, PEG glyceryl triisostearate, glyceryl stearate, PEG glyceryl stearate, glyceryl diisostearate, PEG glyceryl diisostearate, (caprylic / capric acid) PEG glyceryl, glyceryl undecylenate, glyceryl olive oil fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene hydrogenated castor oil, soybean oil, cottonseed oil, rapeseed oil, sesame oil, corn oil, peanut oil, saffron oil, and olive oil.

[0070] (1-6c) Compounds having a glycerol polymer skeleton: Examples of compounds having a glycerin polymer skeleton include polyglycerin fatty acid esters, polyglycerin fatty acid ethers, polyglyceryl pentahydroxystearate, polyglyceryl pentaoleate, polyglyceryl pentastearate, polyglyceryl heptahydroxystearate, polyglyceryl heptaoleate, polyglyceryl heptastearate, polyglyceryl caprylate, polyglyceryl laurate, polyglyceryl polyricinoleate, polyglyceryl palmitate, polyglyceryl oleate, polyglyceryl myristate, polyglyceryl stearate, polyglyceryl ricinoleate, polyglyceryl decaisostearate, and polyglyceryl coconut oil fatty acid.

[0071] There are no particular restrictions on the average molecular weight of compounds such as polyethylene glycol; its lower limit may be 100 or 300. For example, the upper limit for the average molecular weight of polyethylene glycol can be 10,000,000.

[0072] The content of polyethylene glycol and other compounds can be 0.00001 to 10% by mass, preferably 0.00001 to 5% by mass, and even better 0.0001 to 5% by mass. By setting the content within the above range, it is possible to further reduce the amount of diamines in the hair colorant remaining on the scalp, and to wash away those diamines more easily.

[0073] (1-7) Other ingredients: The hair treatment composition of the present invention may further contain other components in addition to the above-mentioned components.

[0074] Other ingredients may be selected and added as appropriate from those commonly used in conventional hair treatment compositions. Examples include conditioning agents, moisturizers, alcohols, film-forming agents, penetration enhancers, thickeners, pH buffers, preservatives, antioxidants, anionic surfactants, amphoteric surfactants, and chelating agents.

[0075] The content of other components can be 0.00001 to 50% by mass, preferably 0.0001 to 40% by mass, and even better 0.00001 to 30% by mass.

[0076] (2) Method for producing a hair treatment composition: The hair treatment composition of the present invention can be prepared by employing conventionally known methods as appropriate. Specifically, each component (polyphenol, terpenoid compound, and organic compound having a carboxyl group) was added to a mixing container under an atmosphere of 25°C to obtain a mixed solution. Then, a surfactant component dissolved in water at 50°C was added little by little to the surfactant solution, which had been allowed to cool to room temperature, to obtain a mixed solution. In this way, the hair treatment composition can be obtained.

[0077] (3) Use of hair treatment composition: The hair treatment composition of the present invention removes skin-damaging components, including diamines, used during hair treatment (chemical treatment), from the hair, and further firmly fixes diamines that have been immobilized on the hair. It is a composition that can be used for at least one of the following purposes: removal of skin-damaging components (such as diamines) and immobilization of diamines (maintaining the colored state in the case of hair dyeing). There are no particular restrictions on its use, but it can be used as a lotion, emulsion, gel, cream, mist, oil, oil gel, multilayer lotion, cleansing agent, conditioning agent, treatment, protective agent, etc. [Examples]

[0078] The present invention will be described in detail below based on examples, but the present invention is not limited to these examples.

[0079] (Examples 1-84, Comparative Examples 1-16) Hair treatment compositions were prepared by blending each component and its proportion (mass %) as shown in Tables 1 to 10. Subsequently, the prepared hair treatment compositions (treatment solutions) were evaluated as described below.

[0080] (Precipitation of skin-damaging components) An alkaline diamine oxide solution (paraphenylenediamine 0.5%, monoethanolamine 10ml, ammonia 5ml, hydrogen peroxide 3.5%, ethanol 30%, residue water, pH 10), which is a model solution for hair colorants, was added to 5ml of each treatment solution to prepare the test solution. After standing for 5 hours, the presence or absence of precipitate in the test solution was visually checked. If precipitate was observed, it was marked as "OK," and if no precipitate was observed, it was marked as "NG."

[0081] The confirmation of precipitation in this evaluation means that the treatment solution has captured skin-damaging components, including diamines, in the diamine oxide solution (hair colorant model solution). Therefore, if the product is in the hair, it can prevent skin-damaging components such as diamines from coming into contact with the scalp. Furthermore, this precipitate containing the captured skin-damaging components will be washed away by shampooing. As a result, skin damage (such as scalp inflammation and allergies) caused by skin-damaging components such as diamines can be reduced when using hair colorants.

[0082] (Reaction rate (precipitation formation time)) The time it took for precipitates (containing skin-damaging components such as diamines) to form (reaction rate) was evaluated by visual inspection. The evaluation criteria were as follows:

[0083] If precipitate is observed within 1 minute of the start of the reaction, it is classified as "SS"; if precipitate is observed more than 1 minute but within 5 minutes of the start of the reaction, it is classified as "S"; if precipitate is observed more than 5 minutes but within 1 hour of the start of the reaction, it is classified as "A"; if precipitate is observed more than 1 hour but within 3 hours of the start of the reaction, it is classified as "B"; and if precipitate is observed more than 3 hours after the start of the reaction, it is classified as "C". "Precipitation" is defined as the formation of a layer at the bottom of the test tube (10 ml) with a thickness of 1 mm or more.

[0084] This evaluation further assesses the removal rate of components contained in the diamine solution. In other words, for hair coloring performed in salons or at home, it is desirable to capture a large amount of skin-damaging components, including diamines, in a short amount of time. The observation of precipitation in a short time in this evaluation means that a large amount of skin-damaging components can be captured in a short amount of time.

[0085] (Colored water leakage) Bleached human hair was rinsed once with water, then a commercially available shampoo (pH 6.5) containing each treatment solution was prepared. 5 ml of this shampoo was used to wash the hair, and then it was rinsed with water to create test washed hair. After thoroughly removing the water from this test washed hair, it was rinsed with 35°C water for 1 minute, and the degree of color of the water from which the dye had leached out (colored water) was evaluated. Specifically, the color of the colored water was evaluated using the Munsell system purple as shown in Figure 1.

[0086] The evaluation criteria were as follows: a saturation of 0 and a brightness of 9.5 was rated "S", a saturation of 1 and a brightness of 9 was rated "A", a saturation of 2 and a brightness of 9 was rated "B", and a saturation of 2 and a brightness of 8 or less (darker than saturation of 2 and a brightness of 8) was rated "C".

[0087] Furthermore, while diamines adhere to the hair surface during hair dyeing, these diamines gradually detach from the hair over time. These diamines that detach from the hair over time can then continuously come into contact with the scalp, causing skin damage. In other words, skin damage can occur in two ways: when diamines that did not adhere to the hair during the hair dyeing process come into contact with the scalp (primary contact), and when diamines that were attached to the hair (weakly attached to the hair) gradually detach over time and come into contact with the scalp (secondary contact).

[0088] This evaluation tests the possibility of skin damage caused by secondary contact. If the colored water is lighter (more transparent), it means that fewer diamines separate from the hair over time, and therefore, skin damage is less likely to occur due to secondary contact.

[0089] (stability) The treatment solution used for evaluating "precipitation of skin-damaging components" was allowed to stand for one hour, and its condition was visually inspected. The stability of the treatment solution (liquid storage capability) was evaluated according to the following criteria: "S" if it remained in a clear, solubilized state, "A" if it was slightly cloudy, "B" if some precipitate was present, and "C" if large precipitates were formed.

[0090] Table 2 shows examples using various polyphenols. Tables 3 and 4 show examples using various terpenoids. Table 5 shows examples using various carboxylic acids. Tables 6 and 7 show examples using various nonionic compounds. Table 8 shows examples using various metals. Table 9 shows examples using various PEGs. Table 10 shows examples using various cations.

[0091] [Polyphenols] (1) Tannic acid, manufactured by Hayashi Pure Chemical Industries, Ltd. (average molecular weight 1701.19) (2) Tea catechins (polyphenol content 70% by mass) (average molecular weight 290.26) (3) Epigallocatechin gallate (polyphenol content 71% by mass) (average molecular weight 458.37) (4) Witch hazel extract (witch hazel tannin) (polyphenol content 0.55% by mass) (average molecular weight 484.36) (5) Gallic acid (average molecular weight 170.12) (6) Butterfly pea flower extract (Ternatin A1) (Polyphenol content 12% by mass) (Average molecular weight 2108.858)

[0092] [Terpenoid compounds] (Monoterpenes) (1) Linanol, manufactured by Tokyo Chemical Industry Co., Ltd. (2) Linalyl acetate, manufactured by Tokyo Chemical Industry Co., Ltd. (3) Thymol, manufactured by Tokyo Chemical Industry Co., Ltd. (4) Camphoric acid, manufactured by Tokyo Chemical Industry Co., Ltd.

[0093] (Diterpenes) (1) Stevioside, manufactured by Tokyo Chemical Industry Co., Ltd. (2) Abietic acid, manufactured by Tokyo Chemical Industry Co., Ltd.

[0094] (Sesquiterpenes) (1) Farnesol, manufactured by Tokyo Chemical Industry Co., Ltd. (2) Bisabolol, manufactured by Tokyo Chemical Industry Co., Ltd. (3) Abscisic acid, manufactured by Tokyo Chemical Industry Co., Ltd.

[0095] (Triterpene) (1) Saponin, manufactured by Tokyo Chemical Industry Co., Ltd. (2) Dipotassium glycyrrhizinate, Maruzen Pharmaceutical Co., Ltd. (3) Betulinic acid, manufactured by Tokyo Chemical Industry Co., Ltd. (4) Fulvolic acid, manufactured by Tokyo Chemical Industry Co., Ltd. (5) Oleanolic acid, manufactured by Tokyo Chemical Industry Co., Ltd. (6) Glycyrrhizic acid, manufactured by Tokyo Chemical Industry Co., Ltd. (7) Ursolic acid, manufactured by Tokyo Chemical Industry Co., Ltd. (8) Corosolic acid, manufactured by Tokyo Chemical Industry Co., Ltd.

[0096] [Carboxylic acid] (1) Tartaric acid, Ken-ei Pharmaceutical Co., Ltd. (2) Lactic acid, Fujii Pharmaceutical Co., Ltd. (3) Citric acid, Hayashi Pure Chemical Industries, Ltd.

[0097] [Nonionic surfactant] (1) (C12,14) Palace 12, manufactured by Nikko Chemicals Co., Ltd. (2) PEG-8 (caprylic / capric acid) glyceryl, Aoki Oil & Fat Co., Ltd. (3) Polyglyceryl 3 caprylate, manufactured by Nikko Chemicals Co., Ltd. (4) Polysorbate 20, manufactured by NOF Corporation (5) Polyglyceryl-10 laurate, manufactured by Nikko Chemicals Co., Ltd. (6) Polyglyceryl 10 myristate, manufactured by Sakamoto Pharmaceutical Co., Ltd. (7) Polyglyceryl-10 oleate, manufactured by Nikko Chemicals Co., Ltd. (8) Steares-25, manufactured by Nippon Emulsion Co., Ltd. (9) Octyldodeceth 25, manufactured by Nippon Emulsion Co., Ltd. (10) PEG-40 Hydrogenated Castor Oil, manufactured by Nikko Chemicals Co., Ltd. (11) Lauryl glucoside (40% nonionic, remainder water), manufactured by Kao Corporation. (12) PEG-60 Hydrogenated Castor Oil, manufactured by Nikko Chemicals Co., Ltd.

[0098] [Cationic surfactants] (1) Dialkyl(C12-18)dimonium chloride (cationic content 75%, remainder isopropanol aqueous solution), manufactured by Kao Corporation. (2) Cetrimonium chloride (30% cation content, remainder water), manufactured by Nikko Chemicals Co., Ltd. (3) Stearyl PG Dimethylamine (75% cation content, remainder stearyl alcohol), manufactured by Toho Chemical Industry Co., Ltd. (4) Steartrimonium chloride (cationic content 28%, remainder water), manufactured by Kao Corporation (5) Behentrimonium methosulfate (80% cation, remainder dipropylene glycol), manufactured by Croda Japan Co., Ltd.

[0099] [Anionic surfactants] (1) Sodium olefin (C14-16) sulfonate (anion 37%, residue water), Lion Specialty Chemicals Co., Ltd.

[0100] [Metals] (1) Magnesium chloride hexahydrate, manufactured by Fujii Pharmaceutical Co., Ltd. (2) Chlorophyll (green tea extract), manufactured by Life Foods Research Institute Co., Ltd. (3) Zinc glycine, manufactured by Nikko Chemicals Co., Ltd. (4) PCA zinc, manufactured by AJINOMOTO DO BRASIL INDUSTRIA E COMERCIO DE ALIMENTOS Ltda. (5) Calcium chloride, manufactured by Hayashi Pure Chemical Industries, Ltd. (6) Mn(II) chloride tetrahydrate, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (7) Copper(II) sulfate, manufactured by Hayashi Pure Chemical Industries, Ltd. (8) Iron(III) chloride hexahydrate, manufactured by Nacalai Tesque Co., Ltd. (9) Grossfilin P (PD) (hematin-containing solution), manufactured by Ichimaru Falcos Co., Ltd. (10) Silver(I) nitrate, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.

[0101] [PEG] (1) Polyethylene glycol 4000, abbreviation; PEG-75, manufactured by NOF Corporation. (2) Polyethylene glycol 300, abbreviated as PEG-6, manufactured by Sanyo Chemical Industries, Ltd. (3) Polyethylene glycol 600, abbreviation; PEG-12, manufactured by NOF Corporation (4) Polyethylene glycol 1000, abbreviation; PEG-20, manufactured by NOF Corporation (5) Polyethylene glycol 2000, abbreviation; PEG-40, manufactured by NOF Corporation. (6) Polyethylene glycol 11000, abbreviation; PEG-240, manufactured by NOF Corporation.

[0102] [Table 1]

[0103] In Tables 1 to 10, the "polyphenol / surfactant ratio" represents the ratio of polyphenols to the total amount of surfactants (polyphenols / surfactant containing at least one selected from the group consisting of nonionic surfactants, cationic surfactants, and anionic surfactants). The polyphenol value is converted to the polyphenol content, and the same applies to nonionic surfactants, cationic surfactants, and anionic surfactants.

[0104] [Table 2]

[0105] Furthermore, when the polyphenol (tannic acid) content was 15% by mass, it was not possible to prepare a treatment solution (hair treatment composition).

[0106] [Table 3]

[0107] [Table 4]

[0108] [Table 5]

[0109] [Table 6]

[0110] [Table 7]

[0111] [Table 8]

[0112] In Table 8, Example 62 uses "Grosfilin P(PD)" manufactured by Ichimaru Falcos Co., Ltd. as "hematin," and the blending ratio is shown as a value converted to the amount of "hematin."

[0113] [Table 9]

[0114] [Table 10]

[0115] As can be seen from Examples 1 to 84 and Comparative Examples 1 to 16 above, the hair treatment composition of this embodiment can make it difficult for skin-damaging components such as diamines in hair colorants to remain on the scalp, and these diamines can be easily washed away. Furthermore, the diamines can be more firmly fixed to the hair, and in coloring as in this embodiment, the dye of the hair colorant fixes to the hair quickly after hair treatment. [Industrial applicability]

[0116] The hair treatment composition of the present invention can be used as a composition for treating hair by chemical reaction treatments such as hair dyeing.

Claims

1. Polyphenols and Organic compounds having a carboxyl group, A surfactant component selected from the group consisting of nonionic surfactants and cationic surfactants, It contains, The polyphenol content is 0.00001 to 10.0% by mass. The content ratio of the aforementioned organic compound is 0.00001 to 5.0% by mass. A hair treatment composition wherein the content ratio of the surfactant component is 0.01 to 50% by mass.

2. The hair treatment composition according to claim 1, which is for reducing skin damage during drug treatment and for prolonging the effect of said treatment, at least one of the above.

3. Furthermore, the hair treatment composition according to claim 1, further containing a terpenoid compound, wherein the content of the terpenoid compound is 0.00001 to 1.0% by mass.

4. Furthermore, the hair treatment composition according to claim 2, wherein it contains a terpenoid compound, and the content of the terpenoid compound is 0.00001 to 1.0% by mass.

5. The hair treatment composition according to claim 3 or 4, wherein the terpenoid compound has a carboxyl group.

6. The hair treatment composition according to any one of claims 1 to 4, wherein the organic compound has two or more carboxyl groups.

7. Furthermore, the hair treatment composition according to any one of claims 1 to 4, further containing metals.

8. The hair treatment composition according to claim 7, wherein the metals include metals belonging to the fourth period of the periodic table.

9. The hair treatment composition according to claim 8, wherein the metals are other than those containing only one of inorganic iron, inorganic silver, and inorganic copper.

10. Furthermore, the hair treatment composition according to any one of claims 1 to 4 contains at least one selected from the group consisting of polyethylene glycol, glyceride, and compounds having a glycerin polymer skeleton.

11. The hair treatment composition according to any one of claims 1 to 4, wherein the ratio of the polyphenol to the surfactant containing the nonionic surfactant (polyphenol / surfactant containing the nonionic surfactant) is 1.0 or less.

Citation Information

Patent Citations

  • Hair coloring agent composition

    JP2021011437A