JP2019182830A - Hair treatment method - Google Patents

Abstract

To provide a hair treatment method capable of, for example, ameliorating the hair waviness accompanying aging by temporarily shaping the hair.SOLUTION: There is provided a hair treatment method comprising the following steps (i) and (ii) in order: step (i): a step of applying a composition containing the following component (A) to the hair [wherein, the broken line represents the presence or absence of a π bond, Rrepresents a hydroxyl group or an acetoxy group, Rrepresents a hydrogen atom or -COOR (R is a hydrogen atom, a methyl group or an ethyl group) and Rrepresents a hydrogen atom, an acetyl group, a methyl group or an ethyl group); and step (ii): a step of applying a shape to the hair at a temperature of less than 140°C.SELECTED DRAWING: None

Description

  The present invention relates to a hair treatment method.

Conventionally, an air oxidation type hair dye using 5,6-dihydroxyindole, 5,6-dihydroxyindoline or a derivative thereof, which is a melanin precursor, is known as a hair dye for white hair dyeing. Since these melanin precursors do not use an oxidizing agent, there are few hair damages even when used in hair dyes, and they are highly convenient as dyes for hair dyes.
For example, Patent Documents 1 to 3 disclose a composition containing the melanin precursor and a method for dyeing hair using the composition.

JP-A-63-258403 Japanese Patent Laid-Open No. 2-74680 Special table 2002-518424 gazette

By the way, it is known that the ratio of wavy hair (swelling hair) increases as an aging phenomenon of hair with aging. When such waviness increases, the hair is not well-organized and the gloss of the hair is also lowered. However, a method using a composition containing the melanin precursor for the purpose of improving hair undulation is not known.
An object of the present invention is to provide a hair treatment method capable of temporarily shaping hair and, for example, alleviating hair swell associated with aging.

The present inventor can solve the above-mentioned problems by a hair treatment method comprising sequentially applying a composition containing a predetermined melanin precursor to hair, and applying a shape to the hair at a predetermined temperature range. I found it.
That is, this invention relates to the hair processing method which has the following process (i) and process (ii) in order.
Step (i): Step of applying a composition containing the following component (A) to hair (A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of less than 140 ° C

  According to the hair treatment method of the present invention, the hair can be temporarily shaped, for example, the undulation of the hair accompanying aging can be alleviated and the cohesiveness of the hair can be improved.

[Hair treatment method]
The hair treatment method of the present invention (hereinafter also referred to as “method of the present invention”) has the following step (i) and step (ii) in order.
Step (i): Step of applying a composition containing the following component (A) to hair (A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of less than 140 ° C. The method of the present invention performs the above-mentioned predetermined step (i) and step (ii) in order to form the hair temporarily. For example, there is an effect that undulation of hair can be reduced.
The reason why the above effect can be obtained by the method of the present invention is considered as follows. Component (A) is a melanin precursor, and when it penetrates into hair and undergoes oxidative polymerization, it becomes a melanin polymer (melanin pigment). This melanin polymer is considered to have not only a hair dyeing effect, but also an effect of maintaining the shape imparted to the hair because pseudo plasticity is imparted to the hair containing the polymer.
Therefore, the step (i) is first performed to supply the component (A), which is a melanin precursor, to the hair, and then the step (ii) is performed, whereby the hair in the step (ii) depends on the plasticity of the hair containing the melanin polymer. It is presumed that the shape imparted to is easily maintained, and that the effect is enhanced when the temperature is applied.

(Process (i))
Step (i) is a step of applying to the hair a composition containing the following component (A).
(A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
The component (A) which is a melanin precursor is supplied to hair by process (i). The component (A) penetrates into the hair and then oxidatively polymerizes with oxygen in the air to form a melanin pigment (melanin polymer). After the component (A) is supplied to the hair in the step (i), if a shape is imparted to the hair under predetermined conditions in the step (ii), a high shape imparting effect is exhibited.

The composition used in the step (i) is not particularly limited as long as it contains the component (A). However, a hair cleanser such as shampoo, rinse, conditioning agent, treatment agent (including a type that does not wash away), styling agent, Examples include hair dyes and hair restorers. Among these, a rinse, a conditioning agent, a treatment agent, or a styling agent is preferable.
There is no restriction | limiting in particular in the dosage form of a composition, For example, it can be set as arbitrary dosage forms, such as a liquid form, foam form, paste form, cream form, solid form, powder form. From the viewpoint of applicability to hair, it is preferable to use a liquid, paste or cream.

<Component (A)>
The composition used in step (i) contains a component (A) which is a compound represented by the following general formula (1) or a salt thereof. Component (A) is a melanin precursor that is polymerized by air oxidation and converted into a melanin polymer (melanin pigment). The polymer has a shape-imparting effect on the hair after treatment, and as a hair dye. Also works.

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
The melanin precursor of the component (A) is an indole derivative or indoline derivative that is a compound represented by the general formula (1), or a salt thereof. In the present invention, one or a combination of two or more thereof is used. be able to. The component (A) is more preferably an indole derivative (that is, a π bond is present at the broken line portion in the general formula (1)) from the viewpoint of obtaining the effects of the present invention.
In view of availability of component (A) and shape-imparting effect on hair, in general formula (1), R ¹ is preferably a hydroxyl group, and R ² is preferably a hydrogen atom or —COOR (R is a hydrogen atom). , Methyl group or ethyl group), more preferably a hydrogen atom or —COOH. R ³ is preferably a hydrogen atom.

  Examples of the compound represented by the general formula (1) include 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, methyl 5,6-dihydroxyindole-2-carboxylate, 5,6- Dihydroxyindole-2-carboxylate, N-methyl-5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole-2-carboxylic acid, N-ethyl-5,6-dihydroxyindole, N-ethyl -5,6-dihydroxyindole-2-carboxylic acid, N-acetyl-5,6-dihydroxyindole, N-acetyl-5,6-dihydroxyindole-2-carboxylic acid, 5-acetoxy-6-hydroxyindole, 5 -Acetoxy-6-hydroxyindole-2-carboxylic acid, 5,6-dihydroxy Andrin, 5,6-dihydroxyindoline-2-carboxylic acid, methyl 5,6-dihydroxyindoline-2-carboxylate, ethyl 5,6-dihydroxyindoline-2-carboxylate, N-methyl-5,6-dihydroxyindoline N-methyl-5,6-dihydroxyindoline-2-carboxylic acid, N-ethyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline-2-carboxylic acid, N-acetyl-5, Examples include 6-dihydroxyindoline, N-acetyl-5,6-dihydroxyindoline-2-carboxylic acid, 5-acetoxy-6-hydroxyindoline, 5-acetoxy-6-hydroxyindoline-2-carboxylic acid, and the like.

Examples of the salt of the compound represented by the general formula (1) include hydrochloride, hydrobromide, sulfate, phosphate, acetate, propionate, lactate, and citrate of the compound. Among them, hydrobromide is preferable from the viewpoint of availability.
In the general formula (1), when R ² is —COOH, the salt of the compound represented by the general formula (1) is a carboxylate salt (R ² is —COO ⁻ X ⁺ (X ⁺ is Na ^And alkali metal ions such as ⁺ and K ⁺ , alkaline earth metal ions such as Ca ⁺ and Mg ⁺ , and cations such as ammonium ions).

From the viewpoint of imparting shape to hair and hair dyeability, the component (A) includes 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 5,6-dihydroxyindoline, 5,6- One or more selected from the group consisting of dihydroxyindoline-2-carboxylic acid and salts thereof are preferred, 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, and 5,6 1 type or 2 or more types selected from the group consisting of -dihydroxyindoline hydrobromide is more preferable, 1 type selected from the group consisting of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid Or 2 types are more preferable, and from the viewpoint of the shape imparting effect to hair and the balance of hair dyeing properties, 5,6-dihydroxy And still further preferably a combination of indole and 5,6-dihydroxyindole-2-carboxylic acid.
When 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid are used in combination, the molar ratio is preferably in the range of 50:50 to 99: 1, and 80:20 to 99: 1. More preferably, the range is 85:15 to 95: 5. When the molar ratio of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid is in the above range, the shape-imparting effect on hair and the hair dyeing property are further improved.
The molar ratio of 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid can be quantified by reverse phase HPLC.

  The content of the component (A) in the composition is preferably 0.02% by mass or more, more preferably 0.05% by mass or more, and still more preferably 0, from the viewpoint of the effect of imparting shape to hair and the hair dyeability. From the viewpoint of economy, it is preferably 5% by mass or less, more preferably 3% by mass or less, still more preferably 2% by mass or less, and still more preferably 1% by mass or less.

[Alkaline agent]
The composition used in step (i) preferably contains an alkaline agent. The alkaline agent swells the hair, opens the cuticle, penetrates the component (A) and the like into the interior of the hair, promotes the polymerization reaction of the component (A) in the hair, reduces hair coloring, swells the hair, Has the effect of improving unity. As an alkaline agent, if it is an alkaline agent used for a normal hair dye, it can be especially used without a restriction | limiting.
Examples of the alkaline agent include ammonia; alkanolamines such as mono-, di- or trimethanolamine, mono-, di- or triethanolamine; methylamine, dimethylamine, ethylamine, diethylamine, N-methylethylamine, propyl Examples include alkylamines such as amine and butylamine; aralkylamines such as benzylamine; inorganic alkali compounds such as sodium hydroxide and potassium hydroxide, and one or more of these can be used. The carbon number of the alkanolamine, alkylamine, or aralkylamine is preferably 10 or less, more preferably 8 or less, from the viewpoint of water solubility.
Among these, from the viewpoint of allowing the component (A) to penetrate into the hair, the alkaline agent is one or two selected from the group consisting of ammonia, alkanolamine, alkylamine, aralkylamine, sodium hydroxide, and potassium hydroxide. More than one species are preferred, more preferably one or more of ammonia and alkanolamine, more preferably monoalkanolamine, and even more preferably monoethanolamine.

  The content of the alkaline agent in the composition allows the component (A) and the like to penetrate into the hair and promotes the polymerization reaction of the component (A) in the hair, thereby reducing hair dyeing properties, hair swell, and coherence. From the viewpoint of improving the property, preferably 0.01% by mass or more, more preferably 0.1% by mass or more, further preferably 0.5% by mass or more, and from the viewpoint of suppressing irritation, preferably 10% by mass. % Or less, more preferably 7.5% by mass or less, and further preferably 5% by mass or less.

[PH adjuster]
The composition used in the step (i) is a viewpoint that promotes the polymerization reaction in the hair of the component (A) by adjusting to the optimum pH range for the polymerization of the component (A), and enhances the shape imparting effect on the hair. From the above, a pH adjusting agent can be contained. When the composition used in step (i) contains the alkali agent, a protonating agent is preferable as the pH adjuster used in the present invention. The protonating agent may be either a monobasic acid or a polybasic acid, and may be any of an organic acid (having 1 to 8 carbon atoms, excluding ascorbic acid) and an inorganic acid. Examples of the protonating agent include one or more selected from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, and citric acid, and 1 selected from the group consisting of phosphoric acid and citric acid. Species or two are more preferred.

  When using a pH adjuster, the content is not particularly limited as long as the pH of the composition can be adjusted to a desired range, but is preferably 0.05% by mass or more, more preferably 0.1% by mass. As mentioned above, More preferably, it is 0.2 mass% or more. Moreover, from a viewpoint of prescription stability, Preferably it is 5.0 mass% or less, More preferably, it is 4.0 mass% or less, More preferably, it is 3.5 mass% or less.

[PH]
The pH of the composition used in step (i) allows the component (A) and the like to penetrate into the hair and promotes the polymerization reaction of the component (A) in the hair, from the viewpoint of the effect of imparting shape to the hair, From the viewpoint of hair dyeability, relaxation of hair undulation, and improvement in cohesiveness, it is preferably 8.0 or more, more preferably 8.5 or more, and still more preferably 9.0 or more. This is because component (A), which is a melanin precursor, reacts with oxygen in the air under basic conditions and easily polymerizes. The pH is preferably 12.0 or less, more preferably 11.0 or less, and even more preferably 10.5 or less, from the viewpoint of improving hair dyeability and suppressing damage to hair.
The pH is a measured value at 25 ° C., and can be specifically measured by the method described in Examples.

〔Antioxidant〕
The composition used in step (i) preferably contains an antioxidant. When the antioxidant is contained, the oxidative polymerization of the component (A) that occurs outside the hair can be suppressed, so that the effect of imparting shape to the hair is further improved.
Examples of the antioxidant include sulfurous acid, ascorbic acid, L-cysteine, N-acetyl-L-cysteine, and salts thereof. From the viewpoint of stabilizing the component (A), the effect of imparting shape to the hair, and improving the hair dyeability, one or more selected from the group consisting of sulfurous acid, ascorbic acid and their salts are preferred.
When the antioxidant is used, the content thereof is preferably 0.05% by mass or more, more preferably 0.1% by mass, still more preferably 0.5% by mass or more, and still more preferably 0.00% by mass in the composition. It is 8% by mass or more, preferably 10% by mass or less, more preferably 5% by mass or less, and further preferably 2% by mass or less.

[Aqueous medium]
The composition used in step (i) usually contains an aqueous medium. Examples of the aqueous medium include water; lower alcohols such as ethanol and isopropyl alcohol; low molecular diols having 6 or less carbon atoms such as 1,3-butylene glycol, glycerin, ethylene glycol, and propylene glycol, and triols, and water is preferable. Although content of the aqueous medium in a composition can be suitably selected with the dosage form of a composition, it is the range of 1-95 mass% normally. In the case of using water as an aqueous medium, the content of water in the composition from the viewpoint of ease of application of the composition to the hair, stability when emulsified, relaxation of hair undulation, and improvement of cohesiveness Is preferably 50% by mass or more, more preferably 60% by mass or more, still more preferably 70% by mass, and preferably 95% by mass or less, more preferably 90% by mass or less.

  In addition to component (A), the composition used in step (i) may appropriately contain components usually used in hair cosmetics or hair dyes as long as the object of the present invention is not impaired. Examples of the component include dyes other than the component (A), surfactants, polymers, silicones, aromatic alcohols, oils, antidandruff agents, vitamins, bactericides, anti-inflammatory agents, antiseptics, chelating agents, Examples include humectants, pearl agents, ceramides, fragrances, ultraviolet absorbers and the like.

[Dyeing agents other than component (A)]
The composition used in step (i) may further contain a staining agent other than component (A). Examples of the dyeing agent include oxidation dyes (consisting of a precursor and a coupler) and direct dyes that are usually used for hair dyes.
The said dyeing agent other than a component (A) can use 1 type (s) or 2 or more types. Among the dyes, the precursors constituting the oxidation dye include paraphenylenediamine, toluene-2,5-diamine, paraaminophenol, 4-aminometacresol, 1-hydroxyethyl-4,5-diaminopyrazole, and salts thereof. Couplers include 2,4-diaminophenoxyethanol, metaaminophenol, 2-methyl-5-aminophenol, resorcin, 2-methylresorcin, 4-chlororesorcin, 1-naphthol, 2-amino-3-hydroxypyridine, 2- Amino-4- (β-hydroxyethyl) aminoanisole, and salts thereof are preferred.

When using a dyeing agent other than the component (A), the content thereof is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, in the composition from the viewpoint of improving hair dyeability. From the viewpoint of the effect of imparting shape to the hair, it is preferably 1% by mass or less, more preferably 0.5% by mass or less.
From the viewpoint of the effect of imparting shape to the hair, the content of the dyeing agent other than the component (A) in the composition is more preferably 0.05% by mass or less, still more preferably 0.03% by mass or less, and further Preferably it is 0.01 mass% or less, and it is still more preferable not to contain dyeing agents other than a component (A) substantially.

[Surfactant]
The composition used in step (i) may further contain a surfactant. When the surfactant is contained, the effect can be effectively exhibited when the composition is a hair cosmetic. Examples of the surfactant include an anionic surfactant, a cationic surfactant, an amphoteric surfactant, and a nonionic surfactant. When a surfactant is used, it preferably contains at least a nonionic surfactant when the composition is a treatment agent, styling agent or hair dye, and at least a cation when the composition is a rinse or conditioning agent. It is preferable to contain a surfactant. Moreover, when the composition is a hair cleanser such as shampoo, it preferably contains at least an anionic surfactant and further contains an amphoteric surfactant.

〔polymer〕
The composition used in step (i) can contain a polymer. As the polymer, one type or two or more types selected from the group consisting of an anionic polymer, a cationic polymer, and a nonionic polymer can be appropriately selected and used depending on the use of the composition, desired properties, and performance. . For example, when the composition is an agent that imparts a shape such as a styling agent, an anionic polymer is preferably contained from the viewpoint of forming a film on the surface of the hair and imparting shape maintenance.

≪Anionic polymer≫
As the anionic polymer used in the present invention, the structural unit represented by the following general formula (3) is used from the viewpoint of improving coatability and forming a film on the surface of the hair to improve the feel of the hair. The polymer (a) containing (hereinafter, also simply referred to as “polymer (a)”) is preferable.

[Wherein, R ⁴ represents a hydrogen atom or a carboxy group, and R ⁵ represents a hydrogen atom or a methyl group. ]
Although the polymer (a) containing the structural unit represented by the general formula (3) may contain other structural units, from the viewpoint of improving the coatability and the touch of the hair, The content of the structural unit represented by the general formula (3) in the polymer is preferably 20% by mass or more, more preferably 40% by mass or more, further preferably 50% by mass or more, and still more preferably 70% by mass. % Or more. The upper limit is 100% by mass.

  The weight average molecular weight of the anionic polymer is usually in the range of 1,000 to 1,000,000, preferably 10,000 or more, more preferably 20,000 or more, preferably 500,000 or less, more preferably Is 200,000 or less. The weight average molecular weight is a molecular weight in terms of polyethylene glycol measured by gel filtration chromatography (GPC).

Specific examples of the polymer (a) among the commercially available anionic polymers include carboxyvinyl polymers such as Carbopol 980 and 981 (above, Lubrizol Advanced Materials); (Metal) such as Diahold (Mitsubishi Chemical Corporation) ) Acrylic acid / (meth) acrylic acid ester copolymer; (alkyl acrylate // + size L-53P, L-75CB, L-9540B, L-6466, L-3200B (Kyoto Chemical Industry Co., Ltd.)) Diacetone acrylamide) copolymer AMP; acrylic acid / acrylic acid alkyl ester / alkyl acrylamide copolymer such as Ultrahold 8, Ultrahold Strong (BASF), Anformer V-42 (National Starch); Ruby Flex VBM35 (B SF Co.) polyvinyl pyrrolidone / acrylate / (meth) acrylic acid copolymers such as and the like.
In the case where a polymer is contained in the composition used in step (i), the content of the polymer improves the hair dyeing property, and in the case of an anionic polymer, the coating property is improved, and the hair feel is improved. From the viewpoint, in the composition, preferably 0.001% by mass or more, more preferably 0.005% by mass or more, further preferably 0.01% by mass or more, still more preferably 0.05% by mass or more, Preferably, it is 10 mass% or less, More preferably, it is 5 mass% or less, More preferably, it is 3 mass% or less, More preferably, it is 1 mass% or less.

[Coating process]
In step (i), a step of applying the composition to the hair (hereinafter also referred to as “application step”) is performed. By performing the application step, the component (A) can be permeated into the hair, and the shape-imparting effect on the hair can be expressed.
The composition may be applied to dry hair or wet hair, but is preferably applied to dry hair from the viewpoint of imparting a strong shape to the hair.
The method of applying the composition is not particularly limited, for example, a method of using a hand such as swallowing the composition into the hair, passing a hand comb through the hair, etc .; a method of using tools such as a brush, comb, brush, etc. The combination of is mentioned.
The temperature in the coating step is not particularly limited, but it is preferably 40 ° C. or lower, more preferably 35 ° C. or lower. Moreover, the temperature in an application | coating process becomes like this. Preferably the temperature in an application | coating process is 5 degreeC or more from a viewpoint of making the component (A) in a composition penetrate | infiltrate in hair and improving the shape provision effect to hair.

  The amount of the composition applied to the hair in the step (i) is such that the ratio of the bath to the mass of the hair (composition is from the viewpoint of enhancing the effect of imparting the shape to the hair by infiltrating the component (A) in the composition into the hair. Mass / hair mass), preferably 0.05 or more, more preferably 0.1 or more, and still more preferably 0.25 or more, and also prevents the composition from dripping from the hair. From the viewpoint of effectively penetrating (A) into the hair and enhancing the effect of imparting shape to the hair, it is preferably 1.5 or less, more preferably 1.25 or less. The hair to be treated may be at least part of the hair.

From the viewpoint of enhancing the effect of imparting shape to the hair by infiltrating the component (A) in the composition into the hair, the method of the present invention comprises the above composition between step (i) and step (ii). It is preferable to have the process of leaving hair for 1 minute or more in the state which apply | coated.
From the viewpoint of allowing the component (A) in the composition to penetrate into the hair, the standing time is more preferably 3 minutes or more, and even more preferably 5 minutes or more. Further, from the viewpoint of effectively performing the treatment, the leaving time is preferably 30 minutes or less.
The step of leaving the hair is preferably performed immediately after step (i) and before step (ii).
The temperature in the step of leaving the hair is not particularly limited, but is preferably 40 ° C. or lower, more preferably 35 ° C. or lower. Further, from the viewpoint of enhancing the effect of imparting shape to the hair by infiltrating the component (A) in the composition into the hair, it is preferably performed at a temperature of 10 ° C. or higher, more preferably 15 ° C. or higher.

The method of the present invention is a step of rinsing hair between steps (i) and (ii) from the viewpoint of removing the residue of the composition applied to the hair and enhancing the effect of imparting the shape of the hair (hereinafter referred to as “ It is preferable to include a “rinsing step”. In the rinsing step, for example, the composition applied to the hair in step (i) is washed away with water. When the step of leaving the hair is performed, it is preferable to perform a rinsing step thereafter.
After performing a rinsing process, you may perform the process of wash | cleaning hair further using the hair washing | cleaning agent etc. before process (ii) mentioned later.
Moreover, from a viewpoint of giving a shape to hair strongly at process (ii), after performing a rinse process, you may perform the process of drying hair before process (ii).

(Step (ii))
Step (ii) is a step of imparting shape to the hair at a temperature below 140 ° C. Specifically, it is a step of imparting a shape to the hair while applying a temperature of less than 140 ° C. to the hair or without applying a temperature. When the component (A) that has penetrated into the hair in the step (i) is polymerized in the hair, pseudo-plasticity is imparted to the hair containing the polymer, and then the step (ii) is performed. It is presumed that the shape imparted to is retained without being completely restored.
The temperature at which the shape is imparted to the hair in step (ii) is preferably 25 ° C. or higher, more preferably 45 ° C. or higher, further preferably 60 ° C. or higher, from the viewpoint of the effect of imparting shape to the hair. From the viewpoint of suppressing damage, it is preferably 100 ° C. or lower, more preferably 90 ° C. or lower, and further preferably 80 ° C. or lower.

The step of imparting shape to the hair in step (ii) (hereinafter also referred to as “shape imparting step”) may be performed on dry hair or wet hair.
There is no restriction | limiting in particular in the shape provided to hair in process (ii), What is necessary is just a shape different from the hair before the shape provision provided to process (ii). For example, a curl shape may be imparted to straight hair, and a shape with a undulation being relaxed may be imparted to hair having a swell. Here, “a shape in which the undulation is relaxed” refers to a shape in which the undulation is stretched to approximate a straight line, and the degree thereof is not limited and includes a straight shape.
Among these, the step (ii) in the present invention is preferably a step of imparting a shape in which the undulation is relaxed to the undulating hair at the above temperature.
The shape imparting method is not particularly limited, but it is preferable that the shape is imparted while extending at least the hair from the root toward the tip at the temperature. For example, a method of blow-drying while combing the hair, a method of sandwiching the hair with a hair iron set at the above temperature, and a method of imparting a shape to the hair while stretching it by sliding from the root of the hair toward the tip of the hair are mentioned. From the viewpoint of obtaining a shape-imparting effect, the method of blow drying while combing hair is preferably applied to wet hair, and the method using a hair iron is preferably applied to dry hair.
As a method of blow drying while combing the hair, specifically, the wet hair after towel drying is combed from the root of the hair to the tip of the hair with a hand comb, brush, comb, brush, etc. And a method of blowing air until the hair is dried with a dryer set to 1.
As a method using a hair iron, specifically, there is a method of sandwiching hair dried with a hair iron set to a temperature of less than 140 ° C. and imparting a shape to the hair while sliding it from the root of the hair to the tip of the hair. It is done. For example, when a flat-type hair iron is used, a shape in which the undulation of the hair is relaxed can be imparted by sliding it straight in the hair tip direction.
In order to relieve the undulation of the hair, it is possible to apply an appropriate tension from the root of the hair to the tip of the hair, and from the viewpoint of enhancing the shape imparting effect on the hair, it is preferable to use a method of blow drying while combing the hair, In this case, it is more preferable to use a brush or the like.
When step (ii) in the present invention is a step of imparting a curl shape to straight hair at the above temperature, as a shape imparting method, for example, a method of blow drying while winding hair around a roll brush, Examples thereof include a method of imparting a shape to the hair while winding the hair with a curling iron set to the above temperature. Among these, from the viewpoint of being able to apply an appropriate tension from the root of the hair to the tip of the hair and enhancing the effect of imparting the shape to the hair, a method of blow drying while applying tension from the root of the hair to the tip of the hair is preferable. More preferred is a method of blow-drying while wrapping around a roll brush.

  The hair treatment method of the present invention does not include a step of applying to the hair a hair treatment agent containing a reducing agent that chemically modifies hair proteins or a hair treatment agent having a pH of more than 12. The hair treatment method of the present invention can perform temporary shaping without damaging the hair. For example, the hair swell associated with aging can be alleviated and the cohesiveness of the hair can be improved.

In relation to the above-described embodiment, the present invention discloses the following hair treatment method.
<1> A hair treatment method having the following step (i) and step (ii) in order.
Step (i): Step of applying a composition containing the following component (A) to hair (A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of less than 140 ° C. <2> A hair treatment method comprising the following step (i) and step (ii) in this order.
Step (i): A step of applying a composition containing 0.02% by mass or more and 5% by mass or less of the following component (A) to hair (A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of 25 ° C. or higher and lower than 140 ° C. <3> A hair treatment method comprising the following step (i) and step (ii) in this order.
Step (i): A step of applying a composition containing 0.02% by mass to 5% by mass of the following component (A) and having a pH of 8.0 to 12.0 on hair (A) The following general formula ( 1) Compound represented by 1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of 25 ° C. or higher and lower than 140 ° C. <4> A hair treatment method comprising the following step (i) and step (ii) in this order.
Step (i): A step of applying a composition containing 0.02% by mass or more and 5% by mass or less of the following component (A) to hair (A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of 45 ° C. or more and less than 140 ° C. <5> A hair treatment method comprising the following step (i) and step (ii) in this order.
Step (i): A step of applying a composition containing 0.02% by mass to 5% by mass of the following component (A) and having a pH of 8.0 to 12.0 on hair (A) The following general formula ( 1) Compound represented by 1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of 45 ° C. or more and less than 140 ° C. <6> The ratio of the composition applied to the hair in step (i) is the bath ratio (mass of the composition). The hair treatment method according to any one of <1> to <5>, which is 0.05 to 1.5 in terms of (mass of hair).
<7> Between the step (i) and the step (ii), the step of leaving the hair for 1 minute to 30 minutes at a temperature of 40 ° C. or less with the composition applied <1> to <1. 6. The hair treatment method according to any one of 6>.
<8> The hair treatment method according to any one of <1> to <7>, further comprising a step of rinsing the hair between the step (i) and the step (ii).
<9> The hair treatment method according to any one of <1> to <8>, wherein the step (ii) is a step of imparting a shape in which undulation is relaxed to undulated hair.
<10> The hair treatment method according to any one of <1> to <9>, wherein step (ii) is a step of imparting a curled shape to straight hair.
<11> The hair treatment method according to any one of <1> to <10>, wherein the step (ii) is performed by blow drying while combing the hair.
<12> The hair treatment method according to any one of <1> to <10>, wherein the step (ii) is performed by pinching the hair with a hair iron.
<13> The hair treatment method according to any one of <1> to <12>, wherein the step (ii) is performed while extending the hair from the root toward the tip of the hair.
<14> The hair treatment method according to any one of <1> to <13>, wherein the composition is a hair cleanser, rinse, conditioning agent, treatment agent, styling agent, hair dye, or hair restorer.
<15> The following step (i) and step (ii) are included in order, and the following composition is applied between step (i) and step (ii) at a temperature of 10 ° C. or more and 40 ° C. or less. A hair treatment method comprising a step of leaving hair for 1 minute to 30 minutes and a step of rinsing the hair.
Step (i): A composition having the following component (A) of 0.02% by mass or more and 5% by mass or less and having a pH of 8.0 or more and 12.0 or less, and a bath ratio relative to the mass of hair (mass of the composition) (Mass of hair), and a step of applying to hair in an amount of 0.25 to 1.5 (A) a compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): While applying a temperature of 25 ° C. or higher and lower than 140 ° C., the hair was pinched with blow drying or a hair iron, and the undulation was eased with respect to the wavy hair while extending the hair from the root toward the tip of the hair. Step <16> for imparting shape to hair In the state where the following composition is applied between step (i) and step (ii) in the order of step (i) and step (ii) below, A hair treatment method comprising a step of leaving hair at a temperature of 40 ° C. or lower for 1 minute to 30 minutes and a step of rinsing the hair.
Step (i): A composition having the following component (A) of 0.02% by mass or more and 5% by mass or less and having a pH of 8.0 or more and 12.0 or less, and a bath ratio relative to the mass of hair (mass of the composition) (Mass of hair), and a step of applying to hair in an amount of 0.25 to 1.5 (A) a compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): A step of imparting a curl shape to straight hair by performing blow drying while applying tension from the root of the hair to the tip of the hair at a temperature of 25 ° C. or more and less than 140 ° C.

  EXAMPLES Hereinafter, although an Example demonstrates this invention, this invention is not limited to the range of an Example.

[PH measurement]
The pH at 25 ° C. of the hair treatment composition (hair cosmetic) was measured using a pH meter (F-51, manufactured by Horiba, Ltd.).

(Preparation of composition)
Hair treatment compositions A to H, which are hair cosmetics, were prepared by the following method. The prepared composition was stored in a nitrogen atmosphere, collected immediately before application to hair, and evaluated as described below.
Production Example 1 (Preparation of Composition A)
Among the components shown in Table 1, components other than the solution (A1), sodium sulfite and ascorbic acid were mixed and dissolved uniformly. Subsequently, the solution (A1), sodium sulfite, and ascorbic acid were added to the prepared solution under nitrogen atmosphere, and the composition A was prepared.

Production Example 2 (Preparation of Composition B [for comparison])
A composition B was prepared in the same manner as in Production Example 1 except that the solution (A1) was not added in Production Example 1.

Production Example 3 (Preparation of Composition C)
In Production Example 1, Composition C was prepared in the same manner as in Production Example 1 except that phosphoric acid was not added and an appropriate amount of monoethanolamine was added so that the pH of the composition was 7. .

Production Example 4 (Preparation of Composition D)
In Production Example 1, Composition D was prepared in the same manner as in Production Example 1 except that ascorbic acid was not added.

Production Examples 5 to 6 (Preparation of Compositions E and F)
In Production Example 1, Compositions E and F were prepared in the same manner as in Production Example 1 except that the solution (A2) or solution (A3) described later was used instead of the solution (A1).

Production Examples 7 to 8 (Preparation of compositions G and H)
Among the components shown in Table 1, components other than the solution (A1), sodium sulfite and ascorbic acid were mixed and dissolved uniformly. At this time, the oxidation dye X mentioned later about the composition G and the oxidation dye Y mentioned later about the composition H were added. Next, the solution (A1), sodium sulfite and ascorbic acid were added to the prepared solution under a nitrogen atmosphere to prepare compositions G and H.

The components listed in Table 1 are as follows. In addition, all the compounding quantities (mass%) of Table 1 are solid.
1) (A1); a solution prepared by the method described in Japanese Patent No. 5570161 (5,6-dihydroxyindole: 1% by mass, 5,6-dihydroxyindole-2-carboxylic acid: 0.14% by mass, (Ethanol: 20% by mass, water: balance)
2) (A2); 5,6-dihydroxyindole solution (manufactured by MATRIX SCIENTIFIC, 5,6-dihydroxyindole: 1% by mass, ethanol: 20% by mass, water: balance)
3) (A3); 5,6-dihydroxyindoline hydrobromide solution (manufactured by AK-scientific, 5,6-dihydroxyindoline hydrobromide: 1% by mass, ethanol: 20% by mass, water: remainder )
4) Oxidation dye X; toluene 2,5-diamine sulfate, paraaminophenol, metaaminophenol, resorcin, 2,4-diaminophenoxyethanol hydrochloride, 5-aminoorthocresol, paraphenylenediamine sulfate, 0.005 mass each % (Amount based on the total amount of the composition)
5) Oxidative dye Y; 2-methylresorcin, 4-aminometacresol, 2-amino-3-hydroxypyridine, 2-amino-4- (β-hydroxyethyl) aminoanisole sulfate, 4-chlororesorcin, 1- Naphthol, 1-hydroxyethyl-4,5-diaminopyrazole sulfate, 0.005 mass% each (amount based on the total amount of the composition)
6) Ascorbic acid; L-ascorbic acid crystal (manufactured by DSM Nutritional Products (UK) Ltd.)
7) Sodium sulfite; purified anhydrous sodium sulfite (manufactured by Daito Chemical Co., Ltd.)
8) Carboxyvinyl polymer; Carbopol 981 POLYMER (Lubrizol Advanced Materials, Inc.)
9) Monoethanolamine (Mitsui Chemicals)
10) Phosphoric acid; food additive 75% phosphoric acid (manufactured by Nippon Chemical Industry Co., Ltd., 75% by weight aqueous solution of phosphoric acid)

Examples 1 to 12, Comparative Examples 1 to 3 (hair treatment and evaluation)
[Evaluation hair bundle]
Using a Caucasian curly hair with no chemical treatment history, a hair bundle having a length of 30 cm and a weight of 0.5 g when a hair was lightly applied and straightened was produced. The hair bundle was washed with a shampoo having the following formulation, rinsed away, excess water was wiped off with a towel, and the hair bundle after being naturally dried under laboratory conditions for 12 hours was used for evaluation.
<Shampoo prescription> (mass%)
Sodium polyoxyethylene lauryl ether sulfate (Emar E-27C (Amount of active ingredient: 27% by mass), Kao Corporation) 57.4
Lauramide DEA (Aminone L-02, manufactured by Kao Corporation) 1.5
EDTA-2Na (Frost DS, manufactured by Daiichi Chemicals Co., Ltd.) 0.3
Phosphoric acid (adjusted to pH 7.0)
Purified water balance
Total 100
[Hair treatment method]
<Examples 1-5 and 7-10, Comparative Example 1>
0.5 g of the composition shown in Table 2 is applied to the dried evaluation hair bundle (step (i); however, in comparative example 1, it is referred to as step (i) ′), and the hair is uniformly blended for 1 minute. The composition was applied and allowed to stand at 30 ° C. for 5 minutes. Next, it was rinsed with tap water at 40 ° C. for 30 seconds and then towel-dried.
Set the air volume of the dryer (“Dyson” “HD01”) to “weak wind”, adjust the temperature of the air outlet to the temperature shown in Table 2, close the air outlet near the root of the hair bundle, roll Using a brush (“R-20” manufactured by Osaka Brush Co., Ltd.), step (ii) was performed by performing an operation of combing from the root of the hair bundle in the direction of the hair tip at a speed of 3 cm / sec. This operation is described in Table 2 as “Step (ii) (a)”.
<Example 6>
Step (i) was performed using composition A, and the same operation as in Example 1 was performed until the composition was rinsed away and towel-dried.
Next, it is air-dried at room temperature for 6 hours and sandwiched near the root of the hair bundle using a flat-type hair iron set at 130 ° C. (“CIS-W28N” manufactured by Cratz), and the hair from the root at a speed of 6 cm / sec. Step (ii) was performed by performing the operation of sliding forward three times. This operation is described as “Step (ii) (b)” in Table 2.
<Example 11>
Step (i) was carried out using Composition A, and after applying the composition to the hair for 1 minute, immediately after rinsing with 40 ° C. tap water for 30 seconds, the same procedure as in Example 1 was followed. The hair was treated.
<Example 12, Comparative Example 3>
Steps (i) (step (i) ′ in Comparative Example 3) are carried out using the compositions shown in Table 2, and Examples 1 to 5 and 7 to 10 are comparative examples until the composition is rinsed off and towel-dried. The same operation as 1 was performed.
Next, the air outlet of the dryer ("HD01" manufactured by Dyson) with the temperature and air flow set to "Weak wind" shown in Table 2 was brought into close contact with the base of the hair bundle at a speed of 10 cm / sec. The step (ii) was performed by performing an operation of combing with a finger in the direction of the hair tip 30 times. This operation is described in Table 2 as “Step (ii) (c)”.
<Comparative example 2>
The hair was treated in the same manner as in Example 1 except that step (ii) (a) was not performed.
[Shaping rate I]
The length of the hair bundle when the untreated evaluation hair bundle was lightly applied and straightened was defined as L (cm). The length of the longest part of the hair bundle after washing the untreated hair bundle for evaluation and air-drying is L ₀ (cm), and the length of the longest part of the hair bundle after the hair treatment in each example is L _1. (Cm), and the shape application rate I (%) was determined according to the following formula. L ₀ and L ₁ are the lengths measured without hanging the hair bundle from above and pulling it. That is, when the shape imparting rate I is 0%, there is no shape imparting effect, and the larger the value, the higher the effect. The results are shown in Table 2.
Shape application rate I (%) = (L ₁ −L ₀ ) / (L−L ₀ ) × 100

As is clear from Table 2, in Examples 1 to 12, in which hair treatment was performed in the order of step (i) and step (ii) using the composition containing component (A), the shape imparting effect on the hair Expressed.
In contrast, in Comparative Examples 1 and 3 in which the hair treatment was performed using the composition B that does not contain the component (A) in the step (i) and in the Comparative Example 2 in which the step (ii) was not performed, The shape imparting effect was not expressed.

Example 13, Comparative Example 4 (hair treatment and evaluation)
[Evaluation hair bundle]
Using Japanese straight hair with no chemical treatment history, a hair bundle having a length of 20 cm and a weight of 1 g when the hair was pulled and straightened was produced. The hair bundle was washed with the shampoo of the above formulation and rinsed, and then excess moisture was wiped off with a towel, and the hair bundle after being naturally dried under laboratory conditions for 12 hours was used for evaluation.
[Hair treatment method]
1 g of each composition shown in Table 3 was applied to the dried evaluation hair bundle (step (i); however, in comparative example 4, step (i) ′), and after uniformly blending into the hair for 1 minute, With the composition applied, the hair bundle was allowed to stand at 30 ° C. for 5 minutes. Next, it was rinsed with tap water at 40 ° C. for 30 seconds and then towel-dried.
Then, the hair bundle was wound around a roll brush (“R-20” manufactured by Osaka Brush Co., Ltd., diameter including brush part: 40 mm, core part diameter excluding brush part: 17 mm) from the root to the tip of the hair. The step (ii) was carried out by making the setting of “HD01” manufactured by Dyson Co., Ltd. the same as in Example 1, closely contacting the hair bundle around which the air outlet was wrapped, and continuing to blow for 5 minutes. This operation is described as “Step (ii) (d)” in Table 3.
[Shape imparting rate II]
The length of the hair bundle when the untreated evaluation hair bundle was lightly applied and straightened was defined as L (cm). The length of the longest part of the hair bundle after but omitting the application of the composition in the hair treatment (step (i) or step (i) ') is subjected to similar processing and L _2, in each of the above examples The length of the longest part of the hair bundle after the hair treatment was defined as L ₃ (cm), and the shape imparting rate II (%) was determined according to the following formula. Incidentally, L ₂ and L ₃ are hanging tuft from above, a length measured without pulling. That is, when the shape imparting rate II is 100% or less, there is no shape imparting effect, and the larger the numerical value, the higher the shape imparting effect. The results are shown in Table 3.
Shape application rate II (%) = (L−L ₃ ) / (L−L ₂ ) × 100

[Appearance evaluation]
About the hair after the said process, the external appearance evaluation was performed from the viewpoint of the presence or absence of "floating hair, honey hair", and "coarseness". The results are shown in Table 3.

The following can be seen from the results in Table 3.
In Example 13 in which hair treatment was performed in the order of step (i) and step (ii) using the composition containing component (A), a method of blow drying while imparting a curl shape in step (ii) ( Also in the step (ii) (d)), the effect of imparting shape to the hair was expressed.
On the other hand, in the comparative example 4 which performed the hair process using the composition B which does not contain a component (A) in process (i), the shape provision effect to hair was not expressed.

  According to the hair treatment method of the present invention, the hair can be temporarily shaped, for example, the undulation of the hair accompanying aging can be alleviated and the cohesiveness of the hair can be improved. Moreover, since the composition containing a predetermined melanin precursor is used in the hair treatment method of the present invention, it is also possible to form hair by forming a melanin pigment in the hair by oxidative polymerization of the melanin precursor.

Claims (11)

The hair processing method which has the following process (i) and process (ii) in order.
Step (i): Step of applying a composition containing the following component (A) to hair (A) A compound represented by the following general formula (1) or a salt thereof

[In the formula, a broken line indicates the presence or absence of a π bond. R ¹ represents a hydroxyl group or an acetoxy group. R ² represents a hydrogen atom or —COOR (R represents a hydrogen atom, a methyl group or an ethyl group). R ³ represents a hydrogen atom, an acetyl group, a methyl group or an ethyl group. ]
Step (ii): Step of imparting shape to hair at a temperature of less than 140 ° C   The hair treatment method according to claim 1, wherein the composition has a pH of 8.0 or more and 12.0 or less.   The hair treatment method according to claim 1 or 2, wherein step (ii) is a step of imparting a shape in which undulation is relaxed to undulated hair at the temperature.   The hair treatment method according to any one of claims 1 to 3, wherein the step (ii) is performed while extending the hair from the root toward the tip of the hair.   The hair treatment method according to any one of claims 1 to 4, wherein the step (ii) is performed by blow drying while combing the hair.   The hair treatment method according to any one of claims 1 to 5, wherein the temperature in step (ii) is 45 ° C or higher and lower than 140 ° C.   The hair treatment method according to any one of claims 1 to 6, wherein the content of the component (A) in the composition is 0.02 mass% or more and 5 mass% or less.   The hair treatment method according to any one of claims 1 to 7, further comprising a step of leaving the hair for 1 minute or more with the composition applied between the step (i) and the step (ii).   The hair treatment method according to any one of claims 1 to 8, further comprising a step of rinsing the hair between step (i) and step (ii).   The amount of the composition applied to the hair in step (i) is 0.05 to 1.5 in terms of a bath ratio (mass of the composition / mass of the hair) with respect to the mass of the hair. The hair treatment method according to claim 1.   The hair treatment method according to any one of claims 1 to 10, wherein the composition is a hair cleansing agent, a rinse, a conditioning agent, a treatment agent, a styling agent, a hair dye, or a hair restorer.