JP2012136464A - Composition for hair treatment and hair treatment agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a composition for hair treatment, giving sufficient tension and stiffness to the hair, high in shampoo resistance, and keeping effects.SOLUTION: The composition comprises a copolymer obtained by solution copolymerization of an ethylenic unsaturated monomer component, in a hydrophilic solvent or a mixture solvent of water and a hydrophilic solvent, by using a radical polymerization initiator, The ethylenic unsaturated monomer component comprises at least (A) a cationic unsaturated monomer forming a molecular skeleton represented by general formula (I), and (B) an ester of acrylic acid or methacrylic acid and a monoalcohol comprising a 1-22C leaner, branched or alicyclic hydrocarbon. The content of the (A) component is 1-10 mass% in the ethylenic unsaturated monomer component and the weight-average molecular weight of the copolymer is 5,000-1,000,000.

Description

  The present invention relates to a hair treatment composition and a hair treatment agent used for hair cosmetics and the like.

  Many people are dissatisfied with their hair. For example, in terms of hair quality, a soft-haired person wants the hair to have firmness and stiffness, and wants to repair damaged hair smoothly. Many hair treatments and hair styling agents have been developed to answer such needs. Moreover, in order to eliminate the dissatisfaction regarding the color of hair, coloring hair to a favorite color has been performed on a daily basis regardless of gender. This is thought to be largely due to the spread of temporary hair dyes such as color sprays that can be dyed easily and without damaging the hair, and semi-permanent hair dyes such as acidic hair dyes.

JP-A-4-308522 JP-A-7-97307 JP 63-154610 A JP-A-63-154611

  Conventional hair treatment agents and hair styling agents are all temporary and are washed away by water bathing, bathing, or shampooing, and their effects are lost. Therefore, even if these are used, fundamental hair quality improvement cannot be performed, and it is necessary to continuously use such hair cosmetics every day, and the effect is also sufficiently satisfactory. There are very few things. In addition, hair coloring with temporary hair dyes or acid hair dyes is also easily removed by shampoo or the like, and it is desired to maintain the dyeing durability.

  As the hair treatment agent for the purpose of sustainability, one- and two-component hair treatment agents are known. Among these, the two-agent type includes a combination of a first agent containing a cationic polymer and a second agent containing an anionic surfactant or an amphoteric surfactant (see Patent Document 1), an anion A combination of a first agent containing any of a cationic polysaccharide, an anionic polymer compound, a nonionic polymer compound and an amphoteric polymer compound with a second agent containing a cationic surfactant (Patent Literature) 2) is known. Since these form a complex on the hair surface to form a film-like film, a certain degree of sustainability can be obtained.

  However, in a one-drug type, for example, a compound containing an anionic polymer (see Patent Documents 3 and 4), the texture of the hair can be temporarily improved, but there is almost no persistence. It wasn't always satisfying because it would easily go away with a single shampoo.

  The present invention has been made in view of such problems, and the object thereof is to provide a hair treatment composition that imparts sufficient elasticity to hair, has high shampoo resistance, and maintains its effect. The object of the present invention is to provide a hair treatment agent, and further to provide a hair treatment composition and a hair treatment agent that have an effect of preventing discoloration by suppressing discoloration due to shampooing of dyed hair.

  The hair treatment composition according to the present invention is a solution copolymerization of an ethylenically unsaturated monomer component using a radical polymerization initiator in a hydrophilic solvent or a mixed solvent of water and a hydrophilic solvent. The ethylenically unsaturated monomer component contains the following (A) and (B), or the following (A), (B) and (C) as structural units: And the content of the component (A) is 1 to 10% by mass in the ethylenically unsaturated monomer component, and the weight average molecular weight of the copolymer is 5,000 to 1,000,000. It is characterized by that.

(A) a cationic unsaturated monomer that forms a molecular skeleton represented by the following general formula (I):
(B) an ester of acrylic acid or methacrylic acid and a monoalcohol having a linear, branched or alicyclic hydrocarbon group having 1 to 22 carbon atoms,
(C) an ethylenically unsaturated monomer copolymerizable with one or both of the above (A) and (B)

In the formula, R ₁ is H or CH ₃ . R ₂ is an alkylene group having 1 to 4 carbon atoms. R ₃ is an alkyl group having 1 to 4 carbon atoms or CH ₂ C ₆ H ₅ . A ₁ is O or NH. X is Br, Cl, I, CH ₃ SO ₄ or CH ₃ C ₆ H ₄ SO ₃ .

  A further invention is the hair treatment composition described above, wherein the copolymer has a glass transition temperature of -20 to 40 ° C.

  The hair treatment agent according to the present invention is characterized by containing the above-described hair treatment composition.

  According to the present invention, by using a resin that is not brittle and has high adhesion to hair, flaking can be suppressed and firmness and firmness can be imparted without causing hair to feel stiff. Moreover, it is possible to impart durability to the treated hair by imparting water resistance and hair washing resistance. Further, when used for hair dyeing, it exhibits an anti-fading effect.

  Hereinafter, modes for carrying out the present invention will be described. Note that “(meth) acryl-” in the following compound name notation means “acryl-” and / or “methacryl-”.

  The composition for hair treatment according to the present invention contains a copolymer of ethylenically unsaturated monomer components. This ethylenically unsaturated monomer component contains the above components (A) and (B) as constituent units. Or this ethylenically unsaturated monomer component contains said (C) component as a structural unit in addition to (A) component and (B) component.

The component (A) is a cationic unsaturated monomer that forms the molecular skeleton represented by the general formula (I). If it is such a monomer, the component (A) is not particularly limited. For example, a quaternary ammonium salt having a (meth) acryloyloxyethyl group or a (meth) acryloylaminopropyl group And the like. R ₂ is an alkylene group having 1 to 4 carbon atoms, and the structural formula is CH ₂ , C ₂ H ₄ , C ₃ H _6, or C ₄ H _8. It may have a chain or a straight chain. When R ₃ is an alkyl group having 1 to 4 carbon atoms, the structural formula is CH ₃ , C ₂ H ₅ , C ₃ H _7, or C ₄ H _9. It may have a branched chain or a straight chain.

  More specifically, specific examples of the cationic unsaturated monomer (A) include methacryloyloxyethyltrimethylammonium chloride (abbreviation: DMC), methacryloylaminopropyltrimethylammonium chloride (abbreviation: MAPTAC), methacryloyl. Oxyethyltrimethylammonium methylsulfate (abbreviation: MOETAS), methacryloylaminopropyltrimethylammonium methylsulfate (abbreviation: MAPTAS), methacryloyloxyethyldimethylbenzylammonium chloride (abbreviation: MOEBAC), methacryloyloxyethyltrimethylammonium p-toluenesulfonate (abbreviation: MOETAP), methacryloylaminopropyldimethylbenzylammonium chloride Abbreviation: MAPBAC), methacryloylaminopropyltrimethylammonium p-toluenesulfonate (abbreviation: MAPTAP), acryloylaminopropyltrimethylammonium chloride (abbreviation: DMAPAA-Q), acryloyloxyethyltrimethylammonium chloride (abbreviation: DMAEA-Q), etc. A cationic monomer can be illustrated.

  The content of the component (A) in the ethylenically unsaturated monomer component is 1 to 10% by mass. (A) The content of the component is within this range, so that a copolymer is obtained, which increases the affinity and adhesion to hair, makes it difficult to cause flaking, and provides water resistance and hair washing resistance. Can be obtained. When the content of the cationic unsaturated monomer is less than 1% by mass, the affinity / adhesion to hair is weak and flaking tends to occur. On the other hand, if the content of the cationic unsaturated monomer exceeds 10% by mass, the hydrophilicity increases and the water resistance and shampoo resistance are lost. From the viewpoint of improving adhesion and hair washing resistance, the content of the component (A) in the ethylenically unsaturated monomer component is preferably 2 to 8% by mass, and 3 to 7% by mass. It is more preferable.

  The component (B) is an ester of (meth) acrylic acid and a monoalcohol having 1 to 22 carbon atoms and having a linear, branched or alicyclic hydrocarbon group. The monoalcohol may be an aliphatic monoalcohol or an alicyclic monoalcohol. Moreover, the hydrocarbon group may be saturated or may have an unsaturated bond. However, when the monoalcohol moiety is not crosslinked, a saturated hydrocarbon group having no unsaturated bond is preferred.

  Specifically, as the component (B), for example, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, (meth) acrylic acid t -Butyl, (meth) acrylic acid pill, (meth) acrylic acid 2-ethylhexyl, (meth) acrylic acid n-hexyl, (meth) acrylic acid n-octyl, (meth) acrylic acid cyclohexyl , Decyl (meth) acrylate, undecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, myristyl (meth) acrylate, pentadecyl (meth) acrylate, palmityl (meth) acrylate, Heptadecyl (meth) acrylate, stearyl (meth) acrylate, isostearyl (meth) acrylate, (meth) acrylic acid Rail, can be exemplified sulfonyl like to (meth) base acrylic acid.

  The content of the component (B) in the ethylenically unsaturated monomer component is preferably 60 to 99% by mass, and 70 to 99% by mass from the viewpoints of suppressing flaking and hair washing resistance. Is more preferable, and it is further more preferable that it is 80-99 mass%.

  The component (C) is an ethylenically unsaturated monomer copolymerizable with one or both of the components (A) and (B). In the present invention, the component (C) may not be included as the ethylenically unsaturated monomer component, but may be included. By including the component (C), characteristics derived from the component (C) (for example, crosslinkability) can be imparted.

  Examples of the component (C) include acrylonitrile; vinyl acetate; styrene; vinyl pyrrolidone; acrylamide, diacetone acrylamide, N, N-dimethylacrylamide, Nt-butylacrylamide, N-octylacrylamide, and Nt-octylacrylamide. (Meth) acrylamide compounds such as diacetone acrylamide; esters of (meth) acrylic acid such as tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate, glycidyl (meth) acrylate; (meth) (Meth) acrylic acid hydroxyalkyl esters such as 2-hydroxyethyl acrylate, 2-hydroxypropyl (meth) acrylate; (meth) acrylic acid ethoxyethyl, (meth) acrylic acid methoxyethyl (meth) Acrylic acid alkoxyalkyl ester; polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, and other monoesters of polyalkylene glycol and (meth) acrylic acid; methoxypolyethylene glycol mono (meth) acrylate, Monoesters of polyalkylene glycol and (meth) acrylic acid in which the hydroxyl terminal is alkyl etherified; monofunctional unsaturated monomer such as glyceryl (meth) acrylate; 1,4-butanediol di (meth) ) Acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, 2-n-butyl-2-ethyl-1,3-propanediol di (meth) acrylate, tri Propylene glycol di Meth) acrylate, tetraethylene glycol di (meth) acrylate, methylene bisacrylamide, may be mentioned trimethylolpropane tri (meth) acrylate, polyfunctional unsaturated monomers such as pentaerythritol tri (meth) acrylate, and the like.

  The content of the component (C) in the ethylenically unsaturated monomer component is preferably 0 to 40% by mass, and 0 to 30% by mass from the viewpoints of flaking suppression and hair washing resistance. Is more preferable, and it is further more preferable that it is 0-20 mass%.

  The copolymer is a radical polymerization of the above components (A) and (B), or in addition to them, the component (C) in a hydrophilic solvent or a mixed solvent of water and a hydrophilic solvent. It is obtained by a solution polymerization method such as solution copolymerization using an initiator.

  Specifically, for example, the components (A) to (C) which are ethylenically unsaturated monomer components are dissolved in a hydrophilic solvent, and a radical polymerization initiator is added to prepare a reaction solution. The ethylenically unsaturated monomer component can be polymerized by stirring the solution under a nitrogen stream at or near the boiling point of the solvent. In this reaction solution, all kinds and all amounts of the ethylenically unsaturated monomer component may be dissolved from the beginning of the polymerization reaction, but depending on the type and amount of the ethylenically unsaturated monomer component, etc. The ethylenically unsaturated monomer component is dividedly added to the reaction solution while the polymerization reaction proceeds, or the ethylenically unsaturated monomer component is continuously dropped into the reaction solution while the polymerization reaction proceeds. Also good. For example, component (C) is added after component (B) is added to the solution of component (A), or component (C) is added after component (A) is added to the solution of component (B). be able to. The use amount of the hydrophilic solvent is preferably adjusted so that the resin solid content concentration in the solution at the end of the polymerization reaction is in the range of 30 to 60% by mass.

  Examples of the hydrophilic solvent include water-soluble aliphatic alcohols such as methanol, ethanol, 2-propanol, and butanol; acetone; methyl cellosolve; ethyl cellosolve; dioxane; methyl acetate; ethyl acetate; dimethylformamide and the like. . A hydrophilic solvent is used individually by 1 type, or 2 or more types is used together. The hydrophilic solvent may be used without containing water, but may be used by mixing with water. When using the mixed solvent of water and a hydrophilic solvent, the mass ratio (water: hydrophilic solvent) can be made into about 0.1: 100-50: 50, for example.

  As the radical polymerization initiator, an appropriate one is used. For example, peroxides such as benzoyl peroxide and lauroyl peroxide; 2,2′-azobisisobutyronitrile, 2,2′-azobis-2 -Methylbutyronitrile, 2,2'-azobis-2,4-dimethylvaleronitrile, 1,1'-azobis-1-cyclohexanecarbonitrile, 4,4'-azobis-4-cyanovaleric acid, 2,2 ' It is preferable to use an azo compound such as -azobis- (2-amidinopropane) -dihydrochloride. The amount of the radical polymerization initiator used is appropriately determined so that the weight average molecular weight and glass transition temperature of the copolymer have predetermined values. For example, the blending amount of the radical polymerization initiator with respect to 100 parts by mass of the ethylenically unsaturated monomer component can be 0.1 to 5 parts by mass, preferably 0.2 to 2 parts by mass.

  In addition, a chain transfer agent may be added to the reaction solution as necessary for molecular weight adjustment or the like. The chain transfer agent is not particularly limited, and examples thereof include compounds having a mercaptan group such as lauryl mercaptan, dodecyl mercaptan, and thioglycerol; inorganic salts such as sodium hypophosphite and sodium bisulfite. The amount of the chain transfer agent used is appropriately determined so that the molecular weight of the polymer falls within a desired range, but is usually 0.01 to 10 weights with respect to 100 parts by weight of the total amount of ethylenically unsaturated monomer components. A range of parts is preferred.

  Moreover, you may polymerize an ethylenically unsaturated monomer component by a living radical polymerization method. In this case, the adjustment of the weight average molecular weight of the polymer is facilitated, and a polymer having a narrower molecular weight distribution than when a chain transfer agent is used is formed.

  The polymerization conditions such as temperature and time during the polymerization of the ethylenically unsaturated monomer components (A) to (C) are high in reaction rate depending on the type of the ethylenically unsaturated monomer component and the polymerization initiator. It is set appropriately so that the polymerization reaction proceeds. The polymerization reaction may be performed in an atmosphere of an inert gas such as nitrogen gas or argon gas. The smaller the amount of unreacted monomer remaining at the end of the polymerization reaction, the better.

  And the solution (dispersion liquid) with which the copolymer was mixed with the solvent produces | generates by the copolymerization reaction of the above ethylenically unsaturated monomer components (A)-(C).

  The weight average molecular weight of the copolymer is 5,000 to 1,000,000. When the molecular weight of the copolymer is less than 5,000, sufficient firmness and stiffness cannot be obtained for the treated hair, and sufficient water resistance and shampoo resistance cannot be obtained. On the other hand, when the molecular weight of the copolymer exceeds 1,000,000, unpleasant wrinkle occurs in the treated hair. The average molecular weight of the copolymer is preferably in the range of 10,000 to 500,000 in order to improve the application of elasticity and stiffness to the treated hair and improve the water resistance and shampoo resistance. More preferably, it is in the range of 3,000 to 300,000. The weight average molecular weight of the copolymer can be measured, for example, by gel permeation chromatography (GPC).

  The glass transition temperature (Tg) of the copolymer is preferably -20 to 40 ° C. When the glass transition temperature falls within this range, an appropriate film property is imparted to the composition, flaking during hair treatment can be suppressed, and an appropriate elasticity and stiffness can be imparted.

  The copolymer may be a block copolymer, or may be a random copolymer, an alternating copolymer, or a graft copolymer.

  Since the copolymer thus obtained contains the component (A) which is a cationic polymer, the affinity for hair is increased and the resin has high adhesion. And this resin does not have brittleness (flaking) and is not sticky.

  The copolymer may be isolated or purified from a solvent, but may be used as it is as a raw material for cosmetics and the like. When used as it is without isolation, the solution obtained by the reaction is used as it is as a composition for hair treatment, or diluted with a solvent or the like, so that the copolymer content is within the desired range. A composition can be prepared. In addition, when the copolymer is isolated or purified, other components are appropriately added to the isolated or purified copolymer or a solution of the copolymer for hair treatment of a desired dosage form. A composition can be prepared.

  The dosage form of the hair treatment composition is not particularly limited, and may be any dosage form as long as the effect of the present invention can be exhibited. For example, liquid, emulsion, cream, gel, mist, spray, aerosol, mousse and the like can be mentioned.

  Moreover, you may mix | blend the component generally mix | blended with cosmetics, if it is a range which does not impair the effect of this invention in the composition for hair treatment. Examples include surfactants, humectants, UV protection agents, pH adjusters, preservatives, antioxidants, chelating agents, thickeners, film forming agents, oily components, polymer compounds, and propellants.

  The hair treatment composition can be applied as it is to the treatment of hair as it is, and further, other ingredients are blended to prepare a hair treatment agent containing the above-described hair treatment composition. Can also be applied to the treatment of hair.

  For example, the hair treatment composition is applied to a hydrophilic solvent such as an aliphatic alcohol having 1 to 4 carbon atoms, a hydrous alcohol such as 95% by volume of ethanol, acetone, methyl cellosolve, ethyl cellosolve, dioxane, methyl acetate, or ethyl acetate. A hair spray is prepared by dissolving. The solid content concentration of the copolymer in the hair spray is preferably in the range of 0.5 to 15% by weight.

  A hair spray is produced by pressure-sealing this hair spray agent together with a propellant in a pressure resistant container. Examples of the propellant include liquefied petroleum gas (LPG) mainly composed of propane, butane, and isobutane; trichloromonofluoromethane (Freon 11), dichlorodifluoromethane (Freon 12), dichlorotetrafluoroethane (Freon 114), and methylene. Examples thereof include halogenated hydrocarbons containing chloride, hydrofluorocarbon (HFC152a and the like) as components, dimethyl ether, carbon dioxide gas and the like. These propellants are used alone or in combination of two or more. It is preferable that the hair spray agent and the propellant are enclosed in the pressure vessel in a weight ratio of 2: 8 to 8: 2.

  The hair treatment composition of the present invention is dissolved in a hydrophilic solvent or a mixed solvent of water and a hydrophilic solvent, and further added with various additives, so that hair creams, hair waxes, hair lotions, non-gas aerosols are added. Hair cosmetics such as agents (hair mist agents), hair gels, hair styling foams (hair mousses), and curler water are prepared as hair treatment agents.

  The content of the copolymer in the hair treatment agent is appropriately set according to the form of the hair cosmetic, the constituents of the hair cosmetic, etc., but preferably hair including a solvent such as water, alcohol, LPG, etc. Preferably it is 0.1 to 10 weight% with respect to the total amount of all the components of cosmetics, More preferably, it is 0.5 to 7 weight%, More preferably, it is 1 to 5 weight%.

  The composition for treating hair according to the present invention is particularly suitable for hair dyeing because of its excellent hair washing resistance. That is, after hair is dyed using an appropriate hair dye such as a commercially available acid hair dye, the hair treatment effect (for example, hair spray or hair mist) is applied to the hair by spraying or the like. Can last for a long time. In addition, a hair dye component may be added to the hair treatment composition to prepare a hair dye, which may be applied to the hair. The hair treatment composition can be applied to both hair dyes and hair manicures, but it is particularly preferable for hair nail polishes in which acid dyes are generally used to obtain a sustained effect. In addition, a plurality of hair treatment agents including a hair treatment composition, such as applying a hair treatment agent for fixing (for example, hair mist) after dyeing with a hair treatment agent for hair coloring (for example, hair nail polish) are used in combination. (As a hair treatment set) can also be applied to the hair.

  The hair treatment agent thus obtained gives sufficient firmness and firmness without making the hair feel firm, has high water resistance and hair wash resistance, and can maintain its effect. It suppresses discoloration due to hair shampoo and the like and has a fading prevention effect. And depending on the use situation, those sustained effects can extend to about 3 weeks.

  Examples of the present invention will be described below.

  The “parts” and “%” used below are based on mass unless otherwise specified, and the blending amounts of each component shown in the table are all expressed in “parts by mass”.

[Preparation of hair treatment composition]
In a 1-liter four-necked flask equipped with a reflux condenser, a thermometer, a nitrogen replacement tube and a stirrer, 100 parts of ethanol and the raw materials shown in Table 1 were mixed for each Example and Comparative Example. A mixture (100 parts in total) was charged, heated in a nitrogen stream, and brought to a reflux state (about 80 ° C.). A polymerization initiator (2,2′-azobisisobutyronitrile) was placed in this ethanol. It added by the compounding quantity shown in Table 1, and prepared the reaction solution.

  The reaction solution was allowed to stand for 6 hours under reflux to allow the polymerization reaction to proceed.

  DMC (methacryloyloxyethyltrimethylammonium chloride) manufactured by Mitsubishi Rayon Co. was used. MAPTAC (methacryloylaminopropyltrimethylammonium chloride), MOETAS (methacryloyloxyethyltrimethylammonium methyl sulfate), and MOETAP (methacryloyloxyethyltrimethylammonium p-toluenesulfonate) manufactured by MRC Unitech were used. DMAPAA-Q (acryloylaminopropyltrimethylammonium chloride) manufactured by Kojin Co., Ltd. was used.

  Next, the solvent was distilled off from the solution in the four-necked flask and the solvent content of this solution was adjusted by adding ethanol to obtain a hair treatment composition solution having a solid content concentration of 40%.

[Weight average molecular weight and glass transition temperature]
Table 1 shows the weight average molecular weight and glass transition temperature of the copolymer in the hair treatment composition obtained in each example and comparative example.

  At the time of measuring the weight average molecular weight, first, the solvent was evaporated from each hair treatment composition and dried to obtain a solid composition (copolymer). This composition was dissolved in tetrahydroxyfuran (THF), and the weight average molecular weight was measured by gel permeation chromatography (GPC measuring apparatus, SHODEX SYSTEM 11 manufactured by Showa Denko KK).

Details of the measurement conditions are as follows.
-Column: SHODEX KF-800P, KF-805, KF-803, KF-801 in series-Moving bed: THF (tetrahydrofuran)
・ Flow rate: 1 ml / min
-Column temperature: 45 ° C
・ Detector: RI
・ Conversion: Polystyrene Also, when measuring the glass transition temperature, 5 mg of a solid composition (copolymer) obtained from the hair treatment composition is measured on an aluminum pan by the same method as when measuring the weight average molecular weight. The glass transition temperature of this composition was measured using a differential scanning calorimeter (DSC8230, manufactured by Rigaku Corporation) at a temperature increase rate of 10 ° C./min.

[Performance evaluation]
(Test prescription)
For water resistance evaluation, each hair treatment composition (ethanol solution) having a solid content of 40% obtained above was diluted with ethanol so that the solid content concentration would be 10%. Using. About evaluation other than that, what was obtained by diluting each composition for hair treatment obtained above with ethanol so that it might become 5% of solid content concentration was used as test prescription (hair mist).

(1) Water resistance 10 g of a 10% solids hair treatment composition (ethanol solution) obtained in each of the examples and comparative examples was poured onto a 10 × 10 cm boat-shaped pet film and dried to prepare a film. . 0.2 mL of purified water was placed on this film, the properties of the film were observed, and the water resistance was evaluated according to the following evaluation criteria.
○: No change at all.
Δ: Swelled or whitened.
X: Dissolved.

(2) Texture A hair bundle having a length of 20 cm and a weight of about 2 g was sprayed with 0.5 g of the hair mist of each Example and Comparative Example and then dried. About this hair | bristle bundle, it evaluated by the following evaluation criteria whether there was firmness, a firmness, and stiffness by touch. In addition, harsh and firm are both firm and firm.
○: Feels firm and firm.
△: Slightly firm
X: I do not feel the elasticity.
XX: Feels sticky.

(3) Anti-flaking property A hair bundle having a length of 20 cm and a weight of about 2 g was sprayed with 0.5 g of the hair mist of each Example and Comparative Example and then dried. About this hair | bristle bundle, the amount of resin which fell out when it combed 3 times with the comb was evaluated by the following evaluation criteria.
○: There was no dropout.
Δ: Slightly dropped.
X: There was much omission and it became a powder blowing state.

(4) Shampoo resistance A hair bundle having a length of 20 cm and a weight of about 2 g was sprayed with 0.5 g of the hair mist of each Example and Comparative Example and then dried. This hair bundle was repeatedly washed 20 times with a commercially available shampoo, and the dried hair bundle was evaluated by touch to determine whether there was any firmness, stiffness, or stiffness (resin detachment state) according to the following evaluation criteria.
○: The same firmness and firmness as before washing the hair.
(Triangle | delta): The elasticity and firmness become slightly weaker than before hair washing.
X: The firmness and stiffness are weaker than before washing the hair.

(5) Color fading A hair bundle of 20 cm in length and weight of about 2 g dyed with a commercially available hair manicure was sprayed with 0.5 g of the hair mist of each Example and Comparative Example and then dried. The hair bundle was repeatedly washed 20 times with a commercially available shampoo, and the color fading of the dried hair bundle was evaluated according to the following evaluation criteria.
○: The same color as before washing.
Δ: Color is slightly lower than before washing.
X: The color is lower than before washing.

(result)
The results are shown in Table 1. The hair treatment composition of each example had better water resistance, texture, flaking resistance, shampoo resistance, and color fading resistance than the hair treatment composition of each comparative example.

[Hair manicure]
(Prescription)
Using the hair treatment composition (solid content concentration 40%) obtained as described above, hair manicures (Prescription Examples 1 to 6, Comparative Formulation Examples 1 and 2) having the formulations shown in Table 2 were prepared.

(Evaluation)
The hair nail polish of each formulation example and comparative formulation example was applied evenly (uniformly) to a hair bundle having a length of 20 cm and a weight of about 2 g, allowed to stand for 5 minutes, rinsed with water and then dried. As a result, the hair bundle was dyed. This hair bundle was evaluated for texture, shampoo resistance, flaking resistance, and color fading.

(1) Texture The hair bundle was evaluated by touching the following evaluation criteria to determine whether there is any stiffness, stiffness, or stiffness. In addition, harsh and firm are both firm and firm.
○: Feels firm and firm.
△: Slightly firm
X: I do not feel the elasticity.
XX: Feels sticky.

(2) Shampoo resistance For hair bundles, the hair was washed 20 times with a commercially available shampoo, and after drying, the hair bundle after drying was judged to be firm, stiff, or wrinkled (resin detachment state) according to the following evaluation criteria. It was evaluated with.
○: The same firmness and firmness as before washing the hair.
(Triangle | delta): The elasticity and firmness become slightly weaker than before hair washing.
X: The firmness and stiffness are weaker than before washing the hair.

(3) Flaking resistance About the hair | bristle bundle, the quantity of resin which fell out when it combed 3 times with the comb was evaluated by the following evaluation criteria.
○: There was no dropout.
Δ: Slightly dropped.
X: There was much omission and it became a powder blowing state.

(4) Color fading The hair bundle was repeatedly washed 20 times with a commercially available shampoo, and the color fading of the hair bundle after drying was evaluated according to the following evaluation criteria.
○: The same color as before washing.
Δ: Color is slightly lower than before washing.
X: The color is lower than before washing.

(result)
As shown in Table 2, each formulation example had better texture, shampoo resistance, flaking resistance, and color fading resistance than each comparative formulation example.

[Out bath treatment]
(Prescription)
Using the hair treatment composition (solid content concentration 40%) obtained as described above, out bath treatments (hair treatment: formulation examples 1 to 6, comparative formulation examples 1 and 2) having the formulations shown in Table 3 were prepared.

(Evaluation)
After applying 0.5 g of the out bath treatment of each formulation example and comparative formulation example to a hair bundle having a length of 20 cm and a weight of about 2 g dyed with a commercially available hair nail polish, it was dried. This hair bundle was evaluated for texture, shampoo resistance, flaking resistance, and color fading.

(1) Texture The hair bundle was evaluated by touching the following evaluation criteria to determine whether there is any stiffness, stiffness, or stiffness. In addition, harsh and firm are both firm and firm.
○: Feels firm and firm.
△: Slightly firm
X: I do not feel the elasticity.
XX: Feels sticky.

(2) Shampoo resistance For hair bundles, the hair was washed 20 times with a commercially available shampoo, and after drying, the hair bundle after drying was judged to be firm, stiff, or wrinkled (resin detachment state) according to the following evaluation criteria. It was evaluated with.
○: The same firmness and firmness as before washing the hair.
(Triangle | delta): The elasticity and firmness become slightly weaker than before hair washing.
X: The firmness and stiffness are weaker than before washing the hair.

(3) Flaking resistance About the hair | bristle bundle, the quantity of resin which fell out when it combed 3 times with the comb was evaluated by the following evaluation criteria.
○: There was no dropout.
Δ: Slightly dropped.
X: There was much omission and it became a powder blowing state.

(4) Color fading The hair bundle was repeatedly washed 20 times with a commercially available shampoo, and the color fading of the hair bundle after drying was evaluated according to the following evaluation criteria.
○: The same color as before washing.
Δ: Color is slightly lower than before washing.
X: The color is lower than before washing.

(result)
As shown in Table 3, each formulation example had better texture, shampoo resistance, flaking resistance, and color fading resistance than each comparative formulation example.

Claims (3)

Containing a copolymer obtained by solution copolymerization of an ethylenically unsaturated monomer component in a hydrophilic solvent or a mixed solvent of water and a hydrophilic solvent using a radical polymerization initiator;
The ethylenically unsaturated monomer component includes the following (A) and (B), or the following (A), (B) and (C) as structural units, and the content of the (A) component is 1 to 10% by mass in the ethylenically unsaturated monomer component, and the weight average molecular weight of the copolymer is 5,000 to 1,000,000.
(A) a cationic unsaturated monomer that forms a molecular skeleton represented by the following general formula (I):
(B) an ester of acrylic acid or methacrylic acid and a monoalcohol having a linear, branched or alicyclic hydrocarbon group having 1 to 22 carbon atoms,
(C) an ethylenically unsaturated monomer copolymerizable with one or both of the above (A) and (B)

(In the formula, R ₁ is H or CH _3. R ₂ is an alkylene group having 1 to 4 carbon atoms. R ₃ is an alkyl group having 1 to 4 carbon atoms or CH ₂ C ₆ H _{5. 1} is O or NH. X is Br, Cl, I, CH ₃ SO ₄ or CH ₃ C ₆ H ₄ SO _3. )   The composition for hair treatment according to claim 1, wherein the copolymer has a glass transition temperature of -20 to 40 ° C.   A hair treatment agent comprising the hair treatment composition according to claim 1 or 2.