JP2000086468A - Hair-setting agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hair-setting agent composition having excellent set- retainability and good feeling and useful as a hair-dressing agent, etc., such as hair cream and hair mousse by including a specific cationic resin and a specific vinylpyrrolidone-vinyl acetate copolymer. SOLUTION: The objective agent contains (A) one or more kinds of cationic resins produced by copolymerizing 50-90 wt.% of a polymerizable unsaturated monomer of formula I (R1 is H or the like; R2 is a 1-4C alkylene; R3 and R4 are each a 1-4C alkyl; X is O or the like), 10-50 wt.% of a polymerizable unsaturated monomer of formula II (R5 is H or the like; R6 is a 12-24C alkyl) and 0-25 wt.% of other polymerizable monomer copolymerizable with the above monomers and modifying the produced copolymer with a cationizing agent of formula: YE (Y is bromine or the like; E is a 1-12C alkyl or the like) and (B) a vinylpyrrolidone-vinyl acetate copolymer having a vinylpyrrolidone/vinyl acetate copolymerizing ratio (molar ratio) of 7/3 to 3/7.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair setting composition, and more particularly to a hair setting agent, a styling agent, a hairdressing agent, etc., having both excellent set holding power and good feel to hair. The present invention relates to a set composition.

[0002]

2. Description of the Related Art Hair setting agents which have been widely used in the past are obtained by dissolving a film-forming polymer compound in water, a lower alcohol or a mixed solvent thereof. The polymer compound blended here has the effect of fixing the hairs together and holding the set, but the ones that have been used conventionally have stickiness in the process of applying to the hair and drying it. It wasn't smooth. In order to solve such disadvantages, attempts have been made to improve the feel in use by adding oils and fats for cosmetics, surfactants, and the like to the polymer compound. However, a hair setting agent having both sufficiently satisfactory set holding power and use feeling has not yet been obtained.

[0003] In recent years, hair treatment agents containing an amphoteric polymer compound and a cationic polymer (JP-B 2-44446).
And Japanese Patent Publication No. 3-14805, and a hair treatment agent containing an amphoteric polymer compound and an anionic polymer (Japanese Patent Publication No. 3-21524). However, these treatment agents are not satisfactory in terms of non-stickiness and smoothness from application to drying, and also have a feeling of roughened finished hair, which is not satisfactory.

Further, for the purpose of coating the split ends of hair, a hair cosmetic using a combination of a polysiloxane-oxyalkylene copolymer and a silicone derivative has been developed, which has a good feel. And has been reported to be excellent in adhesion of split ends (Japanese Patent Laid-Open No. 6-1).
No. 57247). However, even this method was still incomplete in terms of set holding power and hair smoothness.

[0005] Therefore, the fixing force between the hairs is sufficient,
It is desired to develop a hair setting agent composition which has a resilient and non-sticky coating film, has excellent style holding power, and is non-sticky, smooth and easy to give in the process from application to drying. I was

On the other hand, the present inventors have found that a hair cosmetic having a good feeling of use can be obtained by using a specific cationic resin (JP-A-8-11).
3517, JP-A-8-26938 and JP-A-8-208442).

[0007]

Under such circumstances, the inventors of the present invention have conducted intensive studies and as a result, it has been found that by blending a specific cationic resin with a specific vinylpyrrolidone-vinyl acetate copolymer, excellent results can be obtained. The present inventors have found that a hair setting composition having both good holding power and good feel can be obtained, and the present invention has been completed.

[0008] That is, the present invention is a hair setting composition comprising the following components (A) and (B).

(A) 50 to 90% by weight of a polymerizable unsaturated monomer represented by the following general formula (1),
Obtained by copolymerizing 10 to 50% by weight of a polymerizable unsaturated monomer represented by the formula and 0 to 25% by weight of another polymerizable monomer copolymerizable with each of the above-mentioned polymerizable unsaturated monomers. The obtained copolymer is represented by a general formula YE, wherein Y is a bromine atom, a chlorine atom, an iodine atom or an alkyl sulfate residue (the alkyl group has 1 to 4 carbon atoms), and E is Carbon number 1-12
Or an alkyl ester residue of a fatty acid having 1 to 3 carbon atoms (the alkyl group has 1 to 4 carbon atoms). One or two or more cationic resins modified with a cationizing agent represented by the formula:

[0010]

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Wherein R ¹ is a hydrogen atom or a methyl group, R ² is an alkylene group having 1 to 4 carbon atoms, R ³ and R ⁴ are each an alkyl group having 1 to 4 carbon atoms,
X is an oxygen atom or an NH group. )

[0012]

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(Wherein, R ⁵ is a hydrogen atom or a methyl group, and R ⁶ is an alkyl group having 12 to 24 carbon atoms.) (B) Vinylpyrrolidone / vinyl acetate copolymerization ratio (molar ratio) Is one or two or more of vinylpyrrolidone-vinyl acetate copolymers having 7/3 to 3/7.

First, the cationic resin of the component (A) used in the present invention will be described. The raw material copolymer for obtaining the cationic resin is 50 to 90% by weight, preferably 55 to 90% by weight of the polymerizable unsaturated monomer represented by the general formula (1).
85% by weight, 10 to 50% by weight, preferably 15 to 45% by weight, of the polymerizable unsaturated monomer represented by the general formula (2), and copolymerizable with each of the above polymerizable unsaturated monomers. It is obtained by copolymerizing 0 to 25% by weight of another polymerizable unsaturated monomer.

Among the polymerizable unsaturated monomers represented by the above general formula (1), particularly preferred are those wherein R ¹ is a methyl group, R ² is an alkylene group having 2 to 3 carbon atoms, R ³ and R ^{3 Four}
Is a methyl group or an ethyl group, and X is an oxygen atom. Specific examples of the polymerizable unsaturated monomer (1) include, for example, dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dimethylaminoethyl (meth) acrylamide, And diethylaminopropyl (meth) acrylamide. In addition, "(meth) acrylate" described in this specification
Is a general term for acrylate and methacrylate,
“(Meth) acrylamide” is a general term for acrylamide and methacrylamide (others conform to this).

As described above, the amount of the polymerizable unsaturated monomer (1) used is 50 to 90% by weight, preferably 55 to 85% by weight, based on the total amount of the monomers to be copolymerized. . If the amount is too small, the cationic resin finally obtained becomes sparingly soluble in water, and the removability at the time of hair washing becomes poor, and the cationic resin slips on the hair due to a decrease in cationic performance. Properties, combability, and the effect of imparting a conditioning effect are reduced. Conversely, if the amount used is too large, the resulting cationic resin will have a sticky feeling, or will cause problems such as a reduction in the hair styling effect.

Among the polymerizable unsaturated monomers represented by the general formula (2), particularly preferred are monomers in which R ⁵ is a methyl group and R ⁶ is an alkyl group having 13 to 20 carbon atoms. It is. Specific examples of the polymerizable unsaturated monomer (2) include lauryl (meth) acrylate, tridecyl (meth) acrylate, stearyl (meth) acrylate,
Behenyl (meth) acrylate and the like.

As described above, the amount of the polymerizable unsaturated monomer (2) to be used is 10 to 50% by weight, preferably 15 to 45% by weight, based on the total amount of the monomers to be copolymerized. . If the amount is too small, the cationic resin finally obtained will be sticky or poor in flexibility. On the other hand, if the amount is too large, the resulting cationic resin becomes sparingly soluble in water, and the washing and removing properties during hair washing deteriorate, and the hair conditioning effect deteriorates.

The polymerizable unsaturated monomers for copolymerization include:
In addition to the polymerizable unsaturated monomers (1) and (2), other polymerizable unsaturated monomers, which are not essential components, can be used. By appropriately selecting the other polymerizable unsaturated monomer to be used, the feel and the like can be adjusted by imparting appropriate flexibility and hardness to the finally obtained cationic resin.

Specific examples of other polymerizable unsaturated monomers that can be used include, for example, methyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth)
(Meth) acryl alkyl esters such as acrylates; acrylonitrile, hydroxyethyl (meth) acrylate, butoxyethyl (meth) acrylate, benzyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, ethylene glycol (meth) acrylate, polyethylene glycol ( Meth) acrylate, propylene glycol (meth) acrylate,
1,3-butylene glycol di (meth) acrylate,
(Meth) acrylic derivatives such as diacetone acrylamide; aromatic unsaturated monomers such as styrene, chlorostyrene and vinyltoluene; and vinyl unsaturated monomers such as N-vinylpyrrolidone and vinyl acetate. .

These other monomers are, as described above,
It is not an essential component and its amount is from 0 to 25% by weight based on the total amount of monomers to be copolymerized. If the amount of the other monomer used is too large, the amount of the polymerizable unsaturated monomer (1) or (2) used will be reduced, causing a problem.

The copolymerization of the above-mentioned polymerizable unsaturated monomers (1) and (2) and other polymerizable unsaturated monomers used as required can be carried out by a bulk polymerization method, a solution polymerization method, a suspension polymerization method or a suspension polymerization method. It can be carried out by various radical polymerization methods such as a polymerization method and an emulsion polymerization method. A preferred polymerization method is a solution polymerization method,
The polymerizable unsaturated monomer is dissolved in an appropriate solvent, a polymerization initiator is added, and the mixture is heated and stirred under a nitrogen stream to perform polymerization.

The solvent used in this case is water; alcohols such as methanol, ethanol, isopropanol, ethylene glycol and butyl cellosolve; ketones such as acetone and methyl ethyl ketone; hydrocarbons such as hexane and toluene; ethyl acetate and butyl acetate. Acetates such as are preferred. These solvents can be used as a mixture of two or more kinds as appropriate.
Examples of the polymerization initiator include peroxides such as benzoyl peroxide and lauroyl peroxide, and azo compounds such as azobisisobutyronitrile.

In the polymerization, it is general that all kinds and total amounts of the monomer and the polymerization initiator are present in the polymerization system from the beginning of the polymerization.
Alternatively, a divided addition method can be used for the amount.
The amount of solvent used is such that the polymer concentration of the resulting copolymer solution is 1
Preferably, the amount is from 0 to 65% by weight.

The molecular weight of the obtained copolymer is preferably in the range of 5,000 to 500,000 in terms of weight average molecular weight.
The molecular weight is controlled by controlling the polymerization conditions such as the polymerization temperature, the type and amount of the polymerization initiator, the amount of the chain transfer solvent such as ethanol and isopropanol, and the amount of the chain transfer agent such as butyl mercaptan and lauryl mercaptan. It can be performed by selection and adjustment.

When the copolymer obtained by the above-mentioned copolymerization is subjected to a modification reaction with a cationizing agent represented by the aforementioned general formula YE, the cationic resin used in the present invention is obtained. Specific examples of the cationizing agent include alkyl halides such as methyl chloride, butyl chloride and ethyl iodide; benzyl halides such as benzyl chloride and benzyl bromide; sulfates such as dimethyl sulfate and diethyl sulfate. Monohalogenated fatty acid esters such as ethyl monochloroacetate, propyl monobromide propionate, and butyl monochloroacetate;

The modification of the copolymer with a cationizing agent, that is, the cationization reaction, is carried out by adding a cationizing agent to a copolymer solution and stirring the mixture at 40 to 100 ° C. under an inert atmosphere, for example, under a nitrogen stream. Heating is carried out at a temperature for 4 to 30 hours.

As described above, the modification with a cationizing agent is generally carried out after copolymerization, and is preferably performed. However, as an alternative, at the stage of a monomer, that is, in the above-mentioned general formula (1), Before the polymerization, the polymerizable monomer represented is cationized by reacting with a cationizing agent in advance, and then copolymerized using the cationized polymerizable monomer to form a cationic resin. Can also. The present invention also includes embodiments according to this alternative method. The obtained cationic resin may be a solution of the produced cationic resin as it is, or may be a solid cation after once removing the solvent from the produced solution of the cationic resin solution by evaporating the solvent. A cationic resin may be used, or the solid cationic resin may be used by re-dissolving it in another solvent.

Examples of the cationic resin of the present invention include those disclosed in JP-A-5-310538.

The content of the cationic resin in the hair setting composition of the present invention is 0.1 to 50.0% by weight, preferably 1.0 to 30.0% by weight. When the amount of the cationic resin is less than 0.1% by weight, the effect as a setting agent cannot be obtained. When the amount exceeds 50.0% by weight, a large amount of the resin is applied to the hair, which causes a problem in hair washing, which is not preferable. .

The vinylpyrrolidone-vinyl acetate copolymer (B) used in the present invention (P)
Described as VA. )), The copolymerization ratio of PVP / VA is from 7/3 to 3/7, preferably from 6/4 to 4/6, in molar ratio. When the value of PVP / VA is larger than 7/3, a sticky feeling occurs during use. On the other hand, the value of PVP / VA is 3/7
If it is smaller, the setting power of the hair is weak and the water solubility is reduced, and when used in a transparent product such as a styling gel, the stability of the system is deteriorated and the commercial value is reduced.

Typical commercial products of PVP / VA used in the present invention include, for example, PVP / VA S-630
(PVP / VA = 6/4: manufactured by GAF), Luviscol VA551, VA55E (PVP / VA = 5/5: BA
SF Co., Ltd.) or Luvis Cole VA371, VA3
7E (PVP / VA = 3/7: manufactured by BASF) and the like.

The amount of PVP / VA is 0.05 to 10.0% by weight, preferably 0.5% by weight in the hair setting composition.
~ 8.0% by weight. If the amount is less than 0.05% by weight, a sufficient effect as a setting agent cannot be obtained, and if the amount exceeds 10.0% by weight, the base odor of vinyl acetate is smelled and the hair surface has flaking. Wake up.

The hair setting composition of the present invention may further comprise, in addition to the above essential constituents, liquid paraffin, squalane, and lanolin derivatives within a quantitative and qualitative range that does not impair the effects of the present invention depending on the purpose. , Higher alcohols, various ester oils, avocado oil, palm oil, tallow, jojoba oil, silicone oil, polyalkylene glycol polyethers and their carboxylic acid oligoester compounds, oils such as terpene hydrocarbon oils, ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin,
Water-soluble polyhydric alcohols such as sorbitol and polyethylene glycol; humectants such as hyaluronic acid, chondroitin sulfate, and pyrrolidone carboxylate; ultraviolet absorbers; ultraviolet scattering agents; acrylic resins; silicone resins; resins such as polyvinylpyrrolidone; Proteins or protein degradation products such as protein, gelatin, collagen, silk fibroin, and elastin; preservatives such as ethylparaben and butylparaben; activators such as various amino acids, biotin and pantothenic acid derivatives; γ-oryzanol, sodium dextran sulfate;
Blood circulation promoters such as vitamin E derivatives and nicotinic acid derivatives,
Antiseborrheic agents such as sulfur and thiantole, diluents such as ethanol, isopropanol, and tetrachlorodifluoroethane, thickeners such as carboxyvinyl polymer, chemicals, flavors, coloring agents, and the like may be appropriately added as necessary.

The dosage form of the hair setting composition of the present invention can be in various dosage forms such as liquid, cream, aqueous emulsion, and gel.

Particularly preferred embodiments of the hair setting composition of the present invention include aerosol hair spray, pump hair spray, foam aerosol, hair mist,
Includes hair styling products such as set lotions, hair styling gels, hair liquids, hair creams, hair oils, etc. These are solubilizing systems, emulsifying systems, powder dispersion systems, two-layer oil-water systems, oil-water-powder. Any of a layer system and the like may be used.

[0037]

The present invention will be described in more detail with reference to the following examples. The present invention is not limited by these. All amounts are by weight. Prior to the examples, production examples of the cationic resin used in the present example will be described.

Preparation Example 1 of a Cationic Resin A five-necked flask equipped with a reflux condenser, a dropping funnel, a thermometer, a glass tube for purging nitrogen, and a stirrer was charged with 55 parts of dimethylaminoethyl methacrylate, 15 parts of lauryl acrylate, and cetyl. 20 parts of methacrylate, 10 parts of behenyl methacrylate, and 100 parts of absolute ethanol
Azobisisobutyronitrile (hereinafter referred to as “AI
BN ". ) Add 0.3 part and add 80
The mixture was refluxed at C, and after 2 hours, 0.6 parts of AIBN was added and polymerization was carried out at the same temperature for 6 hours. Next, 53.9 parts of diethyl sulfate (equimolar amount to dimethylaminoethyl methacrylate) and 10 parts of anhydrous ethanol were added thereto.
0 parts were added, and denaturation reaction was further performed at 50 ° C. for 10 hours under a nitrogen stream. Then, the content of ethanol was adjusted to obtain a cationic resin solution having a polymer content of 30%.
The weight average molecular weight of this resin before modification was 120,000.

Preparation Example 2 of Cationic Resin In the same flask as in Preparation Example 1, 85 parts of dimethylaminoethyl methacrylate and 15 parts of stearyl methacrylate were added.
And 54 parts of anhydrous ethanol, 0.1 part of AIBN was added, and the mixture was refluxed and heated at 80 ° C. in a nitrogen stream. After 2 hours, 0.6 parts of AIBN was added and polymerization was carried out at the same temperature for 6 hours. I let you. Next, 72.8 parts of ethyl monochloroacetate (1.1 times the molar amount with respect to dimethylaminoethyl methacrylate) and 100 parts of absolute ethanol were added thereto, and the mixture was further denatured by heating under reflux at 80 ° C. for 12 hours under a nitrogen stream. I let it. Then, the content of ethanol was adjusted to obtain a cationic resin solution having a polymer content of 25%.
The weight average molecular weight of this resin before modification was 200,000.

Preparation Example 3 of a Cationic Resin A flask similar to that of Preparation Example 1 was charged with 80 parts of dimethylaminoethyl methacrylate and 12 parts of tridecyl methacrylate.
Parts, 8 parts of stearyl acrylate and 400 parts of absolute ethanol, 2.0 parts of AIBN was added, and the mixture was refluxed and heated at 80 ° C. under a nitrogen stream. After 2 hours, 0.6 parts of AIBN was added and the mixture was heated at the same temperature for 6 hours. Polymerized. Then
32.9 parts of butyl chloride (0.7 mole times the amount of dimethylaminoethyl methacrylate) were added, and the mixture was heated under reflux at 80 ° C. under a nitrogen stream to carry out a denaturation reaction for 30 hours.
Then, the ethanol content was adjusted to adjust the polymer content to 30.
%, And passed through a column previously filled with activated carbon for deodorization. Furthermore, the processing solution is put in a flask,
Water was added while ethanol was distilled off to obtain a cationic resin aqueous solution having a polymer content of 35%. The weight average molecular weight of the cationic resin before modification was 6,000.

Preparation Example 4 of a Cationic Resin In the same flask as in Preparation Example 1, 70 parts of diethylaminoethyl methacrylate, 5 parts of cetyl acrylate, 10 parts of stearyl methacrylate and 10 parts of N-vinylpyrrolidone
Parts, 5 parts of butyl methacrylate, and 10 parts of acetone
0 parts, and 0.3 parts of AIBN are added.
The mixture was heated under reflux at 0 ° C., and after another 2 hours, 0.1 part of AIBN was added, and a polymerization reaction was carried out at the same temperature for 15 hours under a nitrogen stream.
Then, 68.6 parts of diethyl sulfate (equimolar amount to diethylaminoethyl methacrylate) and 100 parts of absolute ethanol were added, and further added at 50 ° C. under a nitrogen stream at 1 ° C.
The mixture was heated at reflux for 0 hour to perform a denaturation reaction. Ethanol as a solvent was removed from the obtained viscous liquid at 70 ° C. under reduced pressure to obtain a solid. After pulverizing the solid, it was thoroughly washed with diethyl ether and dried again at 70 ° C. under reduced pressure to obtain a solid cationic resin. The weight average molecular weight of this resin before modification was 400,000.

Example 1 Hair Blow (1) Decamethylcyclopentasiloxane 15.0% by weight (2) Dimethylpolysiloxane (n = 3000) 3.0 (3) 1,3-butylene glycol 2.0 (4) Polyoxyethylene hydrogenated castor oil (60EO) 2.0 (5) Cationic resin solution obtained in Production Example 5.0 (actual) (6) Vinylpyrrolidone-vinyl acetate copolymer 3.0 (PVP / (VA = 6/4) (7) Ethanol 15.0 (8) Deionized water balance (9) Appropriate amount of fragrance (Production method) Dissolve (1) and (2) and add to the mixture of (3) and (4) Emulsify and mix with (5)-(9).

Example 2 Hair mousse (1) Octamethylcyclotetrasiloxane 10.0% by weight (2) Dimethylpolysiloxane (n = 10000) 2.0 (3) Glycerin 1.0 (4) Polyoxyethylene hydrogenated castor oil (120EO) 2.0 (5) Cationic resin solution obtained in Production Example 2 8.0 (actual) (6) Vinylpyrrolidone-vinyl acetate copolymer 7.0 (PVP / VA = 5/5) (7) Ethanol 15.0 (8) Ion-exchanged water balance (9) n-butane 7.0 (10) Perfume appropriate amount (Production method) Dissolve (2) in (1), and dissolve (3), (4) Add the mixture obtained by emulsifying the mixture, emulsifying it, and mixing it with (5), (6), (7), (8), and (10) in an aerosol container. Fill.

Example 3 Hair Cream (1) Decamethylcyclohexasiloxane 25.0% by weight (2) Dimethylpolysiloxane (n = 10000) 6.0 (3) Glycerin 3.0 (4) Polyoxyethylene-cured castor Oil (120EO) 3.0 (5) Cationic resin aqueous solution obtained in Production Example 3 3.0 (actual) (6) Vinylpyrrolidone-vinyl acetate copolymer 3.0 (PVP / VA = 7/3) (7) Ethanol 10.0 (8) Ion-exchange water balance (9) Polyvinyl alcohol 1.0 (10) Perfume appropriate amount (Preparation method) Dissolve (2) in (1), and (3), (4) Add to the mixture, emulsify and mix with (5)-(10).

Example 4 Hair Oil (1) Decamethylcyclopentasiloxane 57.0% by weight (2) Dimethylpolysiloxane (5 cps) 20.0 (3) Dimethylpolysiloxane (n = 7000) 10.0 (4) Production Cationic resin solution obtained in Example 4 1.0 (actual) (5) Vinylpyrrolidone-vinyl acetate copolymer 2.0 (PVP / VA = 6/4) (6) Ethanol 10.0 (7) Perfume Appropriate amount (Preparation method) (1) to (7) are stirred, dissolved and mixed at 70 to 80 ° C. A viscous and transparent liquid hair oil having a viscosity of 500 cps was obtained.

Example 5 Hair Blow (1) Decamethylcyclopentasiloxane 15.0% by weight (2) Dimethylpolysiloxane (n = 3,000) 3.0 (3) 1,3-butylene glycol 2.0 (4) Poly Oxyethylene hydrogenated castor oil (60EO) 2.0 (5) Cationic resin solution obtained in Production Example 1.0 (actual) (6) Vinylpyrrolidone-vinyl acetate copolymer 3.0 (PVP / VA) (= 6/4) (7) Ethanol 15.0 (8) Ion-exchanged water balance (9) Appropriate amount of perfume (Preparation method) Dissolve (1) and (2) and add to the mixture of (3) and (4) Emulsify and mix with (5)-(9).

Comparative Example 1 Hair mousse (1) Octamethylcyclotetrasiloxane 10.0% by weight (2) Dimethylpolysiloxane (n = 10,000) 2.0 (3) Glycerin 1.0 (4) Polyoxyethylene hydrogenated castor oil (120EO) 2.0 (5) Cationic resin aqueous solution obtained in Production Example 2 8.0 (actual) (6) Vinylpyrrolidone-vinyl acetate copolymer 3.0 (PVP / VA = 8/2) (7) Ethanol 10.0 (8) Ion-exchanged water balance (9) n-butane 7.0 (10) Perfume appropriate amount (Production method) Dissolve (2) in (1), and dissolve (3), (4) Add the mixture, emulsify it, mix it with (5), (6), (7), (8), and (10), put the solution into an aerosol container, attach the valve, and then fill in (9). I do.

Comparative Example 2 Hair Mousse (1) Octamethylcyclotetrasiloxane 10.0% by weight (2) Dimethylpolysiloxane (n = 10,000) 2.0 (3) Glycerin 1.0 (4) Polyoxyethylene hydrogenated castor oil (120EO) 2.0 (5) Cationic resin solution obtained in Production Example 2 3.0 (actual) (6) Vinylpyrrolidone-vinyl acetate copolymer 8.0 (PVP / VA = 2/8) (7) Ethanol 10.0 (8) Ion-exchanged water balance (9) n-butane 7.0 (10) Perfume appropriate amount (Production method) Dissolve (2) in (1), and dissolve (3), (4) Add the mixture, emulsify it, mix it with (5), (6), (7), (8), and (10), put the solution into an aerosol container, attach the valve, and then fill in (9). I do.

Comparative Example 3 Hair Blow (1) Decamethylcyclopentasiloxane 15.0% by weight (2) Dimethylpolysiloxane (n = 3,000) 3.0 (3) 1,3-butylene glycol 3.0 (4) Poly Oxyethylene hydrogenated castor oil (60EO) 2.0 (5) N-methacryloylethyl N, N-dimethyl ammonium-α-N-methylcarboxy betaine / methacrylic acid ester copolymer 1.0 (actual) (trade name: (6) Plant extract 2.0 (7) Ethanol 15.0 (8) Deionized water balance (9) Appropriate amount of fragrance (Production method) Dissolve (2) in (1) Then, the mixture is emulsified with the mixture of (3) and (4) and mixed with (5) to (9).

Comparative Example 4 Hair Oil (1) Decamethylcyclopentasiloxane 53.0% by weight (2) Dimethylpolysiloxane (5 cps) 20.0 (3) Isoparaffin 14.0 (4) Acrylic resin alkanolamine liquid 3.0 (Actual product) (Product name: Plus size L-53P, manufactured by Kyogo Chemical Co., Ltd.) (5) Ethanol 10.0 (6) Appropriate amount of fragrance (Production method) (1) to (6) are stirred at 70 to 80 ° C Dissolve and mix. A viscous and transparent hair oil having a viscosity of 500 cps was obtained.

Comparative Example 5 Hair mousse (1) Octamethylcyclotetrasiloxane 10.0% by weight (2) Dimethylpolysiloxane (n = 10,000) 2.0 (3) Glycerin 1.0 (4) Polyoxyethylene hydrogenated castor oil (120EO) 2.0 (5) Hydroxypropyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer 5.0 (trade name: AMPHOMER LV-71, manufactured by NSC Japan) (6) Vinyl Pyrrolidone-vinyl acetate copolymer 7.0 (PVP / VA = 6/4) (7) Ethanol 15.0 (8) Deionized water balance (9) 2-Amino-2-methyl-1-propanol (AMP) 1.0 (10) n-butane 7.0 (11) Appropriate amount of perfume (Preparation method) Dissolve (2) in (1), add to the mixture of (3), (4) and emulsify, (5) , (6), (7), (8), (9), and (11) into aerosol container. To then fitted with a valve (10)
Fill.

As described above, with respect to those obtained in Examples 1 to 5 and those obtained in Comparative Examples 1 to 5, (1) less stickiness until drying after coating, and (2) drying after coating. (3) set holding power, and (4) less stiffness of the finished hair. Table 1 shows the results. The evaluation method is as follows.

[Evaluation Method] (1) Low stickiness until drying after application A sample of 3 g was applied to a hair strand (4 g) by 20 subjects, the shape was adjusted with a comb, and the stickiness until drying was measured. Sensory evaluation was performed. The evaluation criteria are as follows. ：: very good (the number of subjects who answered good is 18 or more) ○: good (the number of subjects who answered good is 8 or more and less than 18) △: somewhat poor (the number of subjects who answered good) More than 5 and 8
×: poor (less than 5 subjects answered good)

(2) Smoothness after application After drying, 20 test subjects applied a 3 g sample to a hair strand (4 g), adjusted the shape with a comb, and organoleptically evaluated the smoothness until drying. The evaluation criteria are the same as in the above (1).

(3) Set Retention Force A 0.5 g sample was evenly applied to a hair bundle having a length of 15 cm and a weight of 1 g, wound around a rod having a diameter of 2 cm, and allowed to stand in a high-temperature room at 45 ° C. for 6 hours. And dried. After drying, the rod was removed, and the apparent length (L ₁ ) of the hair bundle was measured.
Next, the hair bundle is hung in a thermostatic chamber at a temperature of 25 ° C. and a humidity of 90%, taken out after 30 minutes, and again taken as the apparent length (L) of the hair bundle.
₂ ) was measured, and the set retention effect was determined by the following equation.

[0056]

[Formula 1] Set holding force = ｛(15−L ₂ ) / (15−
L ₁ )｝ × 100 (%)

Therefore, the closer this value is to 100, the higher the set holding effect. ◎: very good (set holding power 80% or more) ○: good (set holding power 50% or more, less than 80%) △: slightly bad (set holding power 30% or more, less than 50%) ×: bad (set holding power) Less than 30% force)

(4) Low Roughness of Finished Hair The dryness of the hair strands dried in (1) was sensory-evaluated by 20 subjects. Evaluation criteria are
Same as (1) above.

[0059]

[Table 1] ────────────────────────────── (1) (2) (3) (4) ──── ────────────────────────── Example 1 ◎ ◎ ◎ ◎ Example 2 ◎ ◎ ◎ ◎ Example 3 ◎ ◎ ◎ ◎ ◎ Example 4 ◎ ◎ ◎ ◎ Example 5 ◎ ◎ ◎ ◎ ────────────────────────────── Comparative Example 1 ○ ◎ △ ◎ Comparative Example 2 ○ ◎ × △ Comparative Example 3 ○ ◎ △ ○ Comparative Example 4 △ × △ × Comparative Example 5 △ ○ × × ──────────────────────── ──────

As is clear from the results shown in Table 1, the hair setting composition of the present invention was excellent in set holding power, non-sticky, and had a smooth and good feel.

[0061]

As described above, the hair setting composition of the present invention has a good feeling such that the hair is not sticky and easy to give in the process from application to drying and finish, and the finished hair is smooth and not rough. And also have excellent set holding power.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C083 AC012 AC102 AC122 AC432 AC641 AC781 AC811 AD091 AD092 AD112 AD131 AD132 AD152 AD172 CC05 CC32 DD08 DD23 DD30 DD31 EE06 FF05

Claims (4)

[Claims] 1. A hair setting composition comprising the following components (A) and (B). (A) 50 to 90% by weight of a polymerizable unsaturated monomer represented by the following general formula (1), 10 to 50% by weight of a polymerizable unsaturated monomer represented by the following general formula (2), and Other polymerizable monomers 0 copolymerizable with each of the polymerizable unsaturated monomers described above.
A copolymer obtained by copolymerizing 25% by weight is converted to a general formula YE wherein Y is a bromine atom, a chlorine atom, an iodine atom or an alkyl sulfate residue (the alkyl group has 1 to 4 carbon atoms).
Individual. And E is an alkyl group having 1 to 12 carbon atoms, a benzyl group or an alkyl ester residue of a fatty acid having 1 to 3 carbon atoms (the alkyl group has 1 to 4 carbon atoms). . One or two or more cationic resins modified with a cationizing agent represented by the formula: Embedded image (Wherein, R ¹ is a hydrogen atom or a methyl group, R ² is an alkylene group having 1 to 4 carbon atoms, R ³ and R ⁴ are each an alkyl group having 1 to 4 carbon atoms, and X is oxygen. An atom or an NH group.) (In the formula, R ⁵ is a hydrogen atom or a methyl group, and R ⁶ is an alkyl group having 12 to 24 carbon atoms.) (B) The copolymerization ratio (molar ratio) of vinylpyrrolidone / vinyl acetate is 7 / One or two or more vinylpyrrolidone-vinyl acetate copolymers having a ratio of 3 to 3/7. 2. The amount of component (A) is 0.1 to 50.0.
% By weight, and the compounding amount of the component (B) is 0.05 to 10.
The hair setting composition according to claim 1, which is 0% by weight. 3. The weight average molecular weight of the cationic resin is 5000 in terms of the molecular weight of the copolymer before being modified with a cationizing agent.
The hair setting agent composition according to claim 1 or 2, wherein the composition is from 500,000 to 500,000. 4. The hair setting composition according to claim 1, wherein the copolymerization ratio (molar ratio) of vinylpyrrolidone / vinyl acetate of the component (B) is from 6/4 to 4/6.