JP2001081018A - Hairdressing base - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hairdressing base highly adherable to the hair, subject to no flaking phenomena, capable of imparting the hair with good luster, wiriness and especially good slipperiness, and having good set retention. SOLUTION: This hairdressing base comprises a block copolymer obtained by block copolymerization between monomer components comprising (A) a monomer of the formula (X is an oxygen atom or NH group; R1 is a hydrogen atom or methyl group; R2 is a 2-3C alkylene group) and (B) an ethylenically unsaturated carboxylic acid ester in the presence of a polysiloxane compound.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a hairdressing base. More specifically, it has excellent adhesion to hair,
The present invention relates to a hair styling preparation base which does not cause a flaking phenomenon, imparts excellent gloss, suppleness, and particularly excellent sliding feeling to hair, and has good set holding power.

[0002]

2. Description of the Related Art Usually, hair is fixed with a resin in order to give a desired shape to the hair. However, in order to remove the resin applied to the hair by washing the hair, it is required that the hairdressing resin is water-soluble. You.

[0003] Nonionic, cationic, anionic and zwitterionic resins have been conventionally used as such hair styling resins.

[0004] However, the nonionic resin has a problem that it lacks set force under high temperature and high humidity, and easily causes a flaking phenomenon under low humidity.

[0005] Although the cationic resin has excellent affinity for hair, it has a problem that it is more susceptible to humidity than a nonionic resin and has poor setting power.

Although the anionic resin is hardly affected by humidity and is excellent in setting power, on the other hand, the resulting film is hard and has a low affinity for hair, so that it tends to cause a flaking phenomenon.

The amphoteric copolymer resin having a so-called betaine structure has excellent affinity for hair and an effect of imparting natural texture, but is inferior in slipperiness and flexibility. In order to improve the slipperiness and suppleness, silicone oil has been added.However, there are problems such as partial elution, increased squeakiness of the hair, stickiness and greasyness. Will happen.

Therefore, at present, attempts have been made to combine the various resins in order to compensate for these problems.
For example, Japanese Unexamined Patent Publication No. 9-157339 proposes a hair cosmetic base comprising a block copolymer comprising a polysiloxane segment and an ethylenically unsaturated carboxylic acid unit as constituents. At present, an excellent base for a hairdressing agent that can solve the above problem has not yet been obtained.

[0009]

DISCLOSURE OF THE INVENTION The present invention has been made in view of the above-mentioned prior art, and has high adhesion to hair and set holding power, does not cause a flaking phenomenon, and has excellent gloss and excellentness. It is an object of the present invention to provide a hairdressing preparation base that can impart a slippery feeling and suppleness to hair.

[0010]

According to the present invention, there is provided a compound represented by the general formula (I):

[0011]

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(Where X is an oxygen atom or an NH group, R ¹
Is a hydrogen atom or a methyl group, and R ² is an alkylene group having 2 to 3 carbon atoms), and a monomer component containing an ethylenically unsaturated carboxylic acid ester (B) represented by the following formula: The present invention relates to a hairdressing base comprising the obtained block copolymer.

[0013]

BEST MODE FOR CARRYING OUT THE INVENTION As described above, the base for a hairdressing composition of the present invention is prepared by reacting a compound of the formula (I) in the presence of a polysiloxane compound.

[0014]

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(Where X is an oxygen atom or an NH group, R ¹
Is a hydrogen atom or a methyl group, and R ² is an alkylene group having 2 to 3 carbon atoms), and a monomer component containing an ethylenically unsaturated carboxylic acid ester (B) represented by the following formula: It consists of the obtained block copolymer.

As described above, since the base for a hairdressing composition of the present invention is made of a specific block copolymer, the problems of conventional resins for various hairdressing compositions are solved, and excellent adhesion to hair is achieved. It does not cause a flaking phenomenon, imparts excellent gloss, suppleness and particularly excellent slipping feeling to hair, and has good set holding power.

In order to obtain the block copolymer used in the present invention, block copolymerization is carried out in the presence of a polysiloxane compound. As the polysiloxane compound,
For example, an azo group-containing polysiloxane compound is preferably exemplified. Representative examples of the azo group-containing polysiloxane compound include, for example, a compound represented by the following general formula (II):

[0018]

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Wherein R ³ is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a cyano group (however, two R ³ may be the same or different), and R ⁴ is hydrogen An atom, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms or an aryl group (however, six R ⁴ may be the same or different), A ¹ is NH or O , A ² has 1 to 1 carbon atoms which may be via an oxygen atom.
6 is an alkylene group, p is 0 or an integer of 1 to 6, q is 0
Or a polysiloxane compound having a repeating unit represented by the following general formula (II) and a general formula (III):

[0020]

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(Wherein -CO-A ³ -CO- is a malonic acid residue, a succinic acid residue, a glutaric acid residue, an adipic acid residue, a sebacic acid residue, a phthalic acid residue, an isophthalic acid residue) , Terephthalic acid residue, pimelic acid residue, suberic acid residue, azelaic acid residue, fumaric acid residue, maleic acid residue, itaconic acid residue, malic acid residue, citraconic acid residue, mesaconic acid residue A dibasic acid residue such as 1,4-naphthalenedicarboxylic acid residue, 4,4′-biphenyldicarboxylic acid residue, and R ⁴ , A ¹ , A ² and q are the same as defined above); And specific examples thereof include, for example, a compound represented by the formula (IV):

[0022]

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A compound having 6 to 8 repeating units represented by the following formula (number average molecular weight: 30000 to 40000, segment molecular weight: about 5000, manufactured by Wako Pure Chemical Industries, Ltd .; hereinafter, referred to as compound (S-1)); A compound having 7 to 9 repeating units represented by the formula (IV) (number average molecular weight: 70000 to 90000, segment molecular weight: about 1
0000, manufactured by Wako Pure Chemical Industries, Ltd .;
2)).

If the amount of the polysiloxane compound is too small, the resulting block copolymer film may have problems such as gloss, flexibility, and poor slipperiness. It is desirable to adjust the total amount to 0.5% by weight or more, preferably 1% by weight or more, and more preferably 5% by weight or more. On the other hand, if the amount of the polysiloxane compound is too large, the set holding power of the hair is reduced, and the hair washability required as a hairdressing agent for the block copolymer may be significantly reduced. 25% by weight or less, preferably 20% by weight or less, more preferably 18% by weight or less of the total amount with the monomer component.
It is desirable to adjust so as to be not more than% by weight.

The monomer (A) used in the present invention is, as described above, an amphoteric monomer having a betaine structure represented by the general formula (I). It is a component that imparts properties and improves adhesion.

In the general formula (I) representing the monomer (A), R ¹ is preferably a methyl group from the viewpoint that it is less susceptible to side reactions such as transesterification during the block copolymerization reaction.

Specific examples of the monomer (A) include, for example, N- (meth) acryloyloxyethyl-N, N
-Dimethylammonium-α-N-methylcarboxybetaine, N- (meth) acryloylamidopropyl-
N, N-dimethylammonium-α-N-methylcarboxybetaine and the like.
A mixture of more than one species can be used.

If the amount of the monomer (A) is too small, the obtained block copolymer film is hardly soluble in water, so that it is highly likely that washing and removal during hair washing is difficult, and amphoteric. Affinity to the hair, which is a characteristic of the resin, is not imparted, and as a result, problems such as occurrence of flaking phenomenon, reduction of antistatic effect, and reduction of natural texture occur. It is desirable to adjust the amount to be 20% by weight or more, preferably 25% by weight or more, more preferably 30% by weight or more of the amount. On the other hand, when the amount of the monomer (A) is too large, the obtained block copolymer film shows a blocking feeling, reduces the set holding power of hair, and when used for aerosol, it is widely used at present. Since the solubility in the used natural gas may be significantly reduced, the total amount of the polysiloxane compound and the monomer component is 60% by weight or less, preferably 55% by weight or less, more preferably 53% by weight or less. It is desirable to adjust so that

The ethylenically unsaturated carboxylic acid ester (B) used in the present invention (hereinafter referred to as monomer (B))
Is a component for imparting appropriate moisture resistance to the obtained block copolymer film and improving the set holding power under high humidity.

As the monomer (B), for example, a compound represented by the general formula (V):

[0031]

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(Wherein R ⁵ is a hydrogen atom or a methyl group,
R ⁶ represents a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms) represented by general formula (VI):

[0033]

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(Wherein R ⁷ is a hydrogen atom or a methyl group,
R ⁸ and R ⁹ are each independently represented by a hydrogen atom or an alkyl group having 1 to 4 carbon atoms (provided that R ⁸ and R ⁹ are not hydrogen atoms at the same time), and r represents an integer of 1 to 3) Aminoalkyl (meth) acrylate; quaternized aminoalkyl (meth) acrylate and the like.

In the above general formula (V), the alkyl group is preferred because the effect of improving the flexibility of the obtained block copolymer film and suppressing the occurrence of the flaking phenomenon can be sufficiently exhibited. Has 4 to 1 carbon atoms
8 is preferable. Further, in order to finely control the water solubility of the resulting block copolymer film, aminoalkyl (meth) acrylate which changes the water solubility of the block copolymer by neutralizing the acid before or after the polymerization, and The quaternized product can be suitably used.

Specific examples of the monomer (B) include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, cyclohexyl (meth) acrylate, dodecyl (meth) acrylate, stearyl (meth) acrylate Alkyl (meth) acrylates such as N; N-dimethylaminoethyl (meth) acrylate, aminoalkyl (meth) acrylates such as N, N-dimethylaminopropyl (meth) acrylate and Nt-butylaminoethyl (meth) acrylate Acrylates; quaternized products of these aminoalkyl (meth) acrylates;
A mixture of more than one species can be used.

If the amount of the monomer (B) is too small, problems such as a decrease in the moisture resistance of the film of the obtained block copolymer and a decrease in the set holding power occur, and thus the amount of the polysiloxane compound and It is desirable that the amount is adjusted to be 20% by weight or more, preferably 25% by weight or more, more preferably 30% by weight or more of the total amount with the monomer component. On the other hand, if the amount of the monomer (B) is too large, the resulting block copolymer film becomes poorly soluble in water, which causes problems such as difficulties in washing and removing during hair washing. 75% by weight or less, preferably 70% by weight of the total amount of the compound and the monomer component
Below, it is more desirable to adjust so that it may be 65% by weight or less.

As described above, the base for a hairdressing composition of the present invention comprises a block copolymer obtained by subjecting a monomer component containing the monomer (A) and the monomer (B) to block copolymerization in the presence of a polysiloxane compound. In the present invention, in addition to the monomer (A) and the monomer (B), an ethylenic copolymerizable with the monomer (A) and the monomer (B) may be used as a monomer component. Unsaturated monomers (C) can be used.

The monomer (C) used in the present invention is a component capable of imparting appropriate flexibility and appropriate hardness to the obtained block copolymer film to change the feel.

Specific examples of the monomer (C) include, for example, N-vinylpyrrolidone, N-vinylacetamide, vinyl acetate, (meth) acryloyloxypropyltrimethoxysilane, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate And polyethylene glycol (meth) acrylate, polypropylene glycol (meth) acrylate, t-butylacrylamide, diacetoneacrylamide, and the like, and these can be used alone or in combination of two or more.

If the amount of the monomer (C) is too small, the effect of using the monomer (C) can hardly be confirmed, so that the amount of the monomer (C) is 0.1% of the total amount of the polysiloxane compound and the monomer component. It is desirable to adjust the amount to be at least 2% by weight, preferably at least 2% by weight. On the other hand, if the amount of the monomer (C) is too large, a base for a hairdressing composition having excellent set holding power under high humidity and having a natural and strong setting property having excellent affinity with the hair. Therefore, it is desirable to adjust the total amount of the polysiloxane compound and the monomer component to 25% by weight or less, preferably 20% by weight or less.

The block copolymer constituting the base for a hairdressing composition of the present invention comprises the above-mentioned polysiloxane compound and the above-mentioned monomer (A), monomer (B) and, if necessary, a monomer component containing monomer (C). Can be obtained by subjecting the monomer component to block copolymerization in water or an organic solvent in the presence of a polysiloxane compound by adjusting the desired amount of the monomer component.

Examples of the organic solvent include hydrocarbons such as n-hexane, cyclohexane and toluene; esters such as ethyl acetate and methyl acetate; ketones such as acetone and cyclohexanone; halogenated hydrocarbons such as dichloroethane and chloroform. Class; having 1 to 4 carbon atoms
Aliphatic mono- to tetrahydric alcohols; ethyl cellosolve, butyl cellosolve, dioxane, dimethylformamide and the like, among which monohydric alcohols are particularly desirable for handling as cosmetic raw materials.

Specific examples of the monohydric alcohol include, for example, methanol, ethanol and isopropanol. Specific examples of the dihydric alcohol include:
For example, propylene glycol and the like can be mentioned.

The base for a hairdressing composition of the present invention may adhere to the skin of a human body. Therefore, in consideration of safety, among the organic solvents, ethanol and isopropanol are particularly desirable.

In the block copolymerization, the water or the organic solvent is preferably used by adjusting the concentration of the mixture of the polysiloxane compound and the monomer component to about 10 to 70% by weight. When the concentration of the mixture is more than 50% by weight, the mixture is divided and gradually added, and block copolymerization is performed, which suppresses rapid generation of polymerization heat and allows safe polymerization. Is desirable.

The block copolymerization method includes, for example, solution polymerization, suspension polymerization, emulsion polymerization and the like.
In the present invention, desired amounts of the monomer (A), the monomer (B) and, if necessary, the monomer (C) are adjusted and dissolved in water or an organic solvent, a polysiloxane compound is added, and polymerization is performed, if necessary. Block copolymerization can be performed by adding an initiator and stirring while heating under an inert gas stream such as nitrogen gas.

The polymerization initiator is not particularly limited as long as it is generally used as a radical polymerization initiator. Specific examples thereof include peroxides such as benzoyl peroxide and lauroyl peroxide; And azo compounds such as 2,2'-azobisisobutyronitrile and dimethyl-2,2'-azobisisobutyrate. In the present invention, for example, an amino group-containing monomer may be used, for example, from the viewpoint that undesirable redox decomposition specific to a peroxide polymerization initiator can be prevented.
It is desirable to use an azo compound.

If the polymerization temperature during block copolymerization is too low, for example, when an azo group-containing polysiloxane compound is used as the polysiloxane compound, the decomposition of the azo group is small, so that the progress of polymerization is slow. For example, a problem arises in that the control of polymerization becomes difficult because the decomposition of the azo group increases, so that the temperature is usually selected in the range of 20 to 150 ° C, preferably 40 to 120 ° C. In particular, for example, when an azo group-containing polysiloxane compound is used as the polysiloxane compound, the azo group-containing polysiloxane compound and one of the polymerization initiators added as necessary
It is preferable that the temperature be a half-life time of 0 hour, and it is more preferable that the temperature is close to the reflux temperature of the solvent used, since polymerization with higher reproducibility can be performed.

The polymerization time during the block copolymerization depends on the polymerization temperature and the polymerization concentration, or the type of the polysiloxane compound, monomer (A), monomer (B) and monomer (C) to be subjected to the block copolymerization. Usually 2
~ 36 hours. If the polymerization time is too short, the polymerization may be incomplete and unreacted monomers may remain.
Time is desirable.

The presence or absence of the residual monomer is determined by
It can be confirmed by measuring whether or not a double bond exists by a general method, for example, the PSDB method.

The viscosity-average molecular weight of the block copolymer thus obtained is preferably about 40,000 or more, from the viewpoint of maintaining the set holding power, and from the fact that it is excessively polymerized so as not to impair the detergency. Is preferably about 70,000 or more, about 200,000 or less, preferably about 140,000 or less.

The block copolymer is redissolved in, for example, ethanol, water, ethanol / natural gas, ethanol / natural gas-dimethyl ether, ethanol-water / dimethyl ether, etc., to give a solution of about 0.5 to 10% by weight. Thus, the base for a hairdressing composition of the present invention can be obtained.

The amino group in the block copolymer can be neutralized with an acid in order to finely control the pH, water solubility, etc. of the obtained hairdressing preparation base of the present invention. Specific examples of acids that can be used include, for example, inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid, and organic acids such as acetic acid, lactic acid, glycolic acid, citric acid, and amino acids. Also, considering the adverse effect on the skin, it is desirable to adjust the amount of use so that the pH of the base for a hairdressing agent does not become less than 4.

The base for hair styling of the present invention has excellent adhesion to hair, does not cause a flaking phenomenon, imparts excellent gloss, suppleness and particularly excellent slipping feeling to hair, and has good set holding properties. Since it has power, it can be suitably used as, for example, a hair blowing agent (hair mist), a hair mousse, a hair spray, a hair gel and the like.

[0056]

Next, the base for a hairdressing composition of the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

Example 1 40 parts by weight of methacryloyloxyethylene dimethylammonium carboxymethyl betaine (hereinafter referred to as "parts") was placed in a 500 ml five-necked flask equipped with a reflux condenser, a thermometer, a nitrogen gas inlet tube and a stirrer. 27 parts of dimethylaminoethyl methacrylate, 12 parts of stearyl acrylate, 15 parts of alkyl methacrylate (a mixture of decyl methacrylate: dodecyl methacrylate ≒ 1: 1 (weight ratio)), 25 mol% of lactic acid (to the total amount of amino groups in dimethylaminoethyl methacrylate) ) And absolute ethanol to give a 30% by weight solution. To this, 30 parts by weight of a solution of 6 parts of the compound (S-1) in isopropanol and 2,2'-azobisisobutyronitrile (hereinafter referred to as AIBN) 30 ppm (based on the total amount of the polysiloxane compound and the monomer component) Was added.
The amount of AIBN is determined based on the polysiloxane compound AIBN.
The total of the conversion amount and the AIBN addition amount is finally 2000p
pm.

Then, the mixture was heated and refluxed at 80 ° C. while stirring under a nitrogen gas stream to initiate polymerization. Five hours after the start of the polymerization, 900 ppm of AIBN (based on the total amount of the polysiloxane compound and the monomer component) was added, and the reaction was completed for another 4 hours to complete the reaction. The copolymer was precipitated. The precipitate was collected by filtration, washed with n-hexane, and dried under reduced pressure at 60 ° C. for 3 hours to obtain a block copolymer.

The yield of the obtained block copolymer was 77.
The viscosity average molecular weight was 108,000.

The dried block copolymer was redissolved in ethanol to prepare a 30% by weight solution to obtain a hairdressing preparation base. The pH of the resulting hair dressing base diluted to 10 times by weight with water was 7.

Examples 2 to 6 A block copolymer was obtained in the same manner as in Example 1 except that the polysiloxane compound and the monomer component were changed as shown in Table 1, and a hair dressing base was prepared.

The amount of the acid (lactic acid) used (mol%) relative to the total amount of amino groups in the block copolymerization, the viscosity average molecular weight of the block copolymer and the base for the hairdressing agent (diluted 10 times by weight with water). Table 1 shows the pH values.

Example 7 40 parts of methacryloyloxyethylene dimethylammonium carboxymethyl betaine and 27 parts of dimethylaminoethyl methacrylate were placed in a 500 ml five-necked flask equipped with a reflux condenser, a thermometer, a nitrogen gas inlet tube and a stirrer. , 12 parts of stearyl acrylate, 16 parts of alkyl methacrylate (a mixture of decyl methacrylate: dodecyl methacrylate ≒ 1: 1 (weight ratio)),
25 mol% of lactic acid (based on the total amount of amino groups in dimethylaminoethyl methacrylate), anhydrous ethanol and anhydrous isopropanol were added to prepare a 30.8% by weight solution. To this were added a solution of 5 parts of compound (S-2) in 20% by weight of isopropanol and 1015 ppm of AIBN (based on the total amount of the polysiloxane compound and the monomer component). The amount of AIBN is determined by the amount of A in the polysiloxane compound.
The total of the IBN conversion amount and the AIBN addition amount is finally 20
It was adjusted to be 00 ppm. The reaction solvent was anhydrous ethanol: isopropanol = 7:
3 (weight ratio).

Then, the mixture was heated and refluxed at 80 ° C. while stirring under a nitrogen gas stream to initiate polymerization. Five hours after the start of the polymerization, 900 ppm of AIBN (based on the total amount of the polysiloxane compound and the monomer component) were added, and the polymerization was further performed for 4 hours to complete the reaction.
This reaction solution was dropped into n-hexane to precipitate a block copolymer. The precipitate was collected by filtration, washed with n-hexane, and dried under reduced pressure at 60 ° C. for 3 hours to obtain a block copolymer.

The yield of the obtained block copolymer was 67.
And a viscosity average molecular weight of 89000.

The dried block copolymer was redissolved in ethanol and adjusted to a 30% by weight solution to obtain a hair dressing base. The pH of the resulting hair dressing base diluted to 10 times by weight with water was 7.

Examples 8 to 9 A block copolymer was obtained in the same manner as in Example 7 except that the polysiloxane compound and the monomer component were changed as shown in Table 2, and a hairdressing preparation base was prepared.

The amount of the acid (lactic acid) used (mol%) based on the total amount of amino groups in the block copolymerization, the viscosity average molecular weight of the block copolymer and the base for the hairdressing agent (diluted 10 times by weight with water). Table 2 shows the pH values.

Example 10 Example 7 was repeated except that the polysiloxane compound and the monomer component were changed as shown in Table 2 and that the reaction solvent was changed so that anhydrous ethanol: isopropanol = 5: 5 (weight ratio). In the same manner as in the above, a block copolymer was obtained, and a base for a hairdressing agent was prepared.

The amount (mol%) of the acid (lactic acid) used, the viscosity average molecular weight of the block copolymer and the base for the hairdressing agent (diluted 10 times by weight with water) based on the total amount of amino groups in the block copolymerization. Table 2 shows the pH values.

The physical properties of the hair styling preparations obtained in Examples 1 to 10 were examined for appearance, water solubility and compatibility with ethanol according to the following methods. Table 3 shows the results.

(A) Appearance The appearance of the hair styling preparation base (30% by weight polymer ethanol solution) was visually observed.

(B) Water-soluble base for hair styling (30% by weight polymer solution in ethanol)
Then, while maintaining the liquid temperature at 25 ° C., it was examined whether or not the solution was diluted by adding purified water, and evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: Infinite dilution. B: Turbidity occurs when water is added. C: Polymer is coagulated and precipitated when water is added.

(C) Compatibility with ethanol Base for hair styling agent (30% by weight polymer ethanol solution)
Then, while maintaining the liquid temperature at 5 to 10 ° C., it was examined whether or not ethanol was added for dilution, and evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: Infinite dilution. B: Turbidity occurs when ethanol is added. C: Polymer is coagulated and precipitated when ethanol is added.

The abbreviations in Tables 1 and 2 mean the following. MOEDMB: methacryloyloxyethylene dimethyl ammonium carboxymethyl betaine MAmPDMB: methacryloylamidopropyl dimethyl ammonium carboxymethyl betaine AAmPDMB: acryloylamidopropyl dimethyl ammonium carboxymethyl betaine DMMA: dimethylaminoethyl methacrylate DMDS: dimethylaminoethyl methacrylate diethyl sulfate DMAPMA: dimethylaminopropyl Methacrylamide DMAPAA: Dimethylaminopropylacrylamide EMA: Ethyl methacrylate BMA: n-butyl methacrylate TBMA: t-butyl methacrylate TBA: t-butyl acrylate SLMA: Mixture of decyl methacrylate and dodecyl methacrylate (about 1) SMA: stearyl methacrylate HEMA: hydroxyethyl methacrylate HPA: hydroxypropyl acrylate M90G: methoxypolyethylene glycol monomethacrylate (n = 9) NVP: N-vinylpyrrolidone NVA: N-vinylacetamide DAAm: diacetone acrylamide TBAAm: t-butylacrylamide

[0078]

[Table 1]

[0079]

[Table 2]

[0080]

[Table 3]

From the results shown in Table 3, Examples 1 to 10
It can be seen that the hair styling preparations obtained in the above were all excellent in appearance, water solubility and compatibility with ethanol.

Comparative Example 1 N-methacryloyloxyethyl-N, N-dimethylammonium-α-N-methylcarboxybetaine-methacrylic acid alkyl ester copolymer (trade name: RAM Resin-1000, Osaka Organic Chemical Industry Co., Ltd.) Made)
A hairdressing base was prepared as an ethanol solution having a polymer content of 30% by weight. This hair dressing base exhibited high water solubility.

Formulation Examples 1 to 10 and Comparative Formulation Example 1 To 10 parts of the hairdressing preparation obtained in Examples 1 to 10 and Comparative Example 1, 65 parts of ethanol and 25 parts of ion-exchanged water were added. 3% by weight of a uniform transparent liquid (3 parts of polymer, 72 parts of ethanol and 25 parts of ion-exchanged water)
Part). This clear liquid was filled into a 100 ml mist pump container, and a lid with a jet opening was provided to obtain a hair lotion hair styling product.

Using the obtained hair lotion hair styling product, set holding power, flexibility, and physical properties of the formed film were examined according to the following methods. Table 4 shows the results.

(A) Set holding power 1 g of hair lotion hairdressing agent is uniformly applied to 2 g of hair having a length of 25 cm, and the hair is wound around a curler having an outer shape of 1.2 cm, and dried with warm air at 40 ° C. for 60 minutes. did. After drying, the hair was removed from the curler, and the hair was immediately suspended vertically in an atmosphere at a temperature of 30 ° C. and a relative humidity of 90% (L ₁ (c)
m)) and the length (L ₂ (cm)) after 3 hours,
The curl retention (%) was calculated from the following equation. Curl retention (%) = ｛(25−L ₂ ) / (25
−L ₁ )｝ × 100

Those having a curl retention of 75% or more were evaluated as pass (indicated by A in Table 4), and those having a curl retention of less than 75% were rejected (indicated by B in Table 4).

(B) Suppleness 1 g of a hair lotion hairdressing agent was evenly applied to 2 g of 25 cm long hair, and the hair was adjusted with a commercially available comb.
Was dried with warm air for 60 minutes, and the flexibility was evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: There is no stiffness when touched by hand, and the feel is natural. B: There is slight stiffness when touched by hand. C: Roughness is severe when touched by hand, giving a hard feel.

(C) Physical Properties of Film Gloss 1 g of a hair lotion hairdressing agent was uniformly applied to 2 g of hair having a length of 25 cm, and dried with warm air at 40 ° C. for 60 minutes. The gloss of the hair was visually observed and evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: Very glossy. B: Slightly glossy. C: No gloss.

Flexibility (Confirmation of Flaking Phenomenon) 1 g of a hair lotion hairdressing agent was uniformly applied to 2 g of hair having a length of 25 cm and dried with warm air at 40 ° C. for 60 minutes. The operation of holding the hair at an interval of about 1 cm from the center of the hair and bending the hair up and down was repeated 10 times, and the change in the coating film was visually observed, and evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: No peeling of the film was observed. B: The film has peeled off. C: The entire bent portion becomes white, and the powder scatters.

Smoothness (Slipperiness) 0.5 g of a hair lotion hairdressing agent was uniformly applied on a 2.5 cm × 7.5 cm glass plate and dried with warm air at 40 ° C. for 60 minutes. Check the feel of this film surface with your finger,
The smoothness was evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: Very smooth. B: Smooth. C: There is roughness.

Detergency 0.5 g of a hair lotion hairdressing agent was uniformly applied on a 2.5 cm × 7.5 cm glass plate and dried with warm air at 40 ° C. for 60 minutes. The glass plate was immersed in warm water containing shampoo at 40 ° C. and 0.2% by weight, and the change with time in the dissolution state of the film was examined and evaluated based on the following evaluation criteria.

(Evaluation Criteria) A: Completely dissolved within 30 minutes. B: Dissolve completely within 40 minutes. C: The film remains even after 40 minutes.

[0097]

[Table 4]

From the results shown in Table 4, Examples 1 to 10
Each of the hair lotion hair styling compositions of Formulation Examples 1 to 10 comprising the hair styling base obtained in the above is excellent in set holding power and suppleness, and the formed film has gloss, flexibility, smoothness and detergency. At the same time.

[0099]

The base for a hairdressing composition of the present invention is characterized in that the properties required for a hairdressing composition include set holding power, flexibility, flexibility,
Not only has sufficient washing properties, but also excellent flaking, glossiness and slipperiness.

The base for a hairdressing composition of the present invention has a high affinity for hair, has an antistatic effect, and imparts a natural texture, similarly to a conventional betaine-type amphoteric hairdressing base. Can be.

Further, since the base for a hairdressing agent of the present invention has excellent compatibility with various organic solvents such as water and ethanol, it is used for, for example, a hair blowing agent (hair mist), a hair mousse, a hair spray, a hair gel and the like. In this case, the polymer can be stably sprayed and sprayed in a uniform state to the end without coagulation and precipitation of the polymer in the spray container, the aerosol container, or the nozzle.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C083 AC102 AC172 AD091 AD092 AD151 AD152 CC32 DD08 EE07 EE25 FF01 4J026 AB44 BA27 BA39 HA11 HA20 HA22 HA46

Claims (6)

[Claims] 1. In the presence of a polysiloxane compound, a compound of the general formula (I): Wherein X is an oxygen atom or an NH group, R ¹ is a hydrogen atom or a methyl group, and R ² is an alkylene group having 2 to 3 carbon atoms, and an ethylenically unsaturated carboxylic acid ester A hairdressing base comprising a block copolymer obtained by subjecting a monomer component containing (B) to block copolymerization. 2. The hairdressing composition according to claim 1, wherein the amount of the polysiloxane compound is 0.5 to 25% by weight of the total amount of the polysiloxane compound and the monomer component. 3. The hairdressing composition according to claim 1, wherein the polysiloxane compound is an azo group-containing polysiloxane compound. 4. The hairdressing composition according to claim 1, wherein the amount of the monomer (A) is 20 to 60% by weight of the total amount of the polysiloxane compound and the monomer component. 5. The hairdressing composition according to claim 1, wherein the amount of the ethylenically unsaturated carboxylic acid ester (B) is 20 to 75% by weight of the total amount of the polysiloxane compound and the monomer component. 6. An ethylenically unsaturated monomer (C) whose monomer component can be copolymerized with the monomer (A) and the ethylenically unsaturated carboxylic acid ester (B) is 0.1% of the total amount of the polysiloxane compound and the monomer component. The hair styling preparation base according to claim 1, which contains 1 to 25% by weight.