JP2006169355A - Cleanser composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a cleanser composition high in foaming power, capable of disentangling the hair in its cleansing, good in feeling in washing the hair, and good in combability after drying the hair. <P>SOLUTION: The cleanser composition contains a cationic polymer(B) that is obtained by mixing a vinyl monomer including a cationic vinyl monomer into (A) a cationic polymer where hydrogen atoms are bound to the carbon atom on the α-site of a carbonyl or hydroxy group followed by making a polymerization with a persulfate or hydrogen peroxide as initiator. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a cleaning composition, particularly a cleaning composition for hair.

Conventionally, water-soluble polymers have been blended in detergents and cosmetics for the purpose of imparting a favorable feel during washing or a conditioning feeling that loosens hair. For example, water-soluble polysaccharides and polyethylene glycol (Patent Document 1) can be cited. Furthermore, as those having an ionic functional group, a cationic derivative of a polysaccharide represented by cationized cellulose (Patent Document 2) or a cationic ( A polymer having a quaternary ammonium group such as a (meth) acrylate copolymer (Patent Document 3), a polymer having betaine (Patent Document 4), a polymer having a carboxyl group (Patent Document 5), a polymer having phosphorylcholine ( Patent document 6) etc. are mentioned. However, the function of a cleaning agent containing a conventional polymer is insufficient.
Japanese Patent Laid-Open No. 03-179098 Japanese Examined Patent Publication No. 45-20318 JP-A-46-750 JP 58-124712 A JP-A-55-50091 JP 09-315949 A

  An object of the present invention is to provide a detergent composition having high foaming power, loosening hair tangles during washing, good washing comfort, and good combing after drying.

  In the present invention, a cationic polymer (A) in which a hydrogen atom is bonded to a carbon atom at the α-position of a carbonyl group or a hydroxyl group is mixed with a vinyl monomer containing a cationic vinyl monomer, and a persulfate or Provided is a cleaning composition containing a cationic polymer (B) obtained by polymerization using hydrogen peroxide as an initiator.

  The detergent composition of the present invention has a high foaming power, loosens hair tangles during washing, is comfortable to wash, and has good combing after drying.

[Cationic polymer (A)]
The cationic polymer (A) is a cationic polymer in which a hydrogen atom is bonded to a carbon atom at the α-position of a carbonyl group or a hydroxyl group (hereinafter also referred to as a trunk polymer).

  The cationic polymer (A) polymerizes a cationic vinyl monomer, or copolymerizes a cationic vinyl monomer with another vinyl monomer, or has a tertiary amino group. It can be obtained by polymerizing a vinyl monomer or copolymerizing it with another vinyl monomer and then quaternizing it. At least one of these vinyl monomers needs to have a hydrogen atom at the α-position carbon atom of the carbonyl group or hydroxyl group.

  Examples of the cationic polymer (A) include those having a structural unit represented by the formula (I).

[In the formula (I), R ¹ is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ² , R ³ and R ⁴ are each independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a formula — ( CH ₂ CHR ⁵ O) _n H, R ⁵ is a hydrogen atom or a methyl group, n is a number from 1 to 10; X is —O— or —NH—; Y ⁻ is a counter anion; Indicates a number. ]
In the formula (I), R ¹ is preferably a hydrogen atom or a methyl group. R ² , R ³ and R ⁴ are each independently preferably a methyl group, an ethyl group or a hydroxyethyl group, more preferably a methyl group or an ethyl group. X is preferably -NH-. Y ^- is Cl ^- or the like of the halogen ^{_{ion, CH 3 SO 4 -, C}} 2 H 5 SO 4 - alkyl sulfate ion are preferred, such as. m is preferably 3.

  As a vinyl monomer other than the cationic vinyl monomer that can be copolymerized, a vinyl monomer having a nonionic group (hereinafter referred to as a nonionic vinyl monomer) is preferably used and is hydrophilic. More preferred are nonionic vinyl monomers. Here, the vinyl monomer is hydrophilic in terms of organic concept-basics and applications-(Yoshio Tanaka, Sankyo Publishing Co., Ltd., issued on May 10, 1984). ) And organic (O) ratio [I / O] is 0.6 or more.

  As such nonionic vinyl monomers, hydroxyalkyl (C 1-8) such as N-hydroxypropyl (meth) acrylamide, N-hydroxyethyl (meth) acrylate, N-hydroxypropyl (meth) acrylamide, etc. (Meth) acrylic acid ester or (meth) acrylamide having a group; (meth) acrylic acid ester of polyhydric alcohol such as polyethylene glycol (meth) acrylate (degree of polymerization of ethylene glycol 1-30); (meth) acrylamide; N -Alkyl (C1-C1) such as methyl (meth) acrylamide, Nn-propyl (meth) acrylamide, N-isopropyl (meth) acrylamide, Nt-butyl (meth) acrylamide, N-isobutyl (meth) acrylamide 8) (Meth) acrylamide N-vinyl such as N, N-dimethyl (meth) acrylamide, dialkyl (total carbon number 2 to 8) (meth) acrylamide; diacetone (meth) acrylamide; N-vinylpyrrolidone, such as N, N-diethyl (meth) acrylamide Cyclic amides; N-vinylamides such as N-vinylacetamide and N-vinylformamide; having alkyl (1 to 8 carbon atoms) groups such as methyl (meth) acrylate, ethyl (meth) acrylate, and n-butyl (meth) acrylate Examples include (meth) acrylic acid ester; (meth) acrylamide having a cyclic amide group such as N- (meth) acryloylmorpholine.

  Here, (meth) acrylamide means acrylamide or methacrylamide, (meth) acrylate means acrylate or methacrylate, and (meth) acrylic acid ester means acrylic acid ester or methacrylic acid ester.

  Further, as such a nonionic vinyl monomer, a monomer that generates a hydroxyl group by hydrolysis after copolymerization can be used, and vinyl acetate is exemplified.

  As these nonionic vinyl monomers, at least one selected from (meth) acrylamide monomers and N-vinyl monomers is preferably used.

  As the (meth) acrylamide monomer, acrylamide, N, N-dimethylacrylamide, N, N-diethylacrylamide, N-isopropylacrylamide, methacrylamide, N, N-dimethylmethacrylamide are preferable, and acrylamide, N, N -More preferred is dimethylacrylamide.

  As the N-vinyl monomer, N-vinylpyrrolidone, N-vinylacetamide, N-vinylformamide and the like are preferable, and N-vinylpyrrolidone and N-vinylacetamide are more preferable.

  10 to 90 weight% is preferable and, as for the ratio of the nonionic vinyl-type monomer in all the monomers which comprise the cationic polymer (A) of this invention, 20 to 80 weight% is still more preferable.

  The weight average molecular weight of the cationic polymer (A) of the present invention provides a sufficient slip feeling, suppresses remarkable gelation in the production of the cationic polymer (B), facilitates handling, and has high performance. From the viewpoint of obtaining a cleaning composition, in the measurement of gel permeation chromatography (hereinafter abbreviated as GPC) using pullulan as a standard substance, 1,000 to 1,000,000 is preferable, and 1,000 to 500,000 is preferable. 000 is more preferable, 10,000 to 300,000 is particularly preferable, and 50,000 to 100,000 is most preferable.

  The cationic polymer (A) can be synthesized, for example, by the following synthesis method 1 or 2.

  Synthesis Method 1: After polymerizing a vinyl monomer containing a vinyl monomer having a tertiary amino group (for example, a compound represented by the formula (II)), the reaction product is converted to an alkyl halide, dialkyl sulfate or the like. The method of making it quaternize by making it react with the quaternizing agent of these.

(In the formula, R ¹ , R ² , R ³ , X and m have the above-mentioned meanings.)
Synthesis method 2: A method of polymerizing a vinyl monomer containing a vinyl monomer having a quaternary ammonium group (for example, a compound represented by the formula (III)).

(In the formula, R ¹ , R ² , R ³ , R ⁴ , X, m and Y ⁻ have the above-mentioned meanings.)
In Synthesis Method 1 and Synthesis Method 2, the polymerization of the vinyl monomer can be performed by a known radical polymerization method such as a solution polymerization method.

  Examples of the polymerization initiator include peroxides such as sodium peroxide and azo compounds such as 2,2′-azobis (2-amidinopropane) dihydrochloride. Since it is desirable that the cationic polymer (A) of the present invention has few branches due to chain transfer, an azo compound is preferably used.

  As the solvent, water; alcohols such as methanol, ethanol and isopropanol are preferable. The reaction temperature and reaction time are appropriately determined depending on the vinyl monomer, but the reaction is preferably performed at 50 to 100 ° C. for 3 to 15 hours.

  The molecular weight can be controlled by appropriately selecting the polymerization conditions such as the polymerization temperature, the type and amount of the polymerization initiator, and the vinyl monomer concentration. The aforementioned nonionic vinyl monomer may be copolymerized.

[Cationic polymer (B)]
The cationic polymer (B) is obtained by mixing a cationic monomer (A) with a vinyl monomer containing a cationic vinyl monomer, and polymerizing the mixture using persulfate or hydrogen peroxide as an initiator. It is a polymer.

  Examples of the persulfate used as the polymerization initiator include sodium persulfate. The amount of the polymerization initiator is preferably 0.001 to 0.4 mol times, more preferably 0.005 to 0.2 mol times with respect to the vinyl monomer. Persulfate or hydrogen peroxide may be used as a redox initiator in the presence of a reducing agent such as metal or amine.

  By allowing persulfate or hydrogen peroxide to act in the presence of the cationic polymer (A), a hydrogen atom or the like existing in the α-position carbon atom of the carbonyl group or hydroxyl group of the cationic polymer (A) is extracted, Radicals can be generated on the cationic polymer (A). At that time, a vinyl monomer containing a new cationic vinyl monomer is graft-polymerized from the cationic polymer (A) by adding a vinyl monomer containing a cationic vinyl monomer, A cationic polymer (B) having a branched structure having a cationic group is produced. Such a structure is considered to promote the adsorption to hair and skin and develop a good feel.

  Examples of the cationic vinyl monomer used for producing the cationic polymer (B) include the compound represented by the above formula (III).

  It is preferable to use a nonionic vinyl monomer as a vinyl monomer other than the cationic vinyl monomer used for producing the cationic polymer (B). The kind and copolymerization ratio of the nonionic vinyl monomer are the same as those described for the cationic polymer (A).

  In the production of the cationic polymer (B), the ratio of the vinyl monomer containing the cationic vinyl monomer used for the cationic polymer (A) is good for slipping feeling during hair washing and good after drying. From the viewpoint of obtaining combing and feel, 10 to 150 parts by weight are preferable, 15 to 120 parts by weight are more preferable, and 20 to 110 parts by weight are particularly preferable with respect to 100 parts by weight of the cationic polymer (A).

  The proportion of the cationic vinyl monomer used in the production of the cationic polymer (B) is 5% of all monomers from the viewpoint of obtaining a feeling of slipping at the time of shampooing and good combing and feeling after drying. It is preferably -90% by weight, more preferably 7-80% by weight, particularly preferably 9-70% by weight.

  The cationic polymer (B) can be synthesized, for example, by the following synthesis method 1 or 2.

  Synthesis Method 1: A vinyl monomer containing a vinyl monomer having a tertiary amino group (for example, a compound represented by the formula (II)) in the presence of the cationic polymer (A) is converted into a persulfate. Alternatively, after polymerization using hydrogen peroxide as an initiator, the reaction product is reacted with a quaternizing agent such as an alkyl halide or dialkyl sulfate to quaternize.

  Synthesis Method 2: A vinyl monomer containing a vinyl monomer having a quaternary ammonium group (for example, a compound represented by the above formula (III)) in the presence of the cationic polymer (A) is converted into a persulfate. Alternatively, a polymerization method using hydrogen peroxide as an initiator.

  In the synthesis method 1 and the synthesis method 2, the vinyl monomer preferably further contains a nonionic vinyl monomer. The polymerization of the vinyl monomer can be performed by a known radical polymerization method such as a solution polymerization method.

  As the solvent, water; alcohols such as methanol, ethanol and isopropanol are preferable. The reaction temperature and reaction time are appropriately determined depending on the vinyl monomer, but the reaction is preferably carried out at 50 to 150 ° C for 3 to 15 hours, more preferably 70 to 150 ° C, particularly preferably 90 to 150 ° C. .

  Thus, the high molecular weight cationic polymer (B) having the cationic polymer (A) as a main chain and having a branched structure by chain transfer is obtained.

  The weight average molecular weight of the cationic polymer (B) of the present invention is preferably 50,000 or more, more preferably 100,000 or more, particularly preferably 200,000 or more, in GPC measurement using pullulan as a standard substance. It may be gelled in a 20% aqueous solution of the conductive polymer (B).

[Cleaning composition]
The cleaning composition of the present invention contains a cationic polymer (B). The content of the cationic polymer (B) in the cleaning composition is preferably 0.01 to 3% by weight, more preferably 0.1 to 2.5% by weight, and particularly preferably 0.1 to 2% by weight. .

  The cleaning composition of the present invention preferably contains at least one surfactant selected from anionic, cationic, nonionic and amphoteric surfactants.

The anionic surfactant is not limited as long as it is used in a normal cleaning composition, and examples thereof include the following.
(Ai) Alkyl benzene sulfonate, preferably a linear or branched alkyl benzene sulfonate having an alkyl group having an average carbon number of 10 to 16.
(A-ii) Alkyl ether sulfate or alkenyl ether sulfate, preferably having a linear or branched alkyl group or alkenyl group having an average carbon number of 10 to 20, and an average of 0.5 to 8 mol in one molecule Ethylene oxide, propylene oxide, butylene oxide, ethylene oxide and propylene oxide in a ratio of 0.1 / 9.9 to 9.9 / 0.1, or ethylene oxide and butylene oxide of 0.1 / 9.9 to Alkyl ether sulfate or alkenyl ether sulfate added at a ratio of 9.9 / 0.1.
(A-iii) Alkyl sulfates or alkenyl sulfates, preferably alkyl sulfates or alkenyl sulfates having an average alkyl group or alkenyl group having 10 to 20 carbon atoms.
(A-iv) Olefin sulfonate, preferably an olefin sulfonate having an average of 10 to 20 carbon atoms in one molecule.
(Av) Alkane sulfonate, preferably an alkane sulfonate having an average of 10 to 20 carbon atoms in one molecule.
(A-vi) Higher fatty acid salts, preferably saturated or unsaturated fatty acid salts having an average of 10 to 24 carbon atoms in one molecule.
(A-vii) (Amide) ether carboxylic acid type surfactant.
(A-viii) α-sulfo fatty acid salt or ester, preferably α-sulfo fatty acid salt or ester having an alkyl group or alkenyl group consisting of an average of 10 to 20 carbon atoms.
(A-ix) N-acyl amino acid type surfactant, preferably N-acyl amino acid type surfactant having an acyl group having 8 to 24 carbon atoms and a free carboxylic acid residue (for example, N-acyl sarcosinate, N -Acyl-β-alanine and the like.
(Ax) Phosphate-type surfactant, preferably a phosphate mono- or diester-type surfactant having an alkyl group or alkenyl group having 8 to 24 carbon atoms or an alkylene oxide adduct thereof.
(A-xi) Sulfosuccinic acid ester type surfactants, preferably sulfosuccinic acid esters such as higher alcohols having 8 to 22 carbon atoms or ethoxylates thereof or higher fatty acid amides.
(A-xii) Polyoxyalkylene fatty acid amide ether sulfate.
(A-xiii) Monoglyceride sulfate, preferably monoglyceride sulfate having a linear or branched saturated or unsaturated fatty acid group having 8 to 24 carbon atoms.
(A-xiv) An acylated isethionate, preferably an acylated isethionate having a C8-24 linear or branched saturated or unsaturated fatty acid group.
(A-xv) alkyl glyceryl ether sulfate or alkyl glyceryl ether sulfonate, preferably alkyl glyceryl ether sulfate having a linear or branched alkyl group or alkenyl group having 8 to 24 carbon atoms or an alkylene oxide adduct thereof Salt or alkyl glyceryl ether sulfonate.
(A-xvi) alkyl or alkenyl amide sulfonate, preferably alkyl or alkenyl amide sulfonate having a linear or branched alkyl or alkenyl group having 8 to 24 carbon atoms.
(A-xvii) An alkanolamide sulfosuccinate, preferably an alkanolamide sulfosuccinate having a linear or branched alkyl or alkenyl group having 8 to 24 carbon atoms.
(A-xviii) alkyl sulfoacetate, preferably alkyl sulfoacetate having a linear or branched alkyl group or alkenyl group having 8 to 24 carbon atoms.
(A-xix) An acylated taurate, preferably an acylated taurate having a C8-24 linear or branched saturated or unsaturated fatty acid group.
(A-xx) N-acyl-N-carboxyethylglycine salt, preferably N-acyl-N-carboxyethylglycine salt having an acyl group having 6 to 24 carbon atoms.

  As salts of these anionic surfactants, that is, counter ions of anionic residues, alkali metal ions such as sodium and potassium, alkaline earth metal ions such as calcium and magnesium, ammonium ions, carbon atoms of 2 or 3 Examples thereof include alkanolamines having 1 to 3 alkanol groups (for example, monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine).

  Of these, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkenyl ether sulfate, alkyl sulfate, and polyoxyethylene sulfosuccinic acid alkyl ester salt are preferred.

  Examples of the cationic surfactant include quaternary ammonium salts having at least one linear or branched alkyl group or alkenyl group having 8 to 24 carbon atoms.

  As the nonionic surfactant, an alkylene oxide, preferably ethylene oxide (EO), particularly preferably an average of 6 to 30 mol of EO, an aliphatic first or second or straight chain having 8 to 22 carbon atoms is added. Alternatively, branched chain alcohols or alkylene oxide adducts of phenol can be used. Also included are mono- or dialkyl alkanolamides and alkyl polyglycosides. For example, coco mono or diethanolamide, coco monoisopropanolamide and coco glucoside.

  Examples of amphoteric surfactants include alkylamine oxides, carbobetaines, amide betaines, sulfobetaines, amide sulfobetaines, imidazolinium betaines, phosphobetaines, where the alkyl and acyl groups have 8 to 18 carbon atoms. . Specific examples include fatty acid amidopropyl betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine, alkylaminodimethylaminoacetic acid betaine, and alkylhydroxysulfobetaine. Of these, fatty acid amidopropyl betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, and particularly lauric acid amidopropyl betaine are preferred.

  The content of the surfactant in the cleaning composition of the present invention is preferably 2 to 40% by weight, more preferably 5 to 30% by weight.

Moreover, it is preferable that the cleaning composition of this invention contains a silicone compound. The content of the silicone compound in the composition of the present invention is preferably 0.1 to 10% by weight, more preferably 0.1 to 5% by weight. As the silicone compound, dimethylpolysiloxane, amino-modified silicone and other silicone derivatives are preferably used.
Specifically, dimethylpolysiloxane represented by the following general formula (IV) is preferable.

(In the formula, a represents a number of 3 to 20000.)
Various amino-modified silicones can be used as the amino-modified silicone, and those described in the third edition of the CTFA Dictionary (US, Cosmetic Ingredient Dictionary) under the name of Amodimethicone having an average molecular weight of about 3000 to 100,000 Is preferred. The amino-modified silicone is preferably used as an aqueous emulsion, and examples of commercially available products include SM 8704C (manufactured by Toray Silicone) and DC 929 (manufactured by Dow Corning).

  Other examples include polyether-modified silicone, methylphenylpolysiloxane, fatty acid-modified silicone, alcohol-modified silicone, alkoxy-modified silicone, epoxy-modified silicone, fluorine-modified silicone, cyclic silicone, and alkyl-modified silicone. Among these silicone compounds, dimethylpolysiloxane and amino-modified silicone are preferable.

  In the cleaning composition of the present invention, in addition to the above components, humectants such as propylene glycol, glycerin, diethylene glycol monoethyl ether, sorbitol, panthenol and the like, which are used in ordinary cleaning compositions; ethylene glycol distearin Pearling agents such as acid esters; Coloring agents such as dyes and pigments; Viscosity modifiers such as methylcellulose, polyethylene glycol and ethanol; Thickeners such as cationized cellulose and carboxybetaine type polymers; Citric acid and potassium hydroxide pH adjusting agent; salts such as sodium chloride, plant extracts, preservatives, bactericides, chelating agents, vitamins, anti-inflammatory agents, anti-dandruff agents, fragrances, pigments, UV protection agents, water, etc. .

  In the cleaning composition of the present invention, the pH of the aqueous solution when diluted 10 times by weight with ion-exchanged water is preferably 3 to 10, particularly pH 5 to 8, and is adjusted by adding acid or alkali to the cleaning composition. do it.

  The cleaning composition of the present invention can be preferably used as a cleaning composition for cosmetics such as skin and hair, and more preferably used as a cleaning composition for hair.

  The detergent composition of the present invention is presumed that the cationic polymer is likely to remain on the skin and hair by the incorporation of the cationic polymer (B) in which a nonionic hydrophilic group is introduced in the vicinity of the cationic group. It is thought that the touch is improved.

  In the following production examples,% is based on weight, and% in the examples is based on weight based on an active ingredient.

Production Example 1: Synthesis of Cationic Polymer (A-1) Four-necked flask equipped with a reflux condenser, a dropping funnel, a thermometer, a glass tube for nitrogen substitution, and a stirrer was charged with dimethylaminopropylacrylamide with methyl chloride. Graded quaternary salt (manufactured by Kojin Co., Ltd., 75% aqueous solution): 68.9 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.): 21.05 g, isopropyl alcohol: 98.6 g, ion-exchanged water: 50 g Subsequently, an initiator aqueous solution in which 0.63 g of 2,2′-azobis (2-amidinopropane) dihydrochloride: 0.63 g was dissolved in 80.65 g of ion-exchanged water was added, and after nitrogen substitution, a nitrogen atmosphere was added. The polymerization reaction was carried out at 54 ° C. for 5 hours. After the completion of the polymerization, the cationic polymer (A-1) was obtained with a yield of 93% by reprecipitation with acetone. The weight average molecular weight was 98,500 (in pullulan conversion).

Production Example 2: Synthesis of Cationic Polymer (A-2) Four-necked flask equipped with a reflux condenser, a dropping funnel, a thermometer, a glass tube for nitrogen substitution, and a stirrer was charged with dimethylaminopropylacrylamide with methyl chloride. Graded quaternary salt (manufactured by Kojin Co., Ltd., 75% aqueous solution): 68.9 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.): 21.05 g, 2-mercaptoethanol: 3.60 g, ion-exchanged water : 140.1 g was added, followed by addition of an initiator aqueous solution prepared by dissolving 2,2′-azobis (2-amidinopropane) dihydrochloride: 0.63 g in ion-exchanged water: 80.65 g, followed by nitrogen substitution Thereafter, a polymerization reaction was performed at 54 ° C. for 5 hours in a nitrogen atmosphere. After the completion of the polymerization, the cationic polymer (A-1) was obtained with a yield of 93% by reprecipitation with acetone. The weight average molecular weight was 51,000 (in pullulan conversion).

Production Example 3: Synthesis of Cationic Polymer (B-1) In a five-necked flask similar to Production Example 1, 10 g of the cationic polymer (A-1) synthesized in Production Example 1 was added to 40 g of ion-exchanged water. Dissolved. After nitrogen substitution, the temperature was raised to 95 ° C., and quaternary salt obtained by quaternizing dimethylaminopropylacrylamide with methyl chloride (manufactured by Kojin Co., Ltd., 75% aqueous solution): 2 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.) ): 0.61 g, ion-exchanged water: 13.92 g of an aqueous solution, sodium persulfate: 0.64 g (corresponding to 0.2 mole times the monomer), ion-exchanged water: an aqueous solution of 16.71 g It dropped for 2 hours and superposed | polymerized. After completion of the dropwise addition, the reaction was carried out at the same temperature for 5 hours, and the cationic polymer (B-1) was obtained in a yield of 85% by reprecipitation with acetone. The weight average molecular weight was 273,000 (converted to pullulan).

Production Example 4: Synthesis of Cationic Polymer (B-2) Cationic polymer (A-1) synthesized in Production Example 1 in a five-necked flask similar to Production Example 1 was added to 10 g of ion-exchanged water: 40 g. Dissolved. After nitrogen substitution, the temperature was raised to 95 ° C., and quaternary salt obtained by quaternizing dimethylaminopropylacrylamide with methyl chloride (manufactured by Kojin Co., Ltd., 75% aqueous solution): 5 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.) ): 1.53 g, ion-exchanged water: 10 g of an aqueous solution and sodium persulfate: 0.80 g (corresponding to 0.1 mol times with respect to the monomer), ion-exchanged water: 16.71 g of an aqueous solution simultaneously for 2 hours. It dripped and superposed | polymerized. After completion of the dropwise addition, the reaction was carried out at the same temperature for 5 hours, and the cationic polymer (B-2) was obtained in a yield of 90% by reprecipitation with acetone. The weight average molecular weight was 1,060,000 (in pullulan conversion).

Production Example 5: Synthesis of Cationic Polymer (B-3) Cationic polymer (A-2) synthesized in Production Example 2 in a five-necked flask similar to Production Example 1 was added to 10 g of ion-exchanged water: 40 g. Dissolved. After nitrogen substitution, the temperature was raised to 95 ° C., and quaternary salt obtained by quaternizing dimethylaminopropylacrylamide with methyl chloride (manufactured by Kojin Co., Ltd., 75% aqueous solution): 5 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.) ): 1.53 g, ion-exchanged water: 10 g of an aqueous solution and sodium persulfate: 1.6 g (corresponding to 0.2 mol times the monomer), ion-exchanged water: 16.71 g of an aqueous solution simultaneously for 2 hours, respectively. It dripped and superposed | polymerized. After completion of the dropwise addition, the reaction was carried out at the same temperature for 5 hours, and the cationic polymer (B-3) was obtained in a yield of 91% by reprecipitation with acetone. The weight average molecular weight was 125,000 (in pullulan conversion).

Production Example 6: Synthesis of Cationic Polymer (B-4) Cationic polymer (A-2) synthesized in Production Example 2 was added to 10 g of ion-exchanged water: 40 g in a five-necked flask similar to Production Example 1. Dissolved. After nitrogen substitution, the temperature was raised to 95 ° C., and quaternary salt obtained by quaternizing dimethylaminopropylacrylamide with methyl chloride (manufactured by Kojin Co., Ltd., 75% aqueous solution): 10 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.) ): 3.06 g, ion-exchanged water: 10 g of an aqueous solution and sodium persulfate: 3.2 g (corresponding to 0.2 mol times with respect to the monomer), ion-exchanged water: 16.71 g of an aqueous solution simultaneously for 2 hours. It dripped and superposed | polymerized. After completion of the dropwise addition, the reaction was carried out at the same temperature for 5 hours, and the cationic polymer (B-4) was obtained with a yield of 93% by reprecipitation with acetone. The weight average molecular weight was 643,000 (in pullulan conversion).

Comparative Production Example 1: Synthesis of Cationic Polymer (C) In a five-necked flask similar to Production Example 1, 40 g of ion-exchanged water alone was added without dissolving the cationic polymer. After nitrogen substitution, the temperature was raised to 95 ° C., and quaternary salt obtained by quaternizing dimethylaminopropylacrylamide with methyl chloride (manufactured by Kojin Co., Ltd., 75% aqueous solution): 10 g, dimethylacrylamide (manufactured by Kojin Co., Ltd.) ): 3.06 g, ion-exchanged water: 10 g of an aqueous solution and sodium persulfate: 3.2 g (corresponding to 0.2 mol times with respect to the monomer), ion-exchanged water: 16.71 g of an aqueous solution simultaneously for 2 hours. It dripped and superposed | polymerized. After completion of the dropwise addition, the reaction was carried out at the same temperature for 5 hours, and the cationic polymer (C) was obtained in a yield of 90% by reprecipitation with acetone. The weight average molecular weight was 94,800 (in pullulan conversion).

Examples 1-4 and Comparative Examples 1-2
A detergent composition having the composition shown in Table 1 was produced by a conventional method, and the amount of foaming, feel to the hair, and combing after drying were evaluated by the following methods.

Examples 1-4 use (B-1)-(B-4) as a cationic polymer. Comparative Example 1 uses a cationic polymer (C) produced without using a trunk polymer. Comparative Example 2 uses a cationic polymer (A-1).
The results are shown in Table 1.

<Evaluation method>
1 g of the detergent composition was applied to a 20 g (15 cm) hair of healthy Japanese women in their 20s and 30s, lathered for 1 minute, then rinsed and dried with a dryer. This operation was performed by one expert panelist, and the amount of foaming, the feel to the hair, and the combing after drying were subjected to sensory evaluation based on the following criteria.

・ Foaming amount:
○: Sufficient foaming △: Foaming is felt to be insufficient ×: Almost no foaming ・ Feel to hair:
○… Smooth and very good with no crease △… Scratch is slightly strong, smoothness is poor ×… Scratch is strong and bad ・ Combination after drying:
○… Smooth slippery △… Slightly stuck ××… Smooth and heavy

Claims (7)

  A cationic polymer (A) in which a hydrogen atom is bonded to a carbon atom at the α-position of a carbonyl group or a hydroxyl group is mixed with a vinyl monomer containing a cationic vinyl monomer, and persulfate or hydrogen peroxide is mixed. A detergent composition containing a cationic polymer (B) obtained by polymerization as an initiator.   The detergent composition according to claim 1, wherein the cationic polymer (B) is obtained by using 0.001 to 0.4 mol times persulfate or hydrogen peroxide of the vinyl monomer.   The detergent according to claim 1 or 2, wherein the cationic polymer (B) is obtained by using 10 to 150 parts by weight of a vinyl monomer with respect to 100 parts by weight of the cationic polymer (A). Composition.   The cationic polymer (A) is obtained by copolymerization of a vinyl monomer containing a cationic vinyl monomer and a nonionic vinyl monomer. The cleaning composition as described.   The cationic polymer (B) is obtained by copolymerizing a vinyl monomer including a cationic vinyl monomer and a nonionic vinyl monomer in the presence of the cationic polymer (A). The cleaning composition according to any one of claims 1 to 4.   The cleaning composition according to claim 4 or 5, wherein the nonionic vinyl monomer is at least one selected from a (meth) acrylamide monomer and an N-vinyl monomer. Furthermore, the cleaning composition in any one of Claims 1-6 containing a silicone compound.