JPH08269115A - Conjugated diene-based resin latex - Google Patents

Abstract

PURPOSE: To provide a method for producing a conjugated diene-based resin latex, generating an extremely small amount of flocculates and capable of forming a film excellent in water and moisture resistances and adhesion. CONSTITUTION: This latex is obtained by carrying out the emulsion copolymerization of a monomer mixture comprising 10-80wt.% conjugated diene monomer, 10-80wt.% aromatic radically polymerizable monomer and 1-50wt.% vinyl monomer having a hydrolyzable silyl group and, as necessary, 0-50wt.% other radically polymerizable monomers in the presence of a water-soluble polymer having amineimide groups in an aqueous medium.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing a conjugated diene resin latex, and more specifically, it can form a film having excellent water resistance, moisture resistance and adhesiveness, and is particularly suitable for textile processing or paper coating. The present invention relates to a method for producing a conjugated diene resin latex which gives excellent water resistance, moisture resistance and the like when used as a binder of

[0002]

BACKGROUND OF THE INVENTION Conjugated diene resin latex is generally
It is produced by emulsion-polymerizing a conjugated diene monomer and optionally another copolymerizable monomer in an aqueous medium containing an emulsifier.
However, the emulsifier used is water-soluble and has the drawback that it remains in the latex and adversely affects the water resistance and adhesion of the formed film. Therefore, as a method for producing a resin latex having improved water resistance and adhesion of a film, a reactive emulsifier having a radically polymerizable group, allyl sulfosuccinate and styrene sulfonate, is used as an emulsifier to remove ethylenic A method for producing a polymer latex by emulsion polymerization of a saturated monomer mixture (Japanese Patent Publication No. 2-50121) has been proposed. Further, in order to improve the water resistance of the film, a copolymer dispersion obtained by emulsion polymerization of a monomer mixture of a specific composition containing a hydrolyzable silyl group-containing monomer using an emulsifier (Japanese Patent Publication No. 63-6680). Gazette) has been proposed.

[0003]

However, when the above method is applied to emulsion polymerization of a monomer mixture containing a conjugated diene monomer and a hydrolyzable silyl group-containing vinyl monomer, it is unacceptable. There is a problem that a large amount of aggregates are generated. Further, there is a problem that the consumption rate of the conjugated diene monomer in emulsion polymerization is slow.

[0004]

Means for Solving the Problems The inventors of the present invention have made extensive studies as to a method for producing a hydrolyzable silyl group-containing conjugated diene latex that solves the above problems, and as a result, in the presence of a water-soluble polymer having an amine imide group. In addition, the inventors have found that the above-mentioned problems can be solved by copolymerizing a monomer mixture containing a conjugated diene monomer and a hydrolyzable silyl group-containing vinyl monomer, and have reached the present invention.

[0005] That is, the present invention, in an aqueous medium,
Conjugated diene monomer (a) 10 to 80% by weight, aromatic radical polymerizable monomer (b) 10 to 80% by weight, hydrolyzable silyl group-containing vinyl monomer (c) 1 to 50% by weight % And optionally other radically polymerizable monomer (d) 0
A method for producing a conjugated diene resin latex, which comprises emulsion-copolymerizing a monomer mixture (A) consisting of ˜50% by weight in the presence of a water-soluble polymer (B) having an amine imide group.

Examples of the conjugated diene monomer (a) constituting the monomer mixture (A) in the present invention include butadiene, isoprene, chloroprene, 2-methyl-1,3-butadiene and the like. Particularly preferred among these is butadiene.

The content of (a) in the monomer mixture (A) is usually 10 to 80% by weight, preferably 20 to 60% by weight. If it is less than 10% by weight, the adhesive strength when the resin latex is used as a binder such as fiber becomes insufficient, and if it exceeds 80% by weight, the water resistance of the formed film becomes poor.

Examples of the aromatic radical-polymerizable monomer (b) include styrene, α-methylstyrene, vinyltoluene, p-methylstyrene and vinylnaphthalene. Of these, styrene is particularly preferred.

The content of (b) in the monomer mixture (A) is usually 10 to 80% by weight, preferably 20 to 60% by weight. If it is less than 10% by weight, the water resistance of the resin latex forming film will be insufficient, and if it exceeds 80% by weight, the adhesive strength will be poor when the resin latex is used as a binder such as a fiber.

The hydrolyzable silyl group in the hydrolyzable silyl group-containing vinyl monomer (c) includes halogenosilyl group, acyloxysilyl group, amidosilyl group, aminoxysilyl group, alkenyloxysilyl group, aminosilyl group, An oxime silyl group, an alkoxy silyl group, a thioalkoxy silyl group etc. are mentioned, Especially, an alkoxy silyl group is preferable.

Specific examples of (c) include vinylsilanes [vinylmethyldimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (β-methoxyethoxy) silane, etc.], (meth) acryloxyalkylsilanes. [Γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-acryloxypropyltrimethoxysilane, γ-methacryloxypropylmethyldiethoxysilane, γ-acryloxypropyltriethoxysilane, etc.] etc. The thing described in Kaihei 5-25354 is mentioned. Of these, (meth) acryloxyalkylsilanes are particularly preferable.

The content of (c) in the monomer mixture (A) is usually 1 to 50% by weight, preferably 2 to 20% by weight. If it is less than 0.2% by weight, the water resistance of the resin latex-forming film becomes insufficient, and if it exceeds 50% by weight, a large amount of aggregates are generated during emulsion polymerization.

Other radically polymerizable monomers (d) used as necessary include radically polymerizable unsaturated carboxylic acids [(meth) acrylic acid, crotonic acid, maleic acid,
Fumaric acid, itaconic acid and the like and anhydrides or half esters thereof], (meth) acrylic acid esters [methyl (meth) acrylate, ethyl (meth) acrylate,
Butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, glycidyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, polyethylene glycol mono (meth) ) Acrylate, ω-methyl polyethylene glycol mono (meth) acrylate, ω-butyl polyethylene glycol mono (meth) acrylate, ω-phenyl polyethylene glycol mono (meth) acrylate, etc.], hydroxyl group-containing monomer [(meth) acrylic acid- 2-hydroxyethyl, 2-hydroxypropyl (meth) acrylic acid, 3-hydroxypropyl (meth) acrylic acid, diethylene glycol mono (meth) acrylate, etc.], (meth) acrylic Amides [(meth) acrylamide, dimethyl (meth) acrylamide, N- methylol (meth) acrylamide, dimethylaminoethyl (meth) acrylamide], vinyl cyanides [(meth)
Acrylonitrile and the like], crosslinkable monomers [divinylbenzene, ethylene glycol di (meth) acrylate, hexamethylene glycol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, etc.] and the like. Of these, polymerizable unsaturated carboxylic acids,
(Meth) acrylic acid esters and vinyl cyanide are preferred.

The content of (d) in the monomer mixture (A) is usually 50% by weight or less, preferably 40% by weight or less. If it exceeds 50% by weight, the adhesive strength will be poor when the resin latex is used as a binder such as fiber.

As the water-soluble polymer (B) having an amine imide group, one or more (co) polymers of the vinyl monomer (e) having an amine imide group, and the (e) and the amine imide group are contained. A copolymer with a vinyl monomer that does not exist. The weight average molecular weight of the (B) is usually 1,0.
00-100,000, preferably 3,000-50,
000. (B) can be produced by a known radical polymerization method.

Examples of the vinyl monomer (e) having an amine imide group which constitutes (B) include 1,1,1-trimethylamine methacrylimide and 1,1-dimethyl-
1-ethylamine methacrylimide, 1,1-dimethyl-1- (2-hydroxypropyl) amine methacrylimide, 1,1-dimethyl-1- (2'-phenyl-2 '
-Hydroxyethyl) amine methacrylimide, 1,1
-Dimethyl-1- (2'-hydroxy-3'-phenoxypropyl) amine methacrylimide, 1,1,1-trimethylamine acrylimide, etc.
Those described in Japanese Patent No. 4 are cited. Of these, preferred are 1,1,1-trimethylamine methacrylimide and 1,1-dimethyl-1- (2-hydroxypropyl) amine methacrylimide.

As the vinyl-based monomer having no amine imide group, one or more of those exemplified above as (a), (b), (c) or (d) can be used. Of these, those exemplified as (d) are preferable,
The combination of the radically polymerizable unsaturated carboxylic acid and the hydroxyl group-containing monomer of (d) is particularly preferable from the viewpoint of polymerization stability.

The amount of the vinyl monomer having no amineimide group in (B) is usually 0 to 50 parts by weight, based on 1 part by weight of the vinyl monomer (e) having an amineimide group.
It is preferably 0 to 40 parts by weight.

Vinyl-based monomer 1 having an amine imide group
If the amount of the vinyl-based monomer having no amine imide group is more than 50 parts by weight, the storage stability of the resin latex decreases.

The amount of (B) used in the present invention is (A)
It is usually 0.5 to 50% by weight, preferably 2 to 30% by weight, based on the total weight of (B). If the amount of (B) is less than 0.5% by weight, the amount of aggregates in the resin latex will be large, and if it exceeds 50% by weight, the water resistance of the formed film will be poor.

In the present invention, as the aqueous medium, water alone, water and a water-soluble solvent (methanol, isopropanol,
Ethylene glycol, propylene glycol, diethylene glycol. Methyl cellosolve, butyl cellosolve,
Acetone, methyl ethyl ketone, etc.) and the like.

In carrying out the present invention, a conventional emulsion polymerization method can be adopted. As the polymerization initiator used for this polymerization,
A known radical polymerization initiator is used. Examples of the polymerization initiator include organic polymerization initiators [peroxides (cumene hydroperoxide, diisopropylbenzene hydroperoxide, paramenthane hydroperoxide,
Benzoyl peroxide, lauroyl peroxide, etc.), azo compounds (azobisisobutyronitrile, azobisisovaleronitrile, azobisamidinopropane-2 hydrochloride, azobiscyanovaleric acid, etc.), inorganic polymerization initiators [persulfate Salts (sodium persulfate, ammonium persulfate, potassium persulfate, etc.)] and the like. The amount of the polymerization initiator used is usually 0.01 to 5 parts by weight with respect to 100 parts by weight of the monomer mixture.

In the present invention, a known chain transfer agent can be used for the purpose of adjusting the molecular weight of the resin, the gel content in the latex and the like. As the chain transfer agent, α-methylstyrene dimer (2,4-diphenyl-4-methyl-1-pentene, etc.), terpinolene, terpinene, dipentene, alkylmercaptan having 8 to 18 carbon atoms, alkylene having 8 to 18 carbon atoms Examples thereof include dithiol, alkyl thioglycolate, dialkylxanthogen disulfide, tetraalkylthiuram disulfide and carbon tetrachloride. These can be used alone or in combination of two or more. The amount of chain transfer agent used is 10
It is usually 0 to 15 parts by weight with respect to 0 parts by weight.

Further, a known emulsifier may be used together with (B) as long as the object of the present invention is not impaired. Examples of such emulsifiers include anionic emulsifiers (sodium dodecylbenzenesulfonate, sodium lauryl sulfate ester, sodium alkyldiphenyl ether disulfonate, sodium polyoxyethylene alkyl ether sulfate ester, etc.); nonionic emulsifiers (polyoxyethylene alkylphenyl ether, Polyoxyethylene alkyl ether, polypropylene glycol ethylene oxide adduct, etc.); cationic emulsifier (stearylbenzyldimethylammonium chloride, distearylbenzyldimethylammonium chloride, etc.); polymerizable emulsifier (sodium alkylallylsulfosuccinate,
(Meth) acryloyl polyoxyalkylene sulfate sodium salt, etc.) and the like. These may be used in combination of two or more.

The reducing agent [sodium pyrobisulfite,
Sodium sulfite, sodium hydrogen sulfate, ferrous sulfate,
Known additions of glucose, formaldehyde sodium sulfoxylate, L-ascorbic acid (salt)], chelating agent (glycine, alanine, sodium ethylenediaminetetraacetate, etc.), pH buffering agent (sodium tripolyphosphate, potassium tetrapolyphosphate, etc.) The agent may be included during emulsion polymerization.

In the resin latex obtained by the present invention, the medium is volatilized at room temperature or by heating and drying after coating, and the particles are fused to form a coating film. Further, the silyl group in the polymer undergoes a condensation reaction, This produces a crosslinked coating.
A curing catalyst may optionally be used to accelerate the formation of this crosslinked coating. Examples of such catalysts include organic titanate compounds [isopropyl triisostearoyl titanate, isopropyl tri (dioctyl pyrophosphate) titanate, tetraisopropyl di (lauryl phosphite) titanate, etc.], organic aluminum compounds (acetoalkoxy aluminum diisopropinate, etc.) ), Carboxylic acid type tin compounds (tin dioctylate, dibutyltin dilaurate, dibutyltin malate, etc.), sulfur-containing organic tin compounds (dibutyltin sulfide, etc.), dialkyltin oxides (dibutyltin oxide, dioctyltin oxide, etc.), etc. Carboxylates (sodium acetate, zinc caproate, lead octylate, cobalt naphthenate, etc.), acid phosphates (monomethyl acid phosphates, diethyl acid phosphates, monobutyl) Sex phosphate ester), carboxylic acids and their anhydrides (adipic acid, maleic acid, citric acid, itaconic acid,
Succinic acid, phthalic acid, phthalic acid, trimellitic acid, maleic anhydride, phthalic anhydride, etc.), amines or salts thereof (triethylamine, dibutylamine-2-hexoate, cyclic amidines and their salts, etc.), No. 4 Grade ammonium salts (tetrabutylammonium hydroxide, etc.)
Etc. The amount of the catalyst used is usually 0.01 to 10 parts by weight, preferably 0.05 to 5 parts by weight, based on 100 parts by weight of the total amount of (A) and (B).

The resin latex obtained by the present invention may include, if necessary, other known resin emulsions (acrylic resin emulsion, urethane resin emulsion, epoxy resin emulsion, SBR latex, NBR latex, vinyl acetate emulsion, colloidal silica, etc.) and water-soluble. Resin (water-soluble acrylic resin, water-soluble alkyd resin, etc.) can be mixed.

The resin latex obtained by the method of the present invention is particularly suitable as a binder for coated paper and a carpet backing binder. It can also be used for other applications such as paints and adhesives.

To obtain a coating color for coated paper using the resin latex obtained by the method of the present invention, a conventionally known conventional method may be used.
Various clay, kaolin, calcium carbonate, satin white, titanium oxide, aluminum hydroxide, barium sulfate,
Known pigments used for coating colors such as zinc oxide, calcium sulfate, talc, plastic pigments (beads of polystyrene, styrene / butadiene copolymer, styrene / acrylic copolymer, etc.), cationized starch,
A water-soluble binder such as oxidized starch, casein, soybean protein, synthetic protein, polyvinyl alcohol, maleic anhydride resin, etc. may be appropriately added. If necessary,
Pigment dispersant [sodium poly (meth) acrylate, sodium pyrophosphate, sodium hexametaphosphate, etc.],
Defoaming agents (mineral oil-based defoaming agents, silicon-based defoaming agents, etc.), other additives [lubricants, pH adjusters, preservatives, water resistance agents,
A printability improver, etc.] can also be added.

In order to manufacture coated paper using the coating color thus obtained, a conventional method known in the art may be used, for example, a roll coater (size press, gate roll coater, etc.), Double-sided simultaneous coating type coater (Bill blade coater, Twin blade coater, etc.), Various blade coaters (Bench type blade coater, Heli coater, etc.), Air knife coater, Rod coater, Brush coater, Curtain coater, Chanplex coater, Bar coater, Gravure Using a coating machine such as an on-machine or off-machine coater equipped with a coater, a base paper for coating (high-quality paper, medium-quality paper, lower-grade paper)
It is obtained by smoothing and finishing after coating on, drying with a dryer.

To obtain a carpet backing binder using the resin latex obtained by the method of the present invention, a conventionally known ordinary method may be used. For example, the resin latex of the present invention may be mixed with a filler (carbonic acid). Calcium, clay, talc, aluminum hydroxide, etc.) may be appropriately mixed. Furthermore, if necessary, a pigment dispersant,
Additives such as antioxidants, thickeners and the like can also be added.

To produce a carpet using the thus obtained carpet backing binder, a conventionally known ordinary method may be used. For example, the binder may be added to a fiber sheet (polyester, nylon, polypropylene, rayon). Sheet obtained from fibers such as
It is applied by a usual method (spray method, forming method, printing method, etc.) to a heating device (40 to 15).
It is obtained by drying (0 ° C.). Carpets include tufted carpets, hook drags, needle punched carpets, artificial turf, and all types of carpets in which latex is used as an adhesive.

[0033]

EXAMPLES The present invention will be further described below with reference to examples, but the present invention is not limited thereto. Parts in the examples are parts by weight and% are% by weight.

Production Example 1 881 parts of water and 4.4 parts of sodium persulfate were charged into a reaction vessel equipped with a stirrer, a dropping funnel, a nitrogen gas inlet tube, a thermometer, and a reflux condenser, and the inside of the system was stirred with nitrogen gas. Was replaced with, and the temperature was raised to 100 ° C. At the same temperature, a mixture of 17 parts of 1,1-dimethyl-1- (2-hydroxypropyl) amine methacrylimide (AI), 34 parts of acrylic acid and 2 parts of 2-hydroxyethyl acrylate 7 (HEA) for 1 hour. It dripped over, and it was made to react for 1 hour. The aqueous solution was cooled to 30 ° C. and adjusted to pH 8.5 with 25% aqueous ammonia to obtain an amineimide group-containing water-soluble polymer aqueous solution [1] (solid content 11.5%).

Production Example 2 883 parts of water and 5.1 parts of azobisamidinopropane-2 hydrochloride were charged in the same reaction vessel as in Production Example 1, and the inside of the system was replaced with nitrogen gas with stirring to 100 ° C. The temperature was raised to.
At the same temperature, 28 parts AI, 14 parts methacrylic acid and H
The mixture of 70 parts of EA was added dropwise over 1 hour, and the reaction was further performed for 1 hour. The aqueous solution was cooled to 30 ° C. and adjusted to pH 8.5 with 25% aqueous ammonia to obtain an amine imide group-containing water-soluble polymer aqueous solution [2] (solid content 11.0).
%) Was obtained.

Examples 1 to 4 and Comparative Examples 1 to 3 A water-soluble polymer aqueous solution [1] 206 obtained in Production Example 1 was placed in a pressure reaction vessel equipped with a stirrer, a dropping cylinder, a nitrogen gas introducing tube, and a thermometer. Parts, 419 parts of water and 2.5 parts of sodium persulfate were charged, the system was replaced with nitrogen gas under stirring,
The temperature was raised to 75 ° C. The monomer mixture mixture shown in Table 1 was added dropwise at the same temperature over 10 hours, and further reacted at the same temperature for 3 hours. After distilling off unreacted monomers under reduced pressure, 2
Each conjugated diene resin latex (solid content 40%) was obtained by adjusting the pH to 8.5 with a 5% aqueous sodium hydroxide solution and adjusting the solid content concentration with water. 100 g of the obtained resin latex was filtered through a 200-mesh wire net, and the filtered substance was dried at 130 ° C. for 90 minutes to measure the amount of aggregates formed. Table 1 shows the results.

[0037]

[Table 1]

The meanings of the symbols in Table 1 are as follows. ASCS (emulsifier); sodium allyl sulfosuccinate BD; butadiene, St; styrene, MPS; γ-methacryloxypropyltrimethoxysilane, MMA; methyl methacrylate, AA; acrylic acid

USE EXAMPLE 1 Using the resin latex (SBR1) obtained in Example 1, a coating color for coated paper was prepared by the following method. That is, 25 parts of water, 0.3 part of a dispersant [SN Dispersant 5040 manufactured by San Nopco Ltd.], and sodium hydroxide of 0.
1 part, antifoaming agent [San Nopco KK Nopco DF122]
0.1 part, 35 parts of clay and 15 parts of calcium carbonate were dispersed with a disper (2000 rpm) for 30 minutes, to which 8.3 parts of pregelatinized phosphorylated starch (30% aqueous solution) and 14 parts of SBR1 were added. After uniform mixing, water was added to obtain a coating color [1] having a solid content concentration of 60%.

Use Example 2 A coating color [2] was obtained in the same manner as in Use Example 1 except that the resin latex obtained in Example 2 was used instead of SBR1 in Use Example 1.

Comparative Use Example 1 A coating color [3] was obtained in the same manner as in Use Example 1 except that the resin latex obtained in Comparative Example 1 was used instead of SBR1 in Use Example 1. .

Performance Test Example 1 Each of the above coating colors 1 to 3 was coated on one side of a medium quality paper of 58 g / m ² using a bar coater so as to have a dry coating amount of about 15 g / m ^2, and 150 In a circulating air dryer at ℃ 1
After drying for a minute, it was cut. Then, the coated paper [1] to [3] was prepared by processing with a mini super calender (temperature 60 ° C., nip pressure 90 kg / cm, paper passing twice), and various physical properties of each coated paper were measured. . The results are shown in Table 2.

[0043]

[Table 2]

Dry pick: Printing was performed with an ink for picking test on an RI printer manufactured by Akira Seisakusho Co., Ltd., and the degree of picking on the printed surface was visually judged. 5 is the best level out of 5 relative evaluations. Wettopic: A RI printing machine manufactured by Akira Seisakusho Co., Ltd. was used to print on a coated paper that had been dampened with a picking test ink, and the degree of picking on the printed surface was visually determined. 5
5 is the best level in the relative evaluation of stages.

Use Example 3 95 parts of the resin latex (SBR3) obtained in Example 3, 400 parts of heavy calcium carbonate, 0.5 part of potassium tetrapolyphosphate, 0.5 part of phenolic antioxidant and sodium polyacrylate. 1 part of the aqueous solution was mixed with an appropriate amount of water to obtain a binder composition [1] having a solid content concentration of 70%.

Use Example 4 A binder composition [2] was obtained in the same manner as in Use Example 4 except that the resin latex obtained in Example 4 was used instead of SBR3 in Use Example 3.

Comparative Use Example 2 A binder composition [3] was obtained in the same manner as in Use Example 3 except that the resin latex obtained in Comparative Example 2 was used instead of SBR3 in Use Example 3.

Performance Test Example 2 The binder composition [1] to [3] was applied to a tufted carpet whose primary base cloth was polypropylene and whose pile was nylon.
To 900 g / m ^{2 of} solid content,
Carpet samples [1] to [3] by laminating a jute secondary base cloth and drying at 125 ° C. for 30 minutes.
Respectively obtained. The adhesive strength (peeling strength) of the obtained carpet sample was measured according to JIS L-1021. Table 3 shows the results.

[0049]

[Table 3]

Normal strength: A value measured after a carpet sample was allowed to stand for 24 hours in an atmosphere of 25 ° C. and a humidity of 60%. Water resistance strength: Measured value after immersing a carpet sample in water at 60 ° C. for 1 hour.

[0051]

The method for producing a conjugated diene resin latex of the present invention has the following effects. (1) As compared with the conventional method, the formation of aggregates during polymerization is extremely small, and the filtration step and the like can be simplified. (2) A resin latex that forms a film having excellent water resistance, moisture resistance and adhesion is obtained. From the above effects, the conjugated diene resin latex obtained by the method of the present invention is particularly suitable as a binder used for a coating color for producing a coated paper and a carpet backing binder for producing a carpet. Can be used. In addition, binder for moisture-proof coating, resin for water-resistant coating, paint,
It is also useful for various adhesives.

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[Procedure amendment]

[Submission date] March 22, 1996

[Procedure Amendment 1]

[Document name to be amended] Statement

[Name of item to be amended] Title of invention

[Correction method] Change

[Correction content]

Title: Conjugated diene resin latex

[Procedure Amendment 2]

[Document name to be amended] Statement

[Name of item to be amended] Claims

[Correction method] Change

[Correction content]

[Claims]

[Procedure 3]

[Document name to be amended] Statement

[Correction target item name] 0001

[Correction method] Change

[Correction content]

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a conjugated diene resin latex, and more specifically, it can form a film having excellent water resistance, moisture resistance and adhesion, and is particularly useful as a binder for fiber processing or paper coating. The present invention relates to a conjugated diene resin latex that gives excellent water resistance, humidity resistance and the like when used.

[Procedure amendment 4]

[Document name to be amended] Statement

[Correction target item name] 0004

[Correction method] Change

[Correction content]

[0004]

Means for Solving the Problems As a result of earnest studies on a hydrolyzable silyl group-containing conjugated diene latex which solves the above problems, the present inventor has found that a conjugated diene latex in the presence of a water-soluble polymer having an amine imide group The inventors have found that the above problems can be solved by copolymerizing a monomer mixture containing a diene monomer and a hydrolyzable silyl group-containing vinyl monomer, and have reached the present invention.

[Procedure Amendment 5]

[Document name to be amended] Statement

[Name of item to be corrected] 0005

[Correction method] Change

[Correction content]

[0005] That is, the present invention, in an aqueous medium,
Conjugated diene monomer (a) 10 to 80% by weight, aromatic radical polymerizable monomer (b) 10 to 80% by weight, hydrolyzable silyl group-containing vinyl monomer (c) 1 to 50% by weight % And optionally other radically polymerizable monomer (d) 0
It is a conjugated diene resin latex obtained by emulsion-copolymerizing a monomer mixture (A) consisting of ˜50 wt% in the presence of a water-soluble polymer (B) having an amine imide group.

[Procedure correction 6]

[Document name to be amended] Statement

[Correction target item name] 0051

[Correction method] Change

[Correction content]

[0051]

The conjugated diene resin latex of the present invention has the following effects. (1) Compared to the one obtained by the conventional method, the generation of aggregates during the polymerization is extremely small, and the filtration step and the like can be simplified. (2) Form a film having excellent water resistance, moisture resistance, and adhesion. From the above effects, the conjugated diene resin latex of the present invention can be particularly preferably used as a binder used for a coating color for producing a coated paper and a carpet backing binder for producing a carpet. . Further, it is also useful as a binder for moisture-proof coating, a resin for water-resistant coating, paint, various adhesives and the like.

Claims (4)

[Claims] 1. An aqueous medium containing 10 to 80% by weight of a conjugated diene monomer (a), 10 to 80% by weight of an aromatic radical polymerizable monomer (b), and a hydrolyzable silyl group-containing vinyl type monomer. A monomer mixture (A) consisting of 1 to 50% by weight of the monomer (c) and optionally 0 to 50% by weight of another radically polymerizable monomer (d) is added to a water-soluble polymer having an amine imide group ( A method for producing a conjugated diene resin latex, which comprises performing emulsion copolymerization in the presence of B). 2. The method according to claim 1, wherein the amount of (B) is 0.5 to 50% by weight based on the total weight of (A) and (B). 3. The production method according to claim 1, wherein the conjugated diene resin latex is a binder for fiber processing. 4. The method according to claim 1 or 2, wherein the conjugated diene resin latex is a binder for paper coating.