Aqueous resin dispersion and method for producing the same, and coating material and pressure-sensitive adhesive

Abstract

To provide an aqueous resin dispersion which can give a resin film excellent in water resistance and improved in mechanical stability.SOLUTION: The resin water dispersion according to the embodiment is obtained by emulsion polymerization of the monofunctional monomer (A) together with the reactive emulsifier (B) represented by the formula (1), the polyfunctional monomer (C), and the silane coupling agent (D) having a polymerizable unsaturated group. In the formula (1), A1 is an alkanediyl group having 10 to 14 carbon atoms, A2 is an alkanediyl group having 2 to 4 carbon atoms, n is a number of 1 to 100, and X is hydrogen, a sulfate group, a phosphate group, a carboxymethyl group, or salts thereof. The amount of the polyfunctional monomer (C) is 1 to 15% by mass based on the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C). The amount of the silane coupling agent (D) relative to 100 parts by mass of the monofunctional monomer (A) is 0.01 to 0.70 parts by mass.SELECTED DRAWING: None

Description

[Technical Field]

[0001] An embodiment of the present invention relates to a resin water dispersion, a method for producing the resin water dispersion, and a paint and a pressure-sensitive adhesive containing the resin water dispersion. [Background technology]

[0002] Resin aqueous dispersions, in which a resin is dispersed in an aqueous dispersion medium, are used in a variety of applications, such as paints and adhesives. Resin aqueous dispersions are known to be produced, for example, by emulsion polymerization of a monomer in water. Emulsifiers are generally used in emulsion polymerization. Emulsifiers include reactive emulsifiers and non-reactive emulsifiers. It is known that the use of a reactive emulsifier in emulsion polymerization tends to improve the water resistance of a resin film produced using the resin aqueous dispersion.

[0003] For example, Patent Document 1 discloses a compound in which ethylene oxide is added to an α-olefin epoxide adduct of allyl alcohol as a reactive emulsifier that can improve the water resistance of a resin film.

[0004] On the other hand, it is known to blend a silane coupling agent into a resin aqueous dispersion obtained by emulsion polymerization. For example, Patent Document 2 describes that a (meth)acrylic emulsion, which constitutes an aqueous resin composition for paint together with a water-soluble resin, is obtained by emulsion polymerization using a vinyl polymerizable silane compound as a silane coupling agent together with an oxazoline group-containing monomer, a reactive group-containing monomer, and a reactive emulsifier, and that this improves the hot water whitening resistance of the coating film. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Patent Publication No. 2021-053585 [Patent Document 2] International Publication No. 2008 / 102816 Summary of the Invention [Problem to be solved by the invention]

[0006] Resin water dispersions used in paints, adhesives, etc. are required to produce resin films with excellent water resistance, and from the viewpoint of coatability when coating the resin water dispersion, it is considered desirable for the resin water dispersion to have excellent mechanical stability.

[0007] An object of an embodiment of the present invention is to provide a resin water dispersion that can provide a resin film with excellent water resistance and improved mechanical stability. [Means for solving the problem]

[0008] The present invention includes the embodiments shown below. [1] A resin water dispersion obtained by emulsion polymerization of a monofunctional monomer (A) having one polymerizable unsaturated group in the molecule, together with a reactive emulsifier (B) represented by the following general formula (1), a polyfunctional monomer (C) having a plurality of polymerizable unsaturated groups in the molecule, and a silane coupling agent (D) having a polymerizable unsaturated group: [ka] In formula (1), A 1 represents an alkanediyl group having 10 to 14 carbon atoms, and A 2 represents an alkanediyl group having 2 to 4 carbon atoms, and n is (A 2 O) is an average number of moles added, and is a number of 1 to 100; X represents a hydrogen atom, a sulfate ester group or a salt thereof, a phosphate ester group or a salt thereof, or a carboxymethyl group or a salt thereof; the amount of the polyfunctional monomer (C) is 1 to 15 mass% based on the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C); The resin water dispersion, wherein the amount of the silane coupling agent (D) is 0.01 to 0.70 parts by mass relative to 100 parts by mass of the monofunctional monomer (A).

[0009] [2] The resin water dispersion according to [1], wherein the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is 0.3 to 7.0 parts by mass per 100 parts by mass of the monofunctional monomer (A).

[0010] [3] The resin water dispersion according to [1] or [2], wherein the polyfunctional monomer (C) comprises at least one selected from the group consisting of ethylene glycol diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,3-butylene glycol diacrylate, 1,3-butylene glycol dimethacrylate, triallyl cyanurate, trimethallyl cyanurate, triallyl isocyanurate, trimethallyl isocyanurate, and octaallyl sucrose.

[0011] [4] The resin water dispersion according to any one of [1] to [3], wherein the silane coupling agent (D) comprises at least one selected from the group consisting of a vinyl silane coupling agent, an acrylic silane coupling agent, and a methacrylic silane coupling agent.

[0012] [5] A paint comprising the resin water dispersion according to any one of [1] to [4].

[0013] [6] A pressure-sensitive adhesive comprising the resin water dispersion according to any one of [1] to [4].

[0014] [7] A method for producing a resin aqueous dispersion, comprising emulsion-polymerizing a monofunctional monomer (A) having one polymerizable unsaturated group in the molecule together with a reactive emulsifier (B) represented by the above general formula (1), a polyfunctional monomer (C) having a plurality of polymerizable unsaturated groups in the molecule, and a silane coupling agent (D) having a polymerizable unsaturated group in an aqueous dispersion medium, the amount of the polyfunctional monomer (C) is 1 to 15 mass% based on the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C); the amount of the silane coupling agent (D) is 0.01 to 0.70 parts by mass relative to 100 parts by mass of the monofunctional monomer (A); A method for producing a resin aqueous dispersion. [Effects of the Invention]

[0015] The resin water dispersion according to the embodiment of the present invention has excellent mechanical stability and excellent water resistance of the resin film. Furthermore, the resin water dispersion suppresses foaming, i.e., has excellent low-foaming properties. DETAILED DESCRIPTION OF THE INVENTION

[0016] The resin water dispersion according to this embodiment is a resin water dispersion obtained by emulsion polymerization of a monofunctional monomer (A) together with a reactive emulsifier (B) represented by general formula (1), a polyfunctional monomer (C), and a silane coupling agent (D) having a polymerizable unsaturated group. More specifically, the resin water dispersion is a resin water dispersion obtained by polymerizing the monofunctional monomer (A) and dispersing the resin in an aqueous dispersion medium, and the resin contains, in addition to a structure derived from the monofunctional monomer (A), a structure derived from the reactive emulsifier (B), a structure derived from the polyfunctional monomer (C), and a structure derived from the silane coupling agent (D).

[0017] [Monofunctional Monomer (A)] The monofunctional monomer (A) is a compound having one polymerizable unsaturated group in the molecule (excluding reactive emulsifiers and silane coupling agents (D)). The monofunctional monomer (A) is the main constituent monomer of the resin as a dispersoid. The amount of the monofunctional monomer (A) in 100% by mass of all constituent monomers constituting the resin is not particularly limited, but is preferably 80% by mass or more, more preferably 90% by mass or more, and even more preferably 95% by mass or more.

[0018] In this specification, the term "polymerizable unsaturated group" refers to a carbon-carbon double bond that can undergo radical polymerization, and specific examples include an acryloyl group, a methacryloyl group, a vinyl group, a vinylidene group, an allyl group, and a methallyl group.

[0019] Examples of the monofunctional monomer (A) include α,β-unsaturated carboxylic acids, α,β-unsaturated carboxylic acid esters, α,β-unsaturated amides, unsaturated hydrocarbons, and vinyl carboxylates. Any of these may be used alone or in combination of two or more.

[0020] Examples of the α,β-unsaturated carboxylic acid include (meth)acrylic acid, acrylic acid dimer, crotonic acid, itaconic acid, and maleic acid, and any one of these may be used alone or in combination of two or more.

[0021] Examples of α,β-unsaturated carboxylic acid esters include (meth)acrylic acid monoalkyl esters such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, n-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, and cyclohexyl (meth)acrylate; (meth)acrylic acid fluoroalkyl esters such as trifluoroethyl (meth)acrylate; (meth)acrylic acid hydroxyalkyl esters such as 2-hydroxyethyl (meth)acrylate, 2-(2-hydroxyethoxy)ethyl (meth)acrylate, and hydroxypropyl (meth)acrylate; epoxy group-containing (meth)acrylic acid esters such as glycidyl (meth)acrylate and allyl glycidyl ether; amino group-containing (meth)acrylic acid esters such as dimethylaminoethyl (meth)acrylate; Examples include alkoxy group-containing (meth)acrylic acid esters such as 2-methoxyethyl (meth)acrylate and butoxyethyl (meth)acrylate; and carbonyl group-containing (meth)acrylic acid esters such as 2-(acetoacetoxy)ethyl (meth)acrylate. Any one of these may be used alone, or two or more may be used in combination.

[0022] Examples of the α,β-unsaturated amide include (meth)acrylamide, N-methylolacrylamide, and butoxy N-methylolacrylamide, and any one of these may be used alone or in combination of two or more.

[0023] Examples of unsaturated hydrocarbons include styrene-based compounds such as styrene, α-methylstyrene, vinyltoluene, dimethylstyrene, and tert-butylstyrene, and any one of these may be used alone or in combination of two or more.

[0024] Examples of vinyl carboxylates include aliphatic vinyl carboxylates such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl isobutyrate, vinyl caproate, vinyl caprylate, vinyl caprate, vinyl laurate, and vinyl cyclohexanecarboxylate; and aromatic vinyl carboxylates such as vinyl benzoate and vinyl butylbenzoate. These may be used alone or in combination of two or more.

[0025] In this specification, "(meth)acrylic" means "acrylic", "methacrylic", or both, and "(meth)acrylate" means "acrylate", "methacrylate", or both.

[0026] In one embodiment, the monofunctional monomer (A) preferably contains, as a main component, at least one selected from the group consisting of (meth)acrylic acid esters, (meth)acrylic acid, styrene-based compounds, and vinyl carboxylates.

[0027] More preferably, the monofunctional monomer (A) contains at least one selected from the group consisting of (meth)acrylic acid esters and styrene-based compounds as a main component. Therefore, the resin as the dispersoid is preferably a (meth)acrylic resin or a styrene-based resin. Here, the (meth)acrylic resin is a resin in which the monofunctional monomer (A) contains a (meth)acrylic acid ester as a main component. The styrene-based resin is a resin in which the monofunctional monomer (A) contains a styrene-based compound as a main component.

[0028] In this specification, unless otherwise specified, "contains as a main component" means containing 50% by mass or more, more preferably containing 60% by mass or more, more preferably containing 70% by mass or more, more preferably containing 80% by mass or more, more preferably containing 90% by mass or more, and may contain 100% by mass.

[0029] [Reactive emulsifier (B)] The reactive emulsifier (B) is a compound represented by the following general formula (1), and is an emulsifier having an allyl group, which is a polymerizable unsaturated group, in the molecule. [ka]

[0030] In formula (1), A 1 represents an alkanediyl group having 10 to 14 carbon atoms. 2 represents an alkanediyl group having 2 to 4 carbon atoms. n is (A 2 O) and represents an average number of moles added, and represents a number of 1 to 100. X represents a hydrogen atom, a sulfate ester group or a salt thereof, a phosphate ester group or a salt thereof, or a carboxymethyl group or a salt thereof.

[0031] As represented by formula (1), the reactive emulsifier (B) has an allyl group as a polymerizable site in the molecule, and one oxyalkylene site (A 1 O) and n oxyalkylene moieties (A 2O).

[0032] In formula (1), A 1 is an alkanediyl group having 10 to 14 carbon atoms. For example, as long as the number of carbon atoms is within this range, the reactive emulsifier (B) can be 1 In the reactive emulsifier (B), A may contain a plurality of compounds having different carbon numbers. 1 If multiple compounds with different carbon numbers are included, 1 The average number of carbon atoms in the A is in the range of 10 to 14. 1 More preferably, represents an alkanediyl group having 12 to 14 carbon atoms.

[0033] In formula (1), A 2 is preferably an alkanediyl group having 2 to 3 carbon atoms, more preferably an alkanediyl group having 2 carbon atoms (i.e., an ethylene group). 2 is an alkanediyl group having 2 to 4 carbon atoms. For example, as long as the number of carbon atoms is within this range, the reactive emulsifier (B) can be 2 In the reactive emulsifier (B), A may contain a plurality of compounds having different carbon numbers. 2 If multiple compounds with different carbon numbers are included, 2 The average number of carbon atoms may be in the range of 2 to 4.

[0034] In formula (1), n ​​is preferably 2-80, more preferably 3-60, more preferably 4-50, and even more preferably 5-40.

[0035] In formula (1), X represents a hydrogen atom, a sulfate ester group or a salt thereof (-SO3M), a phosphate ester group or a salt thereof (-PO3M2 and / or -P(Z)O2M), or a carboxymethyl group or a salt thereof (-CH2-COOM). Here, M represents a hydrogen atom or a cation that forms a salt. Z represents a residue obtained by removing X from formula (1). X is preferably an anionic hydrophilic group, more preferably a sulfate ester group or a salt thereof.

[0036] In the case of an anionic hydrophilic group, examples of the salt include alkali metal salts, alkaline earth metal salts, ammonium salts, and alkanolamine salts. Examples of alkali metal salts include sodium salts, potassium salts, and lithium salts. Examples of alkaline earth metal salts include calcium salts and magnesium salts. Examples of alkanolamine salts include monoethanolamine salts, diethanolamine salts, triethanolamine salts, and triisopropanolamine salts.

[0037] When X is a hydrogen atom, the compound represented by formula (1) is a nonionic emulsifier. When X is a sulfate ester group, a phosphate ester group, a carboxymethyl group, or a salt thereof, the compound represented by formula (1) is an anionic emulsifier. The reactive emulsifier (B) may be a nonionic emulsifier or an anionic emulsifier, or both may be used in combination. Preferably, the reactive emulsifier (B) contains an anionic emulsifier, and the proportion of the anionic emulsifier in 100% by mass of the reactive emulsifier (B) is preferably 50% by mass or more, more preferably 70% by mass or more, and even more preferably 90% by mass or more, and may even be 100% by mass.

[0038] When synthesizing the reactive emulsifier (B), the reactive emulsifier (A 1 O) together with one 1-mol adduct (A 1 Therefore, in one embodiment, the constituent monomers of the resin as a dispersoid may contain a di-mole adduct represented by the following formula (2) in addition to the reactive emulsifier (B) represented by formula (1) (a mono-mole adduct). [ka] A in equation (2) 1 , A 2 , n, and X are the same as in formula (1).

[0039] The amount of the 2-mol adduct of formula (2) is not particularly limited, and may be, for example, 0 to 15 parts by mass or 1 to 10 parts by mass per 100 parts by mass of the reactive emulsifier (B) of formula (1) (1-mol adduct).

[0040] [Polyfunctional Monomer (C)] The polyfunctional monomer (C) is a compound having a plurality of polymerizable unsaturated groups in the molecule (excluding reactive emulsifiers and silane coupling agents (D)). By using the polyfunctional monomer (C) in combination with the reactive emulsifier (B), the mechanical stability of the resin aqueous dispersion can be improved, and the water resistance of the resin film can be improved.

[0041] Examples of the polyfunctional monomer (C) include (meth)allyl-based polyfunctional monomers having an allyl group (i.e., a 2-propenyl group) or a methallyl group (i.e., a 2-methyl-2-propenyl group), propenyl-based polyfunctional monomers having a 1-propenyl group, and (meth)acrylate-based polyfunctional monomers having a (meth)acryloyl group. Any one of these may be used alone, or two or more may be used in combination. Here, the term "(meth)acryloyl group" refers to an "acryloyl group," a "methacryloyl group," or both.

[0042] Specific examples of (meth)allyl-based polyfunctional monomers include triallyl isocyanurate, trimethallyl isocyanurate, triallyl cyanurate, trimethallyl cyanurate, diallylamine, triallyl adipate, diallyl carbonate, diallyl dimethylammonium chloride, diallyl fumarate, diallyl isophthalate, diallyl malonate, diallyl oxalate, diallyl phthalate, diallyl propyl isocyanurate, diallyl sebacate, diallyl succinate, diallyl terephthalate, diallyl tartrate, diallyl benzene, dimethallyl benzene, 2,6-diallyl phenol, 2,6-diallyl phenol derivatives, 2,6-dimethallyl phenol, 2,6-methallyl phenol derivatives, octaallylsucrose, etc. These may be used alone or in combination of two or more.

[0043] Specific examples of propenyl-based polyfunctional monomers include di-1-propenylbenzene, di-1-propenylphenol, di-1-propenylphenol derivatives, etc. These may be used alone or in combination of two or more.

[0044] Specific examples of the (meth)acrylate-based polyfunctional monomer include bifunctional monomers such as ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, propylene glycol diacrylate, propylene glycol dimethacrylate, dipropylene glycol diacrylate, dipropylene glycol dimethacrylate, tripropylene glycol Examples of suitable alkylene diacrylates include alkylene diacrylate, tripropylene glycol dimethacrylate, polypropylene glycol diacrylate, polypropylene glycol dimethacrylate, 1,3-butylene glycol diacrylate, 1,3-butylene glycol dimethacrylate, 1,4-butanediol diacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, and other alkylene diol diacrylates and alkylene dimethacrylates. Other examples include diacrylates or dimethacrylates of hydrocarbon-derived diols or their alkylene oxide derivatives. Examples of suitable trifunctional monomers include trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, and tris(acryloxyethyl)isocyanurate. Examples of tetrafunctional or higher functional monomers include pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, dipentaerythritol polyacrylate, dipentaerythritol polymethacrylate, etc. Any of these may be used alone or in combination of two or more.

[0045] In the polyfunctional monomer (C), the number of polymerizable unsaturated groups contained in one molecule is preferably 2 to 8. More preferably, from the viewpoint of polymerization stability, the polyfunctional monomer (C) is a trifunctional monomer having three polymerizable unsaturated groups in the molecule. Furthermore, from the viewpoint of polymerization stability, the polyfunctional monomer (C) is preferably a (meth)acrylate-based polyfunctional monomer.

[0046] In one embodiment, the polyfunctional monomer (C) is preferably at least one monomer (C1) selected from the group consisting of ethylene glycol diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,3-butylene glycol diacrylate, 1,3-butylene glycol dimethacrylate, triallyl cyanurate, trimethallyl cyanurate, triallyl isocyanurate, trimethallyl isocyanurate, and octaallyl sucrose. In this case, the amount of the monomer (C1) in 100% by mass of the polyfunctional monomer (C) is not particularly limited, but is preferably 50% by mass or more, more preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more, and may be 100% by mass (i.e., only the monomer (C1)).

[0047] [Silane coupling agent (D)] The silane coupling agent (D) is a silane coupling agent having a polymerizable unsaturated group. By using the silane coupling agent (D) having a polymerizable unsaturated group together with the reactive emulsifier (B) and the polyfunctional monomer (C), adhesion to inorganic substrates such as metals and glass can be improved, foaming of the resin aqueous dispersion can be suppressed, and the water resistance of the resin film can be improved.

[0048] As the silane coupling agent (D), at least one coupling agent (D1) selected from the group consisting of vinyl silane coupling agents, acrylic silane coupling agents, and methacrylic silane coupling agents is preferably used. In this case, the amount of the coupling agent (D1) in 100% by mass of the silane coupling agent (D) is not particularly limited, but is preferably 70% by mass or more, more preferably 90% by mass or more, and may be 100% by mass (i.e., only the coupling agent (D1)).

[0049] Specific examples of vinyl silane coupling agents include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltributoxysilane, vinyldimethoxyethoxysilane, vinyldimethoxybutoxysilane, vinyldiethoxybutoxysilane, allyltrimethoxysilane, allyltriethoxysilane, vinyltriacetoxysilane, 7-octenyltrimethoxysilane, 7-octenyltriethoxysilane, and p-styryltrimethoxysilane. Any of these may be used alone or in combination of two or more.

[0050] Specific examples of the acrylic silane coupling agent include 3-acryloxypropyltrimethoxysilane, 3-acryloxypropyltriethoxysilane, and 3-methacryloxypropylmethyldimethoxysilane, and any of these may be used alone or in combination of two or more.

[0051] Specific examples of methacrylsilane coupling agents include 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, and 8-methacryloxyoctyltrimethoxysilane, and any of these may be used alone or in combination of two or more.

[0052] [Aqueous dispersion medium] The aqueous dispersion medium is a dispersion medium containing water, and examples thereof include water or a mixed medium of water and a hydrophilic organic solvent. From the viewpoint of dispersion stability of the resin aqueous dispersion, the aqueous dispersion medium is preferably water, and an organic solvent may be contained, but preferably in a small amount. In one embodiment, the aqueous dispersion medium preferably contains 70% by mass or more of water, more preferably 80% by mass or more of water, and more preferably 90% by mass or more of water, and may be 100% by mass of water.

[0053] As the hydrophilic organic solvent, various organic solvents that are soluble in water can be used, and examples thereof include lower monohydric alcohols such as methanol, ethanol, and propanol; polyhydric alcohols such as ethylene glycol and glycerin; and aprotic polar solvents such as N-methylpyrrolidone, dimethyl sulfoxide, dimethylformamide, and acetonitrile.

[0054] [Resin water dispersion] The resin water dispersion according to the embodiment is obtained by emulsion polymerization of a monofunctional monomer (A) as a main monomer together with a reactive emulsifier (B), a polyfunctional monomer (C), and a silane coupling agent (D). That is, in the method for producing the resin water dispersion according to the embodiment, the monofunctional monomer (A) is emulsion polymerized in an aqueous dispersion medium together with the reactive emulsifier (B), the polyfunctional monomer (C), and the silane coupling agent (D).

[0055] The reactive emulsifier (B), the polyfunctional monomer (C), and the silane coupling agent (D) all have polymerizable unsaturated groups, and are therefore incorporated into the polymer consisting of the monofunctional monomer (A) during emulsion polymerization. Therefore, the resin (i.e., the polymer) obtained by emulsion polymerization contains, in addition to the structure derived from the monofunctional monomer (A), a structure derived from the reactive emulsifier (B), a structure derived from the polyfunctional monomer (C), and a structure derived from the silane coupling agent (D).

[0056] In emulsion polymerization, the amounts of the monomers constituting the polymer are set as follows.

[0057] The amount of the polyfunctional monomer (C) is 1 to 15% by mass relative to the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C). By setting the amount of the polyfunctional monomer (C) used in combination with the reactive emulsifier (B) in this manner, foaming of the resin aqueous dispersion can be suppressed, the mechanical stability can be improved, and the water resistance of the resulting resin film can be improved. The amount of the polyfunctional monomer (C) relative to the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is preferably 3 to 13% by mass, more preferably 5 to 11% by mass.

[0058] The amount of silane coupling agent (D) is 0.01 to 0.70 parts by mass per 100 parts by mass of monofunctional monomer (A). By setting the amount of silane coupling agent (D) having a polymerizable unsaturated group within this range, adhesion to inorganic substrates such as metal and glass can be improved, and the water resistance of the resin film can be improved. The amount of silane coupling agent (D) is preferably 0.05 to 0.65 parts by mass, more preferably 0.10 to 0.60 parts by mass, more preferably 0.12 to 0.50 parts by mass, and even more preferably 0.15 to 0.40 parts by mass.

[0059] In order to enhance the effects of this embodiment, the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is preferably 0.3 to 7.0 parts by mass relative to 100 parts by mass of the monofunctional monomer (A). The total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is more preferably 0.5 to 5.0 parts by mass, more preferably 0.8 to 4.0 parts by mass, and even more preferably 1.0 to 3.0 parts by mass.

[0060] The amount of reactive emulsifier (B) relative to 100 parts by mass of monofunctional monomer (A) is not particularly limited, but is preferably 0.28 to 6.8 parts by mass, more preferably 0.45 to 4.5 parts by mass, and even more preferably 0.7 to 3.8 parts by mass.

[0061] The amount of the polyfunctional monomer (C) relative to 100 parts by mass of the monofunctional monomer (A) is not particularly limited, but is preferably 0.02 to 0.35 parts by mass, more preferably 0.05 to 0.30 parts by mass, and even more preferably 0.10 to 0.25 parts by mass.

[0062] The monomers constituting the resin obtained by emulsion polymerization preferably consist essentially of the above components (A) to (D), but may contain other monomers as long as the effects of the components are not impaired.

[0063] The emulsion polymerization method is not particularly limited, and a wide variety of known emulsion polymerization methods can be used. Examples of emulsion polymerization methods include a method in which a polymerizable compound containing a monofunctional monomer (A), a polyfunctional monomer (C), and a silane coupling agent (D) is added to water in the presence of an emulsifier containing a reactive emulsifier (B). In this case, the polymerizable compound may be added all at once, or may be added in multiple portions, or may be added dropwise.

[0064] Another example of an emulsion polymerization method is a method in which a pre-emulsion, in which a polymerizable compound containing a monofunctional monomer (A), a polyfunctional monomer (C), and a silane coupling agent (D) is pre-emulsified in water with an emulsifier containing a reactive emulsifier (B), is mixed with an aqueous solution containing a polymerization initiator. When mixing the pre-emulsion and the aqueous solution containing a polymerization initiator, the entire amount of the aqueous solution may be mixed at once, or at least one of the solutions may be mixed in multiple batches, or at least one of the solutions may be added dropwise. The method for preparing the pre-emulsion is not particularly limited, and examples include a method in which an emulsifier is dissolved in water, a polymerizable compound is added thereto, and the mixture is stirred. Furthermore, a hydrophilic organic solvent such as methanol may be used in combination when preparing the pre-emulsion.

[0065] In emulsion polymerization, the reaction temperature is not particularly limited and can be, for example, 50 to 100°C, and more preferably 60 to 95°C. The reaction temperature may be kept constant from the start of the reaction or may be changed during the reaction. The reaction time in emulsion polymerization is not particularly limited and can be adjusted appropriately depending on the progress of the reaction, and is usually about 2 to 9 hours.

[0066] In emulsion polymerization, for example, a polymerization initiator, a protective colloid, a chain transfer agent, and a crosslinking agent may be used. The types of these agents are not particularly limited, and agents conventionally used in emulsion polymerization may be used.

[0067] Examples of the polymerization initiator include persulfates such as ammonium persulfate and potassium persulfate, peroxides such as hydrogen peroxide and benzoyl peroxide, and redox polymerization initiators obtained by combining a persulfate with a reducing agent such as an alkali metal sulfite or bisulfite.

[0068] In emulsion polymerization, other reactive emulsifiers or non-reactive emulsifiers may be used in combination with the reactive emulsifier (B) represented by the above formula (1), as long as the effect is not impaired. When other reactive emulsifiers are used in combination, the resin (polymer) obtained by emulsion polymerization contains a structure derived from the other reactive emulsifier. In this case, the other reactive emulsifier may be an anionic reactive emulsifier or a non-ionic reactive emulsifier. The other reactive emulsifier may be, for example, a two-molar adduct represented by the above formula (2). On the other hand, since the non-reactive emulsifier does not have a polymerizable unsaturated group, it is not a monomer constituting the resin obtained by emulsion polymerization, but is included in the resin aqueous dispersion as a surfactant that coats the resin particles. The non-reactive emulsifier may be an anionic non-reactive emulsifier or a non-ionic non-reactive emulsifier.

[0069] In the resin water dispersion, the content of the resin obtained by emulsion polymerization is not particularly limited, and may be, for example, 30 to 65 mass %, 40 to 60 mass %, or 45 to 55 mass % relative to the total mass of the resin water dispersion.

[0070] The size of the resin particles in the resin aqueous dispersion is not particularly limited, and may be, for example, an average particle diameter of 50 to 300 nm, or 100 to 150 nm. Here, the average particle diameter is the 50% cumulative particle diameter (d50) measured using a "Microtrac UPA-UZ152" manufactured by Nikkiso Co., Ltd.

[0071] The resin aqueous dispersion may contain other components as long as the effects of the resin aqueous dispersion are not impaired. Examples of such other components include a polymerization initiator, an emulsifier, a protective colloid, a chain transfer agent, a crosslinking agent, and the like, which are agents that can be used in emulsion polymerization.

[0072] [Applications of resin water dispersions] The resin water dispersion obtained as described above has excellent mechanical stability and low foaming properties, and therefore has excellent coatability. Furthermore, the resin film formed from the resin water dispersion has excellent water resistance. Furthermore, the inclusion of a structure derived from the silane coupling agent (D) improves adhesion to inorganic substrates such as metals and glass. Therefore, the resin water dispersion is suitably used in fields such as various coating materials such as paints, pressure-sensitive adhesives, adhesives, and binders for paper processing. In particular, the resin water dispersion is particularly suitable as a paint (e.g., water-based paint) or pressure-sensitive adhesive, and has excellent coatability and excellent water resistance for the formed resin film, i.e., the coating film or adhesive resin layer.

[0073] The paint according to the embodiment contains the resin water dispersion and may contain, together with the resin water dispersion, various additives that are generally blended into paints, such as pigments, fillers, ultraviolet absorbers, light stabilizers, surface conditioners, preservatives, rust inhibitors, antioxidants, antifoaming agents, viscosity modifiers, antistatic agents, associative thickeners, etc. When used as paints, the resin as the dispersoid contained in the resin water dispersion is not particularly limited, but preferably has a glass transition temperature (Tg) higher than room temperature, for example, 18°C ​​or higher, and more preferably 20 to 120°C.

[0074] The PSA according to the embodiment contains the resin water dispersion and may contain, together with the resin water dispersion, various additives that are generally incorporated into PSA, such as a tackifier, a surface conditioner, a preservative, a rust inhibitor, an antioxidant, an antifoaming agent, a viscosity modifier, an antistatic agent, an associative thickener, etc. When used as a PSA, the resin as the dispersoid contained in the resin water dispersion is not particularly limited, but preferably has a glass transition temperature (Tg) lower than room temperature, for example, 10°C or lower, more preferably -50 to 5°C.

[0075] Here, the glass transition temperature Tg (°C) of the resin as the dispersoid can be calculated by the following formula using the following literature values ​​for the glass transition temperature Tgn (°C) of the homopolymer of each monomer.

[0076] Formula: 1 / (Tg+273)=Σ〔Wn / (Tgn+273)〕

[0077] (In the formula, Tg (°C) represents the glass transition temperature of the resin, Wn(-) represents the mass fraction of each monofunctional monomer (A) relative to 100% by mass of all monofunctional monomers (A), Tgn (°C) represents the glass transition temperature of a homopolymer formed from each monofunctional monomer (A), and n represents the type of each monofunctional monomer (A).) Styrene: 100℃ 2-Ethylhexyl acrylate: -70°C Methyl methacrylate: 105°C Hydroxyethyl methacrylate: 55°C Vinyl acetate: 30℃ Butyl acrylate: -55°C Ethyl acrylate: -24°C Methyl acrylate: 8℃ Acrylic acid: 106°C Methacrylic acid: 185℃

[0078] The glass transition temperature of the resin can be adjusted by the composition of the monofunctional monomer (A), which is the main constituent monomer of the resin, and therefore the composition of the monofunctional monomer (A) can be set depending on the application of the coating material or adhesive. [Example]

[0079] The present invention will be explained in more detail below based on examples and comparative examples, but the present invention is not limited thereto.

[0080] Details of the emulsifiers and silane coupling agents used in the examples are as follows.

[0081] [emulsifier] Reactive emulsifier 1: An anionic reactive emulsifier obtained by Synthesis Example 1 below, which is a mixture of a 1-mol adduct represented by formula (1) and a 2-mol adduct represented by formula (2). In formulas (1) and (2), A 1 is an alkanediyl group with an average carbon number of 13, A 2 is an ethylene group, n is 5, and X is -SO3NH4. 1 mole adduct / 2 mole adduct = 95 / 5 (mass ratio).

[0082] (Synthesis Example 1) A reaction vessel equipped with a thermometer, reflux condenser, and nitrogen inlet tube was charged with 76 g (1.3 mol) of allyl alcohol and 8.4 g (0.15 mol) of potassium hydroxide, and the temperature was raised to 80°C under nitrogen. Subsequently, 212 g (1.0 mol) of α-olefin epoxide (a mixture of C12 and C14 epoxides) was added dropwise, and the reaction was carried out for 5 hours. The remaining allyl alcohol was distilled off under reduced pressure, followed by washing with water and drying. The resulting dried product was transferred to an autoclave and heated at a pressure of 1.5 kg / cm in the presence of potassium hydroxide catalyst. 3 220 g (5 mol) of ethylene oxide was reacted at a temperature of 130° C. Subsequently, the resulting reaction product was transferred to a reaction vessel equipped with a stirrer, a thermometer, and a nitrogen inlet tube, and 97 g (1 mol) of sulfamic acid was reacted at a temperature of 120° C. under a nitrogen atmosphere. Thereafter, monoethanolamine was added to adjust the pH of a 1% by mass aqueous solution to 7.5, and the solution was filtered to obtain reactive emulsifier 1.

[0083] Reactive emulsifier 2: An anionic reactive emulsifier obtained by Synthesis Example 2 below, which is a mixture of a 1-molar adduct represented by formula (1) and a 2-molar adduct represented by formula (2). In formulas (1) and (2), A 1 is an alkanediyl group with an average carbon number of 13, A 2 is an ethylene group, n is 10, and X is -SO3NH4. 1 mole adduct / 2 mole adduct = 95 / 5 (mass ratio).

[0084] (Synthesis Example 2) Reactive emulsifier 2 was obtained by carrying out the same operations as in reactive emulsifier 1 (Synthesis Example 1), except that the amount of ethylene oxide was changed from 220 g (5 mol) to 440 g (10 mol).

[0085] Reactive emulsifier 3: An anionic reactive emulsifier obtained by Synthesis Example 3 below, which is a mixture of a 1-mol adduct represented by formula (1) and a 2-mol adduct represented by formula (2). In formulas (1) and (2), A 1 is an alkanediyl group with an average carbon number of 13, A 2 is an ethylene group, n is 20, and X is -SO3NH4. 1 mole adduct / 2 mole adduct = 95 / 5 (mass ratio).

[0086] (Synthesis Example 3) Reactive emulsifier 3 was obtained in the same manner as in reactive emulsifier 1 (Synthesis Example 1), except that the amount of ethylene oxide was changed from 220 g (5 mol) to 880 g (20 mol).

[0087] Reactive emulsifier 4: A nonionic reactive emulsifier obtained by Synthesis Example 4 below, which is a mixture of a 1-mol adduct represented by formula (1) and a 2-mol adduct represented by formula (2). In formulas (1) and (2), A 1 is an alkanediyl group with an average carbon number of 13, A 2 is an ethylene group, n is 20, and X is a hydrogen atom. 1 mole adduct / 2 mole adduct = 95 / 5 (mass ratio).

[0088] (Synthesis Example 4) A reaction vessel equipped with a thermometer, reflux condenser, and nitrogen inlet tube was charged with 76 g (1.3 mol) of allyl alcohol and 8.4 g (0.15 mol) of potassium hydroxide, and the temperature was raised to 80°C under nitrogen. Subsequently, 212 g (1.0 mol) of α-olefin epoxide (a mixture of C12 and C14 epoxides) was added dropwise, and the reaction was carried out for 5 hours. The remaining allyl alcohol was distilled off under reduced pressure, followed by washing with water and drying. The resulting dried product was transferred to an autoclave and heated at a pressure of 1.5 kg / cm in the presence of potassium hydroxide catalyst. 3 At a temperature of 130°C, 880 g (20 mol) of ethylene oxide was reacted.

[0089] Reactive emulsifier 5: Allyloxymethylalkoxyethyl polyoxyethylene sulfate, ADEKA Corporation "ADEKA REASOAP SR-10"

[0090] Non-reactive emulsifier 1: Polyoxyethylene alkyl ether sulfate, "Hitenol LA-12" manufactured by Daiichi Kogyo Seiyaku Co., Ltd.

[0091] Non-reactive emulsifier 2: Polyoxyalkylene alkyl ether, "Noigen XL-400D" manufactured by Daiichi Kogyo Seiyaku Co., Ltd.

[0092] [Silane coupling agents] Silane coupling agent: 1:3-methacryloxypropyltrimethoxysilane, manufactured by Shin-Etsu Chemical Co., Ltd. "KBM-503"

[0093] Silane coupling agent 2: 3-methacryloxypropyltriethoxysilane, Shin-Etsu Chemical Co., Ltd. "KBE-503"

[0094] Silane coupling agent 3: Vinyltriethoxysilane, Shin-Etsu Chemical Co., Ltd. "KBM-1003"

[0095] Silane coupling agent 4: N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, "KBM-603" manufactured by Shin-Etsu Chemical Co., Ltd.

[0096] The resin aqueous dispersions were evaluated as follows.

[0097] [Water resistance (whitening)] The resin water dispersion was applied to a glass plate so that the film thickness after drying would be 122 μm, and then dried at 60° C. for 1 hour to obtain a resin film. The obtained film was immersed in water at 25° C., and the degree of whitening was evaluated. The glass plate on which the resin film had been formed was placed on 10-point letters, and the water resistance (resistance to whitening) was evaluated according to the following criteria based on the discernibility of the letters as viewed through the resin film. (Judgment criteria) A: The letters are still visible after 10 days of immersion. B: The letters are visible after 7 days of immersion, but are not visible after 10 days of immersion. C: The letters are visible after 3 days of immersion, but are not visible after 7 days of immersion. D: The letters are visible after immersion for one day, but are not visible after immersion for three days. E: After immersion for one day, the letters are no longer visible or the resin film peels off.

[0098] [Water resistance (water absorption)] The resin water dispersion was applied to a glass plate so that the film thickness after drying would be 122 μm, and then dried at 60° C. for 1 hour to obtain a resin film. The obtained resin film was immersed in water at 25° C. for 7 days, and the water absorption rate of the film was calculated using the following formula, and the water resistance (resistance to water absorption) was evaluated according to the following criteria. Water absorption rate (mass%) = {(mass of resin film after immersion - initial mass of resin film) / initial mass of resin film} x 100 (Judgment criteria) A: Water absorption rate is less than 2% by mass. B: Water absorption rate is 2% by mass or more and less than 5% by mass. C: Water absorption rate is 5% by mass or more and less than 8% by mass. D: Water absorption rate is 8% by mass or more and less than 11% by mass. E: The water absorption rate is 11% by mass or more, or the resin film peels off.

[0099] [Mechanical stability] 50 g of the resin water dispersion was weighed out and treated in a Marlon testing machine at a load of 10 kg and a rotation speed of 1,000 rpm for 5 minutes. The resulting aggregates were filtered through a 150-mesh wire screen, and the residue was washed with water and dried at 105°C for 2 hours. The mass was calculated as a mass % relative to the solid content of the resin water dispersion and evaluated according to the following criteria. A smaller amount of aggregates means that the resin water dispersion is more stable under high-shear conditions. (Judgment criteria) A: The amount of aggregates is less than 3.0% by mass. B: The amount of aggregates is 3.0% by mass or more and less than 5.0% by mass. C: The amount of aggregates is 5.0% by mass or more and less than 7.0% by mass. D: The amount of aggregates is 7.0% by mass or more and less than 9.0% by mass. E: The amount of aggregates is 9.0% by mass or more.

[0100] [Low foaming] 20 mL of the resin water dispersion and 10 mL of water were placed in a 100 mL Nessler tube, and foamed by manually shaking (30 inversions, once per second). The foam height (ml) was read after leaving it to stand for 1 minute, and the low foaming property (difficulty in foaming) was evaluated according to the following criteria. (Judgment criteria) A: Less than 30ml of foam. B: Foaming is more than 30ml but less than 40ml. C: Foaming is more than 40ml but less than 50ml. D: Foaming is more than 50ml but less than 60ml. E: Foams more than 60ml.

[0101] [Adhesion] The resin water dispersion was applied to a stainless steel (SUS) plate so that the film thickness after drying would be 10 μm, and then dried at 105° C. for 30 minutes to obtain a test piece. Using this test piece, a cross-cut adhesion test was carried out in accordance with JIS K 5400-8.5, and the adhesion was evaluated based on the rate of peeling and the following criteria. (Judgment criteria) +: Peeling rate is less than 10% -: Peeling rate is 10% or more

[0102] [Example 1] A mixed monomer emulsion was prepared by blending 42 parts by weight of styrene, 33 parts by weight of 2-ethylhexyl acrylate, 23 parts by weight of methyl methacrylate, 2 parts by weight of hydroxyethyl methacrylate, 1.9 parts by weight of reactive emulsifier 1, 0.1 parts by weight of trimethylolpropane triacrylate, 0.2 parts by weight of silane coupling agent 1, and 55 parts by weight of ion-exchanged water with a homomixer. Separately, 43 parts by weight of ion-exchanged water was placed in a reaction vessel equipped with a stirrer, reflux condenser, thermometer, nitrogen inlet tube, and dropping funnel. 5 parts by weight of the mixed monomer emulsion was added thereto, heated to 80°C, and stirred for 15 minutes. Subsequently, a mixture (aqueous solution) of 0.3 parts by weight of ammonium persulfate and 5 parts by weight of ion-exchanged water was added and mixed for 15 minutes, after which the remaining mixed monomer emulsion was added dropwise over 3 hours. After further mixing for 2 hours, the mixture was cooled and adjusted to pH 8 with aqueous ammonia to obtain the resin aqueous dispersion of Example 1. The glass transition temperature of the resin in the resulting resin aqueous dispersion was 19°C.

[0103] [Examples 2 to 27 and Comparative Examples 1 to 7] The types and amounts (parts by mass) of the emulsifier, polyfunctional monomer, and silane coupling agent were changed as shown in Tables 1 to 4 below, and otherwise the resin water dispersions of Examples 2 to 27 and Comparative Examples 1 to 7 were obtained in the same manner as in Example 1. The amounts of reactive emulsifiers 1 to 4 in Tables 1 to 4 are amounts (parts by mass) as a mixture of a 1-mol adduct and a 2-mol adduct.

[0104] The resin water dispersions of Examples 1 to 27 and Comparative Examples 1 to 7 were evaluated for water resistance (whitening), water resistance (water absorption), mechanical stability, low foaming property, and adhesion.

[0105] In Tables 1 to 4, "(C / (B+C)) x 100" is the mass % of the polyfunctional monomer (C) relative to the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C). "((B+C) / A) x 100" is the total parts by mass of the reactive emulsifier (B) and the polyfunctional monomer (C) relative to 100 parts by mass of the polyfunctional monomer (A). Here, the amount of reactive emulsifier (B) is the amount of one mole of an adduct of reactive emulsifiers 1 to 4. The same applies to Table 5 described later.

[0106] [Table 1]

[0107] [Table 2]

[0108] [Table 3]

[0109] [Table 4]

[0110] The results are shown in Tables 1 to 4. In Comparative Example 1, no silane coupling agent (D) was used, and adhesion was poor. In Comparative Example 2, no polyfunctional monomer (C) was used, and water resistance, low foaming, and mechanical stability were poor. In Comparative Example 3, the amount of polyfunctional monomer (C) charged was too high, and water resistance and mechanical stability were poor. In Comparative Example 4, the amount of silane coupling agent (D) charged was too high, and water resistance and low foaming were poor. In Comparative Example 5, an unspecified reactive emulsifier was used instead of the reactive emulsifier (B), and water resistance and mechanical stability were poor. In Comparative Example 6, a non-reactive emulsifier was used instead of the reactive emulsifier (B), and water resistance and low foaming were poor. In Comparative Example 7, a silane coupling agent without a polymerizable unsaturated group was used instead of the silane coupling agent (D), and adhesion was poor. In contrast, in Examples 1 to 27 according to this embodiment, the resulting resin water dispersions were excellent in water resistance, mechanical stability, and low foaming properties, and also had excellent adhesion.

[0111] [Examples 28 to 31] Resin water dispersions of Examples 28 to 31 were obtained in the same manner as in Example 1, except that the type and amount (parts by mass) of the monofunctional monomer (A) was changed as shown in Table 5 below. In Table 5, the amount of reactive emulsifier 1 is the amount (parts by mass) of a mixture of the 1-mol adduct and the 2-mol adduct.

[0112] The glass transition temperatures of the resins in the resulting resin aqueous dispersions were 21°C in Example 28, -0.7°C in Example 29, -26°C in Example 30, and 104°C in Example 31.

[0113] The resin water dispersions of Examples 28 to 31 were evaluated for water resistance (whitening), water resistance (water absorption), mechanical stability, low foaming property, and adhesion.

[0114] [Table 5]

[0115] The results are shown in Table 5. In Examples 28 to 31, in which the formulation of the monofunctional monomer (A) was changed, the resin water dispersions obtained by using the predetermined amounts of the above-mentioned (B) to (D) components according to this embodiment were excellent in water resistance, mechanical stability, and low foaming, and also in adhesion.

[0116] The various numerical ranges described in this specification can be arbitrarily combined with their upper and lower limits, and all such combinations are considered to be preferred numerical ranges described in this specification. Furthermore, a numerical range described as "X to Y" means from X to Y.

[0117] Although several embodiments of the present invention have been described above, these embodiments are presented as examples and are not intended to limit the scope of the invention. These embodiments can be implemented in various other forms, and various omissions, substitutions, and modifications can be made without departing from the spirit of the invention. These embodiments and their omissions, substitutions, modifications, etc. are included within the scope and spirit of the invention, as well as within the scope of the invention described in the claims and their equivalents.

Claims

1. A resin aqueous dispersion obtained by emulsion polymerization of a monofunctional monomer (A) having one polymerizable unsaturated group in the molecule, together with a reactive emulsifier (B) represented by the following general formula (1), a polyfunctional monomer (C) having a plurality of polymerizable unsaturated groups in the molecule, and a silane coupling agent (D) having a polymerizable unsaturated group: 【Chemistry 1】 In formula (1), A １ represents an alkanediyl group having 10 to 14 carbon atoms, and A ２ represents an alkanediyl group having 2 to 4 carbon atoms, and n is (A ２ O) is an average number of moles added and is a number from 1 to 100, X represents a hydrogen atom, a sulfate ester group or a salt thereof, a phosphate ester group or a salt thereof, or a carboxymethyl group or a salt thereof, the amount of the polyfunctional monomer (C) relative to the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is 1 to 15 mass %, the amount of the silane coupling agent (D) is 0.01 to 0.70 parts by mass relative to 100 parts by mass of the monofunctional monomer (A); Resin water dispersion.

2. The resin water dispersion according to claim 1, wherein the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is 0.3 to 7.0 parts by mass relative to 100 parts by mass of the monofunctional monomer (A).

3. The polyfunctional monomer (C) is ethylene glycol diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,3-butylene glycol diacrylate, 1,3-butylene glycol dimethacrylate, triallyl cyanurate, trimethallyl cyanurate, triallyl isocyanurate, trimethallyl isocyanurate, and octaallyl sucrose. The resin water dispersion according to claim 1, comprising at least one selected from the group consisting of octaallyl sucrose.

4. The resin water dispersion according to claim 1, wherein the silane coupling agent (D) comprises at least one selected from the group consisting of a vinyl silane coupling agent, an acrylic silane coupling agent, and a methacrylic silane coupling agent.

5. A paint comprising the resin water dispersion according to any one of claims 1 to 4.

6. A pressure-sensitive adhesive comprising the resin water dispersion according to any one of claims 1 to 4.

7. A method for producing a resin aqueous dispersion, comprising emulsion-polymerizing a monofunctional monomer (A) having one polymerizable unsaturated group in the molecule together with a reactive emulsifier (B) represented by the following general formula (1), a polyfunctional monomer (C) having a plurality of polymerizable unsaturated groups in the molecule, and a silane coupling agent (D) having a polymerizable unsaturated group in an aqueous dispersion medium, 【Chemistry 2】 In formula (1), A １ represents an alkanediyl group having 10 to 14 carbon atoms, and A ２ represents an alkanediyl group having 2 to 4 carbon atoms, and n is (A ２ O) is an average number of moles added and is a number from 1 to 100, X represents a hydrogen atom, a sulfate ester group or a salt thereof, a phosphate ester group or a salt thereof, or a carboxymethyl group or a salt thereof, the amount of the polyfunctional monomer (C) relative to the total amount of the reactive emulsifier (B) and the polyfunctional monomer (C) is 1 to 15 mass %, the amount of the silane coupling agent (D) is 0.01 to 0.70 parts by mass relative to 100 parts by mass of the monofunctional monomer (A); A method for producing a resin aqueous dispersion.

Images