JP2947594B2 - Emulsion composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention has a long pot life, forms a crosslinked structure at the time of forming a coating film even at room temperature, and provides a good crosslinked coating film. The present invention relates to a crosslinkable emulsion composition.

This emulsion can be suitably used in a wide range of fields such as paints, adhesives, paper processing, textile processing, printing inks, cement admixtures, and the like.

[Conventional technology and its problems]

Conventionally, crosslinkable emulsions are used in a wide range of fields because the network structure formed by the crosslinking reaction after coating film formation improves the heat resistance, mechanical stability, adhesion and solvent resistance of the coating film. It has been. This crosslinkable emulsion can be divided into a one-component system and a two-component system according to the number of components used for use.

The two-component system has no problem with the stability of the emulsion,
There is a poor workability that two liquids must be mixed at the time of use. Therefore, a one-component emulsion having such a disadvantage and having self-crosslinking properties is an ideal type.

However, such an emulsion contains functional groups that can react with each other uniformly in the same particle, so that a cross-linking reaction easily occurs in the particle, the pot life is short, and the cross-linking reduces the durability of the coating film. It has drawbacks that it does not work effectively or causes a decrease in film forming properties. In addition, such self-crosslinking emulsions often require heating, but when trying to increase the reactivity at room temperature, the pot life is shortened due to the reactivity, which is contradictory. I have a problem.

[Problems to be solved by the invention]

An object of the present invention is to maintain a copolymer having mutually reactive functional groups in the same particle very stably, so that it is a one-part type, has a long pot life, and is sufficiently sufficient at room temperature during film formation. An object of the present invention is to provide an emulsion composition which causes a cross-linking reaction and gives a cross-linked coating film having good durability.

[Means for solving the problem]

The present inventors have conducted intensive studies in order to solve these problems, and as a result, the dispersed particles of the emulsion separately contain a copolymer having at least three layers or more and having functional groups that react with each other. Between the layers, succeeded in the production of an emulsion composition comprising a layer containing a copolymer inert to any of these functional groups,
It can be maintained very stably, and when forming a coating film, a sufficient cross-linking reaction occurs even at room temperature, and the fact that it gives a cross-linked coating film with good durability is found. One-pack type, long pot life, durability The present invention, which is an emulsion composition giving a coating film having good properties, has been completed.

That is, the present invention provides a layer in which the dispersed particles of the emulsion contain a copolymer having at least an epoxy group,
A layer containing an inactive copolymer in any of the epoxy group and the functional group capable of reacting with the epoxy group, and a layer containing a copolymer having a functional group capable of reacting with the epoxy group are laminated, The present invention provides an emulsion composition characterized in that the layer is laminated between the layers.

The emulsion composition of the present invention can be produced by the following method.

Monomers used for producing various copolymers containing dispersed particles of the emulsion composition of the present invention,
It is roughly divided into the following three types.

First, examples of the “monomer having an epoxy group” for producing a copolymer having an epoxy group include epoxy derivatives such as glycidyl acrylate, glycidyl methacrylate, and allyl glycidyl ether. These may be used alone or in combination of two or more.

Next, as a `` monomer having a functional group capable of reacting with an epoxy group '' for producing a copolymer having a functional group capable of reacting with an epoxy group, acrylic acid containing a carboxyl group, methacrylic acid, crotonic acid, maleic acid Ethylenically unsaturated carboxylic acids such as acid or its monoalkyl ester, itaconic acid or its monoalkyl ester, fumaric acid or its monoalkyl ester; N-methylaminoethyl acrylate containing an amino group, N-methylaminoethyl methacrylate, dimethyl Alkylamino esters of acrylic acid or methacrylic acid such as aminoethyl acrylate and dimethylaminoethyl methacrylate; monovinylpyridines such as vinylpyridine; vinyl having an alkylamino group such as dimethylaminoethyl vinyl ether Ether compounds; N-(2-dimethylaminoethyl) acrylamide, N-(2-dimethylaminoethyl) unsaturated amides having an alkyl amino group such as methacrylamide, and the like. These may be used alone or in combination of two or more.

Furthermore, "other monomers", that is, "copolymers inert to both epoxy groups and functional groups capable of reacting with epoxy groups", "copolymers having epoxy groups", and "copolymers capable of reacting with epoxy groups" The monomers used to produce the `` copolymer having a functional group '' include methyl-, ethyl-, isopropyl-, n-butyl-, isobutyl-, n-amyl-, isoamyl-, n-hexyl-, Acrylic esters and methacrylic esters such as 2-ethylhexyl, octyl-, decyl-, dodecyl-, octadecyl-, cyclohexyl-, phenyl-, benzyl-, 2-hydroxyethyl-, hydroxypropyl-acrylate and methacrylate; vinyl acetate , Vinyl esters such as vinyl propionate; acrylonitrile, methacrylate Rironitoriru like; styrene, 2
-Aromatic vinyls such as methylstyrene, vinyltoluene, t-butylstyrene, chlorostyrene, vinylanisole, vinylnaphthalene, and divinylbenzene; acrylamide, methacrylamide, maleic amide, N-methylolacrylamide, N-methylolmethacrylamide, Amides such as diacetone acrylamide; vinylidene halides such as vinyldene chloride and vinylidene fluoride; ethylene, propylene, isoprene, butadiene,
Examples include vinylpyrrolidone, vinyl chloride, vinyl ether, vinyl ketone, vinylamide, chloroprene and the like. These may be used alone or in combination of two or more.

Therefore, the dispersed particles contained in the composition of the present invention, the "monomer having an epoxy group" and the "other monomer" as a raw material monomer to produce a "copolymer having an epoxy group", two or more Using "other monomers" as a raw material to produce an "epoxy group and a copolymer inert to any of the functional groups capable of reacting with the epoxy group", and having a "functional group capable of reacting with the epoxy group" Using the "monomer" and the "other monomer" as raw material monomers, a "copolymer having a functional group capable of reacting with an epoxy group" is produced, and a layer containing each of these copolymers is laminated to produce.

The amount of the monomers used to form the copolymer in the layer containing the “copolymer having an epoxy group” is 100% by weight of the total monomers used to form the total copolymer in the dispersed particles. Parts to 80 parts by weight, and used to form a copolymer of a layer containing "a copolymer inert to both epoxy groups and functional groups capable of reacting with epoxy groups". The amount of monomer used is also the total monomer amount
With respect to 100 parts by weight, 10 to 60 parts by weight, and the amount of the monomer used to form the copolymer of the layer containing the `` copolymer having a functional group capable of reacting with an epoxy group '' is Similarly, the amount is 20 to 90 parts by weight based on 100 parts by weight of the total monomer.

The amount of the monomer having an epoxy group used for producing the “copolymer having an epoxy group” is 0.1 to 40% by weight, preferably 3 to 20% by weight of the total amount of the monomers.
It is. In addition, the monomer having a functional group capable of reacting with an epoxy group used for producing the “copolymer having a functional group capable of reacting with an epoxy group” is a total monomer amount.
It is 0.1 to 40% by weight, preferably 3 to 20% by weight. When the amount of each monomer decreases, the crosslinking density at the time of forming a coating film decreases, and when the amount is too large, the stability during polymerization decreases.

Dispersed particles of the composition of the present invention are obtained by laminating copolymers produced by successively copolymerizing by an emulsion polymerization method using monomers necessary for sequentially producing a desired copolymer.

In this polymerization, an emulsifier, a polymerization initiator, and a chain transfer agent are used.

The emulsifier used in the polymerization is a known emulsifier used in ordinary emulsion polymerization, for example, sodium dodecylbenzenesulfonate, sodium lauryl sulfate, sodium alkyldiphenyletherdisulfonate, sodium alkylnaphthalenesulfonate, dialkylsulfosuccinate. Anionic emulsifiers such as sodium oxalate, sodium stearate, potassium oleate, sodium dioctyl sulfosuccinate, sodium polyoxyethylene alkyl ether sulfate, sodium polyoxyethylene alkyl phenyl ether sulfate; polyoxyethylene lauryl ether, polyoxyethylene oleyl ether , Polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether,
Nonionic emulsifiers such as oxyethylene / oxypropylene block copolymer; and cationic emulsifiers such as lauryltrimethylammonium chloride and stearyltrimethylammonium chloride.

The amount of the emulsifier used is preferably 0.05 to 20 parts by weight, and more preferably 0.2 to 5 parts by weight from the viewpoint of stability during polymerization, based on 100 parts by weight of the total amount of monomers.

As the polymerization initiator, known ones used in ordinary emulsion polymerization are used. Examples thereof include persulfates such as hydrogen peroxide, ammonium persulfate and potassium persulfate; azobisisobutyronitrile and its hydrochloride; cumene hydrochloride Organic peroxides such as peroxides and tert-butyl hydroperoxide; these persulfates or peroxides and metal ions such as iron ions and sodium sulfoxylate, formaldehyde, sodium pyrosulfite, L-ascorbic acid, etc. There is a redox initiator in combination with a reducing agent.

These initiators are used in an amount of 0.1 to 100 parts by weight of the total monomers.
~ 4 parts by weight are used.

Further, if necessary, a chain transfer agent such as mercaptans can be added.

Further, the final solid content of the emulsion composition of the present invention,
From a practical standpoint, 30 to 70% by weight is preferable.

In the production of the dispersed particles contained in the composition of the present invention, the emulsion polymerization can be carried out in the same manner as a usual emulsion polymerization method. However, the composition and amount of the monomer to be added are changed for each layer of the dispersed particles, and a sufficient aging time is taken at the end of the addition of the monomer necessary for producing the copolymer of each layer so that the emulsion polymerization is completed.

In the production of the above-mentioned dispersed particles of the present invention, the selection of monomers necessary for producing the copolymer of each layer is important.

First, in order to produce the copolymer contained in the first layer, "a monomer having an epoxy group" and "one or more other monomers" or "a monomer having a functional group capable of reacting with an epoxy group""And" one or more other monomers "are selected as raw material monomers to produce a" copolymer having an epoxy group "or a" copolymer having a functional group capable of reacting with an epoxy group ". The layer to be laminated on the layer containing these copolymers is prepared by selecting two or more kinds of “other monomers” as raw materials, and then forming an “inactive copolymer on any of epoxy groups and functional groups capable of reacting with epoxy groups”. It is important to produce a "polymer" and form a layer containing it.

In this layer, a raw material monomer is selected so as to form a layer containing a copolymer having a functional group that reacts with the copolymer contained in the first layer to form a copolymer, and this is contained. Stack the layers. That is, “a monomer having a functional group capable of reacting with an epoxy group” and “one or more other monomers”, or “a monomer having an epoxy group” and “one or more other monomers” are selected as raw material monomers. , A “copolymer having a functional group capable of reacting with an epoxy group” or a “copolymer having an epoxy group”.

As described above, the functional group of the copolymer contained in the inner layer and the outer layer is composed of at least three layers in the dispersed particles, and each copolymer in the dispersed particles is contained in the emulsion composition in the emulsion composition. It is possible to suppress the mutual reaction and improve the stability.

The production of the composition of the present invention is generally carried out by repeating dropwise addition of a monomer to an aqueous phase containing an emulsifier and a polymerization initiator and aging sufficient for completing the copolymerization for each layer. At the start of dropping the monomer in each layer, a new polymerization initiator may be added, or the monomer may be mixed with water and an emulsifier and dropped as an emulsified monomer.

The polymerization is carried out at a temperature of 30 to 90 ° C and a pressure of normal pressure to pressure. The polymerization is preferably performed in an inert gas such as nitrogen.

In the emulsion composition of the present invention, the dispersed particles produced by the above method are “monomer having an epoxy group”.
And a layer containing an “epoxy group-containing copolymer” obtained as a monomer with “another monomer”, and a “functional group capable of reacting with an epoxy group and an epoxy group” obtained as a monomer with two or more “other monomers” A layer containing a copolymer that is inert to any of the groups, and a “functional monomer capable of reacting with an epoxy group” obtained by using “monomers having a functional group capable of reacting with an epoxy group” and “other monomers” as monomers At least three layers containing the “copolymer having a group”.

In this composition, each layer contains 10 to 80 parts by weight, 10 to 60 parts by weight, and 20 to 90 parts by weight based on 100 parts by weight of the total monomer.

In particular, the layer containing the “inactive copolymer on both the epoxy group and the functional group capable of reacting with the epoxy group”
The range of 10 to 60 parts by weight is preferable, but if it is less than 10 parts by weight, a crosslinking reaction easily occurs in the particles during storage, and the stability of the emulsion becomes poor.If it exceeds 60 parts by weight, the crosslinking reaction at the time of coating film formation is performed. Performance is reduced.

Further, in the emulsion composition of the present invention, as long as the desired effect is not impaired, additives that are added to a normal emulsion, for example, a neutralizer, an antifoaming agent, a dispersant, a thickener, a pigment,
Film-thickening aids, organic solvents, plasticizers, preservatives, antiseptic agents, rust inhibitors, surfactants, etc., and additives that catalyze the crosslinking reaction during coating film formation, for example, trimethylamine, triethanol Tertiary amines such as amine, triethylamine, dimethylethanolamine and diethylethanolamine can be added without any problem.

〔Example〕

 Hereinafter, the present invention will be described in detail with reference to Examples.

Table 1 shows a list of compositions of Examples and Comparative Examples.

Example 1 An emulsion composition of the present invention in which the weight ratio of the first layer, the second layer, and the third layer was 2: 4: 4 was produced. First, 370 g of pure water and 1 g of sodium dodecylbenzenesulfonate (hereinafter abbreviated as DBS) were charged into a reaction vessel equipped with a stirrer, a reflux condenser, a dropping device, and a thermometer, and stirred at a temperature of 70 ° C. in a nitrogen atmosphere. 2.3 g of potassium persulfate was added. On the other hand, three layers of emulsified monomers having the following compositions were separately prepared.
Next, the emulsified monomer of the first layer was dropped into the above aqueous solution, and then aged. Further, the dropping and ripening of the emulsified monomers in the second and third layers were sequentially repeated.

The dropping time was 3 hours for the first layer, 2 hours for the second and third layers, and the aging time was 2 hours for each layer. The composition of the emulsified monomer in each layer was as follows.

(First layer): pure water 36.0 g, DBS 0.2 g, styrene 38.6 g, butyl acrylate 28.9 g, glycidyl methacrylate 22.
5 g, t-dodecyl mercaptan 0.1 g (second layer): pure water 72.0 g, DBS 0.4 g, styrene 93.2 g, butyl acrylate 86.8 g, t-dodecyl mercaptan 0.2
g (third layer): pure water 72.0 g, DBS 0.4 g, styrene 57.6 g, butyl acrylate 108.9 g, methacrylic acid 13.5 g, t-dodecyl mercaptan 0.2 g After cooling the obtained emulsion composition to room temperature,
The pH was adjusted to 7.5 by adding aqueous ammonia as a neutralizing agent, and the mixture was filtered with a 200 mesh filter cloth.

Example 2 The weight ratio of each layer was the same as in Example 1, and an emulsion composition of the present invention in which the glass transition temperature (hereinafter abbreviated as Tg) of the first layer was lowered was produced. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer) Pure water 36.0 g, DBS 0.2 g, styrene 20.7 g, butyl acrylate 46.8 g, glycidyl methacrylate 22.5
g, t-dodecyl mercaptan 0.1 g (second layer): Same as in Example 1.

(Third layer): Same as in Example 1.

Example 3 An emulsion composition of the present invention in which the weight ratio of the first layer, the second layer, and the third layer was 5: 2.5: 2.5 was produced. The operation was the same as in Example 1, and the set of emulsifying monomers in each layer was as follows.

(First layer): pure water 90.0g, DBS 0.5g, styrene 121.1g,
81.4 g of butyl acrylate, glycidyl methacrylate 2
2.5 g, t-dodecyl mercaptan 0.25 g (second layer): pure water 45.0 g, DBS 0.25 g, styrene 58.1 g,
54.4 g of butyl acrylate, t-dodecyl mercaptan
0.13g (third layer): pure water 45.0g, DBS 0.25g, styrene 30.2g,
68.8 g of butyl acrylate, 13.5 g of methacrylic acid, 0.13 g of t-dodecyl mercaptan Example 4 An emulsion composition of the present invention in which the Tg of the first layer of Example 3 was lowered was prepared. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): 90.0 g of pure water, 0.5 g of DBS, 76.5 g of styrene, 126.0 g of butyl acrylate, glycidyl methacrylate 2
2.5 g, t-dodecyl mercaptan 0.25 g (second layer): Same as in Example 3.

(Third layer): Same as in Example 3.

Example 5 An emulsion composition of the present invention was produced by replacing styrene in the monomers of the second and third layers of Example 1 with methyl methacrylate. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): Same as in Example (Second layer): Pure water 72.0 g, DBS 0.4 g, methyl methacrylate 91.8 g, butyl acrylate 88.2 g, t-dodecyl mercaptan 0.2 g (Third layer): Pure water 72.0 g, DBS 0.4 g, methyl methacrylate 56.7 g, butyl acrylate 109.8 g, methacrylic acid 1
3.5 g, t-dodecyl mercaptan 0.2 g Example 6 An emulsion composition of the present invention was prepared by replacing butyl acrylate with 2-ethylhexyl acrylate in the monomers of each layer in Example 1. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): 36.0 g of pure water, 0.2 g of DBS, 42.8 g of styrene, 2
-Ethylhexyl acrylate 24.7 g, glycidyl methacrylate 22.5 g, t-dodecyl mercaptan 0.1 g (second layer): pure water 72.0 g, DBS 0.4 g, styrene 105.3 g,
74.7 g of 2-ethylhexyl acrylate, 0.2 g of t-dodecyl mercaptan (third layer): 72.0 g of pure water, 0.4 g of DBS, 72.9 g of styrene, 2
93.6 g of ethylhexyl acrylate, 13.5 g of methacrylic acid, 0.2 g of t-dodecyl mercaptan Example 7 The emulsion of the present invention was obtained by replacing styrene in the monomers of the second and third layers of Example 6 with methyl methacrylate. A composition was prepared. The operation was the same as in Example 1, and the composition of the emulsified monomer was as follows.

(First layer): Same as in Example 6.

(Second layer): pure water 72.0 g, DBS 0.4 g, methyl methacrylate 104.0 g, 2-ethylhexyl acrylate 76.0 g,
t-dodecyl mercaptan 0.2 g (third layer): pure water 72.0 g, DBS 0.4 g, methyl methacrylate 72.0 g, 2-ethylhexyl acrylate 94.5 g, methacrylic acid 13.5 g, t-dodecyl mercaptan 0.2 g Comparative Example 1 Each layer The weight ratio and Tg are the same as in Example 1, except that
An emulsion composition containing no epoxy group in the first layer was produced. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): pure water 36.0 g, DBS 0.2 g, styrene 54.9 g, butyl acrylate 35.1 g, t-dodecyl mercaptan 0.1
g (Second layer): Same as in Example 1 (Third layer): Same as in Example 1.

Comparative Example 2 The weight ratio and Tg of each layer were the same as in Example 2, except that
An emulsion composition containing no epoxy groups was produced in the first layer. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): pure water 36.0 g, DBS 0.2 g, styrene 36.9 g, butyl acrylate 53.1 g, t-dodecyl mercaptan 0.1
g (Second layer): Same as in Example 1 (Third layer): Same as in Example 1.

Comparative Example 3 The weight ratio and Tg of each layer were the same as in Example 3, except that
An emulsion composition containing no epoxy group in the first layer was produced. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): pure water 90.0g, DBS 0.5g, styrene 137.7g,
87.3 g of butyl acrylate, t-dodecyl mercaptan
0.25 g (second layer): same as in Example 3 (third layer): same as in Example 3.

Comparative Example 4 The weight ratio and Tg of each layer were the same as in Example 4, except that
An emulsion composition containing no epoxy groups was produced in the first layer. The operation was the same as in Example 1, and the composition of the emulsified monomer in each layer was as follows.

(First layer): pure water 90.0 g, DBS 0.5 g, styrene 93.7 g, butyl acrylate 132.3 g, t-dodecyl mercaptan 0.1 g
25 g (second layer): same as in Example 3 (third layer): same as in Example 3.

Comparative Example 5 The kind and amount of the monomer used were the same as in Example 3. However, the emulsifying monomer was not dropped dropwise in three times, but all the emulsifying monomers were dropped at once to produce an emulsion composition having a single-layer structure. Example 1 except that all emulsified monomers were dropped in 3 hours and aged for 2 hours.
The same operation was performed.

Test Example 1 The acid values of the emulsion compositions obtained from Examples 1 to 7 are shown in Table 2 by theoretical values and measured values.

 In addition, the measuring method of the acid value was as follows.

Acid value: The sample is dissolved in a mixed solvent of n-butanol and xylene (1: 1, volume ratio), and titrated with N / 10 KOH (alcohol solution) using 1% phenolphthalein as an indicator.

As shown in Table 2, the theoretical value and the measured value of the acid value are almost the same. If a carboxyl group and an epoxy group undergo a crosslinking reaction, the carboxyl group should disappear and the acid value should decrease.

From this, it can be seen that the carboxyl group and the epoxy group do not react in the example, and both exist stably.

Test Example 2 The emulsion compositions obtained from Examples 1 to 7 and Comparative Examples 1 to 4 were applied on a Teflon plate and dried at room temperature to prepare a film.

Table 3 shows the gel content and acid value of these films.

 In addition, these measuring methods were as follows.

Gel content: After measuring the mass (M ₁ ) of the film, it was immersed in toluene for 3 days, and calculated from the mass (M ₂ ) of the solid content dissolved in toluene by the following formula.

Gel content (%) = [(M ₁ −M ₂ ) / M ₁ ] × 100 Acid value: Same as in Test Example 1.

In Table 3, the examples and the comparative examples are compared for the gel content and the acid value. First, the gel content is significantly higher in the examples,
Also, it increases as drying proceeds. Further, the acid value is lower than that in the example, and decreases by drying. From these facts, it was found that in the examples, the carboxyl group and the epoxy group reacted with each other by drying at room temperature, and the crosslinking progressed.

Test Example 3 Table 4 shows the tensile strength and elongation of the film produced by the method of Test Example 2.

As shown in Table 4, the film containing the epoxy group had a higher film strength, and the effect of improving the strength by the crosslinked structure was exhibited.

Test Example 4 Water resistance of the film produced by the method of Test Example 2,
Table 5 shows the water absorption and the solvent resistance. In addition, these measuring methods were as follows.

Water resistance: The film was immersed in water for 3 days, and the whitening state was visually observed.

The results of the whitening state were indicated by （(good)> Δ (normal)> × (poor).

Water absorption: The film was immersed in water for 3 days, and the rate of weight increase was measured.

Solvent resistance: The film was immersed in toluene for 3 days, and the change was visually observed.

The results are shown as ◎ (no change)>（(swelling)> △ (partially dissolved)> × (total dissolved).

As shown in Table 5, water resistance, water absorption and solvent resistance of the film were better in the examples containing epoxy groups.

Test Example 5 The storage stability of the emulsion compositions obtained from Examples 1 to 7 and Comparative Example 5 was examined.

 The measuring method was as follows.

Storage stability: The emulsion composition was stored in a constant temperature room at 40 ° C., and the daily changes in acid value, solid content and viscosity were measured.
The method for measuring the acid value was the same as in Test Example 1.

First, no significant change in solid content and viscosity after one month was observed in any of the emulsion compositions. Further, as shown in Table 6, the acid value is constant or slightly changed in Examples 1 to 7. On the other hand, Comparative Example 5
Acid value gradually decreases over time.

From this, it can be said that the emulsion composition of the example having a three-layer structure is stable without causing a crosslinking reaction as compared with the composition of Comparative Example 5 having a single-layer structure.

〔The invention's effect〕

The present invention is to provide an emulsion composition which has not been achieved by the prior art, is a one-pack type, has a long pot life, and causes an effective crosslinking reaction at the time of forming a coating film even at room temperature.

That is, Comparative Examples 1 to 4, which do not contain a reactive functional group and are out of the range of the present invention, are inferior in the degree of crosslinking, strength, water resistance and solvent resistance. Comparative Example 5, which has no three-layer structure and is out of the range of the present invention, is inferior in storage stability. On the other hand, Examples having a reactive functional group and forming a three-layer structure within the scope of the present invention are all excellent in these properties.

As described above, since the present invention has a long pot life and forms a crosslinked structure at the time of forming a coating film even at room temperature, and a good crosslinked coating film can be obtained, paints, adhesives, paper processing, textile processing, printing ink, cement admixture can be obtained. It is suitable over a wide range of fields such as agents.

──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. ⁶ , DB name) C08F 2/22-2/30

Claims (1)

(57) [Claims] An emulsion-dispersed particle comprising a layer containing a copolymer having at least an epoxy group, a layer containing a copolymer inert to both an epoxy group and a functional group capable of reacting with the epoxy group, and An emulsion composition comprising: a layer containing a copolymer having a functional group capable of reacting with an epoxy group; and a layer between the layers.