JPS62215623A - Curable resin composition - Google Patents

Abstract

PURPOSE:The titled composition providing a film of coating having improved mechanical characteristics and gasoline resistance free from yellow coloring, comprising a tertiary amino group-containing vinyl polymer, a polyepoxy compound and a boron trifluoride compound as essential components. CONSTITUTION:(A) A vinyl compound [e.g., (co)polymer of dimethylaminoethyl (meth)acrylate, etc.] containing at least one tertiary amino group in one molecule is blended with (B) a polyepoxy compound (preferably vinyl polymer containing epoxy group at the side chain such as polyglycidyl ether of aliphatic alcohol, etc.) and (C) a boron trifluoride compound (preferably boron trifluoride- alkyl ether complex salt or boron trifluoride-alkanol complex salt) in a ratio of preferably 0.5-3 equivalent epoxy groups of the component B based on 1 equivalent reactive functional group of the component A and the ratio of the component C to the component A of 0.5-5wt% to give the aimed composition.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a novel and useful curable resin composition. More specifically, the present invention relates to a composition comprising a specific vinyl polymer, a polyeoxy compound, and a trifurinated #1 carcinoid compound as essential components.

The composition of the present invention having such contents can be mainly applied to a wide range of uses such as paints, adhesives, and sealants.

[Prior art and problems to be solved by the invention] Conventionally, resin compositions have been developed in which a vinyl polymer containing a basic nitrogen atom of this kind is used as a base resin and a 4-reprocessed poxy compound is used as a curing agent. As disclosed in JP-A-52-76338 and JP-A-59-56423, it is known that the cured product has room temperature curability and has excellent weather resistance. .

However, when heating such a resin composition at a temperature exceeding 100° C. in order to sufficiently cure it in a short time, there is a drawback that the cured product yellows significantly.

Therefore, when such a resin composition is to be used as a clear resin composition, this clear resin composition may be used as is, or a lightly colored resin composition may be used.
In order to suppress coloration when obtaining a cured product, it is necessary to use a method of curing at a low temperature.
There was a problem in that the curing conditions at that time were severely restricted.

[Means for solving problems]

However, in view of the existence of various problems in the prior art as described above, the present inventors conducted intensive studies to solve these problems, and as a result, they discovered that a basic nitrogen atom-containing vinyl polymer and a polyepoxy compound By further blending a trifluorophorate compound into the system consisting of 10
It was discovered that a cured product with extremely low yellowing degree can be obtained even when forced drying is carried out at a temperature exceeding 0'C, and the present invention has been developed.

That is, the present invention contains, as essential components, a vinyl polymer matrix having at least one tertiary amino group in one molecule, a polyethylene compound (B), and a trifluorinated boron compound (Q). It is an object of the present invention to provide a curable resin composition comprising:

Here, first, the basic nitrogen-containing vinyl polymer (4) mentioned above refers to at least one, preferably two or more, -class amino groups, secondary amino groups, and tertiary amino groups in one molecule. The term refers to a vinyl polymer containing at least one type of 7-mino group selected from the group consisting of tertiary amino groups, and tertiary amino groups are particularly preferred from the viewpoint of weather resistance. Such a vinyl polymer matrix is a vinyl monomer containing a D-class, secondary or tertiary amine group, if necessary, with other vinyl monomers that can be copolymerized. polymerize or (1) with the vinyl monomer (a-1) containing a calcaric acid anhydride group, and a group having an active hydrogen in each molecule that can react with at least one cargenic acid anhydride group; It can be prepared by a known method such as 1, in which the compound (a-2) is reacted with a compound (a-2) having a class amino group.

Amine group used in preparing vinyl polymer prisoner S- by method ① above! Specific examples of vinyl monomers include dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, dimethylaminopropyl (methacrylate), and noargylaminoalkyl (meth)acrylate such as dimethylaminopropyl (meth)acrylate. ) Acrylates: N-dimethylaminoethyl (meth)acrylamide, N-noethylaminoethyl (meth)acrylamide, N-dimethylaminopropyl (meth)acrylamide.

N-dialkylaminoalkyl (meth)acrylic acids such as N-dimethylaminopropyl (meth)acrylamide; furthermore, t-butylaminoethyl (meth)acrylate 11-! There are products such as thylaminoglobil (meth)acrylate, aziridinylethyl (meth)acrylate, pyrroli nonylethyl (meth)acrylate, and pyridinylethyl (meth)acrylate, but from the viewpoint of curability, noalkylaminoal is used. Particularly preferred are (meth)acrylates and N-noarylaminoalkyl (methacrylamides).

Specific examples of other vinyl monomers that can be copolymerized with monomers containing amino groups as described above include methyl (meth)acrylate, ethyl (meth)acrylate, n-globil (meth)acrylate, acrylate), i-7'lopyl (meth)acrylate.

n-ethyl (meth)acrylate, 1-butyl (meth)
Acrylate, t-ethyl (meth)acrylate, 2-
Ethylhexyl (meth)acrylate, lauryl (meth)acrylate, cyclohegycyl (meth)acrylate, pencil (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate , (meth)acrylic acid esters such as 4-hydroxyethyl (meth)acrylate; noalkoxy esters of unsaturated dibasic acids such as trimethyl maleate, butyl maleate, trimethyl fumarate, zoethyl fumarate, butyl itaconate; (meth)acrylic acid, motuptil malate.

Motuptil fumarate, crotonic acid, maleic acid.

Carbyl group-containing monomers such as fumaric acid and itaconic acid; acid anhydride group-containing monomers such as maleic anhydride and itaconic anhydride: (meth)acrylamide, N,
N-methyl(meth)acrylamide, N-alkoxymethyl(meth)acrylamide, diacetone(meth)acrylamide9. Carmenic acid amide group-containing monomers such as N-methylol (meth)acrylamide; such as p-styrenesulfonamide, N-methyl-p-styrenesulfonamide, N,N-tumethyl-p-styrenesulfonamide Sulfo/amide group-containing monomers; cyano group-containing monomers such as (meth)acrylonitrile; Phosphoric acid ester, which is a condensation product of hydroxyalkyl esters and phosphoric acid or phosphoric esters; p-styrene sulfone R12-acrylamido-2-methyl-
Sulfonic acid group-containing monomers such as gulononine sulfonic acid; benzoinated vinyl acetate, canineyl esters such as "Peopa" (a product of Shell, Netherlands);
) 8F18FM, 3F or 3 FMJ (Fluorine-containing acrylic monomers manufactured by Osaka Organic Chemical Co., Ltd.), G-fluorocyclohexyl (methacrylate, sheet 9-Fluorocyclohegylicyl fumarate or N-isoglobil/ Monomers containing fluoroalkyl groups or flat-fluoroalkyl groups such as #-fluorooctanesulfonamide ethyl (meth)acrylate; vinyl chloride, vinyl chloride, vinyl fluoride, vinylidene fluoride.

There are dihalonated olefins such as chlorotrifluoroethylene; aromatic vinyl monomers such as styrene, vinyltoluene, α-methylstyrene, and pt-butylstyrene.

In order to obtain the vinyl polymer (A) used in the present invention from the above monomers, 0.0% of the amino group-containing monomer is required.
5 to 100 weight range, preferably 1 to 50 weight range, is (co)polymerized with 99.5 to 0 weight range, preferably 99 to 50 weight range, of other copolymerizable monomers. Bye. Furthermore, by using in combination the above-mentioned carboxyl group-containing monomers as copolymerizable monomers, it is possible to introduce a carboxyl group into the vinyl polymer (A), and the curability of the composition of the present invention increases. This is preferable because it improves this by one point.

In order to produce the vinyl polymer (A) from such monomers, conventionally known polymerization methods may be used, but solution lanocal combination is generally and conveniently used.

Typical solvents used in this case include hydrocarbon solvents such as badruene, xylene, nclohexane, n-hexane, and octane; methanol, ethanol,
[-Brocknol, n-butanol, 1-butanol-c-butanol.

Ethylene glycol monomethyl ether 06Cl Flucolic mortar; Ester solvents such as methyl acetate, ethyl acetate, n-butyl acetate, amyl acetate; Ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl amyl ketone, cyclohexanone, etc. Of course, any mixture of these can also be used.

Solution radical polymerization may be carried out by a conventional method using the solvent and various radical polymerization initiators such as azo or peroxide.

In addition, if necessary, lauryl mercaptan and octyl mercaptan are added as molecular monitoring agents.

Chain transfer agents such as 2-mercaptoethanol, octyl thioglycol, 3-mercaptopropionic acid or α-methylstyrene dimer can also be used.

Next, the vinyl polymer (a-1) containing cargenic acid anhydride group used in producing the vinyl polymer (A) 1kIJI4 containing basic nitrogen by the method (2) is prepared using anhydrous maleic acid or anhydrous A monomer having a cargenic acid anhydride group such as itaconic acid, monomers copolymerizable with these monomers, and t.
It can be prepared by radical polymerization in a solvent other than alcohols among the above-mentioned solvents.

The vinyl polymer containing the calgenic acid anhydride group (&-
As monomers copolymerizable with monomers having calgenic acid anhydride groups used in the preparation of 1), vinyl monomers copolymerizable with monomers containing amine groups as described above are used. Of these, any monomer other than the monomer containing a hydroxyl group can be used.

The amount of the monomer containing the above-mentioned calgenic acid anhydride group is preferably 0.5 to 50 tel from the viewpoint of weather resistance, alkali resistance, etc., and more preferably 1 to 20 tel. The amount used in the body is 99.5 to 50 F%, and K is 9
9 to 80 weight is preferred.

In addition, the combined use of a monomer containing a cargexyl group or a phosphoric acid ester group as described above as a component of the copolymerizable monomer can shorten the reaction time for the reaction with (a-2) described below. This is preferable in that it further improves the curability of the composition of the present invention.

Next, the compound (&-2) having both a group having an active hydrogen that can react with the above-mentioned calgenic acid anhydride group (hereinafter abbreviated as an active hydrogen-containing group) and a tertiary amino group is A compound having each group such as a hydroxyl group, a secondary amino group, or a thiol group as a containing group.
Among them, the most preferred compounds include alcohols having a tertiary amino group and primary or secondary amines having a tertiary amino group.

Among these, representative alcohols having a tertiary amino group include adducts of secondary amines and 4Φ compounds; however, typical secondary amines used here include dimethylamine, diethylamine,
Zoderoviramine.

Dibutylamine, ethyleneimine, morpholine.

There are piperazine, bi(lysine, pyrrolidine, etc.), and there are also secondary amino group-containing amino alcohols obtained by addition of primary amines such as methylamine, ethylamine, and butylamine with mono- or l-epoxy compounds. On the other hand, typical epoxy compounds include ethylene oxide, propylene oxide, butylene oxide, dodecene oxide, styrene oxide, cyclohexene oxide, butyl glycidyl ether or phenyl glycidyl ether; E
mononyxy compounds such as -104 (glycidyl ester of branched fatty acids manufactured by Shell, Netherlands); 4-liglycidyl ethers of polyhydric alcohols such as diglycidyl ether or triglycidyl ether of glycerin; polycarboxylic acids such as diglycinol ester of phthalic acid, diglycidyl ester of isophthalic acid or diglycidyl ester of adipic acid Polyglycidyl esters: T or bisphenol or diglycidyl ether type epoxy resin of bisphenol F, Nogela.

There are various types of epoxy resins such as poly-type epoxy resins and hydantoin ring-containing epoxy resins, as well as glycidyl ester ether of p-oyacbenzoic acid or various vinyl-based polymers having an engineered I-oxy group in the side chain. There is such a thing as merging.

A typical example of the tertiary amino group-containing alcohols obtained by reacting such secondary amines with epoxy compounds is dimethylaminoethanol.

Diethylaminoethanol, non-n-propylamine ethanol, diisopropylamine ethanol.

di-n-butylaminoethanol, N-(2-hydroxyethyl)morpholine, N-(2-hydroxyethyl)piperidine, N-(2-hydroyaethyl)hyrolizone,
N-(2-hydroxyethyl)azilysine, N,N-
trimethyl-2-hydroxypropylamine, N,N-
Diethyl-2-hydroxyglobylamine, triethanolamine or tri! In addition to those listed above, the tertiary amino group-containing alcohols include ethanolamine.

Adducts of amino alcohols such as gulo-nolamine and single (meth)acrylates having a tertiary amine group such as diethylamine ethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, or the tertiary A vinyl-based polymer having both a tertiary amino group and a hydroxyl group in the side chain obtained by copolymerizing an amine group-containing (meth)acrylate monomer with a hydroxyl group-containing monomer such as β-hydroxyethyl (meth)acrylate. Consolidation can also be used.

In addition, typical examples of the above-mentioned primary or secondary amines containing a tertiary amino group include N,N-dialkyls such as N,N-trimethylethylenecyaquine and N,N-noethylethylenediamine. Ethylenediamines: N, N-
Dimethyl-1,3-propylenediamine, N,N-diethyl-1,3-propylenecyamine @N,N-dialkyl-1,3-7'robyrenzoamines: N,N
-dimethyl-1,4-tetramethylenediamine, N,
N,N-dialkyl-1,4-tetramethylenediamines such as N-diethyl-1,4-tetramethylenediamine: N,N-diethyl-1,6-hexamethylenediamine, N,N-diethyl-1 , 6-hexamethylenediamine; or IN-alkylbiveracins such as N-methylgiperazine, N-ethyl 2-e-radizine; or Examples include adducts of the above-mentioned tertiary amino group-containing (meth)acrylate monomers, ethylenediamine, propylenecyamine, hexamethylenecyamine, biperazone, methylamine, ethylamine, butylamine or ammonia.

From the viewpoint of curability, N,N-dialkylamine ethanol and N,N-dialkylalkylene diamine are particularly preferred as the compound (a-2).

And the above-mentioned compound (a-1) and compound (a-2)
In order to obtain polymer (4), which is the base resin component in the composition of the present invention, both compounds are mixed in the same ratio as compound (a-1) and reacted in a temperature range from room temperature to about 120°C. That's fine.

In addition, as compound (a-2), N, N-diethyl-
When using a compound having both a tertiary amine group and a primary amino group such as 1,3-propylene cyamine, there is a difference between these compounds (a-1) and (a-2). By the addition reaction, first, a polymer C1) having a carboxyl group and an N-monosubstituted amide group is obtained as shown in the following reaction formula.

(U) The polymer [I] obtained here can be used as it is in the present invention, but for applications that require stain resistance and alkali resistance of cured coatings, such polymers are required. The base resin component (A) of the composition of the present invention is converted into a polymer (Il) having an imide term by holding it at a temperature of about -70 to 150°C and dehydrating and ring-closing the coalescence [:I)'%. It is preferable to use it closed.

Next, the polyenoxy compound () which is the curing agent component of the composition of the present invention is a compound containing at least two I-oxy groups in one molecule, and alcohols having a tertiary amino group as mentioned above. Any polyenoxy compound used to obtain the polyenoxy compound can be used. Among them, polyglycizol ether of aliphatic polyhydric alcohol, glycitol (
Vinyl polymers having knee groups in their side chains, such as meth)acrylate copolymers, are preferred from the viewpoint of weather resistance.

Furthermore, the aforementioned boron trifluoride compounds (Q refers to boron trifluoride itself, or complex salts of boron trifluoride and various acetic acids, alcohols, ethers, or amines). These can be used alone or in combination of two or more types.

Representative examples of such boron trifluoride complex salts include boron trifluoride-acetate complex salts and boron trifluoride-acetate complex salts.
Boron trifluoride-alkylcal represented by acetic anhydride complex salt? Boron trifluoride-alkanol complexes, particularly boron trifluoride-acetic acid complexes; boron trifluoride-alkanol complexes represented by boron trifluoride-methyl alcohol complexes; boron trifluoride-ethyl ether Boron trifluoride-alkyl ether complex salts represented by complex salts; boron trifluoride-alumine complex salts such as boron trifluoride-monoethylamine complex salts or boron trifluoride-noethylamine complex salts; Boron trifluoride-aquine complex salts represented by boron trifluoride-alkanolamine complex salts such as borine-ethanolamine complex salts; or 1,3.6-) lyaminomethylhexane boron trifluoride complex salts, among others,
It is desirable to use boron trifluoride-argyl ether complex salts, boron trifluoride-alkanol complex salts, and the like.

In order to obtain the resin composition of the present invention using each of the components (A) to C) listed above as essential components, first, the reactive functional group (amine and calgexyl group)? Both components (A) and (B) may be blended in such a proportion that the epoxy compound (B) component has about 0.2 to 5 equivalents of nixy group, preferably about 0.5 to 3 equivalents.

Next, the amount of the trifluorinated botanical compound (component 0 is Q, 1 based on the solid content of the vinyl polymer carrier component)
A suitable range is from 0.5 to 5% by weight, preferably from 0.5 to 5% by weight. This (the amount of the q component is 0.1 weight - 11
If it is less than 1, the effect of preventing yellowing and coloring cannot be exhibited, and conversely, if it exceeds 10 weight, it will have an adverse effect on curability, so both are not preferred.

The composition of the present invention may further contain organic or inorganic pigments, known and commonly used fluidity regulators, color separation inhibitors, ultraviolet absorbers, antioxidants, and other additives. Cellulose derivatives such as nitrocellulose and cellulose acetate butyrate; various resins such as chlorinated polyethylene, chlorinated polyzorogylene 9 petroleum resin, and dem chloride can be added.

Further, the composition of the present invention can be used as a solvent-free composition or as a solution-type composition by adding a solvent.

〔Effect of the invention〕

The thus obtained composition of the present invention can be applied to various substrates by a conventional method and then dried at room temperature for several days to obtain a cured product with excellent weather resistance.
A cured product with little yellowing can be obtained even when cured under temperature conditions exceeding 30°F, so it can be used as a coating for automobile repair, woodworking, architecture, building materials, and various plastic products, and even as a sealant. It can be used as an agent or adhesive.

〔Example〕

Next, the present invention will be specifically explained using reference examples, examples, and comparative examples.
All items shall be based on weight.

Reference Example 1 [Example of preparation of tertiary amine group-containing polymer (A)] 392 parts of toluene and 40 parts of inbutanol were placed in a reactor equipped with a stirring device, a thermometer, a nitrogen inlet tube, and a reflux condenser.
The temperature was raised to 80°C under a nitrogen atmosphere, and 900 parts of methyl methacrylate, 100 parts of dimethylamine ethyl methacrylate, azobisin butyronitrile (IBN) 5i, t-butyl/J-oxyoctoate) were added. (
A mixture of 531 TBpO) and 200 parts of toluene was added dropwise over 3 hours. After maintaining the same temperature for 2 hours, a mixture consisting of AIBNS, 448 parts of toluene, and 37 parts of inbutanol was added dropwise over 1 hour. Then, it was kept at the same temperature for 12 hours until the non-volatile content (NV) was 40%.
A solution of a tertiary amino group-containing vinyl polymer (A) having a number average molecular weight (-) of 12,000 was obtained. Hereinafter, this polymer solution will be abbreviated as polymer (A-1).

Reference Examples 2 to 5 [Same as above] NV was prepared in the same manner as in Reference Example 1, except that the monomers listed in Table 1 were used instead of 900 g of methyl methacrylate and 100 parts of dimethylaminoethyl methacrylate.
is 404 tertiary amine group-containing vinyl polymers (A-2)
A solution of ~(A-5) was obtained. Hereinafter, these polymer solutions will be abbreviated as polymers (in-2) to (A-5).

Table 1 Reference Example 6 [Same as above] 300 g of toluene was placed in the same reactor as Reference Example 1! Then, 400 parts of butyl acetate were charged, and the temperature was raised to 110° C. under a nitrogen atmosphere. Next, 100 parts of styrene, 400 parts of methyl methacrylate, 300 parts of n-butyl methacrylate,
-130 parts of butyl acrylate, 30 parts of acrylic acid, 40 parts of maleic anhydride, 10 parts of AIBN, 5 parts of TBPO, 5 parts of t-butyloxybenzonylate (TBPB)
and 300 parts of toluene were added dropwise over 3 hours, and then kept at the same temperature for 15 hours to continue the reaction. A vinyl polymer having (
A solution of a-1) was obtained. Hereinafter, this solution will be abbreviated as vinyl polymer (a-1-1).

Next, the temperature of this vinyl polymer (&-1-l) was lowered to 70°C, and after adding 40 parts of N,N-dimethylaminoethanol thereto, the temperature was maintained for 5 hours, and further n- 270 parts of butanol were added to obtain a solution of a polymer matrix containing tertiary amino groups and cargexyl groups with an NV of 45. Hereinafter, a solution of this polymer was added to the polymer (, A-
6).

Reference Example 7 [Same as above] A solution of the polymer (4) containing the same amount of itacon anhydride groups instead of maleic anhydride was obtained. below.

This polymer solution is abbreviated as polymer (mu-7).

Reference Example 8 [Same as above] 1,000 parts of the L/=L-based polymer (a-1-1) having an acid anhydride group and a cargexyl group obtained in Reference Example 6! , N,N-dimethyl-1,3- was heated to 90°C under a nitrogen stream.
20.8 parts of propylene diamine was added and kept at the same temperature for 6 hours to carry out a dehydration reaction. During this period, the acid value at the beginning of the reaction was 22.7, but at the end of the reaction it was 12.
．． It dropped to 5.

From this, it is clear that approximately 90 moles of the amide group once generated was converted into an imide ring.

In addition, according to IR spectrum analysis, the absorption of the amide group disappeared, and instead, the absorption of 1700w due to the imide ring
absorption was confirmed.

Add 135 parts of n-butanol to the imide ring-containing polymer solution thus obtained! In addition, a solution of a polymer (A) having a NY of 45 and a donor color of 1 or less was obtained. Hereinafter, this polymer solution will be abbreviated as polymer (A-8).

Reference Example 9 [Same as above] In a reactor similar to Reference Example 1, 300! of toluene was added. Then, 400 parts of butyl acetate were charged, and the temperature was raised to 110° C. under a nitrogen atmosphere. Next, 200 parts of styrene, 300 parts of methyl methacrylate, 300 parts of n-butyl methacrylate,
130 parts of n-butyl acrylate, 10 parts of methacrylic acid, 60 parts of maleic anhydride, 10 g of AIBN, TB
A mixture consisting of 5 parts of PO, 5 parts of TBPB, and 300 parts of toluene was added dropwise over 3 hours, and the reaction was continued by maintaining the same temperature for 15 hours even after the dropwise addition was completed. A solution of a vinyl polymer (a-1) having both an acid anhydride group and a carxyl group was obtained.

Hereinafter, this will be abbreviated as vinyl polymer (a-1-2).

Next, the temperature of this vinyl polymer (a-1-2) was lowered to 90°C, and 88.2 parts of N,N-dimethyl-1,6-hexadiamethylenediamine was added thereto, and the mixture was heated to the same temperature. A dehydration reaction was carried out by holding for 8 hours.

During this period, the acid value at the beginning of the reaction was 19.6, which decreased to 4.51 at the end of the reaction. From this, it is clear that 91.5 moles of the amide group once generated was converted into an imide ring.

To the thus obtained imide ring-containing polymer solution was added 330 parts of n-! Tanol was added to obtain a solution of the target polymer having a NY of 45 and a Gardner color of 1 or less. Hereinafter, this will be abbreviated as polymer (A-9).

Examples 1 to 12 and Comparative Examples 1 to 9 White paints with a PwC of 40 were separately prepared by blending each component in the proportions shown in the t42 table.Toluene/=? Silene/n-detanol/seronorp acetate) = 40/20/30/10 (weight ratio)
The mixture was diluted to a spray viscosity with a mixed solvent, spray-coated onto a zinc phosphate-treated steel plate to a dry film thickness of 50 μm, and then heated at 120° C. for 10 minutes to obtain various cured coating films.

For each cured coating film obtained in this way,
The evaluation of the degree of coloration of the coating film is summarized in the same table.

〔Effect of the invention〕

As is clear from the results in Table 2, it is known that the curable resin composition of the present invention provides a coating film with almost no yellowing or coloring. Furthermore, the composition of the present invention provides a coating film with excellent mechanical properties and excellent gasoline resistance.

Claims (1)

[Claims] 1. (A) a vinyl polymer having at least one tertiary amino group in one molecule, (B) a polyepoxy compound, and (C) a boron trifluoride compound as essential components. A curable resin composition comprising as a component. 2. The above vinyl polymer (A) having at least one tertiary amino group in one molecule is a monomer mixture containing a basic nitrogen atom-containing vinyl monomer as an essential monomer component. The composition according to claim 1, characterized in that it is obtained by using. 3. The above vinyl polymer (A) having at least one tertiary amino group in one molecule contains a carboxylic anhydride group-containing vinyl monomer and active hydrogen that can react with the carboxylic anhydride group. The composition according to claim 1, wherein the composition is a reactant with a compound having both a group having a tertiary amino group and a tertiary amino group. 4. Claim 1, wherein the boron trifluoride compound (C) is boron trifluoride.
The composition described in Section. 5. The boron trifluoride compound (C) described above is a complex salt of boron trifluoride and acetic acids,
A composition according to claim 1. 6. The composition according to claim 1, wherein the boron trifluoride compound (C) is a complex salt of boron trifluoride and an alcohol. 7. The composition according to claim 1, wherein the boron trifluoride compound (C) is a complex salt of boron trifluoride and an ether. 8. The composition according to claim 1, wherein the boron trifluoride compound (C) is a complex salt of boron trifluoride and an amine.