JPH08319455A - Coating composition - Google Patents

Abstract

PURPOSE: To obtain a coating compsn. which can be synthesized without becoming highly viscous or causing gelation, is of a low-solvent, low-pollution type and curable with an active energy ray, and forms a highly weather-resistant coating film. CONSTITUTION: This compsn. contains a reaction product formed by bonding a hydroxylated fluoroolefin polymer having a fluorine content of 5wt.% or higher to a hydroxylated acrylic or methacrylic monomer through a di- or triisocyanate compd. having isocyanate groups different in reactivity.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a coating composition which is curable by active energy rays such as ultraviolet rays or electron beams and can give a coating film excellent in weather resistance.

[0002]

Fluorine-containing resins for paints have high weather resistance,
Withstands long-term use and has excellent protection functions for construction and civil engineering structures,
Remarkably less maintenance such as cleaning and repainting contributes to the improvement of the living environment and preserves new, fresh colors for a long time,
Free color design (Japanese Patent Laid-Open No. 62-0228)
62 publication).

Active energy such as ultraviolet rays or electron beams
Line-curing paints have been developed mainly by various acrylic oligomers and monomers due to their fast curability and solvent-free in consideration of environmental pollution. However, due to their curing mechanism, UV absorbers are sufficiently blended to improve weather resistance. Therefore, there was a problem in long-term outdoor exposure environment use. Therefore, studies have been made to impart active energy ray curability to a fluorine-containing resin (Japanese Patent Laid-Open Nos. 61-36374 and 63-30126).
No. 8, JP-A-64-51418).

[0004]

However, in the case of introducing an acrylate or a methacrylate through a reaction with an isocyanate group into a fluorine-containing resin having a hydroxyl group, which is considered to be important in these studies, toxicity or curability is required. However, it was not practical due to gelation and extreme thickening. That is, it is said that the effective isocyanate ethylmethacrylate has a problem of curability, and methacryloyl isocyanate has a problem of curability and chemical resistance of the bonding part. When attempting to bond via methylene diisocyanate, gelation and extreme thickening are involved regardless of the reaction order.

[0005]

The present invention has been made to solve the above-mentioned drawbacks, and includes the following (a) and (b).
A coating composition comprising a reaction product obtained by combining and via (c).

(A) a fluoroolefin polymer containing a hydroxyl group and having a fluorine content of 5% by weight or more; (b) a hydroxyl group-containing acrylic or methacrylic monomer; (c) a diisocyanate compound having an isocyanate group with different reactivity; At least one polyisocyanate compound selected from triisocyanate compounds having isocyanate groups having different reactivity.

A fluoroolefin polymer having a hydroxyl content of 5% by weight or more (hereinafter abbreviated as F polymer) is a copolymer obtained by copolymerizing a fluoroolefin and a copolymerizable monomer. Polymers are preferred. The copolymerization monomer may be a hydroxyl group-containing copolymerization monomer alone, but it is preferable to use a hydroxyl group-containing copolymerization monomer and a hydroxyl group-free copolymerization monomer in combination.

Examples of such fluoroolefins include fluoroolefins having 2 or 3 carbon atoms such as tetrafluoroethylene, chlorotrifluoroethylene, trifluoroethylene, hexafluoropropylene, vinylidene fluoride and vinyl fluoride. Preferred fluoroolefins are perfluoroolefins having 2 or 3 carbon atoms such as tetrafluoroethylene, chlorotrifluoroethylene and hexafluoropropylene.

Vinyl ether as a copolymerization monomer,
Monomers having vinyl groups such as hydroxyalkyl vinyl ether, vinyl ester or allyl ether,
Vinyl-based monomers such as monomers having a group containing a vinyl group such as hydroxyalkyl allyl ether and allyl ester are preferably used. In particular, vinyl monomers such as vinyl ether and vinyl ester are preferable.

Examples of the vinyl ether include cyclohexyl vinyl ether, alkyl vinyl ether, glycidyl vinyl ether, aminopropyl vinyl ether and the like.

As the vinyl ester, vinyl acetate,
Examples thereof include vinyl esters of aliphatic or aromatic carboxylic acids such as vinyl pivalate, vinyl crotonate, and vinyl benzoate. From the viewpoint of price, Veova-9, -10 (manufactured by Shell Co., branched with 9 or 10 carbon atoms). A vinyl ester of aliphatic monocarboxylic acid) and the like can be preferably used.

Examples of the hydroxyl group-containing copolymerization monomers include hydroxyalkyl vinyl ethers, hydroxyalkyl allyl ethers, vinyl esters of carboxylic acids such as crotonic acid having a hydroxyalkyl group, and the like.

The copolymerization monomer is obtained by reacting a hydroxyl group-containing copolymerization monomer such as the above hydroxyalkyl vinyl ether with an acid such as a dibasic acid anhydride such as succinic acid or hexahydrophthalic acid to partially carboxylate it. But it's okay. Further, a part of the hydroxyl group may be carboxylated by reacting the hydroxyl group of the F polymer with an acid such as the above dibasic acid anhydride.

Hydroxyl value of F type polymer (mgKOH / g)
Is usually 5 to 150, particularly preferably 10 to 80. The F-based polymer may further have a crosslinkable functional group other than a hydroxyl group such as a hydrolyzable silyl group, a carboxyl group, an amino group, an isocyanate group or an epoxy group.

The equivalent of cross-linking functional groups other than the above-mentioned hydroxyl groups (expressed in g of F-based polymer per one cross-linking functional group) is 1
000 or more is preferable as the turpentine-soluble type, and 10,000 or more is more preferable.

The F polymer has a fluorine content of 5% by weight or more, preferably 5 to 50% by weight, particularly preferably 10 to 30% by weight. Further, the F polymer is preferably soluble or dispersible in a solvent. Solvent solubility or solvent dispersibility of F polymer is
It may be appropriately selected depending on the type of solvent. The molecular weight of the F-based polymer is preferably 500 to 20,000, more preferably 1,000 to 8,000, in view of the relationship between the viscosity of the coating composition and the crosslink density of the coating film.

Lumiflon 2 is a commercially available F-based polymer.
00, Lumiflon 400, Lumiflon 500, Lumiflon 554, etc. (all manufactured by Asahi Glass Co., Ltd.) and Fluoronate (manufactured by Dainippon Ink and Chemicals Incorporated), Cefral Coat (manufactured by Central Glass Co., Ltd.), Zaffron 200, 300 (manufactured by Toagosei Co., Ltd.), Zeffle GK5100. (Manufactured by Daikin Industries, Ltd.), Kiner 500, Kiner SL, Kiner ADS (above,
Atochem Co., Ltd.), Floren (Nippon Synthetic Rubber Co., Ltd.), and the like. The F polymers may be used alone or in combination of two or more.

The coating composition of the present invention comprises a hydroxyl group-containing acrylic or methacrylic monomer (hereinafter abbreviated as compound A) and an F type polymer, and a diisocyanate compound having an isocyanate group having different reactivity and a reactive compound. It contains a reaction product (hereinafter, abbreviated as F-based reaction product) bound via at least one polyisocyanate compound selected from triisocyanate compounds having different isocyanate groups.

The compound A is preferably a hydroxyl group-containing acrylate or methacrylate such as hydroxyalkyl acrylate or hydroxyalkyl methacrylate. Further, a monomer having one primary hydroxyl group attached to each molecule is preferable because the reaction is easy and gelation is unlikely to occur.

Specific examples of the hydroxyalkyl acrylate include 2-hydroxyethyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 2-hydroxypropyl acrylate and 2-hydroxypropyl acrylate.
Examples include hydroxy-3-phenoxypropyl acrylate, pentaerythritol tetraacrylate, and 2-hydroxybutyl acrylate.

Examples of the polyisocyanate compound include an alkyl ester of 2,6-diisocyanatecaproic acid such as a methyl ester of 2,6-diisocyanatecaproic acid and a 2-isocyanate ethyl ester of 2,6-diisocyanatecaproic acid, or a 2-isocyanate. Examples thereof include alkyl ester, isophorone diisocyanate, and the like. Preferred is an alkyl or 2-isocyanate alkyl ester of 2,6-diisocyanatocaproic acid.

In the reaction for obtaining the F-based reactant, the F-based polymer, the compound A and the polyisocyanate compound may be mixed and reacted at the same time, or the polyisocyanate compound and the compound A may be reacted first. The reaction product may be reacted with the F-based polymer, or the polyisocyanate compound and the F-based polymer may be reacted first, and then the reaction product and the compound A may be reacted.

The difference in the reactivity of each isocyanate group of the polyisocyanate compound, that is, the difference in the reaction rate of the isocyanate group with respect to the hydroxyl group of the F-based polymer or compound A is usually preferably 2 times or more, more preferably 4 times or more. It is particularly preferably 4 to 15 times. In the triisocyanate compound, the reactivity of at least one isocyanate group may be different from the reactivity of other isocyanate groups, and it is not necessary that the reactivity of all isocyanate groups be different, but preferably all of the triisocyanate compound The isocyanate groups of have different reactivities.
The polyisocyanate compounds may be used alone or in combination of two or more.

When the compound A and the polyisocyanate compound are reacted first, "NCO / hydroxyl group in compound A" is added while dropping the compound A into the polyisocyanate compound.
The ratio is preferably 1.5 to 5, and more preferably 1.
There is a method of reacting 7 to 4 and then reacting with an F-based polymer.

When the F-based polymer and the polyisocyanate compound are reacted first, the ratio of "the hydroxyl group of the NCO / F-based polymer" is preferably 1.3 while the F-based polymer is added dropwise to the polyisocyanate compound. ˜5, more preferably 1.8 to 3.5, all the hydroxyl groups react with the polyisocyanate compound, and the reaction with the second-stage compound A is carried out in the state where gelation does not proceed.

When the F-based polymer, the polyisocyanate compound and the compound A are simultaneously reacted, "NCO /
The reaction of the hydroxyl groups of the F-type polymer by the reaction in which the ratio of "the total number of hydroxyl groups in the compound A and the hydroxyl group of the F-type polymer" is 1.2 or less, or the difference in the reactivity of the isocyanate group of the polyisocyanate compound So that the difference between the reactivity and the reactivity of the hydroxyl group and carboxyl group in compound A can be used,
The ratio of "hydroxyl group of highly reactive NCO / fluoroolefin polymer or hydroxyl group of compound A having higher reactivity" is preferably 1.5 to 5, more preferably 1.8 to 3.5. There is a method to make it react.

In the reaction, it is desirable to avoid a high temperature of 100 ° C. or higher and to avoid using an excessive catalyst in order to prevent the compound A from polymerizing by heating. In order to avoid reaction with isocyanate due to mixing of water, the resin solid content is preferably 80% by weight or less so as to have sufficient fluidity in a solvent having no hydroxyl group that does not cause a side reaction in an inert atmosphere such as a dry nitrogen stream. It is more preferable to react with stirring at 60% by weight or less. Further, it is preferable to carry out the reaction particularly at a low temperature of 60 ° C. or lower in the initial stage so that the difference in reaction rate between NCO groups can be sufficiently exerted.

The content ratio of the F-based reactant in the coating composition of the present invention may be appropriately selected according to the required viscosity, but is usually 5 to 1000 parts by weight with respect to 100 parts by weight of the solvent. A range is preferable, and a range of 50 to 500 parts by weight is particularly preferable.

Further, in the coating composition of the present invention,
Acrylic resin, polyester resin, acrylic polyol resin, polyester polyol resin, etc. are used as F-based polymer 1
You may mix | blend 1-5000 parts with respect to 00 parts.

As the solvent used in the coating composition of the present invention, aromatic hydrocarbons such as toluene and xylene,
One or a mixture of two or more selected from ketones such as methyl ethyl ketone and methyl isobutyl ketone, esters such as ethyl acetate and butyl acetate, and mineral terpenes is preferable. The F-based reactant is preferably produced in such a solvent. When the solvent is replaced with the diluting monomer shown below for the purpose of containing the F-based reactant in a coating composition at a high concentration, a low boiling point solvent such as methyl ethyl ketone, methyl isobutyl ketone, or ethyl acetate is used. Is preferred.

In the coating composition of the present invention, a diluting monomer can be used together with the above solvent or in place of the above solvent. As the diluting monomer, an acrylic or methacrylic monomer is preferable in consideration of viscosity, curability, crosslink density and the like. Specifically, low-viscosity monomers such as 1,6-hexanediacrylate and trimethylolpropane triacrylate, monomers such as polyethylene glycol-modified diacrylate, polyethylene glycol-modified trimethylolpropane triacrylate, and dipentaerythritol hexaacrylate are used. Examples thereof include abradable monomers, water- and oil-repellent monomers such as fluoroacrylates, and weather-resistant monomers such as methyl methacrylate, butyl acrylate, and trimethylolpropane trimethacrylate.

The coating composition of the present invention has an active energy
It can be used as a line-curing paint, and can also be used as a resin mortar or a thick coating paint by using a redox initiator.

Further, the composition of the present invention is added to an active energy ray-curing coating having poorer weather resistance, a resin mortar, a thick coating, such as an unsaturated polyester resin coating, to improve the weather resistance and the resistance due to the surface migration of the fluororesin. It can also improve chemical properties.

The coating composition of the present invention may contain a color pigment or dye, a silane coupling agent for improving the adhesion of the coating film, an ultraviolet absorber and the like. As the coloring pigment or dye, for example, carbon black having good weather resistance, an inorganic pigment such as titanium oxide, phthalocyanine blue, phthalocyanine green, quinacridone red, indanthrene orange, an organic pigment or dye such as isoindolinone yellow, etc. Can be mentioned. Transparent glass beads or the like may be mixed so that the active energy rays can more effectively penetrate into the coating film during the curing process.

If desired, a photoradical initiator, a curing accelerator, a light stabilizer, a polymerization inhibitor, a matting agent, etc. may be added to the coating composition of the present invention. As a photo radical initiator, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-
On, 4- (2-hydroxy) phenyl (2-hydroxy-2-propyl) ketone, and the like.

As the curing accelerator, metal salts such as Mn, Co, Zr and Ca, which are usually called redox series, specifically, cobalt naphthenate, zinc naphthenate (manufactured by Nippon Kagaku Sangyo Co., Ltd.), methyl ethyl ketone peroxide and cumene. Examples thereof include peroxides such as hydroperoxide, amines such as triethylamine and dimethylparatoluidine, and benzoyl peroxide.

Examples of the light stabilizer include a hindered amine-based light stabilizer, and specific examples thereof include MARX-LA62 (manufactured by ADEKA ARGUS CHEMICAL CO., LTD.) And MA.
RX-LA67 (manufactured by Adeka Argus Chemical Co., Ltd.), tinuvin 292, tinuvin 144, CGL-123, tinuvin 4
40 (all manufactured by Nippon Ciba Geigy) and the like.

Hydroquinone, para-methoxyhydroxyphenol and the like can be mentioned as the polymerization inhibitor added to such an extent that it does not hinder the curing of active energy rays. Examples of the delustering agent include ultrafine synthetic silica, and when the delustering agent is used, an elegant semi-gloss or matte finish coating film can be formed.

A surfactant may be added to the coating composition of the present invention. Since the surfactant controls the surface tension, it is effective for adjusting the surface concentration of a specific component.
These surfactants include Reolex ASE (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), fluorosurfactant Surflon S382 (manufactured by Asahi Glass Co., Ltd.), acrylic Modaflow (manufactured by Monsanto Co., Ltd.), and Leofat series (manufactured by Kao Co.) Is mentioned.

A silicon compound such as ethyl silicate can be added for the purpose of imparting hydrophilic oil repellency or abrasion resistance to the surface.

The coating composition of the present invention can be applied by any method such as spray coating, dipping, roll coater and flow coater.

Examples of the material of the article to be coated include concrete, natural stone, inorganic substances such as glass, iron, stainless steel,
There are metals such as aluminum, copper, brass, titanium and stainless steel. It is also suitable for coating organic substrates, that is, plastics, rubbers, adhesives, wood and the like. Further, organic-inorganic composite materials such as FRP, resin-reinforced concrete, fiber-reinforced concrete, and the like, which are organic-inorganic composite materials, can be mentioned.

The articles to be coated include transportation equipment such as automobiles, trains and airplanes, bridge members, civil engineering members such as steel towers, waterproof materials, industrial materials such as tanks and pipes, building exteriors, doors, window gate members. , Monuments, construction materials such as poles, medians of roads, road rails such as guardrails and soundproof walls, communication equipment, electric and electronic parts.

[0044]

EXAMPLES Next, the present invention will be described in more detail based on examples. The present invention is not limited to these examples. The following Examples 1 to 9 are Production Examples, Example 1
0 to 13 are comparative production examples, Examples 14 to 22 and Example 24 are examples, and Example 23 is a comparative example.

"Example 1" In a dry nitrogen atmosphere, 22 parts by weight of a methyl ester of 2,6-diisocyanatecaproic acid (LDI manufactured by Kyowa Fermentation Co., Ltd.) and 12 parts by weight of 2-hydroxyethyl acrylate (manufactured by Kyoeisha Oil and Fat Chemical Co., Ltd.) The mixture is added dropwise with stirring and kept at 40 ° C. and reacted for 5 hours.

After confirming about 50% disappearance of the NCO group peak by IR, (chlorotrifluoroethylene / ethyl vinyl ether / hydroxybutyl vinyl ether / cyclohexyl vinyl ether = 50/25/8/17 mol%
Copolymer having a hydroxyl value of 40) and a number average molecular weight of 6000
What melt | dissolved 186 parts of F type polymer of this in 220 parts of toluene was added to the said reaction liquid, and also it stirred at 60 degreeC for 5 hours, and was made to react.

After confirming the reaction by disappearance of NCO peak by IR, 220 parts by weight of a 1/1 mixed monomer of 1,6-hexanediacrylate / trimethylolpropanetriacrylate was added and toluene was distilled off under reduced pressure. Then, the coating composition was obtained.

Example 2 12 parts by weight of methyl ester of 2,6-diisocyanatecaproic acid (LDI manufactured by Kyowa Hakko Co., Ltd.) in a dry nitrogen atmosphere (chlorotrifluoroethylene / ethyl vinyl ether / hydroxybutyl vinyl ether / cyclohexyl vinyl ether = 50) / 25/6
/ 19 mol% copolymer, hydroxyl value: 30) 100 parts of F-based polymer having a number average molecular weight of 6000 dissolved in 100 parts of toluene was added dropwise with stirring and kept at 40 ° C and reacted for 5 hours. .

After confirming the reaction by the disappearance of about 50% of the NCO group peak by IR, 6 parts by weight of 2-hydroxyethyl acrylate was added dropwise to the above reaction solution with stirring to 60
The temperature was kept at 0 ° C and the reaction was carried out for 5 hours.

After confirming the reaction by disappearance of the NCO peak by IR, 119 parts by weight of a 1/1 mixed monomer of 1,6-hexanediacrylate / trimethylolpropanetriacrylate was added, and toluene was removed by distillation under reduced pressure. A coating composition was obtained.

"Example 3" In a dry nitrogen atmosphere (a copolymer of chlorotrifluoroethylene / ethyl vinyl ether / hydroxybutyl vinyl ether / cyclohexyl vinyl ether = 50/25/6/19 mol%, hydroxyl value:
30) a solution of 100 parts of an F-based polymer having a number average molecular weight of 6000 in 100 parts of toluene, 7 parts by weight of 2-hydroxypropyl acrylate and a methyl ester of 2,6-diisocyanatecaproic acid (LD manufactured by Kyowa Fermentation Co., Ltd.
After reacting I) with 12 parts by weight at 30 ° C. for 5 hours and confirming the reaction by disappearance of about 50% of NCO group peak by IR, 6
Further reaction was carried out at 0 ° C. for 8 hours.

After confirming the reaction by disappearance of the NCO peak by IR, 119 parts by weight of 1,6 hexanediacrylate / trimethylolpropane triacrylate was added.
/ 1 mixed monomer was added and toluene was removed by distillation under reduced pressure to obtain a coating composition.

[Example 4] In place of the methyl ester of 2,6-diisocyanatecaproic acid in Example 1, 27 parts of 2-isocyanate ethyl ester of 2,6-diisocyanatecaproic acid (LTI manufactured by Kyowa Fermentation Co., Ltd.) was used. 23 parts of 2-hydroxyethyl acrylate and 20 parts of F-based polymer
A coating composition was obtained by reacting as in Example 1 except that 0 parts and 250 parts of the mixed monomer were used.

Example 5 Example 1 was repeated except that 30 parts of pentaerythritol triacrylate was used in place of 2-hydroxyethyl acrylate in Example 1, 190 parts of F polymer and 242 parts of mixed monomer were used. The same reaction was performed to obtain a coating composition.

"Example 6" F containing a hydrolyzed silyl group by reacting a part of the hydroxyl groups of the F-type polymer of Example 1 with KBM9007 (isocyanate silane manufactured by Shin-Etsu Silicone Co., Ltd.)
A coating composition was obtained by carrying out the reaction in the same manner as in Example 1 except that the F-based polymer of Example 1 was used as the system polymer.

"Example 7" A part of the hydroxyl groups of the F-based polymer of Example 1 was reacted with succinic anhydride to obtain an F-based polymer having an acid value of 2 mgKOH / g, instead of the F-based polymer of Example 1. A reaction was performed in the same manner as in Example 1 except that the coating composition was obtained.

[Example 8] Example 8 except that the F-based polymer obtained by polymerizing 3-aminopropyl vinyl ether in place of the ethyl vinyl ether of the F-based polymer of Example 1 instead of the F-based polymer of Example 1 was used. Reaction was carried out in the same manner as in 1 to obtain a coating composition.

"Example 9" Same as Example 1 except that the F-based polymer obtained by polymerizing glycidyl vinyl ether in place of the ethyl vinyl ether of the F-based polymer of Example 1 was used instead of the F-based polymer of Example 1. And reacted to obtain a coating composition.

"Examples 10-12" 2, 6 in Examples 1-3
-When each 0.8 times the amount of hexamethylene diisocyanate was used instead of the methyl ester of diisocyanate caproic acid, the viscosity became high and gelled within 3 days.

"Example 13" 100 parts of the F-based polymer of Example 1 was modified with 6 parts of methacryloyl isocyanate and dissolved in 106 parts of the mixed monomer of Example 1 to obtain a coating composition.

"Examples 14 to 23" 100 parts by weight of the coating compositions obtained in Examples 1 to 9 and 13 were mixed with 3 parts of Darocur 1173 (manufactured by Ciba-Geigy Co., Ltd.) as a photoradical initiator, and then dispersed in aluminum. After being applied to the plate at a thickness of 0.01 mm, it was cured by irradiation for 20 seconds with an ultraviolet curing device (manufactured by Mitsubishi Rayon Engineer Co., Ltd.) of a high pressure mercury lamp of 60 W / cm. Only Example 13 was insufficiently cured and remained tacky. The residual weight% of the coating film after extraction with acetone was 90% or more in Examples 1 to 9 and 85% in Example 13.

The weather resistance was 3,000 hours on a sunshine weather meter and the gloss retention was 80% or more.

[Example 24] Coating composition 1 obtained in Example 1
When 0 part by weight is added to 100 parts by weight of Lipoxy R802 (manufactured by Showa High Polymer Co., Ltd.), which is a thick coating type unsaturated polyester, and applied to a thickness of 0.1 mm, the gloss is maintained for 2000 hours with a sunshine weather meter. The rate was 80% or more compared to 30% without addition.

[0064]

EFFECTS OF THE INVENTION The coating composition of the present invention is easier to synthesize as compared with the conventional coating compositions that may cause high viscosity and gelation, and is a low-pollution, low-solvent type active energy. It has the advantage of being line-curable and providing a coating film with excellent weather resistance and withstanding outdoor applications.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI Technical indication C08G 18/67 NFA C08G 18/67 NFA 18/73 NFG 18/73 NFG

Claims (5)

[Claims] 1. A coating composition comprising a reaction product obtained by combining the following (a) and (b) via (c). (A) a fluoroolefin polymer containing a hydroxyl group and having a fluorine content of 5% by weight or more, (b) a hydroxyl group-containing acrylic or methacrylic monomer, (c) a diisocyanate compound having an isocyanate group with different reactivity, and a reactive At least one polyisocyanate compound selected from triisocyanate compounds having different isocyanate groups. 2. The polyisocyanate compound is an alkyl ester of 2,6-diisocyanatecaproic acid or 2,2.
The composition of claim 1 which is a 2-isocyanate alkyl ester of 6-diisocyanatecaproic acid. 3. The composition according to claim 1, wherein the fluoroolefin polymer is a copolymer obtained by copolymerizing fluoroolefin and a copolymerizable monomer therewith. 4. The composition according to claim 1, 2 or 3, wherein the hydroxyl group-containing acrylic or methacrylic monomer is hydroxyalkyl acrylate or hydroxyalkyl methacrylate. 5. A coated article obtained by coating an article with the composition according to any one of claims 1 to 4.