JPH073190A - Antifouling coating composition - Google Patents

Abstract

PURPOSE:To obtain the compsn. which is not dangerous unlike an organotin copolymer, has a high self-degradability, does not thicken nor gel even when mixed with a copper compd., and can form a coating film excellent in surface smoothness. CONSTITUTION:The compsn. contains a polymer obtd. by copolymerizing at least one unsatd. carboxylic acid with at least one other copolymerizable unsatd. monomer, a triazole deriv., a copper-compd.-based antifouling agent, and an aliph.-amide-based dispersing and antisagging agent. The compsn. may further contain a cyanoarom. poisonous substance.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a composition for antifouling paint for the purpose of preventing adherence of aquatic organisms to underwater structures such as ships, fishing nets and drainage channels.

[0002]

2. Description of the Related Art A large number of marine organisms such as barnacles, ascidians, serpras, blue mussels, and sea lions inhabit seawater. When structures such as ships, fishing nets, drainage channels, etc. are installed or put in service in the sea, marine organisms adhere and grow to cause various damages. For example, if marine organisms adhere to the bottom of the ship, frictional resistance with seawater increases, causing a decrease in navigation speed, and fuel consumption increases to maintain a constant speed, which is not economically preferable. In addition, when marine organisms attach to a fishing net for aquaculture, the net may be closed and the seafood may be killed.

Conventionally, in order to prevent marine organisms from adhering to such marine structures, an antifouling paint containing a homopolymer or copolymer of an organotin-containing unsaturated monomer as a resin component (Japanese Patent Publication No. 40-21426, Japanese Patent Publication No. 44-9579, Japanese Patent Publication No. 46-13392, Japanese Patent Publication No. 49-20491, Japanese Patent Publication 51-1
1647, Japanese Patent Publication No. 51-12049, Japanese Patent Publication No. 52-48170, etc.). The organic tin portion of these polymers is hydrolyzed by seawater (pH 8.0 to 8.3),
Not only does organic tin act as an antifouling agent, but the polymer surface solubilized in seawater is gradually eroded by the moving seawater, exposing a new coating film surface, and exhibiting a stable long-term antifouling effect. To be done. However, organotin released from these paints into seawater is not very easy to decompose and accumulates not only in marine organisms but also in the human body due to the food chain, causing damage such as malformation, so it is extremely dangerous, The use of organotin compounds has become limited.

It has been desired to develop a resin for antifouling paint which can achieve stable antifouling property for a long period of time, in place of these highly dangerous organotin resins. Ideally, the same hydrolysis type as the organic tin resin is preferable, but a proposal using a hydrophilic or water-repellent resin has also been made (JP-A-62-29076).
No. 8, JP-A-62-13471, JP-A-58-180565, JP-A-57-67672). However, it is difficult to realize long-term stable antifouling property only by the properties of hydrophilicity and water repellency. Therefore, resins having various special carboxylic acid esters in the side chains as hydrolyzable ones have been proposed (Tokusho Sho 60-500).
No. 452, JP 2-69576 JP, JP 63-215780 JP, JP 55-39271 JP, JP 62-57464 JP,
Japanese Patent Publication No. 61-3830), but the effect is not completely satisfactory.

On the other hand, JP-A-51-124130 and JP-A-62-
In JP-A-135575 and JP-A-62-501293, it is proposed to use a copolymer of a derivative having a free carboxylic acid group for this purpose. It is expected that this copolymer, unlike the organic tin-based resin, does not have toxicity itself and is excellent in self-disintegrating property. However, when it is used for an antifouling paint, it has a fatal drawback that it causes thickening-gelation by kneading with a copper compound currently used as a poison. On the other hand, the use of a triazole derivative for the purpose of suppressing such thickening-gelation has been reported in the case of a polymer compound having a triorganotin group (JP-A-57-92061). In the case of a polymer compound having a triorganotin group, addition of a triazole derivative is not practical because not only a sufficient thickening suppressing effect cannot be exhibited, but also a good coating film cannot be formed.

[0006]

DISCLOSURE OF THE INVENTION The present invention does not have the dangers of organotin copolymers and exhibits a self-disintegrating property comparable to that of the organotin copolymers, and further, the viscosity is increased by kneading with a copper compound. It is intended to provide a composition for an antifouling coating which does not gel and can form a good coating film and at the same time exhibits an excellent antifouling property.

[0007]

DISCLOSURE OF THE INVENTION The inventors of the present invention have the object of solving the above problems and developing an antifouling paint which is excellent in the property of preventing the adhesion of marine organisms and has no danger. As a result of earnest research, the present invention has been completed.

The present invention relates to the following (1) and (2). (1) (A) a polymer obtained by polymerizing one or more kinds of unsaturated carboxylic acids and one or more kinds of other unsaturated monomers copolymerizable therewith, (B) a benzotriazole derivative,
An antifouling paint composition comprising (C) a copper compound antifouling agent and (D) an aliphatic amide-based dispersion and an anti-sagging agent. (2) The composition for antifouling paint as described in (1) above, which further contains a cyanoaromatic poison.

In the present invention, acrylic acid, methacrylic acid, maleic acid, fumaric acid, itaconic acid and the like are used as the unsaturated carboxylic acid. The unsaturated carboxylic acids can be used alone or in combination of two or more.

The unsaturated carboxylic acid used in the present invention is preferably selected arbitrarily from 1 to 99 mol% with respect to all the monomers, and particularly preferably from 10 to 95 mol%. If it is less than 1 mol%, it is difficult to obtain a resin exhibiting sufficient self-disintegrating property, and if it exceeds 99 mol%, the stability of the coating film tends to be adversely affected.

The unsaturated monomer other than the unsaturated carboxylic acid used in the present invention is not particularly limited, and examples thereof include acrylic acid or methacrylic acid methyl ester, ethyl ester, n-propyl ester and iso-propyl ester. Ester, n-butyl ester, iso-butyl ester, sec-butyl ester, tert-butyl ester, 2
-Ethylhexyl ester, octyl ester, nonyl ester, decyl ester, undecyl ester, dodecyl ester, tridecyl ester, tetradecyl ester, pentadecyl ester, hexadecyl ester,
Heptadecyl ester, octadecyl ester, nonadecyl ester, eicosyl ester, heneicosyl ester, docosyl ester, cyclohexyl ester,
Benzyl ester, phenyl ester, methoxyethyl ester, dimethylaminoethyl ester, dimethylaminopropyl ester, 2-chloroethyl ester,
2,2,2-trichloroethyl ester, 2-fluoroethyl ester, 2,2,2-trifluoroethyl ester, 2-cyanoethyl ester, methoxydiethylene glycol ester, methoxydipropylene glycol ester, methoxytriethylene glycol ester,
Trimethylsilyl ester, triethylsilyl ester, tripropylsilyl ester, tributylsilyl ester, trihexylsilyl ester, trimethoxysilyl ester, triethoxysilyl ester, tripropoxysilyl ester, tributoxysilyl ester,
Ester monomers of acrylic acid or methacrylic acid such as trihexyloxysilyl ester, triphenylsilyl ester and triphenoxysilyl ester, styrene, α
-Styrene-based monomers such as methylstyrene and pt-butylstyrene, polyolefin-based monomers such as butadiene, isoprene and chloroprene, vinyl-based monomers such as vinyl chloride and vinyl acetate, and nitrile-based monomers such as acrylonitrile and methacrylonitrile. Is mentioned.

The polymer can be prepared by a method of polymerizing while dropping a solution containing an unsaturated carboxylic acid, other monomers and a radical polymerization catalyst in a solvent. The reaction temperature is about 0 to 180 ° C, preferably about 40 to 170 ° C. The dropping time is 1 to 10 hours, preferably 2 to 6 hours. As the organic solvent to be used, any ordinary solvent which has no reactivity with unsaturated carboxylic acid can be used. The organic solvent used for the polymerization may be used alone or as a mixture of two or more kinds as long as it dissolves the copolymer produced during the copolymerization reaction. For example, ethanol, propanol, isopropanol, butanol, isobutanol, alcohol solvents such as benzyl alcohol, methyl cellosolve, ethyl cellosolve, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, polyalkylene glycol solvents such as ethylene glycol monoacetate Aromatic solvents such as toluene, xylene, ester solvents such as ethyl acetate and butyl acetate, ketone solvents such as cyclohexanone and methyl isobutyl ketone, halogen solvents such as carbon tetrachloride and trichloroethane, and environmental pollution. Water without problems can also be used as the solvent. In particular, aromatic solvents such as xylene and toluene are preferable.

As the radical polymerization catalyst to be used, an initiator which can be used for usual radical polymerization such as an azo compound and a peroxide compound can be used. Specifically, 2,
2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis (cyclopropylpropionitrile), 2,2'-azobis (2,4-dimethylvaleronitrile), 2, 2'-azobis (isobutyronitrile), 2,2'-azobis (2-methylbutyronitrile), 1,1'-azobis (cyclohexane-1)
-Carbonitrile), 2-phenylazo-4-methoxy-2,4-dimethylvaleronitrile, benzoyl peroxide, di-tert-butylperoxybenzoate and the like. The amount of the initiator used is not particularly limited,
It is preferably 0.1 to 5% by weight, more preferably 0.2 to 4% by weight, based on the total amount of monomers. The number average molecular weight of the obtained polymer is not particularly limited, but from the viewpoint of various properties as a coating resin, it is preferably 3,000.
0 to 200,000, more preferably 5,000 to 5
It is 10,000. The number average molecular weight in the present invention is a value measured by a gel permeation chromatography method and converted using a standard polystyrene calibration curve.

A suitable chain transfer agent may be added during the polymerization for the purpose of controlling the molecular weight. Specifically, methanethiol, ethanethiol, n-propanethiol, is
o-propanethiol, n-butanethiol, 2-methylpropanethiol, 3-methylpropanethiol,
1,1-dimethylethanethiol, 1-hexanethiol, 1-octanethiol, 1-decanethiol, benzenethiol, 2-methylbenzenethiol, 3-methylbenzenethiol, 4-methylbenzenethiol, 2
-Ethylbenzenethiol, 3-ethylbenzenethiol, 4-ethylbenzenethiol, bis (4-hydroxydimethylphenyl) disulfide, bis (2-chloromethylphenyl) disulfide, bis (2-bromomethylphenyl) disulfide, dinaphthyl disulfide,
Examples include di-2-benzothiadisulfide, α-methylstyrene dimer, carbon tetrachloride, carbon tetrabromide, chloroform and the like. The blending amount of the chain transfer agent can be appropriately selected depending on the molecular weight of the target polymer. The amount of the solvent used is not particularly limited, but is usually 1 / (mass ratio) to all the monomers.
It is about 2 to 2 times. The polymerization is performed under an inert gas atmosphere. Inert gases include nitrogen, argon, helium,
Examples include neon.

The triazole derivative added to the solution of the polymer in the present invention includes 1,2,3-
Benzotriazole, 1-methyl-1,2,3-benzotriazole, 1-phenyl-1,2,3-benzotriazole, 2-phenyl-1,2,3-benzotriazole, 4-chloro-1,2. 3-benzotriazole,
4-nitro-1,2,3-benzotriazole, 5-methyl-1,2,3-benzotriazole, 5-ethyl-
1,2,3-benzotriazole, 5-propyl-1,
2,3-benzotriazole, 5-isobutyl-1,
2,3-benzotriazole, 5-methoxy-1,2,
3-benzotriazole, 5-chloro-1,2,3-benzotriazole, 5,6-dimethyl-1,2,3-benzotriazole, 1,2,3-benzotriazolecarboxylic acid and its ester derivative, N- Benzotriazole derivatives such as dialkylaminomethyl-1,2,3-benzotriazole, 1,2,3-triazole, 1
-Methyl-1,2,3-triazole, 1-phenyl-
1,2,3-triazole, 1-benzyl-1,2,3
-Triazole, 2-methyl-1,2,3-triazole, 2-phenyl-1,2,3-triazole, 2-benzyl-1,2,3-triazole, 4-methyl-1,
2,3-triazole, 4-phenyl-1,2,3-triazole, 4-hydroxy-1,2,3-triazole, 4,5-dimethyl-1,2,3-triazole, 4
-Methyl-2-phenyl-1,2,3-triazole,
4,5-Dimethyl-2-phenyl-1,2,3-triazole, 1,5-diphenyl-1,2,3-triazole, 1,2,4-triazole, 1-methyl-1,2,
4-triazole, 1-phenyl-1,2,4-triazole, 3-methyl-1,2,4-triazole, 3-
Phenyl-1,2,4-triazole, 3-chloro-
1,2,4-triazole, 3-bromo-1,2,4-
Triazole, 3,5-dimethyl-1,2,4-triazole, 3,5-diethyl-1,2,4-triazole, 1,3-diphenyl-1,2,4-triazole,
1,5-diphenyl-1,2,4-triazole, 3,
1, such as 5-diphenyl-1,2,4-triazole
2,3-triazole derivative or 1,2,4-triazole derivative, 4-amino-1,2,4-triazole,
There are aminotriazole derivatives such as 3-amino-1H-1,2,4-triazole and the like, and any conventionally known triazole derivative can be used. The amount used is not particularly limited, but is 0.1 with respect to the resin solid content.
It is preferably used in the range of not less than 50% by weight and not more than 50% by weight. If it is less than 0.1% by weight, there is almost no effect of addition, and thickening occurs due to the formation of a coating with a copper compound, and if it exceeds 50% by weight, it becomes difficult to form a good coating film.

The copper compound antifouling agent used in the antifouling coating composition of the present invention includes cupric chromate, cupric ferrocyanate, cupric quinoline, cupric δ-hydroquinone, and olein. Examples include cupric acid, cupric nitrate, cupric phosphate, cupric tartrate, cuprous oxide, cuprous iodide, and cuprous sulfite. The amount used is not particularly limited, but it is preferably used in the range of 50% by weight or more and 500% by weight or less with respect to the resin solid content. If it is less than 50% by weight, sufficient antifouling effect tends not to be exhibited, and if it exceeds 500% by weight, a good coating film tends not to be formed.

The antifouling coating composition of the present invention provides a stable coating composition with little thickening for a long period while maintaining a good dispersion state by using an aliphatic amide type dispersion and an anti-sagging agent. can do. Examples of the aliphatic amide-based dispersion and anti-sagging agent used in the antifouling coating composition of the present invention include Disparlon 6900-20X (Kusumoto Kasei Co., Ltd.), Taren 5200-25, 7200-20,
7500-20, 8300-20, 8400-20, 8
700-20, KY2000, KY4000, M102
0, DO530, BA600, VA100, VA80
No. 0, FLOWNON SP1000, SH290, CHIXOL W300 (Kyoeisha Chemical Co., Ltd.), etc. The amount used is not particularly limited, but 0.01 to the resin solid content.
It is preferably used in the range of 30% by weight or more by weight. If the amount is less than 0.01% by weight, the antifouling agent and the pigment are not sufficiently dispersed without adding any effect, and if the amount exceeds 30% by weight, it becomes difficult to form a good paint or coating film.

By further using a cyanoaromatic poison in the antifouling coating composition of the present invention, it is possible to obtain a uniform coating without thickening for a long period of time. The cyanoaromatic poisons used in the antifouling coating composition of the present invention include:
4,5,6-tetrachloroisophthalonitrile, 2,
4,5,6-Tetrabromoisophthalonitrile, 2-amino-1-butoxycarbonyl-4,5-dicyanoimidazole, 1-acetyl-3- (2-chlorophenyl)
-4-Cyanopyrrole and the like are used, and the use amount thereof is not particularly limited, but 1% by weight or more and 5% or less based on the resin solid content.
It is preferably 0% by weight or less. If it is less than 1% by weight, the effect as an antifouling agent is not sufficiently exhibited, and if it exceeds 50% by weight, it is difficult to form a good coating film. Further, the antifouling coating composition of the present invention may be mixed with other polymers to the extent that the effects of the present invention are not impaired. The above antifouling paint composition can be made into an antifouling paint by adding known colorants such as pigments, known extenders, other known antifouling agents, and various additives.

Typical known pigments include inorganic pigments such as titanium oxide (titanium white), red iron oxide, carbon black, phthalocyanine blue and phthalocyanine green, and organic pigments such as azo, cyanine and quinacridone pigments. However, an inorganic pigment is usually used. Known extenders include barium sulfate, calcium carbonate, talc, mica, silica and the like. Other known representative antifouling agents include zinc oxide, zinc chromate,
There are inorganic antifouling agents such as strontium chromate, and as an organic antifouling agent, 4,5-dichloro-2-N-octyl-
3 (2H) -isothiazolone and the like. Further, the combined use of an organic tin compound, a triazine compound, an organic sulfur compound or the like as an antifouling agent does not hinder at all. further,
It is also possible to use rosin, gum rosin, wood rosin, tall oil rosin and the like in combination as the dissolution aid. The thus obtained antifouling paint composition of the present invention is useful as a ship bottom paint, a fishing net paint, and the like.

[0020]

EXAMPLES Next, the present invention will be explained with reference to examples, but the present invention is not limited to these.

Production Example 1 A four-necked flask equipped with a stirrer, a condenser, a nitrogen gas introducing tube, a dropping funnel, and a thermometer was provided with xylene 125.
0 g was inserted and the temperature was maintained at 95 ° C. with stirring. Next, 234.2 g of n-butyl methacrylate and 1 of methacrylic acid
A mixture of 5.8 g and 2.5 g of 2,2'-azobisisobutylnitrile (hereinafter abbreviated as AIBN) was added dropwise over 3 hours while stirring under a nitrogen gas stream. After the dropping was completed, the temperature was kept at 95 ° C. for 1 hour with further stirring. Next, a mixture of 50.0 g of xylene and 0.5 g of AIBN was added dropwise over 1 hour, followed by keeping the temperature at 95 ° C. for 2 hours, adding 575.0 g of xylene, and then allowing to cool to produce a varnish. The number average molecular weight of the polymer was 22,000.

Production Example 2 Xylene 150. was added to a four-necked flask equipped with a stirrer, a condenser, a nitrogen gas inlet tube, a dropping funnel, and a thermometer.
0 g was inserted and the temperature was maintained at 95 ° C with stirring. Then, a mixture of 286.3 g of 2-ethylhexyl methacrylate, 13.1 g of methacrylic acid and 3.00 g of AIBN was added dropwise over 3 hours while stirring under a nitrogen gas stream. After the dropping was completed, the temperature was kept at 95 ° C. for 1 hour with further stirring. Next, a mixture of 100.0 g of xylene and 0.6 g of AIBN was added dropwise over 1 hour, then, the mixture was kept at 95 ° C. for 2 hours, 200.0 g of xylene was added, and the mixture was allowed to cool to produce a varnish. The number average molecular weight of the polymer was 18,300.

Production Example 3 A four-necked flask equipped with a stirrer, a condenser, a nitrogen gas introduction tube, a dropping funnel, and a thermometer was provided with xylene 125.
0 g was inserted and the temperature was maintained at 95 ° C. with stirring. Next, 234.2 g of n-butyl methacrylate and 1 of methacrylic acid
A mixture of 5.8 g and AIBN 2.5 g was added dropwise over 3 hours while stirring under a nitrogen gas stream. After the dropping was completed, the temperature was kept at 95 ° C. for 1 hour with further stirring. Then, a mixture of 50.0 g of xylene and 0.5 g of AIBN was added dropwise over 1 hour, and then the mixture was kept warm at 95 ° C. for 2 hours, and xylene 20 was added.
A varnish was produced by adding 0.0 g and then 41.6 g of n-butanol and then allowing to cool. The number average molecular weight of the polymer was 21,400.

Comparative Production Example 1 Based on the method described in JP-A-57-92061, 240 g of tri-n-butyltin methacrylate and 14 g of methyl methacrylate were placed in a 1 liter flask equipped with a thermometer and a stirrer.
0 g, 15 g of octyl acrylate, 5 g of butyl acrylate and 400 g of xylene were charged, and 2 g of benzoyl peroxide was added as a polymerization catalyst to obtain 100-105.
Polymerization was carried out at 4 ° C. for 4 hours and further at 120 to 125 ° C. for 1 hour to obtain a triorganotin polymer compound.

Examples 1 to 10 Resin solids content of each varnish produced in the above production example
To a varnish corresponding to g, 45 g of cuprous oxide (manufactured by Nisshin Chemco Ltd.) and the substances shown in Table 1 were blended, glass beads (diameter 2 mm) were further added, and after kneading and stirring using a mechanical stirrer, The glass beads were filtered off to prepare an antifouling paint composition.

[0026]

[Table 1]

Comparative Examples 1 to 9 Resin solids content of 15 for each varnish produced in the above production example
45 g of cuprous oxide (manufactured by Nisshin Chemco Ltd.) and the substances shown in Table 2 were added to a varnish corresponding to g, glass beads (diameter 2 mm) were further added, and the mixture was kneaded and stirred using a mechanical stirrer. The glass beads were filtered off to prepare an antifouling paint composition.

[0028]

[Table 2]

Comparative Example 10 About the varnish produced in the above Comparative Production Example 1, 45 g of cuprous oxide (manufactured by Nisshin Chemco Ltd.) and 0.45 g of benzotriazole were added to a varnish corresponding to a resin solid content of 15 g.
, And then add glass beads (diameter 2 mm),
After kneading and stirring using a mechanical stirrer, the glass beads were filtered off to prepare a composition for antifouling paint.

Storage stability test The antifouling paint compositions prepared in Examples 1 to 10 and Comparative Examples 1 to 10 were sealed in a round metal can and stored overnight in a thermostatic chamber at 50 ° C. 10-20 ml of xylene was added to dilute, and the viscosity measured by Krebstomer viscometer was 80.
The viscosity was adjusted to about KU and the viscosity was measured at 20 ° C.
Further, the antifouling coating composition was tightly stoppered in a round metal can to 5
It was stored in a constant temperature bath at 0 ° C. for 12 days. After storage, the state of the antifouling coating composition was observed and the viscosity was measured at 20 ° C. The results are shown in Tables 3 and 4.

[0031]

[Table 3]

[0032]

[Table 4]

The antifouling paint compositions prepared by Comparative Examples 1 to 3 which did not contain the triazole derivative and the aliphatic amide anti-sagging agent and the dispersant became pudding and could not be used as the antifouling paint composition. On the other hand, the antifouling paint compositions prepared using the anti-sagging agents and dispersants other than the aliphatic amide-based compositions of Comparative Examples 4 to 9 were not only thickened a little but also could not be dispersed in granular form, No uniform composition was obtained. The composition for antifouling paint prepared according to the method described in JP-A-57-92061 of Comparative Example 10 not only thickened, but also obtained a non-uniform composition. The compositions for antifouling paints prepared according to Examples 1 to 10 of the present invention showed a remarkable effect of suppressing thickening, and at the same time, the contents could be uniformly dispersed.

Coating Test A coating film was prepared on an FRP plate using the composition for antifouling paint used for the above storage stability test and stored at 50 ° C. for 12 days, and naturally dried at room temperature for 2 days. The state of the obtained coating film was observed, and the results are shown in Tables 5 and 6. Good ones were marked with ◯, and bad ones were marked with x.

[0035]

[Table 5]

[0036]

[Table 6]

As is clear from Tables 5 and 6, when the antifouling coating composition of the present invention (Examples 1 to 10) is used, a coating film having a very smooth surface should be formed. I was able to. On the other hand, a coating film formed by using the antifouling coating composition of Comparative Examples 1 to 9 and a coating film formed by using the antifouling coating composition described in JP-A-57-92061 (Comparative Example 10). Had many bumps on the surface, and the surface smoothness was extremely poor.

Coating Film Consumability Test The coated FRP plate obtained in the above coating test was attached to a disc rotor plate and rotated at a constant speed (peripheral speed of about 15 knots) for 2 months with seawater (water temperature 15 ± 2 ° C.). Then, the surface of the coating film was observed. The results are shown in Tables 7 and 8.

[0039]

[Table 7]

[0040]

[Table 8]

As is clear from Tables 7 and 8, the antifouling coating composition of the present invention is very effective as an antifouling coating composition because the resulting coating film is consumed very uniformly. I understood. However, a coating film prepared by using the antifouling coating composition of Comparative Examples 1 to 9 and a coating film prepared by using the antifouling coating composition described in JP-A-57-92061 (Comparative Example 10). Was unevenly consumed, unevenness on the surface of the coating film became more conspicuous and frictional resistance with seawater was significantly higher than before the start of the test.

[0042]

The antifouling coating composition of the present invention does not have the danger of organotin copolymers, exhibits good self-disintegrating properties, and is increased by kneading with a copper compound. It is possible to form a coating film having excellent surface smoothness without viscous gelation.

Claims (2)

[Claims] 1. A polymer obtained by polymerizing (A) at least one unsaturated carboxylic acid and at least one other unsaturated monomer copolymerizable therewith, (B) a triazole derivative,
An antifouling paint composition comprising (C) a copper compound antifouling agent and (D) an aliphatic amide-based dispersion and an anti-sagging agent. 2. The antifouling coating composition according to claim 1, which further comprises a cyanoaromatic poison.