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Antifouling coating composition, antifouling coating film formed from the composition, coated object having the coating film on surface, and method of antifouling by forming the coating film

Active Publication Date: 2011-07-07
NITTO KASEI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0026]An antifouling coating composition of the invention can form an antifouling coating film which can inhibit or prevent attachment of aquatic fouling organisms by effectively exhibiting the antifouling effect.
[0027]The antifouling coating composition of the present invention can desirably control the hydrolysis rate of the coating film even when the temperature of seawater is high. Therefore, the coating film formed by using the composition can maintain a stable antifouling effect for a long time, even when a ship is sailing in an area of high seawater temperature. In particular, the antifouling coating film formed of the antifouling coating composition of the invention exhibits a substantially identical coating film dissolving amount in high seawater temperature (about 35 deg. C.) and in normal seawater temperature (about 25 deg. C.). In other words, the antifouling coating film has small temperature dependency. Therefore, the composition of the present invention eases the design of the coating film.
[0028]Furthermore, the composition of the invention has excellent long-term storability. In other words, the composition of the invention hardly thickens, or gelates or solidifies even after a long period of storage. Furthermore, the antifouling coating composition of the invention is environment-friendly, and thus substantially free from marine pollution even if dissolved in seawater.
[0029]The antifouling coating film formed of the antifouling coating composition of the invention is advantageous in that:1) It has excellent water resistance, and therefore cracking, peeling or the like is unlikely to occur even if it is in contact with seawater for a long time; 2) It has a suitable hardness, and therefore cold flow or other defects is unlikely to occur in the resulting coating film; 3) It has a high adhesiveness to the object on which a coating film is formed; and 4) because it exhibits a stable coating film dissolving amount even in high-temperature seawater, it can effectively exhibit an antifouling effect in seawater for a long period of time in sailing a sea area having high seawater temperature
[0030]The coated object of the invention can be preferably used as the above-mentioned ship (in particular ship bottom), fishing tool, structures submerged in seawater, etc. For example, the above-mentioned antifouling coating film is formed on the surface of a ship bottom, the antifouling coating film gradually dissolves from the surface thereof so that the coating film surface is always renewed, enabling prevention of the attachment of aquatic fouling organisms to the coating film.
[0031]Furthermore, the antifouling coating film has a suitable solubility. Therefore, the ship can maintain the antifouling effect for a long time. In particular, even when the ship sails in a sea area having high water temperature, it can exhibit a long-term, antifouling effect, because the coating film dissolving rate is stable. In addition, even when the ships are not moving, for example, during anchorage, rigging, etc., it can exhibit a long-term, antifouling effect with little attachment or accumulation of aquatic fouling organisms. This reduces the frictional resistance of the ships, and thus reduces the fuel cost while sailing.

Problems solved by technology

When the above-mentioned copolymer containing triisopropylsilyl methacrylate or a metal (except copper) salt of rosin or rosin derivatives is used, the coating film exhibits stable solubility at a low seawater temperature, i.e., 25 deg. C. or less; however, as the seawater temperature becomes higher, the solubility of the coating film significantly increases, resulting in an unexpectedly large amount of the dissolved coating film.
Therefore, it has been difficult to design the coating film thickness when applying an antifouling coating composition to ships that travel into tropical sea areas.Patent Document 1: JP-A-Hei 10 (1998)-30071Patent Document 2: JP-A-Hei 11 (1999)-116857Patent Document 3: JP-A-Hei 11 (1999)-116858Patent Document 4: JP-A-2000-248029Patent Document 5: JP-A-2000-248228Patent Document 6: JP-A-2000-265107Patent Document 7: JP-A-2001-81147Patent Document 8: JP-A-2002-53796Patent Document 9: JP-A-2002-53797Patent Document 10: JP-A-2002-97406Patent Document 11: JP-A-2003-261816Patent Document 12: JP-A-2005-082725

Method used

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  • Antifouling coating composition, antifouling coating film formed from the composition, coated object having the coating film on surface, and method of antifouling by forming the coating film
  • Antifouling coating composition, antifouling coating film formed from the composition, coated object having the coating film on surface, and method of antifouling by forming the coating film
  • Antifouling coating composition, antifouling coating film formed from the composition, coated object having the coating film on surface, and method of antifouling by forming the coating film

Examples

Experimental program
Comparison scheme
Effect test

production example 1

Production of Copolymer Solution (A); S-1

[0136]230 g of xylene was charged to a 1,000 ml flask equipped with a thermometer, a reflux condenser, a stirrer, and a dropping funnel, after which a mixture of 230 g of triisopropylsilyl methacrylate, 210 g of methoxyethyl methacrylate, 30 g of methyl methacrylate, 30 g of ethyl acrylate, and 4 g of t-butyl peroxy-2-ethyl hexanoate (initially added) was added dropwise into the flask over a period of 1 hour, while stirring at 100±2 deg. C. in a nitrogen atmosphere. After the dropwise addition, the polymerization reaction was performed for 2 hours at 100±2 deg. C. Then, while stirring the resulting reaction solution at 100±2 deg. C., 1 g of t-butyl peroxy-2-ethyl hexanoate (subsequently added) was added three times with 2-hour intervals to perform the polymerization reaction. After that, 270 g of xylene (additional solvent) was added and dissolved, thus producing the triorganosilyl ester-containing copolymer solution S-1. Table 1 shows the vi...

production examples 2 to 6

and Comparative Production Examples 1 to 4

Production of Copolymer Solutions S-2 to 6 and Comparative Copolymer Solutions H-1 to 4

[0137]Polymerization reactions were performed according to the same procedure as Production Example 1, using the organic solvent, monomers, and polymerization initiator shown in Table 1, thus producing the triorganosilyl ester-containing copolymer solutions S-2 to 6, and the comparative copolymer solutions H-1 to 4. Table 1 shows the viscosity, non-volatile content, Mw, and Tg of each copolymer solution obtained.

TABLE 1Production ExampleComparative Production ExampleIngredient ClassIngredient Name1234561234Solvent In Initial ContainerXylene230230230230230230230230230230Triorgano-Meth-Triisopropylsilyl230250270300270silylacrylateMethacrylateGroup-(MonomerT-Butyldiphenylsilyl250300270Containing(a))MethacrylateMonomerAcrylateTriisopropylsilyl270AcrylateT-Butyldiphenylsilyl270AcrylateMethoxyalkyl Methacrylate2-Methoxyethyl210190170150210160303050(Monomer (b))M...

production example 7

Production of Gum Rosin Copper Salt

[0138]400 g of a xylene solution of gum rosin (solid content: 50%); 200 g of cuprous oxide, and 100 g of methanol were added, together with glass beads (diameter: 2.5 to 3.5 mm), to a 1,000 ml flask equipped with a thermometer, a reflux condenser, and a stirrer, and the mixture was stirred for 8 hours at 70 to 80 deg. C. and then maintained for 2 days at 50 deg. C. The resulting mixture was cooled to room temperature (25 deg. C.) and filtered, and subsequently concentrated under reduced pressure to remove the methanol by distillation. Xylene was then added to the obtained concentrate, thus producing a xylene solution of gum rosin copper salt (a transparent dark blue solution; solid content: about 50%). The resulting xylene solution of gum rosin copper salt had a non-volatile content of 50.8%.

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Abstract

An object of the present invention is to provide a composition for forming an environment friendly antifouling coating film that can effectively exhibit an antifouling effect in seawater for a long period of time and furthermore exhibits a small temperature dependency of the coating film dissolving amount. The present invention provides an antifouling coating composition comprising: (A) a triorganosilyl ester-containing copolymer obtained by a mixture of (a) a triorganosilyl methacrylate monomer represented by a general formula (1) in which R1, R2, and R3 are equal or different each other, and each represent an alkyl group having 3 to 6 carbons and branched on α-position or a phenyl group, and (b) a methoxyalkyl methacrylate monomer represented by a general formula (2) in which R4 represents an alkylene group having 2 to 4 carbons, wherein a content ratio of the monomer (a) in the mixture is 45 to 65 weight %, and a total content of the monomer (a) and the monomer (b) in the mixture is 80 weight % or more, and a copper salt that is at least one member selected from the group consisting of rosin copper salts and copper salts of rosin derivatives.

Description

TECHNICAL FIELD[0001]The invention relates to an antifouling coating composition, an antifouling coating film formed using the composition, a coated object having the coating film on its surface, and a method of antifouling treatment by formation of the coating film.BACKGROUND ART[0002]Aquatic fouling organisms such as barnacles, Tubeworms, common mussels, Bugula neritina, sea squirts, green layer, sea lettuce, and slimes attach to ships (especially the ship bottoms), fishing tools such as fishing nets and fishing net accessories, and structures submerged in seawater such as power plant aqueducts, leading to dysfunction, impaired appearances, and other problems of the ships and so on.[0003]Conventionally, the attachment of aquatic fouling organisms has been heretofore prevented by coating surfaces of ships, fishing tools, and submerged structures with antifouling coating materials that include organic tin-containing copolymers. For example, a coating film formed by application of an...

Claims

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Application Information

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IPC IPC(8): C09D5/16
CPCC08L93/04C09D5/1618C09D5/165C09D193/04C09D143/04C08L2666/26Y10T428/31663C09D4/00C09D5/16C09D133/04
Inventor MORI, KIYOMIWAKU, HIDENORIHAMAURA, NOBUYUKIFUJIMOTO, TAKAYOSHIMINAMINO, SATOSHI
Owner NITTO KASEI CO LTD
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