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

US20110166253A1Active Publication Date: 2011-07-07NITTO KASEI CO LTD

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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

Patent Timeline
07 Jul 2011
Publication
US20110166253A1
IPC
C09D5/16
CPC
C08L93/04; C09D5/1618; C09D5/165; C09D193/04; C09D143/04; C08L2666/26; Y10T428/31663; C09D4/00
Inventors
MORI, KIYOMI; WAKU, HIDENORI