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Antifouling coating composition, copolymer for antifouling coating composition, and coated article having surface that is provided with antifouling coating film which is formed using the composition

A technology of antifouling coatings and compositions, applied in antifouling/underwater coatings, devices for coating liquid on surfaces, special surfaces, etc., can solve the problems of inability to obtain antifouling effects, concerns about thickening, aging, and coating film dissolution Low speed and other problems, to achieve the effect of excellent storage stability and long-term excellent antifouling effect

Inactive Publication Date: 2013-05-01
NITTO KASEI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, although the use of dehydrating agents has a certain effect, it is not completely solved. During long-term storage, there are concerns about thickening, aging, etc.
Moreover, attention must also be paid to moisture in the handling of raw materials, and there is a problem of poor operating efficiency (Patent Documents 1, 2, 4-7)
[0006] In addition, as the above-mentioned copolymer containing triorganosilyl ester group, the scheme of using tert-butyldiphenylsilyl methacrylate copolymer has also been proposed, but because the dissolution rate of the coating film in seawater is too small, it cannot be used. The desired antifouling effect is obtained, and the hardness of the coating film becomes excessively high, causing poor adhesion to structures in water and causing problems in the coating film such as cracks (Patent Documents 1, 2, 4 to 7)
[0007] In this way, there is no antifouling coating composition that does not cause abnormalities in the coating film such as cracks for a long period of time in seawater, maintains moderate hydrolysis, and has excellent long-term storage stability.

Method used

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  • Antifouling coating composition, copolymer for antifouling coating composition, and coated article having surface that is provided with antifouling coating film which is formed using the composition
  • Antifouling coating composition, copolymer for antifouling coating composition, and coated article having surface that is provided with antifouling coating film which is formed using the composition
  • Antifouling coating composition, copolymer for antifouling coating composition, and coated article having surface that is provided with antifouling coating film which is formed using the composition

Examples

Experimental program
Comparison scheme
Effect test

manufacture example 1

[0112] Production example 1 (manufacture of copolymer solution A-1)

[0113] Put 230 g of xylene into a flask equipped with a thermometer, a reflux condenser, a stirrer, and a dropping funnel, and while stirring at 100±2°C under a nitrogen atmosphere, add tert-butyldiphenylsilyl acrylate dropwise over 1 hour A liquid mixture of 275 g of ester, 175 g of methyl methacrylate, 50 g of 2-methoxyethyl acrylate, and 4 g of tert-butyl peroxy-2-ethylhexanoate (initial addition). Then, after stirring at the same temperature for 2 hours, add 1 g of tert-butyl peroxy-2-ethylhexanoate (post-addition) 3 times every 2 hours, after the polymerization reaction is completed, add 270 g of xylene and make it dissolve. This gave a triorganosilyl ester-containing copolymer solution A-1.

[0114] Table 1 shows the viscosity, heating residue, and Mw of A-1.

manufacture example 2~6

[0115] Production examples 2 to 6 (production of copolymer solutions A-2 to A-6)

[0116] Copolymer solutions A-2 to A-6 were obtained by performing a polymerization reaction in the same manner as in Production Example 1 using the organic solvent, monomer, and polymerization initiator shown in Table 1. Table 1 shows the viscosity, heating residue, and Mw of each of the obtained copolymer solutions.

[0117] 【Table 1】

[0118]

manufacture example 7

[0119] Production example 7 (manufacture of copolymer solution A-7)

[0120] 50 g of PGM (propylene glycol methyl ether) and 130 g of xylene were charged into a four-neck flask equipped with a thermometer, a reflux condenser, a stirrer, and a dropping funnel, and then, while stirring at 100±2° C. under a nitrogen atmosphere, the Add PGM25g, xylene 25g, tert-butyldiphenylsilyl acrylate 275g, methyl methacrylate 125g, methacrylate-2-methoxyethyl 75g, methacrylate zinc 25g and peroxide- A mixed solution of 4 g of tert-butyl 2-ethylhexanoate (initial addition). After the dropwise addition, a polymerization reaction was performed at 100±2° C. for 2 hours. Next, while stirring the reaction solution at a temperature of 100±2°C, 1 g of tert-butyl peroxy-2-ethylhexanoate (post-addition) was added three times every 2 hours to carry out a polymerization reaction, and then 270 g of xylene was added and was dissolved to obtain a metal carboxylate-containing copolymer solution A-7. The...

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Abstract

Provided is an antifouling coating composition which has excellent long-term storage stability. Also provided is a copolymer having a specific structure, which is used in order to form an antifouling coating film that has high environmental safety and is capable of maintaining stable coating film solubility and antifouling performance without causing coating film defects such as cracks in seawater for a long period of time. The present invention specifically provides an antifouling coating composition, which contains a copolymer (A) that is obtained by copolymerizing 55-80% by mass of a t-butyldiphenylsilyl acrylate monomer (a) and 20-45% by mass of an ethylenically unsaturated monomer (b) other than the monomer (a), and wherein the monomer (b) is composed of at least one kind of monomer that is selected from the group consisting of methyl methacrylate, butyl (meth)acrylate and 2-methoxyethyl (meth)acrylate.

Description

【Technical field】 [0001] The present invention relates to an antifouling paint composition, a copolymer for an antifouling paint composition, and an object to be coated having an antifouling paint film formed using the composition on its surface. 【Background technique】 [0002] Due to the attachment of aquatic fouling organisms such as barnacles, worms, blue mussels, molluscs, sea squirts, enteromorpha enteromorpha, Ulva, and biological slime to ships (especially the bottom of ships), fishing nets, fishing net accessories, etc. In underwater structures such as appliances and power station water pipes, there are problems such as the above-mentioned ships and the like being hindered in function and damaged in appearance. [0003] After the prohibition of the use of conventionally used organic tin-containing copolymers, copolymers containing triorganosilyl groups (trisorganosilyl group) with low toxicity and less load on the environment have been developed and used in antifouli...

Claims

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Application Information

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IPC IPC(8): C09D143/04A01N25/02A01N55/00A01P13/00A01P17/00B05D5/00B05D7/24C08F230/06C09D5/16
CPCA01N25/34C09D5/1668A01N25/10
Inventor 藤本贵义和久英典安井拓也毛利喜代美北村同
Owner NITTO KASEI CO LTD
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