# US 11,111,406 B2 · Copolymer and antifouling coating composition containing the same

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,111,406 B2
- Document ID: US11111406B2
- Status: Granted
- Kind: B2
- Application number: 16/604,349
- Filed: 2019-07-02
- Published: 2021-01-28
- Granted: 2021-09-07
- Earliest claimed: 2018-07-03
- Assignees: Nippon Paint Marine Coatings Co., Ltd.
- Applicants: Nippon Paint Marine Coatings Co., Ltd.
- Inventors: Naoki Yamamori; Mamoru Shimada; Yasuhisa Nagase; Masayuki Matsuda
- Web page: https://patentgrep.com/patent/US11111406B2

## CPC

- C08F 230/085: {the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes}
- C08F 220/10: Esters
- C08F 220/281: {and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate}
- C09D 5/00: Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes
- C09D 5/1668: {Vinyl-type polymers}
- C09D 133/04: Homopolymers or copolymers of esters {(C09D143/04 takes precedence)}
- C09D 133/14: of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
- C09D 143/04: Homopolymers or copolymers of monomers containing silicon
- C08F 2800/20: as weight or mass percentages
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

Provided are a copolymer containing: a structural unit (A) derived from a polymerizable monomer (a) having a silicon atom-containing group represented by formula (1) [wherein R1, R2, and R3 each independently represent a hydrocarbon group having a carbon number of 1 to 6]; and a structural unit (B) derived from a polymerizable monomer (b) copolymerizable with the polymerizable monomer (a) with the content of the structural unit (A) being from 40 mass % to 80 mass % in 100 mass % of the copolymer, the content of the structural unit (B) being from 20 mass % to 60 mass % in 100 mass % of the copolymer, and an acid value derived from free carboxy group being from 0.1 KOHmg/g to 60 KOHmg/g; and an antifouling coating composition containing the copolymer.

## Claims

### Claim 1

A vehicle resin for an antifouling coating composition,
the vehicle resin being a copolymer comprising:
a structural unit (A) derived from a polymerizable monomer (a) having a silicon atom-containing group represented by the following formula (1):
[in the formula (1), R1, R2, and R3 each independently represent a hydrocarbon group having a carbon number of 1 to 6]; and
a structural unit (B) derived from a polymerizable monomer (b) copolymerizable with the polymerizable monomer (a),
wherein the polymerizable monomer (a) is a monomer represented by the following formula (2):
[in the formula (2), R1, R2, and R3 each independently represent a hydrocarbon group having a carbon number of 1 to 6, and R4 represents a hydrogen atom or a methyl group],
a content of the structural unit (A) is greater than or equal to 50 mass % and less than or equal to 60 mass % in 100 mass % of the copolymer,
a content of the structural unit (B) is greater than or equal to 40 mass % and less than or equal to 50 mass % in 100 mass % of the copolymer,
the structural unit (B) includes a structural unit derived from a (meth)acrylate containing an alkoxy group and/or an oxyalkylene chain in ester moiety thereof, and
an acid value derived from free carboxy group is greater than or equal to 0.1 KOHmg/g and less than or equal to 60 KOHmg/g.

### Claim 2 (depends on 1)

The vehicle resin according to claim 1, wherein the acid value is greater than or equal to 0.1 KOHmg/g and less than or equal to 30 KOHmg/g.

### Claim 3 (depends on 1)

The vehicle resin according to claim 1, wherein the acid value is greater than or equal to 0.3 KOHmg/g and less than or equal to 20 KOHmg/g.

### Claim 4 (depends on 1)

The vehicle resin according to claim 1, wherein the structural unit (B) includes a structural unit derived from (meth)acrylic acid, and
a content of the structural unit derived from (meth)acrylic acid is greater than or equal to 0.02 mass % and less than or equal to 8 mass % in 100 mass % of the copolymer.

### Claim 5 (depends on 1)

An antifouling coating composition comprising the vehicle resin according to claim 1.

### Claim 6 (depends on 5)

The antifouling coating composition according to claim 5, further comprising an antifouling agent.