# US 10,479,898 B2 · Coating composition for substrates immersed in water

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- Number: US 10,479,898 B2
- Document ID: US10479898B2
- Status: Granted
- Kind: B2
- Application number: 16/069,978
- Filed: 2017-01-17
- Published: 2019-01-24
- Granted: 2019-11-19
- Earliest claimed: 2016-01-20
- Assignees: Akzo Nobel Coatings International B.V.
- Applicants: Akzo Nobel Coatings International B.V.
- Inventors: Clayton Price; Lyndsey Tyson; Andrew Donoghue; Alistair Andrew Finnie
- Web page: https://patentgrep.com/patent/US10479898B2

## CPC

- C08F 220/1804: {C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate}
- C09D 5/16: Antifouling paints; Underwater paints
- C09D 5/1618: {inorganic}
- C09D 5/1625: {organic}
- C09D 5/1662: {Synthetic film-forming substance}
- C09D 7/20: Diluents or solvents
- C09D 133/06: of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D 133/14: of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
- C08F 220/387: {and containing nitrogen and oxygen}
- C08K 5/0058: {Biocides; (macromolecular substances as carriers for biocide material A01N25/10)}
- 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)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

The invention relates to a coating composition comprising a) seawater-hydrolyzable groups covalently linked to a polymer backbone, which seawater-hydrolyzable groups are capable of undergoing hydrolysis or ion-exchange when exposed to sea-water, rendering the polymer partially soluble or dispersible in seawater, and b) zwitterionic groups covalently linked to a polymer backbone wherein the polymer backbones to which the sea-water-hydrolyzable groups and the zwitterionic groups are attached serve as a film-forming binder in the coating composition, and wherein the molar ratio of the seawater-hydrolyzable groups a) to the zwitterionic groups b) is 0.1 or higher. The invention also relates to a method of providing a substrate with anti-fouling performance and to a coated substrate.

## Claims

### Claim 1

A coating composition comprising
a) seawater-hydrolyzable groups covalently linked to an acrylic polymer, which seawater-hydrolyzable groups are capable of undergoing hydrolysis or ion-exchange when exposed to seawater, rendering the polymer partially soluble or dispersible in seawater, and
b) zwitterionic groups covalently linked to the acrylic polymer
wherein the molar ratio of the seawater-hydrolyzable groups a) to the zwitterionic groups b) is 0.1 or higher,
wherein the seawater hydrolyzable groups are selected from
the group consisting of non-metal salt groups, metal salt groups, silyl ester groups, and mixtures thereof, and
wherein the non-metal salt groups covalently linked to the acrylic polymer are
selected from the group consisting of quaternary and acid salts of dialkylaminoalkyl(meth)acrylates, quaternary and acid salts of dialkylaminoalkyl(meth)acrylamides, N,N-diallyldialkyl ammonium halide, (3-methacryloylamido)propyl trimethylammonium halide salt; (3-acryloylamido)propyl trimethylammonium halide salt; (3-methacryloylamido)propyl trimethylammonium sulfonate salt, (3-acryloylamido)propyl trimethylammonium sulfonate salt, (3-methacryloyl)propyl trimethylammonium sulfonate salt, (3-acryloyl)propyl trimethylammonium sulfonate salt, and
amine and phosphine salts of polymerizable unsaturated carboxylic and sulphonic acids
wherein the silyl ester groups covalently linked to the acrylic polymer are selected from the group consisting of triisopropylsilyl (meth)acrylate, triisobutylsilyl (meth)acrylate, triphenylsilyl (meth)acrylate, and t-butyldiphenylsilyl (meth)acrylate.

### Claim 2 (depends on 1)

The coating composition according to claim 1, wherein the molar ratio of the seawater-hydrolyzable groups a) to the zwitterionic groups b) is 0.5 or higher.

### Claim 3 (depends on 1)

The coating composition according to claim 1, wherein the molar ratio of the seawater-hydrolyzable groups a) to the zwitterionic groups b) is 50.0 or lower.

### Claim 4 (depends on 1)

The coating composition according to claim 1, wherein the seawater-hydrolyzable groups a) and the zwitterionic groups b) are covalently linked to the same polymer backbone.

### Claim 5 (depends on 1)

The coating composition according to claim 1, wherein the seawater-hydrolyzable groups a) and the zwitterionic groups b) are covalently linked to different polymer backbones.

### Claim 6 (depends on 1)

The coating composition according to claim 1, wherein the coating composition further comprise an ingredient having marine biocidal properties.

### Claim 7 (depends on 1)

The coating composition according to claim 1, wherein the coating composition is a liquid coating composition comprising a volatile organic solvent.

### Claim 8 (depends on 1)

A method of providing a substrate with anti-fouling performance in an aqueous environment comprising
a) applying the coating composition according to claim 1 to the substrate,
b) allowing the coating composition to cure to form a coating layer, and
c) locating the coated substrate in an aqueous environment.

### Claim 9 (depends on 1)

A substrate having a surface to be at least partly immersed in water, wherein the surface to be immersed in water is coated with a coating composition according to claim 1.

### Claim 10 (depends on 9)

The substrate according to claim 9, wherein the substrate is selected from ship hulls, boat hulls, buoys, drilling platforms, oil or gas production or storage rigs, pipes, and fish farms.