Fluorinated, alkoxysilyl-functional polymer for anti-stain and anti-scratch coatings

Patent metadata

Field	Value
Publication number	US-12049537-B2
Application number	US-202117914556-A
Country	US
Kind code	B2
Filing date	Apr 9, 2021
Priority date	Apr 13, 2020
Publication date	Jul 30, 2024
Grant date	Jul 30, 2024

Abstract

A fluorinated, alkoxysilyl-functional polymer is provided, obtainable by a method comprising the steps of: a) reacting an OH-functional (per)fluoropolyether (PFPE) with a polyisocyanate A under urethane formation reaction conditions, to obtain an isocyanate-functional intermediate B, b) reacting intermediate B with a secondary, alkoxysilyl-functional monoamine C, to obtain the alkoxysilyl-functional polymer. The polymer can be used as an additive in preparation of a coating with easy-clean, anti-stain and anti-scratch properties, which can advantageously be used for coating various substrates in consumer electronics or automotive applications such as glass, metal, metal alloy, anodized substrates, plastics, composite etc.

First claim

The invention claimed is:

1. A fluorinated, alkoxysilyl-functional polymer, obtainable by a method consisting of the steps of:
a) reacting an OH-functional (per)fluoropolyether (PFPE) with a polyisocyanate A under urethane formation reaction conditions, to obtain an isocyanate-functional intermediate B, and
b) reacting isocyanate-functional intermediate B with a secondary, alkoxysilyl-functional monoamine C of general formula (I)
HN—(Y—Si—(OR 1 ) x (R 2 ) 3−x ) 2   (I)

wherein Y is bifunctional saturated C1-C10 alkylene group, R 1 and R 2 are independently from each other a C1-C3 alkyl group, x is an integer selected from 0-3, until no isocyanate content is detected anymore, to obtain the alkoxysilyl-functional polymer

wherein polyisocyanate A is a diisocyanate and wherein the OH-functional (per)fluoropolyether is a dihydroxyl-terminated (per)fluoropolyether of general structure
HO—(CH 2 CH 2 O) p —CH 2 —CF 2 —R f —CF 2 —CH 2 —(OCH 2 CH 2 ) q —OH

wherein p and q are integers independently chosen from 0 to 50, R f represents a bifunctional radical having perfluoropolyether structure (CF 2 CF 2 O) n , (CF 2 O) m or (CF 2 —CF 2 —O) n —(CF 2 —O) m , and wherein n and m are integers independently chosen from 1 to 100,
wherein the fluorinated, alkoxysilyl-functional polymer has a weight average molecular weight Mw in the range of from 2,000 to 20,000 Da and a number average molecular weight Mn in the range of from 1,000 to 8,000 Da.

2. The polymer according to claim 1 , wherein the polyisocyanate A is a cycloaliphatic diisocyanate.

3. The polymer according to claim 1 , wherein the secondary, alkoxysilyl-functional monoamine C is bis[3-(trialkoxysilyl)propyl] amine.

4. A solventborne coating composition comprising the fluorinated, alkoxysilyl-functional polymer according to claim 1 and further a fluorine-free silicone resin.

5. The coating composition according to claim 4 , wherein the fluorine-free silicone resin is obtained by hydrolysis of a fluorine-free silane D.

6. The coating composition according to claim 5 , wherein the fluorine-free silane D is selected from alkoxysilanes, alkoxy-functional aminosilanes and mixtures thereof.

7. A method of coating a substrate, comprising applying the solventborne coating composition according to claim 4 to a substrate and curing the coating composition.

8. A coated substrate obtained according to the method of claim 7 .

9. The coated substrate according to claim 8 , wherein the substrate is selected from glass, metal, metal alloys, anodized substrates, plastics and composite.

10. The coated substrate according to claim 9 , wherein the substrate is selected from the group consisting of polycarbonate acrylonitrile butadiene styrene (PC/ABS), polycarbonate, polyacrylate, polyolefin, polyamide, polystyrene, glass, wood, copper, aluminium, anodized aluminium, aluminium alloys, magnesium aluminium alloy, and Carbon Fiber Reinforced Polymer/Plastic (CFRP).

Assignees

• Akzo Nobel Coatings Int Bv

Inventors

• Shi Zheng
• Chen Xingshun
• Huang Quan James
• Fang Puxin
• Hong Lin

Classifications

• C08G18/755 Primary

  and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate · CPC title

• C09D175/04

  Polyurethanes · CPC title

• C08G2150/00

  Compositions for coatings · CPC title

• C08G77/24

  halogen-containing groups · CPC title

• C08G18/289 Primary

  containing silicon · CPC title