Fluoropolymers, methods of preparing fluoropolymers, and coating compositions containing fluoropolymers

Patent metadata

Field	Value
Publication number	US-10544260-B2
Application number	US-201715690580-A
Country	US
Kind code	B2
Filing date	Aug 30, 2017
Priority date	Aug 30, 2017
Publication date	Jan 28, 2020
Grant date	Jan 28, 2020

Abstract

A fluoropolymer having fluoropolyether linkages, at least two ester linkages, and hydrolyzable functional groups is represented by chemical structure (I):

With respect to chemical structure (I), m is a number from 1 to 4 and n is a number from 10 to 60, each R 1 is independently fluorine or CF 3 , R 2 is an alkylene group, R 3 is an alkylene group in which one or more hydrogens of the alkylene group are optionally substituted with fluorine, R 4 is an alkyl group in which one or more hydrogens of the alkyl group are substituted with fluorine, R 5 is an alkylene group in which at least one hydrogen of the alkylene group is substituted with a group comprising CF 3 , CF 2 H, or a hydrolyzable silyl group, and Z is a group represented by chemical structure (II),

Methods of preparing the fluoropolymer and coating compositions containing the fluoropolymer are also included.

First claim

The invention claimed is:

1. A fluoropolymer comprising fluoropolyether linkages, at least two ester linkages, and at least one hydrolyzable functional group, wherein the fluoropolymer is represented by chemical structure (I):

wherein m is a number from 1 to 4 and n is a number from 10 to 60,
each R 1 is independently fluorine or CF 3 ,
R 2 is an alkylene group,
R 3 is an alkylene group in which one or more hydrogens of the alkylene group are optionally substituted with fluorine,
R 4 is an alkyl group in which one or more hydrogens of the alkyl group are substituted with fluorine,
R 5 is an alkylene group in which at least one hydrogen of the alkylene group is substituted with a group comprising CF 3 , CF 2 H, or a hydrolyzable silyl group, and
Z is a group represented by chemical structure (II),

wherein a is 3,
R 6 is an alkylene group that is interrupted by an oxygen atom,
W is a C 1 to C 4 alkyl group, and
Y is an alkoxy group.

2. The fluoropolymer of claim 1 , wherein the alkylene group of R 3 is completely free of fluorine.

3. The fluoropolymer of claim 1 , wherein all the hydrogens of the alkylene group of R 3 are substituted with fluorine.

4. The fluoropolymer of claim 1 , wherein all the hydrogens of the alkyl group of R 4 are substituted with fluorine.

5. The fluoropolymer of claim 1 , wherein the at least one hydrogen of the alkylene group of R 5 is substituted with a group represented by chemical structure (III):

wherein p is a number from 1 to 8,
R 9 is an alkylene group,
each R 7 is independently an alkyl group, and
A is CF 3 or CF 2 H.

6. The fluoropolymer of claim 1 , wherein the at least one hydrogen of the alkylene group of R 5 is substituted with a group represented by chemical structure (IV):

wherein B is CF 3 or CF 2 H.

7. The fluoropolymer of claim 1 , wherein the at least one hydrogen of the alkylene group of R 5 is substituted with a group represented by chemical structure (V):

wherein b is a number from 1 to 3,
R 10 is an alkylene group,
X is a C 1 to C 4 alkyl group, and
T is a hydrolyzable group.

8. The fluoropolymer of claim 1 , wherein the fluoropolymer is completely free of siloxane units.

9. A coating composition comprising:
a) the fluoropolymer of claim 1 ; and
b) a non-aqueous solvent.

10. The coating composition of claim 9 , wherein the non-aqueous solvent comprises a fluorinated solvent.

11. The coating composition of claim 9 , wherein the fluoropolymer comprises an amount within a range from 0.01 weight % to 8 weight % of the coating composition based on the total weight of the coating composition.

12. The coating composition of claim 9 , further comprising an acid catalyst.

13. A substrate at least partially coated with a coating formed from the coating composition of claim 9 .

14. The substrate of claim 13 , wherein the substrate is glass, polymethylmethacrylate, polycarbonate, polyethylene terephthalate, polyurea-urethane, polyamide, triacetate, cyclo olefin polymer, allyl diglycol carbonate, or a combination thereof.

15. The substrate of claim 13 , wherein the substrate forms at least a portion of an electronic device.

16. A fluoropolymer comprising fluoropolyether linkages, at least two ester linkages, and at least one hydrolyzable functional group, wherein the fluoropolymer is represented by chemical structure (I):

wherein m is a number from 1 to 4 and n is a number from 10 to 60,
each R 1 is independently fluorine or CF 3 ,
R 2 is an alkylene group,
R 3 is an alkylene group in which all the hydrogens of the alkylene group are substituted with fluorine,
R 4 is an alkyl group in which one or more hydrogens of the alkyl group are substituted with fluorine,
R 5 is an alkylene group in which at least one hydrogen of the alkylene group is substituted with a group comprising CF 3 , CF 2 H, or a hydrolyzable silyl group, and
Z is a group represented by chemical structure (II),

wherein a is a number from 1 to 3,
R 6 is an alkylene group that is interrupted by an oxygen atom,
W is a C 1 to C 4 alkyl group, and
Y is a hydrolyzable group.

17. A fluoropolymer comprising fluoropolyether linkages, at least two ester linkages, and at least one hydrolyzable functional group, wherein the fluoropolymer is represented by chemical structure (I):

wherein m is a number from 1 to 4 and n is a number from 10 to 60,
each R 1 is independently fluorine or CF 3 ,
R 2 is an alkylene group,
R 3 is an alkylene group in which one or more hydrogens of the alkylene group are optionally substituted with fluorine,
R 4 is an alkyl group in which one or more hydrogens of the alkyl group are substituted with fluorine,
Z is a group represented by chemical structure (II),

wherein a is a number from 1 to 3,
R 6 is an alkylene group that is interrupted by an oxygen atom,
W is a C 1 to C 4 alkyl group, and
Y is a hydrolyzable group, and
R 5 is an alkylene group in which at least one hydrogen of the alkylene group is substituted with a group represented by chemical structure (III), chemical structure (IV), or chemical structure (V):

wherein p is a number from 1 to 8,
R 9 is an alkylene group,
each R 7 is independently an alkyl group, and
A is CF 3 or CF 2 H;

wherein B is CF 3 or CF 2 H;

wherein b is a number from 1 to 3,
R 10 is an alkylene group,
X is a C 1 to C 4 alkyl group, and
T is a hydrolyzable group.

18. An electronic device at least partially coated with a coating formed from a coating composition comprising:
(a) a non-aqueous solvent; and
(b) a fluoropolymer comprising fluoropolyether linkages, at least two ester linkages, and at least one hydrolyzable functional group, wherein the fluoropolymer is represented by chemical structure (I):

wherein m is a number from 1 to 4 and n is a number from 10

Assignees

• Ppg Ind Ohio Inc

Inventors

• Shao Jiping
• Zhou Hongying
• Lu Songwei
• Schwendeman Irina

Classifications

• C08G63/6954

  derived from polxycarboxylic acids and polyhydroxy compounds · CPC title

• C08G63/6824

  derived from polycarboxylic acids and polyhydroxy compounds · CPC title

• C08G63/78

  Preparation processes · CPC title

• C08G63/668 Primary

  derived from polycarboxylic acids and polyhydroxy compounds · CPC title

• C08G65/336 Primary

  containing silicon · CPC title