Fluoropolymer coatings comprising aziridine compounds and non-fluorinated polymer

Patent metadata

Field	Value
Publication number	US-11292934-B2
Application number	US-201916696015-A
Country	US
Kind code	B2
Filing date	Nov 26, 2019
Priority date	Nov 7, 2013
Publication date	Apr 5, 2022
Grant date	Apr 5, 2022

Abstract

A fluoropolymer coating composition is described comprising an aqueous liquid medium, fluoropolymer particles dispersed in the aqueous liquid medium, and at least one aziridine compound. The aziridine compound comprises at least two aziridine groups (i.e. polyaziridine) or at least one aziridine group and at least one alkoxy silane group. In another embodiment, an article is described comprising a substrate wherein a surface of the substrate comprises a coating comprising fluoropolymer particles; and a reaction product of at least one aziridine compound comprising at least two aziridine groups or at least one aziridine group and at least one alkoxy silane group. The coating can be utilized as a primer for bonding a non-fluorinated substrate to a fluoropolymer film and/or the coating can be used as an (e.g. outer exposed) surface layer. In some embodiments, the article may be the (e.g. backside) film of a photovoltaic module.

First claim

What is claimed is:

1. A fluoropolymer coating composition comprising:
an aqueous liquid medium;
at least 50 wt. % solids of fluoropolymer particles having a fluorine content of at least 60 wt. % dispersed in the aqueous liquid medium,
up to 50 wt. % of non-fluorinated polymer particles dispersed in the aqueous liquid medium; and
at least one aziridine compound comprising at least two aziridine groups or at least one aziridine group and at least one alkoxy silane group.

2. The fluoropolymer coating composition of claim 1 wherein the aqueous liquid medium is basic.

3. The fluoropolymer coating composition of claim 1 further comprising inorganic oxide nanoparticles.

4. The fluoropolymer coating composition of claim 3 wherein the inorganic oxide nanoparticles comprise silica, clay, or a mixture thereof.

5. The fluoropolymer coating composition of claim 3 wherein the inorganic oxide nanoparticles have an average particle size of less than 100 nm.

6. The fluoropolymer coating composition of claim 1 wherein the aziridine compound has the general structure:

wherein R is a core moiety having a valency of Y;
L is a bond, a divalent atom, or a divalent linking group;
R 1 , R 2 , R 3 , and R 4 are independently hydrogen or a C 1 -C 4 alkyl; and
Y ranges from 2 to 6.

7. The fluoropolymer coating composition of claim 6 wherein R-L is a residue of a multi(meth)acrylate compound.

8. The fluoropolymer coating composition of claim 6 wherein the aziridine compound is free of hydrolyzable groups.

9. The fluoropolymer coating composition of claim 8 wherein the aziridine compound is free of ester groups.

10. The fluoropolymer coating composition of claim 1 wherein the aziridine compound has the general structure:

wherein R″ is hydrogen or a C 1 -C 4 alkyl;
X is a bond, a divalent atom, or a divalent linking group;
n is 0, 1 or 2;
m is 1, 2, or 3; and
and the sum or n+m is 3.

11. The fluoropolymer coating composition of claim 1 wherein the fluoropolymer comprises 15 to 35 mole-% of monomeric units derived from VF, VDF or a combination thereof.

12. The fluoropolymer coating composition of claim 1 wherein the fluoropolymer comprises at least 45 mole-% of monomeric units derived from TFE.

13. The fluoropolymer coating composition of claim 11 wherein the fluoropolymer further comprises monomeric units derived from HFP.

14. The fluoropolymer coating composition of claim 1 wherein the fluoropolymer comprises at least 50 mole-% of monomeric units derived from VF, VDF or a combination.

15. The fluoropolymer coating composition of claim 1 wherein the fluoropolymer comprises at least 50, 60, or 70 mole-% of repeat units derived from TFE and monomeric units derived from alkyl vinyl ether.

16. The fluoropolymer coating composition of claim 1 wherein the fluoropolymer comprises at least 45 mole-% of repeat units derived from TFE and monomeric units derived from perfluoroalkyl vinyl ether.

17. The fluoropolymer coating composition of claim 1 wherein the non-fluorinated polymers comprise polyurethane polymer, acrylic polymer, or a mixture thereof.

18. The fluoropolymer coating of claim 1 further independently comprising organic cosolvent, inorganic oxide nanoparticles, thickeners, surfactants, pigments, fillers, barrier particles, thermal stabilizers, and light stabilizers.

19. A coated substrate comprising a substrate wherein a surface of the coated substrate comprises a dried coating composition according to claim 1 .

20. An article comprising
a substrate wherein a surface of the substrate comprises a coating comprising
at least 50 wt. % fluoropolymer particles having a fluorine content of at least 60 wt. %;
up to 50 wt. % of non-fluorinated polymer particles; and
a reaction product of at least one aziridine compound comprising at least two aziridine groups or at least one aziridine group and at least one alkoxy silane group.

Assignees

• 3M Innovative Properties Co

Inventors

• Jing Naiyong
• Hamer Kevin M
• Peterson Jeffrey A
• Blong Thomas J
• Fletcher Timothy D
• Juergens Michael
• Muggli Mark W
• Damte Gezahegn D

Classifications

• H10F19/85

  Protective back sheets · CPC title

• C09D127/18 Primary

  Homopolymers or copolymers of tetrafluoroethene · CPC title

• C08L75/04

  Polyurethanes · CPC title

• Y02E10/50

  Photovoltaic [PV] energy · CPC title

• C09D127/16

  Homopolymers or copolymers of vinylidene fluoride · CPC title