Fluoropolymer compositions comprising fluorinated additives, coated substrates and methods

Patent metadata

Field	Value
Publication number	US-2021147704-A1
Application number	US-201917045292-A
Country	US
Kind code	A1
Filing date	Jun 11, 2019
Priority date	Jun 12, 2018
Publication date	May 20, 2021
Grant date	—

Abstract

A composition is described comprising at least one fluoropolymer. The fluoropolymer comprises at least 90% by weight based on the total weight of the fluoropolymer of polymerized units derived from perfluorinated monomers selected from tetrafluoroethene (TFE) and one or more unsaturated perfluorinated alkyl ethers and a fluorinated additive having a Mw of no greater than 50,000 g/mole comprising a partially fluorinated or perfluorinated alkyl or ether group. In some embodiments, the composition further comprises a fluorinated solvent. Also described are substrates comprising a coated surface of the fluoropolymer composition described herein.

First claim

1 . A composition comprising
at least one fluoropolymer, wherein the fluoropolymer comprises at least 90% by weight based on the total weight of the fluoropolymer of polymerized units derived from perfluorinated monomers selected from tetrafluoroethene (TFE) and one or more unsaturated perfluorinated alkyl ethers; a fluorinated solvent; and a fluorinated additive having a Mw of no greater than 50,000 g/mole comprising a partially fluorinated or perfluorinated alkyl or (poly)ether group.

2 . The composition of claim 1 wherein the fluorinated additive further comprises a silane group or a (meth)acrylate group.

3 . The composition of claim 1 wherein the fluorinated additive has the general formula
Rf-[LSi(R 1 ) 3-x (R 2 ) x ] y

wherein Rf is a perfluorinated or partially fluorinated alkyl or (poly)ether group;
L is a covalent bond or a divalent linking group;
R 1 is independently hydroxyl or a hydrolyzable group;
R 2 group is a non-hydrolyzable group;
x ranges from 0-2; and
y is 1 or 2.

4 . The composition of claim 1 wherein the fluorinated additive has the general formula
Rf-L-[OC(O)CR 3 ═CH 2 ] z

wherein Rf is a perfluorinated or partially fluorinated alkyl or (poly)ether group;
L is a covalent bond or a multivalent linking group; and
z ranges from 2 to 6.

5 . The composition of claim 1 wherein the concentration of fluorinated additive ranges from 10 to 50 wt. % solids.

6 . The composition of claim 1 wherein the unsaturated perfluorinated alkyl ether of the fluoropolymer has the general formula
R f —O—(CF 2 ) n —CF═CF 2

wherein n is 1 or 0 and R f is a perfluoroalkyl group or perfluoroether group.

7 . The composition of claim 1 wherein the fluoropolymer comprises one or more cure sites selected from nitrile, iodine, bromine, or a combination thereof.

8 . The composition of claim 1 wherein the fluoropolymer comprises 40 to 60% by weight of polymerized units of TFE based on the total weight of the fluoropolymer.

9 . The composition of claim 1 wherein the fluoropolymer contains 0 to 5 wt.-% of polymerized units derived from non-fluorinated or partially fluorinated monomers.

10 . The composition of claim 1 wherein the composition further comprises an amine compound.

11 . The composition of claim 1 wherein the composition further comprises an alkoxy silane compound.

12 . The composition of claim 1 wherein the composition comprises 0.01 to 25% by weight of the fluoropolymer based on the weight of the total composition.

13 . The composition of claim 1 wherein the solvent has a GWP of less than 1000.

14 . The composition of claim 1 wherein the solvent comprises a branched, partially fluorinated ether and wherein the partially fluorinated ether corresponds to the formula:
Rf—O—R

wherein Rf is selected from perfluorinated and partially fluorinated alkyl or (poly)ether groups and R is selected from partially fluorinated and non-fluorinated alkyl groups.

15 . The composition of claim 14 wherein the partially fluorinated ether corresponds to the formula:
C p F 2p+1 —O—C q H 2q+1

wherein q is an integer from 1 to 5 and p is an integer from 5 to 11.

16 . The composition according to claim 15 wherein the C p F 2p+1 unit is branched.

17 . A composition comprising at least one fluoropolymer, wherein the fluoropolymer comprises at least 90% by weight based on the total weight of the fluoropolymer of polymerized units derived from perfluorinated monomers selected from tetrafluoroethene (TFE) and one or more unsaturated perfluorinated alkyl ethers; and a fluorinated additive having a Mw of no greater than 50,000 g/mole comprising a partially fluorinated or perfluorinated alkyl or (poly)ether group.

19 . (canceled)

20 . A substrate comprising a coated surface wherein the surface comprises
a crosslinked fluoropolymer, wherein the fluoropolymer comprises at least 90% by weight based on the total weight of the fluoropolymer of polymerized units derived from perfluorinated monomers selected from tetrafluoroethene (TFE) and one or more unsaturated perfluorinated alkyl ethers; and one or more cure sites selected from nitrile, iodine, bromine, or a combination thereof; and a fluorinated additive having a Mw of no greater than 50,000 g/mole comprising a partially fluorinated or perfluorinated alkyl or (poly)ether group.

21 . (canceled)

22 . A method of making a coated substrate comprising:
i) applying a coating composition to a substrate wherein the coating composition comprises
at least one fluoropolymer, wherein the fluoropolymer comprises cure sites and at least 90% by weight based on the total weight of the fluoropolymer of polymerized units derived from perfluorinated monomers selected from tetrafluoroethene (TFE) and one or more unsaturated perfluorinated alkyl ethers;
fluorinated solvent, and
a fluorinated additive having a Mw of no greater than 50,000 g/mole comprising a partially fluorinated or perfluorinated alkyl or ether group; and
ii) removing the solvent; and iii) curing the fluoropolymer at a temperature above 135° C. and/or curing the fluoropolymer by exposure to actinic radiation concurrently or after to removing the solvent.

23 - 24 . (canceled)

Assignees

• 3M Innovative Properties Co

Inventors

• Jing Naiyong
• Nguyen Tho Q
• Hintzer Klaus
• Smith Molly J
• Damte Gezahegn D

Classifications

• C09D127/18 Primary

  Homopolymers or copolymers of tetrafluoroethene · CPC title

• C08K5/544

  containing nitrogen · CPC title

• C08K5/06

  Ethers; Acetals; Ketals; Ortho-esters · CPC title

• C08K5/5415

  containing at least one Si—O bond · CPC title