Proton exchange material and method therefor

Patent metadata

Field	Value
Publication number	US-9923224-B2
Application number	US-201214654455-A
Country	US
Kind code	B2
Filing date	Dec 21, 2012
Priority date	Dec 21, 2012
Publication date	Mar 20, 2018
Grant date	Mar 20, 2018

Abstract

A proton exchange material includes a linear perfluorinated carbon backbone chain and a side chain extending off of the linear perfluorinated carbon backbone chain. The side chain includes at least one sulfonimide group, —SO2-NH—SO2-, and a carbon chain link between the at least one sulfonimide group and the linear perfluorinated carbon backbone chain. The carbon chain link has less than three carbon atoms.

First claim

What is claimed is:

1. A proton exchange material comprising:
a linear perfluorinated carbon backbone chain; and
a side chain extending off of the linear perfluorinated carbon backbone chain, the side chain being —O—CF 2 —CF 2 —SI—Rf—SI—CF 3 , wherein SI is sulfonamide and Rf is —(CF 2 ) n′ —O—(CF 2 ) n′ , where n′ is 1-4.

2. The proton exchange material as recited in claim 1 , having an equivalent weight of 800 or less.

3. The proton exchange material as recited in claim 1 , wherein the linear perfluorinated carbon backbone chain is —(CF 2 —CF 2 ) x —(CF 2 —CF)—, where x is 2-7.

4. The proton exchange material as recited in claim 3 , wherein x is 4-5.

5. A method for producing a proton exchange material, the method comprising:
forming a polymer having a linear perfluorinated carbon backbone chain and a side chain extending off of the linear perfluorinated carbon backbone chain, the side chain being —O—CF 2 —CF 2 —SI—Rf—SI—CF 3 , wherein SI is sulfonimide and Rf is —(CF 2 ) n′ —O—(CF 2 ) n′ , where n′ is 1-4.

6. The method as recited in claim 5 , wherein the forming includes:
(a) copolymerizing tetrafluoroethylene and a perfluorinated vinyl ether monomer to produce the linear perfluorinated carbon backbone chain and a precursor side chain extending off of the linear perfluorinated carbon backbone chain, the precursor side chain terminating in a sulfonyl fluoride group, —SO 2 —F,
(b) exposing a product of said step (a) to ammonia to convert sulfonyl fluoride group to a sulfonamide group, —SO 2 —NH 2 , and
(c) contacting a product of said step (b) with an end-capping agent to convert the sulfonamide group to the side chain including a sulfonimide group.

7. The method as recited in claim 6 , wherein the end-capping agent is F—SO 2 —Rf—SI—CF 3 , wherein SI is sulfonimide and Rf is —(CF 2 ) n′ —O—(CF 2 ) n′ , where n′ is 1-4.

8. The method as recited in claim 5 , wherein the forming includes synthesizing a perfluorinated sulfonic acid precursor and converting sulfonyl fluoride groups, —SO 2 F, in the perfluorinated sulfonic acid precursor to amide groups, —SO 2 —NH 2 .

9. The method as recited in claim 8 , wherein the forming includes converting the amide groups, —SO 2 —NH 2 , to a sulfonimide group.

Assignees

• Audi Ag
• Toyota Motor Co Ltd

Inventors

• Yang Zhiwei
• Gummalla Mallika
• Hosokawa Yoichi

Classifications

• C08J5/2237

  containing fluorine · CPC title

• C08F14/18

  Monomers containing fluorine · CPC title

• C08F214/262

  with fluorinated vinyl ethers · CPC title

• H01M2008/1095

  Fuel cells with polymeric electrolytes · CPC title

• C08J5/2243

  obtained by introduction of active groups capable of ion-exchange into compounds of the type C08J5/2231 · CPC title