IP Library Granted Patent US 11,773,228
Granted Patent B2
US 11,773,228 · App. 17/725,530 · Granted Oct 3, 2023

Chemically modified anion exchange membrane and method of preparing the same

Inventors: Chang Hyun Lee (Seongnam-si, KR); Jin Pyo Hwang (Cheonan-si, KR)
C08J5/2293B01D61/44B01D69/10B01D69/12B01D71/26B01D71/36B01D71/48B01D71/56B01D71/64B01D71/66B01J41/13B01J41/14C08J5/2281B01J39/20C08J2327/18
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Quick Facts
Patent No.
US 11,773,228
App. No.
17/725,530
Granted
Oct 3, 2023
Kind
B2
Abstract

The present invention relates to a chemically modified anion exchange membrane and a method of preparing the same and, more particularly, an anion exchange membrane in which sulfonic acid groups in a perfluorinated sulfonic acid electrolyte membrane are substituted with anion conductive groups such as ammonium group, phosphonium group, imidazolium group, pyridinium group and sulfonium group, and a method of preparing an anion exchange membrane by chemically modifying sulfonic acid groups in a perfluorinated sulfonic acid electrolyte membrane.

Claims (14)

1. A method of preparing an anion exchange membrane, comprising:

a) chlorinating sulfonic acid groups in a perfluorinated sulfonic acid electrolyte membrane;

b) introducing bridge groups to the chlorinated electrolyte membrane; and

c) substituting the chlorine groups in the bridge group-introduced electrolyte membrane with anion-conductive functional groups

selected from phosphonium group, imidazolium group, pyridinium group or sulfonium group.

2. The method of claim 1 , wherein the perfluorinated sulfonic acid electrolyte membrane is a perfluorinated sulfonic acid ionomer free-standing membrane or a reinforced composite membrane including porous supports.

3. The method of claim 2 , wherein the perfluorinated sulfonic acid ionomer is selected from the group consisting of poly(perfluorosulfonic acid)s, sulfonic acid-containing-copolymers composed of tetrafluoroethylene and fluorovinylether, and their mixtures thereof.

4. The method of claim 2 , wherein the porous supports of the reinforced composite membrane are selected from the group consisting of polytetrafluoroethylene, poly(vinyldifluoroethylene), polyethylene, polypropylene, poly(ethyleneterephthalate), polyimide and polyamide.

5. The method of claim 1 , wherein the chlorination is performed by treating the perfluorinated sulfonic acid electrolyte membrane with a solution including one or more compounds selected from the groups consisting of SOCl 2 , MeSO 2 Cl, PCl 5 , POCl 3 , and dichloromethane (DCM).

6. The method of claim 1 , wherein the introduction of bridge groups is performed by treating the chlorinated electrolyte membrane with a solution including chlorobenzene, bromobenzene, or their mixtures thereof.

7. The method of claim 1 , wherein the bridge group is phenyl group.

8. The method of claim 1 , wherein the substitution of chlorine groups with anion-conductive functional groups is to react the bridge group-introduced electrolyte membrane with a solution including one or more compounds selected from tris(2,4,6-trimethoxyphenyl)-phosphine, 1-methylimidazole, pyridine, 4-dimethylamino pyridine, dimethyl sulfide and methyl phenyl sulfide.

9. The method of claim 1 , wherein each of the chlorination, the introduction of bridge groups, and the substitution of chlorine groups with anion-conductive functional groups is performed at 10 to 130° C. for 30 seconds to 24 hours.

10. The method of claim 1 , further comprising washing and drying, after each of the chlorination, the introduction of bridge groups and the substitution with anion-conductive functional groups.

Assignments (2)
RELEASE OF SECURITY INTEREST Recorded Oct 16, 2024
From: PNC BANK, NATIONAL ASSOCIATION, AS AGENT
To: STONERIDGE, INC.; STONERIDGE ELECTRONICS, INC.; STONERIDGE CONTROL DEVICES, INC.
Reel/Frame 069175/0944 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2022
From: LEE, CHANG HYUN; HWANG, JIN PYO
To: DANKOOK UNIVERSITY CHEONAN CAMPUS INDUSTRY ACADEMIC COOPERATION FOUNDATION
Reel/Frame 059656/0960 →