IP Library › Granted Patent US 12,291,513
Granted Patent B2
US 12,291,513 · App. 17/734,377 · Granted May 6, 2025

Pyridinium derivatives made by hydrothermal synthesis for use as anolytes in electrochemical cells

Inventors: Dawei Feng (Madison, WI); Xiuliang Lyu (Madison, WI); Patrick Sullivan (Madison, WI); Wenjie Li (Ithaca, NY)
Assignee: Wisconsin Alumni Research Foundation
C07D401/04H01M8/08H01M8/188H01M2300/0002
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Quick Facts
Patent No.
US 12,291,513
App. No.
17/734,377
Granted
May 6, 2025
Kind
B2
Abstract

Pyridinium derivatives, methods of making the pyridinium derivatives, and electrochemical cells that use the pyridinium derivatives as anolytes are provided. The pyridinium derivatives have a redox core with two or more pyridinium groups and substituents at pyridinium ring nitrogen atoms. The pyridinium derivatives can be made by reacting pyridyl reactant molecules having two or more pyridyl groups with water-soluble derivatizing reactant molecules via a hydrothermal synthesis.

Claims (14)

1. A 4,4′-dipyridinium derivative comprising a 4,4′-dipyridinium group, wherein a nitrogen atom of at least one pyridinium ring of the 4,4′-dipyridinium group has a substituent comprising a secondary alcohol on an alkyl chain with a terminal ammonium group, and further wherein neither of the pyridinium rings of the 4,4′-dipyridinium group has a substituent comprising a substituted aryl group.

2. The 4,4′-dipyridinium derivative of claim 1 , wherein the 4,4′-dipyridinium derivative has the structure:

3. The 4,4′-dipyridinium derivative of claim 1 , wherein the 4,4′-dipyridinium derivative is an asymmetric 4,4′-dipyridinium derivative.

4. The 4,4′-dipyridinium derivative of claim 1 , wherein the 4,4′-dipyridinium derivative is a symmetric 4,4′-dipyridinium derivative.

5. The 4,4′-dipyridinium derivative of claim 1 , wherein the 4,4′-dipyridinium derivative has the structure:

6. The 4,4′-dipyridinium derivative of claim 1 , wherein the 4,4′-dipyridinium derivative has the structure:

where n is an integer in the range from 1 to 5.

7. An electrochemical cell comprising:

an anode;

an anolyte in contact with the anode, the anolyte comprising the 4,4′-dipyridinium derivative of claim 1 ;

a cathode;

a catholyte in contact with the cathode; and

a membrane between the anolyte and the catholyte.

8. The electrochemical cell of claim 7 , wherein the electrochemical cell is an aqueous flow battery.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2022
From: FENG, DAWEI; LYU, XIULIANG; SULLIVAN, PATRICK; LI, WENJIE
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 061114/0896 →
Continuity (2)
Provisional Application 63183162 · May 3, 2021
Related Publication 20220363663A1 · Nov 17, 2022
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