Compound comprising aromatic ring having sulfonamide and ion transport group, polymer comprising same, and polyelectrolyte membrane using same

Patent metadata

Field	Value
Publication number	US-10418656-B2
Application number	US-201615542747-A
Country	US
Kind code	B2
Filing date	Jan 26, 2016
Priority date	Jan 26, 2015
Publication date	Sep 17, 2019
Grant date	Sep 17, 2019

Abstract

The present specification relates to a compound comprising an aromatic ring, a polymer comprising the same, a polyelectrolyte membrane comprising the same, a membrane-electrode assembly comprising the polyelectrolyte membrane, a fuel cell comprising the membrane-electrode assembly, and a redox flow battery comprising the polyelectrolyte membrane.

First claim

The invention claimed is:

1. A compound comprising an aromatic ring represented by the following Chemical Formula 1:

in Chemical Formula 1,
A is a direct bond, S, O, NH, or SO 2 ,
L and Q are the same as or different from each other, and are each independently represented by the following Chemical Formula 2 or 3,

n is an integer from 1 to 16,
m, n1, and n2 are each an integer from 0 to 16,
when n and m are each an integer of 2 or more, a plurality of structures in the parenthesis is the same as or different from each other,
two to four of R1 to R5 are the same as or different from each other, and are each independently a hydroxy group or a halogen group, and the remaining of R1 to R5 is/are hydrogen,
R6 is selected from the group consisting of —SO 3 H, —SO 3 − M + , —COOH, —COO − M + , —PO 3 H 2 , —PO 3 H − M + , −PO 3 2− 2M + , and a group represented by the following Chemical Formula 4,

in Chemical Formula 4,
at least one of R7 to R9 is selected from the group consisting of —SO 3 H, —SO 3 − M + , —COOH, —COO − M + , —PO 3 H 2 , —PO 3 H − M + , and —PO 3 2− 2M + , and the others remaining of R7 to R9 are hydrogen,
and
M is a Group 1 element.

2. The compound of claim 1 , wherein R1 and R5 are a halogen group, and R2 to R4 are hydrogen.

3. The compound of claim 1 , wherein R2 and R5 are a halogen group, and R1, R3, and R4 are hydrogen.

4. The compound of claim 1 , wherein R3 and R5 are a halogen group, and R1, R2, and R4 are hydrogen.

5. The compound of claim 1 , wherein R2 and R4 are a halogen group or a hydroxy group, and R1, R3, and R5 are hydrogen.

6. The compound of claim 1 , wherein at least one of R7 to R9 is —SO 3 H or —SO 3 − M + , the remaining of R7 to R9 are hydrogen, and the definition of M is the same as that in Chemical Formula 1.

7. The compound of claim 1 , wherein the compound represented by Chemical Formula 1 is any one selected from the following structures:

8. A polymer comprising a monomer derived from the compound of claim 1 .

9. The polymer of claim 8 , wherein the polymer is represented by the following Chemical Formula 5:

in Chemical Formula 5,
p and q are each more than 0 and less than 1, and p+q=1.

10. A polyelectrolyte membrane comprising the polymer of claim 8 .

11. The polyelectrolyte membrane of claim 10 , wherein the polyelectrolyte membrane has an ion exchange capacity (IEC) value of 0.01 mmol/g to 7 mmol/g.

12. The polyelectrolyte membrane of claim 10 , wherein the polymer has a weight average molecular weight of 500 or more and 5,000,000 or less (g/mol).

13. The polyelectrolyte membrane of claim 10 , wherein the polyelectrolyte membrane has a thickness of 1 μm or more and 500 μm or less.

14. The polyelectrolyte membrane of claim 10 , wherein the polyelectrolyte membrane has ion conductivity of 0.01 S/cm or more and 0.5 S/cm or less.

15. A membrane-electrode assembly comprising:
an anode;
a cathode; and
the polyelectrolyte membrane of claim 10 disposed between the anode and the cathode.

16. A polyelectrolyte-type fuel cell comprising:
the two or more membrane-electrode assemblies according to claim 15 ;
a stack which comprises a bipolar plate disposed between the membrane-electrode assemblies;
a fuel supplying part which supplies fuel to the stack; and
an oxidizing agent supplying part which supplies an oxidizing agent to the stack.

17. A redox flow battery comprising:
a positive electrode cell comprising a positive electrode and a positive electrode electrolytic solution;
a negative electrode cell comprising a negative electrode and a negative electrode electrolytic solution; and
the polyelectrolyte membrane of claim 10 disposed between the positive electrode cell and the negative electrode cell.

Assignees

• Lg Chemical Ltd

Inventors

• Jang Yong Jin
• Han Joong Jin
• Kim Youngjea
• Kang Esder
• Jung Sehee
• Ryu Hyun Woog
• Yu Yunah

Classifications

• H01M8/1067

  characterised by their physical properties, e.g. porosity, ionic conductivity or thickness · CPC title

• C08G65/00

  Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule · CPC title

• H01M2008/1095

  Fuel cells with polymeric electrolytes · CPC title

• H01M8/188

  by recharging of redox couples containing fluids; Redox flow type batteries · CPC title

• H01M8/1004

  characterised by membrane-electrode assemblies [MEA] (H01M8/12 takes precedence) · CPC title