Halogenated compound, polymer comprising same, and polymer electrolyte membrane comprising same

Patent metadata

Field	Value
Publication number	US-2017338507-A1
Application number	US-201515531667-A
Country	US
Kind code	A1
Filing date	Dec 4, 2015
Priority date	Dec 4, 2014
Publication date	Nov 23, 2017
Grant date	—

Abstract

The present specification relates to a halogenated compound, a polymer and a polymer electrolyte membrane including the same.

First claim

1 . A halogenated compound represented by the following Chemical Formula 1:

wherein, in Chemical Formula 1,
R1 to R3 are the same as or different from each other, and each independently represented by a halogen group; the following Chemical Formula 2; or the following Chemical Formula 3;
at least one of R1 to R3 is a halogen group;
at least one of R1 to R3 is the following Chemical Formula 2;

in Chemical Formulae 2 and 3,
A is —SO 3 H, —SO 3 − M + , —COOH, —COO − M + , —PO 3 H 2 , —PO 3 H − M + , —PO 3 2− 2M + , —O(CF 2 ) m SO 3 H, —O(CF 2 ) m SO 3 − M + , —O(CF 2 ) m COOH, —O(CF 2 ) m COO − M + , —O(CF 2 ) m PO 3 H 2 , —O(CF 2 ) m PO 3 H − M + or —O(CF 2 ) m PO 3 2− 2M + ;
m is an integer of 1 to 6;
M is a group 1 element;
R4 and R5 are the same as or different from each other, and each independently a halogen group;
n is an integer of 2 to 10, and structures in the 2 to 10 parentheses are the same as or different from each other;
L is O, S, SO 2 , CO or CF 2 ; and
R6 is a hydroxyl group; or a halogen group.

2 . The halogenated compound of claim 1 , wherein R1 and R2 are a halogen group, and R3 is Chemical Formula 2.

3 . The halogenated compound of claim 1 , wherein the compound represented by Chemical Formula 1 is represented by any one of the following Chemical Formulae 1-1 to 1-9:

4 . The halogenated compound of claim 1 , wherein the structure represented by Chemical Formula 3 is represented by the following Chemical Formula 3-1 or Chemical Formula 3-2:

wherein, Chemical Formula 3-1 and Chemical Formula 3-2,
definitions of L and R6 are the same as in Chemical Formula 3.

5 . The halogenated compound of claim 4 , wherein R1 is Chemical Formula 3-1, R2 is Chemical Formula 2, and L is CO; CF 2 ; or SO 2 .

6 . The halogenated compound of claim 4 , wherein R1 is Chemical Formula 3-2, R3 is Chemical Formula 2, and L is S; or O.

7 . The halogenated compound of claim 1 , wherein the compound represented by Chemical Formula 1 is represented by any one of the following Chemical Formulae 1-10 to 1-15:

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

9 . The polymer of claim 8 comprising the monomer derived from the halogenated compound in 1 mol % to 100 mol %.

10 . The polymer of claim 8 , which is a block polymer including a hydrophilic block;
and a hydrophobic block, wherein the hydrophilic block includes the monomer derived from the halogenated compound.

11 . The polymer of claim 10 , wherein the hydrophilic block and the hydrophobic block are included in a ratio of 1:0.1 to 1:10 in the block polymer.

12 . The polymer of claim 8 , which has a weight average molecular weight of 500 g/mol to 5,000,000 g/mol.

13 . A polymer electrolyte membrane comprising the polymer of claim 8 .

14 . (canceled)

15 . (canceled)

16 . (canceled)

17 . A reinforced membrane comprising:
a substrate; and the polymer of claim 8 .

18 . A membrane-electrode assembly comprising:
an anode; a cathode; and the polymer electrolyte membrane of claim 13 provided between the anode and the cathode.

19 . A polymer electrolyte-type fuel cell comprising:
two or more of the membrane-electrode assemblies of claim 18 ; a stack including a bipolar plate provided between the membrane-electrode assemblies; a fuel supplying unit supplying fuel to the stack; and an oxidizer supplying unit supplying an oxidizer to the stack.

20 . A redox flow battery comprising:
a positive electrode cell including a positive electrode and a positive electrode liquid electrolyte; a negative electrode cell including a negative electrode and a negative electrode liquid electrolyte; and the polymer electrolyte membrane of claim 13 provided between the positive electrode cell and the negative electrode cell.

21 . A membrane-electrode assembly comprising:
an anode; a cathode; and the reinforced membrane of claim 17 provided between the anode and the cathode.

22 . A polymer electrolyte-type fuel cell comprising:
two of more of the membrane-electrode assemblies of claim 21 ; a stack including a bipolar plate provided between the membrane-electrode assemblies; a fuel supplying unit supplying fuel to the stack; and an oxidizer supplying unit supplying an oxidizer to the stack.

23 . A redox flow battery comprising:
a positive electrode cell including a positive electrode and a positive electrode liquid electrolyte; a negative electrode cell including a negative electrode and a negative electrode liquid electrolyte; and the reinforced membrane of claim 17 provided between the positive electrode cell and the negative electrode cell.

Assignees

• Lg Chemical Ltd

Inventors

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

Classifications

• H01M2300/0082

  Organic polymers · CPC title

• C07C319/20

  by reactions not involving the formation of sulfide groups · CPC title

• H01M8/188 Primary

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

• H01M8/1032

  having sulfur, e.g. sulfonated-polyethersulfones [S-PES] · CPC title

• C07C323/66 Primary

  containing sulfur atoms of sulfo, esterified sulfo or halosulfonyl groups, bound to the carbon skeleton · CPC title