Crosslinked speek cation exchange membrane having improved chemical stability by radiation and method of preparing the same

Patent metadata

Field	Value
Publication number	US-9790339-B2
Application number	US-201414288476-A
Country	US
Kind code	B2
Filing date	May 28, 2014
Priority date	Nov 11, 2013
Publication date	Oct 17, 2017
Grant date	Oct 17, 2017

Abstract

Provided is a method of preparing a crosslinked sulfonated poly(ether ether ketone) (SPEEK) cation exchange membrane including: preparing a crosslinker mixture of a first crosslinker containing two or more vinyl oxy groups and a second crosslinker containing three or more vinyl groups; preparing a mother liquor containing the crosslinker mixture, a SPEEK polymer substituted with sodium, and a solvent; and casting the mother liquor and then irradiating radiation thereon.

First claim

What is claimed is:

1. A method of preparing a crosslinked sulfonated poly(ether ether ketone) (SPEEK) cation exchange membrane, the method comprising:
preparing a crosslinker mixture, wherein the crosslinker mixture comprises:
a first crosslinker represented by Chemical Formula 1, wherein the first crosslinker is present in an amount of 60 to 95 wt % of a total amount of the crosslinker mixture; and
a second crosslinker, wherein the second crosslinker comprises at least one of triallyl isocyanurate or pentaerythritol triallyl ether, and is present in an amount of 5 to 40 wt % of the total amount of the crosslinker mixture;

preparing a mother liquor containing the crosslinker mixture, a SPEEK polymer substituted with sodium, and a solvent;
casting the mother liquor; and
irradiating the mother liquor with a radioactive ray,

wherein A is at least one selected from the group consisting of

 and each of m and n is independently an integer of 1 to 5, and
wherein each of R 1 to R 10 is independently at least one selected from the group consisting of hydrogen, and a C 1 ˜C 6 alkyl.

2. The method of claim 1 , wherein the mother liquor contains 0.1 to 20 wt % of the crosslinker mixture, 1 to 30 wt % of the SPEEK polymer substituted with sodium, and 65 to 95 wt % of the solvent.

3. The method of claim 1 , wherein the first crosslinker contains any one or at least two selected from 1,4-butanediol divinyl ether, 1,6-hexanediol divinyl ether, di(ethylene glycol) divinyl ether, tri(ethylene glycol) divinyl ether, tetra(ethylene glycol) divinyl ether, and 1,4-cyclohexanedimethanol divinyl ether.

4. The method of claim 1 , wherein the solvent is any one or a mixture of at least two selected from a group consisting of N,N-dimethylacetamide, N-methyl-2-pyrrolidone, dimethylsulfoxide, tetrahydrofuran, dimethylformamide, toluene, cyclohexane, benzene, chlorobenzene, diphenyl ether, and 1,3,5-trimethylbenzene.

5. The method of claim 1 , wherein the radioactive ray is any one selected from a group consisting of gamma ray, UV ray, and electron ray.

6. The method of claim 5 , wherein the radioactive ray is the electron ray.

7. The method of claim 1 , wherein the radioactive ray is irradiated at a dose rate of 0.1 to 10 kGy/min and an irradiation dose of 50 to 600 kGy.

8. The method of claim 1 , wherein the radioactive ray is irradiated at a dose rate of 1 to 7 kGy/min and an irradiation dose of 200 to 400 kGy.

9. A crosslinked sulfonated poly(ether ether ketone) (SPEEK) cation exchange membrane prepared by the method of claim 1 .

10. A fuel cell membrane comprising the crosslinked SPEEK cation exchange membrane of claim 9 .

11. A water treatment membrane comprising the crosslinked SPEEK cation exchange membrane of claim 9 .

Assignees

• Korea Atomic Energy Res

Inventors

• Shin Junhwa
• Sohn Joon Yong
• Song Ju-Myung
• Lee Sun-Young
• Woo Hyun-Su

Classifications

• H01M2008/1095

  Fuel cells with polymeric electrolytes · CPC title

• H01M8/1081

  starting from solutions, dispersions or slurries exclusively of polymers · CPC title

• C08J3/24

  Crosslinking, e.g. vulcanising, of macromolecules (mechanical aspects B29C35/00; crosslinking agents C08K) · CPC title

• C08J5/2256 Primary

  based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation · CPC title

• Y02P70/56

  Cross-Sectional Technologies · mapped topic