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Aromatic polymers incorporating bis-N-spirocyclic quaternary ammonium moieties for anion-exchange membranes

Pham, Thanh Huong LU and Jannasch, Patric LU (2015) In ACS Macro Letters 4(12). p.1370-1375
Abstract
We have prepared and studied a new class of anion conducting membrane materials functionalized with N-spirocyclic quaternary ammonium (QA) cations formed via cyclo-quaternization reactions involving pyrrolidine, piperidine and azepane, respectively. These groups were introduced in pairs, adjoined through fused phenyl rings along poly(arylene ether sulfone) backbones. Despite their bulkiness, the bis-N-spirocyclic QA moieties efficiently formed ionic clusters in anion-exchange membranes (AEMs) and showed thermal stability up to 309 oC. The bis-N-spirocyclic QA moieties had reasonable alkaline stability and the hydroxide ion conductivity of the AEMs increased with decreasing ring size, and a fully hydrated pyrrolidine-based AEM reached a... (More)
We have prepared and studied a new class of anion conducting membrane materials functionalized with N-spirocyclic quaternary ammonium (QA) cations formed via cyclo-quaternization reactions involving pyrrolidine, piperidine and azepane, respectively. These groups were introduced in pairs, adjoined through fused phenyl rings along poly(arylene ether sulfone) backbones. Despite their bulkiness, the bis-N-spirocyclic QA moieties efficiently formed ionic clusters in anion-exchange membranes (AEMs) and showed thermal stability up to 309 oC. The bis-N-spirocyclic QA moieties had reasonable alkaline stability and the hydroxide ion conductivity of the AEMs increased with decreasing ring size, and a fully hydrated pyrrolidine-based AEM reached a conductivity of 110 mS cm-1 at 80 oC. The results of this study indicate synthetic pathways to high-performance AEMs based on N-spirocyclic QA groups. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
ACS Macro Letters
volume
4
issue
12
pages
1370 - 1375
publisher
The American Chemical Society
external identifiers
  • wos:000366869500013
  • scopus:84949870729
ISSN
2161-1653
DOI
10.1021/acsmacrolett.5b00690
language
English
LU publication?
yes
id
d5e4c7e0-1c19-47c5-b513-e8ee5e4eff60 (old id 8171876)
alternative location
http://pubs.acs.org/doi/full/10.1021/acsmacrolett.5b00690
date added to LUP
2015-11-20 12:44:46
date last changed
2017-11-05 04:10:33
@article{d5e4c7e0-1c19-47c5-b513-e8ee5e4eff60,
  abstract     = {We have prepared and studied a new class of anion conducting membrane materials functionalized with N-spirocyclic quaternary ammonium (QA) cations formed via cyclo-quaternization reactions involving pyrrolidine, piperidine and azepane, respectively. These groups were introduced in pairs, adjoined through fused phenyl rings along poly(arylene ether sulfone) backbones. Despite their bulkiness, the bis-N-spirocyclic QA moieties efficiently formed ionic clusters in anion-exchange membranes (AEMs) and showed thermal stability up to 309 oC. The bis-N-spirocyclic QA moieties had reasonable alkaline stability and the hydroxide ion conductivity of the AEMs increased with decreasing ring size, and a fully hydrated pyrrolidine-based AEM reached a conductivity of 110 mS cm-1 at 80 oC. The results of this study indicate synthetic pathways to high-performance AEMs based on N-spirocyclic QA groups.},
  author       = {Pham, Thanh Huong and Jannasch, Patric},
  issn         = {2161-1653},
  language     = {eng},
  number       = {12},
  pages        = {1370--1375},
  publisher    = {The American Chemical Society},
  series       = {ACS Macro Letters},
  title        = {Aromatic polymers incorporating bis-<i>N</i>-spirocyclic quaternary ammonium moieties for anion-exchange membranes},
  url          = {http://dx.doi.org/10.1021/acsmacrolett.5b00690},
  volume       = {4},
  year         = {2015},
}