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Hydroxide Ion Conducting Membranes Dually Functionalized with Cationic and Zwitterionic Groups

Shirole, Anuja LU ; Mansouri Bakvand, Pegah LU and Jannasch, Patric LU orcid (2023) In ACS Applied Energy Materials 6(13). p.7240-7249
Abstract
A series of ether-free poly(p-terphenyl piperidinium)s carrying both cationic and zwitterionic groups were prepared and evaluated as anion-exchange membranes (AEMs). First, a zwitterionic monomer (zwPip) was synthesized by sulfoalkylation of N-methyl-4-piperidone (Pip) using 1,4-butane sultone. Pip and zwPip were then employed in superacid-mediated polyhydroxyalkylations with p-terphenyl to prepare precursor copolymers containing 20, 30, and 40 mol % of zwPip units. Next, the Pip units were fully quaternized in a Menshutkin reaction with iodomethane. AEMs cast from these copolymers with ion-exchange capacities between 1.8 and 2.2 m equiv g–1 displayed excellent hydroxide ion conductivities, reaching up to... (More)
A series of ether-free poly(p-terphenyl piperidinium)s carrying both cationic and zwitterionic groups were prepared and evaluated as anion-exchange membranes (AEMs). First, a zwitterionic monomer (zwPip) was synthesized by sulfoalkylation of N-methyl-4-piperidone (Pip) using 1,4-butane sultone. Pip and zwPip were then employed in superacid-mediated polyhydroxyalkylations with p-terphenyl to prepare precursor copolymers containing 20, 30, and 40 mol % of zwPip units. Next, the Pip units were fully quaternized in a Menshutkin reaction with iodomethane. AEMs cast from these copolymers with ion-exchange capacities between 1.8 and 2.2 m equiv g–1 displayed excellent hydroxide ion conductivities, reaching up to 171 mS cm–1 at 80 °C. At lower temperatures, 20 and 40 °C, the water uptake decreased with increasing zwitterionic content, most probably because of the increased ionic cross-linking through piperidinium–sulfonate complexes. AEMs containing 30 and 40% zwPip units showed only a minor ionic loss (<10%) when stored in 1 M aq NaOH solution at 80 °C over a period of 720 h. The overall results show that the co-introduction of zwitterionic and cationic groups is an efficient strategy to initiate ionic cross-linking and improve the performance of hydroxide-conducting AEMs. (Less)
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author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
ACS Applied Energy Materials
volume
6
issue
13
pages
10 pages
publisher
The American Chemical Society (ACS)
external identifiers
  • scopus:85164527232
ISSN
2574-0962
DOI
10.1021/acsaem.3c00953
language
English
LU publication?
yes
id
0c5b40f9-37e1-43d3-b013-29721cf6fdf9
date added to LUP
2023-02-12 23:56:35
date last changed
2023-11-08 04:21:51
@article{0c5b40f9-37e1-43d3-b013-29721cf6fdf9,
  abstract     = {{A series of ether-free poly(<i>p</i>-terphenyl piperidinium)s carrying both cationic and zwitterionic groups were prepared and evaluated as anion-exchange membranes (AEMs). First, a zwitterionic monomer (zwPip) was synthesized by sulfoalkylation of <i>N</i>-methyl-4-piperidone (Pip) using 1,4-butane sultone. Pip and zwPip were then employed in superacid-mediated polyhydroxyalkylations with <i>p</i>-terphenyl to prepare precursor copolymers containing 20, 30, and 40 mol % of zwPip units. Next, the Pip units were fully quaternized in a Menshutkin reaction with iodomethane. AEMs cast from these copolymers with ion-exchange capacities between 1.8 and 2.2 m equiv g<sup>–1</sup> displayed excellent hydroxide ion conductivities, reaching up to 171 mS cm<sup>–1</sup> at 80 °C. At lower temperatures, 20 and 40 °C, the water uptake decreased with increasing zwitterionic content, most probably because of the increased ionic cross-linking through piperidinium–sulfonate complexes. AEMs containing 30 and 40% zwPip units showed only a minor ionic loss (&lt;10%) when stored in 1 M aq NaOH solution at 80 °C over a period of 720 h. The overall results show that the co-introduction of zwitterionic and cationic groups is an efficient strategy to initiate ionic cross-linking and improve the performance of hydroxide-conducting AEMs.}},
  author       = {{Shirole, Anuja and Mansouri Bakvand, Pegah and Jannasch, Patric}},
  issn         = {{2574-0962}},
  language     = {{eng}},
  number       = {{13}},
  pages        = {{7240--7249}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{ACS Applied Energy Materials}},
  title        = {{Hydroxide Ion Conducting Membranes Dually Functionalized with Cationic and Zwitterionic Groups}},
  url          = {{http://dx.doi.org/10.1021/acsaem.3c00953}},
  doi          = {{10.1021/acsaem.3c00953}},
  volume       = {{6}},
  year         = {{2023}},
}