Poly(arylene alkylene)s with pendant N-spirocyclic quaternary ammonium cations for anion exchange membranes
(2018) In Journal of Materials Chemistry A 6(34). p.16537-16547- Abstract
- Aromatic polymers functionalised with cycloaliphatic quaternary ammonium (QA) cations are currently emerging as base stable anion exchange membranes (AEMs) for use in alkaline fuel cells and water electrolyzers. In the present work we have first prepared poly(biphenyl piperidine)s in superacid-mediated polycondensations, and then introduced different N-spirocyclic QA cations via cyclo-quaternisations of the piperidine rings. The resulting polymers and AEMs were free of diaryl ether linkages and benzylic C-H bonds, and showed very high thermal stability and hydroxide ion conductivity. Alkaline testing up to 120 °C implied that the alkaline stability of the spirocyclic cations was limited by distortions of the ring conformations by... (More)
- Aromatic polymers functionalised with cycloaliphatic quaternary ammonium (QA) cations are currently emerging as base stable anion exchange membranes (AEMs) for use in alkaline fuel cells and water electrolyzers. In the present work we have first prepared poly(biphenyl piperidine)s in superacid-mediated polycondensations, and then introduced different N-spirocyclic QA cations via cyclo-quaternisations of the piperidine rings. The resulting polymers and AEMs were free of diaryl ether linkages and benzylic C-H bonds, and showed very high thermal stability and hydroxide ion conductivity. Alkaline testing up to 120 °C implied that the alkaline stability of the spirocyclic cations was limited by distortions of the ring conformations by the rigid polymer backbone. As a consequence, the ring directly attached to the backbone degraded significantly faster by Hofmann β-elimination than the pendant ring in the spirocyclic cations. The results provide valuable insights towards the molecular design of highly thermochemically stable AEMs functionalised with N-spirocyclic QA cations. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/ccd5f0bb-4187-4727-bb58-f585d7f32ae1
- author
- Pham, Thanh Huong LU ; Olsson, Joel LU and Jannasch, Patric LU
- organization
- publishing date
- 2018
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Materials Chemistry A
- volume
- 6
- issue
- 34
- pages
- 11 pages
- publisher
- Royal Society of Chemistry
- external identifiers
-
- scopus:85052705621
- ISSN
- 2050-7488
- DOI
- 10.1039/C8TA04699A
- language
- English
- LU publication?
- yes
- additional info
- The article was received on 20 May 2018, accepted on 01 Aug 2018 and first published on 01 Aug 2018.
- id
- ccd5f0bb-4187-4727-bb58-f585d7f32ae1
- date added to LUP
- 2018-08-01 12:42:01
- date last changed
- 2024-02-13 23:36:54
@article{ccd5f0bb-4187-4727-bb58-f585d7f32ae1, abstract = {{Aromatic polymers functionalised with cycloaliphatic quaternary ammonium (QA) cations are currently emerging as base stable anion exchange membranes (AEMs) for use in alkaline fuel cells and water electrolyzers. In the present work we have first prepared poly(biphenyl piperidine)s in superacid-mediated polycondensations, and then introduced different <i>N</i>-spirocyclic QA cations via cyclo-quaternisations of the piperidine rings. The resulting polymers and AEMs were free of diaryl ether linkages and benzylic C-H bonds, and showed very high thermal stability and hydroxide ion conductivity. Alkaline testing up to 120 °C implied that the alkaline stability of the spirocyclic cations was limited by distortions of the ring conformations by the rigid polymer backbone. As a consequence, the ring directly attached to the backbone degraded significantly faster by Hofmann β-elimination than the pendant ring in the spirocyclic cations. The results provide valuable insights towards the molecular design of highly thermochemically stable AEMs functionalised with <i>N</i>-spirocyclic QA cations.}}, author = {{Pham, Thanh Huong and Olsson, Joel and Jannasch, Patric}}, issn = {{2050-7488}}, language = {{eng}}, number = {{34}}, pages = {{16537--16547}}, publisher = {{Royal Society of Chemistry}}, series = {{Journal of Materials Chemistry A}}, title = {{Poly(arylene alkylene)s with pendant <i>N</i>-spirocyclic quaternary ammonium cations for anion exchange membranes}}, url = {{http://dx.doi.org/10.1039/C8TA04699A}}, doi = {{10.1039/C8TA04699A}}, volume = {{6}}, year = {{2018}}, }