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Issue 34, 2018
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Poly(arylene alkylene)s with pendant N-spirocyclic quaternary ammonium cations for anion exchange membranes

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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 first prepared poly(biphenyl piperidine)s by superacid-mediated polycondensations, and then introduced different N-spirocyclic QA cations via cyclo-quaternisation 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 caused 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. These results provide valuable insights towards the molecular design of highly thermochemically stable AEMs functionalised with N-spirocyclic QA cations.

Graphical abstract: Poly(arylene alkylene)s with pendant N-spirocyclic quaternary ammonium cations for anion exchange membranes

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Publication details

The article was received on 20 May 2018, accepted on 01 Aug 2018 and first published on 01 Aug 2018


Article type: Paper
DOI: 10.1039/C8TA04699A
Citation: J. Mater. Chem. A, 2018,6, 16537-16547
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    Poly(arylene alkylene)s with pendant N-spirocyclic quaternary ammonium cations for anion exchange membranes

    T. H. Pham, J. S. Olsson and P. Jannasch, J. Mater. Chem. A, 2018, 6, 16537
    DOI: 10.1039/C8TA04699A

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