Synthesis and High Alkaline Chemical Stability of Polyionic Liquids with Methylpyrrolidinium, Methylpiperidinium, Methylazepanium, Methylazocanium, and Methylazonanium Cations.
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Herein, we present the synthesis of five styrene-based poly(ionic liquids) (PILs) containing (covalently linked) saturated N-heterocyclic cations with various ring sizes (i.e., methylpyrrolidinium, methylpiperidinium, methylazepanium, methylazocanium, and methylazonanium). High alkaline chemical stability was confirmed by 1H NMR spectroscopy after 4 weeks in 40 mol equiv of KOH (1.0 M KOH in D2O) at 80 C for PILs with 5-, 6-, 7-, and 8-membered ring cations; a requirement for polymer electrolyte separators in long-lasting alkaline fuel cells. Additionally, ion conductivity of PILs increased by 4 orders of magnitude with increasing water content, where a master percolation power law curve was observed, that is, similar conductivity versus water volume fraction for all PILs, regardless of cation size.