Functionalized pyrrolidinium compounds, 3-((2-hydroxyethylthio)methyl)-1,1,4-trimethylpyrrolidinium and 3-((2-carboxyethylthio)methyl)-1,1,4-trimethylpyrrolidinium chlorides, are prepared from N,N-diallyl-N,N-dimethylammonium chloride by radical thiol-ene addition and are utilized as building blocks in the synthesis of ionic liquid-like monomers. Polymeric ionic liquids with highest molecular weights are obtained in water from chloride monomers followed by ionic exchange with lithium bis(trifluoromethylsulfonyl)imide. Synthesized polymers demonstrate negligible water absorption (
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