Thiol-Ene Click Chemistry as a Tool for a Novel Family of Polymeric Ionic Liquids

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 (<0.1 wt%). Copolymerization with polyethyleneglycol di- and monomethacrylates leads to the conductive self-standing tough films with ionic conductivity up to 2.8 x 10-7/1.3 x 10-6 S cm-1 at 25 degrees C.


Published in:
Macromolecular Chemistry And Physics, 213, 1359-1369
Year:
2012
Keywords:
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 Record created 2012-08-03, last modified 2018-03-17


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