In the recent literature, studies on the synthesis and utility of poly(ionic liquids) derived from 1-vinyl- and 4-vinyl imidazolium monomers have been reported.(refs) The acidity of the hydrogen atom at the 2 position of these imidazolium polymers can be a limiting factor relative to the utility of these materials in electrochemical devices, particularly lithium-ion batteries. In the present research, vinyl imidazolium monomers with an alkyl substituent at the 2 position are being synthesized and characterized. Specifically, we have focused on the synthesis of 1-butyl-2,3-dimethyl-4-vinyl imidazolium (BuMe-4-VIm+)[1  ], 3-butyl-2-methyl-1-vinyl imidazolium (3-Bu-2-Me-1-VIm+) [2  ], and 2-butyl-3-methyl-1-vinyl imidazolium (2-Bu-3-Me-1-VIm+) [3 ] salts.[1  ] was synthesized by alkylation of 2,3-dimethyl-4-vinyl imidazole which was prepared by a procedure analogous reported to that by Schiavone et al3. Two pathways for the synthesis of the 1-vinyl imidazolium monomers are being pursued. The first is vinylation of 2-methyl imidazole, followed by alkylation to yield [2  ]. The second entails the lithiation of 1-vinyl imidazole and subsequent alkylation to yield either [2  ] or [3 ].1Nakamura, K.; Saiwaki, T.; Fukao, K.Dielectric relaxation behavior of polymerized ionic liquid Macromolecules 2010, 43, 6092� 60982Thomas W. Smith; Meng Zhao; Fan Yang; Darren Smith; Peggy Cebe; Macromolecules, 2013, 46(3), 1133-11433 Schiavone, R. J.; Overberger, C. G.; Journal of Polymer Science, 1988, 26, 107-115.

Synthesis and thermal analysis of poly(ionic liquids) derived from 2-substituted imidazolium monomers

247th National Meeting (2014)

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