Synthesis and characterization of new imidazolium based protic ionic liquids obtained by nitro- and cyano-functionalization

被引:0
作者
Dahlqvist, Eva [1 ]
Morais, Eduardo Maurina [1 ]
Martinelli, Anna [1 ]
机构
[1] Department of Chemistry and Chemical Engineering, Chalmers University of Technology, Gothenburg
关键词
Acidity; Conductivity; Protic ionic liquids; Synthesis;
D O I
10.1016/j.molliq.2024.126269
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摘要
The prevailing strategies for synthesizing Brønsted acidic ionic liquids have primarily relied on [Formula presented] functionalization and the use of acidic anions (e.g. [Formula presented] and [Formula presented]), which limit the range of viable new compounds that can be developed. In this work, we propose enhancing the intrinsic acidity of imidazolium through functionalization with electron-withdrawing groups, a strategy that resulted in room-temperature Brønsted acidic protic ionic liquids. Specifically, nitro- and cyano-functionalized room temperature protic ionic liquids were successfully synthesised and characterised. Compared to a prototypical protic ionic liquid such as [Formula presented], the addition of a nitro- or cyano-group led to increased acidity, as demonstrated by converging experimental results obtained by spectroscopic methods and molecular modelling. This functionalization significantly impacted thermal and transport properties, with the nitro- and cyano-functionalized protic ionic liquids displaying reduced thermal stability, higher viscosity and lower ionic conductivity. In addition, this functionalization affects the temperature dependence of the ionic conductivity with a supposed influence also on fragility, a parameter that, in the case of ionic liquids, requires more dedicated studies for a more comprehensive understanding. © 2024 The Author(s)
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