Scaling-up the Synthesis of 1-Butyl-3-methylimidazolium Chloride under Microwave Irradiation
Tina Erdmenger A , Renzo M. Paulus A B , Richard Hoogenboom A and Ulrich S. Schubert A B BA Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology and Dutch Polymer Institute (DPI), PO Box 513, 5600 MB Eindhoven, The Netherlands.
B Laboratory of Organic and Macromolecular Chemistry, Friedrich-Schiller-University Jena, 07743, Germany.
C Corresponding author. Email: u.s.schubert@tue.nl
Australian Journal of Chemistry 61(3) 197-203 https://doi.org/10.1071/CH07345
Submitted: 29 September 2007 Accepted: 18 February 2008 Published: 26 March 2008
Abstract
Ionic liquids are considered to be ‘green’ solvents on account of their non-volatility and non-flammability – which are results of their negligible vapour pressures – as well as reusability. On the basis of ecological concerns, ionic liquids seem to be an attractive alternative to conventional volatile organic solvents. In the present work, the reaction conditions for the synthesis of 1-butyl-3-methylimidazolium chloride were optimized on a small scale (~2 mL, 10 mmol) using a single-mode microwave system. The conditions obtained were subsequently transferred to various microwave reactors, both batch and continuous flow, as well as mono-mode and multi-mode, for the direct scale-up of the synthesis from 0.01 to 1.15 mol.
Acknowledgements
The authors thank the Dutch Polymer Institute (DPI) and the Fonds der Chemischen Industrie for financial support. Åke Pilotti is gratefully acknowledged for his help with the Biotage Advancer, and CEM is thanked for the research grant that allowed upgrading the CEM Voyager to the 80-mL batch reactor.
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