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Keywords:

  • mass spectrometry;
  • polyethers;
  • synthesis;
  • thermogravimetric analysis (TGA);
  • thermal properties

Abstract

A facile synthetic route for the preparation of dicationic ethylene glycol based-ionic liquids (ILs) via the azide/alkyne “click” reaction is presented. The copper(I) catalyzed, microwave-assisted azide/alkyne “click” reaction between diazido-ethylene glycols and the corresponding alkyne containing IL-head group enables a simple preparation of different sets of poly(ethylene glycol)-based ILs. Beside tetra- and hexa(ethylene glycol)-based ILs, also oligomeric (Mn = 400 g/mol) and polymeric ILs (Mn up to 1550 g/mol) could be prepared in good yield and with full conversion of the ionic head group. The prepared ILs were extensively characterized via NMR spectroscopy and ESI-time-of-flight (TOF) mass spectroscopy, revealing the formation of multiply charged ions in the negative mode. Thermal stability proved to be exceptionally high (up to 300 °C) together with low glass-transition temperatures. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013