An Ionic Liquid Designed for Coordination Chemistry Revisited: Synthetic Routes and Safety Tests for 1-Ethyl-3-methylimidazolium Perchlorate ([emim][ClO4])

The colourless room‐temperature ionic liquid 1‐ethyl‐3‐methylimidazolium perchlorate, [emim][ClO4], was revisited for reasons of its hydrophilic character and its weak coordinating ability. In this study, [emim][ClO4] was synthesized from the cheaper ionic liquid 1‐ethyl‐3‐methylimidazolium ethyl su...

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Veröffentlicht in:European Journal of Inorganic Chemistry 2011-11, Vol.2011 (31), p.4862-4868
Hauptverfasser: Schmeisser, Matthias, Keil, Philipp, Stierstorfer, Jörg, König, Axel, Klapötke, Thomas M., van Eldik, Rudi
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Sprache:eng
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Zusammenfassung:The colourless room‐temperature ionic liquid 1‐ethyl‐3‐methylimidazolium perchlorate, [emim][ClO4], was revisited for reasons of its hydrophilic character and its weak coordinating ability. In this study, [emim][ClO4] was synthesized from the cheaper ionic liquid 1‐ethyl‐3‐methylimidazolium ethyl sulfate, [emim][EtSO4], by way of direct and indirect membrane‐assisted anion metathesis. Both synthetic methods, as alternatives to the metathesis of silver perchlorate and [emim] halides, are compared and discussed in detail. In addition, some physicochemical parameters were determined to characterize the ionic liquid. With respect to the hazardous nature of organic perchlorates, the thermal stability as well as the impact and friction sensitivity of [emim][ClO4] were tested according to the UN Test Series 3a–3d. Unlike the conventional synthesis procedure that uses silver perchlorate and 1‐ethyl‐3‐methylimidazolium [emim] halides, we present two alternative methods to synthesize the room‐temperature ionic liquid [emim][ClO4]. We additionally determined some physicochemical parameters and tested its thermal stability and impact and friction sensitivity.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.201100529