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Choline‐Derivative‐Based Ionic Liquids
Author(s) -
Pernak Juliusz,
Syguda Anna,
Mirska Ilona,
Pernak Anna,
Nawrot Jan,
Pra̧dzyńska Aleksandra,
Griffin Scott T.,
Rogers Robin D.
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200700285
Subject(s) - ionic liquid , choline chloride , solubility , chloride , chemistry , thermal stability , preservative , derivative (finance) , ionic bonding , organic chemistry , nuclear chemistry , ion , catalysis , financial economics , economics
A total of sixty‐three choline derivative‐based ionic liquids in the forms of chlorides, acesulfamates, and bis(trifluoromethylsulfonyl)imides have been prepared and their physical properties (density, viscosity, solubility, and thermal stability) have been determined. Thirteen of these salts are known chlorides: precursors to the 26 water‐soluble acesulfamates, 12 acesulfamates only partially miscible with water, and 12 water‐insoluble imides. The crystal structures for two of the chloride salts—(2‐hydroxyethyl)dimethylundecyloxymethylammonium chloride and cyclododecyloxymethyl(2‐hydroxyethyl)dimethylammonium chloride—were determined. The antimicrobial (cocci, rods, and fungi) activities of the new hydrophilic acesulfamate‐based ILs were measured and 12 were found to be active. The alkoxymethyl(2‐hydroxyethyl)dimethylammonium acesulfamates have been shown to be insect feeding deterrents and thus open up a new generation of synthetic deterrents based on ionic liquids. The alkoxymethyl(2‐decanoyloxyethyl)dimethylammonium bis(trifluoromethylsulfonyl)imides have also been shown to act as fixatives for soft tissues and can furthermore be used as substitutes for formalin and also preservatives for blood.