Choline-Derivative-Based Ionic Liquids

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. Ionic liquids as insect feeding deterrents, soft tissue fixatives, and blood preservatives: Choline‐derivative‐based ionic liquids (depicted) have been prepared, their physical properties and crystal structures have been determined, and the antimicrobial activities of the hydrophilic acesulfamate‐based ILs have been measured. Quaternary ammonium acesulfamates have been shown to be insect feeding deterrents (one example shown), opening up a new generation of synthetic deterrents based on ionic liquids.