title: Choline-derivative-based ionic liquids.
abstract: 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.
authors.affiliation: Poznań University of Technology, Poznań, Poland. juliusz.pernak@put.poznan.pl
authors.forename: Juliusz
authors.initials: J
authors.lastname: Pernak
authors.forename: Anna
authors.initials: A
authors.lastname: Syguda
authors.forename: Ilona
authors.initials: I
authors.lastname: Mirska
authors.forename: Anna
authors.initials: A
authors.lastname: Pernak
authors.forename: Jan
authors.initials: J
authors.lastname: Nawrot
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Pradzyńska
authors.forename: Scott T
authors.initials: ST
authors.lastname: Griffin
authors.forename: Robin D
authors.initials: RD
authors.lastname: Rogers
mesh_terms: D000821:Animal Feed; D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001793:Blood Preservation; D002794:Choline / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004583:Electrons; D006801:Humans; D007313:Insecta / Q000187:drug effects; D052578:Ionic Liquids / Q000737:chemistry*; D008875:Middle Aged; D008958:Models, Molecular; D015394:Molecular Structure; D055672:Static Electricity; D014021:Tissue Preservation
chemical_list: D000890:Anti-Infective Agents; D000935:Antifungal Agents; D052578:Ionic Liquids; D002794:Choline