Salts of boronium cations with long aliphatic tails: Ionic liquid and liquid crystalline behaviors

I&EC 107

James H. Davis Jr., jdavis@jaguar1.usouthal.edu, Morgan Tickell, Ashley Smith, jdavis@jaguar1.usouthal.edu, Caitlyn Collins, jdavis@jaguar1.usouthal.edu, and Carl Odom, jdavis@jaguar1.usouthal.edu. Department of Chemistry, University of South Alabama, Chemistry 223, Mobile, AL 36688
In a recent publication we described the first use of boronium ions (stable, four coordinate boron cations) for the formulation of ionic liquids. Here we discuss the synthesis, characterization and properties of the bis(trifyl)imide salts of a number of new boronium cations containing long aliphatic tails. All of the new species are ionic liquids, melting below 100C (most well below). In addition, most of the new species manifest lyotropic liquid crystalline behaviors, and several (as the iodide salts) are effective surfactants.