Tetraalkylphosphonium ionic liquid dyes

CHED 1457

Robert I. Garrett, C07Robert.Garrett@usafa.af.mil, Margaret Williams, Peg.Williams@usafa.af.mil, and John S. Wilkes, john.wilkes@usafa.af.mil. Department of Chemistry, US Air Force Academy, P.O. Box 4782, USAF Academy, CO 80841
Ionic liquids are low melting salts that combine some of the favorable properties of both molten salts and molecular solvents. In general, they have low vapor pressure, high thermal stability, wide liquidus range, and flexible solvent properties. The objective of this word was to prepare and characterize room temperature ionic liquids that are highly absorbing in the visible spectrum, and make thin films of those liquids. The approach was to maximize absorptivity by designing ionic liquids where all anions contain one or more strong chromophores. A tetraalkylphosphonium cation was chosen for its known propensity for low temperature glass formation in ionic liquids. The general scheme for synthesis of the ionic liquids was a metathesis reaction between a tetraalkylphosphonium chloride and the sodium salts of sulfonic acid dyes. An example of an ionic liquid of this type is trihexyltetradecylphosphonium[DR], where DR is the anion from a highly conjugated diazo dye known as Direct Red 81. Physical, chemical and spectroscopic properties of these new liquid materials were determined.