S. Poole, P. H. Shetty, C. Poole
1989
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0
Influential Citations
107
Citations
Quality indicators
Journal
Analytica Chimica Acta
Abstract
Abstract Fifteen tetraalkylammonium salts of the functionalized sulfonic acids N,N -bis(2-hydroxy- ethyl)-2-aminoethanesulfonic acid, 2-(cyclohexylamino)ethanesulfonic acid and 2-hydroxy-4- morpholinopropanesulfonic acid were synthesized and the eight organic salts that were liquid at room temperature were characterized by physical, spectroscopic and chromatographic methods. All liquid salts were viscous at room temperature but after dilution with a suitable cosolvent could be used as mobile phases in liquid chromatography. For this application, the rapid deterioration of silica-based column packings was more of a deterrent than the physical properties of the salts. The tetraalkylammonium sulfonates had wide liquid ranges and were stable as column packings up to 150–180°C, making them suitable for use in gas chromatography. Their solvent properties were characterized by solvatochromic parameters [ E T(30) , π*, α and β] and by thermodynamic parameters determined by gas chromatography. Good agreement was found between the predictions of the two methods. The liquid salts showed strong orientation and solvent hydrogen bond acceptor capacity with weak hydrogen bond donor capacity in spite of the functionalization of the anions. The most probable reason for the weak hydrogen bond donor capacity of the anions is the unavailability of these functional groups for solute interactions owing to their preferential involvement in the formation of anion association complexes. The chemically defined structure, unique solvent properties and wide usable temperature ranges make the tetraalkylammonium sulfonates useful stationary phases for gas chromatography.