DEVELOPMENT OF A GAS-CHROMATOGRAPHIC SCALE OF SOLUTE HYDROGEN-BOND ACCEPTOR BASICITY AND CHARACTERIZATION OF SOME HYDROGEN-BOND DONOR PHASES BY USE OF LINEAR SOLVATION ENERGY RELATIONSHIPS

Although there are hundreds of stationary phases available for gas chr omatography, very few are even moderate hydrogen bond donors. In a sea rch for strong hydrogen bond donor phases, we studied retention in som e unusual liquids including two highly fluorinated alcohols, stearic a cid, a fluorinated amide, and a phenolic phase. Retention data for mor e than 80 solutes spanning a very wide range in size, dipolarity, and hydrogen bond acceptor and hydrogen bond donor strength were examined. The results generally validate our previously developed method for me asuring solute hydrogen bond basicity parameters. The retention data a re well correlated by using solvatochromic linear solvation energy rel ationships based on a new set of GC-based solute parameters. Several s trong hydrogen bond donor phases were identified, and their chromatogr aphic properties were compared to solvatochromic properties measured b y direct spectroscopic studies.