Authors: Tharanga Payagala Eranda Wanigasekara Daniel W Armstrong
Publish Date: 2011/01/04
Volume: 399, Issue: 7, Pages: 2445-2461
Abstract
Three new polymeric chiral stationary phases were synthesized based on 1S2S12bis246trimethylphenylethylenediamine 1S2S12bis2chlorophenylethylenediamine and 1S2S12di1naphthylethylenediamine via a simple freeradicalinitiated polymerization in solution These monomers are structurally related to 1S2S12diphenylethylenediamine which is the chiral monomer used for the commercial PCAPDP polymeric chiral stationary phase CSP The performance of these three new chiral stationary phases were evaluated in normal phase highperformance liquid chromatography HPLC and supercritical fluid chromatography and the results were compared with those of the PCAPDP column All three new phases showed enantioselectivity for a large number of racemates with a variety of functional groups including amines amides alcohols amino acids esters imines thiols and sulfoxides In normal phase 68 compounds were separated with 28 baseline separations Rs ≥ 15 and in SFC 65 compounds were separated with 24 baseline separations In total 72 out of 100 racemates were separated by these CSPs with 37 baseline separations Complimentary separation capabilities were observed for many analytes The new polymeric CSPs showed similar or better enantioselectivities compared with the commercial column in both HPLC and SFC However faster separations were achieved on the new stationary phases Also it was shown that these polymeric stationary phases have good sample loading capacities while maintaining enantioselectivity
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