Chromatographic evaluation of poly ( trans-1,2-cyclohexanediyl-bis acrylamide) as a chiral stationary phase for HPLC

Chiral stationary phases (CSPs) based on polymeric ( R, R)- or ( S, S)-1,2-diaminocyclohexane (DACH) derivatives are synthesized. When bonded to 5 μm porous spherical silica gel, the poly ( trans-1,2-cyclohexanediyl-bis acrylamide) based poly-cyclic amine polymer (P-CAP) stationary phases is proved to be effective chiral stationary phases that could be used in the normal-phase mode, polar organic mode and with halogenated solvents mobile phases, if desired. Since these are entirely synthetic CSPs, the elution order of all enantiomers can be reversed between the ( R, R) P-CAP and ( S, S) P-CAP columns. Because of the high loading of chiral selectors, the columns exhibit very high sample capacities. Thus, P-CAP columns are useful for preparative and semi-preparative enantiomeric separations. The application of these CSPs and optimization of their separations are discussed.