Syntheses and characterization of a t-OCTYLCALIX[5]ARENE derivatized capillary column for gas chromatography.

Abstract

A fused-silica capillary column was statically coated with the calixarene oligomer p-tert-octyl calix[5]arene (derived from p-tert-butylphenol), using the static method. A thin layer of the calixarene was deposited on the surface of a pure non-polar stationary phase (OV-1) fused-silica capillary column. Retention times were plotted against the number of carbon atoms in a homologous series of alkyl benzenes. Deviations from linearity indicated possible specific interactions. Previous similar studies involving calix[4]arenes showed a direct relationship between steric arrangement of the analyte molecules and their retention behavior suggesting an important contribution of inclusion into calixarene cavities. Investigations into possible host-guest interactions between the newly synthesized stationary phase with various analytes was studied by employing quantitative structure-retention relationships (QSRR). Band broadening (due to slow mass transfer) indicated inclusion complexes were formed. They also show a correlation toward analytes containing 7t-electron donor aromatic systems. A relationship between the shape of the analyte molecule and it's retention behavior was also determined.