A new organic soluble cucurbit[7]uril-truxene derivative as stationary phase for gas chromatographic separation of some challenging isomers

The insolubility of parent cucurbit[n]uril or substituted-cucurbit[n]uril derivatives in organic solvents has always been a key factor restricting the column efficiency and selectivity of capillary gas chromatography column based on cucurbit[n]uril. In this work, a novel organic soluble cucurbit [7]uril-truxene derivative (Q [7]-Tr) was synthesized by Heck coupling reaction between the mono-iodinated hexahexyl-truxene and 4-vinylbenzyloxy-Q [7]. A capillary gas chromatographic column was prepared by static method with this derivative as stationary phase. The column exhibited moderate polarity and an efficiency of 5857 plates/m using n-dodecane as analyte at 120 °C, indicating the highest column efficiency of all the based-cucurbit[n]uril columns published. The Q [7]-Tr column showed high resolutions for a wide range of analytes with different polarities and better separated selectivity towards tough isomers such as aromatic amines isomers and xylene isomers compared to commercial HP-5, DB-35, Stabilwax and Q [7]-based columns. Moreover, the new column exhibited high thermal stability up to 320 °C and excellent repeatability, demonstrating a great potential as a new stationary phase in capillary gas chromatography.