Homochiral Porous Organic Cage with High Selectivity for the Separation of Racemates in Gas Chromatography.

Abstract

Porous organic molecular cages as a new type of porous materials have attracted a tremendous attention for their potential applications in recent years. Here we report the use of a homochiral porous organic cage (POC) (CC3-R) diluted with a polysiloxane (OV-1701) as a stationary phase for high-resolution gas chromatography (GC) with excellent enantioselectivity. A large number of optical isomers have been resolved without derivatization, including chiral alcohols, diols, amines, alcohol amines, esters, ketones, ethers, halohydrocarbons, organic acids, amino acid methyl esters, and sulfoxides. Compared with commercial β-DEX 120 and Chirasil-L-Val columns, the CC3-R coated capillary column offered more preeminent enantioselectivity. In addition, CC3-R also exhibits good selectivity for the separation of isomers, linear alkanes, alcohols, and aromatic hydrocarbons. The excellent resolution ability, repeatability, and thermal stability make CC3-R a promising candidate as a novel stationary phase for GC. The study described herein first proves useful commercially. This work also indicates that porous organic molecular materials will become more attractive in separation science.