A homochiral porous organic cage with large cavity and pore windows for the efficient gas chromatography separation of enantiomers and positional isomers

Abstract

Porous organic cages composed of discrete cage molecules have attracted considerable recent attention as gas adsorption materials and separation media. In this study, we report a homochiral porous organic cage CC5 with a large cavity and pore windows as a novel stationary phase for high-resolution gas chromatographic separations. The capillary column was prepared by a static coating method. A large number of racemic compounds have been resolved on the coated capillary column, including derivatized amino acids, alcohols, alcohol amines, esters, ethers, ketones, and epoxides. It is interesting that the CC5-coated capillary column exhibits significant chiral recognition complementarity to a commercial β-DEX 120 column and a previously reported homochiral porous organic cage CC3-R-coated column, which could expand the range of the analytes amenable to separation on porous organic cage-based capillary columns. Moreover, the fabricated column also shows excellent selectivity for the separation of positional isomers, including the challenging ethylbenzene and xylene isomers. Experimental results demonstrate an excellent separation performance and stability of the CC5-coated column, making it promising for gas chromatography applications.

Porous organic cages as synthetic water channels

“…1a and Supplementary Fig. 1 ) to systematically study four factors (i.e., window opening size, structural stability, pore network connectivity, and hydrophilicity) that may influence the performance of POCs as water channels 24 – 27 . The water permeability of water channels is typically investigated using liposome shrinkage or swelling tests with a stopped-flow light-scattering apparatus 8 .…”

Thermal stability of poly[1‐(trimethylsilyl)‐1‐propyne] and the gas chromatographic stationary phase based on it

“…The columns permeability K v was calculated according to K V = d c 2 /32 = 8.51 × 10 –10 m 2 . Synthesis of PTMSP was performed according to the method described earlier using Nb catalyst. The molar mass of PTMSP was 200 000 Da with polydispersity of 1.2. Determination of thermal stability of the novel stationary phases is one of the essential tasks while characterizing them . However, the suggested methods vary greatly.…”

“…Determination of thermal stability of the novel stationary phases is one of the essential tasks while characterizing them . However, the suggested methods vary greatly.…”

Recent development trends for chiral stationary phases based on chitosan derivatives, cyclofructan derivatives and chiral porous materials in high performance liquid chromatography

“…Over the last few decades, porous solid materials such as metal-organic frameworks, covalent organic frameworks (COFs), porous organic frameworks, and porous organic cages have undergone explosive growth, and have attracted a great deal of attention from chemists, physicists, and materials scientists [71]. Among them, homochiral porous crystal materials have very promising applications in the fields of adsorption, enantioselective separation, asymmetric catalysis, and chiral sensors [5,[71][72][73][74][75][76][77][78][79][80][81][82][83][84][85][86].…”