Trifluoromethyl-Functionalized 2D Covalent Organic Framework for High-Resolution Separation of Isomers

ACS Appl Mater Interfaces. 2023 Jul 12;15(27):32926-32934. doi: 10.1021/acsami.3c05369. Epub 2023 Jun 27.

Abstract

Development of novel functional materials for effective isomer separation is of great significance in environmental science, chemical industry, and life science due to the different functions of isomers. However, the similar physicochemical properties of isomers make their separation greatly challenging. Here, we report the fabrication of trifluoromethyl-functionalized 2D covalent organic framework (COF) TpTFMB with 2,2'-bis(trifluoromethyl)benzidine (TFMB) and 1,3,5-triformylphloroglucinol (Tp) for the separation of isomers. TpTFMB was in situ-grown on the inner surface of a capillary for the high-resolution separation of isomers. The introduction of hydroxyl and trifluoromethyl functional groups with uniform distribution in 2D COFs is a powerful tactic to endow TpTFMB with various functions such as hydrogen bonding, dipole interaction, and steric effect. The prepared TpTFMB capillary column enabled the baseline separation of positional isomers such as ethylbenzene and xylene, chlorotoluene, carbon chain isomers such as butylbenzene and ethyl butanoate, and cis-trans isomers 1,3-dichloropropene. The hydrogen-bonding, dipole, and π-π interactions as well as the structure of COF significantly contribute to the isomer separation. This work provides a new strategy for designing functional 2D COFs for the efficient separation of isomers.

Keywords: 2D covalent organic framework; gas chromatography; isomers; separation; trifluoromethyl.