Chromatographic separation performance of silica microspheres surface-modified with triazine-containing imine-linked covalent organic frameworks

Abstract

In this work, 2,4,6-tris(4-aminophenyl)-1,3,5-triazine (TAPT) and 1,3,5-tris(4-formylphenyl)benzene (TFPB) were used as monomers to construct a triazine-containing imine-linked covalent organic framework (COF), which was then bonded onto the surface of aldehydized silica (SiO2–CHO), and finally a COF@silica composite material (TAPT-TFPB COF@SiO2) was successfully prepared. The chromatographic separation performance of SiO2–CHO, TAPT-TFPB COF@SiO2 and TAPT-TFPB COF@SiO2/SiO2–CHO (80/20, mass ratio) was evaluated and compared. It was found that separation efficiency was obviously enhanced by adding an appropriate amount of SiO2–CHO into TAPT-TFPB COF@SiO2. The obtained TAPT-TFPB COF@SiO2/SiO2–CHO showed more favorable separation ability than SiO2–CHO and TAPT-TFPB COF@SiO2. Various aromatic compounds including alkylbenzenes, polycyclic aromatic hydrocarbons, environmental endocrine disruptors, foodborne stimulants and phenyl ketones were effectively separated on the TAPT-TFPB COF@SiO2/SiO2–CHO column in reversed phase chromatography mode. The silica microspheres surface-modified with triazine-containing imine-linked COFs proved to be a new type of promising chromatographic packing materials.