A Triformylphloroglucinol-based Covalent Organic Polymer: Synthesis, Characterization and Its Application in Visible-light-driven Oxidative Coupling Reactions of Primary Amines

Abstract

A triformylphloroglucinol-based A₃B₂-typed covalent organic polymer(TFG-BPTH) was successfully constructed by the condensation reaction of triformylphloroglucinol(TFG) and 2,5-bis(2-propynyloxy)terephthalo-hydrazide(BPTH) under solvothermal conditions. The structure of the TFG-BPTH was confirmed by spectra techniques including FTIR and solid-state ¹³C CP/MAS NMR spectroscopy. The mophological features of TFG-BPTH were analyzed using scanning electron microscopy(SEM) and transmission electron microscopy(TEM). The TFG-BPTH possessed good thermal and chemical stability, and exhibited good photocatalytic activity as a metal-free heterogeneous catalyst for oxidation of amines to valuable imines under visible light irradiation using O₂ as green oxidant. In addition, the catalyst could be readily recovered from the reaction mixture by simple filtration and reused for at least five cycles without any observable change in structure and catalytic activity.

Keywords

Covalent organic polymer / Condensation reaction / Oxidation of amine / Photocatalysis / Heterogeneous catalysis

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