Issue 9, 2022

Highly hydrophilic covalent organic frameworks as efficient and reusable photocatalysts for oxidative coupling of amines in aqueous solution

Abstract

As a class of new emerging crystalline porous materials, photoactive covalent organic frameworks (COFs) have exhibited great potential for photocatalytic applications for metal-free organic transformations. In this study, we report three hydrophilic two-dimensional (2D) COFs achieved by a polycondensation reaction of 2,5-dimethoxyterephthalohydrazide (DMTH), 1,3,5-triformylbenzene (TFB) and 2-hydroxy-1,3,5-benzenetricarbaldehyde (SOH) under solvothermal conditions. The resulted COF materials, TFB-XX-DMTH (XX = 33, 50 and 66, corresponding to a molar ratio of TFB/SOH = 1 : 2, 1 : 1, and 2 : 1), are successfully constructed by a three-component in situ assembly strategy and thus exhibit high crystallinity, large surface areas (up to 1808 m2 g−1) and good thermal and chemical stability. Moreover, benefiting from the enhanced charge separation efficiency and high hydrophilicity, the TFB-XX-DMTH materials could be employed as photocatalysts for visible-light-driven oxidative coupling reactions of benzylamines in aqueous solution. The photocatalytic performance with high conversion, selectivity and recyclability could be attributed to a combined result of efficient generation, migration and separation of photogenerated carriers in such a platform. Our results provide insights into the structure–function correlation of COF photocatalysts and also highlight their potential in developing photofunctional COFs for sustainable organic transformations.

Graphical abstract: Highly hydrophilic covalent organic frameworks as efficient and reusable photocatalysts for oxidative coupling of amines in aqueous solution

Supplementary files

Article information

Article type
Paper
Submitted
24 Jan 2022
Accepted
10 Mar 2022
First published
12 Mar 2022

Catal. Sci. Technol., 2022,12, 2837-2845

Highly hydrophilic covalent organic frameworks as efficient and reusable photocatalysts for oxidative coupling of amines in aqueous solution

S. Liu, Q. Su, W. Qi, K. Luo, X. Sun, H. Ren and Q. Wu, Catal. Sci. Technol., 2022, 12, 2837 DOI: 10.1039/D2CY00167E

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