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Monolayer-Assisted Surface-Initiated Schiff-Base-Mediated Aldol Polycondensation for the Synthesis of Crystalline sp<sup>2</sup> Carbon-Conjugated Covalent Organic Framework Thin Films

Ke Wang, Haoyong Yang, Zhongquan Liao, Shengxu Li, Mike Hambsch, Guangen Fu, Stefan C. B. Mannsfeld, Qi Sun, Tao Zhang

2023Journal of the American Chemical Society122 citationsDOI

Abstract

sp 2 carbon-conjugated covalent organic frameworks (sp 2 c-COFs) with superb in-plane π-conjugations, high chemical stability, and robust framework structure are expected to be ideal films/membranes for a wide range of applications including energy-related devices and optoelectronics. However, so far, sp 2 c-COFs have been mainly limited to microcrystalline powders, and this consequently hampered their performances in devices. Herein, we report a simple and robust methodology to fabricate large-area, free-standing, and crystalline sp 2 c-COF films (TFPT–TMT and TB–TMT) on various solid substrates (e.g., fluorine-doped tin oxide, aluminum sheet, polyacrylonitrile membrane) by self-assembly monolayer-assisted surface-initiated Schiff-base-mediated aldol polycondensation (namely, SI-SBMAP). The resultant sp 2 c-COF films show lateral sizes up to 120 cm 2 and tunable thickness from tens of nanometers to a few micrometers. Owing to the robust framework and highly ordered quasi-1D channels, the sp 2 c-COF membrane-based osmotic power generator presents an output power density of 14.1 W m –2 under harsh conditions, outperforming most reported COF membranes as well as commercialized benchmark devices (5 W m –2 ). This work demonstrates a simple and robust interfacial methodology for the fabrication of sp 2 c-COF films/membranes for green energy applications and potential optoelectronics.

Topics & Concepts

MembraneMonolayerCovalent organic frameworkChemistryChemical engineeringCovalent bondNanotechnologyAldol reactionCarbon nanotubeConjugated systemBuckypaperMaterials scienceOrganic chemistryPolymerCatalysisEngineeringBiochemistryCovalent Organic Framework ApplicationsMetal-Organic Frameworks: Synthesis and ApplicationsAdvanced Photocatalysis Techniques