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Catalyst- and Solvent-Free Synthesis of Chemically Stable Aza-Bridged Bis(phenanthroline) Macrocycle-Linked Covalent Organic Framework.

Developing new linkage-based covalent organic frameworks (COFs) is one of the major topics in reticular chemistry. Electrically conductive COFs have enabled applications in energy storage and electrochemical catalysis, which are not feasible using insulating COFs. Despite significant advances, the construction of chemically stable conductive COFs by the formation of new linkages remains relatively unexplored and challenging. Here we report the solvent- and catalyst-free synthesis of a two-dimensional (2D) aza-bridged bis(phenanthroline) macrocycle-linked COF (ABBPM-COF) from the thermally induced poly-condensation of a tri-topic monomer and ammonia gas. The ABBPM-COF structure was elucidated using multiple techniques, including X-ray diffraction analysis of this COF combined with structural simulation, revealing its crystalline nature with an ABC stacking mode. Further experiments demonstrated its excellent chemical stability in acid/base solutions. Electrical conductivity measurements showed that insulating ABBPM-COF became a semiconducting material after exposure to iodine vapor.