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A Calix[3]acridan-Based Host-Guest Cocrystal Exhibiting Efficient Thermally Activated Delayed Fluorescence.

A supramolecular strategy to construct thermally activated delayed fluorescence (TADF) materials through host-guest charge transfer interactions was proposed. Consequently, a new class of macrocycle namely calix[3]acridan was conveniently synthesized in 90% yield. The host-guest cocrystal formed by calix[3]acridan and 1,2-dicyanobenzene exhibited efficient TADF property due to intense intermolecular change transfer interactions. Moreover, the spatially separated highest occupied molecular orbital and lowest unoccupied molecular orbital resulted in a very small single-triplet energy gap of 0.014 eV and hence guaranteed an efficient reverse intersystem crossing for TADF. Especially, a high photoluminescence quantum yield of 70% was achieved and it represented the highest value among the reported intermolecular donor-acceptor TADF materials.