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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 calix3acridan was conveniently synthesized in 90 % yield. The host-guest cocrystal formed by calix3acridan and 1,2-dicyanobenzene exhibited efficient TADF properties due to intense intermolecular charge transfer interactions. Moreover, the spatially separated highest occupied molecular orbital and lowest unoccupied molecular orbital resulted in a very small singlet-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 represents the highest value among the reported intermolecular donor-acceptor TADF materials.
Zhou et al. (2022) studied this question.