Diarylfluorene-based shape-persistent organic nanomolecular frameworks via iterative Friedel-Crafts protocol toward multicomponent organic semiconductors

We describe bottom-up fluorenol approach to create soluble covalent organic nanomolecular architectures (ONAs) as potential multicomponent organic semiconductors (MOSs). BPyFBFFA as a typical model of ONAs and MOSs exhibits a persistent chair-shaped geometric structure that consists of hole-transporting triphenylamine (TPA), high-efficiency terfluorene, and high-mobility pyrenes. BPyFBFFA was synthesized via the intermediates PyFA and BPyFA with iterative Friedel-Crafts reactions and Suzuki cross-coupling reactions. BPyFBFFA behaves as an efficient blue light-emitter without the low-energy green emission band. Complex diarylfluorenes (CDAFs) are promising candidates for nanoscale covalent organic frameworks and MOSs. Friedel-Crafts protocols offer versatile toolboxes for molecular architects to frame chemistry and materials, nanoscience, and molecular nanotechnology as well as molecular manufactures.