Diarylfluorene-Based Shape-Persistent Organic Nanomolecular Frameworks via Iterative Friedel-Crafts Protocol toward Multicomponent Organic Semiconductors

Abstract EN

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.