Supramolecular Design of Donor–Acceptor Complexes via Heteroatom Replacement toward Structure and Electrical Transporting Property Tailoring

Abstract

A feasible strategy relies on using heteroatom replacement, namely, chemical modification of an organic compound. Here we present this design concept for donor-acceptor complexes, which involves introducing nitrogen atoms to the middle ring of donor molecules to promote short contacts and reduce steric effect of the mixed framework. These nitrogen-modified complexes can possess a shorter molecular distance besides the mixed-stacking pathway, enlarged π-π interactions, or even a scarce 1:2.5 molar ratio through extra acceptor insertion. As a result, the unique 1:2 complex with nitrogen atoms on the different sides demonstrated stable electron field-effect mobility performance, whereas the binary system with no nitrogen replacement or N atoms on the identical sides displayed poor ambipolar properties. These results confirmed that heteroatom replacement was a powerful molecular design tool to fine-tune the molecular packing of organic donor-acceptor complexes and their corresponding electronic properties.