Alternating donor-acceptor arrays from hexa-peri-hexabenzocoronene and benzothiadiazole: synthesis, optical properties, and self-assembly

Chemistry. 2015 Jan 2;21(1):86-90. doi: 10.1002/chem.201403111. Epub 2014 Nov 19.

Abstract

Donor-acceptor (D-A) structures were obtained by alternating arrays of hexa-peri-hexabenzocoronene (HBC) and benzo[c][1,2,5]thiadiazole (BTZ). Optoelectronic investigations revealed a charge transfer due to strong push-pull interactions. 2 D wide-angle X-ray scattering (WAXS) data indicated an arrangement in liquid-crystalline columnar assemblies, in which the π-stacking distances and molecular orientation depend on the number of HBC units in the molecules.

Keywords: charge transfer; donor-acceptor systems; hexa-peri-hexabenzocoronene; liquid crystals; self-assembly.