\Pi-extended conjugated semiconducting molecules based on triphenylene

Mai Ha Hoang, Duc Nghia Nguyen and Dong Hoon Choi

Abstract

The authors report on the design and synthesis of new semiconducting materials, based on a triphenylene core. In comparison with all previous reported triphenylene derivatives, these molecules have lower bandgap energies. 2,3,6,7,10,11-Hexakis(4-((E)-2-(5'-hexyl-2,2'-bithiophen-5-yl)vinyl)phenyl) triphenylene and 2,3,6,7,10,11-Hexakis(4-((E)-2-(5'-dodecyl-2,2'-bithiophen-5-yl)vinyl)phenyl)triphenylene have good solubility and are applicable to soluble processing for organic field effect transistor (OFET) and organic solar cell (OSC) fabrications. As far as we know, there are few reports on the application of π-extended triphenylene systems to OFET. The other molecule, 2,3,6,7,10,11-Hexakis((4-(5-dodecylthiophen-2-yl)phenyl)ethynyl)triphenylene, is a new discotic liquid crystalline (LC) semiconducting material. This molecule is readily soluble in common organic solvents to exhibit self-organizing long fiber structures with supramolecularly ordered columnar stacks that lie parallel to the substrate. The semiconducting properties of these molecules were quite promising for further designs of π-extended triphenylene derivatives