Toward enforcing the face-to-face stacking of tetracene and pentacene semiconductor building blocks

ORGN 467

Sean X. Gu, xiang-gu@uiowa.edu, Department of Chemistry, Univeristy of Iowa, 100 Stanley Hall #726, Iowa City, IA 52242
Stacking of organic aromatic compounds in the solid state is important in the field of organic semiconductors. These compounds are predicted to play a major role in flexible, light-weight electronics (e.g. e-paper). Recently, we have described a method for reliably enforcing the face-to-face stacking of semiconductor building blocks (SBBs) through a co-crystallization procedure. In particular, the introduction of a bifunctional hydrogen bond donor molecule (e.g. resorcinol), termed semiconductor co-crystal former (SCCF), leads to an enforced face-to-face arrangement of the SBBs resulting within molecular co-crystals. This presentation will examine the synthesis of 5,14- and 6,13 substituted tetracenes and pentacenes respectively, with the goal of synthesizing co-crystalline assemblies involving various SCCF derivatives.