Isolation and Characterization of the Unexpected 1- n-Octyloxyperopyrene: A Solution-Processable p-Type Organic Semiconductor

J Org Chem. 2019 Mar 15;84(6):3270-3274. doi: 10.1021/acs.joc.8b03207. Epub 2019 Mar 7.

Abstract

The synthesis and optical, electrochemical, thermal, and electrical characterization of a new and unexpected 1- n-octyloxyperopyrene is reported. The structure of 1- n-octyloxyperopyrene has been unambiguously established by single-crystal X-ray diffraction. The solubility of this polycyclic aromatic hydrocarbon, endowed by the alkoxy substituent, allows the fabrication of thin-film field-effect transistors by liquid deposition methods. These devices show hole mobilities up to 1.61 × 10-3 cm2 V-1 s-1.