title: Molecular and electronic-structure basis of the ambipolar behavior of naphthalimide-terthiophene derivatives: implementation in organic field-effect transistors.
abstract: A new family of naphthalimide-fused thienopyrazine derivatives for ambipolar charge transport in organic field-effect transistors is presented. Their electronic and molecular structures were elucidated through optical and vibrational spectroscopy aided by DFT calculations. The results indicate that these compounds have completely planar molecular skeletons which promote good film crystallinity and low reorganization energies for both electron and hole transport. Their performance in organic field-effect transistors is compared with twisted and planar naphthaleneamidine monoimide-fused terthiophenes in order to understand the origin of ambipolarity in this new series of molecular semiconductors.
authors.affiliation: Department of Chemistry and the Materials Research Center, Northwestern University, 2145 Sheridan Road, Evanston, Illinois, 60208 (USA); Department of Physical Chemistry, University of Málaga, 29071 Málaga (Spain). rocioponce@uma.es.
authors.forename: Rocío
authors.initials: R
authors.lastname: Ponce Ortiz
authors.forename: Helena
authors.initials: H
authors.lastname: Herrera
authors.forename: María J
authors.initials: MJ
authors.lastname: Mancheño
authors.forename: Carlos
authors.initials: C
authors.lastname: Seoane
authors.forename: José L
authors.initials: JL
authors.lastname: Segura
authors.forename: Paula
authors.initials: P
authors.lastname: Mayorga Burrezo
authors.forename: Juan
authors.initials: J
authors.lastname: Casado
authors.forename: J Teodomiro
authors.initials: JT
authors.lastname: López Navarrete
authors.forename: Antonio
authors.initials: A
authors.lastname: Facchetti
authors.forename: Tobin J
authors.initials: TJ
authors.lastname: Marks
keywords: ambipolarity; density functional calculations; molecular electronics; semiconductors; thin films