Synthesis and Characterization of a Soluble A-D-A Molecule Containing a 2D Conjugated Selenophene-Based Side Group for Organic Solar Cells.

Abstract

A new acceptor-donor-acceptor (A-D-A) small molecule based on benzodithiophene (BDT) and diketopyrrolopyrrole (DPP) is synthesized via a Stille cross-coupling reaction. A highly conjugated selenophene-based side group is incorporated into each BDT unit to generate a 2D soluble small molecule (SeBDT-DPP). SeBDT-DPP thin films produce two distinct absorption peaks. The shorter wavelength absorption (400 nm) is attributed to the BDT units containing conjugated selenophene-based side groups, and the longer wavelength band is due to the intramolecular charge transfer between the BDT donor and the DPP acceptor. SeBDT-DPP thin films can harvest a broad solar spectrum covering the range 350-750 nm and have a low bandgap energy of 1.63 eV. Solution-processed field-effect transistors fabricated with this small molecule exhibit p-type organic thin film transistor characteristics, and the field-effect mobility of a SeBDT-DPP device is measured to be 2.3 × 10-3 cm2 V-1 s-1 . A small molecule solar cell device is prepared by using SeBDT-DPP as the active layer is found to exhibit a power conversion efficiency of 5.04% under AM 1.5 G (100 mW cm-2 ) conditions.