Synthesis and properties of acceptor-donor-acceptor molecules based on oligothiophenes with tunable and low band gap

A series of acceptor-donor-acceptor molecules (DCN3T, DCN5T and DCN7T) based on oligothiophenes with low band gap are synthesized. The UV-vis absorption spectra of solution show that the introduction of electron-accepting groups results in a shift of the absorption onset towards longer wavelengths. Moreover, the optical spectra of their films show a large bathochromic shift and broadening of the bands with respect to the spectra in solution. The optical band gaps of film of these A-D-A molecules are 1.90, 1.74 and 1.68 eV, respectively. Cyclic voltammetry shows that all these compounds present a reversible first oxidation process whose potential decreases with the lengthening of oligothiophene cores. Electrochemical band gaps are 2.14, 1.88 and 1.71 eV, respectively. (C) 2009 Elsevier Ltd. All rights reserved.