D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
journal contributionposted on 2017-03-09, 14:26 authored by Chuan-Zeng Wang, Jung-Hee Do, Thamina Akther, Xing Feng, Lynne Horsburgh, Mark ElsegoodMark Elsegood, Carl Redshaw, Takehiko Yamato
© 2016 Elsevier LtdIn this work, four stable dithieno[3,2-b:2',3'-d]thiophene-based π-extended molecules were designed and synthesized via a Pd-catalysed Sonogashira coupling reaction. The structures of these symmetrical compounds, including dithieno[3,2-b:2',3'-d]thiophene (DTT) as the π-center and various donor (D) groups, were determined on the basis of NMR spectral data, elemental analysis, and X-ray crystallography. The photo-physical properties of the DTT-based derivatives 2 were fully investigated in both solution and the solid state. The notable optical features of their solid-state powders showed significant red-shifts in comparison with the luminescence of their dilute dichloromethane solutions. These results combined with the theoretical calculations indicate that they are promising candidates for several applications in electronic and optoelectronic devices, as well as organic dyes for solar cells.
This work was performed under the Cooperative Research Program of “Network Joint Research Center for Materials and Devices (Institute for Materials Chemistry and Engineering, Kyushu University)”.