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D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell

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posted on 09.03.2017, 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.

Funding

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)”.

History

School

  • Science

Department

  • Chemistry

Published in

Tetrahedron

Volume

73

Issue

4

Pages

307 - 312

Citation

WANG, C-Z. ...et al., 2017. D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell. Tetrahedron, 73(4), pp. 307-312.

Publisher

© Elsevier

Version

AM (Accepted Manuscript)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Acceptance date

30/11/2016

Publication date

2017

Notes

This paper was accepted for publication in the journal Tetrahedron and the definitive published version is available at http://dx.doi.org/10.1016/j.tet.2016.11.077

ISSN

0040-4020

eISSN

1464-5416

Language

en