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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

Akther, Tahmina; Feng, Xing; Elsegood, Mark R.J.; Elsegood, Mark Ri; Wang, Chuan-Zeng; Do, Jung-Hee; Akther, Thamina; Xing, Feng; Horsburgh, Lynne; Elsegood, Mark; Redshaw, Carl; Yamato, Takehiko

Authors

Jung-Hee Do

Lynne Horsburgh

Chuan-Zeng Wang

Takehiko Yamato

Tahmina Akther

Xing Feng

Mark R.J. Elsegood

Mark Ri Elsegood

Abstract

In 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 solid state. The notable optical features of their solid-state powders showed significant red-shift in comparison with the luminescence of their dilute dichloromethane solutions. These results combined with the theoretical calculations indicate that they are promising candidates for the several applications in electronic and optoelectronic devices, as well as organic dyes for solar cells.

Journal Article Type Article
Publication Date Jan 1, 2017
Journal Tetrahedron
Print ISSN 0040-4020
Electronic ISSN 1464-5416
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 73
Issue 4
Pages 307-312
DOI https://doi.org/10.1016/j.tet.2016.11.077
Keywords Organic Chemistry; Biochemistry; Drug Discovery
Publisher URL http://www.sciencedirect.com/science/article/pii/S0040402016312571
Additional Information This article is maintained by: Elsevier; Article Title: D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell; Journal Title: Tetrahedron; CrossRef DOI link to publisher maintained version: http://dx.doi.org/10.1016/j.tet.2016.11.077; Content Type: article; Copyright: © 2016 Elsevier Ltd. All rights reserved.

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