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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

© 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)...

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Main Authors: Chuan-Zeng Wang, Jung-Hee Do, Thamina Akther, Xing Feng, Lynne Horsburgh, Mark Elsegood, Carl Redshaw, Takehiko Yamato
Format: Default Article
Published: 2017
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Online Access:https://hdl.handle.net/2134/24348
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author Chuan-Zeng Wang
Jung-Hee Do
Thamina Akther
Xing Feng
Lynne Horsburgh
Mark Elsegood
Carl Redshaw
Takehiko Yamato
author_facet Chuan-Zeng Wang
Jung-Hee Do
Thamina Akther
Xing Feng
Lynne Horsburgh
Mark Elsegood
Carl Redshaw
Takehiko Yamato
author_sort Chuan-Zeng Wang (548542)
collection Figshare
description © 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.
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institution Loughborough University
publishDate 2017
record_format Figshare
spelling rr-article-93941212017-01-01T00:00:00Z D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell Chuan-Zeng Wang (548542) Jung-Hee Do (7165037) Thamina Akther (7165040) Xing Feng (715316) Lynne Horsburgh (1304667) Mark Elsegood (1249893) Carl Redshaw (690980) Takehiko Yamato (554434) Organic chemistry not elsewhere classified Other chemical sciences not elsewhere classified D-π-D chromophores Dithieno[3,2-b:2',3'-d]thiophene Blue fluorescent Photo-physical properties Density functional theory Chemical Sciences not elsewhere classified Organic Chemistry © 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. 2017-01-01T00:00:00Z Text Journal contribution 2134/24348 https://figshare.com/articles/journal_contribution/D-_-D_chromophores_based_on_dithieno_3_2-b_2_3_-d_thiophene_DTT_Potential_application_in_the_fabrication_of_solar_cell/9394121 CC BY-NC-ND 4.0
spellingShingle Organic chemistry not elsewhere classified
Other chemical sciences not elsewhere classified
D-π-D chromophores
Dithieno[3,2-b:2',3'-d]thiophene
Blue fluorescent
Photo-physical properties
Density functional theory
Chemical Sciences not elsewhere classified
Organic Chemistry
Chuan-Zeng Wang
Jung-Hee Do
Thamina Akther
Xing Feng
Lynne Horsburgh
Mark Elsegood
Carl Redshaw
Takehiko Yamato
D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
title D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
title_full D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
title_fullStr D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
title_full_unstemmed D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
title_short D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell
title_sort d-π-d chromophores based on dithieno[3,2-b:2',3'-d]thiophene (dtt): potential application in the fabrication of solar cell
topic Organic chemistry not elsewhere classified
Other chemical sciences not elsewhere classified
D-π-D chromophores
Dithieno[3,2-b:2',3'-d]thiophene
Blue fluorescent
Photo-physical properties
Density functional theory
Chemical Sciences not elsewhere classified
Organic Chemistry
url https://hdl.handle.net/2134/24348