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A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells

Arthur Connell, Peter Holliman Orcid Logo, Matthew Davies Orcid Logo, Christopher D. Gwenin, Sophie Weiss, Mateusz B. Pitak, Peter N. Horton, Simon J. Coles, Graeme Cooke, David Worsley Orcid Logo

J. Mater. Chem. A, Volume: 2, Issue: 11, Pages: 4055 - 4066

Swansea University Authors: Peter Holliman Orcid Logo, Matthew Davies Orcid Logo, David Worsley Orcid Logo

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DOI (Published version): 10.1039/C3TA15278B

Abstract

This paper reports the synthesis of a series of new half-squaraine dyes (Hf-SQ) based around a common chromophoric unit consisting of linked indoline and squaric acid moieties. Carboxylate groups have been incorporated onto this core structure at four different points to study the influence of the a...

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Published in: J. Mater. Chem. A
ISSN: 2050-7488 2050-7496
Published: 2014
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URI: https://cronfa.swan.ac.uk/Record/cronfa37112
first_indexed 2017-11-28T20:12:55Z
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spelling 2020-12-09T16:39:08.2730735 v2 37112 2017-11-28 A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells c8f52394d776279c9c690dc26066ddf9 0000-0002-9911-8513 Peter Holliman Peter Holliman true false 4ad478e342120ca3434657eb13527636 0000-0003-2595-5121 Matthew Davies Matthew Davies true false c426b1c1b0123d7057c1b969083cea69 0000-0002-9956-6228 David Worsley David Worsley true false 2017-11-28 EAAS This paper reports the synthesis of a series of new half-squaraine dyes (Hf-SQ) based around a common chromophoric unit consisting of linked indoline and squaric acid moieties. Carboxylate groups have been incorporated onto this core structure at four different points to study the influence of the anchoring group position on dye-sensitized solar cell (DSC) device performance. Dyes have been linked to TiO2 directly through the squaric acid moiety, through a modified squaric acid unit where a vinyl dicyano group has replaced one carbonyl, via an alkyl carboxylate attached to the indole N or through a carboxylate attached to the 4 position of a benzyl indole. Contact angle measurements have been studied to investigate the hydrophobic/hydrophilic properties of the dyes and the results have been compared to N719 and Z907. Full characterization data of all the dyes and synthetic intermediates are reported including single-crystal X-ray structural analysis for dye precursors; the indole (2a) and the half-squarylium esters (3a) and (6b), as well as the dyes (4c), (8) and (12). Dye colours range from yellow to red/brown in solution (λmax range from 430 to 476 nm) with ε ranging from 38 000 to 133 100 M−1 cm−1. The performance of the dyes in DSCs shows the highest efficiency yet reported for a Hf-SQ dye (η = 5.0%) for 1 cm2 devices with a spectral response ranging from 400 to 700 nm depending on the dye substituents. Co-sensitization of half-squarylium dye (7b) with squaraine dye (SQ2) resulted in a broader spectral response and an improved device efficiency (η = 6.1%). Density functional theory (DFT) calculations and cyclic voltammetry have been used to study the influence of linker position on dye HOMO–LUMO levels and the data has been correlated with I–V and EQE data. Journal Article J. Mater. Chem. A 2 11 4055 4066 2050-7488 2050-7496 21 3 2014 2014-03-21 10.1039/C3TA15278B COLLEGE NANME Engineering and Applied Sciences School COLLEGE CODE EAAS Swansea University 2020-12-09T16:39:08.2730735 2017-11-28T12:58:42.5048302 Faculty of Science and Engineering School of Engineering and Applied Sciences - Materials Science and Engineering Arthur Connell 1 Peter Holliman 0000-0002-9911-8513 2 Matthew Davies 0000-0003-2595-5121 3 Christopher D. Gwenin 4 Sophie Weiss 5 Mateusz B. Pitak 6 Peter N. Horton 7 Simon J. Coles 8 Graeme Cooke 9 David Worsley 0000-0002-9956-6228 10 0037112-28112017130055.pdf connell2014.pdf 2017-11-28T13:00:55.8130000 Output 1913629 application/pdf Version of Record true 2017-11-28T00:00:00.0000000 false eng
title A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
spellingShingle A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
Peter Holliman
Matthew Davies
David Worsley
title_short A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
title_full A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
title_fullStr A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
title_full_unstemmed A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
title_sort A study of dye anchoring points in half-squarylium dyes for dye-sensitized solar cells
author_id_str_mv c8f52394d776279c9c690dc26066ddf9
4ad478e342120ca3434657eb13527636
c426b1c1b0123d7057c1b969083cea69
author_id_fullname_str_mv c8f52394d776279c9c690dc26066ddf9_***_Peter Holliman
4ad478e342120ca3434657eb13527636_***_Matthew Davies
c426b1c1b0123d7057c1b969083cea69_***_David Worsley
author Peter Holliman
Matthew Davies
David Worsley
author2 Arthur Connell
Peter Holliman
Matthew Davies
Christopher D. Gwenin
Sophie Weiss
Mateusz B. Pitak
Peter N. Horton
Simon J. Coles
Graeme Cooke
David Worsley
format Journal article
container_title J. Mater. Chem. A
container_volume 2
container_issue 11
container_start_page 4055
publishDate 2014
institution Swansea University
issn 2050-7488
2050-7496
doi_str_mv 10.1039/C3TA15278B
college_str Faculty of Science and Engineering
hierarchytype
hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Materials Science and Engineering{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Materials Science and Engineering
document_store_str 1
active_str 0
description This paper reports the synthesis of a series of new half-squaraine dyes (Hf-SQ) based around a common chromophoric unit consisting of linked indoline and squaric acid moieties. Carboxylate groups have been incorporated onto this core structure at four different points to study the influence of the anchoring group position on dye-sensitized solar cell (DSC) device performance. Dyes have been linked to TiO2 directly through the squaric acid moiety, through a modified squaric acid unit where a vinyl dicyano group has replaced one carbonyl, via an alkyl carboxylate attached to the indole N or through a carboxylate attached to the 4 position of a benzyl indole. Contact angle measurements have been studied to investigate the hydrophobic/hydrophilic properties of the dyes and the results have been compared to N719 and Z907. Full characterization data of all the dyes and synthetic intermediates are reported including single-crystal X-ray structural analysis for dye precursors; the indole (2a) and the half-squarylium esters (3a) and (6b), as well as the dyes (4c), (8) and (12). Dye colours range from yellow to red/brown in solution (λmax range from 430 to 476 nm) with ε ranging from 38 000 to 133 100 M−1 cm−1. The performance of the dyes in DSCs shows the highest efficiency yet reported for a Hf-SQ dye (η = 5.0%) for 1 cm2 devices with a spectral response ranging from 400 to 700 nm depending on the dye substituents. Co-sensitization of half-squarylium dye (7b) with squaraine dye (SQ2) resulted in a broader spectral response and an improved device efficiency (η = 6.1%). Density functional theory (DFT) calculations and cyclic voltammetry have been used to study the influence of linker position on dye HOMO–LUMO levels and the data has been correlated with I–V and EQE data.
published_date 2014-03-21T19:16:58Z
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score 11.04748

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