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Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices
Journal of Materials Chemistry C, Volume: 10, Issue: 24, Pages: 9249 - 9256
Swansea University Authors:
Ram Datt, Harrison Lee, Wing Chung Tsoi
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DOI (Published version): 10.1039/d2tc01433e
Abstract
Two 2,1,3-benzothiadiazole derivatives annulated with 2-(1,3-dithiol-2-ylidene)malonitrile in the 4,5-positions were prepared by nucleophilic substitution reactions of a fluorinated precursor. The resulting derivatives were coupled to an electron rich indacenodithiophene core to afford two new non-f...
Published in: | Journal of Materials Chemistry C |
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ISSN: | 2050-7526 2050-7534 |
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Royal Society of Chemistry (RSC)
2022
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URI: | https://cronfa.swan.ac.uk/Record/cronfa60168 |
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2022-07-06T12:24:04.2682058 v2 60168 2022-06-08 Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices 350d1f64ddd9787a6eda98611dcbb8d2 Ram Datt Ram Datt true false 0ef65494d0dda7f6aea5ead8bb6ce466 Harrison Lee Harrison Lee true false 7e5f541df6635a9a8e1a579ff2de5d56 0000-0003-3836-5139 Wing Chung Tsoi Wing Chung Tsoi true false 2022-06-08 MTLS Two 2,1,3-benzothiadiazole derivatives annulated with 2-(1,3-dithiol-2-ylidene)malonitrile in the 4,5-positions were prepared by nucleophilic substitution reactions of a fluorinated precursor. The resulting derivatives were coupled to an electron rich indacenodithiophene core to afford two new non-fullerene acceptors (NFAs). Both NFAs exhibited identical absorption spectra in solution, but significant differences in the solid state as a result of the end group fluorination. Both materials performed as electron acceptors in solar cell blends with donor polymers. The resulting devices exhibited high open circuit voltages over 1 V under 1 sun illumination, as a result of their high lying LUMO levels. Devices based on the fluorinated acceptor demonstrated reasonable performance under low light conditions, with power conversion efficiencies up to 13.7%. Journal Article Journal of Materials Chemistry C 10 24 9249 9256 Royal Society of Chemistry (RSC) 2050-7526 2050-7534 8 6 2022 2022-06-08 10.1039/d2tc01433e COLLEGE NANME Materials Science and Engineering COLLEGE CODE MTLS Swansea University We would like to thank the Engineering and Physics Science Research Council (EPSRC) (EP/N020863/1, EP/V048686/1 and EP/T028513/1) and the Royal Society and Wolfson Foundation for financial support. 2022-07-06T12:24:04.2682058 2022-06-08T17:24:28.3905951 Faculty of Science and Engineering School of Engineering and Applied Sciences - Materials Science and Engineering Xiantao Hu 0000-0002-3472-3288 1 Ram Datt 2 Qiao He 0000-0002-9383-9387 3 Panagiota Kafourou 0000-0001-7082-6527 4 Harrison Lee 5 Andrew J. P. White 6 Wing Chung Tsoi 0000-0003-3836-5139 7 Martin Heeney 0000-0001-6879-5020 8 60168__24462__acbf3629b6e64a71bac2879843831f78.pdf 60168.pdf 2022-07-06T12:21:20.3053115 Output 2723508 application/pdf Version of Record true This article is licensed under a Creative Commons Attribution 3.0 Unported Licence true eng http://creativecommons.org/licenses/by/3.0/ |
title |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices |
spellingShingle |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices Ram Datt Harrison Lee Wing Chung Tsoi |
title_short |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices |
title_full |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices |
title_fullStr |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices |
title_full_unstemmed |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices |
title_sort |
Facile synthesis of annulated benzothiadiazole derivatives and their application as medium band gap acceptors in organic photovoltaic devices |
author_id_str_mv |
350d1f64ddd9787a6eda98611dcbb8d2 0ef65494d0dda7f6aea5ead8bb6ce466 7e5f541df6635a9a8e1a579ff2de5d56 |
author_id_fullname_str_mv |
350d1f64ddd9787a6eda98611dcbb8d2_***_Ram Datt 0ef65494d0dda7f6aea5ead8bb6ce466_***_Harrison Lee 7e5f541df6635a9a8e1a579ff2de5d56_***_Wing Chung Tsoi |
author |
Ram Datt Harrison Lee Wing Chung Tsoi |
author2 |
Xiantao Hu Ram Datt Qiao He Panagiota Kafourou Harrison Lee Andrew J. P. White Wing Chung Tsoi Martin Heeney |
format |
Journal article |
container_title |
Journal of Materials Chemistry C |
container_volume |
10 |
container_issue |
24 |
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9249 |
publishDate |
2022 |
institution |
Swansea University |
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2050-7526 2050-7534 |
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10.1039/d2tc01433e |
publisher |
Royal Society of Chemistry (RSC) |
college_str |
Faculty of Science and Engineering |
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facultyofscienceandengineering |
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Faculty of Science and Engineering |
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Faculty of Science and Engineering |
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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 |
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description |
Two 2,1,3-benzothiadiazole derivatives annulated with 2-(1,3-dithiol-2-ylidene)malonitrile in the 4,5-positions were prepared by nucleophilic substitution reactions of a fluorinated precursor. The resulting derivatives were coupled to an electron rich indacenodithiophene core to afford two new non-fullerene acceptors (NFAs). Both NFAs exhibited identical absorption spectra in solution, but significant differences in the solid state as a result of the end group fluorination. Both materials performed as electron acceptors in solar cell blends with donor polymers. The resulting devices exhibited high open circuit voltages over 1 V under 1 sun illumination, as a result of their high lying LUMO levels. Devices based on the fluorinated acceptor demonstrated reasonable performance under low light conditions, with power conversion efficiencies up to 13.7%. |
published_date |
2022-06-08T04:18:03Z |
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1763754202880802816 |
score |
11.021648 |