Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?

Abstract Usually considered as a byproduct, the 1,6-dibrominated PDI has rarely been functionalized for the preparation of electro-active conjugated molecules, particularly in the field of organic photovoltaics. In light of the literature, one can ask oneself: Does a 1,7-isomer based functional mole...

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Autores principales: Pablo Simón Marqués, Francesco Tintori, José María Andrés Castán, Pierre Josse, Clément Dalinot, Magali Allain, Gregory Welch, Philippe Blanchard, Clément Cabanetos
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Publicado: Nature Portfolio 2020
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Acceso en línea:https://doaj.org/article/51e2e5ff1ab444f3b16298ebfe24074d
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spelling oai:doaj.org-article:51e2e5ff1ab444f3b16298ebfe24074d2021-12-02T14:28:22ZIndeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?10.1038/s41598-020-60012-72045-2322https://doaj.org/article/51e2e5ff1ab444f3b16298ebfe24074d2020-02-01T00:00:00Zhttps://doi.org/10.1038/s41598-020-60012-7https://doaj.org/toc/2045-2322Abstract Usually considered as a byproduct, the 1,6-dibrominated PDI has rarely been functionalized for the preparation of electro-active conjugated molecules, particularly in the field of organic photovoltaics. In light of the literature, one can ask oneself: Does a 1,7-isomer based functional molecule systematically perform better than its 1,6-analogue? To answer this question, we report herein the synthesis and direct comparison of two indeno[1,2-b]thiophene (IDT) end-capped perylene diimide regioisomers (PDI) (1,6 and 1,7) used as non-fullerene acceptors in organic solar cells. It turned out that in our case, ie, when blended with the well-known PTB7-Th donor polymer, higher performance was reached for devices made with the 1,6-analogue.Pablo Simón MarquésFrancesco TintoriJosé María Andrés CastánPierre JosseClément DalinotMagali AllainGregory WelchPhilippe BlanchardClément CabanetosNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 10, Iss 1, Pp 1-10 (2020)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Pablo Simón Marqués
Francesco Tintori
José María Andrés Castán
Pierre Josse
Clément Dalinot
Magali Allain
Gregory Welch
Philippe Blanchard
Clément Cabanetos
Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
description Abstract Usually considered as a byproduct, the 1,6-dibrominated PDI has rarely been functionalized for the preparation of electro-active conjugated molecules, particularly in the field of organic photovoltaics. In light of the literature, one can ask oneself: Does a 1,7-isomer based functional molecule systematically perform better than its 1,6-analogue? To answer this question, we report herein the synthesis and direct comparison of two indeno[1,2-b]thiophene (IDT) end-capped perylene diimide regioisomers (PDI) (1,6 and 1,7) used as non-fullerene acceptors in organic solar cells. It turned out that in our case, ie, when blended with the well-known PTB7-Th donor polymer, higher performance was reached for devices made with the 1,6-analogue.
format article
author Pablo Simón Marqués
Francesco Tintori
José María Andrés Castán
Pierre Josse
Clément Dalinot
Magali Allain
Gregory Welch
Philippe Blanchard
Clément Cabanetos
author_facet Pablo Simón Marqués
Francesco Tintori
José María Andrés Castán
Pierre Josse
Clément Dalinot
Magali Allain
Gregory Welch
Philippe Blanchard
Clément Cabanetos
author_sort Pablo Simón Marqués
title Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
title_short Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
title_full Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
title_fullStr Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
title_full_unstemmed Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
title_sort indeno[1,2-b]thiophene end-capped perylene diimide: should the 1,6-regioisomers be systematically considered as a byproduct?
publisher Nature Portfolio
publishDate 2020
url https://doaj.org/article/51e2e5ff1ab444f3b16298ebfe24074d
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