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

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 syst...

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Autores principales: Simón Marqués, Pablo, Tintori, Francesco, Andrés Castán, José María, Josse, Pierre, Dalinot, Clément, Allain, Magali, Welch, Gregory, Blanchard, Philippe, Cabanetos, Clément
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7039957/
https://www.ncbi.nlm.nih.gov/pubmed/32094356
http://dx.doi.org/10.1038/s41598-020-60012-7
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author Simón Marqués, Pablo
Tintori, Francesco
Andrés Castán, José María
Josse, Pierre
Dalinot, Clément
Allain, Magali
Welch, Gregory
Blanchard, Philippe
Cabanetos, Clément
author_facet Simón Marqués, Pablo
Tintori, Francesco
Andrés Castán, José María
Josse, Pierre
Dalinot, Clément
Allain, Magali
Welch, Gregory
Blanchard, Philippe
Cabanetos, Clément
author_sort Simón Marqués, Pablo
collection PubMed
description 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.
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spelling pubmed-70399572020-02-28 Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct? Simón Marqués, Pablo Tintori, Francesco Andrés Castán, José María Josse, Pierre Dalinot, Clément Allain, Magali Welch, Gregory Blanchard, Philippe Cabanetos, Clément Sci Rep Article 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. Nature Publishing Group UK 2020-02-24 /pmc/articles/PMC7039957/ /pubmed/32094356 http://dx.doi.org/10.1038/s41598-020-60012-7 Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Simón Marqués, Pablo
Tintori, Francesco
Andrés Castán, José María
Josse, Pierre
Dalinot, Clément
Allain, Magali
Welch, Gregory
Blanchard, Philippe
Cabanetos, Clément
Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?
title 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_short 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?
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7039957/
https://www.ncbi.nlm.nih.gov/pubmed/32094356
http://dx.doi.org/10.1038/s41598-020-60012-7
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