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

Authors
  • Simón Marqués, Pablo1
  • Tintori, Francesco2
  • Andrés Castán, José María1
  • Josse, Pierre1
  • Dalinot, Clément1
  • Allain, Magali1
  • Welch, Gregory2
  • Blanchard, Philippe1
  • Cabanetos, Clément1
  • 1 CNRS UMR 6200, MOLTECH-Anjou, University of Angers, 2 Bd Lavoisier, Angers, 49045, France , Angers (France)
  • 2 Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta, T2N 1N4, Canada , Calgary (Canada)
Type
Published Article
Journal
Scientific Reports
Publisher
Springer Nature
Publication Date
Feb 24, 2020
Volume
10
Issue
1
Identifiers
DOI: 10.1038/s41598-020-60012-7
Source
Springer Nature
License
Green

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.

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