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Indenofluorene‐Extended Tetrathiafulvalene Scaffolds for Dye‐Sensitized Solar Cells
Author(s) -
Mogensen Josefine,
Michaels Hannes,
Roy Rajarshi,
Broløs Line,
Kilde Martin Drøhse,
Freitag Marina,
Nielsen Mogens Brøndsted
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001058
Subject(s) - tetrathiafulvalene , sonogashira coupling , chemistry , moiety , dye sensitized solar cell , acceptor , combinatorial chemistry , alkyne , conjugated system , photochemistry , electron acceptor , redox , coupling reaction , organic chemistry , catalysis , molecule , polymer , palladium , physics , electrode , electrolyte , condensed matter physics
Indenofluorene‐extended tetrathiafulvalenes (IF‐TTFs) comprise a class of π‐conjugated sensitizers that exhibit strong absorptions in the visible region and two reversible one‐electron oxidations. Herein we present the synthesis and optical as well as redox properties of novel IF‐TTF donor‐acceptor scaffolds that were integrated in dye‐sensitized solar cells (DSCs) via anchoring of a carboxylic acid end‐group on the scaffolds to TiO 2 . Synthetically, the scaffolds were constructed by Sonogashira coupling reactions between an iodo‐functionalized IF‐TTF and an acceptor moeity containing a terminal alkyne. These very first IF‐TTF based candidates for DSCs exhibited high performances, in particular a dye incorporating a benzothiadiazole acceptor moiety, showing a conversion efficiency of 6.4 %. This result signals that IF‐TTF derivatives present a promising class of compounds for further structural modifications. Such modifications will benefit from the readiness of the iodo‐funcitonalized IF‐TTF building block to undergo Pd‐catalyzed coupling reactions.