Indenofluorene-Extended Tetrathiafulvalene Scaffolds for Dye-Sensitized Solar Cells
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Indenofluorene-extended tetrathiafulvalenes (IF-TTFs) comprise a class of pi-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 TiO2. 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.
|Tidsskrift||European Journal of Organic Chemistry|
|Status||Udgivet - 10 sep. 2020|