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CC BY-NC-ND 4.0 · Organic Materials 2021; 03(02): 168-173
DOI: 10.1055/s-0041-1726459
Focus Issue: Peter Bäuerle 65th Birthday
Short Communication

Dimeric Phenazinothiadiazole Acceptors in Bulk Heterojunction Solar Cells

Lukas Ahrens
a   Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
,
Yvonne J. Hofstetter 
b   Institut für Angewandte Physik, Technische Universität Dresden, Nöthnitzer Straße 61, 01187 Dresden, Germany
,
Baris Celik
a   Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
,
Julian F. Butscher 
b   Institut für Angewandte Physik, Technische Universität Dresden, Nöthnitzer Straße 61, 01187 Dresden, Germany
,
Frank Rominger
a   Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
,
Jan Freudenberg 
a   Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
,
Yana Vaynzof 
b   Institut für Angewandte Physik, Technische Universität Dresden, Nöthnitzer Straße 61, 01187 Dresden, Germany
,
Uwe H. F. Bunz 
a   Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
› Author Affiliations Funding Information L.A. thanks the ‘Studienstiftung des deutschen Volkes’ for a scholarship. U. B. and Y. V. thank the Deutsche Forschungsgemeinschaft (SFB 1249) for generous support (Project A01 and C04).
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Abstract

Two covalently linked triisopropylsilyl-ethynylated phenazinothiadiazoles were prepared through condensation of a spirocyclic and a bicyclic tetraketone with a 5,6-diaminobenzothiadiazole. The spirobisindene- and the ethanoanthracene-based linkers render the electron acceptors amorphous in thin films. The optoelectronic properties of the non-conjugated dimers are indistinguishable from that of the crystalline monomer. Bulk heterojunction solar cells were prepared with power conversion efficiencies peaking at 1.6%. The choice of linker neither influenced optical and electrochemical properties nor device performance.

Key words

arenes - condensation - electron acceptors - non-fullerene acceptors - organic electronics - organic solar cells

Supporting Information

Supporting Information for this article is available online at https://doi.org/10.1055/s-0041-1726459.


Dedicated to Professor Peter Bäuerle on the occasion of his 65th birthday.


Supporting Information



Publication History

Received: 15 January 2021

Accepted: 16 February 2021

Article published online:
01 April 2021

© 2021. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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