Silicon‐ and Germanium‐Functionalized Perylene Diimides: Synthesis, Optoelectronic Properties, and Their Application as Non‐fullerene Acceptors in Organic Solar Cells

Author:

Schlemmer Bettina1ORCID,Sauermoser Aileen2,Holler Sarah1ORCID,Zuccalà Elena1ORCID,Ehmann Birgit1,Reinfelds Matiss1ORCID,Fischer Roland C.2ORCID,Amenitsch Heinz2ORCID,Marin‐Beloqui Jose M.3ORCID,Ludvíková Lucie4ORCID,Slanina Tomáš4ORCID,Haas Michael2ORCID,Rath Thomas1ORCID,Trimmel Gregor1ORCID

Affiliation:

1. Institute for Chemistry and Technology of Materials, NAWI Graz Graz University of Technology Stremayrgasse 9 8010 Graz Austria

2. Institute of Inorganic Chemistry, NAWI Graz Graz University of Technology Stremayrgasse 9 8010 Graz Austria

3. Department of Physical Chemistry University of Málaga Blvrd Louis Pasteur 31 29010 Málaga Spain

4. Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences Flemingovo nám. 2 16610 Prague 6 Czech Republic

Abstract

AbstractOrganic solar cells have been continuously studied and developed through the last decades. A major step in their development was the introduction of fused‐ring non‐fullerene electron acceptors. Yet, beside their high efficiency, they suffer from complex synthesis and stability issues. Perylene‐based non‐fullerene acceptors, in contrast, can be prepared in only a few steps and display good photochemical and thermal stability. Herein, we introduce four monomeric perylene diimide acceptors obtained in a three‐step synthesis. In these molecules, the semimetals silicon and germanium were added in the bay position, on one or both sides of the molecules, resulting in asymmetric and symmetric compounds with a red‐shifted absorption compared to unsubstituted perylene diimide. Introducing two germanium atoms improved the crystallinity and charge carrier mobility in the blend with the conjugated polymer PM6. In addition, charge carrier separation is significantly influenced by the high crystallinity of this blend, as shown by transient absorption spectroscopy. As a result, the solar cells reached a power conversion efficiency of 5.38 %, which is one of the highest efficiencies of monomeric perylene diimide‐based solar cells recorded to date.

Funder

Austrian Science Fund

OeAD-GmbH

European Commission

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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