Elucidating Batch-to-Batch Variation Caused by Homocoupled Side

Dec 1, 2016 - Department of Energy Conversion and Storage, Technical University of Denmark (DTU), Frederiksborgvej 399, PO Box 49, 4000 Roskilde, Denm...
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Elucidating Batch-to-Batch Variation Caused by Homocoupled Side Products in Solution Processable Organic Solar Cells Tim Vangerven, Pieter Verstappen, Nilesh Patil, Jan D'Haen, Ilaria Cardinaletti, Johannes Benduhn, Niko Van den Brande, Maxime Defour, Vincent Lemaur, David Beljonne, Roberto Lazzaroni, Benoît Champagne, Koen Vandewal, Jens W. Andreasen, Peter Adriaensens, Dag W. Breiby, Bruno Van Mele, Dirk Vanderzande, Wouter Maes, and Jean Manca Chem. Mater., Just Accepted Manuscript • DOI: 10.1021/acs.chemmater.6b04143 • Publication Date (Web): 01 Dec 2016 Downloaded from http://pubs.acs.org on December 6, 2016

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Elucidating Batch-to-Batch Variation Caused by Homocoupled Side Products in Solution Processable Organic Solar Cells Tim Vangerven*†, Pieter Verstappen‡, Nilesh Patil§, Jan D’Haen†, Ilaria Cardinaletti†, Johannes Benduhn∇, Niko Van den Brande ф, Maxime Defour ф, Vincent Lemaur+, David Beljonne+, Roberto Lazzaroni+, Benoit Champagne#, Koen Vandewal∇, Jens W. Andreasen‖, Peter Adriaensens‡, Dag W. Breiby§, Bruno Van Mele ф, Dirk Vanderzande‡,∩, Wouter Maes‡ and Jean Manca□ †

Material Physics Division, Institute for Materials Research (IMO-IMOMEC), Hasselt University, Universitaire Campus – Wetenschapspark 1, 3590 Diepenbeek, Belgium ‡ Design & Synthesis of Organic Semiconductors (DSOS)/Nuclear Magnetic Resonance spectroscopy group (NMR), Institute for Materials Research (IMO-IMOMEC), Hasselt University, Universitaire Campus – Agoralaan 1, 3590 Diepenbeek, Belgium §

Department of Physics, Norwegian University of Science and Technology (NTNU), Høgskoleringen 5, 7491 Trondheim, Norway ∇ Dresden

Integrated Center for Applied Physics and Photonic Materials (IAPP) and Institute for Applied Physics, Technische Universität Dresden, George-Bähr-Str. 1, 01069 Dresden, Germany ф

Physical Chemistry and Polymer Science, Materials and Chemistry, Faculty of Engineering, Vrije Universiteit Brussel, Pleinlaan 2, 1050 Brussels, Belgium



#

Laboratory for Chemistry of Novel Materials, Université de Mons (UMONS), Place du Parc 20, 7000 Mons, Belgium

Department of Chemistry, Université de Namur (UNamur), Rue de Bruxelles 61, 5000 Namur, Belgium



Department of Energy Conversion and Storage, Technical University of Denmark (DTU), Frederiksborgvej 399, PO Box 49, 4000 Roskilde, Denmark ∩

Imec vzw, Division IMOMEC, Universitaire Campus – Wetenschapspark 1, 3590 Diepenbeek, Belgium



X-LaB, Hasselt University, Universitaire Campus – Agoralaan 1, B-3590 Diepenbeek, Belgium

ABSTRACT: Conjugated polymers and small molecules based on alternating electron donating (D) and electron accepting (A) building blocks have led to state-of-the-art organic solar cell materials governing efficiencies beyond 10%. Unfortunately, the connection of D and A building blocks via cross-coupling reactions does not always proceed as planned, which can result in the generation of side products containing D-D or A-A homocoupling motifs. Previous studies have reported a reduced performance in polymer and small molecule solar cells when such defect structures are present. A general consensus on the impact of homocouplings on device performance is, however, still lacking, as well as a profound understanding of the underlying causes of the device deterioration. To differentiate the combined effect of molecular weight and homocouplings in polymer solar cells, a systematic study on a small molecule system (DTS(FBBTh2)2) is presented. The impact of homocouplings on nanomorphology, thermal, and electro-optical properties is investigated. It is demonstrated that small quantities of homocouplings (