University of Groningen

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1 University of Groningen Improved Photovoltaic Performance of a Semicrystalline Narrow Bandgap Copolymer Based on 4H-Cyclopenta[2,1-b Van Mierloo, Sarah; Hadipour, Afshin; Spijkman, Mark-Jan; Van den Brande, Niko; Ruttens, Bart; Kesters, Jurgen; D'Haen, Jan; Van Assche, Guy; de Leeuw, Dago M.; Aernouts, Tom Published in: Chemistry of Materials DOI: /cm203351t IMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to cite from it. Please check the document version below. Document Version Publisher's PDF, also known as Version of record Publication date: 2012 Link to publication in University of Groningen/UMCG research database Citation for published version (APA): Van Mierloo, S., Hadipour, A., Spijkman, M-J., Van den Brande, N., Ruttens, B., Kesters, J.,... Haen, J. D. (2012). Improved Photovoltaic Performance of a Semicrystalline Narrow Bandgap Copolymer Based on 4H-Cyclopenta[2,1-b: 3,4-b ']dithiophene Donor and Thiazolo[5,4-d]thiazole Acceptor Units. Chemistry of Materials, 24(3), DOI: /cm203351t Copyright Other than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons). Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim. Downloaded from the University of Groningen/UMCG research database (Pure): For technical reasons the number of authors shown on this cover page is limited to 10 maximum. Download date:

2 Supporting Information Improved Photovoltaic Performance of a Semi-Crystalline Narrow Bandgap Copolymer Based on 4H-Cyclopenta[2,1-b:3,4-b ]dithiophene Donor and Thiazolo[5,4-d]thiazole Acceptor Units Sarah Van Mierloo, Afshin Hadipour, Mark-Jan Spijkman, Niko Van den Brande, Bart Ruttens, # Jurgen Kesters, Jan D Haen, # Guy Van Assche, Dago M. de Leeuw, Tom Aernouts, Jean Manca, #, Laurence Lutsen,, Dirk J. Vanderzande,*,, and Wouter Maes*,, Hasselt University, Institute for Materials Research (IMO-IMOMEC), Design & Synthesis of Organic Semiconductors (DSOS), Agoralaan 1 - Building D, B-3590 Diepenbeek, Belgium IMEC, Kapeldreef 75, B-3001 Leuven, Belgium Philips Research Laboratories, High Tech Campus 4, 5656 AE Eindhoven, The Netherlands Molecular Electronics, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands Vrije Universiteit Brussel, Department of Materials and Chemistry, Physical Chemistry and Polymer Science, Pleinlaan 2, B-1050 Brussels, Belgium # Hasselt University, Institute for Materials Research (IMO-IMOMEC), Electrical and Physical Characterization (ELPHYC) Organic and Nanostructured Electronics (ONE), Universitaire Campus - Wetenschapspark 1, B-3590 Diepenbeek, Belgium IMEC, IMOMEC Ass. Lab., Universitaire Campus - Wetenschapspark 1, B-3590 Diepenbeek, Belgium Katholieke Universiteit Leuven, Department of Chemistry, Molecular Design and Synthesis, Celestijnenlaan 200F, B-3001 Leuven, Belgium dirk.vanderzande@uhasselt.be; wouter.maes@uhasselt.be Table of contents 1. Supporting information figures S H (400 MHz, CDCl 3 ) and 13 C (75 MHz, CDCl 3 ) NMR spectra of the CPDT and TzTz precursors S4 S1

3 1. Supporting information figures Figure S1. TGA curve of the PCPDT-DTTzTz copolymer. Figure S2. Cyclic voltammogram of the PCPDT-DTTzTz copolymer. S2

4 Figure S3. Size exclusion chromatograms (CHCl 3 ) of the rough PCPDT-DTTzTz copolymer (f0) and fractionated samples (f1 4). Figure S4. HT-size exclusion (chlorobenzene) chromatograms of the PCPDT-DTTzTz copolymer at different temperatures, indicating polymer aggregation. S3

5 2. 1 H (400 MHz, CDCl 3 ) and 13 C (75 MHz, CDCl 3 ) NMR spectra of the CPDT and TzTz precursors S4

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