Issue 14, 2018

4H-1,2,6-Thiadiazine-containing donor–acceptor conjugated polymers: synthesis, optoelectronic characterization and their use in organic solar cells

Abstract

π-Conjugated donor–acceptor (D–A) polymers containing electron withdrawing non-S-oxidized 4H-1,2,6-thiadiazines and electron donating (het)aryl-substituted indacenodithiophenes (IDTs) were prepared and used in organic solar cell (OSC) devices with [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as the fullerene acceptor. The non-S-oxidized 4H-1,2,6-thiadiazine containing polymers were wide bandgap absorbers (Eoptg 1.80–1.95 eV) with low-lying highest occupied molecular orbital energy levels (EHOMO −5.5 to −6.1 eV) affording high open circuit voltages (Vocs 0.82–0.96 V) for polymer:fullerene bulk heterojunction (BHJ) OSCs. Owing to enhanced short circuit currents (Jscs) and fill factors (FFs), the 1,2,6-thiadiazin-4(H)-one-based polymers had significantly higher performances (up to 3.83%) vs. the N-(perfluorophenyl)-1,2,6-thiadiazin-4(H)-imine based-polymers (up to 1.37%).

Graphical abstract: 4H-1,2,6-Thiadiazine-containing donor–acceptor conjugated polymers: synthesis, optoelectronic characterization and their use in organic solar cells

Supplementary files

Article information

Article type
Paper
Submitted
25 Aug 2017
Accepted
03 Oct 2017
First published
03 Oct 2017

J. Mater. Chem. C, 2018,6, 3658-3667

4H-1,2,6-Thiadiazine-containing donor–acceptor conjugated polymers: synthesis, optoelectronic characterization and their use in organic solar cells

C. L. Chochos, A. S. Kalogirou, T. Ye, E. Tatsi, A. Katsouras, G. A. Zissimou, V. G. Gregoriou, A. Avgeropoulos and P. A. Koutentis, J. Mater. Chem. C, 2018, 6, 3658 DOI: 10.1039/C7TC03889E

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