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Fluorinated Benzoselenadiazole-Based Low-Band-Gap Polymers for High Efficiency Inverted Single and Tandem Organic Photovoltaic Cells

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journal contribution
posted on 11.03.2014, 00:00 by Ji-Hoon Kim, Seung Ah Shin, Jong Baek Park, Chang Eun Song, Won Suk Shin, Hoichang Yang, Yongfang Li, Do-Hoon Hwang
We designed and synthesized two low-band-gap conjugated copolymers with alternating difluorinated benzoselenadiazole (DFDTBSe) and ethylhexyloxy (EH)- or octyldodecyloxy (OD)-substituted benzo­[1,2-b:4,5-b′]­dithiophene (BDT) building blocks. PEHBDT-DFDTBSe and PODBDT-DFDTBSe have optical band gap energies of 1.66 and 1.69 eV, respectively, and HOMO energy levels of −5.44 and −5.43 eV, respectively. The different alkyloxy side chains in the polymers affect the molecular packing and ordering in active-layer films blended with [6,6]-phenyl-C71 butyric acid methyl ester (PC71BM). The PEHBDT-DFDTBSe:PC71BM film comprises predominantly “face-on” crystal structures with short π–π stacking distances (3.69 Å) while PODBDT-DFDTBSe:PC71BM has mostly “edge-on” structures according to two-dimensional grazing-incidence X-ray diffraction analysis. Bulk heterojunction solar cells were fabricated with an inverted structure of ITO/ethoxylated polyethylenimine/polymer:PC71BM/MoO3/Ag. The device fabricated using the PEHBDT-DFDTBSe:PC71BM active layer shows a maximum power conversion efficiency (PCE) of up to 5.74%, which is the highest value reported for OPVs containing benzoselenadiazole and BDT-derivative polymers. A tandem solar cell was also fabricated using PEHBDT-DFDTBSe:PC71BM and poly­(3-hexylthiophene):indene-C60-bisadduct as the top and bottom cell components, respectively; its maximum PCE was 7.15%.