Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells |
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Authors: | Jinwoo Kim Jin Sook Lee Han Young Woo |
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Affiliation: | a Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan 609-735, Republic of Korea b Center for Polymer and Organic Solids, University of California at Santa Barbara, Santa Barbara, CA 93106, USA c Department of Polymer Science and Engineering, Pusan National University, Busan 609-735, Republic of Korea d Department of Chemistry, Yonsei University, Seoul 120-749, Republic of Korea e Division of Applied Chemical Engineering, Pukyong National University, Busan 608-739, Republic of Korea f Department of Nanomaterials Engineering, Pusan National University, Miryang 627-706, Republic of Korea g Department of Material Science & Engineering, Gwangju Institute of Science and Technology, Gwangju 500-712, Republic of Korea |
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Abstract: | A series of conjugated polymer bearing 4H-cyclopentadef]phenanthrene (CPP) unit have been synthesized and was evaluated in bulk heterojunction solar cell. The alternating copolymers with CPP unit were incorporated with 4,7-dithienyl-2,1,3-benzothiadiazole (DTBT) unit by Suzuki conditions. The newly synthesized copolymers, poly(2,6-((4,4-bis(2-ethylhexyl)-4H-cyclopentadef]phenanthrene))-alt-(4,7-((2-thienyl)-2,1,3-benzothiadiazole))) (PCPP-DTBT), and poly(2,6-(4,4-bis(4-((2-ethylhexyl)oxy)phenyl)-4H-cyclopentadef]phenanthrene)-alt-(4,7-((2-thienyl)-2,1,3-benzothiadiazole))) (PBEHPCPP-DTBT), contain dialkyl and bis(alkoxyphenyl) groups in the CPP unit, respectively. The HOMO-LUMO energy bandgaps of these materials, estimated from UV-vis spectroscopy and cyclic voltammetry (CV), were 2.00 eV for PCPP-DTBT and 1.80 eV for PBEHPCPP-DTBT. Bulk heterojunction solar cells based on the blends of the polymers with 6,6]phenyl-C71-butyric acid methyl ester (PC71BM) gave power conversion efficiencies as 1.00% for PCPP-DTBT and 1.12% for PBEHPCPP-DTBT under AM 1.5, 100 mW/cm2. |
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Keywords: | Polymer solar cell Cyclopentaphenanthrene Benzothiadiazole |
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