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Heteroarene‐fused π‐conjugated main‐chain polymers containing 4,7‐bis(4‐octylthiophen‐2‐yl)benzo[c][1,2,5]thiadiazole or 2,5‐bis(4‐octylthiophen‐2‐yl)thiazolo[5,4‐d]thiazole and their application to photovoltaic devices
Authors:Tae Wan Lee  Nam Su Kang  Jae Woong Yu  Mai Ha Hoang  Kyung Hwan Kim  Jung‐Il Jin  Dong Hoon Choi
Affiliation:1. Department of Chemistry, Research Institute for Natural Sciences, Korea University, 5 Anam‐dong, Sungbuk‐gu, Seoul, 136‐701 Korea;2. Korea Institute of Science & Technology, Center for Energy Materials Research, 39‐1 Hawolkok‐dong, Sungbuk‐gu, Seoul, 136‐791 Korea;3. Advanced Materials Engineering for Information and Electronics, Kyung Hee University, 1 Seocheon, Kiheung, Yongin, Kyungki 446‐701 Korea
Abstract:Two conjugated main‐chain polymers consisting of heteroarene‐fused π‐conjuagted donor moiety alternating with 4,7‐bis(5‐bromo‐4‐octylthiophen‐2‐yl)benzo[c][1,2,5]thiadiazole (P1) or 2,5‐bis(5‐bromo‐4‐octylthiophen‐2‐yl) thiazolo[5,4‐d]thiazole (P2) units have been synthesized. They are intrinsically amorphous in nature and do not exhibit crystalline melting temperatures during thermal analysis. The effect of the fused rings on the thermal, optical, electrochemical, charge transport, and photovoltaic properties of these polymers has been investigated. The polymer (P1) containing 4,7‐bis(5‐bromo‐4‐octylthiophen‐2‐yl)benzo[c][1,2,5] thiadiazole has a broad absorption extending from 300 to 600 nm with optical bandgaps as low as 2.02 eV. The HOMO levels (5.42 to 5.29 eV) are more sensitive to the choice of acceptor. The polymers were employed to fabricate organic photovoltaic cells with methanofullerene [6,6]‐phenyl C71‐butyric acid methyl ester (PC71BM). As a result, the polymer solar cell device containing P1 had the best preliminary results with an open‐circuit voltage of 0.61 V, a short‐circuit current density of 6.19 mA/cm2, and a fill factor of 0.32, offering an overall power conversion efficiency of 1.21%. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010
Keywords:bulk heterojunction  conjugated polymers  donor‐acceptor  fluorescence  heteroarene‐fused ring  photophysics  solar cell  synthesis
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