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http://dx.doi.org/10.5012/bkcs.2014.35.5.1485

Synthesis and Characterization of New Dihydroindolo[3,2-b]indole and 5,6-Bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole-Based Polymer for Bulk Heterojunction Polymer Solar Cells  

Kranthiraja, Kakaraparthi (Department of Chemistry Education, Graduate Department of Chemical Materials, BK21 PLUS Team for Advanced Chemical Materials, and Institute for Plastic Information and Energy Materials, Pusan National University)
Gunasekar, Kumarasamy (Department of Chemistry Education, Graduate Department of Chemical Materials, BK21 PLUS Team for Advanced Chemical Materials, and Institute for Plastic Information and Energy Materials, Pusan National University)
Song, Myungkwan (Surface Technology Division, Korea Institute of Materials Science)
Gal, Yeong-Soon (Polymer Chemistry Laboratory, Kyungil University)
Lee, Jae Wook (Department of Chemistry, Dong-A University)
Jin, Sung-Ho (Department of Chemistry Education, Graduate Department of Chemical Materials, BK21 PLUS Team for Advanced Chemical Materials, and Institute for Plastic Information and Energy Materials, Pusan National University)
Publication Information
Abstract
We have designed and developed a new ladder type tetrafused ${\pi}$-conjugated building block such as dihydroindolo[3,2-b]indole (DINI) and investigated its role as an electron rich unit. The photovoltaic properties of a new semiconducting ${\pi}$-conjugated polymer, poly[[5,10-bisoctyl-5,10-dihydroindolo[3,2-b]indole-[5,6- bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole]], represented by PDINI-OBTC8 are described. The new polymer PDINI-OBTC8 was synthesized in donor-acceptor (D-A) fashion, where fused ${\pi}$-conjugated tetracyclic DINI, and 5,6-bis(octyloxy)-4,7-di(thiophen-2-yl) benzo[c][1,2,5]thiadiazole (OBTC8) were employed as electron rich (donor) and electron deficient (acceptor) moieties, respectively. The conventional bulk heterojunction (BHJ) device structure ITO/PEDOT:PSS/PDINI-OBTC8:PCB71M/LiF/Al was utilized to fabricate polymer solar cells (PSCs), which comprises the blend of PDINI-OBTC8 and [6,6]-phenyl-$C_{71}$-butyric acid methyl ester ($PC_{71}BM$) in BHJ network. A BHJ PSC that contain PDINI-OBTC8 delivered power conversion efficiency (PCE) value of 1.68% with 1 vol% of 1,8-diidooctane (DIO) under the illumination of A.M 1.5G 100 $mW/cm^2$.
Keywords
Fused ${\pi}$-conjugated polymer; Dihydroindolo[3,2-b]indole; Low band gap polymer; Bulk heterojunction polymer solar cells;
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1 Dou, L.; Gao, J.; Richard, E.; You, J.; Chen, C.-C.; Cha, K. C.; He, Y.; Li, G.; Yang, Y. J. Am. Chem. Soc. 2012, 134, 10071.   DOI
2 Park, S. H.; Roy, A.; Beaupre, S.; Cho, S.; Coates, N.; Moon, J. S.; Moses, D.; Leclerc, M.; Lee, K.; Heeger, A. J. Nat. Photon. 2009, 3, 297.   DOI   ScienceOn
3 Huo, L.; Hou, J.; Zhang, S.; Chen, H.-Y.; Yang, Y. Angew. Chem. Int. Ed. 2010, 49, 1500.   DOI   ScienceOn
4 Zhou, H.; Yang, L.; You, W. Macromolecules 2012, 45, 607.   DOI   ScienceOn
5 Li, Y. Acc. Chem. Res. 2012, 45, 723.   DOI   ScienceOn
6 Li, G.; Zhu, R.; Yang, Y. Nat. Photon. 2012, 6, 153.   DOI
7 Dou, L.; Chang, W.-H.; Gao. J.; Chen, C.-C.; You, J.; Yang, Y. Adv. Mater. 2013, 25, 825.   DOI   ScienceOn
8 Min, J.; Zhang, Z.-G.; Zhang, S.; Li, Y. Chem. Mater. 2012, 24, 3247.   DOI
9 Duan, R.; Ye, L.; Guo, X.; Huang, Y.; Wang, P.; Zhang, S.; Zhang, J.; Huo, L.; Hou, J. Macromolecules 2012, 45, 3032.   DOI
10 Hendriks, K. H.; Heintges, G. H. L.; Gevaerts, V. S.; Wienk, M. M.; Janssen, R. A. J. Angew. Chem. Int. Ed. 2013, 52, 1.   DOI
11 Cheng, Y.-J.; Wu, J.-S.; Shih, P.-I.; Chang, C.-Y.; Jwo, P.-C.; Kao, W.-S.; Hsu, C.-S. Chem. Mater. 2011, 23, 2361.   DOI
12 Chen, Y.-L.; Chang, C.-Y.; Cheng, Y.-J.; Hsu, C.-S. Chem. Mater. 2012, 24, 3964.   DOI
13 Tsai, J.-H.; Chueh, C.-C.; Lai, M.-H.; Wang, C.-F.; Chen, W.-C.; Ko, B.-T.; Ting, C. Macromolecules 2009, 42, 1897.   DOI   ScienceOn
14 Zhang, M.; Guo, X.; Wang, X.; Wang, H.; Li, Y. Chem. Mater. 2011, 23, 4264.   DOI   ScienceOn
15 Owczarczyk, Z. R.; Braunecker, W. A.; Garcia, A.; Larsen, R.; Nardes, A. M.; Kopidakis, N.; Ginley, D. S.; Olson, D. C. Macromoelcules 2013, 46, 1350.   DOI
16 Jin, Y.; Kim, K.; Song, S.; Kim, J.; Kim, J.; Park, S. H.; Lee, K.; Suh, H. Bull. Korean Chem. Soc. 2006, 27(7), 1043.   DOI
17 Graham, K. R.; Mei, J.; Stalder, R.; Shim, J. W.; Cheun, H.; Steffy, F.; So, F.; Kippelen, B.; Reynolds, J. R. ACS Appl. Mater. Interfaces 2011, 3, 1210.   DOI
18 Murry, M. M.; Kaszynski, P.; Kaisaki, D. A.; Chang, W.; Dougherty, D. A. J. Am. Chem. Soc. 1994, 116, 8152.   DOI
19 Ding, P.; Chu, C.-C.; Liu, B.; Peng, B.; Zou, Y.; He, Y.; Zhou, K.; Hsu, C.-S. Macromol. Chem. Phys. 2010, 211, 2555.   DOI
20 Wienk, M. M.; Kroon, J. M.; Verhees, W. J. H.; Knol, J.; Hummelen, J. C.; Van Hal, P. A.; Janssen, R. A. J. Angew. Chem. Int. Ed. 2003, 42, 3371.   DOI   ScienceOn
21 Lee, J. K.; Ma, W. L.; Brabec, C. J.; Yuen, J.; Moon, J. S.; Kim, J. Y.; Lee, K.; Bazan, G. C.; Heeger, A. J. J. Am. Chem. Soc. 2008, 130, 3619.   DOI   ScienceOn
22 Zhang, M.; Gu, Y.; Guo, X.; Liu, F.; Zhang, S.; Huo, L.; Russel, T. P.; Hou, J. Adv. Mater. 2013, 25, 4944.   DOI   ScienceOn
23 Zhang, Y.; Zou, J.; Yip, H.-L.; Chen, K.-S.; Davies, J. A.; Sun, Y.; Jen, A. K.-Y. Macromolecules 2011, 44, 4752.   DOI