Chinese Journal of Organic Chemistry >
Photovoltaic Property of Two Polymers Furnished by Different Acceptor Bolcks
Received date: 2015-05-18
Revised date: 2015-07-09
Online published: 2015-08-25
Supported by
Project supported by the Young Scientists Foundation of Henan Normal University (No. 01026400061), the Henan Province Basic and Frontier Technology Research Projects (No. 1323004100247) and the College Students’ Innovative Pilot Scheme (No. 2012011).
Two conjugated copolymers poly[4-(4,4'-dinonyl-2,2'-bithiazol-5-yl)-7-(4,4'-dinonyl-5'-(9-octyl-9H-carbazol- 2-yl)-2,2'-bithiazol-5-yl)benzo[c][1,2,5]thiadiazole] (HSD-5) and poly[9-octyl-2-(5-(2,3,5,6-tetrafluoro-4-(3-undecylthieno- [3,2-b]thiophen-2-yl)phenyl)-6-undecylthieno[3,2-b]thiophen-2-yl)-9H-carbazole] (HSD-7) were synthesized and their photophysical and photovoltaic properties were studied. The electrochemical characterization results showed that these two polymer possessed wide band-gaps of 2.16 and 2.53 eV, respectively. Solar cell devices based on polymer/PC71BM gave a power conversion efficiency (PCE) of 0.36% and 0.73% for HSD-5 and HSD-7, respectively. For the fluorine containing polymer HSD-7, the strong electronegativity of fluorine induces a strong dipole moment along the C—F bond, which resulted in a strong inter/intramolecular interaction and displayed significant influnce on the morphology of the active layer. Meanwhile, the large torsion angles between the acceptor blocks destroyed the conjugation and the electron delocalization. Finally, the structure-activity relationship was also discussed to understand the reason of the low power conversion efficiency (PCE).
Qin Ruiping , Geng Fan , Wang Danfeng , Yao Xiaojing . Photovoltaic Property of Two Polymers Furnished by Different Acceptor Bolcks[J]. Chinese Journal of Organic Chemistry, 2015 , 35(12) : 2583 -2588 . DOI: 10.6023/cjoc201505028
[1] (a) Liu, Y.; Zhao, J.; Li, Z.; Mu, C.; Ma, W.; Hu, H.; Jiang, K.; Lin, H.; Ade, H.; Yan, H. Nat. Commun. 2014, 5, 5293/1. (b) Chen, J.-D.; Cui, C.; Li, Y.-Q.; Zhou, L.; Ou, Q.-D.; Li, C.; Li, Y.; Tang, J.-X. Adv. Mater. 2015, 27, 1035.
[2] Meng, Q.-B. Acta Chim. Sinica 2015, 73, 161 (in Chinese). (孟庆波, 化学学报, 2015, 73, 161.)
[3] (a) Qin, R.-P.; Li, W.-W.; Li, C.-H.; Du, C.; Veit, C.; Schleiermacher, H F.; Andersson, M.; Bo Z.-S.; Liu Z.-P.; Inganas, O.; Wuerfel, U.; Zhang, F.-L. J. Am. Chem. Soc. 2009, 131, 14612. (b) Lei, T.; Wang, J.-Y.; Pei, J. Acc. Chem. Res. 2014, 47, 1117. (c) Coughlin, J. E.; Henson, Z. B.; Welch, G. C. Acc. Chem. Res. 2014, 47, 257. (d) Qin, R.-P.; Jiang, Y.-R.; Ma, H; Yang, L; Liu, H.-Z.; Chang, F.-G. J. Appl. Polym. Sci. 2013, 129, 2671. (e) Qin, R.-P.; Song, G.-L.; Jiang, Y.-R.; Bo, Z.-S. Chem. J. Chin. Univ. 2012, 33, 828 (in Chinese). (秦瑞平, 宋桂林, 蒋玉荣, 薄志山, 高等学校化学学报, 2012, 33, 828.) (f) Liu, Z.; Xu, F.; Yan, D.-D. Acta Chim. Sinica 2014, 72, 171 (in Chinese). (刘震, 徐丰, 严大东, 化学学报, 2014, 72, 171.)
[4] (a) Gong, X.; Li, C.; Lu, Z.; Li, G.; Mei, Q.; Fang, T.; Bo, Z.-S. Macromol. Rapid Commun. 2013, 34, 1163. (b) Chen, Y.; Wan, X.; Long, G. Acc. Chem. Res. 2013, 46, 2645. (c) You, J.; Dou, L.; Yoshimura, K. Nat. Commun. 2012, 4, 1446. (d) Fan, X.-C.; Wang, F.; Li, X.-C.; Chen, Y.; Lai, W.-Y.; Huang, W. Chin. J. Org. Chem. 2014, 34, 2027 (in Chinese). (范晓春, 王芳, 李祥春, 陈垚, 赖文勇, 黄维, 有机化学, 2014, 34, 2027.)
[5] (a) Wang, X.; Sun, Y.; Chen, S. Macromolecules 2012, 45, 1208. (b) Uy, R. L.; Price, S. C.; You, W. Macromol. Rapid Commun. 2012, 33, 1162. (c) Li, Y.-F. Acc. Chem. Res. 2012, 45, 723. (d) Du, C.; Li, W.; Li, C. J. Polym. Sci., Part A: Polym. Chem. 2012, 51, 383.
[6] (a) Lei, T.; Wang, J.-Y.; Pei, J. Chem. Mater. 2014, 26,594. (b) Hu, X.-L.; Zuo, L.-J.; Nan, Y.-X. Synth. Met. 2012, 162, 2005.
[7] (a) Brocks, G.; Tol, A. J. Phys. Chem. 1996, 100, 1838. (b) Ajayaghosh, A. Chem. Soc. Rev. 2003, 32, 181.
[8] (a) Shi, Q.; Fan, H.; Liu, Y. Macromolecules 2011, 44, 4230. (b) Shi, Q.; Fan, H.; Liu, Y. J. Phys. Chem. C 2010, 114, 16843.
[9] Zhang, X.; Köhler, M.; Matzger, A. J. Macromolecules 2004, 37, 6306.
[10] Qin, R.-P.; Bo, Z.-S. Macromol. Rapid Commun. 2012, 33, 87.
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