An Alternating Copolymer Derived from Indolo[3,2-b ]carbazole and 4,7-Di(thieno[3,2-b ]thien-2-yl)-2,1,3-benzothiadiazole for Photovoltaic Cells

作者: Yangjun Xia , Xuehua Su , Zhicai He , Xia Ren , Hongbing Wu

DOI: 10.1002/MARC.201000062

关键词: CarbazoleElectron donorOrganic solar cellConjugated systemCrystallographyThermal stabilityCopolymerPolymer solar cellHOMO/LUMOPolymer chemistryChemistryOrganic chemistryMaterials ChemistryPolymers and Plastics

摘要: An alternating narrow bandgap conjugated copolymer (PICZ-DTBT, E(g)  = 1.83 eV) derived from 5,11-di(9-heptadecanyl)indolo[3,2-b]carbazole and 4,7-di(thieno[3,2-b]thien-2-yl)-2,1,3-benzothiadiazole (DTBT), was prepared by the palladium-catalyzed Suzuki coupling reaction. The resultant polymer absorbs light 350-690 nm, exhibits two absorbance peaks at around 420 570 nm has good solution processibility thermal stability. highest occupied molecular orbital (HOMO) energy level lowest unoccupied (LUMO) of determined cyclic voltammetry were about -5.18 -3.35 eV, respectively. Prototype bulk heterojunction photovoltaic cells solid-state composite films based on PICZ-DTBT [6,6]-phenyl-C(71) butyric acid methyl ester (PC(71) BM), show power conversion efficiencies up to 2.4% under 80 mW · cm(-2) illumination (AM1.5) with an open-circuit voltage V(oc)  = 0.75 V, a short current density J(sc)  = 6.02 mA · cm(-2) , fill factor 42%. This indicates that is viable electron donor material for polymeric solar cells.

参考文章(29)
Erjun Zhou, Shimpei Yamakawa, Keisuke Tajima, Chunhe Yang, Kazuhito Hashimoto, Synthesis and Photovoltaic Properties of Diketopyrrolopyrrole-Based Donor−Acceptor Copolymers Chemistry of Materials. ,vol. 21, pp. 4055- 4061 ,(2009) , 10.1021/CM901487F
Alex C. Mayer, Shawn R. Scully, Brian E. Hardin, Michael W. Rowell, Michael D. McGehee, Polymer-based solar cells Materials Today. ,vol. 10, pp. 28- 33 ,(2007) , 10.1016/S1369-7021(07)70276-6
Jean-François Morin, Mario Leclerc, Dominique Adès, Alain Siove, Polycarbazoles: 25 Years of Progress Macromolecular Rapid Communications. ,vol. 26, pp. 761- 778 ,(2005) , 10.1002/MARC.200500096
N. S. Sariciftci, D. Braun, C. Zhang, V. I. Srdanov, A. J. Heeger, G. Stucky, F. Wudl, Semiconducting polymer‐buckminsterfullerene heterojunctions: Diodes, photodiodes, and photovoltaic cells Applied Physics Letters. ,vol. 62, pp. 585- 587 ,(1993) , 10.1063/1.108863
D. Mühlbacher, M. Scharber, M. Morana, Z. Zhu, D. Waller, R. Gaudiana, C. Brabec, High Photovoltaic Performance of a Low‐Bandgap Polymer Advanced Materials. ,vol. 18, pp. 2884- 2889 ,(2006) , 10.1002/ADMA.200600160
N. Blouin, A. Michaud, M. Leclerc, A Low‐Bandgap Poly(2,7‐Carbazole) Derivative for Use in High‐Performance Solar Cells Advanced Materials. ,vol. 19, pp. 2295- 2300 ,(2007) , 10.1002/ADMA.200602496
Jian Huang, Yishe Xu, Qiong Hou, Wei Yang, Ming Yuan, Yong Cao, Novel Red Electroluminescent Polymers Derived from Carbazole and 3,6-Bis(2-thienyl)-1,2,7-benzothiadiazole Macromolecular Rapid Communications. ,vol. 23, pp. 709- 712 ,(2002) , 10.1002/1521-3927(20020801)23:12<709::AID-MARC709>3.0.CO;2-E
Jianping Lu, Fushun Liang, Nicolas Drolet, Jianfu Ding, Ye Tao, Raluca Movileanu, Crystalline low band-gap alternating indolocarbazole and benzothiadiazole-cored oligothiophene copolymer for organic solar cell applications. Chemical Communications. pp. 5315- 5317 ,(2008) , 10.1039/B811031J