Control of vertical distribution of thiophene-based copolymers containing 4,7-Dithien-2-yl-benzo[C][1,2,5]thiadiazole and 3,6-Dithien-2-yl-pyrrolo[3,4-C]pyrrole-1,4(2H,5H)-dione as Side Groups for Photovoltaics

作者: Min-Hee Choi , Tae Ho Lee , Yong Woon Han , Doo Kyung Moon

DOI: 10.1002/POLA.28157

关键词: Side chainOrganic solar cellThiophenePolymer solar cellMaterials scienceConjugated systemPyrrolePolymer chemistryAcceptorPolymer

摘要: Four new D—A type copolymers with 2D-conjugated side-chain identified PfToBT, PbToBT, PfTDPP and PbTDPP, containing two acceptors 4,7-dithien-2-yl-benzo[c][1,2,5]thiadiazole (DTBT), diketopyrrolopyrrole (DPP) linked by thiophene donors, are obtained using Pd-catalyzed Stille-coupling reaction. These polymers show a broad visible-near-infrared absorption band (Eg = 1.79–1.66 eV) possess relatively low-lying HOMO level at −5.34 to −5.12 eV. All the polymer:PC70BM blend films showed edge-on structure have similar dπ-spacing values. According of conjugated side-chain, vertical distributions polymer chains PC70BM within BHJ (bulk heterojunction) were different. When DPP used as an acceptor, side coexisted in same position. The film prepared from PbToBT had discontinuous network between PC70BM, whereas PbTDPP formed continuous evenly distributed them. This optimized morphology promotes hole transport along respective pathways fullerenes direction, leading high JSC. shows PCE up 2.9% (Jsc 9.4 mA/cm2, Voc 0.68 V, FF 0.44). © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Chem. 2016, 54, 2746–2759

参考文章(46)
Zhi-Guo Zhang, Yongfang Li, Side-chain engineering of high-efficiency conjugated polymer photovoltaic materials Science China Chemistry. ,vol. 58, pp. 192- 209 ,(2015) , 10.1007/S11426-014-5260-2
Prashant Sonar, Samarendra P. Singh, Evan L. Williams, Yuning Li, Mui Siang Soh, Ananth Dodabalapur, Furan containing diketopyrrolopyrrole copolymers: synthesis, characterization, organic field effect transistor performance and photovoltaic properties Journal of Materials Chemistry. ,vol. 22, pp. 4425- 4435 ,(2012) , 10.1039/C2JM14989C
Jianhui Hou, Lijun Huo, Chang He, Chunhe Yang, Yongfang Li, Synthesis and Absorption Spectra of Poly(3-(phenylenevinyl)thiophene)s with Conjugated Side Chains Macromolecules. ,vol. 39, pp. 594- 603 ,(2006) , 10.1021/MA051883N
Xunshan Liu, Yuanshuai Huang, Zhencai Cao, Chao Weng, Huajie Chen, Songting Tan, Synthesis and photovoltaic properties of copolymers based on benzo[1,2-b:4,5-b′]dithiophene and thiazole with different conjugated side groups Polymer Chemistry. ,vol. 4, pp. 4737- 4745 ,(2013) , 10.1039/C3PY00614J
Haohao Li, Hao Luo, Zhencai Cao, Zhaojie Gu, Ping Shen, Bin Zhao, Huajie Chen, Gui Yu, Songting Tan, Synthesis and photovoltaic performances of conjugated copolymers with 4,7-dithien-5-yl-2,1,3-benzothiadiazole and di(p-tolyl)phenylamine side groups Journal of Materials Chemistry. ,vol. 22, pp. 22913- 22921 ,(2012) , 10.1039/C2JM33886F
Min Hee Choi, Kwan Wook Song, Soo Won Heo, Yong Woon Han, Doo Kyung Moon, A facile method for enhancing photovoltaic performance of low-band-gap D–A conjugated polymer for OPVs by controlling the chemical structure Journal of Industrial and Engineering Chemistry. ,vol. 26, pp. 173- 181 ,(2015) , 10.1016/J.JIEC.2014.10.045
Jae-Kyu Jin, Jong-Kil Choi, Bum-Joon Kim, Hyun-Bum Kang, Sung-Cheol Yoon, Hong You, Hee-Tae Jung, Synthesis and Photovoltaic Performance of Low-Bandgap Polymers on the Basis of 9,9-Dialkyl-3,6-dialkyloxysilafluorene Macromolecules. ,vol. 44, pp. 502- 511 ,(2011) , 10.1021/MA102173A
Kwan Wook Song, Min Hee Choi, Ho Jun Song, Soo Won Heo, Jang Yong Lee, Doo Kyung Moon, Effect of replacing proton with alkoxy side chain for donor acceptor type organic photovoltaics Solar Energy Materials and Solar Cells. ,vol. 120, pp. 303- 309 ,(2014) , 10.1016/J.SOLMAT.2013.09.023
Changwei Wang, Bin Zhao, Zhencai Cao, Ping Shen, Zhuo Tan, Xiangling Li, Songting Tan, None, Enhanced power conversion efficiencies in bulk heterojunction solar cells based on conjugated polymer with isoindigo side chain. Chemical Communications. ,vol. 49, pp. 3857- 3859 ,(2013) , 10.1039/C3CC40620B
Qingdong Zheng, Byung Jun Jung, Jia Sun, Howard E. Katz, Ladder-type oligo-p-phenylene-containing copolymers with high open-circuit voltages and ambient photovoltaic activity Journal of the American Chemical Society. ,vol. 132, pp. 5394- 5404 ,(2010) , 10.1021/JA909111P