Benzene, 1,2-difluoro-4,5-dinitro-

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CAS: 85686-97-1
MF: C6H2N2O4F2
MW: 204.08788
Synonyms: Benzene, 1,2-difluoro-4,5-dinitro-

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Linfeng Lan

South China University of Technology
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Lei Ying

South China University of Technology
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Co-reporter: Wenkai Zhong, Jin Xu, Sheng Sun, Junfei Liang, Bin Zhang, Ruifeng He, Linfeng Lan, Fei Huang, Lei Ying, Wei Yang, Junbiao Peng, Yong Cao
pp: 17-27
Publication Date(Web):August 2015
DOI: 10.1016/j.orgel.2015.04.005
•Two novel donor-π-acceptor type of conjugated polymers were synthesized.•Selenophene copolymer showed higher absorptivity and intermolecular ordering.•Device performances improved obviously after replacing thiophene with selenophene.Two novel donor-π-acceptor type of conjugated polymers with thiophene or selenophene as the π-bridge between the electron-donating indolocarbazole and electron-accepting difluorobenzotriazole unit, were designed and synthesized through a palladium catalyzed Suzuki polymerization. The replacement of the thiophene bridge by selenophene shows negligible effects on the geometries of molecular chain, as indicated by theoretical calculation on the basis of density of functional theory. However, obvious bathochromic shift along with the increased intensity in the UV–vis absorption profile of selenophene based copolymers relative to their thiophene based counterparts are realized, as can be attributed to the more pronounced heavy atom effects of the selenium than the sulfur atom. Compared to the thiophene based copolymer, the selenophene based copolymer exhibited about one order of magnitude increase in hole mobility, from 0.0014 to 0.01 cm2 V−1 s−1, and about two times of magnitude increase in power conversion efficiency, from 1.01% to 2.39%, as evaluated by field effect transistors and bulk heterojunction polymer solar cells, respectively. These results indicated that the selection of appropriate π-bridge by is crucial for the improvement of performance of π-conjugated polymers.Image for unlabelled figure

Richard J. Hooley

University of California
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Quan Cheng

University of California
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Jonathan R. Nitschke

University of Cambridge
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Qi-chun Zhang

Nanyang Technological University
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He Yan

HKUST-Shenzhen Research Institute
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Fei Huang

South China University of Technology
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Co-reporter: Wenkai Zhong, Jin Xu, Sheng Sun, Junfei Liang, Bin Zhang, Ruifeng He, Linfeng Lan, Fei Huang, Lei Ying, Wei Yang, Junbiao Peng, Yong Cao
pp: 17-27
Publication Date(Web):August 2015
DOI: 10.1016/j.orgel.2015.04.005
•Two novel donor-π-acceptor type of conjugated polymers were synthesized.•Selenophene copolymer showed higher absorptivity and intermolecular ordering.•Device performances improved obviously after replacing thiophene with selenophene.Two novel donor-π-acceptor type of conjugated polymers with thiophene or selenophene as the π-bridge between the electron-donating indolocarbazole and electron-accepting difluorobenzotriazole unit, were designed and synthesized through a palladium catalyzed Suzuki polymerization. The replacement of the thiophene bridge by selenophene shows negligible effects on the geometries of molecular chain, as indicated by theoretical calculation on the basis of density of functional theory. However, obvious bathochromic shift along with the increased intensity in the UV–vis absorption profile of selenophene based copolymers relative to their thiophene based counterparts are realized, as can be attributed to the more pronounced heavy atom effects of the selenium than the sulfur atom. Compared to the thiophene based copolymer, the selenophene based copolymer exhibited about one order of magnitude increase in hole mobility, from 0.0014 to 0.01 cm2 V−1 s−1, and about two times of magnitude increase in power conversion efficiency, from 1.01% to 2.39%, as evaluated by field effect transistors and bulk heterojunction polymer solar cells, respectively. These results indicated that the selection of appropriate π-bridge by is crucial for the improvement of performance of π-conjugated polymers.Image for unlabelled figure

Michael Schramm

California State University
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