2,1,3-Benzothiadiazole, 4,7-bis(5-bromo-4-hexyl-2-thienyl)-

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CAS: 444579-39-9
MF: C26H30N2S3Br2
MW: 626.5328
Synonyms: 2,1,3-Benzothiadiazole, 4,7-bis(5-bromo-4-hexyl-2-thienyl)-

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Yongfang Li

Institute of Chemistry, Chinese Academy of Sciences
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Co-reporter: Dan Deng, Yang Yang, Jing Zhang, Chang He, Maojie Zhang, Zhi-Guo Zhang, Zhanjun Zhang, Yongfang Li
pp: 614-622
Publication Date(Web):April 2011
DOI: 10.1016/j.orgel.2011.01.013
Three solution-processable triphenylamine (TPA)-containing low band gap D-A-D molecules with benzothiadiazole (BT) as acceptor unit and TPA-(4-hexyl)thiophene (TPA-HT), TPA-(4-hexyl)thieno[3,2-b]thiophene (TPA-HTT) and bis(octyloxy)TPA-(4-hexyl)thieno[3,2-b]thiophene (boTPA-HTT) as donor units, TPA-HT-BT, TPA-HTT-BT and boTPA-HTT-BT, have been designed and synthesized for the application in the bulk-heterojunction organic solar cells (OSCs). The molecules show broad absorption band in the visible range and appropriate HOMO energy levels for the donor materials in OSCs. The OSC devices were fabricated with the molecules as donor and PC70BM as acceptor. The power conversion efficiencies of the OSCs based on TPA-HT-BT, TPA-HTT-BT and boTPA-HTT-BT reached 1.44%, 1.44% and 0.75%, respectively, under the illumination of AM.1.5, 100 mW/cm2.Graphical abstractImage for unlabelled figureResearch highlights► TPA-containing D-A-D molecules with benzothiadiazole (BT) as acceptor unit show good solubility and broad absorption. ► PCE of the OSCs based on the molecule as donor and PC70BM as acceptor reached 1.44%. ► Thieno[3,2-b]thiophene-vinylene pi-bridge in the molecules broadened the absorption spectra.
Co-reporter: Jing Zhang, Jintao Yu, Chang He, Dan Deng, Zhi-Guo Zhang, Miaojie Zhang, Zhibo Li, Yongfang Li
pp: 166-172
Publication Date(Web):January 2012
DOI: 10.1016/j.orgel.2011.10.017
Two solution-processable star-shaped D–π–A organic molecules with triphenylamine (TPA) as donor unit, benzothiadiazole (BT) as acceptor unit and 4-hexyl-thienylenevinylene as pi conjugated bridge, S(TPA-TBTT) and S(TPA-TBTT-TPA), have been designed and synthesized for the application as donor materials in bulk-heterojunction organic solar cells (OSCs). The two molecules possess broader absorption from 350 to 700 nm benefitted from the longer pi-bridge in the molecules but weaker absorbance and poorer solubility in comparison with their corresponding organic molecules with shorter vinylene pi-bridge. The OSC based on S(TPA-TBTT): PC70BM (1:3, w/w) exhibited Jsc of 6.41 mA/cm2, Voc of 0.75 V, FF of 39.0% and power conversion efficiency of 1.90%, under the illumination of AM 1.5, 100 mW/cm2.Graphical abstractImage for unlabelled figureHighlights► We synthesized two new solution-processable star-shaped D–π–A organic molecules. ► The two molecules S(TPA-TBTT) and S(TPA-TBTT-TPA) possess broader absorption. ► We studied the photovoltaic properties of the molecules. ► The OSC based on S(TPA-TBTT): PC70BM exhibited power conversion efficiency of 1.90%.

Feng Peng

South China University of Technology
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Guang Shi

South China Normal University
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Hong Zhu

South China Normal University
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SuiLian Luo

South China Normal University
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Qiong Hou

South China Normal University
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LiHua Wang

Soochow University
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Dongyun Chen

Soochow University
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JingHui He

Soochow University
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Jian-Mei Lu

Soochow University
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