Synthesis of Long-Chain Oligomeric Donor and Acceptors via Direct Arylation for Organic Solar Cells†
Yu Wu
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
These authors contributed equally to this work.
Search for more papers by this authorXin-Yu He
Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, Zhejiang, 310027 China
These authors contributed equally to this work.
Search for more papers by this authorXu-Min Huang
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorLing-Jun Yang
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorPeng Liu
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorNa Chen
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorCorresponding Author
Chang-Zhi Li
Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, Zhejiang, 310027 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Shi-Yong Liu
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
E-mail: [email protected]; [email protected]Search for more papers by this authorYu Wu
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
These authors contributed equally to this work.
Search for more papers by this authorXin-Yu He
Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, Zhejiang, 310027 China
These authors contributed equally to this work.
Search for more papers by this authorXu-Min Huang
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorLing-Jun Yang
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorPeng Liu
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorNa Chen
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorCorresponding Author
Chang-Zhi Li
Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, Zhejiang, 310027 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Shi-Yong Liu
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, College of Materials, Metallurgical and Chemistry, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
E-mail: [email protected]; [email protected]Search for more papers by this authorDedicated to the Special Issue of Organic Photovoltaic.
Comprehensive Summary
The rapid synthesis of structurally complicated electron donors & acceptors still remains a major challenge in organic solar cells (OSC). In this work, we developed a highly efficient strategy to access long-chain oligomeric donor and acceptors for OSC applications. A series of cyclopentadithiophene (CPDT) and benzothiadiazole (BT)-based π-conjugated oligomers, i.e., three oligomeric acceptors (BTDT)n-IC (n = 1—3) and one long-chain oligomeric donor (BTDT)4-RD, are facilely synthesized by an atom- and step-economical, and labor-saving direct C—H arylation (DACH) reaction (i.e., C—H/C—Br cross coupling). Note that (BTDT)4-RD involving five CPDT, four BT and two rhodamine (RD) building blocks is the longest oligomeric donor in the fullerene-free OSC devices ever reported. The dependence of the structure-property-performance correlation of (BTDT)n-IC (n = 1—3) and (BTDT)4-RD on the π-conjugation lengths is thoroughly investigated by opto-electrochemical measurements, bulk heterojunction (BHJ) OSC devices and microscopies. The (BTDT)1-IC:PBDB-T and (BTDT)4-RD:Y6 BHJs achieve power conversion efficiencies of 9.14% and 4.51%, respectively. Our findings demonstrate that DACH reaction is a powerful tool to tune the opto-electronic properties and device performances by regulating the lengths of π-conjugated oligomers with varied numbers of repeating units.
Supporting Information
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Appendix S1: Supporting Information |
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