气候变化领域集成服务门户(CCPortal): Effect of the chlorine substitution position of the end-group on intermolecular interactions and photovoltaic performance of small molecule acceptors

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DOI	10.1039/d0ee02251a
	Effect of the chlorine substitution position of the end-group on intermolecular interactions and photovoltaic performance of small molecule acceptors
	Li X.; Angunawela I.; Chang Y.; Zhou J.; Huang H.; Zhong L.; Liebman-Pelaez A.; Zhu C.; Meng L.; Xie Z.; Ade H.; Yan H.; Li Y.
发表日期	2020
ISSN	17545692
起始页码	5028
结束页码	5038
卷号	13 期号:12
英文摘要	The structure-property relationships of small molecular acceptors (SMAs) are a key issue in the molecular design of new-generation acceptor materials for further improving the device efficiencies of polymer solar cells (PSCs). Herein, three couples of SMA isomers were synthesized, based on three central fused ring units and two 1,1-dicyanomethylene-3-indanone (IC) isomer electron-withdrawing terminal units with chlorine substitutions in different positions of its benzene ring: Cl-1 with chlorine on the same side as a CO group of IC and Cl-2 with chlorine on the same side as the CN groups of IC. Through systematical investigation, we found that the chlorine substitution position of the terminal groups has a regular and significant influence on the molecular packing and photovoltaic performance of the SMAs. The molecular packing behavior of the SMAs is closely related to and determined by the configuration of their terminal groups, no matter which central fused ring of the SMAs is used. In particular, the Cl-1-based SMAs possess a stronger crystallinity with long range ordering packing in their molecular plane direction, while the more abundant and stereoscopic π-π intermolecular interaction in the Cl-2-based SMAs promotes the molecules to form three-dimensional charge transporting channels and leads to their red-shifted absorption and higher electron mobilities. Therefore, the Cl-2-based PSCs exhibit a higher power conversion efficiency (PCE) compared to that of the Cl-1-based devices, and the best PCE of a Cl-2 SMA-based PSC reached 16.42%. These results highlight the importance of the investigation of intermolecular interactions, packing and the arrangement of the SMAs in the solid-state, which may provide direct insights for exploring the relationship between the molecular structure and property of the photovoltaic materials. Moreover, we envision that if fragments such as end groups or side chains with more diverse molecular interactions are added into the design and the subsequent synthesis of the SMAs, this may be beneficial to promoting molecular π-π accumulation and further improving the molecular order, forming suitable molecular packing and morphology in the resulting blend films, and finally affecting the efficiency of the PSCs. This journal is © The Royal Society of Chemistry.
英文关键词	Chlorine; Conversion efficiency; Crystallinity; Efficiency; Isomers; Molecules; Photovoltaic effects; Plants (botany); Polymer solar cells; Red Shift; Stereo image processing; Structural design; Electronwithdrawing; Intermolecular interactions; Photovoltaic materials; Photovoltaic performance; Polymer solar cell (PSCs); Power conversion efficiencies; Structure and properties; Structure property relationships; Chlorine compounds; chlorine; equipment; molecular analysis; photovoltaic system
语种	英语
来源期刊	Energy & Environmental Science
文献类型	期刊论文
条目标识符	http://gcip.llas.ac.cn/handle/2XKMVOVA/189432
作者单位	Beijing National Laboratory for Molecular Sciences, Cas Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China; Department of Chemistry, Hong Kong Br. of Chinese Natl. Engineering Research Center for Tissue Restoration and Reconstruction, Hong Kong University of Science and Technology (HKUST), Clear Water Bay, Kowloon, Hong Kong; School of Chemical Science, University of Chinese Academy of Sciences, Beijing, 100049, China; Hong Kong University of Science and Technology-Shenzhen Research Institute, Shenzhen, 518057, China; Department of Physics and Organic and Carbon Electronics Laboratories (ORaCEL), North Carolina State University, Raleigh, NC 27695, United States; Institute of Polymer Optoelectronic Materials and Devices, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou, 510640, China; Advanced Light Source, Lawrence Berkeley National Laboratory, Berkeley, CA 94720, United States; Laborator...
推荐引用方式 GB/T 7714	Li X.,Angunawela I.,Chang Y.,et al. Effect of the chlorine substitution position of the end-group on intermolecular interactions and photovoltaic performance of small molecule acceptors[J],2020,13(12).
APA	Li X..,Angunawela I..,Chang Y..,Zhou J..,Huang H..,...&Li Y..(2020).Effect of the chlorine substitution position of the end-group on intermolecular interactions and photovoltaic performance of small molecule acceptors.Energy & Environmental Science,13(12).
MLA	Li X.,et al."Effect of the chlorine substitution position of the end-group on intermolecular interactions and photovoltaic performance of small molecule acceptors".Energy & Environmental Science 13.12(2020).