Three Isomeric Non-Fullerene Acceptors Comprising a Mono-Brominated End-Group for Efficient Organic Solar Cells

被引:10
|
作者
Luo, Mei [1 ]
Chen, Yinchu [1 ]
Liang, Jiahao [1 ]
Zhou, Jiadong [1 ]
Yuan, Dong [1 ]
Zhang, Zesheng [1 ]
Liu, Xuanchen [1 ]
Zhang, Lianjie [1 ]
Xie, Zengqi [1 ]
Chen, Junwu [1 ]
机构
[1] South China Univ Technol, Inst Polymer Optoelect Mat & Devices, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Peoples R China
基金
中国国家自然科学基金;
关键词
non-fullerene acceptors (NFAs); organic solar cells (OSCs); MALDI-TOF mass spectra; BTzIC-2Br-d; BTzIC-2Br-; ELECTRON-ACCEPTOR; POLYMER ACCEPTOR;
D O I
10.1021/acsami.2c09323
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
Non-fullerene acceptors (NFAs) carrying a 1,1-dicyanomethylene-3-indanone (IC) end-group are the most powerful ones to boost the power conversion efficiency of organic solar cells (OSCs). However, the well-known Knoevenagel condensation of the mono-halogenated IC end-group will result in an NFA isomeric effect, a chemical issue that needs to be addressed. Herein, facile preparations and separations of three well-defined mono-brominated isomers BTzIC-2Br-delta, BTzIC-2Br-gamma, and BTzIC-2Br-delta gamma via column chromatography with a well-chosen mixing solvent were demonstrated for Knoevenagel condensation, and their structures were verified by NMR spectra and matrix-assisted laser desorption ionization-time of flight mass spectrometry (MALDI-TOF) mass spectra. It is the first time that an asymmetric isomer BTzIC-2Br-delta gamma is reported, and the regioisomeric effect on optoelectronic properties can be investigated based on all three isomers. Moreover, the single-crystal structure was successfully achieved for the symmetric molecule BTzIC-2Br-gamma. With benzodithiophene (BDT)-free PFBT4T-T20 as an easily accessible and low-cost polymer donor, the three isomers could show differentiated device performances, with a power conversion efficiency order of BTzIC-2Br-gamma (16.00%) > BTzIC-2Br-delta gamma (15.81%) > BTzIC-2Br-delta (15.29%). The best efficiency of 16.00% achieved with BTzIC-2Br-gamma is among the highest ones for binary OSCs based on the low-cost BDT-free donors. The facile and complete synthesis of isomeric NFAs with mono-halogenated IC end-groups would promote the elucidation of the structure-property relationship.
引用
收藏
页码:35985 / 35996
页数:12
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