Selective halogenation of central and end-units of nonfullerene acceptors enables enhanced molecular packing and photovoltaic performance

被引:42
作者
Xie, Meiling [1 ,2 ]
Shi, Yanan [1 ,2 ]
Zhu, Lingyun [1 ]
Zhang, Jianqi [1 ]
Cheng, Qian [1 ,2 ]
Zhang, Hao [1 ,2 ]
Yan, Yangjun [1 ]
Zhu, Mingquan [1 ,2 ]
Zhou, Huiqiong [1 ,2 ]
Lu, Kun [1 ,2 ]
Wei, Zhixiang [1 ,2 ]
机构
[1] Natl Ctr Nanosci & Technol, CAS Ctr Excellence Nanosci, CAS Key Lab Nanosyst & Hierarch Fabricat, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1039/d3ee01333b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Halogenation of nonfullerene acceptors (NFAs) is a general and effective strategy to improve the power conversion efficiencies (PCEs) of organic solar cells (OSCs). Although end-group halogenation has achieved great success, central-unit halogenation has not been systematically studied due to the lack of substitution points in traditional Y-series acceptors. Herein, based on recently developed quinoxaline (Qx)-series acceptors, a series of NFAs, Qx-o-4F, Qx-m-4F, Qx-p-4F, and Qx-p-4Cl, were developed by changing the substitution positions of fluorine atoms on the central unit and the type of terminal halogen atoms. These isomeric fluorinated central units and different end groups result in altered local dipole moments, thus affecting molecular stacking modes and photoelectronic properties of NFAs. Qx-p-4Cl with the para-fluorinated central unit and chlorinated end groups exhibits red-shifted absorption, decreased energy loss, ordered molecular packing, and a favorable blend morphology, which are conducive to charge generation and transport. As a result, OSCs based on PM6:Qx-p-4Cl exhibit a high PCE of 18.06%, which could be further improved to 18.78% by interface optimization. This work underlines the importance of selective halogenation of central units and end groups in manipulating molecular packing and boosting the photovoltaic performance of OSCs.
引用
收藏
页码:3543 / 3551
页数:9
相关论文
共 45 条
[21]   Dilute Alloying to Implant Activation Centers in Nitride Electrocatalysts for Lithium-Sulfur Batteries [J].
Liu, Quanbing ;
Wu, Yujie ;
Li, Dong ;
Peng, Yan-Qi ;
Liu, Xinyan ;
Li, Bo-Quan ;
Huang, Jia-Qi ;
Peng, Hong-Jie .
ADVANCED MATERIALS, 2023, 35 (07)
[22]   Asymmetric Acceptors with Fluorine and Chlorine Substitution for Organic Solar Cells toward 16.83% Efficiency [J].
Liu, Tao ;
Zhang, Youdi ;
Shao, Yiming ;
Ma, Ruijie ;
Luo, Zhenghui ;
Xiao, Yiqun ;
Yang, Tao ;
Lu, Xinhui ;
Yuan, Zhongyi ;
Yan, He ;
Chen, Yiwang ;
Li, Yongfang .
ADVANCED FUNCTIONAL MATERIALS, 2020, 30 (24)
[23]   Optimized Fibril Network Morphology by Precise Side-Chain Engineering to Achieve High-Performance Bulk-Heterojunction Organic Solar Cells [J].
Liu, Tao ;
Huo, Lijun ;
Chandrabose, Sreelakshmi ;
Chen, Kai ;
Han, Guangchao ;
Qi, Feng ;
Meng, Xiangyi ;
Xie, Dongjun ;
Ma, Wei ;
Yi, Yuanping ;
Hodgkiss, Justin M. ;
Liu, Feng ;
Wang, Jing ;
Yang, Chuluo ;
Sun, Yanming .
ADVANCED MATERIALS, 2018, 30 (26)
[24]   Design of Near-Infrared Nonfullerene Acceptor with Ultralow Nonradiative Voltage Loss for High-Performance Semitransparent Ternary Organic Solar Cells [J].
Liu, Wuyue ;
Sun, Shaoming ;
Zhou, Liang ;
Cui, Yong ;
Zhang, Wenkai ;
Hou, Jianhui ;
Liu, Feng ;
Xu, Shengjie ;
Zhu, Xiaozhang .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (19)
[25]   Multiwfn: A multifunctional wavefunction analyzer [J].
Lu, Tian ;
Chen, Feiwu .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 2012, 33 (05) :580-592
[26]   Asymmetric side-chain substitution enables a 3D network acceptor with hydrogen bond assisted crystal packing and enhanced electronic coupling for efficient organic solar cells [J].
Luo, Zhenghui ;
Gao, Yuan ;
Lai, Hanjian ;
Li, Yuxiang ;
Wu, Ziang ;
Chen, Zhanxiang ;
Sun, Rui ;
Ren, Jiaqi ;
Zhang, Cai'e ;
He, Feng ;
Woo, HanYoung ;
Min, Jie ;
Yang, Chuluo .
ENERGY & ENVIRONMENTAL SCIENCE, 2022, 15 (11) :4601-4611
[27]   Organic and solution-processed tandem solar cells with 17.3% efficiency [J].
Meng, Lingxian ;
Zhang, Yamin ;
Wan, Xiangjian ;
Li, Chenxi ;
Zhang, Xin ;
Wang, Yanbo ;
Ke, Xin ;
Xiao, Zuo ;
Ding, Liming ;
Xia, Ruoxi ;
Yip, Hin-Lap ;
Cao, Yong ;
Chen, Yongsheng .
SCIENCE, 2018, 361 (6407) :1094-+
[28]   Photocurrent generation in polymer-fullerene bulk heterojunctions [J].
Mihailetchi, VD ;
Koster, LJA ;
Hummelen, JC ;
Blom, PWM .
PHYSICAL REVIEW LETTERS, 2004, 93 (21) :216601-1
[29]   Small reorganization energy acceptors enable low energy losses in non-fullerene organic solar cells [J].
Shi, Yanan ;
Chang, Yilin ;
Lu, Kun ;
Chen, Zhihao ;
Zhang, Jianqi ;
Yan, Yangjun ;
Qiu, Dingding ;
Liu, Yanan ;
Adil, Muhammad Abdullah ;
Ma, Wei ;
Hao, Xiaotao ;
Zhu, Lingyun ;
Wei, Zhixiang .
NATURE COMMUNICATIONS, 2022, 13 (01)
[30]   Foldable Semitransparent Organic Solar Cells for Photovoltaic and Photosynthesis [J].
Song, Wei ;
Fanady, Billy ;
Peng, Ruixiang ;
Hong, Ling ;
Wu, Lirong ;
Zhang, Wenxia ;
Yan, Tingting ;
Wu, Tao ;
Chen, Sanhui ;
Ge, Ziyi .
ADVANCED ENERGY MATERIALS, 2020, 10 (15)