Dithieno[3,2-b:2′,3′-d]pyrrol Fused Nonfullerene Acceptors Enabling Over 13% Efficiency for Organic Solar Cells

被引:400
|
作者
Sun, Jia [1 ]
Ma, Xiaoling [2 ]
Zhang, Zhuohan [1 ]
Yu, Jiangsheng [3 ]
Zhou, Jie [1 ]
Yin, Xinxing [1 ]
Yang, Linqiang [1 ]
Geng, Renyong [1 ]
Zhu, Rihong [3 ]
Zhang, Fujun [2 ]
Tang, Weihua [1 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
[2] Beijing Jiaotong Univ, Minist Educ, Key Lab Luminescence & Opt Informat, Beijing 100044, Peoples R China
[3] Nanjing Univ Sci & Technol, MIIT Key Lab Adv Solid Laser, Nanjing 210094, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
dithieno[3,2-b:2 ',3 '-d]pyrrol; high-performance organic solar cells; narrow bandgap; nonfullerene acceptors; FULLERENE ELECTRON-ACCEPTOR; SMALL MOLECULES; ENERGY-LOSSES; POLYMER; PERFORMANCE; DESIGN; MORPHOLOGY; COPOLYMERS; NETWORK;
D O I
10.1002/adma.201707150
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new electron-rich central building block, 5,5,12,12-tetrakis(4-hexylphenyl)-indacenobis-(dithieno[3,2-b:2',3'-d]pyrrol) (INP), and two derivative nonfullerene acceptors (INPIC and INPIC-4F) are designed and synthesized. The two molecules reveal broad (600-900 nm) and strong absorption due to the satisfactory electron-donating ability of INP. Compared with its counterpart INPIC, fluorinated nonfullerene acceptor INPIC-4F exhibits a stronger near-infrared absorption with a narrower optical bandgap of 1.39 eV, an improved crystallinity with higher electron mobility, and down-shifted highest occupied molecular orbital and lowest unoccupied molecular orbital energy levels. Organic solar cells (OSCs) based on INPIC-4F exhibit a high power conversion efficiency (PCE) of 13.13% and a relatively low energy loss of 0.54 eV, which is among the highest efficiencies reported for binary OSCs in the literature. The results demonstrate the great potential of the new INP as an electron-donating building block for constructing high-performance nonfullerene acceptors for OSCs.
引用
收藏
页数:8
相关论文
共 50 条
  • [31] Over 14% Efficiency in Organic Solar Cells Enabled by Chlorinated Nonfullerene Small-Molecule Acceptors
    Zhang, Hao
    Yao, Huifeng
    Hou, Junxian
    Zhu, Jie
    Zhang, Jianqi
    Li, Wanning
    Yu, Runnan
    Gao, Bowei
    Zhang, Shaoqing
    Hou, Jianhui
    ADVANCED MATERIALS, 2018, 30 (28)
  • [32] Introducing a new 7-ring fused diindenone-dithieno[3,2-b:2',3'-d]thiophene unit as a promising component for organic semiconductor materials
    Fell, Valentin H. K.
    Cameron, Joseph
    Kanibolotsky, Alexander L.
    Hussien, Eman J.
    Skabara, Peter J.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2022, 18 : 944 - 955
  • [33] A new medium-bandgap fused-[1]benzothieno[3,2-b][1]benzo-thiophene (BTBT) nonfullerene acceptor for organic solar cells with high open-circuit voltage
    Wang, Yunchuang
    Chang, Meijia
    Ke, Xin
    Wan, Xiangjian
    Yang, Guangcheng
    POLYMER, 2019, 185
  • [34] Dithieno[3,2-b:2MODIFIER LETTER PRIME,3MODIFIER LETTER PRIME-d]pyrrol-Fused Asymmetrical Electron Acceptors: A Study into the Effects of Nitrogen-Functionalization on Reducing Nonradiative Recombination Loss and Dipole Moment on Morphology
    Gao, Wei
    Liu, Tao
    Sun, Rui
    Zhang, Guangye
    Xiao, Yiqun
    Ma, Ruijie
    Zhong, Cheng
    Lu, Xinhui
    Min, Jie
    Yan, He
    Yang, Chuluo
    ADVANCED SCIENCE, 2020, 7 (05)
  • [35] Selenopheno[3,2-b]thiophene-Based Narrow-Bandgap Nonfullerene Acceptor Enabling 13.3% Efficiency for Organic Solar Cells with Thickness-Insensitive Feature
    Wang, Jin-Liang
    Liu, Kai-Kai
    Hong, Ling
    Ge, Gao-Yang
    Zhang, Chao
    Hou, Jianhui
    ACS ENERGY LETTERS, 2018, 3 (12): : 2967 - 2976
  • [36] Electron-deficient diketone unit engineering for non-fused ring acceptors enabling over 13% efficiency in organic solar cells
    Luo, Dou
    Li, Lanqing
    Shi, Yongqiang
    Zhang, Jianqi
    Wang, Kai
    Guo, Xugang
    Kyaw, Aung Ko Ko
    JOURNAL OF MATERIALS CHEMISTRY A, 2021, 9 (26) : 14948 - 14957
  • [37] Synthesis and Characterization of Poly(Dithieno[3,2-b:2′,3′-d]pyrrole) Derivatives Containing Thiophene Moieties and Their Application to Organic Devices
    Jeong, Hyung-Gu
    Lim, Bogyu
    Na, Seok-In
    Baeg, Kang-Jun
    Kim, Juhwan
    Yun, Jin-Mun
    Kim, Dong-Yu
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2011, 212 (21) : 2308 - 2318
  • [38] Low-bandgap nonfullerene acceptor based on thieno[3,2-b]indole core for highly efficient binary and ternary organic solar cells
    Xie, Liang
    Zhang, Yang
    Zhuang, Wenliu
    Jeong, Sang Young
    Bian, Qingzhen
    Li, Huangfen
    Cao, Jiamin
    Liu, Wanqing
    Tan, Hua
    Woo, Han Young
    Zhang, Jian
    Wang, Ergang
    CHEMICAL ENGINEERING JOURNAL, 2022, 427
  • [39] π-Conjugated dithieno[3,2-b:2′,3′-d]pyrrole (DTP) oligomers for organic thin-film transistors
    Lin, Gaobo
    Qin, Yunke
    Guan, Ying-Shi
    Xu, Hai
    Xu, Wei
    Zhu, Daoben
    RSC ADVANCES, 2016, 6 (06): : 4872 - 4876
  • [40] Synthesis and Photovoltaic Properties of Poly(dithieno[3,2-b:2′,3′-d]germole) Derivatives
    Gendron, David
    Morin, Pierre-Olivier
    Berrouard, Philippe
    Allard, Nicolas
    Aich, Badrou Reda
    Garon, Christian N.
    Tao, Ye
    Leclerc, Mario
    MACROMOLECULES, 2011, 44 (18) : 7188 - 7193