A 3D nonfullerene electron acceptor with a 9,9'-bicarbazole backbone for high-efficiency organic solar cells
Abstract
One-dimensional ladder-type nonfullerene electron acceptors (NFAs) with large fused ring cores have been typically used in highly efficient organic solar cells (OSCs). Prior studies have demonstrated that small molecule acceptors with three-dimensional (3D) structures may exhibit low energy loss, and hence can lead to improved OSC performance. In this study, a new 3D NFA (99CZ-8F) with a 9,9'-bicarbazole backbone was designed, synthesized, and characterized, where two linear A-D-A architectures were linked by a single N–N bond. 99CZ-8F showed strong absorption in the range of 500–800 nm in the solid state, which is complementary to the absorption of the donor material PM6. After regulating the morphology of the active layer via binary solvent mixture, the optimized device exhibited a maximum power conversion efficiency (PCE) of 6.6 ± 0.1%, which is among the best reported values for 3D nonfullerene electron acceptor based OSCs
- Authors:
-
[2];
[3];
[2];
- Soochow Univ. (China)
- Univ. of Michigan, Ann Arbor, MI (United States)
- Tianjin Univ. (China)
- Tianjin Univ. (China); North Carolina State Univ., Raleigh, NC (United States)
- North Carolina State Univ., Raleigh, NC (United States)
- Publication Date:
- Research Org.:
- Univ. of Michigan, Ann Arbor, MI (United States); Univ. of California, Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE), Renewable Power Office. Solar Energy Technologies Office; National Key Research and Development Program of China; National Natural Science Foundation of China (NSFC); US Department of the Navy, Office of Naval Research (ONR)
- OSTI Identifier:
- 1630435
- Alternate Identifier(s):
- OSTI ID: 1694217
- Grant/Contract Number:
- EE0008561; N00014-17-1-2211; AC02-05CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Organic Electronics
- Additional Journal Information:
- Journal Volume: 84; Journal Issue: C; Journal ID: ISSN 1566-1199
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 14 SOLAR ENERGY; Organic solar cells; nonfullerene electron acceptor; 3D molecular structure; bicarbazole; end-capped groups
Citation Formats
Chao, Jiang, Huang, Xinjing, Sun, Bangjin, Li, Yongxi, Gao, Mengyuan, Ye, Long, Ade, Harald, Forrest, Stephen, and Fan, Jian. A 3D nonfullerene electron acceptor with a 9,9'-bicarbazole backbone for high-efficiency organic solar cells. United States: N. p., 2020.
Web. doi:10.1016/j.orgel.2020.105784.
Chao, Jiang, Huang, Xinjing, Sun, Bangjin, Li, Yongxi, Gao, Mengyuan, Ye, Long, Ade, Harald, Forrest, Stephen, & Fan, Jian. A 3D nonfullerene electron acceptor with a 9,9'-bicarbazole backbone for high-efficiency organic solar cells. United States. https://doi.org/10.1016/j.orgel.2020.105784
Chao, Jiang, Huang, Xinjing, Sun, Bangjin, Li, Yongxi, Gao, Mengyuan, Ye, Long, Ade, Harald, Forrest, Stephen, and Fan, Jian. Tue .
"A 3D nonfullerene electron acceptor with a 9,9'-bicarbazole backbone for high-efficiency organic solar cells". United States. https://doi.org/10.1016/j.orgel.2020.105784. https://www.osti.gov/servlets/purl/1630435.
@article{osti_1630435,
title = {A 3D nonfullerene electron acceptor with a 9,9'-bicarbazole backbone for high-efficiency organic solar cells},
author = {Chao, Jiang and Huang, Xinjing and Sun, Bangjin and Li, Yongxi and Gao, Mengyuan and Ye, Long and Ade, Harald and Forrest, Stephen and Fan, Jian},
abstractNote = {One-dimensional ladder-type nonfullerene electron acceptors (NFAs) with large fused ring cores have been typically used in highly efficient organic solar cells (OSCs). Prior studies have demonstrated that small molecule acceptors with three-dimensional (3D) structures may exhibit low energy loss, and hence can lead to improved OSC performance. In this study, a new 3D NFA (99CZ-8F) with a 9,9'-bicarbazole backbone was designed, synthesized, and characterized, where two linear A-D-A architectures were linked by a single N–N bond. 99CZ-8F showed strong absorption in the range of 500–800 nm in the solid state, which is complementary to the absorption of the donor material PM6. After regulating the morphology of the active layer via binary solvent mixture, the optimized device exhibited a maximum power conversion efficiency (PCE) of 6.6 ± 0.1%, which is among the best reported values for 3D nonfullerene electron acceptor based OSCs},
doi = {10.1016/j.orgel.2020.105784},
journal = {Organic Electronics},
number = C,
volume = 84,
place = {United States},
year = {Tue Apr 21 00:00:00 EDT 2020},
month = {Tue Apr 21 00:00:00 EDT 2020}
}
Free Publicly Available Full Text
Publisher's Version of Record
Other availability
Search WorldCat to find libraries that may hold this journal
Cited by: 5 works
Citation information provided by
Web of Science
Web of Science
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
Polymer Photovoltaic Cells: Enhanced Efficiencies via a Network of Internal Donor-Acceptor Heterojunctions
journal, December 1995
- Yu, G.; Gao, J.; Hummelen, J. C.
- Science, Vol. 270, Issue 5243, p. 1789-1791
Efficient photodiodes from interpenetrating polymer networks
journal, August 1995
- Halls, J. J. M.; Walsh, C. A.; Greenham, N. C.
- Nature, Vol. 376, Issue 6540, p. 498-500
Efficient Methano[70]fullerene/MDMO-PPV Bulk Heterojunction Photovoltaic Cells
journal, July 2003
- Wienk, Martijn M.; Kroon, Jan M.; Verhees, Wiljan J. H.
- Angewandte Chemie International Edition, Vol. 42, Issue 29
A Series of Simple Oligomer-like Small Molecules Based on Oligothiophenes for Solution-Processed Solar Cells with High Efficiency
journal, March 2015
- Kan, Bin; Li, Miaomiao; Zhang, Qian
- Journal of the American Chemical Society, Vol. 137, Issue 11
Indene−C60 Bisadduct: A New Acceptor for High-Performance Polymer Solar Cells
journal, February 2010
- He, Youjun; Chen, Hsiang-Yu; Hou, Jianhui
- Journal of the American Chemical Society, Vol. 132, Issue 4, p. 1377-1382
Bulk Heterojunction Solar Cells: Morphology and Performance Relationships
journal, May 2014
- Huang, Ye; Kramer, Edward J.; Heeger, Alan J.
- Chemical Reviews, Vol. 114, Issue 14
High efficiency polymer solar cells based on poly(3-hexylthiophene)/indene-C70 bisadduct with solvent additive
journal, January 2012
- Guo, Xia; Cui, Chaohua; Zhang, Maojie
- Energy & Environmental Science, Vol. 5, Issue 7
Enhanced power-conversion efficiency in polymer solar cells using an inverted device structure
journal, August 2012
- He, Zhicai; Zhong, Chengmei; Su, Shijian
- Nature Photonics, Vol. 6, Issue 9, p. 591-595
Development of isomer-free fullerene bisadducts for efficient polymer solar cells
journal, January 2016
- Xiao, Zuo; Geng, Xinjian; He, Dan
- Energy & Environmental Science, Vol. 9, Issue 6
Ultrafast Long-Range Charge Separation in Organic Semiconductor Photovoltaic Diodes
journal, December 2013
- Gelinas, S.; Rao, A.; Kumar, A.
- Science, Vol. 343, Issue 6170
Aggregation and morphology control enables multiple cases of high-efficiency polymer solar cells
journal, November 2014
- Liu, Yuhang; Zhao, Jingbo; Li, Zhengke
- Nature Communications, Vol. 5, Issue 1
Single-Junction Polymer Solar Cells Exceeding 10% Power Conversion Efficiency
journal, November 2014
- Chen, Jing-De; Cui, Chaohua; Li, Yan-Qing
- Advanced Materials, Vol. 27, Issue 6
Alkyl Side-Chain Engineering in Wide-Bandgap Copolymers Leading to Power Conversion Efficiencies over 10%
journal, December 2016
- Liu, Tao; Pan, Xuexue; Meng, Xiangyi
- Advanced Materials, Vol. 29, Issue 6
Carbon–Oxygen‐Bridged Ladder‐Type Building Blocks for Highly Efficient Nonfullerene Acceptors
journal, October 2018
- Xiao, Zuo; Yang, Shangfeng; Yang, Zhou
- Advanced Materials, Vol. 31, Issue 45
Organic and solution-processed tandem solar cells with 17.3% efficiency
journal, August 2018
- Meng, Lingxian; Zhang, Yamin; Wan, Xiangjian
- Science, Vol. 361, Issue 6407
High fabrication yield organic tandem photovoltaics combining vacuum- and solution-processed subcells with 15% efficiency
journal, April 2018
- Che, Xiaozhou; Li, Yongxi; Qu, Yue
- Nature Energy, Vol. 3, Issue 5
Near-Infrared Ternary Tandem Solar Cells
journal, October 2018
- Li, Yongxi; Lin, Jiu-Dong; Liu, Xiao
- Advanced Materials, Vol. 30, Issue 45
Molecular Order Control of Non-fullerene Acceptors for High-Efficiency Polymer Solar Cells
journal, March 2019
- Li, Wei; Chen, Mengxue; Cai, Jinlong
- Joule, Vol. 3, Issue 3
Induced J-aggregation in acceptor alloy enhances photocurrent
journal, August 2019
- Liu, Ling; Liu, Qishi; Xiao, Zuo
- Science Bulletin, Vol. 64, Issue 15
Organic solar cells based on non-fullerene acceptors
journal, January 2018
- Hou, Jianhui; Inganäs, Olle; Friend, Richard H.
- Nature Materials, Vol. 17, Issue 2
Non-fullerene acceptors for organic solar cells
journal, February 2018
- Yan, Cenqi; Barlow, Stephen; Wang, Zhaohui
- Nature Reviews Materials, Vol. 3, Issue 3
Rationalizing device performance of perylenediimide derivatives as acceptors for bulk-heterojunction organic solar cells
journal, February 2019
- Yin, Hang; Chen, Song; Bi, Pengqing
- Organic Electronics, Vol. 65
Non-Fullerene Electron Acceptors for Use in Organic Solar Cells
journal, October 2015
- Nielsen, Christian B.; Holliday, Sarah; Chen, Hung-Yang
- Accounts of Chemical Research, Vol. 48, Issue 11
Nonfullerene Acceptor Molecules for Bulk Heterojunction Organic Solar Cells
journal, February 2018
- Zhang, Guangye; Zhao, Jingbo; Chow, Philip C. Y.
- Chemical Reviews, Vol. 118, Issue 7
An Electron Acceptor Challenging Fullerenes for Efficient Polymer Solar Cells
journal, January 2015
- Lin, Yuze; Wang, Jiayu; Zhang, Zhi-Guo
- Advanced Materials, Vol. 27, Issue 7
Bandgap Narrowing in Non-Fullerene Acceptors: Single Atom Substitution Leads to High Optoelectronic Response Beyond 1000 nm
journal, June 2018
- Lee, Jaewon; Ko, Seo-Jin; Seifrid, Martin
- Advanced Energy Materials, Vol. 8, Issue 24
Regioisomeric Non-Fullerene Acceptors Containing Fluorobenzo[ c ][1,2,5]thiadiazole Unit for Polymer Solar Cells
journal, October 2017
- Zhong, Wenkai; Fan, Baobing; Cui, Jing
- ACS Applied Materials & Interfaces, Vol. 9, Issue 42
Reduced Energy Loss Enabled by a Chlorinated Thiophene‐Fused Ending‐Group Small Molecular Acceptor for Efficient Nonfullerene Organic Solar Cells with 13.6% Efficiency
journal, March 2019
- Luo, Zhenghui; Liu, Tao; Wang, Yiling
- Advanced Energy Materials, Vol. 9, Issue 18
Isomerization of Perylene Diimide Based Acceptors Enabling High‐Performance Nonfullerene Organic Solar Cells with Excellent Fill Factor
journal, January 2019
- Luo, Zhenghui; Liu, Tao; Chen, Zhanxiang
- Advanced Science, Vol. 6, Issue 6
Single-Junction Organic Solar Cell with over 15% Efficiency Using Fused-Ring Acceptor with Electron-Deficient Core
journal, April 2019
- Yuan, Jun; Zhang, Yunqiang; Zhou, Liuyang
- Joule, Vol. 3, Issue 4
Thiolactone copolymer donor gifts organic solar cells a 16.72% efficiency
journal, November 2019
- Xiong, Ji; Jin, Ke; Jiang, Yufan
- Science Bulletin, Vol. 64, Issue 21
Subtle Polymer Donor and Molecular Acceptor Design Enable Efficient Polymer Solar Cells with a Very Small Energy Loss
journal, December 2019
- Xu, Xiaopeng; Feng, Kui; Lee, Young Woong
- Advanced Functional Materials, Vol. 30, Issue 9
Altering alkyl-chains branching positions for boosting the performance of small-molecule acceptors for highly efficient nonfullerene organic solar cells
journal, February 2020
- Luo, Zhenghui; Sun, Rui; Zhong, Cheng
- Science China Chemistry, Vol. 63, Issue 3
Improving open-circuit voltage by a chlorinated polymer donor endows binary organic solar cells efficiencies over 17%
journal, February 2020
- Ma, Ruijie; Liu, Tao; Luo, Zhenghui
- Science China Chemistry, Vol. 63, Issue 3
Design of a New Small‐Molecule Electron Acceptor Enables Efficient Polymer Solar Cells with High Fill Factor
journal, October 2017
- Li, Sunsun; Ye, Long; Zhao, Wenchao
- Advanced Materials, Vol. 29, Issue 46
Realizing Small Energy Loss of 0.55 eV, High Open-Circuit Voltage >1 V and High Efficiency >10% in Fullerene-Free Polymer Solar Cells via Energy Driver
journal, January 2017
- Cheng, Pei; Zhang, Mingyu; Lau, Tsz-Ki
- Advanced Materials, Vol. 29, Issue 11
A 3D star-shaped non-fullerene acceptor for solution-processed organic solar cells with a high open-circuit voltage of 1.18 V
journal, January 2012
- Lin, Yuze; Cheng, Pei; Li, Yongfang
- Chemical Communications, Vol. 48, Issue 39
A spirobifluorene and diketopyrrolopyrrole moieties based non-fullerene acceptor for efficient and thermally stable polymer solar cells with high open-circuit voltage
journal, January 2016
- Li, Shuixing; Liu, Wenqing; Shi, Minmin
- Energy & Environmental Science, Vol. 9, Issue 2
Effect of Molecular Shape on the Properties of Non-Fullerene Acceptors: Contrasting Calamitic Versus 3D Design Principles
journal, October 2018
- Radford, Chase L.; Hendsbee, Arthur D.; Abdelsamie, Maged
- ACS Applied Energy Materials, Vol. 1, Issue 11
A Tetraperylene Diimides Based 3D Nonfullerene Acceptor for Efficient Organic Photovoltaics
journal, February 2015
- Liu, Shi-Yong; Wu, Chen-Hao; Li, Chang-Zhi
- Advanced Science, Vol. 2, Issue 4
An Electron Acceptor with Porphyrin and Perylene Bisimides for Efficient Non-Fullerene Solar Cells
journal, January 2017
- Zhang, Andong; Li, Cheng; Yang, Fan
- Angewandte Chemie International Edition, Vol. 56, Issue 10
Reduced Intramolecular Twisting Improves the Performance of 3D Molecular Acceptors in Non-Fullerene Organic Solar Cells
journal, August 2016
- Lin, Haoran; Chen, Shangshang; Hu, Huawei
- Advanced Materials, Vol. 28, Issue 38
Low-Cost N , N ′-Bicarbazole-Based Dopant-Free Hole-Transporting Materials for Large-Area Perovskite Solar Cells
journal, May 2018
- Yin, Chengrong; Lu, Jianfeng; Xu, Yachao
- Advanced Energy Materials, Vol. 8, Issue 21
9,9′‐Bicarbazole: New Molecular Skeleton for Organic Light‐Emitting Diodes
journal, February 2019
- Liu, Xiang‐Yang; Zhang, Yuan‐Lan; Fei, Xiyu
- Chemistry – A European Journal, Vol. 25, Issue 17
1 cm 2 Organic Photovoltaic Cells for Indoor Application with over 20% Efficiency
journal, September 2019
- Cui, Yong; Yao, Huifeng; Zhang, Tao
- Advanced Materials, Vol. 31, Issue 42
Lemniscular [16]Cycloparaphenylene: A Radially Conjugated Figure-Eight Aromatic Molecule
journal, April 2019
- Senthilkumar, Kabali; Kondratowicz, Mateusz; Lis, Tadeusz
- Journal of the American Chemical Society, Vol. 141, Issue 18
Design and application of volatilizable solid additives in non-fullerene organic solar cells
journal, November 2018
- Yu, Runnan; Yao, Huifeng; Hong, Ling
- Nature Communications, Vol. 9, Issue 1
Molecular design for nonpolymeric organic dye glasses with thermal stability: relations between thermodynamic parameters and amorphous properties
journal, June 1993
- Naito, Katsuyuki; Miura, Akira
- The Journal of Physical Chemistry, Vol. 97, Issue 23
Optical Properties of Oligothiophene Substituted Diketopyrrolopyrrole Derivatives in the Solid Phase: Joint J- and H-Type Aggregation
journal, July 2012
- Kirkus, Mindaugas; Wang, Linjun; Mothy, Sébastien
- The Journal of Physical Chemistry A, Vol. 116, Issue 30
As-cast ternary polymer solar cells based on a nonfullerene acceptor and its fluorinated counterpart showing improved efficiency and good thickness tolerance
journal, January 2019
- Pan, Feilong; Zhang, Lianjie; Jiang, Haiying
- Journal of Materials Chemistry A, Vol. 7, Issue 16
Regulating the morphology of fluorinated non-fullerene acceptor and polymer donor via binary solvent mixture for high efficiency polymer solar cells
journal, May 2019
- Chen, Mengxue; Zhang, Zhuohan; Li, Wei
- Science China Chemistry, Vol. 62, Issue 9
Effect of Alkyl Side Chains of Conjugated Polymer Donors on the Device Performance of Non-Fullerene Solar Cells
journal, August 2016
- Xia, Dongdong; Wu, Yang; Wang, Qiang
- Macromolecules, Vol. 49, Issue 17
A SAXS/WAXS/GISAXS Beamline with Multilayer Monochromator
journal, October 2010
- Hexemer, Alexander; Bras, Wim; Glossinger, James
- Journal of Physics: Conference Series, Vol. 247