Design and synthesis of chlorinated benzothiadiazole-based polymers for efficient solar energy conversion
Abstract
Here, chlorinated benzothiadiazide based polymers with multiple chlorine atoms has been designed and synthesized for polymer solar cells with enhanced open circuit voltage up to 0.85 V. The chlorine substitution is found to significantly adjust the band gap of the polymers, and change polymer’s orientation from random morphology of chlorine free PBT4T-2OD, to mixed face-on packing of one chlorine substituted PCBT4T-2OD, and finally to edge-on of two chlorine substituted PCCBT4T-2OD. The optimized chlorinated polymer, PCBT4T-2OD with only one chlorine atom substituted on BT moiety, has been founded to achieve the highest power conversion efficiency up to 8.20% with PC71BM, which is about 68% higher than that of its non-chlorine analogues.
- Authors:
-
[2];
[2];
[5];
[2]
- South Univ. of Science and Technology of China, Shenzhen (People's Republic of China); Xiamen Univ., Xiamen (China)
- South Univ. of Science and Technology of China, Shenzhen (People's Republic of China)
- Xiamen Univ., Xiamen (China)
- Argonne National Lab. (ANL), Lemont, IL (United States)
- Argonne National Lab. (ANL), Lemont, IL (United States); The Univ. of Chicago, Chicago, IL (United States)
- Publication Date:
- Research Org.:
- Argonne National Laboratory (ANL), Argonne, IL (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); Materials Sciences and Engineering Division; National Basic Research Program of China
- OSTI Identifier:
- 1352929
- Grant/Contract Number:
- AC02-06CH11357
- Resource Type:
- Accepted Manuscript
- Journal Name:
- ACS Energy Letters
- Additional Journal Information:
- Journal Volume: 2; Journal Issue: 4; Journal ID: ISSN 2380-8195
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE; 14 SOLAR ENERGY
Citation Formats
Hu, Zhiming, Chen, Hui, Qu, Jianfei, Zhong, Xiaowei, Chao, Pengjie, Xie, Mo, Lu, Wei, Liu, Anhua, Tian, Leilei, Su, Yu -An, Chen, Wei, and He, Feng. Design and synthesis of chlorinated benzothiadiazole-based polymers for efficient solar energy conversion. United States: N. p., 2017.
Web. doi:10.1021/acsenergylett.7b00092.
Hu, Zhiming, Chen, Hui, Qu, Jianfei, Zhong, Xiaowei, Chao, Pengjie, Xie, Mo, Lu, Wei, Liu, Anhua, Tian, Leilei, Su, Yu -An, Chen, Wei, & He, Feng. Design and synthesis of chlorinated benzothiadiazole-based polymers for efficient solar energy conversion. United States. https://doi.org/10.1021/acsenergylett.7b00092
Hu, Zhiming, Chen, Hui, Qu, Jianfei, Zhong, Xiaowei, Chao, Pengjie, Xie, Mo, Lu, Wei, Liu, Anhua, Tian, Leilei, Su, Yu -An, Chen, Wei, and He, Feng. Fri .
"Design and synthesis of chlorinated benzothiadiazole-based polymers for efficient solar energy conversion". United States. https://doi.org/10.1021/acsenergylett.7b00092. https://www.osti.gov/servlets/purl/1352929.
@article{osti_1352929,
title = {Design and synthesis of chlorinated benzothiadiazole-based polymers for efficient solar energy conversion},
author = {Hu, Zhiming and Chen, Hui and Qu, Jianfei and Zhong, Xiaowei and Chao, Pengjie and Xie, Mo and Lu, Wei and Liu, Anhua and Tian, Leilei and Su, Yu -An and Chen, Wei and He, Feng},
abstractNote = {Here, chlorinated benzothiadiazide based polymers with multiple chlorine atoms has been designed and synthesized for polymer solar cells with enhanced open circuit voltage up to 0.85 V. The chlorine substitution is found to significantly adjust the band gap of the polymers, and change polymer’s orientation from random morphology of chlorine free PBT4T-2OD, to mixed face-on packing of one chlorine substituted PCBT4T-2OD, and finally to edge-on of two chlorine substituted PCCBT4T-2OD. The optimized chlorinated polymer, PCBT4T-2OD with only one chlorine atom substituted on BT moiety, has been founded to achieve the highest power conversion efficiency up to 8.20% with PC71BM, which is about 68% higher than that of its non-chlorine analogues.},
doi = {10.1021/acsenergylett.7b00092},
journal = {ACS Energy Letters},
number = 4,
volume = 2,
place = {United States},
year = {Fri Mar 10 00:00:00 EST 2017},
month = {Fri Mar 10 00:00:00 EST 2017}
}
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Works referenced in this record:
High-efficiency solution processable polymer photovoltaic cells by self-organization of polymer blends
journal, October 2005
- Li, Gang; Shrotriya, Vishal; Huang, Jinsong
- Nature Materials, Vol. 4, Issue 11, p. 864-868
Molecular Design of Photovoltaic Materials for Polymer Solar Cells: Toward Suitable Electronic Energy Levels and Broad Absorption
journal, January 2012
- Li, Yongfang
- Accounts of Chemical Research, Vol. 45, Issue 5
25th Anniversary Article: Bulk Heterojunction Solar Cells: Understanding the Mechanism of Operation
journal, December 2013
- Heeger, Alan J.
- Advanced Materials, Vol. 26, Issue 1
Recent Advances in Bulk Heterojunction Polymer Solar Cells
journal, August 2015
- Lu, Luyao; Zheng, Tianyue; Wu, Qinghe
- Chemical Reviews, Vol. 115, Issue 23
Terthiophene-Based D–A Polymer with an Asymmetric Arrangement of Alkyl Chains That Enables Efficient Polymer Solar Cells
journal, October 2015
- Hu, Huawei; Jiang, Kui; Yang, Guofang
- Journal of the American Chemical Society, Vol. 137, Issue 44
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
Bulk-Heterojunction Organic Solar Cells: Five Core Technologies for Their Commercialization
journal, June 2016
- Kang, Hongkyu; Kim, Geunjin; Kim, Junghwan
- Advanced Materials, Vol. 28, Issue 36
Doping-Induced Carrier Density Modulation in Polymer Field-Effect Transistors
journal, November 2015
- Lee, Byoung Hoon; Bazan, Guillermo C.; Heeger, Alan J.
- Advanced Materials, Vol. 28, Issue 1
Efficient organic solar cells processed from hydrocarbon solvents
journal, January 2016
- Zhao, Jingbo; Li, Yunke; Yang, Guofang
- Nature Energy, Vol. 1, Issue 2
Energy-Level Modulation of Small-Molecule Electron Acceptors to Achieve over 12% Efficiency in Polymer Solar Cells
journal, September 2016
- Li, Sunsun; Ye, Long; Zhao, Wenchao
- Advanced Materials, Vol. 28, Issue 42
Conjugated Side-Chain-Isolated D–A Copolymers Based on Benzo[1,2- b :4,5- b ′]dithiophene- alt -dithienylbenzotriazole: Synthesis and Photovoltaic Properties
journal, August 2012
- Min, Jie; Zhang, Zhi-Guo; Zhang, Siyuan
- Chemistry of Materials, Vol. 24, Issue 16
Design directed self-assembly of donor–acceptor polymers
journal, January 2016
- Marszalek, Tomasz; Li, Mengmeng; Pisula, Wojciech
- Chemical Communications, Vol. 52, Issue 73
Effect of Systematically Tuning Conjugated Donor Polymer Lowest Unoccupied Molecular Orbital Levels via Cyano Substitution on Organic Photovoltaic Device Performance
journal, July 2016
- Casey, Abby; Dimitrov, Stoichko D.; Shakya-Tuladhar, Pabitra
- Chemistry of Materials, Vol. 28, Issue 14
Effect of Chalcogen Atom on the Properties of Naphthobischalcogenadiazole-Based π-Conjugated Polymers
journal, September 2015
- Kawashima, Kazuaki; Osaka, Itaru; Takimiya, Kazuo
- Chemistry of Materials, Vol. 27, Issue 19
Fullerene imposed high open-circuit voltage in efficient perovskite based solar cells
journal, January 2016
- Gil-Escrig, Lidón; Momblona, Cristina; Sessolo, Michele
- Journal of Materials Chemistry A, Vol. 4, Issue 10
Chlorination as a useful method to modulate conjugated polymers: balanced and ambient-stable ambipolar high-performance field-effect transistors and inverters based on chlorinated isoindigo polymers
journal, January 2013
- Lei, Ting; Dou, Jin-Hu; Ma, Zhi-Jun
- Chemical Science, Vol. 4, Issue 6
Substituent Effects on Physical and Photovoltaic Properties of 5,6-Difluorobenzo[ c ][1,2,5]thiadiazole-Based D–A Polymers: Toward a Donor Design for High Performance Polymer Solar Cells
journal, December 2013
- Wang, Yan; Xin, Xin; Lu, Yong
- Macromolecules, Vol. 46, Issue 24
Low Band-Gap Conjugated Polymers with Strong Interchain Aggregation and Very High Hole Mobility Towards Highly Efficient Thick-Film Polymer Solar Cells
journal, February 2014
- Chen, Zhenhui; Cai, Ping; Chen, Junwu
- Advanced Materials, Vol. 26, Issue 16
Comparison of Two D−A Type Polymers with Each Being Fluorinated on D and A Unit for High Performance Solar Cells
journal, October 2014
- Jo, Jea Woong; Bae, Seunghwan; Liu, Feng
- Advanced Functional Materials, Vol. 25, Issue 1
Effect of Halogenation in Isoindigo-Based Polymers on the Phase Separation and Molecular Orientation of Bulk Heterojunction Solar Cells
journal, August 2015
- Zheng, Yu-Qing; Wang, Zhi; Dou, Jin-Hu
- Macromolecules, Vol. 48, Issue 16
Halogenated Materials as Organic Semiconductors †
journal, February 2011
- Tang, Ming L.; Bao, Zhenan
- Chemistry of Materials, Vol. 23, Issue 3
Design and synthesis of benzothiadiazole–oligothiophene polymers for organic solar cell applications
journal, January 2013
- Ong, Kok-Haw; Lim, Siew-Lay; Li, Jun
- Polymer Chemistry, Vol. 4, Issue 6
Works referencing / citing this record:
Alkyl chain engineering of chlorinated acceptors for elevated solar conversion
journal, January 2020
- Mo, Daize; Chen, Hui; Zhou, Jiadong
- Journal of Materials Chemistry A, Vol. 8, Issue 18
Phenothiazine-Based Oligo( p -phenylenevinylene)s: Substituents Affected Self-Assembly, Optical Properties, and Morphology-Induced Transport
journal, August 2018
- Arivazhagan, C.; Satapathy, Sitakanta; Jana, Arijit
- Chemistry - A European Journal, Vol. 24, Issue 50
High-Performance Ambipolar Polymers Based on Electron-Withdrawing Group Substituted Bay-Annulated Indigo
journal, January 2019
- Yang, Jie; Jiang, Yaqian; Tu, Zeyi
- Advanced Functional Materials, Vol. 29, Issue 7
From binary to quaternary: high-tolerance of multi-acceptors enables development of efficient polymer solar cells
journal, January 2019
- Liu, Longzhu; Chen, Hui; Chen, Wei
- Journal of Materials Chemistry A, Vol. 7, Issue 13
A wide-bandgap D–A copolymer donor based on a chlorine substituted acceptor unit for high performance polymer solar cells
journal, January 2019
- Wang, Tao; Sun, Rui; Xu, Shengjie
- Journal of Materials Chemistry A, Vol. 7, Issue 23
Synergistic effects of chlorination and a fully two-dimensional side-chain design on molecular energy level modulation toward non-fullerene photovoltaics
journal, January 2018
- Chao, Pengjie; Wang, Huan; Mo, Daize
- Journal of Materials Chemistry A, Vol. 6, Issue 7
Design Principles and Synergistic Effects of Chlorination on a Conjugated Backbone for Efficient Organic Photovoltaics: A Critical Review
journal, February 2020
- Kini, Gururaj P.; Jeon, Sung Jae; Moon, Doo Kyung
- Advanced Materials, Vol. 32, Issue 11
Regioregularity and Electron Deficiency Control of Unsymmetric Diketopyrrolopyrrole Copolymers for Organic Photovoltaics
journal, September 2019
- Aoshima, Kenta; Nomura, Mayuka; Saeki, Akinori
- ACS Omega, Vol. 4, Issue 13