A Polymer Acceptor with Grafted Small Molecule Acceptor Unit for Efficient All Polymer Organic Solar Cells
Wendi Shi
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorYuzhong Huang
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorKangqiao Ma
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorXiaodong Si
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorWanying Feng
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorRuohan Wang
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorJiaxin Guo
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorCorresponding Author
Wei Ma
State Key Laboratory for Mechanical Behavior of Materials, Xi'an Jiaotong University, Xi'an, 710049 P. R. China
E-mail: [email protected]; [email protected]; [email protected]
Search for more papers by this authorShijie Wang
State Key Laboratory for Mechanical Behavior of Materials, Xi'an Jiaotong University, Xi'an, 710049 P. R. China
Search for more papers by this authorAndrew Clulow
Australian Synchrotron, 800 Blackburn Road, Clayton, Victoria, 3168 Australia
Search for more papers by this authorLester Barnsley
Australian Synchrotron, 800 Blackburn Road, Clayton, Victoria, 3168 Australia
Search for more papers by this authorZhaoyang Yao
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorCorresponding Author
Chenxi Li
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
E-mail: [email protected]; [email protected]; [email protected]
Search for more papers by this authorCorresponding Author
Xiangjian Wan
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
E-mail: [email protected]; [email protected]; [email protected]
Search for more papers by this authorYongsheng Chen
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorWendi Shi
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorYuzhong Huang
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorKangqiao Ma
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorXiaodong Si
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorWanying Feng
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorRuohan Wang
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorJiaxin Guo
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorCorresponding Author
Wei Ma
State Key Laboratory for Mechanical Behavior of Materials, Xi'an Jiaotong University, Xi'an, 710049 P. R. China
E-mail: [email protected]; [email protected]; [email protected]
Search for more papers by this authorShijie Wang
State Key Laboratory for Mechanical Behavior of Materials, Xi'an Jiaotong University, Xi'an, 710049 P. R. China
Search for more papers by this authorAndrew Clulow
Australian Synchrotron, 800 Blackburn Road, Clayton, Victoria, 3168 Australia
Search for more papers by this authorLester Barnsley
Australian Synchrotron, 800 Blackburn Road, Clayton, Victoria, 3168 Australia
Search for more papers by this authorZhaoyang Yao
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorCorresponding Author
Chenxi Li
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
E-mail: [email protected]; [email protected]; [email protected]
Search for more papers by this authorCorresponding Author
Xiangjian Wan
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
E-mail: [email protected]; [email protected]; [email protected]
Search for more papers by this authorYongsheng Chen
State Key Laboratory of Elemento-Organic Chemistry, Key Laboratory of Functional Polymer Materials, College of Chemistry, Renewable Energy Conversion and Storage Center (RECAST), Nankai University, Tianjin, 300071 P. R. China
Search for more papers by this authorAbstract
A polymer acceptor, named PX-1, is designed and synthesized using a polymerization strategy with grafted small molecule acceptors. This design approach allows for the freedom of end groups while maintaining efficient terminal packing, enhancing π–π interactions, and facilitating charge transport. All-polymer organic solar cells based on PM6: PX-1 demonstrate a promising efficiency of 13.55%. The result presents an alternative pathway for the design of high-efficiency polymer acceptors through the careful regulation of small molecule acceptor monomers and linker units.
Conflict of Interest
The authors declare no conflict of interest.
Open Research
Data Availability Statement
The data that support the findings of this study are available in the supplementary material of this article.
Supporting Information
| Filename | Description |
|---|---|
| marc202300407-sup-0001-SuppMat.pdf1.4 MB | Supporting Information |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1A. Mishra, P. Bauerle, Angew Chem., Int. Ed. 2012, 51, 2020.
- 2Y. N. Sun, M. J. Chang, L. X. Meng, X. J. Wan, H. H. Gao, Y. M. Zhang, K. Zhao, Z. H. Sun, C. X. Li, S. R. Liu, H. K. Wang, J. J. Liang, Y. S. Chen, Nat. Electron. 2019, 2, 513.
- 3J. Zhang, H. S. Tan, X. Guo, A. Facchetti, H. Yan, Nat. Energy 2018, 3, 720.
- 4J. Yuan, Y. Zhang, L. Zhou, G. Zhang, H.-L. Yip, T.-K. Lau, X. Lu, C. Zhu, H. Peng, P. A. Johnson, M. Leclerc, Y. Cao, J. Ulanski, Y. Li, Y. Zou, Joule 2019, 3, 1140.
- 5L. Ye, K. Weng, J. Xu, X. Du, S. Chandrabose, K. Chen, J. Zhou, G. Han, S. Tan, Z. Xie, Y. Yi, N. Li, F. Liu, J. M. Hodgkiss, C. J. Brabec, Y. Sun, Nat. Commun. 2020, 11, 6005.
- 6L. Meng, Y. Zhang, X. Wan, C. Li, X. Zhang, Y. Wang, X. Ke, Z. Xiao, L. Ding, R. Xia, H.-L. Yip, Y. Cao, Y. Chen, Science 2018, 361, 1094.
- 7L. Xie, W. Song, J. Ge, B. Tang, X. Zhang, T. Wu, Z. Ge, Nano Energy 2021, 82, 105770.
- 8H. Chen, Y. Zou, H. Liang, T. He, X. Xu, Y. Zhang, Z. Ma, J. Wang, M. Zhang, Q. Li, C. Li, G. Long, X. Wan, Z. Yao, Y. Chen, Sci. China :Chem. 2022, 65, 1362.
- 9L. Zhan, S. Li, X. Xia, Y. Li, X. Lu, L. Zuo, M. Shi, H. Chen, Adv. Mater. 2021, 31, 2007231.
10.1002/adma.202007231 Google Scholar
- 10C. Li, J. Zhou, J. Song, J. Xu, H. Zhang, X. Zhang, J. Guo, L. Zhu, D. Wei, G. Han, J. Min, Y. Zhang, Z. Xie, Y. Yi, H. Yan, F. Gao, F. Liu, Y. Sun, Nat. Energy 2021, 6, 605.
- 11L. Zhu, M. Zhang, J. Xu, C. Li, J. Yan, G. Zhou, W. Zhong, T. Hao, J. Song, X. Xue, Z. Zhou, R. Zeng, H. Zhu, C.-C. Chen, R. C. I. MacKenzie, Y. Zou, J. Nelson, Y. Zhang, Y. Sun, F. Liu, Nat. Mater. 2022, 21, 656.
- 12Z. Chen, H. Yao, J. Wang, J. Zhang, T. Zhang, Z. Li, J. Qiao, S. Xiu, X. Hao, J. Hou, Energy Environ. Sci. 2023, 16, 2637.
- 13T. Chen, S. Li, Y. Li, Z. Chen, H. Wu, Y. Lin, Y. Gao, M. Wang, G. Ding, J. Min, Z. Ma, H. Zhu, L. Zuo, H. Chen, Adv. Mater. 2023, 35, 2300400.
- 14W. Gao, F. Qi, Z. Peng, F. R. Lin, K. Jiang, C. Zhong, W. Kaminsky, Z. Guan, C.-S. Lee, T. J. Marks, H. Ade, A. K. Y. Jen, Adv. Mater. 2022, 34, 2202089.
- 15Y. Wei, Z. Chen, G. Lu, N. Yu, C. Li, J. Gao, X. Gu, X. Hao, G. Lu, Z. Tang, J. Zhang, Z. Wei, X. Zhang, H. Huang, Adv. Mater. 2022, 34, 2204718.
- 16G. Wang, F. S. Melkonyan, A. Facchetti, T. J. Marks, Angew. Chem., Int. Ed. 2019, 58, 4129.
- 17Z.-G. Zhang, Y. Yang, J. Yao, L. Xue, S. Chen, X. Li, W. Morrison, C. Yang, Y. Li, Angew. Chem., Int. Ed. 2017, 56, 13503.
- 18H. Yu, Y. Wang, H. K. Kim, X. Wu, Y. Li, Z. Yao, M. Pan, X. Zou, J. Zhang, S. Chen, D. Zhao, F. Huang, X. Lu, Z. Zhu, H. Yan, Adv. Mater. 2022, 34, 2200361.
- 19L. Zhixiang, Z. Zhe, C. Hongbin, Z. Yunxin, Y. Yuan-Qiu-Qiang, L. Ziqi, Z. Bin, L. Miaomiao, L. Chenxi, Y. Zhaoyang, W. Xiangjian, K. Bin, C. Yongsheng, Adv. Energy Mater. 2023, 23, 2300301.
- 20Z. Ge, J. Qiao, Y. Li, J. Song, C. Zhang, Z. Fu, M. H. Jee, X. Hao, H. Y. Woo, Y. Sun, Adv. Mater. 2023, 35, 2301906.
- 21T. Zhang, Y. Xu, H. Yao, J. Zhang, P. Bi, Z. Chen, J. Wang, Y. Cui, L. Ma, K. Xian, Z. Li, X. Hao, Z. Wei, J. Hou, Energy Environ. Sci. 2023, 16, 1581.
- 22Y. Cai, C. Xie, Q. Li, C. Liu, J. Gao, M. H. Jee, J. Qiao, Y. Li, J. Song, X. Hao, H. Y. Woo, Z. Tang, Y. Zhou, C. Zhang, H. Huang, Y. Sun, Adv. Mater. 2023, 35, 2208165.
- 23J. Guo, X. Xia, B. Qiu, J. Zhang, S. Qin, X. Li, W. Lai, X. Lu, L. Meng, Z. Zhang, Y. Li, Adv. Mater. 2023, 35, 2211296.
- 24Z.-G. Zhang, Y. Li, Angew. Chem., Int. Ed. 2021, 60, 4422.
- 25Z. Luo, T. Liu, R. Ma, Y. Xiao, L. Zhan, G. Zhang, H. Sun, F. Ni, G. Chai, J. Wang, C. Zhong, Y. Zou, X. Guo, X. Lu, H. Chen, H. Yan, C. Yang, Adv. Mater. 2020, 32, 2005942.
- 26M. Kataria, H. D. Chau, N. Y. Kwon, S. H. Park, M. J. Cho, D. H. Choi, ACS Energy Lett. 2022, 7, 3835.
- 27K. Ma, H. Liang, Y. Wang, Z. Xiao, C. Jiang, W. Feng, Z. Zhang, X. Si, J. Liu, X. Wan, B. Kan, C. Li, Z. Yao, Y. Chen, ACS Mater. Lett. 2023, 5, 884.
- 28W. Zhu, A. P. Spencer, S. Mukherjee, J. M. Alzola, V. K. Sangwan, S. H. Amsterdam, S. M. Swick, L. O. Jones, M. C. Heiber, A. A. Herzing, G. Li, C. L. Stern, D. M. DeLongchamp, K. L. Kohlstedt, M. C. Hersam, G. C. Schatz, M. R. Wasielewski, L. X. Chen, A. Facchetti, T. J. Marks, J. Am. Chem. Soc. 2020, 142, 14532.
- 29B. Fan, W. Gao, R. Zhang, W. Kaminsky, F. R. Lin, X. Xia, Q. Fan, Y. Li, Y. An, Y. Wu, M. Liu, X. Lu, W. J. Li, H.-L. Yip, F. Gao, A. K. Y. Jen, J. Am. Chem. Soc. 2023, 145, 5909.
- 30G. Sun, X. Jiang, X. Li, L. Meng, J. Zhang, S. Qin, X. Kong, J. Li, J. Xin, W. Ma, Y. Li, Nat. Commun. 2022, 13, 5267.
- 31J. Zhang, C. H. Tan, K. Zhang, T. Jia, Y. Cui, W. Deng, X. Liao, H. Wu, Q. Xu, F. Huang, Y. Cao, Adv. Energy Mater. 2021, 11, 2102559.
- 32H. Wang, H. Chen, W. Xie, H. Lai, T. Zhao, Y. Zhu, L. Chen, C. Ke, N. Zheng, F. He, Adv. Funct. Mater. 2021, 31, 2100877.
- 33T. Zhao, C. Cao, H. Wang, X. Shen, H. Lai, Y. Zhu, H. Chen, L. Han, T. Rehman, F. He, Macromolecules 2021, 54, 11468.
- 34L. Yan, H. Zhang, Q. An, M. Jiang, A. Mahmood, M. H. Jee, H.-R. Bai, H.-F. Zhi, S. Zhang, H. Y. Woo, J.-L. Wang, Angew. Chem., Int. Ed. 2022, 61, e202209454.
- 35H. Yu, Z. Qi, J. Yu, Y. Xiao, R. Sun, Z. Luo, A. M. H. Cheung, J. Zhang, H. Sun, W. Zhou, S. Chen, X. Guo, X. Lu, F. Gao, J. Min, H. Yan, Adv. Energy Mater. 2021, 11, 2003171.
- 36R. Sun, W. Wang, H. Yu, Z. Chen, X. Xia, H. Shen, J. Guo, M. Shi, Y. Zheng, Y. Wu, W. Yang, T. Wang, Q. Wu, Y. Yang, X. Lu, J. Xia, C. J. Brabec, H. Yan, Y. Li, J. Min, Joule 2021, 5, 1548.
- 37Y.-Z. Huang, X. Si, R. Wang, K. Ma, W. Shi, C. Jiang, Y. Lu, C. Li, X. Wan, Y. Chen, J. Mater. Chem. A 2023, 11, 14768.
- 38H. Chen, H. Liang, Z. Guo, Y. Zhu, Z. Zhang, Z. Li, X. Cao, H. Wang, W. Feng, Y. Zou, L. Meng, X. Xu, B. Kan, C. Li, Z. Yao, X. Wan, Z. Ma, Y. Chen, Angew. Chem., Int. Ed. 2022, 61, e202209580.
- 39Y. Zou, H. Chen, X. Bi, X. Xu, H. Wang, M. Lin, Z. Ma, M. Zhang, C. Li, X. Wan, G. Long, Y. Zhaoyang, Y. Chen, Energy Environ. Sci. 2022, 15, 3519.
- 40J. Du, K. Hu, J. Zhang, L. Meng, J. Yue, I. Angunawela, H. Yan, S. Qin, X. Kong, Z. Zhang, B. Guan, H. Ade, Y. Li, Nat. Commun. 2021, 12, 5264.
- 41D. Credgington, F. C. Jamieson, B. Walker, T.-Q. Nguyen, J. R. Durrant, Adv. Mater. 2012, 24, 2135.
- 42A. K. K. Kyaw, D. H. Wang, C. Luo, Y. Cao, T.-Q. Nguyen, G. C. Bazan, A. J. Heeger, Adv. Energy Mater. 2014, 4, 1301469.
- 43Q. Chen, H. Huang, D. Hu, C. e. Zhang, X. Xu, H. Lu, Y. Wu, C. Yang, Z. Bo, Adv. Mater. 2023, 35, 2211372.
- 44N. Gasparini, M. Salvador, S. Strohm, T. Heumueller, I. Levchuk, A. Wadsworth, J. H. Bannock, J. C. de Mello, H.-J. Egelhaaf, D. Baran, I. McCulloch, C. J. Brabec, Adv. Energy Mater. 2017, 7, 1700770.
- 45I. Riedel, J. Parisi, V. Dyakonov, L. Lutsen, D. Vanderzande, J. C. Hummelen, Adv. Funct. Mater. 2004, 14, 38.
- 46H. Alexander, B. Wim, G. James, S. Eric, G. Eliot, K. Rick, M. Alastair, C. Matthew, R. Bruce, P. Howard, J. Phys.: Conf. Ser. 2010, 247, 012007.
- 47T. Liu, Y. Zhang, Y. Shao, R. Ma, Z. Luo, Y. Xiao, T. Yang, X. Lu, Z. Yuan, H. Yan, Y. Chen, Y. Li, Adv. Funct. Mater. 2020, 30, 2000456.
- 48K. Vandewal, J. Benduhn, V. C. Nikolis, Sustainable Energy Fuels 2018, 2, 538.
- 49U. Rau, B. Blank, T. C. M. Müller, T. Kirchartz, Phys. Rev. Appl. 2017, 7, 044016.
- 50Y. Wang, D. Qian, Y. Cui, H. Zhang, J. Hou, K. Vandewal, T. Kirchartz, F. Gao, Adv. Energy Mater. 2018, 8, 1801352.
- 51X.-K. Chen, D. Qian, Y. Wang, T. Kirchartz, W. Tress, H. Yao, J. Yuan, M. Hülsbeck, M. Zhang, Y. Zou, Y. Sun, Y. Li, J. Hou, O. Inganäs, V. Coropceanu, J.-L. Bredas, F. Gao, Nat. Energy 2021, 6, 799.
- 52Y. Shi, Y. Chang, K. Lu, Z. Chen, J. Zhang, Y. Yan, D. Qiu, Y. Liu, M. A. Adil, W. Ma, X. Hao, L. Zhu, Z. Wei, Nat. Commun. 2022, 13, 3256.
