Chinese Journal of Organic Chemistry >
Synthesis and Electrochemical Study of Bipolar Molecules Containing Dihydrophenazine and Anthraquinone Moieties
Received date: 2024-07-04
Revised date: 2024-07-12
Online published: 2024-07-18
Supported by
National Natural Science Foundation of China(52273086); National Natural Science Foundation of China(U22A20131); Shanghai Scientific and Technological Innovation Project(22520711700)
Design and synthesis of electrochemical active molecules with high specific capacity attracted much research attention in the field of organic electrode materials for rechargeable betteries. Two bipolar molecules BPZ-AQ and 2BPZ-AQ which were composed of p-type dihydrophenazine and n-type anthraquinone moieties were synthesized via Buchwald-Hartwig coupling reaction. BPZ-AQ and 2BPZ-AQ could deliver high specific capacity of 230 and 223 mAh•g-1, respectively. Their bipolar-type property was investigated by absorption spectrum and cyclic voltammetry characterization, confirming the electrochemical activity of dihydrophenazine and anthraquinone moieties in the bipolar molecules. 2BPZ-AQ can present a high initial capacity of 210 mAh•g-1 at 1 C corresponding to 94% of its theoretical capacity, good capacity retention (60%) after 200 cycles, and excellent rate performance.
Jianfa Li , An Duan , Xiaoyu Huang , Yongjun Li . Synthesis and Electrochemical Study of Bipolar Molecules Containing Dihydrophenazine and Anthraquinone Moieties[J]. Chinese Journal of Organic Chemistry, 2025 , 45(1) : 319 -324 . DOI: 10.6023/cjoc202407011
| [1] | Zhang, S.; Yang, C.; Yang, Y.; Feng, N.; Yang, G. Acta Chim. Sinica 2022, 80, 1269 (in Chinese). |
| [1] | (张爽, 杨成飞, 杨玉波, 冯宁宁, 杨刚, 化学学报, 2022, 80, 1269.) |
| [2] | Lauro, S. N.; Burrow, J. N.; Mullins, C. B. eScience 2023, 3, 100152. |
| [3] | Xue, X.; Zhang, Y.; Shi, M.; Li, T.; Huang, T.; Qi, J.; Wei, F.; Sui, Y.; Jin, Z. Acta Chim. Sinica 2022, 80, 618 (in Chinese). |
| [3] | (薛晓兰, 张洋, 石美瑜, 李天琳, 黄天龙, 戚继球, 委福祥, 隋艳伟, 金钟, 化学学报, 2022, 80, 618.) |
| [4] | Liang, Y.; Tao, Z.; Chen, J. Adv. Energy Mater. 2012, 2, 742. |
| [5] | Zhao, Y.; Xu, N.; Ni, M.; Wang, Z.; Zhu, J.; Liu, J.; Zhao, R.; Zhang, H.; Ma, Y.; Li, C.; Chen, Y. Adv. Mater. 2023, 35, 2211152. |
| [6] | Esser, B.; Dolhem, F.; Becuwe, M.; Poizot, P.; Vlad, A.; Brandell, D. J. Power Sources 2021, 482, 228814. |
| [7] | Lu, Y.; Chen, J. Nat. Rev. Chem. 2020, 4, 127. |
| [8] | Poizot, P.; Gaubicher, J.; Renault, S.; Dubois, L.; Liang, Y.; Yao, Y. Chem. Rev. 2020, 120, 6490. |
| [9] | Lee, S.; Kwon, G.; Ku, K.; Yoon, K.; Jung, S. K.; Lim, H. D.; Kang, K. Adv. Mater. 2018, 30, 1704682. |
| [10] | Kwon, J. E.; Hyun, C. S.; Ryu, Y. J.; Lee, J.; Min, D. J.; Park, M. J.; An, B. K.; Park, S. Y. J. Mater. Chem. A 2018, 6, 3134. |
| [11] | Kolek, M.; Otteny, F.; Schmidt, P.; Mück-Lichtenfeld, C.; Einholz, C.; Becking, J.; Schleicher, E.; Winter, M.; Bieker, P.; Esser, B. Energy Environ. Sci. 2017, 10, 2334. |
| [12] | Suo, L.; Borodin, O.; Gao, T.; Olguin, M.; Ho, J.; Fan, X.; Luo, C.; Wang, C.; Xu, K. Science 2015, 350, 938. |
| [13] | Wu, M.; Zhao, Y.; Zhao, R.; Zhu, J.; Liu, J.; Zhang, Y.; Li, C.; Ma, Y.; Zhang, H.; Chen, Y. Adv. Funct. Mater. 2022, 32, 2107703. |
| [14] | Zhu, Y.; Yang, F.; Niu, Z.; Wu, H.; He, Y.; Zhu, H.; Ye, J.; Zhao, Y.; Zhang, X. J. Power Sources 2019, 417, 83. |
| [15] | He, X.; Wei, B.; Tang, W.; Guo, M.; Hu, J.; Lin, Z.; Fan, C. Adv. Funct. Mater. 2024, 34, 2311740. |
| [16] | Xiao, M.; Gao, X. Chin. J. Org. Chem. 2023, 43, 3246 (in Chinese). |
| [16] | (肖梦佳, 高希珂, 有机化学, 2023, 43, 3246.) |
| [17] | Lee, M.; Hong, J.; Lee, B.; Ku, K.; Lee, S.; Park, C. B.; Kang, K. Green Chem. 2017, 19, 2980. |
| [18] | Huang, B.; Chen, W. C.; Li, Z.; Zhang, J.; Zhao, W.; Feng, Y.; Tang, B. Z.; Lee, C.-S. Angew. Chem., Int. Ed. 2018, 57, 12473. |
| [19] | Ahn, M.; Kim, M.-J.; Cho, D. W.; Wee, K.-R. J. Org. Chem. 2021, 86, 403. |
| [20] | Kim, H.; Kwon, J. E.; Lee, B.; Hong, J.; Lee, M.; Park, S. Y.; Kang, K. Chem. Mater. 2015, 27, 7258. |
| [21] | Lu, Y.; Zhao, Q.; Miao, L.; Tao, Z.; Niu, Z.; Chen, J. J. Phys. Chem. C 2017, 121, 14498. |
| [22] | Liang, Y.; Zhang, P.; Chen, J. Chem. Sci. 2013, 4, 1330. |
| [23] | Häupler, B.; Wild, A.; Schubert, U. S. Adv. Energy Mater. 2015, 5, 1402034. |
| [24] | Su, Y.; Jin, X.; Su, J.; Feng, Y.; Wang, Q.; Zhang, Z.; Tian, H.; Ma, X. Adv. Opt. Mater. 2023, 11, 2300604. |
/
| 〈 |
|
〉 |