Citation: Xiaohui Li, Xiaodong Li, Quanhu Sun, Jianjiang He, Ze Yang, Jinchong Xiao, Changshui Huang. Synthesis and Applications of Graphdiyne Derivatives[J]. Acta Physico-Chimica Sinica, ;2023, 39(1): 220602. doi: 10.3866/PKU.WHXB202206029 shu

Synthesis and Applications of Graphdiyne Derivatives

Xiaohui Li ^{1, 3} ,
Xiaodong Li ² ,
Quanhu Sun ^{4, 5} ,
Jianjiang He ⁴ ,
Ze Yang ⁴ ,
Jinchong Xiao ^1,, ,
Changshui Huang ^{2, 4,,}

1.
College of Chemistry and Environmental Science, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding 071002, Hebei Province, China
2.
Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
3.
College of Science, Hebei Agricultural University, Baoding 071001, Hebei Province, China
4.
Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, Shandong Province, China
5.
University of Chinese Academy of Sciences, Beijing 100190, China

Corresponding author: Jinchong Xiao, jcxiaoicas@163.com Changshui Huang, huangcs@iccas.ac.cn
Received Date: 20 June 2022
Revised Date: 21 July 2022
Accepted Date: 22 July 2022
Available Online: 8 August 2022
Fund Project: the Key Project of the Natural Science Foundation of Hebei Province B2021201043the National Natural Science Foundation of China 21701182the National Natural Science Foundation of China 21790050the National Natural Science Foundation of China 21790051the National Natural Science Foundation of China 11704024the Frontier Science Research Project of the Chinese Academy of Sciences QYZDB-SSW-JSC052

Graphdiyne (GDY) bearing sp- and sp²-hybridized carbon networks, which is usually artificially synthesized via the in situ homocoupling reaction of hexaethylbenzene on copper foil, is an emerging two-dimensional (2D) carbon allotrope. During preparation, well-defined GDY structures including nanowires, nanowalls, and nanotubes are obtained. Such materials with varying morphologies have been shown to possess promising electronic, chemical, magnetic, and mechanical properties, rendering them applicable in various domains including energy storage, catalysis, and field emission. In addition, replacing hexaethylbenzene with other aryne derivatives under similar synthesis conditions has resulted in the generation of various GDY derivatives. Thus, a series of GDY derivatives with specific structures and controllable sizes have been readily prepared in recent years. Aryne precursors typically contain polycyclic aromatic carbocycles, heteroarenes (e.g., N, B, S, P, Si, Ge, and Ga). The intrinsic GDY has also been doped with metal elements (e.g., Hg, Ag, and Au). Chemical synthetic strategies such as Glaser coupling, Glaser-Hay coupling, and Eglinton coupling are also described. The structural design of various precursors has been effectively tailored to the constitution of the local carbon framework of GDY-based materials, which has enabled the realization of the targeted performance in terms of the electronic conductivity, band gap, mobility, cavity size, and charge separation. For example, three-dimensional (3D) carbyne riched nanospheres formed by the extended coupling of spatially rigid-structured spirobifluorene have provided abundant storage spaces and convenient multi-directional transmission paths for metal ions. The use of hetero-doped GDY has enabled the effective optimization of the thermal stability and mechanical, electronic, and optical properties. Metal element-based GDY, referred to as "metalated" GDY, could serve as efficient bifunctional catalysts possessing favorable transport properties to facilitate the diffusion of small molecules. By extension, such materials can be used more broadly in electrochemical energy storage, electrocatalysis, optoelectronics, nonlinear optics, oil-water separation, and numerous other fields. In this review, we have summarized the design, synthesis, and structural characterization of various GDY derivatives through the recently demonstrated substitution of various aryne precursors for hexaethylbenzene, while examining the functional relationships between the desired optoelectronic properties of GDY derivatives and their defined nanostructures and morphologies. In addition, important prospective applications of GDY derivatives have been described. These observations may motivate the construction of novel polar and electron-rich GDY derivatives with unique properties that can address practical challenges encountered in various devices.
- Graphdiyne derivative,
- Electrochemical energy storage,
- Electrocatalysis,
- Optoelectronics,
- Nonlinear optics
1. [1]
  Huang, C. S.; Li, Y. L. Acta Phys. -Chim. Sin. 2016, 32, 1314. doi: 10.3866/PKU.WHXB201605035
2. [2]
  Li, G. X.; Li, Y. L.; Liu, H. B.; Guo, Y. B.; Li, Y. J.; Zhu, D. B. Chem. Commun. 2010, 46, 3256. doi: 10.1039/b922733d doi: 10.1039/b922733d
3. [3]
  Huang, C. S.; Li, Y. J.; Wang, N.; Xue, Y. R.; Zuo, Z. C.; Liu, H. B.; Li, Y. L. Chem. Rev. 2018, 118, 7744. doi: 10.1021/acs.chemrev.8b00288 doi: 10.1021/acs.chemrev.8b00288
4. [4]
  Shen, X. Y.; He, J. J.; Wang, N.; Huang, C. S. Acta Phys. -Chim. Sin. 2018, 34, 1029. doi: 10.3866/PKU.WHXB201801122
5. [5]
  Li, Y. J.; Xu, L.; Liu, H. B.; Li, Y. L. Chem. Soc. Rev. 2014, 43, 2572. doi: 10.1039/C3CS60388A doi: 10.1039/C3CS60388A
6. [6]
  Diederich, F.; Kivala, M. Adv. Mater. 2010, 22, 803. doi: 10.1002/adma.200902623 doi: 10.1002/adma.200902623
7. [7]
  Jia, Z. Y.; Li, Y. J.; Zuo, Z. C.; Liu, H. B.; Huang, C. S.; Li, Y. L. Acc. Chem. Res. 2017, 50, 2470. doi: 10.1021/acs.accounts.7b00205 doi: 10.1021/acs.accounts.7b00205
8. [8]
  Gao, X.; Liu, H. B.; Wang, D.; Zhang, J. Chem. Soc. Rev. 2019, 48, 908. doi: 10.1039/C8CS00773J doi: 10.1039/C8CS00773J
9. [9]
  Zuo, Z. C.; Li, Y. L. Joule 2019, 3, 899. doi: 10.1016/j.joule.2019.01.016 doi: 10.1016/j.joule.2019.01.016
10. [10]
  Du, Y. C.; Zhou, W. D.; Gao, J.; Pan, X. Y.; Li, Y. L. Acc. Chem. Res. 2020, 53, 459. doi: 10.1021/acs.accounts.9b00558 doi: 10.1021/acs.accounts.9b00558
11. [11]
  Yu, H. D.; Xue, Y. R.; Li, Y. L. Adv. Mater. 2019, 31, 1803101. doi: 10.1002/adma.201803101 doi: 10.1002/adma.201803101
12. [12]
  Sakamoto, R.; Fukui, N.; Maeda, H.; Matsuoka, R.; Toyoda, R.; Nishihara, H. Adv. Mater. 2019, 31, 1804211. doi: 10.1002/adma.201804211 doi: 10.1002/adma.201804211
13. [13]
  Wang, N.; He, J. J.; Wang, K.; Zhao, Y. J.; Jiu, T. G.; Huang, C. S.; Li, Y. L. Adv. Mater. 2019, 31, 1803202. doi: 10.1002/adma.201803202 doi: 10.1002/adma.201803202
14. [14]
  Guo, J.; Guo, M. Y.; Wang, F. H.; Jin, W. Y.; Chen, C. Y.; Liu, H. B.; Li, Y. L. Angew. Chem. Int. Ed. 2020, 59, 16712. doi: 10.1002/anie.202006891 doi: 10.1002/anie.202006891
15. [15]
  Jin, J.; Guo, M. Y.; Liu, J. M.; Liu, J.; Zhou, H. G.; Li, J. Y.; Wang, L. M.; Liu, H. B.; Li, Y. L.; Zhao, Y. L.; et al. ACS Appl. Mater. Interfaces 2018, 10, 8436. doi: 10.1021/acsami.7b17219 doi: 10.1021/acsami.7b17219
16. [16]
  Xie, J. N.; Wang, N.; Dong, X. H.; Wang, C. Y.; Du, Z.; Mei, L. Q.; Yong, Y.; Huang, C. S.; Li, Y. L.; Gu, Z. J.; et al. ACS Appl. Mater. Interfaces 2018, 11, 2579. doi: 10.1021/acsami.8b00949 doi: 10.1021/acsami.8b00949
17. [17]
  Shang, H.; Zuo, Z. Q.; Li, L.; Wang, F.; Liu, H. B.; Li, Y. J.; Li, Y. L. Angew. Chem. Int. Ed. 2018, 57, 774. doi: 10.1002/anie.201711366 doi: 10.1002/anie.201711366
18. [18]
  Wang, F.; Zuo, Z. C.; Li, L.; He, F.; Lu, F. S.; Li, Y. L. Adv. Mater. 2019, 31, 1806272. doi: 10.1002/adma.201806272 doi: 10.1002/adma.201806272
19. [19]
  Zuo, Z. C.; He, F.; Wang, F.; Li, L.; Li, Y. L. Adv. Mater. 2020, 32, 2004379. doi: 10.1002/adma.202004379 doi: 10.1002/adma.202004379
20. [20]
  Li, J.; Gao, X.; Liu, B.; Feng, Q. L.; Li, X. B.; Huang, M. Y.; Liu, Z. F., Zhang, J.; Tung, C. H.; Wu, L. Z. J. Am. Chem. Soc. 2016, 138, 3954. doi: 10.1021/jacs.5b12758 doi: 10.1021/jacs.5b12758
21. [21]
  Gao, X.; Li, J.; Du, R.; Zhou, J. Y.; Huang, M. Y.; Liu, R.; Li, J.; Xie, Z. Q.; Wu, L. Z.; Liu, Z. F.; Zhang, J. Adv. Mater. 2017, 29, 1605308. doi: 10.1002/adma.201605308 doi: 10.1002/adma.201605308
22. [22]
  Fang, Y.; Xue, Y. R.; Li, Y. J.; Yu, H. D.; Hui, L.; Liu, Y. X.; Xing, C. Y.; Zhang, C.; Zhang, D. Y.; Wang, Z. Q.; et al. Angew. Chem. Int. Ed. 2020, 59, 13021. doi: 10.1002/anie.202004213 doi: 10.1002/anie.202004213
23. [23]
  Fang, Y.; Xue, Y. R.; Hui, L.; Yu, H. D.; Li, Y. L. Angew. Chem. Int. Ed. 2021, 133, 3207. doi: 10.1002/ange.202012357 doi: 10.1002/ange.202012357
24. [24]
  Yu, H. D.; Xue, Y. R.; Hui, L.; Zhang, C.; Fang, Y.; Liu, Y. X.; Chen, X.; Zhang, D. Y.; Huang, B. L.; Li, Y. L. Natl. Sci. Rev. 2021, 8, nwaa213. doi: 10.1093/nsr/nwaa213 doi: 10.1093/nsr/nwaa213
25. [25]
  Zuo, Z. C.; Wang, D.; Zhang, J.; Lu, F. S.; Li, Y. L. Adv. Mater. 2019, 31, 1803762. doi: 10.1002/adma.201803762 doi: 10.1002/adma.201803762
26. [26]
  Xue, Y. R.; Huang, B. L.; Yi, Y. P.; Guo, Y.; Zuo, Z. C.; Li, Y. J.; Jia, Z. Y.; Liu, H. B.; Li, Y. L. Nat. Commun. 2018, 9, 1460. doi: 10.1038/s41467-018-03896-4 doi: 10.1038/s41467-018-03896-4
27. [27]
  Hui, L.; Xue, Y. R.; Yu, H. D.; Liu, Y. X.; Fang, Y.; Xing, C. Y.; Huang, B. L.; Li, Y. L. J. Am. Chem. Soc. 2019, 141, 10677. doi: 10.1021/jacs.9b03004 doi: 10.1021/jacs.9b03004
28. [28]
  Hui, L.; Xue, Y. R.; Huang, B. L.; Yu, H. D.; Zhang, C.; Zhang, D. Y.; Jia, D. Z.; Zhao, Y. J.; Li, Y. J.; Liu, H. B.; et al. Nat. Commun. 2018, 9, 5309. doi: 10.1038/s41467-018-07790-x doi: 10.1038/s41467-018-07790-x
29. [29]
  Yu, H. D.; Xue, Y. R.; Hui, L.; Zhang, C.; Li, Y. J.; Zuo, Z. C.; Zhao, Y. J.; Li, Z. B.; Li, Y. L. Adv. Mater. 2018, 30, 1707082. doi: 10.1002/adma.201707082 doi: 10.1002/adma.201707082
30. [30]
  Yang, Z.; Cui, W. W.; Wang, K.; Song, Y. W.; Zhao, F. H.; Wang, N.; Long, Y. Z.; Wang, H. L.; Huang, C. S. Chem. Eur. J. 2019, 25, 5643. doi: 10.1002/chem.201900477 doi: 10.1002/chem.201900477
31. [31]
  Du, H. P.; Zhang, Z. H., He, J. J.; Cui, Z. L.; Chai, J. C.; Ma, J.; Yang, Z.; Huang, C. S.; Cui, G. L. Small 2017, 13, 1702277. doi: 10.1002/smll.201702277 doi: 10.1002/smll.201702277
32. [32]
  Zhao, Y. S.; Wan, J. W.; Yao, H. Y.; Zhang, L. J.; Lin, K. F.; Wang, L.; Yang, N. L.; Liu, D. B.; Song, L.; Zhu, J.; et al. Nat. Chem. 2018, 10, 924. doi: 10.1038/s41557-018-0100-1 doi: 10.1038/s41557-018-0100-1
33. [33]
  Shen, X. Y.; Li, X. D.; Zhao, F. H.; Wang, N.; Xie, C. P.; He, J. J.; Si, W. Y.; Yi, Y. P.; Yang, Z.; Li, X. F.; et al. 2D Mater. 2019, 6, 035020. doi: 10.1088/2053-1583/ab185d doi: 10.1088/2053-1583/ab185d
34. [34]
  Wang, N.; He, J. J.; Tu, Z. Y; Yang, Z.; Zhao, F. H; Li, X. D; Huang, C. S.; Wang, K.; Jiu, T. G.; Yi, Y. P.; et al. Angew. Chem. Int. Ed. 2017, 56, 10740. doi: 10.1002/anie.201704779 doi: 10.1002/anie.201704779
35. [35]
  He, J. J.; Wang, N.; Yang, Z.; Shen, X. Y.; Wang, K.; Huang, C. S.; Yi, Y. P.; Tu, Z. Y.; Li, Y. L. Energy Environ. Sci. 2018, 11, 2893. doi: 10.1039/c8ee01642a doi: 10.1039/c8ee01642a
36. [36]
  Zhou, W. X.; Shen, H.; Wu. C. Y.; Tu, Z. Y.; He, F.; Gu, Y. N.; Xue, Y. R.; Zhao, Y. J.; Yi, Y. P.; Li, Y. J.; et al. J. Am. Chem. Soc. 2018, 141, 48. doi: 10.1021/jacs.8b09945 doi: 10.1021/jacs.8b09945
37. [37]
  He, J. J.; Wang, N.; Cui, Z. L.; Du, H. P.; Fu, L.; Huang, C. S.; Yang, Z.; Shen, X. Y.; Yi, Y. P.; Tu, Z. Y.; et al. Nat. Commun. 2017, 8, 1. doi: 10.1038/s41467-017-01202-2 doi: 10.1038/s41467-017-01202-2
38. [38]
  Yang, Z.; Liu, R. R.; Wang, N.; He, J. J.; Wang, K.; Li, X. D.; Shen, X. Y.; Wang, X.; Lv, Q.; Zhang, M. J.; et al. Carbon. 2018, 137, 442. doi: 10.1016/j.carbon.2018.05.049 doi: 10.1016/j.carbon.2018.05.049
39. [39]
  Shang, H.; Zuo, Z. C.; Zheng, H. Y.; Li, K.; Tu, Z. Y.; Yi, Y. P.; Liu, H. B.; Li, Y. J.; Li, Y. L. Nano Energy 2018, 44, 144. doi: 10.1016/j.nanoen.2017.11.072 doi: 10.1016/j.nanoen.2017.11.072
40. [40]
  Kan, X. N.; Ban, Y. Q.; Wu, C. Y.; Pan, Q. Y.; Liu, H.; Song, J. H.; Zuo, Z. C.; Li, Z. B.; Zhao, Y. J. ACS Appl. Mater. Interfaces 2018, 10, 53. doi: 10.1021/acsami.7b17326 doi: 10.1021/acsami.7b17326
41. [41]
  Yang, Z.; Shen, X. Y.; Wang, N.; He, J. J.; Li, X. D.; Wang, X.; Hou, Z. F.; Wang, K.; Gao, J.; Jiu, T. G.; et al. ACS Appl. Mater. Interface 2019, 11, 2608. doi: 10.1021/acsami.8b01823 doi: 10.1021/acsami.8b01823
42. [42]
  Zhang, Z. H.; Wu, C. Y.; Pan, Q. Y.; Shao, F.; Song, Q. Z.; Chen, S. Q.; Li, Z. B.; Zhao, Y. J. Chem. Commun. 2020, 56, 3210. doi: 10.1039/C9CC09617E doi: 10.1039/C9CC09617E
43. [43]
  Pan, Q. Y.; Chen, X. S.; Li, H.; Chen, S. Q.; Zheng, X. H.; Liu, H.; Li, B.; Zhao, Y. J. 2D Mater. 2022, 9, 014001. doi: 10.1088/2053-1583/ac2e50 doi: 10.1088/2053-1583/ac2e50
44. [44]
  Zhao, Z. Q.; Das, S.; Xing, G. L.; Fayon, P.; Heasman, P.; Jay, M.; Bailey, S.; Lambert, C.; Yamada, H.; Wakihara, T.; et al. Angew. Chem. Int. Ed. 2018, 57, 11952. doi: 10.1002/anie.201805924 doi: 10.1002/anie.201805924
45. [45]
  Yang, Z.; Song, Y. W.; Zhang, C. F.; He, J. J.; Li, X. D.; Wang, X.; Wang, N.; Li, Y. L.; Huang, C. S. Adv. Energy Mater. 2021, 11, 2101197. doi: 10.1002/aenm.202101197 doi: 10.1002/aenm.202101197
46. [46]
  Yang, Z.; Ren, X.; Song, Y. W.; Li, X. D.; Zhang, C. F.; Hu, X. L.; He, J. J.; Li, J. Z.; Huang, C. S. Energy Environ. Mater. 2022, doi: 10.1002/eem2.12269 doi: 10.1002/eem2.12269
47. [47]
  Wang, N.; Li, X. D.; Tu, Z. Y.; Zhao, F. H.; He, J. J.; Guan, Z. Y.; Huang, C. S.; Li, Y. P.; Li, Y. L. Angew. Chem. Int. Ed. 2018, 130, 4032. doi: 10.1002/anie.201800453 doi: 10.1002/anie.201800453
48. [48]
  Jia, Z. Y.; Zuo, Z. C.; Yi, Y. P.; Liu, H. B.; Li, D.; Li, Y. J.; Li, Y. L. Nano Energy 2017, 33, 343. doi: 10.1016/j.nanoen.2017.01.049 doi: 10.1016/j.nanoen.2017.01.049
49. [49]
  Liu, H.; Zhang, Z. H.; Wu, C. Y.; Pan, Q. Y.; Zhao, Y. J.; Li, Z. B. Small 2019, 15, 1804519. doi: 10.1002/smll.201804519 doi: 10.1002/smll.201804519
50. [50]
  Liu, C.; Cheng, P. X.; Shi, R. C.; Ge, F.; Han, X.; Qi, S. M.; Li, G.; Xu, J. L. 2D Mater. 2021, 9, 014006. doi: 10.1088/2053-1583/ac3c9a doi: 10.1088/2053-1583/ac3c9a
51. [51]
  Pan, Q. Y.; Chen, S. Q.; Wu, C. Y.; Zhang, Z. H.; Li, Z. B.; Zhao, Y. J. ACS Appl. Mater. Interfaces 2019, 11, 46070. doi: 10.1021/acsami.9b15133 doi: 10.1021/acsami.9b15133
52. [52]
  Lu, T. T.; Deng, X.; Sun, Q. H.; Xiao, J. C.; He, J. J.; Wang, K.; Huang, C. S. Small 2021, 18, 2106328. doi: 10.1002/smll.202106328 doi: 10.1002/smll.202106328
53. [53]
  Gao, L.; Ge, X.; Zuo, Z. C.; Wang, F.; Liu, X. Y.; Lv, M. M.; Shi, S. Q.; Xu, L. T.; Liu, T. F.; Zhou, Q. H.; et al. Nano Lett. 2020, 20, 7333. doi: 10.1021/acs.nanolett.0c02728 doi: 10.1021/acs.nanolett.0c02728
54. [54]
  Pan, Q. Y.; Chen, X. S.; Liu, H.; Gan, W. J.; Ding, N. X.; Zhao, Y. J. Mat. Chem. Front. 2021, 5, 4596. doi: 10.1039/d1qm00285f doi: 10.1039/d1qm00285f
55. [55]
  Matsuoka, R.; Toyoda, R.; Shiotsuki, R.; Fukui, N.; Wada, K.; Maeda, H.; Sakamoto, R.; Sasaki, S.; Masunaga, H.; Nagashio, K.; et al. ACS Appl. Mater. Interfaces 2018, 11, 2730. doi: 10.1021/acsami.8b00743 doi: 10.1021/acsami.8b00743
56. [56]
  Kulkarni, R.; Huang, J. Y.; Trunk, M.; Burmeister, D.; Amsalem, P.; Müller, J.; Martin, A.; Koch, N.; Kass, D.; Bojdys, M. J. Chem. Sci. 2021, 12, 12661. doi: 10.1039/d1sc03390e doi: 10.1039/d1sc03390e
57. [57]
  Al-Busaidi, I. J.; Haque, A.; Al-Balushi, R. A.; Rather, J. A.; Munam, A.; Ilmi, R.; Raithby, P. R.; Zhang, Y. M.; Fu, Y. Y.; Xie, Z. Y.; et al. New J. Chem. 2021, 45, 15082. doi: 10.1039/D1NJ00925G doi: 10.1039/D1NJ00925G
58. [58]
  Xu, L. L.; Sun, J. B.; Tang, T. H.; Zhang, H. Y.; Sun, M. Z.; Zhang, J. Q.; Li, J. H.; Huang, B. L.; Wang, Z. P.; Xie, Z.; et al. Angew. Chem. Int. Ed. 2021, 60, 11326. doi: 10.1002/anie.202014835 doi: 10.1002/anie.202014835
59. [59]
  Sun, Q.; Cai, L. L.; Ma, H. H.; Yuan, C. X.; Xu, W. ACS Nano 2016, 10, 7023. doi: 10.1021/acsnano.6b03048 doi: 10.1021/acsnano.6b03048
60. [60]
  Yang, Z. C.; Gebhardt, J. L.; Schaub, T. A.; Sander, T.; Schönamsgruber, J.; Soni, H.; Görling, A.; Kivala, M.; Maier, S. Nanoscale 2018, 10, 3769. doi: 10.1039/c7nr08238j doi: 10.1039/c7nr08238j
61. [61]
  Zhang, Y. Q.; Paintner, T.; Hellwig, R.; Haag, F.; Allegretti, F.; Feulner, P.; Klyatskaya, S.; Ruben, M.; Seitsonen, A. P.; Barth, J. V.; et al. J. Am. Chem. Soc. 2019, 141, 5087. doi: 10.1021/jacs.8b13547 doi: 10.1021/jacs.8b13547
62. [62]
  Arya, J. S.; Mahato, M. K.; Sankaraman, S.; Prasad, E. J. Mater. Chem. C 2021, 9, 10324. doi: 10.1039/D1TC02334A doi: 10.1039/D1TC02334A
63. [63]
  Kong, Y.; Li, J. Q.; Zeng, S.; Yon, C.; Tong, L. M.; Zhang, J. Chem 2020, 6, 1933. doi: 10.1016/j.chempr.2020.06.011 doi: 10.1016/j.chempr.2020.06.011
64. [64]
  Tang, J. Y.; Jiang, H. F.; Deng, G. H.; Zhou, L. Chin. J. Org. Chem. 2005, 25, 1503.
65. [65]
  Bai, D. H.; Li, C. J.; Li, J.; Jia, X. S. Chin. J. Org. Chem. 2012, 32, 994. doi: 10.6023/cjoc1202073
66. [66]
  Zhou, J. Y.; Li, J. Q.; Liu, Z. F.; Zhang, J. Adv. Mater. 2019, 31, 1803758. doi: 10.1002/adma.201803758 doi: 10.1002/adma.201803758
67. [67]
  Diederich, F.; Rubin, Y. Angew. Chem. Int. Ed. 1992, 31, 1101. doi: 10.1002/anie.199211013 doi: 10.1002/anie.199211013
68. [68]
  Li, G. X.; Li, Y. L.; Qian, X. M.; Liu, H. B.; Lin, H. W.; Chen, N.; Li, Y. J. J. Phys. Chem. C 2011, 115, 2611. doi: 10.1021/jp107996f doi: 10.1021/jp107996f
69. [69]
  Matsuoka, R.; Sakamoto, R.; Hoshiko, K.; Sasaki, S.; Masunaga, H.; Nagashio, K.; Nishihara, H. J. Am. Chem. Soc. 2017, 139, 3145. doi: 10.1021/jacs.6b12776 doi: 10.1021/jacs.6b12776
70. [70]
  Liu, R.; Gao, X.; Zhou, J. Y.; Xu, H.; Li, Z. Z.; Zhang, S. Q.; Xie, Z. Q.; Zhang, J.; Liu, Z. F. Adv. Mater. 2017, 29, 1604665. doi: 10.1002/adma.201604665 doi: 10.1002/adma.201604665
71. [71]
  Zhou, J. Y.; Zhang, J.; Liu, Z. F. Acta Phys. -Chim. Sin. 2018, 34, 977. doi: 10.3866/PKU.WHXB201801243
72. [72]
  Klappenberger, F.; Zhang, Y. Q.; Björk, J.; Klyatskaya, S.; Ruben, M.; Barth, J. V. Acc. Chem. Res. 2015, 48, 2140. doi: 10.1021/acs.accounts.5b00174 doi: 10.1021/acs.accounts.5b00174
73. [73]
  Gao, H. Y.; Held, P. A.; Amirjalayer, S.; Liu, L. C.; Timmer, A.; Schirmer, B.; Arado, O. D.; Mönig, H.; Mück-Lichtenfeld, C.; Neugebauer, J.; et al. J. Am. Chem. Soc. 2017, 139, 7012. doi: 10.1021/jacs.7b02430 doi: 10.1021/jacs.7b02430
74. [74]
  Gao, X.; Zhu, Y. H.; Yi, D.; Zhou, J. Y.; Zhang, S. S.; Yin, C.; Ding, F.; Zhang, S. Q.; Yi, X. H.; Wang, J. Z.; et al. Sci. Adv. 2018, 4, eaat6378. doi: 10.1126/sciadv.aat6378 doi: 10.1126/sciadv.aat6378
75. [75]
  Miao, S. B.; Smith, M. D.; Bunz, U. H. F. Org. Lett. 2006, 8, 757. doi: 10.1021/ol0529851 doi: 10.1021/ol0529851
76. [76]
  Zhang, S. D.; Liu, Y.; Qi, M. Y.; Cao, A. M. Acta Phys. -Chim. Sin. 2021, 37, 2011007. doi: 10.3866/PKU.WHXB202011007
77. [77]
  Mortazavi, B.; Shahrokhi, M.; Madjet, M. E.; Hussain, T.; Zhuang, X. Y.; Rabczuk, T. J. Mater. Chem. C 2019, 7, 3025. doi: 10.1039/C9TC00082H doi: 10.1039/C9TC00082H
78. [78]
  Geyer, F. L.; Rominger, F.; Bunz, U. H. F. Chem. Eur. J. 2014, 20, 3600. doi: 10.1002/chem.201400105 doi: 10.1002/chem.201400105
79. [79]
  Liu, M. H.; Li, Y. L. Acta Phys. -Chim. Sin. 2018, 34, 959. doi: 10.3866/PKU.WHXB201803232
80. [80]
  Que, H. F.; Jiang, H. N.; Wang, X. G.; Zhai, P. B.; Meng, L. J.; Zhang, P.; Gong, Y. J. Acta Phys. -Chim. Sin. 2021, 37, 2010051. doi: 10.3866/PKU.WHXB202010051
81. [81]
  Ye, Y. K.; Hu, Z. X.; Liu, J. H.; Lin, W. C.; Chen, T. W.; Zheng, J. X.; Pan, F. Acta Phys. -Chim. Sin. 2021, 37, 2011003. doi: 10.3866/PKU.WHXB202011003
82. [82]
  van Miert, G.; Juričić, V.; Morais, Smith, C. Phys. Rev. B 2014, 90, 195414. doi: 10.1103/PhysRevB.90.195414. doi: 10.1103/PhysRevB.90.195414
83. [83]
  Searles, D. J.; Sun, C. H. J. Phys. Chem. C 2012, 116, 26222. doi: 10.1021/jp309638z doi: 10.1021/jp309638z
84. [84]
  Wang, S. L.; Yang, G. Y.; Nasir, M. S.; Wang, X.; Wang, X. J.; Wang, J. N.; Yan, W. Acta Phys. -Chim. Sin. 2021, 37, 2001003.
85. [85]
  Chen, Y.; Dong, H. Y.; Li, Y. Y.; Liu, J. P. Acta Phys. -Chim. Sin. 2021, 37, 2007075. doi: 10.3866/PKU.WHXB202007075
86. [86]
  Wu, B.; Li, M. R.; Xiao, S. N.; Qu, Y. K.; Qiu, X. Y.; Liu, T. F.; Tian, F. H.; Li, H. X.; Xiao, S. X. Nanoscale 2017, 9, 11939. doi: 10.1039/c7nr02247f doi: 10.1039/c7nr02247f
87. [87]
  Li, Y. L. Graphdiyne: Fundamentals and Applications in Renewable Energy and Electronics, 1st ed.; Wiley: Weinheim, Germany, 2021; pp. 367–368.
1. [1]
  Jinyi Sun , Lin Ma , Yanjie Xi , Jing Wang . Preparation and Electrocatalytic Nitrogen Reduction Performance Study of Vanadium Nitride@Nitrogen-Doped Carbon Composite Nanomaterials: A Recommended Comprehensive Chemistry Experiment. University Chemistry, 2024, 39(4): 184-191. doi: 10.3866/PKU.DXHX202310094
2. [2]
  Xue Dong , Xiaofu Sun , Shuaiqiang Jia , Shitao Han , Dawei Zhou , Ting Yao , Min Wang , Minghui Fang , Haihong Wu , Buxing Han . 碳修饰的铜催化剂实现安培级电流电化学还原CO₂制C₂₊产物. Acta Physico-Chimica Sinica, 2025, 41(3): 2404012-. doi: 10.3866/PKU.WHXB202404012
3. [3]
  Tongtong Zhao , Yan Wang , Shiyue Qin , Liang Xu , Zhenhua Li . New Experiment Development: Upgrading and Regeneration of Discarded PET Plastic through Electrocatalysis. University Chemistry, 2024, 39(3): 308-315. doi: 10.3866/PKU.DXHX202309003
4. [4]
  Fangfang WANG , Jiaqi CHEN , Weiyin SUN . CuBi@Cu-MOF composite catalysts for electrocatalytic CO₂ reduction to HCOOH. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 97-104. doi: 10.11862/CJIC.20240350
5. [5]
  Feiya Cao , Qixin Wang , Pu Li , Zhirong Xing , Ziyu Song , Heng Zhang , Zhibin Zhou , Wenfang Feng . Magnesium-Ion Conducting Electrolyte Based on Grignard Reaction: Synthesis and Properties. University Chemistry, 2024, 39(3): 359-368. doi: 10.3866/PKU.DXHX202308094
6. [6]
  Xi Xu , Chaokai Zhu , Leiqing Cao , Zhuozhao Wu , Cao Guan . Experiential Education and 3D-Printed Alloys: Innovative Exploration and Student Development. University Chemistry, 2024, 39(2): 347-357. doi: 10.3866/PKU.DXHX202308039
7. [7]
  Ran HUO , Zhaohui ZHANG , Xi SU , Long CHEN . Research progress on multivariate two dimensional conjugated metal organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2063-2074. doi: 10.11862/CJIC.20240195
8. [8]
  Meiqing Yang , Lu Wang , Haozi Lu , Yaocheng Yang , Song Liu . Recent Advances of Functional Nanomaterials for Screen-Printed Photoelectrochemical Biosensors. Acta Physico-Chimica Sinica, 2025, 41(2): 100018-. doi: 10.3866/PKU.WHXB202310046
9. [9]
  Jianfeng Yan , Yating Xiao , Xin Zuo , Caixia Lin , Yaofeng Yuan . Comprehensive Chemistry Experimental Design of Ferrocenylphenyl Derivatives. University Chemistry, 2024, 39(4): 329-337. doi: 10.3866/PKU.DXHX202310005
10. [10]
  Zhiwen HUANG , Qi LIU , Jianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184
11. [11]
  Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
12. [12]
  Pengcheng Yan , Peng Wang , Jing Huang , Zhao Mo , Li Xu , Yun Chen , Yu Zhang , Zhichong Qi , Hui Xu , Henan Li . Engineering Multiple Optimization Strategy on Bismuth Oxyhalide Photoactive Materials for Efficient Photoelectrochemical Applications. Acta Physico-Chimica Sinica, 2025, 41(2): 100014-. doi: 10.3866/PKU.WHXB202309047
13. [13]
  Yongming Zhu , Huili Hu , Yuanchun Yu , Xudong Li , Peng Gao . Construction and Practice on New Form Stereoscopic Textbook of Electrochemistry for Energy Storage Science and Engineering: Taking Basic Course of Electrochemistry as an Example. University Chemistry, 2024, 39(8): 44-47. doi: 10.3866/PKU.DXHX202312086
14. [14]
  Yikai Wang , Xiaolin Jiang , Haoming Song , Nan Wei , Yifan Wang , Xinjun Xu , Cuihong Li , Hao Lu , Yahui Liu , Zhishan Bo . 氰基修饰的苝二酰亚胺衍生物作为膜厚不敏感型阴极界面材料用于高效有机太阳能电池. Acta Physico-Chimica Sinica, 2025, 41(3): 2406007-. doi: 10.3866/PKU.WHXB202406007
15. [15]
  Hao WANG , Kun TANG , Jiangyang SHAO , Kezhi WANG , Yuwu ZHONG . Electro-copolymerized film of ruthenium catalyst and redox mediator for electrocatalytic water oxidation. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2193-2202. doi: 10.11862/CJIC.20240176
16. [16]
  Zhihuan XU , Qing KANG , Yuzhen LONG , Qian YUAN , Cidong LIU , Xin LI , Genghuai TANG , Yuqing LIAO . Effect of graphene oxide concentration on the electrochemical properties of reduced graphene oxide/ZnS. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1329-1336. doi: 10.11862/CJIC.20230447
17. [17]
  Chongjing Liu , Yujian Xia , Pengjun Zhang , Shiqiang Wei , Dengfeng Cao , Beibei Sheng , Yongheng Chu , Shuangming Chen , Li Song , Xiaosong Liu . Understanding Solid-Gas and Solid-Liquid Interfaces through Near Ambient Pressure X-Ray Photoelectron Spectroscopy. Acta Physico-Chimica Sinica, 2025, 41(2): 100013-. doi: 10.3866/PKU.WHXB202309036
18. [18]
  Zhengyu Zhou , Huiqin Yao , Youlin Wu , Teng Li , Noritatsu Tsubaki , Zhiliang Jin . Synergistic Effect of Cu-Graphdiyne/Transition Bimetallic Tungstate Formed S-Scheme Heterojunction for Enhanced Photocatalytic Hydrogen Evolution. Acta Physico-Chimica Sinica, 2024, 40(10): 2312010-. doi: 10.3866/PKU.WHXB202312010
19. [19]
  Ping Ye , Lingshuang Qin , Mengyao He , Fangfang Wu , Zengye Chen , Mingxing Liang , Libo Deng . 荷叶衍生多孔碳的零电荷电位调节实现废水中电化学捕集镉离子. Acta Physico-Chimica Sinica, 2025, 41(3): 2311032-. doi: 10.3866/PKU.WHXB202311032
20. [20]
  Yaping Li , Sai An , Aiqing Cao , Shilong Li , Ming Lei . The Application of Molecular Simulation Software in Structural Chemistry Education: First-Principles Calculation of NiFe Layered Double Hydroxide. University Chemistry, 2025, 40(3): 160-170. doi: 10.12461/PKU.DXHX202405185

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(410)
HTML views(42)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142