Citation: Zou Xiaochuan, Shi Kaiyun, Li Jun, Wang Yue, Wang Cun, Deng Chaofang, Ren Yanrong, Tan Jun, Fu Xiangkai. Research Progress on Epoxidation of Olefins Catalyzed by Mn(II, III, V) in Different Valence States[J]. Chinese Journal of Organic Chemistry, ;2016, 36(8): 1765-1778. doi: 10.6023/cjoc201604010 shu

Research Progress on Epoxidation of Olefins Catalyzed by Mn(II, III, V) in Different Valence States

Zou Xiaochuan ^a,b ,
Shi Kaiyun ^a,*,, ,
Li Jun ^a ,
Wang Yue ^a ,
Wang Cun ^a ,
Deng Chaofang ^a ,
Ren Yanrong ^a ,
Tan Jun ^a ,
Fu Xiangkai ^b,*,,

a.
Department of Biological and Chemical Engineering, Chongqing University of Education, Nan'an 400067
b.
Key Laboratory of Applied Chemistry of Chongqing Municipality, Key Laboratory of Eco-environments in Three Gorges Reservoir Region Ministry of Education, Research Institute of Applied Chemistry, College of Chemistry and Chemical Engineering, Southwest University, Beibei 400715

Corresponding author: Shi Kaiyun, shiky@cque.edu.cn Fu Xiangkai, fxk@swu.edu.cn
Received Date: 5 April 2016
Revised Date: 3 May 2016

Fund Project: the Scientific and Technological Research Program of Chongqing Municipal Education Commission Nos. KJ1501411，KJ131513，KJ131512Projects supported by the Basic and Frontier Research Project of Chongqing Nos. cstc2015jcyjA0317，cstc2013jcyjA50033and the Innovative Research Team in Chongqing University of Education No. KYC-cxtd03-20141z02the Key Laboratory of Green Synthesis and Analysis of Chongqing University of Education No. 16xjpt08the Innovation Team Building at Institutions of Higher Education in Chongqing No. KJTD201325

Figures(8)

The epoxidation catalyzed by transition metals (Cr, Ni, Co, Ru, Mn) has been received widespread attention over the past decades, and the corresponding epoxides are widely used in the synthesis of pharmaceuticals, fine chemicals and pesticides. Compared to other transition metals, metal Mn catalyst has been widely used in organic synthesis due to its inexpensive, environment-friendly, chemical stability and high catalytic activity. This paper reviews the recent progress on epoxidation of olefins catalyzed by the catalysts which were formed by the reaction of different valence metal Mn(II, III, and V) and different N_XO_Y ligands in different oxidants/co-catalyst systems. At the same time, the Mn catalysts with different valence states are involved in the process of the epoxidation of olefins and the mechanism of how to transfer the oxygen of reactive intermediates to the olefins was discussed.
- metal manganese(II, III, V) catalysts,
- ligands,
- epoxidation,
- organic polymer/inorganic phosphate melt (Zr, Zn, Al, Ca),
- catalytic mechanism
1. [1]
2. [2]
  Limburg, B.; Bouwman, E.; Bonnet, S. Coord. Chem. Rev. 2012, 256, 1451.
3. [3]
  Talsi, E. P.; Bryliakov, K. P. Coord. Chem. Rev, 2012, 256, 1418.
4. [4]
  Monfared, H. H.; Ghorbanloo, M.; Aghapoor, V.; Mayer, P. Appl. Catal. A: Gen. 2010, 372, 209.
5. [5]
  Ballistreri, F. P.; Brinchi, L.; Germani, R.; Savelli, G.; Tomaselli, G. A.; Toscanoa, R. M. Tetrahedron 2008, 64, 10239.
6. [6]
  Wegermann, C. A.; Ribeiro, R. R.; Ucoski, G. M.; Nakagaki, S.; Nunes, F. S.; Drechsel1, S. M. Appl. Catal. A: Gen. 2014, 471, 56.
7. [7]
  Stamatis, A.; Vartzouma, C.; Louloudi, M. Catal. Commun. 2011, 12, 475.
8. [8]
  Bagherzadeh, M.; Latifi, R.; Tahsini, L. J. Mol. Catal. A: Chem. 2006, 260, 163.
9. [9]
  Amini, M.; Bagherzadeh, M. M.; Oradi, S. Z.; Boghaei, D. M.; Ellern, A.; Woo, L. K. J. Coord. Chem. 2013, 66, 464.
10. [10]
  Zhang, W.; Loebach, J. L.; Wilson, S. R.; Jacobsen, E. N. J Am Chem Soc. 1990, 112, 2801.
11. [11]
  Visser, S. P. D.; Sason, S. J. Am. Chem. Soc. 2003, 125, 7413.
12. [12]
  Xia, Q. H.; Ge, H. Q.; Ye, C. P.; Liu, Z. M.; Su, K. X. Chem. Rev. 2005, 105, 1603.
13. [13]
  Keerthi, K. K.; Thomas, A. M.; Sindhu, K. S.; Anilkumar, G. Tetrahedron 2016, 72, 1.
14. [14]
  Neu, H. M.; Baglia, R. A.; Goldberg, D. P. Acc. Chem. Res. 2015, 48, 2754.
15. [15]
  Chen, Z. Q.; Yin, G. C. Chem. Soc. Rev. 2015, 44, 1083.
16. [16]
  Chang, S.; Galvin, J. M.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 116, 6937.
17. [17]
  Choudary, B. M.; Chowdari, N. S.; Kantam, M. L.; Santhi, P. L. Catal. Lett. 2001, 76, 213.
18. [18]
  Sutra, P.; Brunel, D. Chem Commun. 1996, 2485.
19. [19]
  Angelino, M. D.; Laibinis, P. E. Macromolecules 1998, 31, 7581.
20. [20]
  Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217.
21. [21]
  Sui, Y.; Fu, X. K.; Zeng, R. Q.; Ma, X. B. J. Mol. Catal. A: Chem. 2004, 217, 133.
22. [22]
23. [23]
  Bai, R. F.; Fu, X. K.; Bao, H. B.; Ren, W. S. Catal. Commun. 2008, 9, 1588.
24. [24]
  Ren, W. S.; Fu, X. K.; Bao, H. B.; Bai, R. F.; Ding, P. P.; Sui, B. L. Catal. Commun. 2009, 10, 788.
25. [25]
  Ren, W. S.; Fu, X. K. J. Mol. Catal. A: Chem. 2009, 312, 4.
26. [26]
27. [27]
  Shen, H. S.; Fu, X. K.; Bao, H. B.; Chen, J. X., Gong, B.W. Polym. Adv. Technol. 2009, 20, 77.
28. [28]
  Zou, X. C.; Chen, S. C.; Ren, Y. R.; Shi, K.Y., Li, J., Fu, X. K. Sci. China. Chem. 2012, 55, 2396.
29. [29]
  Tu, X. B.; Fu, X. K.; Hu, X. Y.; Li, Y. D. Inorg. Chem. Commun. 2010, 13, 404.
30. [30]
31. [31]
  Gong, B. W.; Fu, X. K.; Chen, J. X.; Li, Y. D.; Zou, X. C.; Tu, X. B.; Ding, P. P.; Ma, L. P. J. Catal. 2009, 262, 9.
32. [32]
  Zou, X. C.; Fu, X. K.; Li, Y. D.; Tu, X. B.; Fu, S. D.; Luo, Y. F.; Wu, X. J. Adv. Synth. Catal. 2010, 352, 163.
33. [33]
34. [34]
35. [35]
  Zou, X. C.; Shi, K. Y.; Wang, C. Chin. J. Catal. 2014, 35, 1446.
36. [36]
  Huang, J.; Fu, X. K.; Wang, G.; Li, C,; Hu X. Y. Dalton Trans. 2011, 40, 3631.
37. [37]
  Huang, J.; Fu, X. K.; Miao, Q. Catal. Sci. Technol. 2011, 1, 1472.
38. [38]
  Huang, J.; Fu, X. K.; Wang, G.; Miao, Q.; Wang, G. M. Dalton Trans. 2012, 41, 10661.
39. [39]
  Cai, J. L.; Huang, J.; Li, C. M.; Feng, H.; Liu, Z. G. RSC Adv. 2013, 3, 18661.
40. [40]
  Jia, Z. Y.; Fu, X. K.; Luo, Y. F.; Zhang, H. Z.; Huang, X. M.; Wu, H. J. Inorg. Organomet. Polym. Mater. 2012, 22, 415.
41. [41]
  Huang, X. M.; Fu, X. K.; Jia, Z. Y.; Miao, Q.; Wang, G. M. Catal. Sci. Technol. 2013, 3, 415.
42. [42]
  Huang, J.; Tang, M.; Li, X.; Zhong, G. Z.; Li, C. M. Dalton Trans. 2014, 43, 17500.
43. [43]
  Huang, J.; Tang, M.; Li, C. M. RSC Adv. 2014, 4, 46498.
44. [44]
  Kam, P. H.; Wing, L. W.; Kin, M. L.; Cheuk, P. L.; Tak, H. C.; Kwok, Y. W. Chem. Eur. J. 2008, 14, 7988.
45. [45]
  Qi, B.; Lou, L. L.; Yu, K.; Bian, W.; Liu, S. X. Catal. Commun. 2011, 15, 52.
46. [46]
  Zheng, W. G.; Tan, R.; Zhao, L. L.; Chen, Y. J.; Xiong, C. W.; Yin, D. H. RSC Adv. 2014, 4, 11732.
47. [47]
  Qi, J. Y.; Li, Y. M.; Zhou, Z. Y.; Che, C. M.; Yeung, C. H.; Chan, A. S. C. Adv. Synth. Catal. 2005, 347, 45.
48. [48]
  Dong, J. J.; Saisaha, P.; Meinds. T, G.; Alsters, P. L.; Ijpeij, E. G.; Van Summeren, R. P.; Mao, B.; Fananas, M. M.; de Boer, J. W.; Hage, R.; Feringa, B. L.; Browne, W. R. ACS Catal. 2012, 2, 1087.
49. [49]
  Rich, J.; Manrique, E.; Molton, F.; Duboc, C.; Marie, N. C.; Rodriguez, M.; Romero, I. Eur. J. Inorg. Chem. 2014, 2663.
50. [50]
  Stamatis, A.; Vartzouma, C.; Louloudi, M. Catal. Commun. 2011, 12, 475.
51. [51]
  Murphy, A.; Dubois, G.; Stack, T. D. P. J. Am. Chem. Soc. 2003, 125, 5250.
52. [52]
  Murphy, A.; Pace, A; Stack, T. D. P. Org. Lett. 2004, 6, 3119.
53. [53]
  Wu, M.; Wang, B.; Wang, S.; Xia, C.; Sun, W. Org. Lett. 2009, 11, 3622.
54. [54]
  Maity, N. C.; Bera, P. K.; Ghosh, D.; Abdi, S. H. R.; Kureshy, R. I.; Khan, N. U. H.; Bajaj, H. C.; Suresh, E. Catal. Sci. Technol. 2014, 4, 208.
55. [55]
  Wang, X.; Miao, C.; Wang, S.; Xia, C.; Sun, W. ChemCatChem 2013, 5, 2489.
56. [56]
  Ottenbacher, R. V.; Bryliakov, K. P.; Talsi, E. P. Adv. Synth. Catal. 2011, 353, 885.
57. [57]
  Dai,W.; Li, J.; Li, G. S.; Yang, H.; Wang, L. Y.; Gao, S. Org. Lett. 2013, 15, 4138.
58. [58]
  Dai,W.; Shang, S. S.; Chen, B.; Li, G. S.; Wang, L. Y.; Ren, L. H.; Gao, S. J. Org. Chem. 2014, 79, 6688.
59. [59]
  Hashihayata, T.; Ito, Y.; Katsuki, T. Tetrahedron 1997, 53, 9541.
60. [60]
  Saihu, L.; Benjamin, L. Angew. Chem., Int .Ed. 2010, 49, 628.
61. [61]
  Wu, M.; Wang, B.; Wang, S. F.; Xia, C. G.; Sun, W. Org. Lett. 2009, 11, 3622.
62. [62]
  Wang, B.; Miao, C. X.; Wang, S. F.; Xia, C. G.; Sun, W. Chem. Eur. J. 2012, 18, 6750.
63. [63]
  Wang, X.; Miao, C. X.; Wang, S. F.; Xia, C. G.; Sun, W. ChemCatchem 2013, 5, 2489.
64. [64]
  Shen, D. Y.; Miao, C. X.; Wang, S. F.; Xia, C. G.; Sun, W. Eur. J. Inorg. Chem. 2014, 33, 5777.
65. [65]
  Miao, C. X.; Wang, Bin.; Wang, Y.; Xia, C. G.; Lee,Y. M.; Nam, W.; Sun, W. J. Am. Chem. Soc. 2016, 138, 936.
66. [66]
  Shen, D. Y.; Qiu, B.; Xu, D. Q, Miao, C. X.; Xia, C. G.; Sun, W. Org. Lett. 2016, 18, 372.
67. [67]
  Bagherzadeh, M.; Latifi, R.; Tahsini, L. J. Mol. Catal. A: Chem. 2006, 260, 163.
68. [68]
  Zhong, S.; Tan, Y.; Fu, Z.; Xie, Q.; Xie, F.; Zhou, X.; Ye, Z.; Peng, G.; Yin, D. J. Catal. 2008, 256, 154.
69. [69]
  Ruffo, F.; Bismuto, A.; Carpentieri, A.; Cucciolito, M. E.; Lega, M. Inorg. Chim. Acta 2013, 405, 288.
70. [70]
  Amato, M. E.; Ballistreri, F. P.; Pappalardo, A.; Tomaselli, G. A.; Toscano, R. M.; Williams, D. J. Eur. J. Org. Chem. 2005, 3562.
71. [71]
  Suresh, P.; Srimurugan, S.; Dere, T. D.; Ragavan, R. V.; Gopinath, V. S. Tetrahedron: Asymmetry 2013, 24, 669.
72. [72]
  Erdem, O.; Guzel, B. Inorg. Chim. Acta 2014, 418, 153.
73. [73]
  Irie, R.; Noda, K.; Ito, Y.; Matsumoto, N.; Katsuki, T. Tetrahedron Lett. 1990, 31, 7345.
74. [74]
  Katsuki, T. Synlett 2003, 281.
75. [75]
  Chen, L. H.; Cheng, F. X.; Jia, L.; Zhang, A. J.; Wu, J. C.; Tang, N. Chirality 2011, 23, 69.
76. [76]
  Luo, R. C.; Tan, R.; Peng, Z. G.; Zhang, W. G.; Kong, Y.; Yin, D. H. J. Catal. 2012, 287, 170.
77. [77]
  Borriello, C.; Litto, R. D.; Panunzi, A.; Ruffo, F. Tetrahedron: Asymmetry 2004, 15, 681.
78. [78]
  Zhao, S. S.; Zhao, J. Q.; Zhao, D. M. Carbohydr. Res. 2007, 342, 254.
79. [79]
  Huang, X. M.; Fu, X. K.; Wu, X. J.; Jia, Z. Y. Tetrahedron Lett. 2013, 54, 4041.
80. [80]
  Solati, Z.; Hashemi, M.; Ebrahimi, L. Catal. Lett. 2011, 141, 163.
81. [81]
  Bendix, J.; Meyer, K.; Weyhermuller, T.; Bill, E.; Metzler-Nolte, N.; Wieghardt, K. Inorg. Chem. 1998, 37, 1767.
82. [82]
  Bosch, I. G.; Gómez, L.; Polo, A.; Ribas, X.; Costas, M. Adv. Synth. Catal. 2012, 354, 65.
83. [83]
  Lyakin, O.Y.; Ottenbacher, R. V.; Bryliakov, K. P.; Talsi, E. P. ACS Catal. 2012, 2, 1196.
84. [84]
  Ottenbacher, R. V.; Samsonenko, D. G. Talsi, E. P.; Bryliakov, K. P. ACS Catal. 2014, 4, 1599.
85. [85]
  Mcgarrigle, E. M.; Gilheany, D. G. Chem. Rev. 2005, 105, 1563
86. [86]
87. [87]
88. [88]
  Norrby, P. O.; Linde, C.; kermark, B. J. Am. Chem. Soc. 1995, 117, 11035.
89. [89]
  Backvall, J. E.; Bokman, F.; Blomberg, M. R. A. J. Am. Chem. Soc. 1992, 114, 534.
90. [90]
  Adam, W.; Mock, K. C.; Saha, M. C. R.; Herderich, M. J. Am. Chem. Soc. 2000, 122, 9685.
91. [91]
92. [92]
93. [93]
  Fraile, J. M.; Garci, J. I.; Mayoral, J. A. Chem Rev. 2009, 109, 360.
94. [94]
  Sellner, H.; Kajalainen, J. K.; Seebach, D. Chem. Eur. J. 2001, 7, 2873.
95. [95]
  Paucki, M.; Pospisil, P. J.; Zhang, W.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 116, 9333.
96. [96]
  Kureshy, R. I.; Ahamd, I.; Khan, N. H.; Abdi, S. H. R.; Singh, S.; Pandia, P. H.; Jasram, R. V. J. Catal. 2005, 235, 28.
97. [97]
98. [98]
99. [99]
  Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991, 113, 7063.
100. [100]
  Hosoya, N.; Hatayama, A.; Irie, R.; Sasaki, H.; Katsuki, T. Tetrahedron 1994, 50, 4311.
101. [101]
  Rao, C. N. R.; Natarajan, S.; Neeraj, S. J. Solid State Chem. 2000, 152, 302.
102. [102]
  Thomas, J. M.; Raja, R.; Sankar, G. Nature 1999, 398, 227.
103. [103]
1. [1]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
2. [2]
  Zhenxing Liu , Jiaen Hu , Zishi Cheng , Xinqi Hao . 基础有机化学教学中烯烃的氧化反应. University Chemistry, 2025, 40(6): 139-144. doi: 10.12461/PKU.DXHX202408107
3. [3]
  Wenjing ZHANG , Xiaoqing WANG , Zhipeng LIU . Recent developments of inorganic metal complex-based photothermal materials and their applications in photothermal therapy. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2356-2372. doi: 10.11862/CJIC.20240254
4. [4]
  Zhuoyan Lv , Yangming Ding , Leilei Kang , Lin Li , Xiao Yan Liu , Aiqin Wang , Tao Zhang . Light-Enhanced Direct Epoxidation of Propylene by Molecular Oxygen over CuO_x/TiO₂ Catalyst. Acta Physico-Chimica Sinica, 2025, 41(4): 100038-. doi: 10.3866/PKU.WHXB202408015
5. [5]
  Linjie ZHU , Xufeng LIU . Electrocatalytic hydrogen evolution performance of tetra-iron complexes with bridging diphosphine ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 321-328. doi: 10.11862/CJIC.20240207
6. [6]
  Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al₂O₃催化剂光热催化CO₂甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002
7. [7]
  Youlin SI , Shuquan SUN , Junsong YANG , Zijun BIE , Yan CHEN , Li LUO . Synthesis and adsorption properties of Zn(Ⅱ) metal-organic framework based on 3, 3', 5, 5'-tetraimidazolyl biphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1755-1762. doi: 10.11862/CJIC.20240061
8. [8]
  Yan LIU , Jiaxin GUO , Song YANG , Shixian XU , Yanyan YANG , Zhongliang YU , Xiaogang HAO . Exclusionary recovery of phosphate anions with low concentration from wastewater using a CoNi-layered double hydroxide/graphene electronically controlled separation film. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1775-1783. doi: 10.11862/CJIC.20240043
9. [9]
  Peng YUE , Liyao SHI , Jinglei CUI , Huirong ZHANG , Yanxia GUO . Effects of Ce and Mn promoters on the selective oxidation of ammonia over V₂O₅/TiO₂ catalyst. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 293-307. doi: 10.11862/CJIC.20240210
10. [10]
  Jiajie Li , Xiaocong Ma , Jufang Zheng , Qiang Wan , Xiaoshun Zhou , Yahao Wang . Recent Advances in In-Situ Raman Spectroscopy for Investigating Electrocatalytic Organic Reaction Mechanisms. University Chemistry, 2025, 40(4): 261-276. doi: 10.12461/PKU.DXHX202406117
11. [11]
  Linjie ZHU , Xufeng LIU . Synthesis, characterization and electrocatalytic hydrogen evolution of two di-iron complexes containing a phosphine ligand with a pendant amine. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 939-947. doi: 10.11862/CJIC.20240416
12. [12]
  .
  CCS Chemistry 综述推荐│绿色氧化新思路：光/电催化助力有机物高效升级
  . CCS Chemistry, 2025, 7(10.31635/ccschem.024.202405369): -.
13. [13]
  Zelong LIANG , Shijia QIN , Pengfei GUO , Hang XU , Bin ZHAO . Synthesis and electrocatalytic CO₂ reduction performance of metal-organic framework catalysts loaded with silver particles. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 165-173. doi: 10.11862/CJIC.20240409
14. [14]
  Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
15. [15]
  Bing WEI , Jianfan ZHANG , Zhe CHEN . Research progress in fine tuning of bimetallic nanocatalysts for electrocatalytic carbon dioxide reduction. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 425-439. doi: 10.11862/CJIC.20240201
16. [16]
  Xuejie Wang , Guoqing Cui , Congkai Wang , Yang Yang , Guiyuan Jiang , Chunming Xu . 碳基催化剂催化有机液体氢载体脱氢研究进展. Acta Physico-Chimica Sinica, 2025, 41(5): 100044-. doi: 10.1016/j.actphy.2024.100044
17. [17]
  Ke Li , Chuang Liu , Jingping Li , Guohong Wang , Kai Wang . 钛酸铋/氮化碳无机有机复合S型异质结纯水光催化产过氧化氢. Acta Physico-Chimica Sinica, 2024, 40(11): 2403009-. doi: 10.3866/PKU.WHXB202403009
18. [18]
  Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
19. [19]
  Mengzhen JIANG , Qian WANG , Junfeng BAI . Research progress on low-cost ligand-based metal-organic frameworks for carbon dioxide capture from industrial flue gas. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 1-13. doi: 10.11862/CJIC.20240355
20. [20]
  Zhongxin YU , Wei SONG , Yang LIU , Yuxue DING , Fanhao MENG , Shuju WANG , Lixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(2274)
HTML views(847)

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