Citation: Yu Long, Bing Yuan, Jiantai Ma. Epoxidation of alkenes efficiently catalyzed by Mo salen supported on surface-modified halloysite nanotubes[J]. Chinese Journal of Catalysis, ;2015, 36(3): 348-354. doi: 10.1016/S1872-2067(14)60244-8 shu

Epoxidation of alkenes efficiently catalyzed by Mo salen supported on surface-modified halloysite nanotubes

1.
State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, Gansu, China

Corresponding author: Jiantai Ma,
Received Date: 13 September 2014
Available Online: 3 November 2014

Halloysite-nanotube-supported Mo salen (HNTs-Mo-SL) catalysts were successfully prepared using a facile chemical surface modification and self-assembly method. The morphologies, sizes, structure, and dispersion of the as-prepared catalysts were investigated by transmission electron microscopy, X-ray diffraction, and Fourier-transform infrared, inductively coupled plasma, and X-ray photoelectron spectroscopy, which confirmed the existence of the Mo salen structure and successful synthesis of the HNTs-Mo-SL catalyst. The immobilized catalyst was found to be highly reactive in the epoxidation of a wide range of alkenes, including linear, cyclic, and aromatic alkenes. The immobilized catalyst exhibited a higher catalytic activity for alkene epoxidation than homogeneous Mo. In contrast experiments, it was determined that the salen structure played an important role in immobilizing MoO(O₂)₂(DMF)₂ and improving the conversion and efficiency of alkene epoxidation, which could not be obtained using other ligands, such as the N atom as a single ligand. Furthermore, the bonding between Mo and the salen ligands and the possible mechanism of alkene epoxidation catalyzed by the catalyst were determined. The catalyst could be reused several times without significant loss of catalytic activity. Given that halloysite nanotubes are cheap and easy to obtain, this catalyst offers a novel alternative for the rational design of catalysts with desired features.
- Salen molybdenum,
- Alkene epoxidation,
- Halloysite nanotube,
- Surface modification,
- High-efficiency catalyst
1. [1]
  [1] Lane B S, Burgess K. Chem Rev, 2003, 103: 2457
2. [2]
  [2] Joergensen K A. Chem Rev, 1989, 89: 431
3. [3]
  [3] Zou X C, Shi K Y, Wang C. Chin J Catal(邹晓川, 石开云, 王存. 催化学报), 2014, 35: 1446
4. [4]
  [4] Qi B, Lu X H, Fang S Y, Lei J, Dong Y L, Zhou D, Xia Q H. J Mol Catal A, 2011, 334: 44
5. [5]
  [5] Xu G, Xia Q H, Lu X H, Zhang Q, Zhan H J. J Mol Catal A, 2007, 266: 180
6. [6]
  [6] Calvente R M, Campos-Martin J M, Fierro J L G. CatalCommun, 2002, 3: 247
7. [7]
  [7] Thiel W R. J Mol Catal A, 1997, 117: 449
8. [8]
  [8] Bakala P C, Briot E, Salles L, Brégeault J M. Appl Catal A, 2006, 300: 91
9. [9]
  [9] Jarupatrakorn J, Coles M P, Tilley T D. Chem Mater, 2005, 17: 1818
10. [10]
  [10] Wang G, Feng L S, Luck R L, Evans D G, Wang Z Q, Duan X. J Mol Catal A, 2005, 241: 8
11. [11]
  [11] Yuan C Y, Zhang Y, Chen J. Chin J Catal(袁程远, 张妍, 陈静. 催化学报), 2011, 32: 1166
12. [12]
  [12] Tangestaninejad S, Moghadam M, Mirkhani V, Mohammadpoor- Baltork I, Ghani K. InorgChem Commun, 2008, 11: 270
13. [13]
  [13] Bruno S M, Fernandes J A, Martins L S, Gonçalves I S, Pillinger M, Ribeiro-Claro P, Rocha J, Valente A A. CatalToday, 2006, 114: 263
14. [14]
  [14] Zhu H Y, Zhang Y, Zhou D G, Guan J, Bao X H. Chin J Catal(朱洪元, 张元, 周丹红, 关静, 包信和. 催化学报), 2007, 28: 180
15. [15]
  [15] Sakthivel A, Zhao J, Raudaschl-Sieber G, Hanzlik M, Chiang A S T, Kühn F E. Appl Catal A, 2005, 281: 267
16. [16]
  [16] Jia M J, Seifert A, Thiel W R. Chem Mater, 2003, 15: 2174
17. [17]
  [17] Xing S Y, Zhou D H, Cao L, Li X. Chin J Catal(邢双英, 周丹红, 曹亮, 李新. 催化学报), 2010, 31: 415
18. [18]
  [18] Sakthivel A, Zhao J, Kühn F E. Catal Lett, 2005, 102: 115
19. [19]
  [19] MoghadamM, Tangestaninejad S, Mirkhani V, Mohammadpoor- Baltork I, Mirbagheri N S. J Organomet Chem, 2010, 695: 2014
20. [20]
  [20] Moghadam M, Tangestaninejad S, Mirkhani V, Mohammadpoor- Baltork I, Mirjafari A, Mirbagheria N S. J Mol Catal A, 2010, 329: 44
21. [21]
  [21] Beall G W, Sowersby D S, Roberts R D, Robson M H, Lewis L K. Biomacromolecules, 2009, 10: 105
22. [22]
  [22] Shamsi M H, Geckeler K E. Nanotechnology, 2008, 19: 075604
23. [23]
  [23] Hirano Y, Miura Y F, Sugi M, Ishii T. Colloids Surf A, 2002, 198-200: 37
24. [24]
  [24] Yah W O, Xu H, Soejima H, Ma W, Lvov Y, Takahara A. J Am Chem Soc, 2012, 134: 12134
25. [25]
  [25] Yao Y, Chaubey G S, Wiley J B. J Am Chem Soc, 2012, 134: 2450
26. [26]
  [26] Abdullayev E, Joshi A, Wei W B, Zhao Y F, Lvov Y. ACS Nano, 2012, 6: 7216
27. [27]
  [27] Islam M R, Bach L G, Lim K T. Appl Surf Sci, 2013, 276: 298
28. [28]
  [28] Shchukin D G, Lamaka S V, Yasakau K A, Zheludkevich M L, Ferreira M G S, Möhwald H. J Phys Chem C, 2008, 112: 958
29. [29]
  [29] Ranganatha S, Venkatesha T V, Vathsala K. Appl Surf Sci, 2012, 263: 149
30. [30]
  [30] Fix D, Andreeva D V, Lvov Y M, Shchukin D G, Möhwald H. Adv Funct Mater, 2009, 19: 1720
31. [31]
  [31] Shchukin D G, Sukhorukov G B, Price R R, Lvov Y M. Small, 2005, 1: 510
32. [32]
  [32] Wan C Y, Li M, Bai X, Zhang Y. J Phys Chem C, 2009, 113: 16238
33. [33]
  [33] Jiang J Q, Zhang Y W, Yan L W, Jiang P K. Appl Surf Sci, 2012, 258: 6637
34. [34]
  [34] Pan J M, Wang B, Dai J D, Dai X H, Hang H, Ou H X, Yan Y S. J Mater Chem, 2012, 22: 3360
35. [35]
  [35] Wang L, Chen J L, Ge L, Zhu Z H, Rudolph V. Energy Fuels, 2011, 25: 3408
36. [36]
  [36] Wang R J, Jiang G H, Ding Y W, Wang Y, Sun X K, Wang X H, Chen W X. ACS Appl Mater Interfaces, 2011, 3: 4154
37. [37]
  [37] Mimoun H, de Roch I S, Sajus L. Bull Soc Chim France, 1969: 1481
38. [38]
  [38] Ding H J, Wang G, Yang M, Luan Y, Wang Y N, Yao X X. J Mol Catal A, 2009, 308: 25
39. [39]
  [39] Masteri-Farahani M. J Mol Catal A, 2010, 316: 45
1. [1]
  Qingqing SHEN , Xiangbowen DU , Kaicheng QIAN , Zhikang JIN , Zheng FANG , Tong WEI , Renhong LI . Self-supporting Cu/α-FeOOH/foam nickel composite catalyst for efficient hydrogen production by coupling methanol oxidation and water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1953-1964. doi: 10.11862/CJIC.20240028
2. [2]
  Qing Li , Guangxun Zhang , Yuxia Xu , Yangyang Sun , Huan Pang . P-Regulated Hierarchical Structure Ni₂P Assemblies toward Efficient Electrochemical Urea Oxidation. Acta Physico-Chimica Sinica, 2024, 40(9): 2308045-0. doi: 10.3866/PKU.WHXB202308045
3. [3]
  Chengcheng Yuan , Wei Xia , Jun Wang , Xiaofeng Zhu , Yong Zhang , Bicheng Zhu , Jiaguo Yu . A dual-functional single-atom modified SnS₂/CdS S-scheme photocatalyst for synergistic hydrogen production and lactic acid oxidation: A DFT study. Acta Physico-Chimica Sinica, 2026, 42(6): 100244-0. doi: 10.1016/j.actphy.2026.100244
4. [4]
  Ning LI , Siyu DU , Xueyi WANG , Hui YANG , Tao ZHOU , Zhimin GUAN , Peng FEI , Hongfang MA , Shang JIANG . Preparation and efficient catalysis for olefins epoxidation of a polyoxovanadate-based hybrid. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 799-808. doi: 10.11862/CJIC.20230372
5. [5]
  Wei Sun , Yongjing Wang , Kun Xiang , Saishuai Bai , Haitao Wang , Jing Zou , Arramel , Jizhou Jiang . CoP Decorated on Ti₃C₂T_x MXene Nanocomposites as Robust Electrocatalyst for Hydrogen Evolution Reaction. Acta Physico-Chimica Sinica, 2024, 40(8): 2308015-0. doi: 10.3866/PKU.WHXB202308015
6. [6]
  Ruolin CHENG , Haoran WANG , Jing REN , Yingying MA , Huagen LIANG . Efficient photocatalytic CO₂ cycloaddition over W₁₈O₄₉/NH₂-UiO-66 composite catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 523-532. doi: 10.11862/CJIC.20230349
7. [7]
  Yan LI , Gongxuan LÜ . Au and Pt-loaded nickel-iron layered hydroxide dual-site catalyst for efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2026, 42(7): 1463-1474. doi: 10.11862/CJIC.20260032
8. [8]
  Jingzhao Cheng , Shiyu Gao , Bei Cheng , Kai Yang , Wang Wang , Shaowen Cao . Construction of 4-Amino-1H-imidazole-5-carbonitrile Modified Carbon Nitride-Based Donor-Acceptor Photocatalyst for Efficient Photocatalytic Hydrogen Evolution. Acta Physico-Chimica Sinica, 2024, 40(11): 2406026-0. doi: 10.3866/PKU.WHXB202406026
9. [9]
  Wenwen Ma , Lian Kong , Jinyang Chu , Li Ma , Ziqing Ma , Heyu Cheng , Xinyuan Li , Zhan Yu , Zhen Zhao . Digitalization-Driven Olefin Production: Digital Design of Catalysts for CO₂-Assisted Oxidation Dehydrogenation of Ethane to Ethylene. University Chemistry, 2026, 41(1): 363-372. doi: 10.12461/PKU.DXHX202506055
10. [10]
  Qin′ai FENG , Jianjun LI , Lili ZHANG , Linxin WU , Huiling WANG , Wenjing HOU , Lei WANG , Mingjie REN . Amphiphilic surface modification of magnetic adsorbents and its adsorption properties of two microplastics. Chinese Journal of Inorganic Chemistry, 2026, 42(4): 789-807. doi: 10.11862/CJIC.20250208
11. [11]
  Yuchen Zhou , Huanmin Liu , Hongxing Li , Xinyu Song , Yonghua Tang , Peng Zhou . Designing thermodynamically stable noble metal single-atom photocatalysts for highly efficient non-oxidative conversion of ethanol into high-purity hydrogen and value-added acetaldehyde. Acta Physico-Chimica Sinica, 2025, 41(6): 100067-0. doi: 10.1016/j.actphy.2025.100067
12. [12]
  Feifei Yang , Wei Zhou , Chaoran Yang , Tianyu Zhang , Yanqiang Huang . Enhanced Methanol Selectivity in CO₂ Hydrogenation by Decoration of K on MoS₂ Catalyst. Acta Physico-Chimica Sinica, 2024, 40(7): 2308017-0. doi: 10.3866/PKU.WHXB202308017
13. [13]
  Enqi CHEN , Xinyi MA , Xiang HAN , Yutong YE , Kexin QIN , Shenghui LI , Changli ZHANG , Min YU , Changyun CHEN . Research progress on MOF-based electrocatalysts for the urea oxidation reaction. Chinese Journal of Inorganic Chemistry, 2026, 42(9): 1871-1892. doi: 10.11862/CJIC.20260168
14. [14]
  Zhanggui DUAN , Yi PEI , Shanshan ZHENG , Zhaoyang WANG , Yongguang WANG , Junjie WANG , Yang HU , Chunxin LÜ , Wei ZHONG . Preparation of UiO-66-NH₂ supported copper catalyst and its catalytic activity on alcohol oxidation. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 496-506. doi: 10.11862/CJIC.20230317
15. [15]
  Qinhui Guan , Yuhao Guo , Na Li , Jing Li , Tingjiang Yan . Molecular sieve-mediated indium oxide catalysts for enhancing photocatalytic CO₂ hydrogenation. Acta Physico-Chimica Sinica, 2025, 41(11): 100133-0. doi: 10.1016/j.actphy.2025.100133
16. [16]
  Xue Dong , Xiaofu Sun , Shuaiqiang Jia , Shitao Han , Dawei Zhou , Ting Yao , Min Wang , Minghui Fang , Haihong Wu , Buxing Han . Electrochemical CO₂ Reduction to C₂₊ Products with Ampere-Level Current on Carbon-Modified Copper Catalysts. Acta Physico-Chimica Sinica, 2025, 41(3): 100024-0. doi: 10.3866/PKU.WHXB202404012
17. [17]
  Zhiquan Zhang , Baker Rhimi , Zheyang Liu , Min Zhou , Guowei Deng , Wei Wei , Liang Mao , Huaming Li , Zhifeng Jiang . Insights into the Development of Copper-Based Photocatalysts for CO₂ Conversion. Acta Physico-Chimica Sinica, 2024, 40(12): 2406029-0. doi: 10.3866/PKU.WHXB202406029
18. [18]
  Hailang JIA , Pengcheng JI , Hongcheng LI . Preparation and performance of nickel doped ruthenium dioxide electrocatalyst for oxygen evolution. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1632-1640. doi: 10.11862/CJIC.20240398
19. [19]
  Yuying JIANG , Jia LUO , Zhan GAO . Development status and prospects of solid oxide cell high entropy electrode catalysts. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1719-1730. doi: 10.11862/CJIC.20250124
20. [20]
  Jiayi Yang , Jianxiu Hao , Huacong Zhou , Quansheng Liu . “Gorgeous Transformation” of Carbon Dioxide into Cyclic Carbonates: Catalyst Types and Roles. University Chemistry, 2026, 41(2): 178-189. doi: 10.12461/PKU.DXHX202502105

Get Citation

PDF

XML

Metrics

PDF Downloads(193)
Abstract views(1862)
HTML views(198)

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