Citation: Jing Wang, Yongcun Zou, Yu Sun, Maximilian Hemgesberg, Dirk Schaffner, Hongcheng Gao, Xiaojing Song, Wenxiang Zhang, Mingjun Jia, Werner R. Thiel. Electrostatic immobilization of phosphomolybdic acid on imidazolium-based mesoporous organosilicas for catalytic olefin epoxidation[J]. Chinese Journal of Catalysis, ;2014, 35(4): 532-539. doi: 10.1016/S1872-2067(14)60025-5 shu

Electrostatic immobilization of phosphomolybdic acid on imidazolium-based mesoporous organosilicas for catalytic olefin epoxidation

1.
a State Key Laboratory of Theoretical and Computational Chemistry, College of Chemistry, Jilin University, Changchun 130021, Jilin, China;

Corresponding author: Mingjun Jia, Werner R. Thiel,
Received Date: 14 November 2013
Available Online: 2 January 2014
Fund Project: 国家自然科学基金(21173100). (21173100)

Polyoxometalate-based heterogeneous materials were prepared by the immobilization of 12-phosphomolybdic acid (PMA) on periodic mesoporous organosilicas containing embedded imidazolium cations (PMO-ILs). The resulting hybrid materials (PMA@PMO-ILs) were characterized by N₂ adsorption-desorption, powder X-ray diffraction, atomic adsorption spectroscopy, thermogravimetric and differential thermal analyses, Fourier transform infrared spectroscopy, ultraviolet-visible diffuse reflectance spectroscopy, and solid-state cross-polarization magic angle spinning nuclear magnetic resonance. PMA was electrostatically immobilized on the surface and in the channels of PMO-ILs. The PMO-IL support and PMA structures were retained during the preparation processes. The catalytic properties of the PMA@PMO-ILs were evaluated for the liquid-phase epoxidation of cyclooctene. PMA@PMO-ILs were catalytically active, with nearly 100% selectivity to cyclooctene epoxide using tert-butyl hydroperoxide as the oxidant. The catalysts could be reused four times without obvious loss of activity or selectivity under identical reaction conditions. Imidazolium cations in the PMO-IL framework improved the stability and recyclability of the PMA immobilized catalysts.
- Polyoxometalate,
- Mesoporous organosilica,
- Imidazolium cation,
- Electrostatic interaction,
- Epoxidation,
- Heterogeneous catalysis
1. [1]
  [1] Grigoropoulou G, Clark J H, Elings J A. Green Chem, 2003, 5: 1
2. [2]
  [2] Monnier J R. Appl Catal A, 2001, 221: 73
3. [3]
  [3] Wu M, Chou L J, Song H L. Chin J Catal (吴妹, 丑凌军, 宋焕玲. 催化学报), 2013, 34: 789
4. [4]
  [4] Wu J H, Jiang P P, Leng Y, Ye Y Y, Qin X J. Chin J Catal (吴江浩, 蒋平平, 冷炎, 叶媛园, 秦晓洁. 催化学报), 2013, 34: 2236
5. [5]
  [5] Ishii Y, Yamawaki K, Ura T, Yamada H, Yoshida T, Ogawa M. J Org Chem, 1988, 53: 3587
6. [6]
  [6] Kozhevnikov I V. Chem Rev, 1998, 98: 171
7. [7]
  [7] Mizuno N, Yamaguchi K, Kamata K. Coord Chem Rev, 2005, 249: 1944
8. [8]
  [8] Dolbecq A, Dumas E, Mayer C R, Mialane P. Chem Rev, 2010, 110: 6009
9. [9]
  [9] Long D L, Tsunashima R, Cronin L. Angew Chem Int Ed, 2010, 49: 1736
10. [10]
  [10] Kholdeeva O A, Maksimchuk N V, Maksimov G M. Cataly Today, 2010, 157: 107
11. [11]
  [11] Kasai J, Nakagawa Y, Uchida S, Yamaguchi K, Mizuno N. Chem Eur J, 2006, 12: 4176
12. [12]
  [12] Bordoloi A, Lefebvre F, Halligudi S B. J Catal, 2007, 247: 166
13. [13]
  [13] Liu P, Wang H, Feng Z C, Ying P L, Li C. J Catal, 2008, 256: 345
14. [14]
  [14] Bordoloi A, Sahoo S, Lefebvre F, Halligudi S B. J Catal, 2008, 259: 232
15. [15]
  [15] Karimi Z, Mahjoub A R, Davari Aghdam F. Inorg Chim Acta, 2009, 362: 3725
16. [16]
  [16] Liu P, Wang C H, Li C. J Catal, 2009, 262: 159
17. [17]
  [17] Estrada A C, Santos I C M S, Simões M M Q, Neves M G P M S, Cavaleiro J A S, Cavaleiro A M V. Appl Catal A, 2011, 392: 28
18. [18]
  [18] Karimi Z, Mahjoub A R, Harati S M. Inorg Chim Acta, 2011, 376: 1
19. [19]
  [19] Armatas G S, Bilis G, Louloudi M. J Mater Chem, 2011, 21: 2997
20. [20]
  [20] Qi W, Wang Y Z, Li W, Wu L X. Chem Eur J, 2010, 16: 1068
21. [21]
  [21] Yu X D, Xu L L, Yang X, Guo Y N, Li K X, Hu J L, Li W, Ma F Y, Guo Y H. Appl Surf Sci, 2008, 254: 4444
22. [22]
  [22] Zhang R F, Yang C. J Mater Chem, 2008, 18: 2691
23. [23]
  [23] Schroden R C, Blanford C F, Melde B J, Johnson B J S, Stein A. Chem Mater, 2001, 13: 1074
24. [24]
  [24] Maksimchuk N V, Timofeeva M N, Melgunov M S, Shmakov A N, Chesalov Y A, Dybtsev D N, Fedin V P, Kholdeeva O A. J Catal, 2008, 257: 315
25. [25]
  [25] Maksimchuk N V, Kovalenko K A, Arzumanov S S, Chesalov Y A, Melgunov M S, Stepanov A G, Fedin V P, Kholdeeva O A. Inorg Chem, 2010, 49: 2920
26. [26]
  [26] Maksimchuk N V, Kholdeeva O A, Kovalenko K A, Fedin V P. Isr J Chem, 2010, 50: 1
27. [27]
  [27] Du J, Yu J H, Tang J Y, Wang J, Zhang W X, Thiel W R, Jia M J. Eur J Inorg Chem, 2011, 2011: 2361
28. [28]
  [28] Zhao H H, Zeng L X, Li Y L, Liu C, Hou B, Wu D, Feng N D, Zheng A M, Xie X L, Su S P, Yu N Y. Microporous Mesoporous Mater, 2013, 172: 67
29. [29]
  [29] Karimi B, Elhamifar D, Clark J H, Hunt A J. Chem Eur J, 2010, 16: 8047
30. [30]
  [30] Karimi B, Gholinejad M, Khorasani M. Chem Commun, 2012, 48: 8961
31. [31]
  [31] Karimi B, Elhamifar D, Clark J H, Hunt A J. Org Biomol Chem, 2011, 9: 7420
32. [32]
  [32] Karimi B, Elhamifar D, Yari O, Khorasani M, Vali H, Clark J H, Hunt A J. Chem Eur J, 2012, 18: 13520
33. [33]
  [33] Wang L, Shylesh S, Dehe D, Philippi T, Dörr G, Seifert A, Zhou Z, Hartmann M, Klupp Taylor R N, Jia M J, Ernst S, Thiel W R. ChemCatChem, 2012, 4: 395
34. [34]
  [34] Cazin C S J, Veith M, Braunstein P, Bedford R B. Synthesis, 2005, 4: 622
35. [35]
  [35] Liu G, Wang Z L, Jia M J, Zou X J, Zhu X M, Zhang W X, Jiang D Z. J Phys Chem B, 2006, 110: 16953
36. [36]
  [36] Jin Y, Wang P J, Yin D H, Liu J F, Qiu H Y, Yu N Y. Microporous Mesoporous Mater, 2008, 111: 569
37. [37]
  [37] Kim H, Jung J C, Park D R, Lee J, Cho K M, Park S, Lee S H, Song I K. Korean J Chem Eng, 2008, 25: 231
38. [38]
  [38] Kim H, Kim P, Lee K Y, Yeom S H, Yi J, Song I K. Catal Today, 2006, 111: 361
39. [39]
  [39] Pathan S, Patel A. Dalton Trans, 2011, 40: 348
40. [40]
  [40] Essayem N, Holmqvist A, Gayraud P Y, Vedrine J C, Ben Taarit Y. J Catal, 2001, 197: 273
41. [41]
  [41] Duncan D C, Chambers R C, Hecht E, Hill C L. J Am Chem Soc, 1995, 117: 681
42. [42]
  [42] Thiel W R, Eppinger J. Chem Eur J, 1997, 3: 696
43. [43]
  [43] Chandra P, Pandhare S L, Umbarkar S B, Dongare M K, Vanka K. Chem Eur J, 2013, 19: 2030
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