Citation: GAO Shuang, YAN Jian-Biao, CONG De-Quan, SUI Qiang-Sheng, XIA Yan-Yang, CHENG Dong-Dong, BAO Qiang, WANG Zhen-Lü, WANG Li-Yan. Preparation of Sn-Modified Ru/H-CMK-3 Catalysts and Their Application in the Hydrogenation of Cinnamaldehyde[J]. Acta Physico-Chimica Sinica, ;2015, 31(7): 1391-1398. doi: 10.3866/PKU.WHXB201504303 shu

Preparation of Sn-Modified Ru/H-CMK-3 Catalysts and Their Application in the Hydrogenation of Cinnamaldehyde

1.
Key Laboratory of Surface and Interface Chemistry of Jilin Province, College of Chemistry, Jilin University, Changchun 130012, P. R. China

Received Date: 12 February 2015
Available Online: 30 April 2015
Fund Project: 国家自然科学基金(21473074) (21473074)吉林省科技攻关计划重点科技攻关项目(20150204020GX) (20150204020GX)吉林省科技厅自然科学基金项目(20130101015JC)资助 (20130101015JC)

Tin-promoted Ru/H-CMK-3 catalysts were prepared by a novel reductant-impregnation method for application in the hydrogenation of cinnamaldehyde. The catalysts were characterized by X-ray diffraction (XRD), Brunauer-Emmett-Teller (BET) specific surface areas, X-ray photoelectron spectroscopy (XPS), and transmission electron microscopy (TEM). The effects of the synthesis reaction conditions on the selective hydrogenation of cinnamaldehyde were examined in detail. The results showed that the mesoporous CMK-3 carbon material could disperse the catalytically active species better. Using appropriate amounts of Sn(IV) provided electron-rich Ru sites, which are one of the main catalytically active species. The interaction between Ru and Sn promoted the activation of C＝O in cinnamaldehyde. Furthermore, changes in other reaction conditions, such as temperature and pressure, greatly influenced the selective hydrogenation of cinnamaldehyde.
- Ruthenium,
- Mesoporous carbon,
- Cinnamaldehyde,
- Cinnamyl alcohol,
- Catalytic hydrogenation
1. [1]
  
  (1) Chambers, A.; Jackson, S. D.; Stirling, D.; Webb, G. J. Catal. 1997, 168, 301. doi: 10.1006/jcat.1997.1683
2. [2]
  (2) Chen, X. F.; Li, H. X.; Dai, W. L.; Wang, J.; Ran, Y.; Qiao, M. H. Appl. Catal. A 2003, 253, 359. doi: 10.1016/S0926-860X(03)00544-1
3. [3]
  (3) Marehi, A. J.; rdo, D. A.; Trasarti, A. F.; APesteguia, C. R. Appl. Catal. A 2003, 249, 53. doi: 10.1016/S0926-860X(03)00199-6
4. [4]
  (4) Michalska, Z. M.; Ostaszewski, B.; Zientarska, J.; Rynkowski, J. M. J. Mol. Catal. 2002, 185, 279. doi: 10.1016/S1381-1169(02)00124-3
5. [5]
  (5) Loffreda, D.; Delbecq, F.; Vigne, F.; Sautet, P. J. Am. Chem. Soe. 2006, 128, 1316. doi: 10.1021/ja056689v
6. [6]
  (6) Poltarzewski, Z.; Galvagno, S.; Pietropaolo, R.; Staiti, P. J. Catal. 1986, 102, 190. doi: 10.1016/0021-9517(86)90153-3
7. [7]
  (7) Reyes, P.; Pecchi, G.; Fierro, J. L. G. Langmuir 2001, 17, 522. doi: 10.1021/la0006418
8. [8]
  (8) Mki-Arvela, P.; Hájek, J.; Salmi, T. Appl. Catal. A 2005, 292, 1. doi: 10.1016/j.apcata.2005.05.045
9. [9]
  (9) Zhang, Y. K.; Liao, S. J.; Xu, Y. Appl. Catal. A 2000, 192, 247. doi: 10.1016/S0926-860X(99)00400-7
10. [10]
  (10) Li, H.; Yang, H. X.; Li, H. X. J. Catal. 2007, 251, 233. doi: 10.1016/j.jcat.2007.07.022
11. [11]
  (11) Vu, H.; ncalves, F.; Philippe, R.; Lamouroux, E.; Corrias, M.; Kihn, Y.; Plee, D.; Kalck, P.; Serp, P. J. Catal. 2006, 240, 18. doi: 10.1016/j.jcat.2006.03.003
12. [12]
  (12) Samant, P. V.; Pereira, M. F. R.; Figueiredo, J. L. Catal. Today 2005, 102, 183.
13. [13]
  (13) Andrea, B. M.; Bruno, F. M.; Virginia, V.; Joaquim, L. F.; Mónica, L. C. Appl. Catal. A. 2010, 383, 43.
14. [14]
  (14) Eveline, B.; Roel, P.; Jeroen, A. Catal. Commun. 2007, 8, 1397. doi: 10.1016/j.catcom.2006.11.040
15. [15]
  (15) Hajek, J.; Kumar, N.; Maki-Arvela, P.; Salmi, T. Appl. Catal. A 2003, 251, 385. doi: 10.1016/S0926-860X(03)00345-4
16. [16]
  (16) Jan, H.; Narendra, K.; Päivi, M.; Tapio, S.; Dmitry, Y. M. J. Mol. Catal. A: Chem. 2004, 217, 145. doi: 10.1016/j.molcata.2004.03.015
17. [17]
  (17) Riguetto, B. A.; Rodrigues, C. E. C.; Morales, M. A. Appl. Catal. A: Gen. 2007, 318, 70. doi: 10.1016/j.apcata.2006.10.045
18. [18]
  (18) Jan, H.; Narendra, K.; Tapio, S. Ind. Eng. Chem. Res. 2003, 42, 295. doi: 10.1021/ie020419t
19. [19]
  (19) Ryoo, R.; Joo, S. H.; Kruk, M.; Jaroniec, M. Adv. Mater. 2001, 13, 677. doi: 10.1002/1521-4095(200105)13:9<>1.0.CO;2-3
20. [20]
  (20) Lee, J.; Kim, J.; Hyeon, T. Adv. Mater. 2006, 18, 2073.
21. [21]
  (21) Liang, C.; Li, Z.; Dai, S. Angew. Chem. Int. Edit. 2008, 47, 3696.
22. [22]
  (22) Wan, Y.; Shi, Y.; Zhao, D. Chem. Mater. 2008, 20, 932. doi: 10.1021/cm7024125
23. [23]
  (23) Geng, L. L.; Zhang, X. Y.; Zhang, W. X.; Jia, M. J.; Liu, G. Chem. Commun. 2014, 50, 2965. doi: 10.1039/c3cc47332e
24. [24]
  (24) Jun, S.; Joo, S. H.; Ryoo, R. J. Am. Chem. Soc. 2000, 122, 10712. doi: 10.1021/ja002261e
25. [25]
  (25) Zhuang, X.; Wan, Y.; Feng, C.; Shen, Y.; Zhao, D. Chem. Mater. 2009, 21, 706. doi: 10.1021/cm8028577
26. [26]
  (26) Lota, G.; Grzyb, B.; Machnikowska, H.; Machnikowski, J.; Frackowiak, E. Chem. Phys. Lett. 2005, 404, 1. doi: 10.1016/j.cplett.2005.01.034
27. [27]
  (27) Zhao, S. L.; Liang, H. D.; Zhou, Y. F. Catal. Commun. 2007, 8, 1305. doi: 10.1016/j.catcom.2006.11.033
28. [28]
  (28) Ji, H. B.; Huang, Y. Y.; Pei, L. X.; Yao, X. D. Catal. Commun. 2008, 9, 27. doi: 10.1016/j.catcom.2007.05.012
29. [29]
  (29) Luo, G.; Yan, S. R.; Qiao, M. H.; Fan, K. G. Appl. Catal. A: Gen 2007, 332, 79. doi: 10.1016/j.apcata.2007.08.007
30. [30]
  (30) Andrea, B. M.; Bruno, F. M.; Virginia, V.; Joaquim, L. F.; Mónica, L. C. Appl. Catal. A: Gen 2010, 383, 43. doi: 10.1016/j.apcata.2010.05.020
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沈阳化工大学材料科学与工程学院沈阳 110142