Citation: ZHANG Lei, HU Bo, CHEN Hua, LI Xian-Jun, LI Rui-Xiang. Catalytic Performance of Porous SiO2·xH2O Supported RuB Nanoparticles for the Hydrogenation of Quinoline[J]. Acta Physico-Chimica Sinica, ;2010, 26(09): 2422-2428. doi: 10.3866/PKU.WHXB20100901
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A porous and hydroxyl group-rich catalyst RuB/SiO2·xH2O was prepared by hydrolyzing ethyl silicate, protecting SiO2·xH2O with polyvinyl pyrrolidone (PVP), and etching SiO2·xH2O with NaOH. The catalyst was characterized by X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), Fourier transforminfrared (FT-IR) spectroscopy, and BET (Brunauer-Emmett-Teller). We found that the catalyst showed excellent performance for the hydrogenation of quinoline under mild condition. At a hydrogen pressure of 3.0 MPa and a reaction temperature of 80 ℃, the conversion of quinoline reached 95% and the selectivity for 1,2,3,4- tetrahydroquinoline was 97%. This porous catalyst also showed an excellent anti-poisoning characteristic. The catalyst can be reused several times. We also investigated the effect of surface hydroxyl groups and the solvent on catalytic activity and selectivity. The results showed that using water as a solvent leads to higher catalyst activity and selectivity for the hydrogenation of quinoline. The mechanism of quinoline hydrogenation over the catalyst is discussed. The coordination of the nitrogen on quinoline onto the surface of ruthenium nanoparticles, the effect of hydrogen bond among the surface hydroxyl groups of the catalyst and the nitrogen present in quinoline and in the water solvent were favorable for the adsorption of the substrate and the desorption of the products fromthe surface of the catalyst.
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Keywords:
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Ruthenium
, - /SiO2·xH2O,
- Quinoline,
- Hydrogenation,
- Tetrahydroquinoline
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[1]
1. Katritzky, A. R.; Rachwal, S.; Rachwal, B. Tetrahedron, 1996, 52:15031
-
[2]
2. Alvarado, Y.; Busolo, M. A.; López-Linares, F. J. Mol. Catal. A-Chem., 1999, 142: 163
-
[3]
3. Rosales, M.; Vallejo, R.; Soto, J. J.; Chacón, G.; nález, á.; nzález, B. Catalysis Letters, 2006, 106: 3
-
[4]
4. Sánchez-Delgado, R. A.; Rondón, D.; Andriollo, A.; Herrera, V.;Martín, G.; Chaudret, B. Organometallics, 1993, 12: 4291
-
[5]
5. Wang, W. B.; Lu, S. M.; Yang, P. Y.; Han, X.W.; Zhou, Y. G.J. Am. Chem. Soc., 2003, 125: 10536
-
[6]
6. Yang, P. Y.; Zhou, Y. G. Tetrahedron: Asymmetry, 2004, 15: 1145
-
[7]
7. Lu, S. M.; Han, X. W.; Zhou, Y. G. Adv. Synth. Catal., 2004, 346:909
-
[8]
8. Fujita, K.; Kitatsuji, C.; Furukawa, S.; Yamaguchi, R. TetrahedronLetters, 2004, 45: 3215
-
[9]
9. Rosales, M.; Castillo, J.; nzález, A.; nzález, L.; Molina, K.;Navarro, J.; Pacheco, I.; Pérez, H. Trans. Metal Chem., 2004, 29:221
-
[10]
10. Busolo, M. A.; López-Linares, F.; Andriollo, A.; Páez, D. E.J. Mol. Catal. A-Chem., 2002, 189: 211
-
[11]
11. Frediani, P.; Pistolesi, V.; Frediani, M.; Rosi, L. InorganicaChimica Acta, 2006, 359: 917
-
[12]
12. Rojas, I.; López-Linares, F.; Valencia, N.; Bianchini, C. J. Mol.Catal. A-Chem., 1999, 144: 1
-
[13]
13. Bianchini, C.; Frediani, M.; Mantovani, G.; Vizza, F.Organometallics, 2001, 20: 2660
-
[14]
14. Bianchini, C.; Dal Santo, V.; Meli, A.; Moneti, S.; Moreno, M.;Oberhauser,W.; Psaro, R.; Sordelli, L.; Vizza, F. J. Catal., 2003,213: 47
-
[15]
15. Alonso, F.; Yus, M. Adv. Synth. Catal., 2001, 343: 188
-
[16]
16. Sánchez-Delgado, R. A.; Machalaba, N.; Ng-a-qui, N. Catal.Commun., 2007, 8: 2115
-
[17]
17. Campanati, M.; Cassgrande, M.; Fagiolino, I.; Lenarda, M.;Storaro, L.; Battagliarin, M.; Vaccari, A. J. Mol. Catal. A-Chem.,2002, 184: 267
-
[18]
18. Zhang, R. M.; Fan, G. Y.; Li, C.;Wang, Y. Y.; Li, R. X.; Chen, H.;Li, X. J. Acta Phys. -Chim. Sin., 2008, 24: 965 [张瑞敏,樊光银,李诚,王瑛瑛, 李瑞祥,陈华,李贤均. 物理化学学报,2008, 24: 965]
-
[19]
19. Ma, Z. Y.; Xu, R.; Yang, C.;Wei, W.; Li,W. H.; Sun, Y. H. ActaPhys. -Chim. Sin., 2004, 20: 1221 [马中义,徐润,杨成,魏伟, 李文怀,孙予罕.物理化学学报, 2004, 20: 1221]
-
[20]
20. Lide, D. R. Handbook of chemistry and physics. Boca Raton, FL:CRC Press/Taylor and Francis Group, version 2010
-
[21]
21. Fish, R. H.; Kim, H. S.; Fong, R. H. Organometallics, 1989, 8:1375
-
[22]
22. Fish, R. H.; Michaels, J. N.; Moore, R. S.; Heinemann, H. J. Catal.,1990, 123: 74
-
[23]
23. Fish, R. H.; Baralt, E.; Kim, H. S. Organometallics, 1991, 10:1965
-
[24]
24. Fish, R. H.; Kim, H. S.; Fong, R. H. Organometallics, 1991, 10:770
-
[25]
25. Baralt, E.; Smith, S. J.; Hurwitz, J.; Horváth, I. T.; Fish, R. H.J. Am. Chem. Soc., 1992, 114: 5187
-
[26]
26. La Vopa, V.; Satterfield, C. N. J. Catal., 1988, 110: 375
-
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