Abstract
A new ordered mesoporous organosilica has been synthesized through co-condensation of 1,1′-bis[2-(triethoxylsilyl)ethyl]ferrocene and tetraethyl orthosilicate under basic conditions using supramolecular templates of cetyltrimethylammonium bromide as structure directing agents. The templates were removed through solvent extraction to yield the ferrocene-containing ordered mesoporous organosilicas. The pore diameter, BET surface area, and pore volume of the extracted material were 2.2 nm, 1,085 m2/g and 0.67 cm3/g, respectively. The material also has been characterized by XRD, TEM, FT-IR, UV–Vis DRS, solid state 29Si MAS NMR and 13C CP-MAS NMR etc. In the reaction of benzene hydroxylation to phenol, the ferrocene-containing ordered mesoporous materials show a comparable activity with the homogeneous ferrocene catalyst, giving 20.2% of yield and 65.3% of selectivity for phenol.
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S. Inagaki, S. Guan, Y. Fukushima, T. Ohsuna, O. Terasaki, J. Am. Chem. Soc. 121, 9611 (1999)
T. Asefa, M.J. MacLachlan, N. Coombs, G.A. Ozin, Nature 402, 867 (1999)
B.J. Melde, B.T. Holland, C.F. Blanford, A. Stein, Chem. Mater. 11, 3302 (1999)
F. Hoffmann, M. Cornelius, J. Morell, M. Fröba, Angew. Chem. Int. Ed. 45, 3216 (2006)
Q. Yang, M.P. Kapoor, S. Inagaki, N. Shirokura, J.N. Kondo, K. Domen, J. Mol. Catal. A 230, 85 (2005)
S. Hamoudi, S. Royer, S. Kaliaguine, Microporous Mesoporous Mater. 71, 17 (2004)
X. Yuan, H.I. Lee, J.W. Kim, J.E. Yie, J.M. Kim, Chem. Lett. 32, 650 (2003)
Q. Yang, J. Liu, J. Yang, M.P. Kapoor, S. Inagaki, C. Li, J. Catal. 228, 265 (2004)
L. Zhang, W. Zhang, J. Shi, Z. Hua, Y. Li, J. Yan, Chem. Commun. 3, 210 (2003)
V. Rebbin, R. Schmidt, M. FrVba, Angew. Chem. Int. Ed. 45, 5210 (2006)
S.S. Park, C.S. Ha, Chem. Mater. 17, 3519 (2005)
K. Nakajima, D. Lu, J.N. Kondo, I. Tomita, S. Inagaki, M. Hara, S. Hayashi, K. Domen, Chem. Lett. 32, 950 (2003)
S. Guan, S. Inagaki, T. Ohsuna, O. Terasaki, J. Am. Chem. Soc. 122, 5660 (2000)
A. Sayari, S. Hamoudi, Y. Yang, I.L. Moudrakovski, J.R. Ripmeester, Chem. Mater. 12, 3857 (2000)
S. Hamoudi, Y. Yang, I.L. Moudrskovski, S. Lang, A. Sayari, J. Phys. Chem. B 105, 9118 (2001)
T. Asefa, M.J. MacLachlan, H. Grondey, N. Coombs, G.A. Ozin, Angew. Chem. Int. Ed. 39, 1808 (2000)
T. Ren, X. Zhang, J. Suo, Microporous Mesoporous Mater. 54, 139 (2002)
C. Yoshina-Ishii, T. Asefa, N. Coombs, M.J. MacLachlan, G.A. Ozin, Chem. Commun. 999, 2539 (1999)
N. Bion, P. Ferreira, A. Valente, I.S. Goncalves, J. Rocha, J. Mater. Chem. 13, 1910 (2003)
M.P. Kapoor, Q. Yang, S. Inagaki, Chem. Mater. 16, 1209 (2004)
M.P. Kapoor, Q. Yang, S. Inagaki, J. Am. Chem. Soc. 124, 15176 (2002)
J. Morell, C.V. Teixeira, M. Cornelius, V. Rebbin, M. Tiemann, H. Amenitsch, M. FrVba, M. LindLn, Chem. Mater. 16, 5564 (2004)
G. Temtsin, T. Asefa, S. Bittner, G.A. Ozin, J. Mater. Chem. 11, 3202 (2001)
M. Alvaro , B. Ferrer, V. FornLs, H. GarcWa, Chem. Commun. 1, 2546 (2001)
M. Alvaro, B. Ferrer, H. GarcWa, F. Rey, Chem. Commun. 2, 2012 (2002)
D.M. Jiang, J.S. Gao, J. Li, Q. Yang, C. Li, Microporous Mesoporous Mater. 113, 385 (2008)
T. Hayashi, A. Togni, Ferrocenes: homogeneous catalysis organic synthesis materials science (VCH, New York, 1995)
T.E. Edmonds, Chemical sensors (Blackie, London, 1988)
D.R. van Staveren, N. Metzler-Nolte, Chem. Rev. 104, 5931 (2004)
G. Cerveau, R.J.P. Corriu, N. Costa, J. Non-crystal. Sol. 163, 226 (1993)
H. Schumann, M. Hasan, F. Gelman, D. Avnir, J. Blum, Inorganic Chimica Acta 280, 21 (1998)
L. Li, J. Shi, J. Yan, X. Zhao, H. Chen, Appl. Catal. A 263, 213 (2004)
D.R. Burri, I.R. Shaikh, K.M. Choi, S.S. Park, Catal. Commun. 8, 731 (2007)
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This work was supported by National Nature Science Foundation of China. Grant No. 20573071 and Province Natural Science Foundation of Shanxi. Grant No. 20041017.
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Zhang, T., Gao, C., Yang, H. et al. Synthesis of a ferrocene-containing ordered mesoporous organosilica and its catalytic activity. J Porous Mater 17, 643–649 (2010). https://doi.org/10.1007/s10934-009-9334-z
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DOI: https://doi.org/10.1007/s10934-009-9334-z