Abstract
Organosulfonic acid functionalized mesoporous organosilicas with different fraction of organic groups in the pore wall was synthesized in the presence of P123 (EO20PO70EO20) by controlling the molar ratio of tetramethoxysilane (TMOS) to 1,2-bis(trimethoxysilyl)ethane (BTME) in the initial mixture during the co-condensation process of silane precursors in acidic medium. Structural characterizations (X-ray diffraction, nitrogen sorption analysis, and transmission electron microscopy) show that all materials have ordered hexagonal mesoporous structure with large pore diameter (7–9 nm). The existence of ethane and sulfonic acid groups in the material was verified by 29Si MAS and 13C CP MAS NMR and X-ray photoelectron spectroscopy (XPS). The mesoporous solid acids can adsorb both water and hexane (the adsorption capacity for water and hexane is 240 and 600 mg/g, respectively) due to the existence of surface hydroxyl groups, propyl sulfonic acid group, and the ethane moiety. These mesoporous solid acids are efficient catalysts for the dehydration of 1-butanol and the hydration of propylene oxide (PO).
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F. Hoffmann, M. Cornelius, J. Morell, M. Fröba, Angew. Chem. Int. Ed. 45, 3216 (2006)
J.A. Melero, R. van Grieken, G. Morales, Chem. Rev. 106, 3790 (2006)
S. Inagaki, S. Guan, Y. Fukushima, T. Ohsuna, O. Terasaki, J. Am. Chem. Soc. 121, 9611 (1999)
B.J. Melde, B.T. Holland, C.F. Blanford, A. Stein, Chem. Mater. 11, 3302 (1999)
T. Asefa, M.J. MacLachlan, N. Coombs, G.A. Ozin, Nature. 402, 867 (1999)
B. Hatton, K. Landskron, W. Whitnall, D. Perovic, G.A. Ozin, Acc. Chem. Res. 38, 305 (2005)
T. Asefa, M. Kruk, M.J. MacLachlan, N. Coombs, H. Grondey, M. Jaroniec, G.A. Ozin, J. Am. Chem. Soc. 123, 8520 (2001)
W. Whitnall, T. Asefa, G.A. Ozin, Adv. Funct. Mater. 15, 1696 (2005)
W.J. Hunks, G.A. Ozin, Adv. Funct. Mater. 15, 259 (2005)
Q. Yang, J. Yang, J. Liu, Y. Li, C. Li, Chem. Mater. 17, 3019 (2005)
X.Y. Bao, X.S. Zhao, J. Phys. Chem. B 109, 10727 (2005)
Y.D. Xia, W.X. Wang, R. Mokaya, J. Am. Chem. Soc. 127, 790 (2005)
Q. Yang, Y. Li, L. Zhang, J. Yang, J. Liu, C. Li, J. Phys. Chem. B 108, 7934 (2004)
Q. Yang, J. Liu, J. Yang, L. Zhang, Z. Feng, J. Zhang, C. Li, Microporous Mesoporous Mater. 77, 257 (2005)
Q. Yang, M.P. Kapoor, S. Inagaki, J. Am. Chem. Soc. 124, 9694 (2002)
Q. Yang, J. Liu, J. Yang, M.P. Kapoor, S. Inagaki, C. Li, J. Catal. 228, 265 (2004)
Q. Yang, M.P. Kapoor, N. Shrokura, M. Ohashi, S. Inagaki, J.N. Kondo, K. Domen, J. Mater. Chem. 15, 666 (2005)
Q. Yang, M.P. Kapoor, M. Ohashi, S. Inagaki, N. Shrokura, J.N. Kondo, K. Domen, J. Mol. Catal. A Chem. 230, 85 (2005)
J. Liu, Q. Yang, M.P. Kapoor, N. Setoyama, S. Inagaki, J. Yang, L. Zhang, J. Phys. Chem. B 109, 12250 (2005)
D. Das, J.F. Lee, S. Cheng, Chem. Commun. 2178 (2001)
V. Dufaud, M.E. Davis, J. Am. Chem. Soc. 125, 9403 (2003)
M.H. Lim, C.F. Blanford, A. Stein, Chem. Mater. 10, 467 (1998)
W.M. Van Rhijn, D.E. De Vos, W.D. Bossaert, B.F. Sels, P.A. Jacobs, Chem. Commun. 317 (1998)
W.D. Bossaert, D.E. De Vos, W.M. Van Rhijn, J. Bullen, P.J. Grobet, P.A. Jacobs, J. Catal. 182, 156 (1999)
I. Díaz, C. Marquez-Alvarez, F. Mohino, J. Pérez-Pariente, E. Sastre, J. Catal. 193, 283 (2000)
I. Díaz, C. Marquez-Alvarez, F. Mohino, J. Pérez-Pariente, E. Sastre, J. Catal. 193, 295 (2000)
E. Cano-Serrano, J.M. Campos-Martin, J.L.G. Fierro, Chem. Commun. 246 (2003)
I.K. Mbaraka, D.R. Radu, V.S.Y. Lin, B.H. Shanks, J. Catal. 219, 329 (2003)
I.K. Mbaraka, B.H. Shanks, J. Catal. 229, 365 (2005)
J.G.C. Shen, R.G. Herman, K. Klier, J. Phys. Chem. B 106, 9975 (2002)
B. Sow, S. Hamoudi, H. Zahedi-Niaki, S. Kaliaguine, Microporous Mesoporous Mater. 79, 129 (2005)
A.S. Dias, M. Pillinger, A.A. Valente, J. Catal. 229, 414 (2005)
B. Karimi, M. Khalkhali, J. Mol. Catal. A Chem. 232, 113 (2005)
K. Shimizu, E. Hayashi, T. Hatamachi, T. Kodama, T. Higuchi, A. Satsuma, Y. Kitayama, J. Catal. 231, 131 (2005)
J.A. Melero, G.D. Stucky, R. Grieken, G. Morales, J. Mater. Chem. 12, 1664 (2002)
D. Margolese, J.A. Melero, S.C. Christiansen, B.F. Chmelka, G.D. Stucky, Chem. Mater. 12, 2448 (2000)
G.R. Strickler, G.S.J. Lee, W.J. Rievert, D.J. LaPrairie, E.E. Timm, US Patent 6,448,456
J.H. Clark, Acc. Chem. Res. 35, 791 (2002)
A. Corma, Curr. Opin. Solid State Mater. Sci. 2, 63 (1997)
C.M. Yang, B. Zibrowius, W. Schmidt, F. Schüth, Chem. Mater. 15, 3739 (2003)
Acknowledgements
The authors thank Prof. Anqin Wang for the water and hexane adsorption measurement. This work was supported by the National Science Foundation of China (20703044) and National Basic Research Program of China (2003CB615803).
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Liu, J., Yang, J., Li, C. et al. Catalytic applications of sulfonic acid functionalized mesoporous organosilicas with different fraction of organic groups in the pore wall. J Porous Mater 16, 273–281 (2009). https://doi.org/10.1007/s10934-008-9197-8
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DOI: https://doi.org/10.1007/s10934-008-9197-8