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Catalytic Synthesis of Levulinate Esters over Zirconia and its Modified Forms Coated on Honeycomb Monoliths: Green Synthesis
Corresponding Author(s) : S.Z. Mohamed Shamshuddin
Asian Journal of Chemistry,
Vol. 31 No. 9 (2019): Vol 31 Issue 9
Abstract
A series of solid acid catalysts such as ZrO2, Mo(VI)/ZrO2 and W(VI)/ZrO2 have been coated on honeycomb monoliths as well as synthesized in the powder forms and used as catalytic materials for synthesis of ethyl levulinate from levulinic acid and ethanol. These solid acids were characterized by BET, NH3-TPD/n-butyl amine back titration, FTIR, PXRD and SEM techniques. Effects of various reaction parameters towards the reaction performance were studied. The performance of the catalyst was tested based on nature of the catalyst (honeycomb coated or powder form), reaction time (1 to 5 h), molar ratio (1:1 to 1:12 levulinic acid to ethanol) and reusability of the catalytic material. An excellent yield (86-88 %) of ethyl levulinate was obtained under optimized conditions. An attempt is made to correlate the activity of the catalysts in this esterification reaction with their surface characteristics. The honeycomb monoliths coated with zirconia and its modified forms were found to be ecofriendly, cost-effective and reusable catalytic materials compared to their powder forms.
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- J. Otera, Chem. Rev., 93, 1449 (1993); https://doi.org/10.1021/cr00020a004.
- A. Corma, S. Iborra, S. Miquel and J. Primo, J. Catal., 173, 315 (1998); https://doi.org/10.1006/jcat.1997.1930.
- B.M. Reddy and M.K. Patil, Chem. Rev., 109, 2185 (2009); https://doi.org/10.1021/cr900008m.
- S.Z. Mohamed Shamshuddin, Synlett, 361 (2005); https://doi.org/10.1055/s-2004-837228.
- X. Song and A. Sayari, Catal. Rev., Sci. Eng., 38, 329 (1996); https://doi.org/10.1080/01614949608006462.
- G.D. Yadav and J.J. Nair, Micropor. Mesopor. Mater., 33, 1 (1999); https://doi.org/10.1016/S1387-1811(99)00147-X.
- M. Hino and K. Arata, Chem. Commun., 851 (1980); https://doi.org/10.1039/C39800000851.
- M. Hino and K. Arata, Chem. Commun., 1259 (1988); https://doi.org/10.1039/c39880001259.
- T.A. Nijhuis, M.T. Kreutzer, A.C.J. Romijn, F. Kapteijn and J.A. Moulijn, Chem. Eng. Sci., 56, 823 (2001); https://doi.org/10.1016/S0009-2509(00)00294-3.
- R.M. Heck, S. Gulati and R.J. Farrauto, Chem. Eng. J., 82, 149 (2001); https://doi.org/10.1016/S1385-8947(00)00365-X.
- F.G. Cirujano, A. Corma and F.X. Llabrés i Xamena, Chem. Eng. Sci., 124, 52 (2015); https://doi.org/10.1016/j.ces.2014.09.047.
- Y. Wang, F. Vogelgsang and Y. Roman-Leshkov, ChemCatChem, 7, 916 (2015); https://doi.org/10.1002/cctc.201403014.
- N.A.S. Ramli and N.A.S. Amin, Bioenerg. Res., 10, 50 (2017); https://doi.org/10.1007/s12155-016-9778-3.
- A. Demolis, N. Essayem and F. Rataboul, ACS Sustain. Chem. Eng., 2, 1338 (2014); https://doi.org/10.1021/sc500082n.
- D. Song, S. An, B. Lu, Y. Guo and J. Leng, Appl. Catal. B, 179, 445 (2015); https://doi.org/10.1016/j.apcatb.2015.05.047.
- M. Shyamsundar, S.Z.M. Shamshuddin and C.U. Aniz, J. Am. Oil Chem. Soc., 92, 335 (2015); https://doi.org/10.1007/s11746-015-2609-4.
- K.C. Patil, M.S. Hegde, R. Tanu and H.T. Aruna, Chemistry of Nano Crystalline Oxide Materials, Combustion Synthesis, Properties and Applications, World Scientific Publishng Pvt. Ltd.: Singapore (2008).
- B.M. Reddy, B. Chowdhury and P.G. Smirniotis, Appl. Catal. A: Gen., 211, 19 (2001); https://doi.org/10.1016/S0926-860X(00)00834-6.
- B.M. Reddy and V.R. Reddy, Synth. Commun., 29, 2789 (1999); https://doi.org/10.1080/00397919908086446.
- B.M. Reddy and M.K. Patil, Chem. Rev., 109, 2185 (2009); https://doi.org/10.1021/cr900008m.
- J.R. Sohn, E.W. Chun and Y.I. Pae, Bull. Korean Chem. Soc., 24, 1785 (2003); https://doi.org/10.5012/bkcs.2003.24.12.1785.
- K.V.R. Chary, K.R. Reddy, G. Kishan, J.W. Niemantsverdriet and G. Mestl, J. Catal., 226, 283 (2004); https://doi.org/10.1016/j.jcat.2004.04.028.
- K.Y. Nandiwale, S.K. Sonar, P.S. Niphadkar, P.N. Joshi, S.S. Deshpande, V.S. Patil and V.V. Bokade, Appl. Catal. A, 460-461, 90 (2013); https://doi.org/10.1016/j.apcata.2013.04.024.
- K.Y. Nandiwale and V.V. Bokade, Chem. Eng. Technol., 38, 246 (2015); https://doi.org/10.1002/ceat.201400326.
- C.R. Patil, P.S. Niphadkar, V.V. Bokade and P.N. Joshi, Catal. Commun., 43, 188 (2014); https://doi.org/10.1016/j.catcom.2013.10.006.
- G. Pasquale, P. Vazquez, G. Romanelli and G. Baronetti, Catal. Commun., 18, 115 (2012); https://doi.org/10.1016/j.catcom.2011.12.004.
References
J. Otera, Chem. Rev., 93, 1449 (1993); https://doi.org/10.1021/cr00020a004.
A. Corma, S. Iborra, S. Miquel and J. Primo, J. Catal., 173, 315 (1998); https://doi.org/10.1006/jcat.1997.1930.
B.M. Reddy and M.K. Patil, Chem. Rev., 109, 2185 (2009); https://doi.org/10.1021/cr900008m.
S.Z. Mohamed Shamshuddin, Synlett, 361 (2005); https://doi.org/10.1055/s-2004-837228.
X. Song and A. Sayari, Catal. Rev., Sci. Eng., 38, 329 (1996); https://doi.org/10.1080/01614949608006462.
G.D. Yadav and J.J. Nair, Micropor. Mesopor. Mater., 33, 1 (1999); https://doi.org/10.1016/S1387-1811(99)00147-X.
M. Hino and K. Arata, Chem. Commun., 851 (1980); https://doi.org/10.1039/C39800000851.
M. Hino and K. Arata, Chem. Commun., 1259 (1988); https://doi.org/10.1039/c39880001259.
T.A. Nijhuis, M.T. Kreutzer, A.C.J. Romijn, F. Kapteijn and J.A. Moulijn, Chem. Eng. Sci., 56, 823 (2001); https://doi.org/10.1016/S0009-2509(00)00294-3.
R.M. Heck, S. Gulati and R.J. Farrauto, Chem. Eng. J., 82, 149 (2001); https://doi.org/10.1016/S1385-8947(00)00365-X.
F.G. Cirujano, A. Corma and F.X. Llabrés i Xamena, Chem. Eng. Sci., 124, 52 (2015); https://doi.org/10.1016/j.ces.2014.09.047.
Y. Wang, F. Vogelgsang and Y. Roman-Leshkov, ChemCatChem, 7, 916 (2015); https://doi.org/10.1002/cctc.201403014.
N.A.S. Ramli and N.A.S. Amin, Bioenerg. Res., 10, 50 (2017); https://doi.org/10.1007/s12155-016-9778-3.
A. Demolis, N. Essayem and F. Rataboul, ACS Sustain. Chem. Eng., 2, 1338 (2014); https://doi.org/10.1021/sc500082n.
D. Song, S. An, B. Lu, Y. Guo and J. Leng, Appl. Catal. B, 179, 445 (2015); https://doi.org/10.1016/j.apcatb.2015.05.047.
M. Shyamsundar, S.Z.M. Shamshuddin and C.U. Aniz, J. Am. Oil Chem. Soc., 92, 335 (2015); https://doi.org/10.1007/s11746-015-2609-4.
K.C. Patil, M.S. Hegde, R. Tanu and H.T. Aruna, Chemistry of Nano Crystalline Oxide Materials, Combustion Synthesis, Properties and Applications, World Scientific Publishng Pvt. Ltd.: Singapore (2008).
B.M. Reddy, B. Chowdhury and P.G. Smirniotis, Appl. Catal. A: Gen., 211, 19 (2001); https://doi.org/10.1016/S0926-860X(00)00834-6.
B.M. Reddy and V.R. Reddy, Synth. Commun., 29, 2789 (1999); https://doi.org/10.1080/00397919908086446.
B.M. Reddy and M.K. Patil, Chem. Rev., 109, 2185 (2009); https://doi.org/10.1021/cr900008m.
J.R. Sohn, E.W. Chun and Y.I. Pae, Bull. Korean Chem. Soc., 24, 1785 (2003); https://doi.org/10.5012/bkcs.2003.24.12.1785.
K.V.R. Chary, K.R. Reddy, G. Kishan, J.W. Niemantsverdriet and G. Mestl, J. Catal., 226, 283 (2004); https://doi.org/10.1016/j.jcat.2004.04.028.
K.Y. Nandiwale, S.K. Sonar, P.S. Niphadkar, P.N. Joshi, S.S. Deshpande, V.S. Patil and V.V. Bokade, Appl. Catal. A, 460-461, 90 (2013); https://doi.org/10.1016/j.apcata.2013.04.024.
K.Y. Nandiwale and V.V. Bokade, Chem. Eng. Technol., 38, 246 (2015); https://doi.org/10.1002/ceat.201400326.
C.R. Patil, P.S. Niphadkar, V.V. Bokade and P.N. Joshi, Catal. Commun., 43, 188 (2014); https://doi.org/10.1016/j.catcom.2013.10.006.
G. Pasquale, P. Vazquez, G. Romanelli and G. Baronetti, Catal. Commun., 18, 115 (2012); https://doi.org/10.1016/j.catcom.2011.12.004.