Preparation and application of HMCM-22 zeolite as an efficient solid acid catalyst for the synthesis of acetals
الموضوعات : Iranian Journal of CatalysisHosein Hoseini 1 , Maryam Gorjizadeh 2 , Soheil Sayyahi 3 , Amirhossein Shahbazi Kootenaei 4
1 - Department of Chemistry, Mahshahr Branch, Islamic Azad University, Mahshahr, Iran.
2 - Department of Chemistry, Shoushtar Branch, Islamic Azad University, Shoushtar, Iran.
3 - Department of Chemistry, Mahshahr Branch, Islamic Azad University, Mahshahr, Iran.
4 - Department of Chemical Engineering, Mahshahr Branch, Islamic Azad University, Mahshahr, Iran.
الکلمات المفتاحية: Protection, Heterogeneous catalyst, HMCM-22, Acetals,
ملخص المقالة :
HMCM-22 with a Si:Al molar ratio of 15:1 has been shown to effectively catalyze the synthesis of acetals with 100% selectivity by the reaction of aldehydes with methanol under reflux conditions. Platelet HMCM-22 particles were prepared by the static strategy and characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR), BET techniques and N2-adsorption/desorption analysis. The catalyst was recovered by simple filtration and reused for several cycles without considerable loss of activity. HMCM-22 with a Si:Al molar ratio of 15:1 has been shown to effectively catalyze the synthesis of acetals by the reaction of aldehydes with methanol under reflux conditions. Platelet HMCM-22 particles were prepared by static method and characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR), BET techniques and N2-adsorption/desorption analysis. The catalyst was recovered by simple filtration and reused for several cycles without considerable loss of activity.
[1] A.R. Rufino, F.C. Biaggio, J.C. Santos, H.F. de Castro, J. Chem. Techno. Biot. 84 (2009) 957–960.
[2] M.R. Nanda, Z. Yuan, W. Qin, H.R. Ghaziaskar, M.A. Poirer, C.C. Xu, Fuel 117 (2014) 470-477.
[3] E. Bărbulescu, N. Bărbulescu, C. Greff. Reactii ale compusilor organici. Bucuresti: Edituratehnica, 1972.
[4] N. Suriyaprapadilok, B. Kitiyanan, Energy Proced. 9 (2011) 63–69.
[5] A.L. Maksimov, A.I. Nekhaev, D.N. Ramazanov, Y.A. Arinicheva, A.A. Dzyubenko, S.N. Khadzhiev, Pet. Chem. 51 (2011) 61-69.
[6] H. Serafim, I.M. Fonseca, A.M. Ramos, J. Vital, J.E. Castanheiro, Chem. Eng. J. 178 (2011) 291-296.
[7] G.P. Romanelli, H.J.Thomas, G.T. Baronetti, J.C. Autino, Tetrahedron Lett. 44 (2003) 1301-1303.
[8] M. Firouzabadi, N. Iranpoor, F. Nowrouzi, K. Amani, Tetrahedron Lett. 44 (2003) 3951-3954.
[9] K. Leonard, M. Kawashima, H. Okamura, J. Kurawaki, Mater. Lett. 64 (2010) 2240-2243.
[10] S.C. Roy, B. Banerjee, Synlett (2002) 1677-1678.
[11] J.S. Yadav, B.V.S. Reddy, P. Sreedhar, G. Kondaji, K. Nagaiah, Catal. Commun. 9 (2008) 590-593.
[12] T. Jin, G. Feng, M. Yang, T. Li, Synth. Commun. 34 (2004) 1645-1651.
[13] B. Karimi, G.R. Ebrahimian, H. Seradj, Synth. Commun. 32 (2002) 669-673.
[14] G. Smitha, C.S. Reddy, Tetrahedron 29 (2003) 9571-9576.
[15] G.S. Nair, E. Adrijanto, A. Alsalme, I.V. Kozhevnikov, D. J. Cooke, D.R. Brown, N.R. Shiju, Catal. Sci. Technol. 2 (2012) 1173-1179.
[16] Z. Cai, C. Shu, Y. Peng, Monatsh. Chem. 145 (2014) 1681-1687.
[17] W. Liu, D. Jiang, J. X. Xia, Monatsh. Chem. 145 (2014) 19-22.
[18] D.A. Jaeger, S.G.G. Russell, H. Shinozaki, J. Org. Chem. 59 (1994) 7544–7548.
[19] F. Di Renzo, H. Cambon, R. Dutartre, Microporous Mater. 10 (1997) 283-286.
[20] H.J. Jung, S.S. Park, C.H. Shin, Y.K. Park, S.B. Hong J. Catal. 245 (2007) 65-74.
[21] A. Corma, V. Martínez-Soria, E. Schnoeveld, J. Catal. 192 (2000) 163-173.
[22] Y. Zhiwu, W. Qiang, C. Lei, D. Feng, Chin. J. Catal. 33 (2012) 129-139.
[23] A. Corma, V. Fornes, S.B. Pergher, Th.L.M. Maesen, J. G. Buglass, Nature 396 (1998) 353-356.
[24] W.J. Roth, J. Cejka, Catal. Sci. Technol. 1 (2011) 43-53.
[25] U. Díaz, A. Corma, Dalton Trans. 43 (2014) 10292-10316.
[26] K. Okumura, M. Hashimoto, T. Mimura, M. Niwa, J. Catal. 206 (2002) 23-28.
[27] J.Q. Fu, C.H. Ding, Catal. Commun. 6 (2005) 770-776.
[28] X.Q. Ren, J.H. Liang, J. Wang, J. Porous Mater. 13 (2006) 353-357.
[29] P. Wang, L. Huang, J. Li, M. Dong, J. Wang, T. Tatsumi, W. Fan, RSC Adv. 5 (2015) 28794-28802.
[30] E. Dumitriu, D. Meloni, R. Monaci, V. Solinas, C.R. Chim. 8 (2005) 441-456.
[31] I. Güray, J. Warzywoda, N. Bac, A. Sacco, Microporous Mesoporous Mater. 31 (1999) 241-251.
[32] Y. Wu, X. Ren, Y. Lu, J. Wang, Microporous Mesoporous Mater. 112 (2008) 138-146.
[33] R. Ravishankar, D. Bhattacharya, N.E. Jacob, S. Sivasanker, Microporous Mater. 4 (1995) 83-93.
[34] A. Corma, V. Fornes, J. Martinez-Triguero, S. B. Pergher J. Catal. 186 (1999) 57-63.
[35] U.V. Desai, T.S. Thopate, D.M. Pore, P.P. Wadgaonkar, Catal. Commun. 7 (2006) 508-511.
[36] Y. Shuijin, Z. Yijun, D.U. Xinxian, P.G. Merle, Rare Metals 27 (2008) 89-94.
[37] D. Perez-Quintanilla, I. Hierro, M. Fajardo, I. Sierra, J. Hazard. Mater. 134 (2006) 245-256.
[38] K.L. Chandra, P. Saravanan, V.K. Singh, Synlett (2000) 359-360.
[39] B.C. Ranu, J. Dutta, A. Das, Chem. Lett. 32 (2003) 366-367.
[40] L. Yin, Z.H. Zhang, Y.M. Wang, M.L. Pang, Synlett 10 (2004) 1727-730.
[41] B.T. Gregg, K.C. Golden, J.F. Quinn, Tetrahedron 64 (2008) 3287-3295.
