synthesis and characterization of modified MCM-41 and MCM-48 mesoporous and their application in Knoevenagel condensation reactions in water

Document Type : Original Article

Authors

1 Department of Environment, Faculty of Natural Resource, University Of Kurdistan, Postal code: 66177-15177, Sanandaj, Iran.

2 aDepartment of Chemistry, Faculty of Science, Ilam University, P.O. Box, 69315516, Ilam, Iran

Abstract

Synthesis, characterization and application of mesoporous silica materials MCM-41 and MCM-48 modified by Zirconium (IV) were investigated. The synthesized materials were characterized by means of Fourier transform infrared (FT-IR), Thermogravimetric analysis (TGA), N2 adsorption /desorption measurements analysis and X-ray diffraction (XRD) analysis. Synthesized materials were used as efficient heterogeneous catalysts for the Knoevenagle condensation reaction in water with good to excellent yields. In fact, modification of MCM-41 and MCM-48 mesoporous materials with bonded aminosilane species, Schiff base preparation by isatin and finally complexation with zirconium, has attracted much attention in order to design catalyst with advanced applications in the kneovenagel condensation reaction. Obtained results by these heterogeneous catalysts revealed several advantages including short reaction times, simple workup, easy isolation and reusability.

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References

[1] A. Taguchi and F. Schuth, Micropor.Mesopor. Mat.,77(2005)1.
[2] J.S. Beck, J.C. Vartuli, W.J. Roth, M. E. Leonowicz, C.T. Kresge, K.D. Schmitt, C.T.-W. Chu, D.H. Olson, E.W. Sheppard, S.B. McCullen, J.B. Higgins and J.L. Schlenker,J. Am. Chem. Soc., 114 (1992)10834.
[3] P. Selvam, S.K. Bhatia and C.G. Sonwane,Ind. Eng. Chem. Res., 40 (2001)3237.
[4] D. Brunel, A. Cauvel, F. Fajula and F. Direnzo,Stud. Surf. Sci. Catal., 97 (1995)173.
[5] Q. Wang and D. F. Shantz,J. Solid State Chem., 181(2008)1659.
[6] J.F. Diaz, K.J.Balkus, F. Bedioui, V. Kurshev and L. Kevan,Chem. Mater., 9 (1997)61.
[7] F. Boorboor Ajdari, M. Behzad, J. Appl. Chem., 10 (2016)101.
[8] A. Khandar, S.A. Hosseini-Yazdi and S.A. Zarei,Inorg.Chim. Acta., 358 (2005)3211.
[9] G. Marciniak, A. Delgado, G. Leclerc, J. Velly, N. Decker and J. Schwartz,J. Med. Chem., 32 (1989)1402.
[10] J.N. Modranka, E. Nawrot and J. Graczyk,Eur. J. Med. Chem., 41 (2006)1301.
[11] P.S. Rao and R.V. Venkataratnam,Tetrahedron Lett., 32 (1991)5821.
[12] R. Vidruk, M.V. Landaua, M. Herskowitz, M. Talianker, N. Frage, V. Ezersky and N. Froumin,J. Catal., 263 (2009)196.
[13] K. Mangala and K. Sreekumar,Appl. Organometal. Chem., 27 (2013)73.
[14] W. Zhang, J. Liang, Y. Liu, S. Sun, X. Ren and M. Jiang,Chin. J. Catal. 34 (2013)559.
[15] G. Postole, B. Chowdhury, B.Karmakar, K. Pinki, J. Banerji and A. Auroux,J. Catal., 269 (2010)110.
[16] F.Bigi, L. Chesini, R. Maggi and G. Sartori,J. Org. Chem., 64 (1999)1033.
[17] R.M. Kumbhare and M. Sridhar, Catal. Commun., 9 (2008)403.
[18] S.S. Katkar, M.K. Lande, B.R. Arbad and S.B. Rathod,Bull. Korean Chem. Soc., 31 (2010)1301.
[19] B. Green, R.I. Crane, I.S. Khaidem, R.S. Leighton, S.S. Newaz and T.E. Smyser,J. Org. Chem., 50 (1985)640.
[20] A. Zicmanis and L. Anteina,Tetrahedron Lett., 55 (2014)2027.
[21] J. Han, Y. Xu, Y. Su, X. She and X. Pan,Catal. Commun., 9 (2008)2077.
[22] A. Modak, J.  Mondal and A.  Bhaumik,Appl. Catal. A: Gen., 459 (2013)41.
]23[ هنرمند، مونس، دانشگاه صنعتی بیرجند، مجله علمی- پژوهشی شیمی کاربردی، شماره 7 (1395)ص 41.
[24] H. Chen and Y. Wang,Ceram. Int., 28 (2002)541.
[25] H.I. Meléndez-Ortiz, Y.A. Perera-Mercado, L.A. García-Cerda, J.A. Mercado-Silva and G. Castruita,Ceram. Int., 40 (2014)4155.
[26] M. Hajjami and B. Tahmasbi,RSC Adv., 5 (2015)59194.
[27] M. Hajjami and S. Rahmani,J. Porous. Mater., 22 (2015)1265.
[28] M. Hajjami and Z. Yousofvand,Catal. Lett., 145 (2015)1733.
[29] M. Hajjami, F. Ghorbani, S. Rahimipanah, S. Roshani,Chin. J. Catal., 36 (2015)1852.
[30] M. Hajjami, F. Ghorbani and F. Bakhti,Appl. Catal. A: Gen.,470 (2014)303.
[31] J. W. Lee, D. L. Cho, W. G. Shim and H. Moon,Korean J. Chem. Eng., 21 (2004)246.
[32] K. Wang, Y. Lin, M.A. Morris and J.D. Holmes,J. Mater. Chem., 16 (2006)4051.
[33] A. Rostami, B. Atashkar and H. Gholami,Catal. Commun., 37 (2013)69.
[34] C. Yue, A. Mao, Y. Wei and M. Lu,Catal. Commun., 9 (2008)1571.
[35] B.M. Choudary, M.L. Kantam, B. Kavita, C.V. Reddy and F. Figueras,Tetrahedron, 56(2000)9357.
[36] S.M. Islam, A.S. Roy, R.C. Dey and S. Paul,J. Mol. Catal. A: Chem., 394 (2014)66.
[37] B.M. Reddy, M.K. Patil, K.N. Rao and G.K. Reddy,J. Mol. Catal. A: Chem., 258 (2006)302.
[38] S. Mallouk, K. Bougrin, A. Laghzizil and R. Benhida, Molecules, 15 (2010)813.
Applied Chemistry Today
Volume 13, Issue 47
June 2018
Pages 145-160

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