Hard porous chromium containing macrospheres as new catalysts for the esterification reaction of acetic acid with epichlorohydrin

• Authors: Emil Muresan , Mioara Drobota , Alexandra Bargan , Corina Dumitriu
• Languages of publication: EN

Abstracts

EN

This paper reports a systematic study on the preparation, characterization and testing of metallosilicate macrobeads that contain chromium ions as active catalytic centers. In order to obtain hard macrospheres, four metals (Cr, Al, Zr and Zn) were incorporated into the silica matrix using chitosan as a template and shape generator. Metallosilicate macrospheres were synthesized at room temperature using tetraethylorthosilicate as silicon source and chlorohydric acid as catalyst. The size of metallosilicate macrospheres was in the range 0.9 - 1.1 mm. The catalyst was characterised by means of water sorption technique, FTIR spectroscopy and SEM/EDX analyses. FTIR spectra put into evidence the presence of metallic ions within the silica framework. EDX analyses confirmed the efficient incorporation of metals within the silica matrix (the content of metals from the calcined catalyst is almost the same as that from the initial gel mixture). Porous structure of catalyst investigated by water sorption technique and by pycnometric methods (with n-heptan and mercury respectively) proved that the synthesized catalyst had micro, meso and macropores. Catalyst was tested in the esterification reaction of acetic acid with epichlorohydrin. The temperature and the amount of catalyst exerted a marked influence on reaction rate. This work opens new perspectives for heterogeneous catalysis encouraging the replacement of powder catalysts with macrospherical catalysts that are easy to recover and to reuse.

Keywords

EN

Hard porous macrospheres; Heterogeneous catalysis; Tetraethyl orthosilicate; Esterification

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2014
• Volume: 12
• Issue: 4
• Pages: 528-536

Dates

published

1 - 4 - 2014

online

16 - 1 - 2014

Contributors

author

Emil Muresan

• ”Gheorghe Asachi” Technical University

author

Mioara Drobota

• “Petru Poni” Institute of Macromolecular Chemistry

author

Alexandra Bargan

• “Petru Poni” Institute of Macromolecular Chemistry

author

Corina Dumitriu

• “Petru Poni” Institute of Macromolecular Chemistry

References

• [1] M.F. Sorokin, L.G. Shode, A.I. Kuzmin, N.A. Novikov, Izvestia VUZ-ov. Khimia i Khim. Technol. 27, 658 (1984) (in Russian)
• [2] A. Bukowska, A.K. Guskov., M.K. Makarov, E. Rokaszewski, V.F. Svets, J. Chem. Techn. Biotechnol. 63, 374 (1995) http://dx.doi.org/10.1002/jctb.280630411[Crossref]
• [3] A.F. Masliuk, G.K. Bereznitskii, V.K. Grishchenko, V.A. Gegtyarev, Ukr. Khim. Zh. 50, 92 (1984)
• [4] U.M. Shologon, M.S. Klebanov, V.A. Aldoşin, O.N. Karpov, Kinet. Katal. 26, 1059 (1985)
• [5] J. Malek, P. Silhavy, Collect. Czech. Chem. Commun. 39, 101 (1974) http://dx.doi.org/10.1135/cccc19742656[Crossref]
• [6] Y. Tanaka, H. Takeuchi, J. Org. Chem. 50, 1560 (1985) http://dx.doi.org/10.1021/jo00209a048[Crossref]
• [7] N.N. Lebedev, E.V. Sokolova, O.A. Tjukova, V.F. Shvets, Zh. Org. Khim. 5, 608 (1969)
• [8] N.N. Lebedev, K.A. Guskov, Kinet. Katal. 5, 446 (1964)
• [9] M. Moghadam, S. Tangestaninejad, V. Mirkhani, R. Shaibani, Tetrahedron 59, 8213 (2003) http://dx.doi.org/10.1016/j.tet.2003.08.018[Crossref]
• [10] A. Bukovska, W. Bukowski, J. Chem. Technol. Biotechnol. 73, 341 (1998) http://dx.doi.org/10.1002/(SICI)1097-4660(199812)73:4<341::AID-JCTB960>3.0.CO;2-6[Crossref]
• [11] N. Iranpoor, J. Owji, Tetrahedron, 47, 149 (1991) http://dx.doi.org/10.1016/0040-4020(91)80017-V[Crossref]
• [12] V.A. Podgornova, N.F. Orehova, B.F. Ustavshchikov, V.D. Kopylova, V.B. Kargman, N.B. Galitskaya, Osnov Org. Sintez Neftekh. 2, 89 (1975) (in Russian)
• [13] L.S. Roselin, R. Selvin, M. Bououdina, Chem. Eng. Commun. 199, 221 (2012) http://dx.doi.org/10.1080/00986445.2011.584355[Crossref]
• [14] L.S. Roselin, R. Selvin, Sci. Adv. Mater. 3, 210 (2011) http://dx.doi.org/10.1166/sam.2011.1147[Crossref]
• [15] A. Cauvel, G. Renard, D. Brunel, J. Org. Chem. 62, 749 (1997) http://dx.doi.org/10.1021/jo9614001[Crossref]
• [16] A. Khalafi-Nezhad, M.N. Soltani Rad, A. Khoshnood, Synthesis 16, 2552 (2003) http://dx.doi.org/10.1055/s-2003-42416[Crossref]
• [17] M.N. Soltani Rad, S. Behrouz, Mol. Divers. 17, 9 (2013) http://dx.doi.org/10.1007/s11030-012-9412-z[Crossref]
• [18] R. Janis, A. Klasek, J. Bobalova, J. Food Lipids 13, 199 (2006) http://dx.doi.org/10.1111/j.1745-4522.2006.00045.x[Crossref]
• [19] R. Janis, J. Krejci, A. Klasek, Eur. J. Lipid Sci. Technol. 102, 351 (2000) http://dx.doi.org/10.1002/(SICI)1438-9312(200005)102:5<351::AID-EJLT351>3.0.CO;2-J[Crossref]
• [20] A. Sakthivel, S.E. Dapurkar, P. Selvam, Cat. Lett. 77(1–3), 155 (2001) http://dx.doi.org/10.1023/A:1012711801043[Crossref]
• [21] Y. Shao, L. Wang, J. Zhang, M. Anpo, Microp. Mesop. Mater. 109, 271 (2008) http://dx.doi.org/10.1016/j.micromeso.2007.05.001[Crossref]
• [22] E.I. Muresan, S. Oprea, V. Hulea, T. Malutan, Cent. Eur. J. Chem. 6(3), 419 (2008) http://dx.doi.org/10.2478/s11532-008-0046-z[Crossref]
• [23] IUPAC Recommendations Pure Appl. Chem. 57, 603 (1985) http://dx.doi.org/10.1351/pac198557040603[Crossref]
• [24] IUPAC Recommendations Pure Appl. Chem. 66, 1739 (1994) http://dx.doi.org/10.1351/pac199466081739[Crossref]
• [25] S. Mintova, Microp. Mesop. Mater. 114, 1 (2008) http://dx.doi.org/10.1016/j.micromeso.2007.12.022[Crossref]
• [26] K.L. Murray, N.A. Seaton, M.A. Day, Langmuir 15, 6728 (1999) http://dx.doi.org/10.1021/la990159t[Crossref]
• [27] J.H. De Boer, B.C. Lippens, B.G. Linsen, J.C.P. Broeckhoff, A. van den Heuvel, T.V. Onsinga, J. Colloid Interf. Sci. 21, 405 (1966) http://dx.doi.org/10.1016/0095-8522(66)90006-7[Crossref]
• [28] J. Seidl, J. Malinsky, K. Dusek, W. Heitz, Adv. Polym. Sci. 5, 113 (1967) http://dx.doi.org/10.1007/BFb0051281[Crossref]
• [29] E. Brtel, Przem. Chem. 44, 255 (1965) (in Polish)
• [30] K.W. Pepper, J. Appl. Chem. 1, 124 (1951) http://dx.doi.org/10.1002/jctb.5010010307[Crossref]
• [31] M. Selvaraj, B.H. Kim, T.G. Lee, Chem. Lett. 34(9), 1290 (2005) http://dx.doi.org/10.1246/cl.2005.1290[Crossref]
• [32] M. Selvaraj, P.K. Sinha, K. Lee, I. Ahn, A. Pandurangan, T.G. Lee, Microp. Mesop. Mater. 78, 139 (2005) http://dx.doi.org/10.1016/j.micromeso.2004.10.004[Crossref]
• [33] F. Azimov, I. Markova, V. Stefanova, Kh. Sharipov, UCTM J. 47(3), 333 (2012)

Identifiers

DOI

10.2478/s11532-013-0403-4