SAXS, FESEM AND BET STUDIES OF MESOPOROUS CATALYST SBA-15CONTAINING ZINC PORPHYRIN FOR EPOXIDATION OF LIMONENE
DOI:
https://doi.org/10.11113/jt.v78.7748Keywords:
SBA-15, APTES, metalloporphyrin, epoxidation, limoneneAbstract
SBA-15 nanoporous silica was prepared by cooperative self-assembly of tetraethylorthosilicate precursor in the presence of poly(ethylene glycol)–block–poly(propylene glycol)–block–poly(ethylene glycol) copolymer surfactant and functionalized with (3-aminopropyl) triethoxysilane (APTES) via sol-gel reaction to obtain NH2-SBA-15. The metalloporphyrin, [meso-tetrakis-(p-chlorophenyl)porphyrinato]Zn(II) (ZnTClPP) was synthesized from the reaction of meso-tetrakis-(p-chlorophenyl) porphyrin (H2TClPP) using zinc acetate dihydrate as a metal source and then immobilized on SBA-15 surface. The material, NH2-SBA-15-ZnP was characterized by SAXS, FESEM and BET studies and showed a similar pattern as SBA-15 indicating that the mesoporous hexagonal structure of SBA-15 was still retained. Then, the material was applied to catalyze the epoxidation of limonene, using H2O2 / ammonium acetate at various temperatures and conditions. All the products formed from the epoxidation reaction were analyzed using GC-FID and GC-MS. Â
References
Huang, G., Luo, Z-C., Hu, Y-D., Guo, Y-A. and Jiang, S-J. 2012. Preparation and Characterization of Iron Tetra (Pentaflurophenyl)-Porphyrin (TPFPP Fe) Supported on Boehmite (BM). Chemical Engineering Journal. 195-196: 165-172.
Khalili, N.R.,Rahimi, R. and Rabbani, M. 2013. Immobilized Metalloporphyrins in Mesoporous MCM-48 as Efficient and Selective Heterogeneous Catalysts for Oxidation of Cyclohexene. Monatsh Chem. 144:597-603.
Pires,S.M.G., Simoes, M.M.Q., Santos, I.C.M.S., Rebelo, S.L.H., Pereira, M.M., Neves, M.G.P.M.S. and Cavaleiro, J.A.S.2012. Biomimetic Oxidation of Organosulfur Compounds with Hydrogen Peroxide Catalyzed by Manganese Porphyrins. Applied Catalysis A: General. 439-440: 51-56.
Bolzon,L.B., Airoldi, H.R., Zanardi, F.B., Granado, J.G. and Iamamoto,Y.2013.Metalloporphyrin-Functionalized Hexagonal Mesoporous Silica: Synthesis, Structural Properties and Catalytic Activity as Cytochrome P450 Model. Microporous and Mesoporous Materials. 168:37-45.
Kolahdoozan, M., Kalbasi, R.J. andHossaini, M. 2013. Synthesis of Heterogeneous Copper Catalyst Based on Amino-Functionalized Triazine Rings Supported by Silica-Gel for Oxidation of Alcohols. Journal of Chemistry. 2013: 1-7.
Zhang, J., Zhao,G-F.,Popovic, Z., Lu,Y. and Liu, Y. 2010. Pd-Porphyrin Functionalized Ionic Liquid-Modified Mesoporous SBA-15: An Efficient and Recyclable Catalyst for Solvent-Free Heck Reaction. Materials Research Bulletin. 45: 1648-1653.
Xiao, F-S. 2005. Ordered Mesoporous Materials with Improved Stability and Catalytic Activity. Topics in Catalysis. 35:9-24.
Trytek, M., Fiedurek, J. and Radzki, S. 2007. A Novel Porphyrin-Based Photocatalytic System for Terpenoids Production from (R)-(+)-Limonene. Biotechnol. Prog. 23(1):131-137.
Byrne, C.M., Allen, S.D., Lobkovsky, E.B. and Coates, G.W. 2004. Alternating Copolymerization of Limonene Oxide and Carbon Dioxide.J. Am. Chem. Soc.126 (37): 11404-11405.
Zhao,D., Huo,Q., Feng,J.,Chmelka, B.F. and Stucky, G.D. 1998. Nonionic Triblock and Star Diblock Copolymer and Oligomeric Surfactant Syntheses of Highly Ordered, Hydrothermally Stable, Mesoporous Silica Structures. J. Am. Chem. Soc. 120: 6024-6036.
Adler,A.D., Longo,F.R. andFinarelli, J.D.1967.A Simplified Synthesis for Meso-tetraphenylporphyrin. Journal Organic Chemistry. 32:476.
Adam,F. and Ooi, W-T. 2012. Selective Oxidation of Benzyl Alcohol to Benzaldehyde over Co-Metalloporphyrin Supported on Silica Nanoparticles. Applied Catalysis A: General. 445-446:252-260.
Zhang,Z., Yin,J., Heeres,H.J. and Melian-Cabrera, I. 2013. Thermal Detemplation of SBA-15 Mesophases. Effect of the Activation Protocol on the Framework Contraction Microporous and Mesoporous Materials. 176:103.
Bui, T.X., Kang,S-Y., Lee,S-H. and Choi, H. 2011. Organically Functionalized Mesoporous SBA-15 as Sorbents for Removal of Selected Pharmaceuticals from Water. Journal of Hazardous Materials. 193: 156-163.
Louloudi, M., Kolokytha, C. and Hadjiliadis, N. 2002. Alkene Epoxidation Catalysed by Binuclear Manganese Complexes.Journal of Molecular Catalysis A: Chemical. 180 (1-2):19-24.
Trytek, M., Majdan, M. andFiedurek, J. 2011. Biomimetic Based Applications.InTech Europe.
Rebelo,S.L.H.,Simoes, M.M.Q. and Cavaleiro, J.A.S. 2003. Oxidation of Alkylaromatics with Hydrogen Peroxide Catalysed by Manganese (III) Porphyrins in the Presence of Ammonium Acetate. Journal of Molecular Catalysis A, Chemical. 201(1-2):9-22.
Madadi, M. and Rahimi, R. 2012. Zeolite-Immobilized Mn(III), Fe(III) and Co(III) Complexes with 5,10,15,20-tetra (4-methoxyphenyl)porphyrin as Heterogeneous Catalysts for the Epoxidation of (R)-(+)-Limonene: Synthesis, Characterization and Catalytic Activity. Reac. Kinet. Mech. Cat. 107(1):215-229.
Downloads
Published
Issue
Section
License
Copyright of articles that appear in Jurnal Teknologi belongs exclusively to Penerbit Universiti Teknologi Malaysia (Penerbit UTM Press). This copyright covers the rights to reproduce the article, including reprints, electronic reproductions, or any other reproductions of similar nature.
