Immobilization of MoO2(acac)2 on Multiwall Carbon Nano Tube and Epoxidation of Alkenes

Document Type : Research Article


School of Chemistry, Damghan University, Damghan, I.R. IRAN


The acidic group (-CO2H) of MultiWall Carbon Nanotube (MWCNT) converted to acyl chloride group (-COCl) producing of [email protected] Then the reaction of [email protected] and MoO2(acac)2 resulted in direct immobilization of the MoO2(acac)2 and the formation of [email protected](acac)MoO2(acac) catalyst. In addition, the [email protected] was esterified by NaOC2H5 and formed the esteric [email protected]2H5 reagent. In a subsequent reaction of [email protected]2H5 by ethylene diamine, the [email protected]2CH2NH2 was produced. It was reacted with MoO2(acac)2 and immobilized the MoO2(acac)2 via imine bond formation and produced the [email protected]2CH2N(acac)MoO2(acac) catalyst. The functionalized MVCNT reagents
were characterized by FT-IR spectra and elemental analysis. The molybdenum loading on MVCNT was determined by ICP analysis. The catalytic activity of the two molybdenum immobilized catalysts ([email protected]2(acac)2 and [email protected]2CH2N(acac)MoO2(acac)) was investigated in the epoxidation of cyclooctene and different reaction parameters such as solvent, oxidant, amount of catalyst and oxidant were optimized and the epoxidation of different alkenes was investigated in these optimized conditions. The obtained results showed that the supported catalysts of [email protected](acac)MoO2(acac)2 and [email protected]2CH2N(acac)MoO2(acac) were highly active and selective in the epoxidation of a wide range of alkenes. The reusability of the supported catalysts was also studied. The results showed that they had good reusability in the epoxidation of alkenes.


Main Subjects

[2] Tavasoli A., Karimi S., Nikookar H., Fadakar H., Molybdenum Loading Effects on the Physico-Chemical Properties and Performance of Carbon Nanotubes Supported Alkalized MoS2 Catalysts for Higher Alcohols Synthesis, Iran. J. Chem. Chem. Eng. (IJCCE), 32(1): 11-19 (2013).
[3] Trépanier M., Tavasoli A., Anahid S., Dalai A.K., Deactivation Behavior of Carbon Nanotubes Supported Cobalt Catalysts in Fischer-Tropsch Synthesis, Iran. J. Chem. Chem. Eng. (IJCCE), 30(1): 37-47(2011).
[4] da Silva J.A.L., Fraْsto da Silva J.J., R., Pombeiro A.J.L., Oxovanadium Complexes in Catalytic Oxidations, Coord. Chem. Rev, 255 (19-20): 2232–2248 (2011).
[5] Ranu B.C., Bhadra S., Saha D., Green Recyclable Supported-Metal Catalyst for Useful Organic Transformations, Curr. Org. Synt, 8(2): 146-171(2011).
[6]  Masteri Farahani M., Taghizadeh F., Molybdenum-Schiff Base Complex Immobilized on Magnetite Nanoparticles as a Reusable Epoxidation Catalyst, Iran. J. Chem. Chem. Eng. (IJCCE), 37(6): 35-42 (2018).
[7] Kargar H., Moghadam M., Mirkhani V., Tangestaninejad S., Mohammadpoor-Baltork I., Rezaei S., Multi-Wall Carbon Nanotube Supported Manganese(III) Porphyrin: an Efficient and Reusable Catalyst for Oxidation of 2-Imidazolines with Sodium Periodate, Trans. Met. Chem, 38(1): 1-5(2012).
[8] Tathod A., Kane T., SaniE.S.l., Dhepe P.L., Solid Base Supported Metal Catalysts for the Oxidation and Hydrogenation of Sugars, J. Mol. Catal A, 388–389(7): 90-92(2014).
[11] Tahereh Poursaberi T., Akbar V., Shoja S M R., Application of Rh(III)-Metalloporphyrin Grafted Fe3O4 Nanoparticles for the Extraction of Thiocyanate Ions from Aqueous Solutions, Iran. J. Chem. Chem. Eng. (IJCCE), 34(2): 41-49(2015).
[12] Mondloch J.E., Ercan B., Finke R.G., A review of the Kinetics and Mechanisms of Formation of Supported-Nanoparticle Heterogeneous Catalysts, J. Mol. Catal. A, 355 (3): 1- 38 (2012).
[13] Samadi M., ShivaeA.H. E, Zanetti M., Pourjavadi A., Moshfegh A., Visible Light Photocatalytic
Activity of Novel MWCNT-Doped ZnO Electrospun Nanofibers
, J. Mol. Catal. A, 359(8): 42-48 (2012).
[14] Yousefzadeh S., Reyhani A., Naseri N., Moshfegh A.Z., MWCNT/WO3 Nanocomposite Photoanode for Visible Light Induced Water Splitting, J. Solid State Chem, 204 (8): 341-347(2013).
[15] Groarke M., Goncalves I.S., Herrmann W.A., Ku¨hn FE., New Insights Into the Reaction of
t-Butylhydroperoxide with Dichloro- and Dimethyl(dioxo)molybdenum(VI)
, J. Organomet. Chem, 649(1): 108–112(2002).
[19] Ambroziak,K., Pelech R., Milchert E., Dziembowskaa T., Rozwadowski Z., New Dioxomolybdenum(VI) Complexes of Tetradentate Schiff Base as Catalysts for Epoxidation of Olefins, J. Mol. Catal, A 211(1-2): 9–16 (2004).
[22] Grivani G., Tangestaninejad S., Habibi M.H., Mirkhani V., Moghadam M., Epoxidation of Alkenes by a Readily Prepared and Highly Active and Reusable Heterogeneousmolybdenum-Based Catalys. Applied Catalysis A: General, 299(1): 131–136 (2006).