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    Preparation of Nitrogen Rich Magnetic Nanocomposite for Immobilization of Transition Metals and Investigation of their Catalytic Activity in Organic Reactions

    , Ph.D. Dissertation Sharif University of Technology Keshavarzi, Nahid (Author) ; Pourjavadi, Ali (Supervisor) ; Matloubi, Firouz (Supervisor)
    In this thesis, heterogeneous magnetic catalysts immobilize have been designed and synthesized in a triazine polymer support. Triazine polymeric support increases the amount of nitrogen due to their high levels of nitrogen, which in turn reduces the amount of catalyst consumed and reduces metal waste and increases catalyst activate. Melamine and TCT from the triazine family are used because of the ability to form hydrogen bonds, chelate with metals, and the interaction of π-π as an appropriate ligand for stabilizing metals on substrates. In this thesis, various nitrogen-rich polymers based on triazines in the presence of magnetic nanoparticles coated with silica and their compositions with... 

    Immobilized tungstate on magnetic poly(2-ammonium ethyl acrylamide): A high loaded heterogeneous catalyst for selective oxidation of sulfides using H2O2

    , Article Journal of Industrial and Engineering Chemistry ; Volume 44 , 2016 , Pages 73-81 ; 1226086X (ISSN) Zohreh, N ; Hosseini, S. H ; Pourjavadi, A ; Soleyman, R ; Bennett, C ; Sharif University of Technology
    Korean Society of Industrial Engineering Chemistry  2016
    A heterogeneous tungstate-based catalyst has been prepared for selective oxidation of sulfides to sulfoxides in the presence of 30% H2O2. The catalyst was prepared via immobilization of high amounts of WO4 2− onto the cross-linked poly(ammonium ethyl acrylamide) coated magnetic nanoparticles (MNP). FT-IR, TEM, TGA, VSM, XRD, EDX, and CHN analysis were used for characterization of catalyst. Variety of sulfides successfully converted to the related sulfoxides using 1 mol% of catalyst at room temperature in high yields. The catalyst was easily recovered and reused up to 6 times without loss of activity  

    Transesterification of sunflower oil to biodiesel fuel utilizing a novel K2CO3/Talc catalyst: Process optimizations and kinetics investigations

    , Article Industrial Crops and Products ; Volume 156 , 2020 Zehtab Salmasi, M ; Kazemeini, M ; Sadjadi, S ; Sharif University of Technology
    Elsevier B.V  2020
    A novel efficient and cost-effective heterogeneous catalyst for the production of biodiesel from transesterification of sunflower oil was prepared through the impregnation of K2CO3 upon the Talc material. The physicochemical features of the catalyst were studied through several characterization analyses. The effect of the K2CO3 loading was investigated by comparing the catalytic activity of various prepared catalysts. Moreover, the effect of the calcination temperature upon the catalytic activity was examined. To maximize the yield of the produced biodiesel fuel, reaction variables such as the reaction time and temperature, catalyst concentration, and methanol: oil molar ratio were... 

    Heterogeneous SBA-15-supported oxoperoxomolybdenum(VI) complex for enhanced olefin epoxidation

    , Article Catalysis Communications ; Volume 88 , 2017 , Pages 9-12 ; 15667367 (ISSN) Zare, M ; Moradi Shoeili, Z ; Ashouri, F ; Bagherzadeh, M ; Sharif University of Technology
    Heterogeneous nanoscale catalyst was successfully synthesized via anchoring of oxoperoxo molybdenum(VI) complex on the chloro-functionalized SBA-15. The mesoporous nanomaterials, MoO3(sal-phz)/SBA-15 (where sal-phz is salicylidene 2-picoloyl hydrazine) were identified by several characterization techniques. MoO3(sal-phz)/SBA-15 and MoO3(sal-phz) were also treated as catalysts in the olefins epoxidation reactions. Both homogenous and heterogeneous catalysts exhibit outstanding activity and selectivity for epoxide with tert-BuOOH in decane as oxidant at 95 °C. In addition, the heterogeneous nanocatalyst was chemically stable and can be efficiently reused for at least six cycles without a... 

    Oxazine containing molybdenum(VI)–oxodiperoxo complex immobilized on SBA-15 as highly active and selective catalyst in the oxidation of alkenes to epoxides under solvent-free conditions

    , Article Microporous and Mesoporous Materials ; Volume 251 , 2017 , Pages 173-180 ; 13871811 (ISSN) Zare, M ; Moradi Shoeili, Z ; Esmailpour, P ; Akbayrak, S ; Özkar, S ; Sharif University of Technology
    Elsevier B.V  2017
    Molybdenum(VI)–oxodiperoxo complex containing an oxazine ligand, ([MoO(O2)2(phox)], phox: 2-(2′-hydroxyphenyl)-5,6-dihydro-1,3-oxazine) was conveniently synthesized and immobilized onto chloro-functionalized mesoporous silica SBA-15 by covalent bonding between the chloropropyl group on the internal surface of the pores and the nitrogen atom of oxazine ligand yielding [MoO(O2)2(phox)]/SBA-15. The resulting material was characterized by FT-IR, TGA, XRD, SEM, TEM, EDX, ICP-AES, BET and UV–vis spectroscopy. The heterogeneous catalyst [MoO(O2)2(phox)]/SBA-15 was employed in the epoxidation of alkenes, exhibiting high catalytic performance and selectivity for epoxide similar to that of homogeneous... 

    Efficient fatty acid esterification using silica supported Brønsted acidic ionic liquid catalyst: Experimental study and DFT modeling

    , Article Chemical Engineering Journal ; Vol. 250 , 2014 , Pages 35-41 ; ISSN: 13858947 Vafaeezadeh, M ; Hashemi, M. M ; Sharif University of Technology
    A task-specific Brønsted acidic ionic liquid (BAIL), 1-benzyl-3-methylimidazolium hydrogensulfate ([BnMIm]HSO4), was prepared and confined onto the high surface area silica gel. The catalyst has shown extraordinary activity in comparison of homogeneous ionic liquid (IL) system for Fischer esterification of fatty acid with ethanol. The ester derivatives were synthesized in high yields and catalyst was easily separated from the reaction mixture by simple filtration. The structure of the catalyst is theoretically modelized to investigate the unusual catalytic activity. Hence, a hydroxylated cage-like nano-cluster, H6Si8O12(OH)2, was selected to mimic the surface of silica gel. The interactions... 

    Interaction of ionic liquids with the surface of silica gel using nanocluster approach: A combined density functional theory and experimental study

    , Article Journal of Physical Organic Chemistry ; Vol. 27, issue. 2 , 2014 , pp. 163-167 ; ISSN: 08943230 Vafaeezadeh, M ; Fattahi, A ; Sharif University of Technology
    Silica gel-confined ionic liquid (IL) is a class of heterogeneous catalysts with broad catalytic applications. Leaching of the IL from the surface of the support is the major drawback of these catalysts, which reduce the catalyst efficiency during the chemical reactions. To investigate the effect of the hydrogen bonding on the leaching phenomena, the interaction between the 1-ethyl-3-methylimidazolium-based IL with various anions (Cl-, Br-, HSO4 -, NO3 -, BF 4 -, and PF6 -) and the surface of the silica gel were studied using density functional theory. Hence, a hydroxylated cage-like cluster of silica gel, Si4O6(OH), was selected to mimic the surface. The values of ÎEinteraction show that... 

    Vanadium–Schiff base complex-functionalized SBA-15 as a heterogeneous catalyst: synthesis, characterization and application in pharmaceutical sulfoxidation of sulfids

    , Article Research on Chemical Intermediates ; Volume 42, Issue 12 , 2016 , Pages 8201-8215 ; 09226168 (ISSN) Taghizadeh, M. J ; Karimi, H ; Sadeghi Abandansari, H ; Sharif University of Technology
    Springer Netherlands 
    VO2(picolinichydrazone) complex as a catalyst was stabilized on a SBA-15 mesoporous silica as a catalytic support by using (3-chloropropyl)triethoxysilane as a connector. SBA-15 is nanoporous and has a high ratio of surface area to volume. The immobilization of a metal–Schiff base complex to the surface area of SBA-15 can improve its catalytic effects by increasing the catalytic surface area. Unlike homogeneous catalysts, heterogeneous catalysts can be recovered and reused several times without any significant loss of catalytic activity. A vanadium–Schiff base complex-functionalized SBA-15 was synthesized by covalency connected by a pre-synthesised VO2(picolinichydrazone) complex to... 

    The selective aerobic oxidation of methylaromatics to benzaldehydes using a unique combination of two heterogeneous catalysts

    , Article Organic and Biomolecular Chemistry ; Volume 3, Issue 5 , 2005 , Pages 725-726 ; 14770520 (ISSN) Rajabi, F ; Clark, J. H ; Karimi, B ; Macquarrie, D. J ; Sharif University of Technology
    A unique combination of a supported cobalt complex and the first example of supported NHPI in acetic acid gives a surprisingly stable heterogeneous catalytic system for the selective aerobic oxidation of methylaromatics to benzaldehydes at atmospheric pressure. © The Royal Society of Chemistry 2005  

    Gadolinium triflate immobilized on magnetic nanocomposites as recyclable Lewis acid catalyst for acetylation of phenols

    , Article Nanoscience and Nanotechnology Letters ; Vol. 6, issue. 4 , 2014 , p. 309-313 Rafiaei, S. M ; Kim, A ; Shokouhimehr, M ; Sharif University of Technology
    The acetylation of phenols with acetic anhydride proceeded in excellent yields when it was catalyzed by gadolinium triflate immobilized on magnetically recyclable nanocomposites. This heterogeneous catalyst provided high catalytic activity with low loading level (1 mol%), because the Lewis acid catalyst was grafted on the surface of the nanocomposites. The catalysts were also easily recovered from the reaction mixture using a magnet and reused for six consecutive cycles  

    Crosslinked poly(ionic liquid) as high loaded dual acidic organocatalyst

    , Article Journal of Molecular Catalysis A: Chemical ; Volume 365 , 2012 , Pages 55-59 ; 13811169 (ISSN) Pourjavadi, A ; Hosseini, S. H ; Soleyman, R ; Sharif University of Technology
    A dual acidic heterogeneous organocatalyst was synthesized by copolymerization of acidic ionic liquid monomer (vinyl-3-(3-sulfopropyl) imidazolium hydrogen sulfate [VSim][HSO 4]) and ionic liquid crosslinker (1,4-butanediyl-3,3′-bis-l-vinyl imidazolium dihydrogen sulfate). The resulting ionic heterogeneous catalyst is shown to be an efficient dual acidic organocatalyst for synthesis of dihydropyrimidines using the Biginelli synthetic route under mild reaction conditions in high yields. Since monomers make the catalyst bed, crosslinked poly(ionic liquid) will have high loading level of acidic groups comparing to other heterogeneous acid catalysts. Despite of conventional heterogeneous ionic... 

    Copper loaded cross-linked poly(ionic liquid): Robust heterogeneous catalyst in ppm amount

    , Article RSC Advances ; Volume 5, Issue 38 , 2015 , Pages 29609-29617 ; 20462069 (ISSN) Pourjavadi, A ; Hosseini, S. H ; Matloubi Moghaddam, F ; Ayati, S. E ; Sharif University of Technology
    Royal Society of Chemistry  2015
    A novel heterogeneous copper catalyst was synthesized in which poly(1-vinyl imidazole-co-ionic liquid) was used as a solid heterogeneous support. The catalyst was readily synthesized in a large scale amount. The catalyst has a high loading level of copper ions and can be used in low weight percentages. The resulting catalyst was highly active in the preparation of triazoles by the Huisgen 1,3-dipolar cycloaddition method. In some cases the catalytic turnover number and frequency reached 70 002 and 3889 h-1, respectively. The catalyst was recycled many times without significant loss of activity. This journal is  

    Magnetic starch nanocomposite as a green heterogeneous support for immobilization of large amounts of copper ions: Heterogeneous catalyst for click synthesis of 1,2,3-triazoles

    , Article RSC Advances ; Volume 6, Issue 23 , 2016 , Pages 19128-19135 ; 20462069 (ISSN) Pourjavadi, A ; Motamedi, A ; Hosseini, S. H ; Nazari, M ; Sharif University of Technology
    Royal Society of Chemistry 
    A new magnetic heterogeneous copper catalyst was prepared by immobilization of copper ions onto a cross-linked polymeric nanocomposite composed of starch grafted polyacrylamide and functionalized Fe3O4 magnetic nanoparticles. The resulting support was loaded with large amounts of copper ions (1.6 mmol g-1). The prepared catalyst is highly active in Huisgen 1,3-dipolar cycloaddition reactions of different azides and alkynes at low catalyst amounts. Various corresponding 1,2,3-triazoles were produced with high yields in mild conditions. The catalyst was easily recovered and reused for ten cycles of reaction and no significant loss of catalytic activity was observed  

    Magnetic GO-PANI decorated with Au NPs: a highly efficient and reusable catalyst for reduction of dyes and nitro aromatic compounds

    , Article Applied Organometallic Chemistry ; Volume 31, Issue 12 , 2017 ; 02682605 (ISSN) Pourjavadi, A ; Doroudian, M ; Abedin Moghanaki, A ; Bennett, C ; Sharif University of Technology
    Due to the high activity of Au nanoparticles (NPs) for various reactions, many researchers have tried to develop heterogeneous catalysts in order to prevent irreversible agglomeration of Au NPs. Herein, magnetic graphene oxide modified with polyaniline (PANI) was used as a support for Au NPs that brings together advantages including: uniform dispersal of the catalyst in water,alarge surface area related to the graphene oxide; easy electron transfer in chemical reactions and good attachment of Au NPs to the support associated with PANI; and finally facile recovery in the presence of a magnetic field. Catalytic reduction of different analytes (Congo red, methylene blue, rhodamine B and 4-nitro... 

    Magnetic nanocomposite based on functionalized salep as a green support for immobilization of palladium nanoparticles: Reusable heterogeneous catalyst for Suzuki coupling reactions

    , Article Catalysis Communications ; Volume 97 , 2017 , Pages 27-31 ; 15667367 (ISSN) Pourjavadi, A ; Motamedi, A ; Marvdashti, Z ; Hosseini, S. H ; Sharif University of Technology
    Elsevier B.V  2017
    The synthesis and catalytic behavior of palladium loaded magnetic nanocomposite based on natural polysaccharide salep modified with poly (amino pyridine) is described. The synthesized support is loaded with relatively large amounts of palladium ions (0.34mmol g−1). This is a simple, ecologically safe and cost-effective route for the preparation of the novel heterogeneous catalyst that shows high activity for Suzuki coupling reactions under remarkably mild conditions. Furthermore, the prepared catalyst is magnetically recovered and effectively reused for seven cycles of reactions without significant loss of its catalytic activity and loaded palladium nanoparticles. © 2017  

    Palladium nanoparticle-decorated magnetic pomegranate peel-derived porous carbon nanocomposite as an excellent catalyst for suzuki–miyaura and sonogashira cross-coupling reactions

    , Article Applied Organometallic Chemistry ; Volume 32, Issue 10 , 2018 ; 02682605 (ISSN) Pourjavadi, A ; Habibi, Z ; Sharif University of Technology
    Porous carbon (PC) material was prepared from the carbonization of pomegranate peel waste. Subsequently, magnetically separable Fe3O4@PC was synthesized from Fe3O4 nanoparticles decorated on PC by the co-precipitation method of iron ions. Finally, Fe3O4@PC was successfully decorated with palladium nanoparticles in a simple route by reducing H2PdCl4 in the presence of sodium dodecylsulfate, which was used as both surfactant and reducing agent. Additionally, the effect of temperature on the carbonization process was studied. The Pd/Fe3O4@PC nanocomposite was used as an efficient and heterogeneous catalyst for Suzuki–Miyaura and Sonogashira cross-coupling reactions in an environmentally... 

    Gold-Decorated 3D 2,6-diaminopyridine network: a robust catalyst for the bromination of aromatic compounds

    , Article Industrial and Engineering Chemistry Research ; Volume 57, Issue 37 , 2018 , Pages 12314-12322 ; 08885885 (ISSN) Pourjavadi, A ; Keshavarzi, N ; Hosseini, S. H ; Matloubi Moghaddam, F ; Sharif University of Technology
    American Chemical Society  2018
    This article reports the synthesis of a magnetic heterogeneous catalyst through the decoration of gold ions onto the cross-linked polymeric nanocomposite from 2,6-diaminopyridine. The activity of the resulting catalyst was then evaluated in the bromination of aromatic compounds. The nitrogen rich support showed a high affinity to gold ions, and the measured content of Au was 0.76 mmol g-1. The structure of the catalyst was fully characterized by using Fourier-transform infrared spectroscopy, thermogravimetric analysis, atomic absorption spectroscopy, transmission electron microscopy, scanning electron microscope, energy-dispersive X-ray spectroscopy, Brunauer-Emmett-Teller surface area... 

    Immobilization of nickel ions onto the magnetic nanocomposite based on cross-linked melamine groups: effective heterogeneous catalyst for N-arylation of arylboronic acids

    , Article Applied Organometallic Chemistry ; Volume 32, Issue 2 , February , 2018 ; 02682605 (ISSN) Pourjavadi, A ; Keshavarzi, N ; Matloubi Moghaddam, F ; Hosseini, S. H ; Sharif University of Technology
    John Wiley and Sons Ltd  2018
    A new magnetic heterogeneous catalyst was synthesized by immobilization of nickel ions onto a cross-linked polymeric nanocomposite composed of cyanuric chloride, ethylenediamine and functionalized magnetic nanoparticles. The resulting nitrogen rich support was capable of adsorbing large amounts of nickel ions (1.20 mmol g−1). The synthesized catalyst was characterized using AAS, TEM, FT-IR, EDX, TGA, SEM, BET and XRD techniques. The performance of the prepared catalyst was investigated in the C-N coupling of arylamines with aryl boronic acids. The reaction was carried out under a mild condition and good to moderate to good yields of products was obtained using only 5.0 mol% of the catalyst.... 

    Immobilization of Au nanoparticles on poly(glycidyl methacrylate)-functionalized magnetic nanoparticles for enhanced catalytic application in the reduction of nitroarenes and Suzuki reaction

    , Article Applied Organometallic Chemistry ; Volume 34, Issue 10 , 2020 Pourjavadi, A ; Kohestanian, M ; Keshavarzi, N ; Sharif University of Technology
    John Wiley and Sons Ltd  2020
    We report a novel strategy for the synthesis of magnetic nanocomposite for highly efficient catalysis. Poly(glycidyl methacrylate) (PGMA) chains were grafted to the surface of magnetic nanoparticles (MNPs) through surface-initiated reversible addition-fragmentation chain transfer polymerization. Then, the oxirane rings in the PGMA chains were opened with 2,6-diamino pyridine (DAP) molecules as ligands to prepare the solid support. Finally, this magnetic nanocomposite was used for the immobilization of gold nanoparticles. Fourier-transform infrared spectroscopy, X-ray diffraction, thermogravimetric analysis, transmission electron microscopy, scanning electron microscopy, gel permeation... 

    Synthesis of some new 1,4-distyrylbenzenes using immobilized palladium nanoparticles on silica functionalized morpholine as a recyclable catalyst

    , Article Synthesis ; Issue 10 , 2011 , Pages 1609-1615 ; 00397881 (ISSN) Niknam, K ; Gharavi, A ; Nezhad, M. R. H ; Panahi, F ; Sharbati, M. T ; Sharif University of Technology
    Some new 1,4-distyrylbenzene derivatives were synthesized by using immobilized palladium nanoparticles on silica-bonded N-propyl morpholine (PNP-SBNPM) as a heterogeneous catalyst. These one-pot reactions afforded a range of stereoselective, symmetrical (E)-1,4-distyrylbenzene derivatives with high yields (78-90%). The green catalyst system is recyclable and allows facile product isolation. The recycled catalyst could be reused six times without appreciable loss of catalytic activity