Synthesis of CuFe2 O4 Nanoparticles by a new co- precipitation method and using them as Efficient Catalyst for One-pot Synthesis of Naphthoxazinones

Document Type: Research Paper

Authors

Department of Chemistry, Zahedan Branch, Islamic Azad University, Zahedan, Iran

10.7508/jns.2016.02.010

Abstract

This paper outlines the synthesis of CuFe2O4 nanoparticles and their catalytic applications. CuFe2O4 nanoparticles were synthesized via microwave-assisted co-precipitation method. The obtained nanoparticles characterized through Fourier transform infrared spectroscopy, X-ray diffraction, and scanning electron microscopy. Vibrating sample magnetometer shows nanoparticles exhibit ferromagnetic behavior. CuFe2O4 nanoparticles are used as an efficient and effective catalyst for the one-pot three-component synthesis of 2-naphthol condensed 1,3-oxazinone derivatives. This procedure includes some important aspects like the easy work-up, no need to column chromatography, simple and readily available precursors, and good to high yields.

Keywords


[1] Desai M, Prasad S, Venkataramani N, Samadjdar I, Nigam AK, Krishnan R. Enhanced magnetization in sputter-deposited copper ferrite thin film. Journal of Magnetism and Magnetic Materials. 2002; 246(1-2): 266-269.

[2] Kim KJ, Lee JH, Lee H. Magneto-optical investigation of spinel ferrite CuFe2O4: Observation of Jahn–Teller effect in Cu2+ ion. Journal of Magnetism and Magnetic Materials. 2004; 279 (2-3): 173-177.

[3] Lv WZ, Liu B, Luo Z.K,  Ren XZ, Zhang  PX. XRD studies on the nanosized copper ferrite powders synthesized by sonochemical method. Journal of Alloys and Compounds. 2008; 465 (1): 261-264.

[4] Yang H, Yan J, Lu Z, Cheng  X, Tang Y. Photocatalytic activity evaluation of tetragonal CuFe2O4 nanoparticles for the H2 evolution under visible light irradiation. Journal of Alloys and Compounds. 2009; 476 (1-2): 715-719.

[5] Huang ZB, Zhu Y, Wang ST, Yin GF. Controlled Growth of Aligned Arrays of Cu-Ferrite Nanorods. Crystal Growth & Design. 2006; 6 (8): 1931-1935.

[6] Huang Z, Yin G, Liao X, Yao Y, Kang Y. Preparation and magnetic properties of Cu-ferrite nanorods and nanowires. Journal of colloid and interface science. 2008; 317 (2): 530-535.

[7] Du J, Liu  Z, Wu W, Li Z, Han  B, Huang Y. Preparation of single-crystal copper ferrite nanorods and nanodisks. Materials Research Bulletin. 2005; 40 (12): 928-935.

[8] Ponhan W, Maensiri S. Fabrication and magnetic properties of electrospun copper ferrite (CuFe2O4) nanofibers. Solid State Sciences. 2009; 11 (2): 479-484.

[9] Deng H, Chen H, Li H. Synthesis of crystal MFe2O4 (M = Mg, Cu, Ni) microspheres Materials Chemistry and Physics. 2007; 101 (2) 509–513.

[10] Lokhande CD, Kulkarni SS, Mane RS, Han SH. Copper ferrite thin films: Single-step non-aqueous growth and properties. Journal of Crystal Growth. 2007; 303 (2): 387-390.

[11] Lokhande CD, Kulkarni SS, Mane RS, Han SH. Room temperature single-step electrosynthesized copper ferrite thin films and study of their magnetic properties. Journal of Magnetism and Magnetic Materials. 2007; 313 (1): 69-75.

[12] Farghali AA, Khedr MH, Khalek AA. Catalytic decomposition of carbondioxide over freshly reduced activated CuFe2O4 nano-crystals. Journal of materials processing technology. 2007; 181 (1): 81-87.

[13] Liu T, Wang L, Yang P, Hu B. Preparation of nanometer CuFe2O4 by auto-combustion and its catalytic activity on the thermal decomposition of ammonium perchlorate. Materials Letters. 2008; 62 (24); 4056-4058.

[14] Faungnawakij K, Kikuchi R, Eguchi K. X-ray photoelectron spectroscopy characterization of copper iron spinel as a catalyst for steam reforming of oxygenated hydrocarbon. Scripta Materialia. 2009; 60 (8): 655-658.

[15] Gouvea CAK, Wypych F, Moraes SG, Duran N. Semiconductor-assisted photocatalytic degradation of reactive dyes in aqueous solution. Chemosphere. 2000; 40 (4): 433-440.

[16] Xia YN, Yang PD, Sun YG, Wu YY, Mayers B, Caters B. One-Dimensional Nanostructures: Synthesis, Characterization, and Applications.  Advanced Materials. 2003; 15 (5): 353-389.

[17] Kaneva NV, Yordanov GG, Dushikin CD. Manufacluring of patterned CdS films with application for photo initiated decolorization of malachite green in aqueous solutions. Bulletin of Materials Science. 2010; 33 (2): 111-117.

[18] Patel M, McHugh Jr RJ, Cordova BC, Klabe RM, Erickson-Viitanen S, Trainor GL, Ko SS. Bioorg. Med. Synthesis and Evaluation of Benzoxazinones as HIV-1 Reverse Transcriptase Inhibitors. Bioorganic & Medicinal Chemistry Letters. 1999; 9 (22): 3221-3224.

 [19] Latif N, Mishriky N, Assad FM. Carbonyl and thiocarbonyl compounds. XIX. Intramolecular cyclization of (2-nitroetheny1)aryl N-arylcarbamates : synthesis of newer series of 3,4-dihydro-2H-1,3-oxazin-2-ones and their antimicrobial activities. Australian Journal of Chemistry. 1982; 35 (5): 1037-1043.

[20] Adib M, Sheibani, E, Mostofi, M, Ghanbary K, Bijanzadeh HR. Efficient Highly Diastereoselective Synthesis of 1,8a-Dihydro-7H-imidazo2,1-b.1,3.oxazines. Tetrahedron, 2006; 62(14): 3435-3438.

[21] Kurz T. Synthesis of novel pyrido2,3-e.1,3. ox- azines. Tetrahedron. 2005; 61 (12): 3091-3096.

[22] Zhang P, Terefenko EA, Fensome A, Wrobel J, Winneker R, Zhang Z. Novel 6-aryl-1,4-dihydrobenzod. and oxazine-2-thionesaspotent, selective,andorallyactivenonsteroidal progesterone receptor agonists. Bioorganic & Medicinal Chemistry Letters. 2003; 13 (7): 1313-1316.

[23] Poel HV, Guilaumet G, Viaud-Massuard M. Synthesis of 6,7,8,9-Tetrahydropyrido2,3-b.-indolizine and 3,4-Dihydro-1H-pyrido 2’,3’:4,5. pyrrolo2,1-b.1,3.oxazine Derivatives as New Melatonin Receptor Ligands. Tetrahedron Letters. 2002; 43 (7): 1205-1208.

[24] Kerdesky FAJ. A Novel and Efficient Method fort the Conversion of a trans Hexahydro naphthoxazine to a cis isomer Using Boron Tribromide. Tetrahedron Letters.  2005; 46 (10): 1711-1712.

[25] Cimarelli C, Mazzanti  A, Palmieri G, Volpini  E. Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Amino-alkylnaphthols by Crystallization-Induced Asymmetric Transformation. Journal of Organic Chemistry. 2001; 66 (14): 4759-4765.

[26] Cimarelli C, Palmieri G, Volpini E. Ready N-alkylation of Enantiopure Aminophenols: Synthesis of Tertiary Aminophenols. Tetrahedron. 2001; 57 (28): 6089-6096.

[27] Dabiri M, Delbari AS, Bazgir A. A novel three-component, one-pot synthesis of 1,2-dihydro-1-aryl-naphtho1,2-e.1,3.oxazine-3-one derivatives under microwave-assisted and thermal solvent-free conditions. Synthetic letters. 2007; 5: 821-823.

[28] Kumar A, Saxena A, Dewan M, De A, Mozum-dar S. Recyclable nanoparticulate copper mediated synthesis of naphthoxazinones in PEG-400: a green approach. Tetrahedron Letters. 2011; 52 (38): 4835-4839.

[29] Nizam A, Pasha MA. Iodine-catalyzed, rapid and efficient, one-pot synthesis of 1,2-dihydro-1-arylnaphtho1, 2e.1,3.oxazine-3-ones under solvent-free conditions. Synthetic Communications. 2010; 40 (19): 2864-2868.