1School of Chemistry, College of Science, University of Tehran, Tehran, Iran
2School of Chemistry, College of Science, University of Tehran, Tehran, Iran and Nanobiomedicine Center of Excellence, Nanoscience and Nanotechnology Research Center, University of Tehran, Tehran, Iran
3Department of Chemistry, Alzahra University, Tehran, Iran
Herein, we prepared a V/SBA-16 catalyst using vanadyl acetylacetonate as a precursor and SBA-16 nanoporous silica as a support via an immobilization technique. The ordered mesoporous structure of catalyst was determined by X-ray diffraction and transmission electron microscopy techniques , and the catalyst was evaluated in the benzene hydroxylation to phenol with hydrogen peroxide (H2O2) as a green oxidant. The effects of three key factors, namely reaction temperature (°C), H2O2 content (mL) and catalyst amount (g) at five levels (“1.68, “1, 0, +1, +1.68), and also their interaction on the phenol yield were investigated using response surface methodology combined with central composite design. The high correlation coefficient (R2), i.e., 0.983, showed that the data predicted using RSM were in good agreement with the experimental results. The optimization results also exhibited that high phenol yield (17.09%) was achieved at the optimized values of the operating variables: the reaction temperature of 61 °C, H2O2 content of 1.69 mL and a catalyst amount of 0.1 g. In addition, response surface methodology provides a reliable method for optimizing process variables for benzene hydroxylation to phenol, with the minimum number of experiments.
 Zhang J, Tang Y, Li G, Hu C. Room temperature direct oxidation of benzene to phenol using hydrogen peroxide in the presence of vanadium-substituted heteropoly-molybdates. Appl Catal A. 2005; 278(2): 251-261.
 Stِckmann M, Konietzni F, Notheis JU, Voss J, Keune W, Maier WF. Selective oxidation of benzene to phenol in the liquid phase with amorphous microporous mixed oxides. Appl Catal A. 2001; 208(1): 343-358.
 Niwa S-i, Eswaramoorthy M, Nair J, Raj A, Itoh N, Shoji H, et al. A one-step conversion of benzene to phenol with a palladium membrane. Science. 2002; 295(5552): 105-107.
 Motz J, Heinichen H, Hِlderich W. Direct hydroxylation of aromatics to their corresponding phenols catalysed by H-Al. ZSM-5 zeolite. J Mol Catal A. 1998; 136(2): 175-184.
 Pirutko L, Uriarte A, Chernyavsky V, Kharitonov A, Panov G. Preparation and catalytic study of metal modified TS-1 in the oxidation of benzene to phenol by N2O. Microporous Mesoporous Mater. 2001; 48(1): 345-353.
 Panov GI, Sheveleva GA, Kharitonov AS, Romannikov VN, Vostrikova LA. Oxidation of benzene to phenol by nitrous oxide over Fe-ZSM-5 zeolites. Appl Catal A. 1992; 82(1): 31-36.
 Sayyar MH, Wakeman RJ. Comparing two new routes for benzene hydroxylation. Chem Eng Res Des. 2008; 86(5): 517-526.
 Okamura J, Nishiyama S, Tsuruya S, Masai M. Formation of Cu-supported mesoporous silicates and aluminosilicates and liquid-phase oxidation of benzene catalyzed by the Cu-mesoporous silicates and aluminosilicates. J Mol Catal A. 1998; 135(2): 133-142.
 Lee CW, Lee WJ, Park YK, Park S-E. Catalytic hydroxylation of benzene over vanadium-containing molecular sieves. Catal Today. 2000; 61(1–4): 137-141.
 Burch R, Howitt C. Investigation of zeolite catalysts for the direct partial oxidation of benzene to phenol. Appl Catal A. 1993; 103(1): 135-162.
 Jiang T, Wang W, Han B. Catalytic hydroxylation of benzene to phenol with hydrogen peroxide using catalysts based on molecular sieves. New J Chem. 2013; 37(6): 1654-1664.
 Arab P, Badiei A, Koolivand A, Mohammadi Ziarani G. Direct hydroxylation of benzene to phenol over Fe3O4 supported on nanoporous carbon. Chin J Catal. 2011; 32(1–2): 258-263.
 Gholami J, Badiei A, Mohammadi Ziarani G, Abbasi A. Direct oxidation of benzene to phenol in liquid phase by H2O2 over vanadium catalyst supported on highly ordered nanoporous silica. JNS. 2012; 1: 69-75.
 Choi J-S, Kim T-H, Choo K-Y, Sung J-S, Saidutta MB, Ryu S-O. Direct synthesis of phenol from benzene on iron-impregnated activated carbon catalysts. Appl Catal A. 2005; 290(1–2): 1-8.
 Song S, Yang H, Rao R, Liu H, Zhang A. High catalytic activity and selectivity for hydroxylation of benzene to phenol over multi-walled carbon nanotubes supported Fe3O4 catalyst. Appl Catal A. 2010; 375(2): 265-271.
 Zhu Y, Dong Y, Zhao L, Yuan F. Preparation and characterization of Mesopoous VOx/SBA-16 and their application for the direct catalytic hydroxylation of benzene to phenol. J Mol Catal A. 2010; 315(2): 205-212.
 Hu L, Yue B, Wang C, Chen X, He H. Enhanced catalytic activity over vanadium-containing silylated SBA-15 catalysts for styrene epoxidation and benzene hydroxylation. Appl Catal A. 2014; 477(0): 141-146.
 Gao X, Xu J. A new application of clay-supported vanadium oxide catalyst to selective hydroxylation of benzene to phenol. Appl Clay Sci. 2006; 33(1): 1-6.
 Song S, Jiang S, Rao R, Yang H, Zhang A. Bicomponent VO2-defects/MWCNT catalyst for hydroxylation of benzene to phenol: Promoter effect of defects on catalytic performance. Appl Catal A. 2011; 401(1–2): 215-219.
 Xu J, Jiang Q, Chen T, Wu F, Li Y-X. Vanadia supported on mesoporous carbon nitride as a highly efficient catalyst for hydroxylation of benzene to phenol. Catal Sci Technol. 2015; 5(3): 1504-1513.
 Ding G, Wang W, Jiang T, Han B, Fan H, Yang G. Highly Selective Synthesis of Phenol from Benzene over a Vanadium-Doped Graphitic Carbon Nitride Catalyst. ChemCatChem. 2013; 5(1): 192-200.
 Shiravand G, Badiei A, Mohammadi Ziarani G, Jafarabadi M, Hamzehloo M. Photocatalytic synthesis of phenol by direct hydroxylation of benzene by a modified nanoporous silica (LUS-1) under sunlight. Chin J Catal. 2012; 33(7): 1347-1353.
 Li Y, Wang Z, Chen R, Wang Y, Xing W, Wang J. The hydroxylation of benzene to phenol over heteropolyacid encapsulated in silica. Catal Commun. 2014; 55(0): 34-37.
 Leng Y, Liu J, Jiang P, Wang J. Organometallic-polyoxometalate hybrid based on V-Schiff base and phosphovanadomolybdate as a highly effective heterogenous catalyst for hydroxylation of benzene. Chem Eng J. 2014; 239: 1-7.
 Xu D, Jia L, Guo X. Cu-doped mesoporous VOx-TiO2 in catalytic hydroxylation of benzene to phenol. Chin J Catal. 2013; 34(2): 341-350.
 Zhao P, Leng Y, Wang J. Heteropolyanion-paired cross-linked ionic copolymer: An efficient heterogeneous catalyst for hydroxylation of benzene with hydrogen peroxide. Chem Eng J. 2012; 204–206: 72-78
 Boey P-L, Ganesan S, Maniam GP, Khairuddean M, Efendi J. A new heterogeneous acid catalyst for esterification: Optimization using response surface methodology. Energ Convers Manage. 2013; 65: 392-396.
 Rashid U, Anwar F, Ashraf M, Saleem M, Yusup S. Application of response surface methodology for optimizing transesterification of Moringa oleifera oil: Biodiesel production. Energ Convers Manage. 2011; 52(8–9): 3034-3042.
 Li H, Zhou S, Sun Y, Lv J. Application of response surface methodology to the advanced treatment of biologically stabilized landfill leachate using Fenton’s reagent. Waste Manage. 2010; 30(11): 2122-2129.
 Jourshabani M, Badiei A, Lashgari N, Mohammadi Ziarani G. Highly selective production of phenol from benzene over mesoporous silica-supported chromium catalyst: Role of response surface methodology in optimization of operating variables. Chin J Catal. 2015; 36(11): 2020-2029.
 Kosuge K, Kikukawa N, Takemori M. One-step preparation of porous silica spheres from sodium silicate using triblock copolymer templating. Chem Mater. 2004; 16(21): 4181-4186.
 Hosseinpour V, Kazemeini M, Mohammadrezaee A. Optimisation of Ru-promoted Ir-catalysed methanol carbonylation utilising response surface methodology. Appl Catal A. 2011; 394(1): 166-175.
 Anderson-Cook CM, Borror CM, Montgomery DC. Response surface design evaluation and comparison. J Stat Plan Infer. 2009; 139(2): 629-641.
 Jian M, Zhu L, Wang J, Zhang J, Li G, Hu C. Sodium metavanadate catalyzed direct hydroxylation of benzene to phenol with hydrogen peroxide in acetonitrile medium. J Mol Catal A. 2006; 253(1): 1-7.