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Dinitrotoluene Synthesis Using Solid State Catalysts - MoO3/SiO2 and H3PO4/MoO3/SiO2

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Dinitrotoluene (DNT) has a lot of applications. It is mainly used in the production of polyurethane forms. Other uses include the explosives industry. It is converted to trinitrotoluene (TNT), or used as an additive in propellants. The main aim of these researches was to obtain DNT in one stage process with solid acid catalyst and nitric acid. The solid catalysts were composed of transition metal oxide (MoO3) and silica gel. One of them was modifed by phosphoric acid (H3PO4/MoO3/SiO2). The addition of phosphoric acid to these catalysts enhances catalytic properties and gives new structures on the surface – mixture of MoO3 and 12-molybdophosphoric acid. The activity of two catalysts in toluene nitration was compared. Higher yields of DNT were obtained in shorter time and with lower excess of HNO3 using modifed catalyst H3PO4/MoO3/SiO2 than using catalyst MoO3/SiO2. The very high yield of DNT (85%) was obtained in the reaction with only tenfold excess of nitric acid with 10 g of H3PO4/MoO3/SiO2. The way of regeneration of the catalyst system H3PO4/MoO3/SiO2 was found and time of storing was examined.
Rocznik
Strony
301--311
Opis fizyczny
Bibliogr. 14 poz.
Twórcy
autor
  • Warsaw University of Technology, Faculty of Chemistry, Division of High Energetic Materials, Noakowskiego 3, 00-664 Warsaw, Poland, jadamiak@ch.pw.edu.pl
Bibliografia
  • [1] Olah G.A., Malhotra R., Narang S.C., Nitration Methods and Mechanism, VCH, New York 1989.
  • [2] Wilson K., Clark J.H., Solid Acidsand Their Use as Environmentally Friendly Catalysts in Organic Synthesis, Pure Appl. Chem., 2000, 72, 1313-1319.
  • [3] Kantam M.L., Choudary B.M., Kumar N.S., Ramprasad K.V., Beta Zeolite: an Efficient and Eco-Friendly Catalyst for the Nitration of O-Xylene with High Regio-Selectivity in Liquid Phase, J. Mol. Catal. A: Chem., 2005, 229, 67-70.
  • [4] Kuba M.G., Prins R., Pirngruber G.D., Gas-Phase Nitration of Toluene with Zeolite Beta, Appl. Catal. A, 2007, 333, 78-89.
  • [5] Yin W., Shi M., Nitration of Phenolic Compounds by Metal-modified Montmorillonite KSF, Tetrahedron, 2005, 61, 10861-10867.
  • [6] Kwok T.J., Jayasuriya K., Application of H-ZSM-5 Zeolite for Regioselective Mononitration of Toluene, J. Org. Chem., 1994, 59, 4939-4942.
  • [7] Esakkidurai T., Kumarraja M., Pitchumani K., Regioselective Nitration of Aromatic Substrates in Zeolite Cages, Proc. Indian Acad. Sci. (Chem. Sci.), 2003, 115, 113-121.
  • [8] Skupiński W., Malesa M., An Infrared Study on the MoO3/SiO2 Catalytic System Employed in Toluene Nitration, Appl. Catal. A:, 2002, 236, 223-234.
  • [9] Miłczak T., Jacniacki J., Zawadzki J., Malesa M., Skupiński W., Nitration of Aromatic Compounds on Solid Catalysts, Synth. Commun., 2001, 31, 173-187.
  • [10] Rocchiccioli-Deltcheff C., Aouissi A., Bettahar M.M., Launay S., Fournier M., Catalysis by 12-Molybdophosphates, J. Catal., 1996, 164, 16-27.
  • [11] Jeziorowski H., Knözinger H., Raman and Ultraviolet Spectroscopic Characterization of Molybdena on Alumina Catalysts, J. Phys. Chem., 1979, 83, 1166-1173.
  • [12] Mizushima T., Fukushima K., Tran Mai Huong, H. Ohkita, N. Kakuta, Synthesis of β-MoO3 by Simple Evaporation of Molybdic Acid Solution Containing Nitric Acid, Chem. Lett., 2005, 34, 986-987.
  • [13] McCarron III E.M., β-MoO3: a Metastable Analogue of WO3, J. Chem. Soc., Chem. Commun., 1986, 336-338.
  • [14] Samantaray S.K., Parida K., Effect of Phosphate Ion on The Textural and Catalytic Activity of Titania-Silica Mixed Oxide, Appl. Catal. A, 2001, 220, 9-20.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BAT6-0014-0009
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