Citation: HONG Zhong, LÜ Zaosheng, CHENG Guangbin. Effects of Modified HZSM-5 Zeolite Molecular Sieve on the Nitration of Toluene with Dinitrogen Pentoxide[J]. Chinese Journal of Applied Chemistry, ;2020, 37(6): 635-641. doi: 10.11944/j.issn.1000-0518.2020.06.190338 shu

Effects of Modified HZSM-5 Zeolite Molecular Sieve on the Nitration of Toluene with Dinitrogen Pentoxide

  • Corresponding author: LÜ Zaosheng, lzs1961@aliyun.com
  • Received Date: 16 December 2019
    Revised Date: 16 March 2020
    Accepted Date: 17 April 2020

Figures(6)

  • Nitrous pentoxide, a new type of green nitrating agent, can replace the traditional highly polluting mixed acid. However, the conversion of direct nitrification by N2O5 is low. In this paper, three methods were used to modify HZSM-5 zeolite molecular sieve. Then, the catalyst was used to nitrate toluene with N2O5, and pyridine Fourier-transform infrared (FT-IR) and X-ray diffraction (XRD) were used for characterization. Experimental results show that the yield of mononitrotoluene is significantly improved after the introduction of the catalyst. Among them, the modification effect of the impregnation method is superior to the ion exchange method. Compared to the unmodified (45.2%), the yield increases by 22.5%; After 5 different concentrations of NaOH modification, it is found that the best modification concentration is 0.2 mol/L, and the nitrification yield reaches 58.5%.
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    1. [1]

      LÜ Chunxu. Clean Nitrating Agent Dinitrogen Pentoxide and Its Application in Nitration[J]. Chinese J Energ Mater, 2010,18(6):611-617.  

    2. [2]

      Sivabalan, Gore, Talawar. Establishment of Process Technology for the Manufacture of Dinitrogen Pentoxide and Its Utility for the Synthesis of Most Powerful Explosive of Today-CL-20[J]. J Hazard Mater, 2005,124(1/3):153-164.  

    3. [3]

      QIAN Hua, YE Zhiwen, LÜ Chunxu. Nitration of Toluene with a Clean Nitrating Agent-Dinitrogen Pentoxide[J]. Chem World, 2006,47(12):717-719.  

    4. [4]

      HU Yantian, LÜ Zaosheng, SUN Yu. Preparation of HMX by Nitrolysis of DPT in N2O5/HNO3/Organic Solvent Mixed Systems[J]. Chinese J Explos Propellants, 2016,39(2):50-53, 58.  

    5. [5]

      Ma X, Li B, Lv C. An Efficient and Eco-friendly MoO3-SiO2 Solid Acid Catalyst for Electrophilic Aromatic Nitration with N2O5[J]. Catal Lett, 2011,141(12):1814-1820.  

    6. [6]

      Rownaghi A A, Rezaei F, Hedlund J. Uniform Mesoporous ZSM-5 Single Crystals Catalyst with High Resistance to Coke Formation for Methanol Deoxygenation[J]. Micropor Mesopor Mater, 2012,151:26-33.  

    7. [7]

      Kalbasi R J, Ghiaci M, Massah A R. Highly Selective Vapor Phase Nitration of Toluene to 4-Nitro Toluene Using Modified and Unmodified H3PO4/ZSM-5[J]. Appl Catal A, 2009,353(1):1-8.  

    8. [8]

      Hasegawa T, Krishnan C K, Ogura M. Promising Catalytic Performance and Shape-Selectivity of Nitrogen-Doped Siliceous MFI Zeolite for Base-Catalyzed Reactions[J]. Micropor Mesopor Mater, 2010,132(1/2):290-295.  

    9. [9]

      Kantam M L, Choudary B M, Kumar N S. Beta Zeolite:An Efficient and Eco-Friendly Catalyst for the Nitration of O-Xylene with High Regio-Selectivity in Liquid Phase[J]. J Mol Catal A Chem, 2005,229(1/2):67-70.

    10. [10]

      Adamiak J, Chmielarek M. Efficient and Selective Nitration of Xylenes over MoO3/SiO2 Supported Phosphoric Acid[J]. J Ind Eng Chem, 2015,27:175-181.  

    11. [11]

      CHEN Guoliang, ZHANG Hengxuan, JIA Yanming. Study on Methanol to Aromatics over Various Metal Ion-Containing ZSM-5[J]. Nat Gas Ind, 2017,42(6):16-20.  

    12. [12]

      WANG Bin, ZUO Min, ZHANG Ying. Acidity Characterization of Mg-ZSM-5 Zeolite by Solid-State Nuclear Magnetic Resonance Spectroscopy[J]. Petrochem Technol Appl, 2014,32(2):122-126.  

    13. [13]

      XU Lulu, ZHAO Zhenchao, ZHAO Rongrong. Effects of Magnesium Modification on the Catalytic Performances of HZSM-5 Zeolite for the Conversion of Ethene to Propene[J]. Acat Phys-Chim Sin, 2019,35(1):92-100.  

    14. [14]

      Zheng Y, Wang F, Yang X. Study on Aromatics Production via the Catalytic Pyrolysis Vapor Upgrading of Biomass Using Metal-loaded Modified H-ZSM-5[J]. J Anal Appl Pyrolysis, 2017S0165237017300839.  

    15. [15]

      LI Xiaohua, WANG Jiajun, FAN Yongsheng. Fe, Co and Cu Modified HZSM-5 Catalysts for Online Upgrading of Pyrolysis Vapors from Rape Straw[J]. Trans Chinese Soc Agric Mach, 2017,48(2):305-313.  

    16. [16]

      WANG Cui, ZHANG Ruizhen, XING Pu. Effect of Alkali Treatment and Zn Modification on Catalytic Performance of HZSM-5 for LPG Aromatization[J]. Nat Gas Ind, 2015,40(6):13-17.  

    17. [17]

      Devendorf T E, Stacy J R. Pilot-Plant-Scale Continuous Manufacturing of Solid Dinitrogen Pentoxide[J]. Acs Symposium, 1996,623:68-77.  

    18. [18]

      HE Zhiyong, LUO Jun, LÜ Chunxu. Progress of Preparation Methods and Application of Clean Nitrating Agent of Dinitrogen Pentoxide[J]. Chinese J Explos Propellants, 2010,33(1):1-5.  

    19. [19]

      Ravindra Reddy C, Bhat Y S, Nagendrappa G. Bronsted and Lewis Acidity of Modified Montmorillonite Clay Catalysts Determined by FT-IR Spectroscopy[J]. Catal Today, 2009,141(1/2):157-160.  

    20. [20]

      Kuhn S J, Olah G A. Aromatic Substitution.Ⅶ.1 Friedel-Crafts Type Nitration of Aromatics2[J]. AIAA J, 1961,83(22):4564-4571.  

    21. [21]

      QIAN Hua. Application of Nitrous Oxide Pentoxide in Nitrification Reaction[D]. Jiangsu: Nanjing University Science Technology, 2008(in Chinese). 

    22. [22]

      TANG Yuejiao. Nitrification Capacity Research of N2O5/Organic Solvent Systems[D]. Hubei: Wuhan University Science Technology, 2017(in Chinese). 

    23. [23]

      HONG Zhong, LÜ Zaosheng. Nitrification Mechanism of N2O5/Organic Solvent System[J]. Chem Bioeng, 2018,35(11):47-49, 54.  

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