Volume 35 Issue 2
Jun.  2021
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LI Bo, ZHU Xiaolei, SUN Cong, GU Wei, HAN Lulu, DI Meng, MAO Yongjun, WANG Han. Study on synthesis of m-dinitrobenzene based on continuous flow reaction[J]. Journal of Shanghai University of Engineering Science, 2021, 35(2): 123-128.
Citation: LI Bo, ZHU Xiaolei, SUN Cong, GU Wei, HAN Lulu, DI Meng, MAO Yongjun, WANG Han. Study on synthesis of m-dinitrobenzene based on continuous flow reaction[J]. Journal of Shanghai University of Engineering Science, 2021, 35(2): 123-128.

Study on synthesis of m-dinitrobenzene based on continuous flow reaction

  • Received Date: 2021-03-06
  • Publish Date: 2021-06-30
  • The process of nitrobenzene nitration was explored by using microchannel reactor. By adjusting concentration of sulfuric acid, molar ratio of nitric acid to sulfuric acid, molar ratio of nitric acid to nitrobenzene, reaction temperature and residence time, the optimal reaction conditions were obtained as follows: the concentration of sulfuric acid was 92%, molar ratio of nitric acid to sulfuric acid was 1∶5.3, molar ratio of nitrobenzene to nitric acid was 1∶1.15, reaction temperature was 85 ℃, and residence time was 70 s. The experimental result shows that average conversion of nitrobenzene is 99.2%, average yield of m-dinitrobenzene is 85.5%, average yield of p-dinitrobenzene is 3.5%, and average yield of o-dinitrobenzene is 10.2%. When nitrobenzene is nitrated in micro reactor, the waste acid can be recycled by adding concentrated sulfuric acid and fuming nitric acid, which will make it more green, safe and environmentally friendly.
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  • [1]
    AITKEN K M, AITKEN R A. ChemInform abstract: Nitroarenes[J] . Science of Synthesis,2009,40(27):1183.
    [2]
    BEDEKOVIC D, POOL J L, WILLIAMS B J, et al. Process for the manufacture of fluoran: US19910769741[P]. 1991-09-30.
    [3]
    HENSHALL J B, WALSH S, WHITWORTH J, et al. Production of 3- and 4-(disubstituted amino) phenols without continuous monitoring of Ph: EP831081[P]. 1997-09-11.
    [4]
    HARUHISA H, HIROSHI M, SHIGERU S. Process for preparing N-Alkylaminophenols: EP0218350[P].1986-08-26.
    [5]
    SMITH K, GIBBINS T, MILLAR R W, et al. A novel method for the nitration of deactivated aromatic compounds[J] . Journal of Chemical Society,2000,16:2753 − 2758.
    [6]
    MELHUISH M W, MOODIE R B. Electrophilic aromatic substitution. Part 35. Chlorination of 1,3-dinitrobenzene, 1-chloro-2,4-dinitrobenzene, and 2,4-dinitrotoluene with nitric acid and hydrogen chloride or chlorine in sulphuric acid or oleum[J] . Journal of Chemical Society,1989(6):667 − 673.
    [7]
    BROCKLEHURST C E, LEHMANN H, VECCHIA L L. Nitration chemistry in continuous flow using fuming nitric acid in a commercially available flow reactor[J] . Organic Process Research and Development,2011,15(6):1447 − 1453.
    [8]
    王士玉. 硝基苯连续硝化生产混二硝基苯工艺: CN 101343229A[P]. 2009-01-14.
    [9]
    RAHAMAN M, MANDAL B,GHOSH P. Nitration of nitrobenzene at high‐concentrations of sulfuric acid: Mass transfer and kinetic aspects[J] . AIChE Journal,2010,56(3):737 − 748.
    [10]
    YU Z Q, ZHOU P C, LIU J M, et al. Continuous-Flow process for selective mononitration of 1-methyl-4-(methylsulfonyl) benzene[J] . Organic Process Research and Development,2016,20(2):199 − 203. doi: 10.1021/acs.oprd.5b00374
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