Citation: Xin NING, Ming-jie LIAO, Yan-chao LIU, Jia-jun ZHENG, Wen-lin LI, Rui-feng LI. Investigation of the interactions for the 1-hexene oligomerization and the catalytic cracking reactions[J]. Journal of Fuel Chemistry and Technology, ;2022, 50(2): 237-242. doi: 10.1016/S1872-5813(21)60143-3 shu

Investigation of the interactions for the 1-hexene oligomerization and the catalytic cracking reactions

  • Corresponding author: Wen-lin LI, liwenlin@tyut.edu.cn
  • Received Date: 7 May 2021
    Revised Date: 26 July 2021

Figures(8)

  • Using 1,3,5-triisopropylbenzene (1,3,5-TIPB) and n-octane as the catalytic cracking feedstocks and 1-hexene as the oligomerization feedstock, the coupling mechanism of catalytic cracking reaction and olefin oligomerization reaction over the synthesized hierarchical ZSM-5 zeolite catalyst was evaluated. The results of catalytic cracking reaction of model compounds showed that the catalytic cracking performance of molecules with different sizes was inhibited on the synthesized hierarchical ZSM-5 zeolite. The cracking activity of 1,3,5-TIPB decreased, and the initial activity of n-octane reduced from 70% to 20%. However, enhanced 1-hexene oligomerization activity was observed over the hierarchical ZSM-5 zeolite, with dimer as the main product. The reduction of the strong acid sites in the zeolite can inhibit the catalytic cracking reaction and promote the oligomerization of C6 olefin into dimer and trimer (ideal components of jet fuel). Therefore, the designing of the catalyst from the perspective of inhibiting the activity of catalytic cracking can effectively improve the oligomerization performance of the catalyst.
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    1. [1]

      KRIVáN E, VALKAI I, HANCSÓK J. Investigation of production of motor fuel components on heterogeneous catalyst with oligomerization[J]. Top Catal,2013,56(9/10):831−838.  doi: 10.1007/s11244-013-0041-2

    2. [2]

      BELLUSSI G, MIZIA F, CALEMMA V, POLLESEL P, MILLINI R. Oligomerization of olefins from light cracking naphtha over zeolite-based catalyst for the production of high quality diesel fuel[J]. Microporous Mesoporous Mater,2012,164:127−134.  doi: 10.1016/j.micromeso.2012.07.020

    3. [3]

      DE KLERK A. Distillate production by oligomerization of fischer-tropsch olefins over solid phosphoric acid[J]. Energy Fuels,2006,20(2):439−445.  doi: 10.1021/ef0503459

    4. [4]

      IPATIEFF V N, PINES H. Propylene polymerization: Under high pressure and temperature with and without phosphoric acid[J]. Ind Eng Chem Res,1936,28(6):684−686.  doi: 10.1021/ie50318a018

    5. [5]

      NICHOLAS C P. Applications of light olefin oligomerization to the production of fuels and chemicals[J]. Appl Catal A: Gen,2017,543:82−97.  doi: 10.1016/j.apcata.2017.06.011

    6. [6]

      MONAMA W, MOHIUDDIN E, THANGARAJ B, MDLELENI M M, KEY D. Oligomerization of lower olefins to fuel range hydrocarbons over texturally enhanced ZSM-5 catalyst[J]. Catal Today,2020,342:167−177.  doi: 10.1016/j.cattod.2019.02.061

    7. [7]

      RODRÍGUEZ R, ESPADA J J, COTO B. Structural characterization of fuels obtained by olefin oligomerization[J]. Energy Fuels,2010,24(1):464−468.  doi: 10.1021/ef900802y

    8. [8]

      ZI Zhong-yue, LI Jian-qing, LIU Guang-bo, WU Jin-hu. Study on performance of Ni-HZSM-5 molecular sieve in catalyzing oligomerization of different olefins feedstocks[J]. Mod Chem Ind,2020,40(9):66−69.

    9. [9]

      YIN A, WEN C, GUO X, DAI W-L, FAN K. Influence of Ni species on the structural evolution of Cu/SiO2 catalyst for the chemoselective hydrogenation of dimethyl oxalate[J]. J Catal,2011,280(1):77−88.  doi: 10.1016/j.jcat.2011.03.006

    10. [10]

      DE KLERK A, LECKEL D O, PRINSLOO N M. Butene oligomerization by phosphoric acid catalysis: Separating the effects of temperature and catalyst hydration on product selectivity[J]. Ind Eng Chem Res,2006,45(18):6127−6136.  doi: 10.1021/ie060207m

    11. [11]

      MARTíNEZ A, ARRIBAS M A, CONCEPCIÓN P, MOUSSA S. New bifunctional Ni-H-Beta catalysts for the heterogeneous oligomerization of ethylene[J]. Appl Catal A: Gen,2013,467:509−518.  doi: 10.1016/j.apcata.2013.08.021

    12. [12]

      KULKARNI A, KUMAR A, GOLDMAN A S, CELIK F E. Selectivity for dimers in pentene oligomerization over acid zeolites[J]. Catal Commun,2016,75:98−102.  doi: 10.1016/j.catcom.2015.11.012

    13. [13]

      ZHANG Su-hong, ZHANG Bian-ling, GAO Zhi-xia, HAN Yi-zhuo. Effect of zeolite crystal size on the catalytic performance of HZSM-5 in the reaction of methanol to light olefins[J]. J Fuel Chem Technol,2010,38(4):483−489.  doi: 10.3969/j.issn.0253-2409.2010.04.018

    14. [14]

      KWON M H, YOON J S, LEE M, HWANG D W, KIM Y, PARK M B, CHAE H J. One-pot cascade ethylene oligomerization using Ni/Siral-30 and H-ZSM-5 catalysts[J]. Appl Catal A: Gen,2019,572:226−231.  doi: 10.1016/j.apcata.2018.12.005

    15. [15]

      DíAZ M, EPELDE E, TABERNILLA Z, ATEKA A, AGUAYO A T, BILBAO J. Operating conditions to maximize clean liquid fuels yield by oligomerization of 1-butene on HZSM-5 zeolite catalysts[J]. Energy,2020,207:118317.  doi: 10.1016/j.energy.2020.118317

    16. [16]

      MURAZA O. Maximizing diesel production through oligomerization: A landmark opportunity for zeolite research[J]. Ind Eng Chem Res,2015,54(3):781−789.  doi: 10.1021/ie5041226

    17. [17]

      MARTINEZ C, DOSKOCIL E J, CORMA A. Improved THETA-1 for light olefins oligomerization to diesel: Influence of textural and acidic properties[J]. Top Catal,2014,57(6/9):668−682.  doi: 10.1007/s11244-013-0224-x

    18. [18]

      LI Chao, WANG Hui, ZHU Shan-shan, LIU Guang-bo, WU Jin-hu. Research on butene oligomerization reaction over the hemicellulose modified HZSM-5[J]. J Fuel Chem Technol,2017,45(9):1088−1094.  doi: 10.3969/j.issn.0253-2409.2017.09.009

    19. [19]

      ZI Zhong-yue, LI Bing-shuang, GE Yuan-zheng, LIU Guang-bo, LI Jian-qing, WU Jin-hu. Research on propene oligomerization reaction over the Fenton's reagent modified ZSM-5[J]. J Fuel Chem Technol,2020,48(8):986−992.  doi: 10.3969/j.issn.0253-2409.2020.08.011

    20. [20]

      KWON M-H, CHAE H-J, PARK M B. Oligomerization of 1-hexene over designed SBA-15 acid catalysts[J]. J Ind Eng Chem,2018,65:397−405.  doi: 10.1016/j.jiec.2018.05.012

    21. [21]

      NI Y, SUN A, WU X, HAI G, HU J, LI T, LI G. The preparation of nano-sized H[Zn, Al]ZSM-5 zeolite and its application in the aromatization of methanol[J]. Microporous Mesoporous Mater,2011,143(2/3):435−442.  doi: 10.1016/j.micromeso.2011.03.029

    22. [22]

      JUNG J S, KIM T J, SEO G. Catalytic cracking of n-octane over zeolites with different pore structures and acidities[J]. Korean J Chem Eng,2004,21(4):777−781.  doi: 10.1007/BF02705520

    23. [23]

      CORMA A, ORCHILLÉSB A V. Current views on the mechanism of catalytic cracking[J]. Microporous Mesoporous Mater,2000,35−36:21−30.  doi: 10.1016/S1387-1811(99)00205-X

    24. [24]

      DE KLERK A. Oligomerization of 1-hexene and 1-octene over solid acid catalysts[J]. Ind Eng Chem Res,2005,44(11):3887−3893.  doi: 10.1021/ie0487843

    25. [25]

      DÍAZ-REY M R, PARIS C, MARTÍNEZ-FRANCO R, MOLINER M, MARTÍNEZ C, CORMA A. Efficient oligomerization of pentene into liquid fuels on nanocrystalline beta zeolites[J]. ACS Catal,2017,7(9):6170−6178.  doi: 10.1021/acscatal.7b00817

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