Chemical Research in Chinese Universities

, Volume 34, Issue 6, pp 945–951 | Cite as

Nickel Complexes Based on Salicylaldehyde-imine Ligands: Synthesis, Characterization and Catalytic Oligomerization of Ethylene

  • Liduo Chen
  • Hongliang Huo
  • Libo Wang
  • Lili Ma
  • Yan Jiang
  • Junyi Xie
  • Jun WangEmail author


A series of nickel complexes {NOONR}Ni(A: R=Me; B: R=t-Bu; C: R=OMe) based on salicylalde-hyde-imine ligands was synthesized through Schiff base condensation and metal complexation reaction. Upon activa-tion with methylaluminoxane(MAO), nickel complexes AC all exhibited good catalytic activity([turnover fre-quency=5.2×105―16.3×105 g/(mol Ni h)] and oligomer selectivity(above 85%, mass fraction) in ethylene oligomerization. In addition, C8―C12 olefins occupied an important proportion in the products of oligomers. Under the conditions of 4.0 MPa, 25 °C and Al/Ni molar ratio of 275, the catalytic selectivity of A/MAO system toward C8―C12 was about 30.1%(mass fraction), and the content of C8―C12 α-olefins was consistently above 70%. Furthermore, besides the ligand environment, the catalytic properties of AC were substantially affected by experimental parameters, such as the reaction pressure, reaction temperature and Al/Ni ratio.


Salicylaldehyde-imine ligand Nickel complex Ethylene oligomerization C8―C12 Olefin 


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  1. [1]
    Keim W., Angew. Chem. Int. Ed., 2013, 54(48), 12492Google Scholar
  2. [2]
    Finiels A., Fajula F., Hulea V., Catal. Sci. Technol., 2014, 4(8), 2412Google Scholar
  3. [3]
    Saad M. A., Tansir A., Ali A., Norah A., Adv. Polym. Tech., 2015, 35(1), 21518Google Scholar
  4. [4]
    Wang C. M., Friedrich S., Younkin T. R., Li R. T., Grubbs R. H., Bansleben D. A., Day M. W., Friedrich S., Organometallics, 1998, 17(15), 3149Google Scholar
  5. [5]
    Cheng M., Yang M., Qu J. Y., Liu B. Y., Liu P. G., Polym. Mater. Sci. Eng., 2012, 28(1), 155Google Scholar
  6. [6]
    Malgas R., Mapolie S. F., Ojwach S. O., Smithd G. S., Darkwac J., Catal. Commun., 2008, 9(7), 1612Google Scholar
  7. [7]
    Wang J., Zhang N., Li C.Q., Shi W. G., Wang S. H., J. Organomet. Chem., 2016, 822, 104Google Scholar
  8. [8]
    Liu B., Preparation and Performance of Catalysts Supported by MOFs for Ethylene Oligomerization/Polymerization, Zhejiang Uni-versity, Hangzhou, 2016Google Scholar
  9. [9]
    Overett M. J., Blann K., Bollman A., Dixon J. T., Hess F., Killian E., Maumela H., Morgan D. H., Morgan D. H., Neveling A., Otto S., Chem. Commun., 2005, 37(5), 622Google Scholar
  10. [10]
    Wang J., Huo H. L., Li C. Q., Ma L. L., Shi W. G., Chen S., Chem. J. Chinese Universities, 2015, 36(9), 1813Google Scholar
  11. [11]
    Wang J., Chen S., Li C. Q., Yang G., Chem. Eng. Prog., 2012, 31(2), 322Google Scholar
  12. [12]
    Wang J., Yang G., Li C. Q., Shi W. G., Wang S. H., Chem. Pap., 2014, 68(11), 1532Google Scholar
  13. [13]
    Wang J., Zhang P., Chen S., Li C. Q., Li H. Y., Yang G., J. Macromol. Sci. A, 2013, 50(2), 163Google Scholar
  14. [14]
    Li C. Q., Wang F. F., Lin Z. Y., Zhang N., Wang J., Inorg. Chim. Acta, 2016, 453, 430Google Scholar
  15. [15]
    Cheng Z. Z., Zhang W. X., Gong K., Cong Y., Chen H. X., Li W. B., Chinese J. Mater. Res., 2015, 29(6), 453Google Scholar
  16. [16]
    Meng X. J., Zhang L., Chen Y. H., Jiang T., Reac. Kinet. Mech. Cat., 2016, 119(2), 481Google Scholar
  17. [17]
    Ulbrich A. H. D. P. S., Campedelli R. R., Milani J. L. S., Santos J. H. Z. D., Casagrande O. D. L., Appl. Catal. Gen., 2013, 453, 280Google Scholar
  18. [18]
    Wang T., Dong B., Chen Y. H., Mao G. L., Jiang T., J. Organomet. Chem., 2015, 798(2), 388Google Scholar
  19. [19]
    Theodor A., Coordin. Chem. Rev., 2011, 255(7), 861Google Scholar
  20. [20]
    Netalkar S. P., Netalkar P. P., Sathisha M. P., Budagumpi S., Revan-kar V. K., Catal. Lett., 2014, 144(1), 181Google Scholar
  21. [21]
    Wang S. L., Sun W. H., Redshaw C., J. Organomet. Chem., 2014, 751, 717Google Scholar
  22. [22]
    Pinheiro A. C., Roisnel T., Kirillov E., Carpentier J. F., Casagrande O. L., Dalton Trans., 2015, 44(36), 16073Google Scholar
  23. [23]
    Zhang B. J., Studies on Ethylene Oligomerization with Novel Cata-lysts, Hebei University of Technology, Tianjin, 2007Google Scholar
  24. [24]
    Sun W. H., Song S. J., Li B. X., Redshaw C., Hao X., Li Y. S., Wang F. S., Dalton Trans., 2012, 41(39), 11999Google Scholar
  25. [25]
    Smith G., Chen R., Mapolie S., J. Organomet. Chem., 2003, 673(1), 111Google Scholar
  26. [26]
    Britovsek G. J. P., Mastroianni S., Gibson V. C., Chem. Eur. J., 2000, 6(12), 2221Google Scholar
  27. [27]
    Ye J., Mediating the Micro-chemical Environment of the Active Species in Iron Catalysts and Its Application in Ethylene Oligomeriza-tion, Zhejiang University, Hangzhou, 2015Google Scholar
  28. [28]
    Xiao L. W., Gao R., Zhang M., Li Y., Cao X. P., Sun W. H., Organo-metallics, 2009, 28(7), 2225Google Scholar
  29. [29]
    Jones D. J., Gibson V. C., Green S. M., Maddox P. J., White A. J. P., Williams D. J., J. Am. Chem. Soc., 2005, 127(31), 11037Google Scholar
  30. [30]
    Bergamo A. L., Da Cas H. K., Rambo R. S., Schwalm C. S., Casagrande A. C. A., Stieler R., Casagrande O. L., Catal. Comm., 2016, 86, 77Google Scholar
  31. [31]
    Zhang J. L., Qiu P. Y., Liu Z., Liu B. P., Batrice R. J., Botoshansky M., Eisen M. S., ACS Catal., 2015, 5(6), 3562Google Scholar
  32. [32]
    Ahamad T., Alshehri S. M., Polym. Int., 2014, 63(11), 1965Google Scholar

Copyright information

© Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Liduo Chen
    • 1
  • Hongliang Huo
    • 2
  • Libo Wang
    • 2
  • Lili Ma
    • 2
  • Yan Jiang
    • 2
  • Junyi Xie
    • 1
  • Jun Wang
    • 1
    Email author
  1. 1.Provincial Key Laboratory of Oil and Gas Chemical Technology, College of Chemistry and Chemical EngineeringNortheast Petroleum UniversityDaqingP. R. China
  2. 2.Daqing Chemical Research Center of Petrochina Petrochemical Research InstituteDaqingP. R. China

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