Location via proxy:   [ UP ]  
[Report a bug]   [Manage cookies]                
Skip to main content

Advertisement

Springer Nature Link
Log in

Polymerization of 1,3-butadiene catalyzed by cobalt(II) and nickel(II) complexes bearing pyridine-2-imidate ligands

  • Papers
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

Cobalt and nickel complexes (1a-1d and 2a-2d, respectively) supported by 2-imidate-pyridine ligands were synthesized and used for 1,3-butadiene polymerization. The complexes were characterized by IR and element analysis, and complex 1a was further characterized by single-crystal X-ray diffraction. The solid state structure of complex 1a displayed a distorted tetrahedral geometry. Upon activation with ethylaluminum sesquichloride (EASC), all the complexes showed high activities toward 1,3-butadiene polymerization. The cobalt complexes produced polymers with high cis-1,4 contents and high molecular weights, while the nickel complexes displayed low cis-1,4 selectivity and the resulting polymers had low molecular weights. The catalytic activities of the complexes highly depended on the ligand structure. With the increment of polymerization temperature, the cis-1,4 content and the molecular weight of the resulting polymer decreased.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Explore related subjects

Discover the latest articles, news and stories from top researchers in related subjects.

References

  1. Thiele, S.K.H. and Wilson, D.R.J., Macromol. Sci. Polym. Rev., 2003, C43(4): 581

    Article  CAS  Google Scholar 

  2. Miyazawa, A., Kase, T. and Soga, K., Macromolecules, 2000, 33(8): 2796

    Article  CAS  Google Scholar 

  3. Tobisch, S., Macromolecules, 2003, 36(16): 6235

    Article  CAS  Google Scholar 

  4. Appukuttan, V., Zhang, L., Ha, J.Y., Chandran, D., Bahuleyan, B. K., Ha, C.S. and Kim, I., J. Mol. Catal. A: Chem., 2010, 325(1–2): 84

    Article  CAS  Google Scholar 

  5. Nath, D.C.D., Shiono, T. and Ikeda, T., Macromol. Chem. Phys., 2002, 203(4): 756

    Article  CAS  Google Scholar 

  6. Jie, S., Ai, P. and Li, B., Dalton Trans., 2011, 40(41): 10975

    Article  CAS  Google Scholar 

  7. Chandran, D., Kwak, C.H., Ha, C.S. and Kim, I., Catal. Today, 2008, 131(1–4): 505

    Article  CAS  Google Scholar 

  8. Gao, B., Luo, X., Gao, W., Huang, L., Gao, S., Liu, X., Wu, Q. and Mu, Y., Dalton Trans., 2012, 41(9): 2755

    Article  CAS  Google Scholar 

  9. Nishii, K., Kang, X., Nishiura, M., Luo, Y. and Hou, Z., Dalton Trans., 2013, 42(25): 9030

    Article  CAS  Google Scholar 

  10. Zhang, J., Gao, W., Lang, X., Wu, Q., Zhang, L. and Mu, Y., Dalton Trans., 2012, 41(32): 9639

    Article  CAS  Google Scholar 

  11. Annunziata, L., Pragliola, S., Pappalardo, D., Tedesco, C. and Pellecchia, C., Macromolecules, 2011, 44(7): 1934

    Article  CAS  Google Scholar 

  12. Miyazawa, A., Kase, T., Hashimoto, K., Choi, J., Sakakura, T. and Jin, J., Macromolecules, 2004, 37(24): 8840

    Article  CAS  Google Scholar 

  13. Jiang, X., Wen, X., Sun, W.H. and He, A., J. Polym. Sci., Part A: Polym. Chem., 2014, 52(17): 2398

    Google Scholar 

  14. Liu, B., Liu, D., Li, S., Sun, G. and Cui, D., Chinese J. Polym. Sci., 2015, 34(1): 104

    Article  CAS  Google Scholar 

  15. Li, G., Ren, C., Dong, W., Jiang, L., Zhang, X. and Wang, F., Chinese J. Polym. Sci., 2010, 28(2): 157

    Article  CAS  Google Scholar 

  16. Wen, J., Zhang, X. and Dai, Q., Chinese J. Polym. Sci., 2015, 33(3): 475

    Article  CAS  Google Scholar 

  17. Liu, W., Pan, W., Wang, P., Li, W., Mu, J., Weng, G., Jia, X., Gong, D. and Huang, K.W., Inorg. Chim. Acta, 2015, 436(1): 132

    Article  CAS  Google Scholar 

  18. Gong, D., Wang, B., Jia, X. and Zhang, X., Dalton Trans., 2014, 43(10): 4169

    Article  CAS  Google Scholar 

  19. Gong, D., Jia, W., Chen, T. and Huang, K.W., Appl. Catal. A, 2013, 464–465(15): 35

    Article  Google Scholar 

  20. VanAmerongen, G.J., “Transition metal catalyst systems for polymerizing butadiene and isoprene”, American Chemical Society, 1966, Vol. 52, p. 136

    Google Scholar 

  21. Porri, L., Giarrusso, A. and Ricci, G., Prog. Polym. Sci., 1991, 16(2-3): 405

    Article  CAS  Google Scholar 

  22. Furukawa, J. Pure Appl. Chem., 1975, 42(4): 495

    Article  CAS  Google Scholar 

  23. Oehme, A., Gebauer, U., Gehrke, K. and Lechner, M.D., Die Angew. Makromol. Chem., 1996, 235(1): 121

    Article  CAS  Google Scholar 

  24. Ricci, G., Sommazzi, A., Masi, F., Ricci, M., Boglia, A. and Leone, G., Coord. Chem. Rev., 2010, 254(5-6): 661

    Article  CAS  Google Scholar 

  25. Ricci, G., Forni, A., Boglia, A. and Sonzogni, M., Organometallics, 2004, 23(15): 3727

    Article  CAS  Google Scholar 

  26. Ricci, G., Forni, A., Boglia, A., Motta, T., Zannoni, G., Canetti, M. and Bertini, F., Macromolecules, 2005, 38(4): 1064

    Article  CAS  Google Scholar 

  27. Jian, Z., Tang, S. and Cui, D., Chem. Eur. J., 2010, 16(47): 14007

    Article  CAS  Google Scholar 

  28. Gao, W. and Cui, D., J. Am. Chem. Soc., 2008, 130(14): 4984

    Article  CAS  Google Scholar 

  29. Colamarco, E., Milione, S., Cuomo, C. and Grassi, A., Macromol. Rapid Commun., 2004, 25(2): 450

    Article  CAS  Google Scholar 

  30. Cariou, R., Chirinos, J., Gibson, V. C., Jacobsen, G., Tomov, A.K. and Elsegood, M.R.J., Macromolecules, 2009, 42(5): 1443

    Article  CAS  Google Scholar 

  31. Gong, D., Wang, B., Bai, C., Bi, J., Wang, F., Dong, W., Zhang, X. and Jiang, L., Polymer, 2009, 50(26): 6259

    Article  CAS  Google Scholar 

  32. Wang, B., Gong, D., Bi, J., Dai, Q., Zhang, C., Hu, Y., Zhang, X. and Jiang, L., Appl. Organomet. Chem., 2013, 27(4): 245

    Article  Google Scholar 

  33. Gong, D., Jia, X., Wang, B., Zhang, X. and Jiang, L., J. Organomet. Chem., 2012, 702(1): 10

    Article  CAS  Google Scholar 

  34. Gong, D., Wang, B., Cai, H., Zhang, X. and Jiang, L., J. Organomet. Chem., 2011, 696(8): 1584

    Article  CAS  Google Scholar 

  35. Guo, J., Wang, B., Bi, J., Zhang, C., Zhang, H., Bai, C., Hu, Y. and Zhang, X., Polymer, 2015, 59(24): 124

    Article  CAS  Google Scholar 

  36. Guo, J., Liu, H., Bi, J., Zhang, C., Zhang, H., Bai, C., Hu, Y. and Zhang, X., Inorg. Chim. Acta, 2015, 435(24): 305

    Article  CAS  Google Scholar 

  37. Liu, H., Jia, X., Wang, F., Dai, Q., Wang, B., Bi, J., Zhang, C., Zhao, L., Bai, C., Hu, Y. and Zhang, X., Dalton Trans., 2013, 42(37): 13723

    Article  CAS  Google Scholar 

  38. Liu, H., Wang, F., Jia, X., Liu, L., Bi, J., Zhang, C., Zhao, L., Bai, C., Hu, Y. and Zhang, X., J. Mol. Catal. A: Chem., 2014, 391: 25

    Article  CAS  Google Scholar 

  39. Smit, T.M., Tomov, A.K., Gibson, V.C., White, A.J.P. and Williams, D.J., Inorg. Chem., 2004, 43(21): 6511

    Article  CAS  Google Scholar 

  40. Smit, T.M., Tomov, A.K., Britovsek, G.J.P., Gibson, V.C., White, A.J.P. and Williams, D., J. Catal. Sci. Technol., 2012, 2(3): 643

    Article  CAS  Google Scholar 

  41. Liu, H., Wang, F., Han, C., Zhang, H., Bai, C., Hu, Y. and Zhang, X., Inorg. Chim. Acta, 2015, 434(1): 135

    Article  CAS  Google Scholar 

  42. Sun, W., Tang, X., Gao, T., Wu, B., Zhang, W. and Ma, H., Organometallics, 2004, 23(21): 5037

    Article  CAS  Google Scholar 

  43. Nienkemper, K., Kotov, V.V., Kehr, G., Erker, G. and Fröhlich, R., Eur. J. Inorg. Chem., 2006, 2006(2): 366

    Article  Google Scholar 

  44. Ai, P., Chen, L., Guo, Y., Jie, S. and Li, B.G., J. Organomet. Chem., 2012, 705: 51

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Key Laboratory of Synthetic Rubber, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China

    Heng Liu, Feng Wang, Chen-xi Bai, Yan-ming Hu  (胡雁鸣) & Xue-quan Zhang  (张学全)

  2. Panjin Northern Asphalt Co., Ltd, Norinco Group, Panjin, 124000, China

    Shi-ze Yang

Authors
  1. Heng Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Shi-ze Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Feng Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Chen-xi Bai
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Yan-ming Hu  (胡雁鸣)
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Xue-quan Zhang  (张学全)
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Yan-ming Hu  (胡雁鸣) or Xue-quan Zhang  (张学全).

Additional information

This work was financially supported by the 973 Program (No. 2015CB654700 or 2015654702), the National Natural Science Foundation of China (Nos. 51473156 and 51203147).

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Liu, H., Yang, Sz., Wang, F. et al. Polymerization of 1,3-butadiene catalyzed by cobalt(II) and nickel(II) complexes bearing pyridine-2-imidate ligands. Chin J Polym Sci 34, 1060–1069 (2016). https://doi.org/10.1007/s10118-016-1825-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-016-1825-1

Keywords

Search

Navigation