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Copolymerization of ethylene with 10-undecen-1-ol using highly active vanadium(III) precatalysts bearing bis(imino)pyrrolyl ligands

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Abstract

The copolymerizations of ethylene with 10-undecen-1-ol have been investigated using vanadium precatalysts, bis(imino)pyrrolyl vanadium(III) complexes 1–3, 2,5-C4H2N(CH=NR)2VCl2(THF)2 [R = C6H5 (1), 2,6-iPr2C6H3 (2), C6F5 (3)], and the iminopyrrolyl and β-diketiminate ones for comparison. The polar monomer was pretreated by diethylaluminium chloride (present also as the cocatalyst) before the copolymerization. The monomer reactivity ratios were evaluated using the Fineman-Ross method. The ligand structure considerably influenced the catalytic activity and tolerance towards the polar monomer, the polar monomer incorporation and the molecular weights of the resultant copolymers. The bis(imino)pyrrolyl vanadium complexes exhibited promising catalytic performance for the copolymerization, and a high catalytic activity up to 3.84 kg/mmolv·h with a high comonomer incorporation of 14.0 mol% was achieved by complex 3 under mild conditions.

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References

  1. Dong, J.Y. and Hu, Y., Coord. Chem. Rev., 2006, 250(1–2): 47

    Article  CAS  Google Scholar 

  2. Boaen, N.K. and Hillmyer, M.A., Chem. Soc. Rev., 2005, 34(3): 267

    Article  CAS  Google Scholar 

  3. Nakamura, A., Ito, S. and Nozaki, K., Chem. Rev., 2009, 109(11): 5215

    Article  CAS  Google Scholar 

  4. Mecking, S., Johnson, L.K., Wang, L. and Brookhart, M., J. Am. Chem. Soc., 1998, 120(5): 888

    Article  CAS  Google Scholar 

  5. Tian, G.L., Boone, H.W. and Novak, B.M., Macromolecules, 2001, 34(22): 7656

    Article  CAS  Google Scholar 

  6. Popeney, C.S. and Guan, Z.B., J. Am. Chem. Soc., 2009, 131(34): 12384

    Article  CAS  Google Scholar 

  7. Li, X.F., Li, Y.G., Li, Y.S., Cheng, Y.X. and Hu, N.H., Organometallics, 2005, 24(10): 2502

    Article  CAS  Google Scholar 

  8. Diamanti, S.J., Khanna, V., Hotta, A., Yamakawa, D., Shimizu, F., Kramer, E.J., Fredrickson, G.H. and Bazan, G.C., J. Am. Chem. Soc., 2004, 126(34): 10528

    Article  CAS  Google Scholar 

  9. Terao, H., Ishii, S., Mitani, M., Tanaka, H. and Fujita, T., J. Am. Chem. Soc., 2008, 130(52): 17636

    Article  CAS  Google Scholar 

  10. Aaltonen, P., Fink, G., Lofgren, B. and Seppala, J., Macromolecules, 1996, 29(16): 5255

    Article  CAS  Google Scholar 

  11. Xu, B.C., Hu, T., Wu, J.Q., Hu, N.H. and Li, Y.S., Dalton. Trans., 2009, 41: 8854

    Article  CAS  Google Scholar 

  12. Liu, J.Y. and Nomura, K., Macromolecules, 2008, 41(4): 1070

    Article  CAS  Google Scholar 

  13. Li, Y.G., Hong M., Zhang G. B. and Li Y.S., Chinese J. Polym. Sci., 2013, 31(4): 574

    Article  CAS  Google Scholar 

  14. Linden, A., Schaverien, C.J., Meijboom, N., Ganter, C. and Guy Orpen, A., J. Am. Chem. Soc., 1995, 117(11): 3008

    Article  Google Scholar 

  15. Sernetz, F.G. and Mülhaupt, R., Macromolecules, 1997, 30(6): 1562–1569

    Article  CAS  Google Scholar 

  16. Xu, T., Mu, Y., Gao, W., Ni, J., Ye, L. and Tao Y., J. Am. Chem. Soc., 2007, 129(8): 2236

    Article  CAS  Google Scholar 

  17. Tang X., Sun W.H., Gao, T., Hou, J., Chen, J. and Chen, W., J. Organomet. Chem., 2005, 690: 1570

    Article  CAS  Google Scholar 

  18. Nomura, K., Sagara, A. and Imanishi, Y., Macromolecules, 2002, 35(5): 1583

    Article  CAS  Google Scholar 

  19. Lorber, C., Wolff, F., Choukroun, R. and Vendier L., Eur. J. Inorg. Chem., 2005, 2005(14): 2850

    Article  CAS  Google Scholar 

  20. Reardon, D., Guan, J., Gambarotta, S. and Yap, G.P.A. Organometallics., 2002, 21(21): 4390

    Article  CAS  Google Scholar 

  21. Homden, D.M., Redshaw, C. and Hughes, D.L., Inorg. Chem., 2007, 46(25): 10827

    Article  CAS  Google Scholar 

  22. Zhang, W., Yamada, J. and Nomura K., Organometallics., 2008, 27(20): 5353

    Article  CAS  Google Scholar 

  23. Chuchuryukin, A.V., Huang, R., Faassen, E.E., Klink, G.P.M., Lutz, M., Chadwick, J.C., Spek, A.L. and Koten, G., Dalton. Trans., 2011, 40, 8887

    Google Scholar 

  24. Wang, W., Yamada, J., Fujiki, M. and Nomura K., Catal. Commun., 2003, 4(4): 159

    Article  CAS  Google Scholar 

  25. Mu, J.S., Liu, J.Y., Liu, S.R. and Li, Y.S., Polymer., 2009, 50: 5059

    Article  CAS  Google Scholar 

  26. Zhang, S.W., Li Y.G., Lu L.P. and Li Y.S., Chinese J. Polym. Sci., 2013, 31(6): 885

    Article  CAS  Google Scholar 

  27. Mu, J.S., Wang, Y.X., Li, B.X. and Li, Y.S., Dalton. Trans., 2011, 40:3490

    Article  CAS  Google Scholar 

  28. Mu, J.S., Shi X.C. and Li, Y.S., J. Polym. Sci. Part A: Polym. Chem., 2011, 49(12): 2700

    Article  CAS  Google Scholar 

  29. Tang, L.M., Wu, J.Q., Duan, Y.Q., Pan Li., Li, Y.G. and Li, Y.S., J. Polym. Sci. Part A: Polym. Chem., 2008, 46(6): 2038

    Article  CAS  Google Scholar 

  30. Kaneyoshi, H., Inoue, Y. and Matyjaszewski, K., Macromolecules, 2005, 38(13): 5425

    Article  CAS  Google Scholar 

  31. Imuta, J. and Kashiwa, N., J. Am. Chem. Soc., 2002, 124(7): 1176

    Article  CAS  Google Scholar 

  32. Imuta, J., Toda, Y. and Kashiwa, N., Chem. Lett., 2001, 30: 710

    Article  Google Scholar 

  33. Finemann, M. and Ross, S., J. Polym. Sci. Part A., 1964, 2: 1687

    Google Scholar 

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Authors and Affiliations

  1. State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China

    Ling-pan Lu & Yue-sheng Li  (李悦生)

  2. Changchun Branch, University of the Chinese Academy of Sciences, Changchun, 130022, China

    Ling-pan Lu

  3. The school of Materials Science and Chemical Engineering, Ningbo University, Ningbo, 315221, China

    Jing-shan Mu

Authors
  1. Ling-pan Lu
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  2. Jing-shan Mu
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  3. Yue-sheng Li  (李悦生)
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Corresponding author

Correspondence to Yue-sheng Li  (李悦生).

Additional information

This work was financially supported the National Natural Science Foundation of China (No. 51073158).

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Lu, Lp., Mu, Js. & Li, Ys. Copolymerization of ethylene with 10-undecen-1-ol using highly active vanadium(III) precatalysts bearing bis(imino)pyrrolyl ligands. Chin J Polym Sci 32, 603–608 (2014). https://doi.org/10.1007/s10118-014-1436-7

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  • DOI: https://doi.org/10.1007/s10118-014-1436-7

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