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Functionalized Polyphosphoester via Living Ring-opening Polymerization and Photochemical Thiol-ene Click Reaction

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Abstract

Poly(ethylene phosphonate) was synthesized via the living ring-opening polymerization of cyclic phosphonate monomer catalyzed by organocatalyst. The pendant vinyl functionalities were employed to perform the photochemical click reactions with thiols. We demonstrated that both small thiol molecules and macromolecular thiols could be efficiently coupled into the PPE side chains, enabling the rapid and efficient functionalization of polyphosphoesters( PPE).

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References

  1. Price D., Pyrah K., Hull T. R., Milnes G. J., Ebdon J. R., Hunt B. J., Joseph P., Polym. Degrad. Stab., 2002, 77, 227

    Article  CAS  Google Scholar 

  2. Parvole J., Jannasch P., Macromolecules, 2008, 41, 3893

    Article  CAS  Google Scholar 

  3. Steininger H., Schuster M., Kreuer K. D., Kaltbeitzel A., Bingoel B., Meyer W. H., Schauff S., Brunklaus G., Maier J., Spiess H. W., Phys. Chem. Chem. Phys., 2007, 9, 1764

    Article  CAS  PubMed  Google Scholar 

  4. Greish Y. E., Brown P. W., Biomaterials, 2001, 22, 807

    Article  CAS  PubMed  Google Scholar 

  5. Ellis J., Wilson A. D., Dent. Mater., 1992, 8, 79

    Article  CAS  PubMed  Google Scholar 

  6. Gemeinhart R. A., Bare C. M., Haasch R. T., Gemeinhart E. J., J. Biomed. Mater. Res., Part A, 2006, 78A, 433

    Google Scholar 

  7. Seo J. H., Matsuno R., Takai M., Ishihara K., Biomaterials, 2009, 30, 5330

    Article  CAS  PubMed  Google Scholar 

  8. Goda T., Matsuno R., Konno T., Takai M., Ishihara K., J. Biomed. Mater. Res., Part B, 2009, 89B, 184

    Google Scholar 

  9. Macarie L., Ilia G., Prog. Polym. Sci., 2010, 35, 1078

    Article  CAS  Google Scholar 

  10. Georgieva R., Tsevi R., Kossev K., Kusheva R., Balgjiska M., Petrova R., Tenchova V., Gitsov I., Troev K., J. Med. Chem., 2002, 45, 5797

    Article  CAS  PubMed  Google Scholar 

  11. Monge S., Canniccioni B., Biomacromolecules, 2011, 12, 1973

    Article  CAS  PubMed  Google Scholar 

  12. Wang Y. C., Yuan Y. Y., Du J. Z., Yang X. Z., Wang J., Macromol. Biosci., 2009, 9, 1154

    Article  CAS  PubMed  Google Scholar 

  13. Zhang N., Salzinger S., Deubel F., Jordan R., Rieger B., J. Am. Chem. Soc., 2012, 134, 7333

    Article  CAS  PubMed  Google Scholar 

  14. Zhang N., Salzinger S., Rieger B., Macromolecules, 2012, 45, 9751

    Article  CAS  Google Scholar 

  15. Song W. J., Du J. Z., Liu N. J., Dou S., Cheng J., Wang J., Macromolecules, 2008, 41, 6935

    Article  CAS  Google Scholar 

  16. Sun T. M., Du J. Z., Yan L. F., Mao H. Q., Wang J., Biomaterials, 2008, 29, 4348

    Article  CAS  PubMed  Google Scholar 

  17. McKinlay C. J., Waymouth R. M., Wender P. A., J. Am. Chem. Soc., 2016, 138, 3510

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  18. Zhang S., Li A., Zou J., Lin L. Y., Wooley K. L., ACS Macro Lett., 2012, 1, 328

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. Baeten E., Vanslambrouck S., Jérôme C., Lecomte P., Junkers T., Eur. Polym. J., 2016, 80, 208

    Article  CAS  Google Scholar 

  20. Lim Y. H., Heo G. S., Rezenom Y. H., Pollack S., Raymond J. E., Elsabahy M., Wooley K. L., Macromolecules, 2014, 47, 4634

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  21. Zhou C., Li Y. H., Jiang Z. H., Ahn K. D., Hu T. J., Wang Q. H., Wang C. H., Chin. Chem. Lett., 2016, 27, 685

    Article  CAS  Google Scholar 

  22. Chen H., Zou Z. L., Tan S. L., Bi J. H., Tian D. M., Li H. B., Chin. Chem. Lett., 2013, 24, 367

    Article  CAS  Google Scholar 

  23. Steinbach T., Ritz S., Wurm F. R., ACS Macro Lett., 2014, 3, 244

    Article  CAS  Google Scholar 

  24. Libiszowski J., Kałużynski K., Penczek S., J. Polym. Sci., Polym. Chem. Ed., 1978, 16, 1275

    Article  CAS  Google Scholar 

  25. Killops K. L., Campos L. M., Hawker C. J., J. Am. Chem. Soc., 2008, 130, 5062

    Article  CAS  PubMed  Google Scholar 

  26. Campos L. M., Killops K. L., Sakai R., Paulusse J. M., Damiron D., Drockenmuller E., Hawker C. J., Macromolecules, 2008, 41, 7063

    Article  CAS  Google Scholar 

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Correspondence to Mingdong Zhou or Ning Zhang.

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Supported by the Fund of the CAS Key Laboratory of High-performance Synthetic Rubber and Its Composite Materials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences(No.KLSR1602) and the Fund of the Department of Science and Technology of Jilin Province, China(No.20180101170JC).

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Wang, Y., Wang, Q., Hou, L. et al. Functionalized Polyphosphoester via Living Ring-opening Polymerization and Photochemical Thiol-ene Click Reaction. Chem. Res. Chin. Univ. 35, 340–344 (2019). https://doi.org/10.1007/s40242-019-8309-0

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  • DOI: https://doi.org/10.1007/s40242-019-8309-0

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