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A Facile Route for Cyclic Polyelectrolyte Synthesis without Any Protection or Deprotection Process

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Abstract

Conventionally, protection and deprotection are required in the preparation of alkyne-terminated polymers. Herein, by tuning the feed molar ratio of catalyst to initiator or using proper solvent, well-defined alkyne-terminated poly(acrylic ester)s have been directly synthesized via atom transfer radical polymerization (ATRP), and the protection and deprotection are even avoided in this controlled polymerization process. After that, the terminal bromine is translated into azide group completely, and the obtained linear poly(acrylic ester) as PtBA is converted into cyclic PtBA by click reaction. Finally, cyclic poly(acrylic acid) (PAA) is prepared after hydrolysis of the cyclic PtBA, and it can be found that the desired cyclic polyelectrolyte actually exhibits quite different properties on conductivity and DSC compared with the linear one.

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References

  1. G. Morgese, L. Trachsel, M. Romio, M. Divandari, S. N. Ramakrishna, and E. M. Benetti, Angew. Chem., Int. Ed. 55, 15445 (2016).

    Article  CAS  Google Scholar 

  2. Y. Satoh, H. Matsuno, T. Yamamoto, K. Tajima, T. Isono, and T. Satoh, Macromolecules 50, 97 (2017).

    Article  CAS  Google Scholar 

  3. T. Yamamoto and Y. Tezuka, Polym. Chem. 2, 1930 (2011).

    Article  CAS  Google Scholar 

  4. R. M. Elder and T. W. Sirk, Soft Matter 13, 8392 (2017).

    Article  CAS  PubMed  Google Scholar 

  5. P. Leophairatana, S. Samanta, C. C. De Silva, and J. T. Koberstein, J. Am. Chem. Soc. 139, 3756 (2017).

    Article  CAS  PubMed  Google Scholar 

  6. H. J. Jeong and B. K. Kim, React. Funct. Polym. 116, 92 (2017).

    Article  CAS  Google Scholar 

  7. W. Yuan, J. Zhang, and J. Wei, Prog. Chem. 23, 760 (2011).

    CAS  Google Scholar 

  8. B. A. Laurent and S. M. Grayson, J. Am. Chem. Soc. 133, 13421 (2011).

    Article  CAS  PubMed  Google Scholar 

  9. N. Sugai, H. Heguri, K. Ohta, Q. Meng, T. Yamamoto, and Y. Tezuka, J. Am. Chem. Soc. 132, 14790 (2010).

    Article  CAS  PubMed  Google Scholar 

  10. P. Sun, J. Chen, J. Liu, and K. Zhang, Macromolecules 50, 1463 (2017).

    Article  CAS  Google Scholar 

  11. Z.-H. Huang, Y.-Y. Zhou, Z.-M. Wang, Y. Li, W. Zhang, N.-C. Zhou, Z.-B. Zhang, and X.-L. Zhu, Chin. J. Polym. Sci. 35, 317 (2017).

    Article  CAS  Google Scholar 

  12. R. Jing, W. Lin, G. Wang, and J. Huang, J. Polym. Sci., Part A: Polym. Chem. 49, 2594 (2011).

    Article  CAS  Google Scholar 

  13. L. Yang, H. Zhou, G. Shi, Y. Wang, and C.-Y. Pan, J. Polym. Sci., Part A: Polym. Chem. 46, 6641 (2008).

    Article  CAS  Google Scholar 

  14. C. D. Roland, H. Li, K. A. Abboud, K. B. Wagener, and A. S. Veige, Nat. Chem. 8, 791 (2016).

    Article  CAS  PubMed  Google Scholar 

  15. J. Hu, P. Sun, X. Jiang, W. Zhu, and K. Zhang, Sci. China: Chem. 59, 1277 (2016).

    Article  CAS  Google Scholar 

  16. R. Elupula, J. Oh, F. M. Haque, T. Chang, and S. M. Grayson, Macromolecules 49, 4369 (2016).

    Article  CAS  Google Scholar 

  17. I. Proietti Silvestri, F. Andemarian, G. N. Khairallah, S. W. Yap, T. Quach, S. Tsegay, C. M. Williams, R. A. J. O’Hair, P. S. Donnelly, and S. J. Williams, Org. Biomol. Chem. 9, 6082 (2011).

    Article  CAS  PubMed  Google Scholar 

  18. P. M. Gramlich, S. Warncke, J. Gierlich, and T. Carell, Angew. Chem., Int. Ed. 47, 3442 (2008).

    Article  CAS  Google Scholar 

  19. J. A. Opsteen and J. C. M. van Hest, Chem. Commun. 2005, 57 (2005).

    Article  CAS  Google Scholar 

  20. B. A. Laurent and S. M. Grayson, J. Am. Chem. Soc. 128, 4238 (2006).

    Article  CAS  PubMed  Google Scholar 

  21. F. Cuevas, A. I. Oliva, and M. A. Pericas, Synlett 2010, 1873 (2010).

    Article  CAS  Google Scholar 

  22. F. Chen, G. Liu, and G. Zhang, J. Polym. Sci., Part A: Polym. Chem. 50, 831 (2012).

    Article  CAS  Google Scholar 

  23. F. Chen, C. Li, X. Wang, G. Liu, and G. Zhang, Soft Matter 8, 6364 (2012).

    Article  CAS  Google Scholar 

  24. M. Kubo, T. Nishigawa, T. Uno, T. Itoh, and H. Sato, Macromolecules 36, 9264 (2003).

    Article  CAS  Google Scholar 

  25. D. M. Eugene and S. M. Grayson, Macromolecules 41, 5082 (2008).

    Article  CAS  Google Scholar 

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Correspondence to Fenggui Chen.

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Chen, F. A Facile Route for Cyclic Polyelectrolyte Synthesis without Any Protection or Deprotection Process. Polym. Sci. Ser. B 60, 571–577 (2018). https://doi.org/10.1134/S1560090418050044

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  • DOI: https://doi.org/10.1134/S1560090418050044

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