Skip to main content
SpringerLink
Log in

New Approach to the Synthesis of Thermoresponsive Polyrotaxanes

  • FUNCTIONAL POLYMERS
  • Published:
Polymer Science, Series B Aims and scope Submit manuscript

Abstract

A new approach to the synthesis of thermoresponsive polyrotaxanes, which is based on the termination of poly(2-ethyl-2-oxazoline) living chains by the end groups of polypseudorotaxane obtained from α,ω-diamino poly(ethylene glycol) 2000 and α-cyclodextrin, is proposed. It is shown that poly(2-ethyl-2-oxazoline) synthesized by cationic ring-opening polymerization interacts with polypseudorotaxane end groups and thus effectively blocks dissociation of the complex in solution. The structure of the synthesized copolymers is characterized in detail by 1Н and 13С spectroscopy, IR analysis, and GPC. It is demonstrated that the aqueous solutions of the synthesized polymers feature the lower critical solution temperature.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Fig. 2.
Fig. 3.

Similar content being viewed by others

REFERENCES

  1. A. Harada, J. Li, T. Nakamitsu, and M. Kamachi, Org. Chem. 58, 7524 (1993).

    Article  CAS  Google Scholar 

  2. A. Harada, Acc. Chem. Res. 34, 456 (2001).

    Article  CAS  PubMed  Google Scholar 

  3. N. Jarroux, P. Guegan, H. Cheradame, and L. Auvray, J. Phys. Chem. B 109, 23816.

  4. M. Okada, M. Kamachi, and A. Harada, J. Phys. Chem. B 103, 2607.

  5. . Harada, J. Li, and M. Kamachi, Chem. Commun., 1413 (1997)

  6. H. Okumura, Y. Kawaguchi, and A. Harada, Macromolecules 34, 6338 (2001).

    Article  CAS  Google Scholar 

  7. X. Shuai, F. E. Porbeni, M. Wei, T. Bullions, and A. E. Tonelli, Macromolecules 35, 3778 (2002).

    Article  CAS  Google Scholar 

  8. J. Lu, P. A. Mirau, and A. E. Tonelli, Macromolecules 34, 3276 (2001).

    Article  CAS  Google Scholar 

  9. I. Yamaguchi, Y. Takenaka, K. Osakada, and T. Yamamoto, Macromolecules 32, 2051 (1999).

    Article  CAS  Google Scholar 

  10. T. Michishita, M. Okada, and A. Harada, Macromol. Rapid Commun. 22, 763 (2001).

    Article  CAS  Google Scholar 

  11. A. Harada, J. Li, and M. Kamachi, Nature 356, 325 (1992).

    Article  CAS  Google Scholar 

  12. A.-M. Resmerita, K. Assaf, A. I. Lazar, and W. M. Nau, Eur. Polym. J. 93, 323 (2017).

    Article  CAS  Google Scholar 

  13. M. Okada and A. Harada, Org. Lett. 6, 361 (2004).

    Article  CAS  PubMed  Google Scholar 

  14. M. Okada and A. Harada, Macromolecules 36, 9701 (2003).

    Article  CAS  Google Scholar 

  15. N. Jarroux, P. Guegan, H. Cheradame, and L. Auvray, J. Phys. Chem. B 109, 23816.

  16. A. Tamura and N. Yui, Chem. Commun. 50, 13433 (2014).

    Article  CAS  Google Scholar 

  17. A. Tamura and N. Yui, J. Controlled Release 269, 148 (2018).

    Article  CAS  Google Scholar 

  18. X. Zhao, W. Song, W. Li, S. Liu, L. Wang, and L. Ren, RSC Adv. 7, 28865 (2017).

    Article  CAS  Google Scholar 

  19. N. Kamaly, B. Yameen, J. Wu, and O. C. Farokhzad, Chem. Rev. 116, 2602 (2016).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  20. N. Vanparijs, L. Nuhn, and B. G. De Geest, Chem. Soc. Rev. 46, 1193 (2017).

    Article  CAS  PubMed  Google Scholar 

  21. Y.-J. Kim and Y. T. Matsunaga, J. Mater. Chem. B 5, 4307.

  22. A. Tamura, M. Ohashi, and N. Yui, J. Biomater. Sci., Polym. Ed. 28, 1124 (2017).

    Article  CAS  Google Scholar 

  23. A. Qian, K. Liu, P. Chen, Y. Yao, J. Yan, W. Li, X. Zhang, and A. Zhang, Macromolecules 52, 3454 (2019).

    Article  CAS  Google Scholar 

  24. W. Li, Y. Guo, P. He, R. Yang, X. Li, Y. Chen, D. Liang, M. Kidowaki, and K. Ito, Polym. Chem. 2, 1797 (2011).

    Article  CAS  Google Scholar 

  25. A. Tamura, M. Ohashi, A. Tonegawa, T. W. Kang, and S. Zhang, Macromol. Chem. 222 (2021).

  26. H. Yu, Z.-G. Feng, A.-Y. Zhang, D. Hou, and L.‑G. Sun, Polymer 47, 6066 (2006).

    Article  CAS  Google Scholar 

  27. A. Yasumoto, H. Gotoh, Y. Gotoh, Imran. Bin, M. Hara, T. Seki, Y. Sakai, K. Ito, and Y. Takeoka, Macromolecules 50, 364 (2017).

    Article  CAS  Google Scholar 

  28. S. Zalipsky, Bioconjugate Chem. 6, 150 (1995).

    Article  CAS  Google Scholar 

  29. A. Levy and M. Litt, J. Polym. Sci. Part 2 6, 63–72 (1968).

    Article  CAS  Google Scholar 

  30. M. Vergaelen, B. Verbarken, and R. Hoogenboom, ACS Macro Lett. 4, 825 (2015).

    Article  CAS  PubMed  Google Scholar 

  31. J. Wang, P. Gao, L. Ye, A. Zhang, and Z. Feng, Polym. Chem. 2, 931 (2011).

    Article  CAS  Google Scholar 

Download references

Funding

This work was supported by the Russian Science Foundation (project 22-23-00280).

Author information

Authors and Affiliations

  1. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, St. Petersburg, Russia

    M. P. Kurlykin, M. M. Dudkina, T. Yu. Kirila, A. P. Filippov & A. V. Ten’kovtsev

Authors
  1. M. P. Kurlykin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. M. Dudkina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. T. Yu. Kirila
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. P. Filippov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. V. Ten’kovtsev
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to M. P. Kurlykin.

Ethics declarations

The authors declare that they have no conflicts of interest.

Additional information

Translated by T. Soboleva

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kurlykin, M.P., Dudkina, M.M., Kirila, T.Y. et al. New Approach to the Synthesis of Thermoresponsive Polyrotaxanes. Polym. Sci. Ser. B 64, 411–416 (2022). https://doi.org/10.1134/S156009042270021X

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S156009042270021X

Search

Navigation