Skip to main content
SpringerLink
Log in

Synthesis of PEO-based glucose-sensitive block copolymers and their application for preparation of superparamagnetic iron oxide nanoparticles

  • Articles
  • Published:
Macromolecular Research Aims and scope Submit manuscript

Abstract

Amphiphilic block copolymers were synthesized by reversible addition fragmentation chain transfer (RAFT) radical block polymerization of N-vinylimidazole and 3-(methacrylamido)phenylboronic acid using poly (ethylene oxide) (PEO)-based xanthate type of RAFT agent and 2,2′-azobisisobutyronitrile (AIBN) in dimethylformaide (DMF) at 90∼110 °C for 24 h. Poly(ethylene oxide-b-3-(methacrylamido)phenylboronic acid) and poly(ethylene oxide-b-N-vinylimidazole-b-3-(methacrylamido)phenylboronic acid) were prepared successfully through the sequential monomer addition method. Both block copolymers were found to exhibit glucose-responsive behavior via the feasibility test for complex formation with Alizarin Red S (ARS). The ratio of molecular weight of the poly(N-vinyimidazole) to the poly(3-(methacrylamido)phenylboronic acid) appeared to play an important role in the pH- & glucose-responsive behavior. The resulting block copolymers were used successfully as polymeric stabilizers to prepare water-soluble Fe3O4 nanoparticles. All the materials were characterized by the combination of 1H nuclear magnetic resonance (NMR), size exclusion chromatography (SEC), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), and x-ray diffraction (XRD) analyses.

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

Similar content being viewed by others

References

  1. I. C. Kwon, Y. H. Bae, and S. W. Kim, Nature, 354, 291 (1991).

    Article  CAS  Google Scholar 

  2. A. S. Hoffmann, in Controlled Drug Delivery: Challenges and Strategies, K. N. Park, Ed., Am. Chem. Soc., Washington, D. C., 1997, Chap. 24, pp 485–498.

    Google Scholar 

  3. T. D. James, S. K. R. A. Sandanayake, and S. Shinkai, Angew. Chem. Int. Eng. 35, 1910 (1996)

    Article  Google Scholar 

  4. T. D. James and S. Shinkai, Top. Curr. Chem., 218, 159 (2002)

    Article  CAS  Google Scholar 

  5. Z. M. O. Rzayev and O. Beskardes, Coll. Czech. Chem. Commun., 72, 1591 (2007).

    Article  CAS  Google Scholar 

  6. T. D. James, K. R. A. S. Sandanayake, and S. Shinkai, Nature, 374, 345 (1995).

    Article  CAS  Google Scholar 

  7. M. L. Stolowitz, C. Ahlem, K. A. Hughes, R. J. Kaiser, E. A. Kesicki, G. Li, K. P. Lund, S. M. Torkelson, and J. P. Wiley, Bioconjug. Chem., 12, 229 (2001).

    Article  CAS  Google Scholar 

  8. N. Di Cesare and J. R. Lakowicz, J. Phys. Chem. A, 105, 6834 (2001).

    Article  Google Scholar 

  9. X. Jin, X. Zhang, Z. Wu, D. Teng, X. Zhang, Y. Wang, Z. Wang, and C. Li, Biomacromolecules, 10, 1337 (2009).

    Article  CAS  Google Scholar 

  10. G. Achanta, A. Modzelewska, L. Feng, S. R. Khan, and P. Huang, Mol. Pharmacol., 70, 426 (2006).

    CAS  Google Scholar 

  11. H. J. Jeon, D. H. Go, S. Choi, K. M. Kim, J. Y. Lee, D. J. Choo, H.-O. Yoo, J. M. Kim, and J. Kim, Colloid Surf. A: Physicochem. Eng. Asp., 317, 496 (2008)

    Article  CAS  Google Scholar 

  12. K. Kim, T. H. Kim, J. H. Choi, J. Y. Lee, S. S. Hah, H.-O. Yoo, S. S. Hwang, K. N. Ryu, H. J. Kim, and J. Kim, Macromol. Chem. Phys., 211, 1127 (2010).

    Article  CAS  Google Scholar 

  13. J. Kim, S. Choi, K. M. Kim, D. H. Go, H. J. Jeon, J. Y. Lee, H. S. Park, C. H. Lee, and H. M. Park, Macromol. Res., 15, 337 (2007).

    CAS  Google Scholar 

  14. J. Chiefari, Y. K. Chong, F. Ercole, J. Krstina, J. Jeffery, T. O. T. Le, R. T. A. Mayadunne, G. F. Meijs, C. L. Moad, G. Moad, E. Rizzardo, and S. H. Thang, Macromolecules, 31, 5559 (1998)

    Article  CAS  Google Scholar 

  15. M. Destarac, D. Charmot, X. Franck, and S. Z. Zard, Macromol. Rapid Commun., 21, 1035 (2000)

    Article  CAS  Google Scholar 

  16. K. Matyaszewski, in Handbook of Radical Polymerization, K. Matyaszewski and T. P. Davis, Eds., John Wiley & Sons, Inc., 2002, Chap. 8, pp 361–406.

  17. T. Hoare and R. Pelton, Biomacromolecules, 9, 733 (2008)

    Article  CAS  Google Scholar 

  18. D. Roy, J. N. Cambre, and B. S. Sumerlin, Chem. Commun., 2106 (2009)

  19. P. A. Sienkiewicz and D. C. Roberts, J. Inorg. Nucl. Chem., 42, 1559 (1980)

    Article  CAS  Google Scholar 

  20. X. Yang, M.-C. Lee, F. Sartain, X. Pan, and C. R. Lowe, Chem. Eur. J., 12, 8491 (2006).

    Article  CAS  Google Scholar 

  21. M. Oishi, S. Sumitani, and Y. Nanasaki, Bioconjug. Chem., 18, 1379 (2007).

    Article  CAS  Google Scholar 

  22. D. Roy, J. N. Cambre, and B. S. Sumerlin, Chem. Commun., 2477 (2008)

  23. A. Matsumoto, K. Yamamoto, R. Yoshida, K. Kataoka, T. Aoyagi, and Y. Miyahara, Chem. Commun., 46, 2203 (2010)

    Article  CAS  Google Scholar 

  24. K. Shiomori, A. E. Ivanov, I. Yu, Y. Kawano, and B. Mattiasson, Macromol. Chem. Phys., 205, 27 (2004)

    Article  CAS  Google Scholar 

  25. A. Ivanov, I. Yu, and B. Mattiasson, J. Mol. Recogn., 19, 322 (2006).

    Article  CAS  Google Scholar 

  26. J. Yoon and A. W. Czarnik, J. Am. Chem. Soc., 114, 5874 (1992)

    Article  CAS  Google Scholar 

  27. G. Springsteen and B. Wang, Chem. Commun., 1608 (2001)

  28. W. Wang, X. Gao, and B. Wang, Curr. Org. Chem., 6, 1285 (2002)

    Article  CAS  Google Scholar 

  29. H. Fang, G. Kaur, and B. Wang, J. Fluores., 14, 481 (2004)

    Article  CAS  Google Scholar 

  30. J. Yan, H. Fang, and B. Wang, Med. Res. Rev., 25, 490 (2005).

    Article  CAS  Google Scholar 

  31. L. Zhu, S. H. Shabbir, M. Gray, V. M. Lynch, S. Sorey, and E. V. Anslyn, J. Am. Chem. Soc., 128, 1222 (2006)

    Article  CAS  Google Scholar 

  32. W. Chen, R. Pelton, and V. Leung, Macromolecules, 42, 1300 (2009).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Kyung Hee University, Seoul, 130-701, Korea

    Sangmi Lee, Joo Hyeon Nam, Yoo Jin Kim, Young Jun Cho, Nan Hyeon Kwon, Jae Yeol Lee, Ho-Jung Kang & Jungahn Kim

  2. Department of Chemical Engineering, Sogang University, Seoul, 121-742, Korea

    Hoon Tae Kim & Heung Mok Park

  3. Biomedical Science Center, KIST, Seoul, 136-791, Korea

    Sehoon Kim

Authors
  1. Sangmi Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Joo Hyeon Nam
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yoo Jin Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Young Jun Cho
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Nan Hyeon Kwon
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jae Yeol Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Ho-Jung Kang
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Hoon Tae Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Heung Mok Park
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. Sehoon Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  11. Jungahn Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jungahn Kim.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lee, S., Nam, J.H., Kim, Y.J. et al. Synthesis of PEO-based glucose-sensitive block copolymers and their application for preparation of superparamagnetic iron oxide nanoparticles. Macromol. Res. 19, 827–834 (2011). https://doi.org/10.1007/s13233-011-0810-3

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13233-011-0810-3

Keywords

Search

Navigation