Skip to main content
SpringerLink
Log in

Picolyamine based pH/temperature sensitive hydrogels

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

Abstract

pH/temperature-sensitive hydrogels have attracted increasing attention as drug/protein delivery systems. This study reports a new pH sensitive moiety of picolyamine (PCA) and its pentablock copolymer hydrogels made from triblock PCL-PEG-PCL and picolyamine oligomer (OPCA). The picolyamine monomer (PCAM) was synthesized using the picolyamine and methacryloyl chloride coupling reaction. OPCA was synthesized by conventional radical polymerization from PCAM. The pK a of the pH sensitive moiety, OPCA, was found to be 6.65. The moiety was used to couple with PCL-PEG-PCL to produce the pentablock copolymer, OPCA-PCL-PEG-PCL-OPCA. The sol-gel phase transition of the aqueous solution of this material was affected by the pH and temperature change. In addition, the gel phase region could be controlled by the molecular weight of OPCA, the PCL/PEG ratio and chain length of PEG. This material could be used as an injectable hydrogel for drug/protein delivery.

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. T. Tanaka, D. Fillmore, S. T. Sun, I. Nishio, G. Swislow, and A. Shah, Phys. Rev. Lett., 45, 1636 (1980).

    Article  CAS  Google Scholar 

  2. T. Amiya, T. Hirokawa, Y. Hirose, Y. Li, and T. Tanaka, J. Chem. Phys., 86, 2375 (1987).

    Article  CAS  Google Scholar 

  3. G. Chen and A. S. Hoffman, Nature, 355, 49 (1992).

    Google Scholar 

  4. R. Yoshida, K. Uchida, T. Taneko, K. Sakai, A. Kikuchi, Y. Sakurai, and T. Okano, Nature, 374, 240 (1995).

    Article  CAS  Google Scholar 

  5. T. Tanaka, I. Nishio, S. T. Sun, and S. U. Nishio, Science, 218, 467 (1982).

    Article  CAS  Google Scholar 

  6. Y. Osada, H. Okuzaki, and H. Hori, Nature, 355, 345 (1992).

    Article  Google Scholar 

  7. M. Irie, Adv. Polym. Sci., 110, 49 (1993).

    Article  CAS  Google Scholar 

  8. A. Suzuki and T. Tanaka, Nature, 346, 345 (1990).

    Article  CAS  Google Scholar 

  9. A. S. Hoffman, Adv. Drug Deliver. Rev., 43, 3 (2002).

    Article  Google Scholar 

  10. B. Jeong, S. W. Kim, and Y. H. Bae, Adv. Drug Deliver. Rev., 54, 37 (2002).

    Article  CAS  Google Scholar 

  11. S. W. Choi, S. Y. Choi, B. Jeong, S. W. Kim, and D. S. Lee, J. Polym. Sci. Part A: Polym. Chem., 37, 2207 (1999).

    Article  CAS  Google Scholar 

  12. M. S. Shim, H. T. Lee, W. S. Shim, I. Park, H. Lee, T. Chang, S. W. Kim, and D. S. Lee, J. Biomed. Mater. Res., 61, 188 (2002).

    Article  CAS  Google Scholar 

  13. S. J. Bae, J. M. Suh, Y. S. Sohn, Y. H. Bae, S. W. Kim, and B. Jeong, Macromolecules, 38, 5260 (2005).

    Article  CAS  Google Scholar 

  14. S. J. Bae, M. K. Joo, Y. Jeong, S. W. Kim, W. Lee, Y. S. Sohn, and B. Jeong, Macromolecules, 39, 4873 (2006).

    Article  CAS  Google Scholar 

  15. N. Bhattarai, F. A. Matsen, and M. Zhang, Macromol. Biosci., 5, 107 (2005).

    Article  CAS  Google Scholar 

  16. B. Jeong, Y. H. Bae, D. S. Lee, and S. W. Kim, Nature, 388, 860 (1997).

    Article  CAS  Google Scholar 

  17. B. C. Anderson, S. M. Cox, P. D. Bloom, V. V. Sheares, and S. K. Mallapragada, Macromolecules, 36, 1670 (2003).

    Article  CAS  Google Scholar 

  18. M. D. Determan, J. P. Cox, S. Seifert, P. Thiyagarajan, and S. K. Mallapragada, Polymer, 46, 6933 (2005).

    Article  CAS  Google Scholar 

  19. S. Y. Park and Y. H. Bae, Macromol. Rapid Commun., 20, 269 (1999).

    Article  CAS  Google Scholar 

  20. W. S. Shim, J. S. Yoo, Y. H. Bae, and D. S. Lee, Biomacromolecules, 6, 2930 (2005).

    Article  CAS  Google Scholar 

  21. W. S. Shim, S. W. Kim, and D. S. Lee, Biomacromolecules, 7, 1935 (2006).

    Article  CAS  Google Scholar 

  22. D. P. Huynh, W. S. Shim, J. H. Kim, and D. S. Lee, Polymer, 47, 7918 (2006).

    Article  CAS  Google Scholar 

  23. M. S. Kim, D. S. Lee, E. K. Choi, H. J. Park, and J. S. Kim, Macromol. Res., 13, 147 (2005).

    CAS  Google Scholar 

  24. J. S. Yoo, M. S. Kim, D. S. Lee, B. S. Kim, and J. H. Kim, Macromol. Res., 14, 117 (2006).

    CAS  Google Scholar 

  25. S. J. Hwang, M. S. Kim, J. K. Han, D. S. Lee, B. S. Kim, E. K. Choi, H. J. Park, and J. S. Kim, Macromol. Res., 15, 437 (2007).

    CAS  Google Scholar 

  26. M. K. Nguyen, C. T. Huynh, and D. S. Lee, Polymer, 50, 5205 (2009).

    Article  CAS  Google Scholar 

  27. M. K. Nguyen, D. K. Park, and D. S. Lee, Biomacromolecules, 10, 728 (2009).

    Article  CAS  Google Scholar 

  28. D. P. Huynh, M. K. Nguyen, B. S. Pi, M. S. Kim, S. Y. Chae, K. C. Lee, B. S. Kim, S. W. Kim, and D. S. Lee, Biomaterials, 29, 2527 (2008).

    Article  CAS  Google Scholar 

  29. D. P. Huynh, M. K. Nguyen, B. S. Kim, and D. S. Lee, Polymer, 50, 2565 (2009).

    Article  CAS  Google Scholar 

  30. D. P. Huynh, G. J. Im, S. Y. Chae, K. C. Lee, and D. S. Lee, J. Control. Rerease, 137, 20 (2009).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Polymer Science and Engineering, Sungkyunkwan University, Gyeonggi-do, 440-746, Korea

    Cong Truc Huynh & Doo Sung Lee

  2. National Key Laboratory of Polymer and Composite Materials, HoChiMinh City University of Technology, 268 LyThuongKiet, Dist. 10, HoChiMinh City, Vietnam

    Dai Phu Huynh

Authors
  1. Dai Phu Huynh
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Cong Truc Huynh
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Doo Sung Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Doo Sung Lee.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Huynh, D.P., Huynh, C.T. & Lee, D.S. Picolyamine based pH/temperature sensitive hydrogels. Macromol. Res. 18, 589–595 (2010). https://doi.org/10.1007/s13233-010-0614-x

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13233-010-0614-x

Keywords

Search

Navigation