Skip to main content
Log in

Thermal stability and degradation of chitosan modified with phenylacetic acid

  • Polymer, Industrial Chemistry, Fluidization, Particle Technology
  • Published:
Korean Journal of Chemical Engineering Aims and scope Submit manuscript

Abstract

N-(phenylacetyl) chitosan (NPAC) polymer was synthesized by the reaction of phenylacetic acid with chitosan. The chemical structure of the formed polymer was characterized by IR and microanalysis. Thermogravimetric analysis revealed that the thermal stability of the NPAC polymer was less than that of chitosan. The products of NPAC thermal degradation were identified by the GC-MS technique. The results indicate that the mechanism of degradation of NPAC polymer is characterized by the elimination of low-molecular weight radicals. A combination of these radicals and a random scission mechanism along the backbone chain are the main source of the degradation products.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. V. V. Binsu, R. K. Nagarate, V. K. Shahi and P. K. Ghosh, Reac. Funct. Polym., 66, 1619 (2006).

    Article  CAS  Google Scholar 

  2. C. Britto and O. B.G. Assis, Carbohydr. Polym., 69, 305 (2006).

    Article  Google Scholar 

  3. H. K.V. Prashanth and R. N. Tharanathan, Trends Food Sci. Technol., 18, 117 (2007).

    Article  CAS  Google Scholar 

  4. G. Crinic, Prog. Polym. Sci., 30, 38 (2005).

    Article  Google Scholar 

  5. E. Agullo, M. S. Rodriquez and V. Ramos, Macromol. Biosci., 3, 521 (2003).

    Article  CAS  Google Scholar 

  6. H. Sashiwa and S. I. Aiba, Prog. Polym. Sci., 29, 887 (2004).

    Article  CAS  Google Scholar 

  7. A. Chenite, C. Chaput, D. Wang, C. Cambes, M.D. Buschmann, C. D. Hoemann, J. C. Leroax, B.L. Atkinson, F. Binette and A. Selmani, Biomat., 21, 2155 (2000).

    Article  CAS  Google Scholar 

  8. S. H. Hsu, S.W. Whu, C. L. Tsai, Y. H. Wu, H.W. Chen and K. H. Hsieh, J. Polym. Res., 11, 141 (2004).

    Article  CAS  Google Scholar 

  9. M. Huang, E. Khor and L. Y. Lim, Pharm. Res., 21, 344 (2004).

    Article  CAS  Google Scholar 

  10. S.A. Agnihotri, N. N. Mallikarjuna and T. M. Aminabhavi, J. Cont. Release, 100, 28 (2004).

    Article  Google Scholar 

  11. Z. Yang and Y. Yuan, J. Appl. Polym. Sci., 82, 1838 (2001).

    Article  CAS  Google Scholar 

  12. M. D. Kurkuri, A. R. Kulkarni and T.M. Aminabhavi, J. Appl. Polym. Sci., 86, 526 (2002).

    Article  CAS  Google Scholar 

  13. S. A. Agnihotri, V. D. Kulkarni, A. R. Kulkarni and T. M. Aminabhavi, J. Appl. Polym. Sci., 102, 3255 (2006).

    Article  CAS  Google Scholar 

  14. M. Bihari-Varag, M. Sepulcher and C. E. Moczar, J. Therm. Anal., 7, 675 (1975).

    Article  Google Scholar 

  15. P. R. Austin, US Patent, 3,879,377 (1975).

  16. F. A. A. Tirkistani, Polym. Degrad. Stab., 60, 67 (1998).

    Article  CAS  Google Scholar 

  17. F. A. A. Tirkistani, Polym. Degrad. Stab., 61, 161 (1998).

    Article  CAS  Google Scholar 

  18. H. Sashiwa, N. Yamamorin, Y. Ichinose, J. Sunamoto and S. Aiba, Biomacromolecules., 5, 1250 (2003).

    Article  Google Scholar 

  19. H. Sashiwa, N. Kawasaki, A. Nakayama, E. Muraki, N. Yamamoto and S. Aiba, Biomacromolecules., 3, 1126 (2002).

    Article  CAS  Google Scholar 

  20. M. A. Diab, A. Z. El-Sonbati and D.M. D. Bader, Spectrochim. Acta A, 79, 1057 (2011).

    Article  CAS  Google Scholar 

  21. M. A. Diab, A. Z. El-Sonbati, D.M.D. Bader and M. Sh. Zoromba, J. Polym. Environ., 20, 29 (2012).

    Article  CAS  Google Scholar 

  22. M. A. Diab, A. Z. El-Sonbati, M.M. El-Halawany and D. M. D. Bader, Open J. Polym. Chem., 2, 14 (2012).

    Article  CAS  Google Scholar 

  23. E. Fernandez-Megia, R. Novoa-Carbollal, E. Quinoa and R. Riguera, Carbohyd. Polym., 61, 155 (2005).

    Article  CAS  Google Scholar 

  24. M. Lavertu, Z. Xia, A. N. Serreqi, M. Berrada, A. Radrigues and D. Wang, J. Pharm. Biomed. Anal., 32, 1149 (2003).

    Article  CAS  Google Scholar 

  25. M. Rinaudo, M. Milas and P. L. Dung, Int. J. Biol. Macromol., 15, 281 (1993).

    Article  CAS  Google Scholar 

  26. R. A. A. Muzzarelli, A. Ferrero and M. Pizzoli, Talanta, 19, 122 (1972).

    Article  Google Scholar 

  27. J. Brugnerotto, J. Lizardi, W. Goycoolea, Argüelles-Monal, J. Desbrières and M. Rinaudo, Polymer, 42, 3569 (2001)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Adel Zaki El-Sonbati.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Diab, M.A., El-Sonbati, A.Z., El-dien, I.M. et al. Thermal stability and degradation of chitosan modified with phenylacetic acid. Korean J. Chem. Eng. 30, 1966–1971 (2013). https://doi.org/10.1007/s11814-013-0134-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11814-013-0134-4

Key words

Navigation