Skip to main content
SpringerLink
Log in

Highly porous crosslinked poly(ester-anhydride) microspheres with high loading efficiency

  • Papers
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

Microparticles with diameter within the range of D n = 26–38 μm were prepared from functional poly(esteranhydride)s with different amount of allyl groups in the side chains, using emulsion solvent evaporation technique. Porous structure was obtained as the effect of photocrosslinking of allyl groups. 2,2-Dimetoxy-2-phenylacetophenone (DMPA) (0.5 wt%–10 wt%) was used as a photoinitiator. The crosslinking was carried out by UV irradiation during the solvent evaporation. Effectiveness of the crosslinking was characterized by the content of insoluble part of samples and it was in the range of 18%–75%. Porosity of microparticles (in the range of 76%–88%) depended on the functionality of poly(esteranhydride) s and amount of the photoinitiator used. The most porous particles were obtained with use of 0.5 wt% of DMPA. Their flow ability expressed by Carr’s index was excellent, and their theoretical mass mean aerodynamic diameters were acceptable for use in pulmonary drug delivery. The most porous particles were loaded with p-nitroaniline, theophilline or doxycycline. The loading efficiencies of drugs in porous microspheres were higher compared to nonporous ones. The porosity of loaded microparticles was slightly decreased, however their flow ability was still very good.

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. Kim, H.K., Chung, H.J. and Park, T.G., J. Control. Release, 2006, 112: 167

    Article  CAS  Google Scholar 

  2. Bae, S.E., Son, J.S., Park, K. and Han, D.K., J. Control. Release, 2009, 133: 37

    Article  CAS  Google Scholar 

  3. Ungaro, F., D’Angelo, I., Miro, A., La Rotonda, M.I. and Quaglia, F., J. Pharm. Pharmacol., 2012, 64: 1217

    Article  CAS  Google Scholar 

  4. Pan, Z., Qu, Z., Zhang, Z., Peng, R., Yan, C. and Ding, J., Chinese J. Polym. Sci., 2013, 31(5): 737

    Article  CAS  Google Scholar 

  5. Wang, W., Pan, Y., Shi, K., Peng, C. and Ji, X., Chinese J. Polym. Sci., 2014, 32(12): 1646

    Article  CAS  Google Scholar 

  6. Shi, X., Sun, L., Jiang, J., Zhang, X., Ding, W. and Gan, Z., Macromol. Biosci., 2009, 9: 1211

    Article  CAS  Google Scholar 

  7. Wang, Y., Shi, X., Ren, L., Wang, C. and Wang, D.A., Mater. Sci. Eng., 2009, C29: 2502

    Article  Google Scholar 

  8. Kang, S.W. and Bae, Y.H., Biomaterials, 2009, 30: 4227

    Article  CAS  Google Scholar 

  9. Shin, U.S., Park, J.H., Hong, S.J., Won, J.E., Yu, H.S. and Kim, H.W., Mater. Lett., 2010, 64: 2261

    Article  CAS  Google Scholar 

  10. Zhang, Q., Tan, K., Ye, Z., Zhang, Y., Tan, W. and Lang, M., Mater. Sci. Eng., 2012, C32: 2589

    Article  Google Scholar 

  11. Edwards, D.A., Hanes, J. and Langer, R., Science, 1997, 276: 1868

    Article  CAS  Google Scholar 

  12. Hong, Y., Gao, Ch., Shi, Y. and Shen, J., Polym. Adv. Technol., 2005, 16: 622

    Article  CAS  Google Scholar 

  13. Doan, T.V.P., Couet, W. and Olivier, J.C., Int. J. Pharm., 2011, 414: 112

    Article  CAS  Google Scholar 

  14. Patton, J.S., Adv. Drug Delivery Rev., 1996, 19: 3

    Article  CAS  Google Scholar 

  15. Sato, Y., Kawashima, Y., Takeuchi, H. and Yamamoto, H., Eur. J. Pharm. Biopharm., 2003, 55: 297

    Article  CAS  Google Scholar 

  16. Miyazaki, J., Yakou, S. and Takayama, K., J. Pharm. Pharmacol., 2008, 60: 693

    Article  CAS  Google Scholar 

  17. Kamila, M.M., Mondal, N., Ghosh, L.K. and Gupta, B.K., AAPS Pharm. Sci. Technol., 2009, 10: 887

    Article  CAS  Google Scholar 

  18. Moogooee, M., Ramezanzadeh, H., Jasoori, S., Omidi, Y. and Davaran, S., J. Pharm. Sci., 2011, 100: 1057

    Article  CAS  Google Scholar 

  19. Saravanan, M. and Anupama, B., Carbohydr. Polym., 2011, 85: 592

    Article  CAS  Google Scholar 

  20. Bardonnet, P.L., Faivre, V., Pugh, W.J., Piffareretti, J.C. and Falson, F., J. Control. Release, 2006, 111: 1

    Article  CAS  Google Scholar 

  21. Singh, B.M. and Kim, K.H., J. Control. Release, 2000, 63: 235

    Article  CAS  Google Scholar 

  22. Zhou, S., Deng, X., He, S., Li, X., Jia, W., Wei, D., Zhang, Z. and Ma, J., J. Pharm. Pharmacol., 202, 54: 1287

  23. Wang, S., Shi, X., Gan, Z. and Wang. F., Chinese J. Polym. Sci., 2015, 33(1): 128

    Article  CAS  Google Scholar 

  24. Lee, J., Oh, Y.J., Lee, S.K. and Lee, K.Y., J. Control. Release, 2010, 146: 61

    Article  CAS  Google Scholar 

  25. Ungaro, F., Giovino, C., Coletta, C., Sorrentino, R., Miro, A. and Quaglia, F., Eur. J. Pharm. Sci., 2010, 41: 60

    Article  CAS  Google Scholar 

  26. Sun, L., Zhou, S., Wang, W., Li, X., Wang, J. and Wenig, J., Colloids Surf. A: Physicochem. Eng. Aspects, 2009, 345: 173

    Article  CAS  Google Scholar 

  27. Jaszcz, K., Polym. Adv. Technol., 2013, 24: 873

    Article  CAS  Google Scholar 

  28. Pfeifer, B.A., Burdick, J.A. and Langer, R., Biomaterials, 2005, 26: 117

    Article  CAS  Google Scholar 

  29. Guo, W.X., Shi, Z.L., Liang, K., Chen, X.H. and Li, W., Polym. Degrad. Stab., 2006, 91: 2924

    Article  CAS  Google Scholar 

  30. Miao, H., Fan, Y., Liu, Y., Hao, J. and Deng, X., Eur. Polym. J., 2007, 43: 1055

    Article  CAS  Google Scholar 

  31. Jaszcz, K. and Łukaszczyk, J., Polym. Degrad. Stab., 2011, 96: 1973

    Article  CAS  Google Scholar 

  32. Mönkäre, J., Hakala, R.A., Kovalainen, M., Korhonen, H., Herzig, K.H., Seppälä, J.V. and Järvinen, K., Eur. J. Pharm. Biopharm., 2012, 80: 33

    Article  Google Scholar 

  33. Jaszcz, K., Acta Pol. Pharm., 2013, 70: 1051

    CAS  Google Scholar 

  34. Ulery, B.D., Phanse, Y., Sinha, A., Wannemuehler, M.J., Narasimhan, B. and Bellaire, B.H., Pharm. Res., 2009, 26: 683

    Article  CAS  Google Scholar 

  35. Lopac, S.K., Torres, M.P., Wilson-Welder, J.H., Wannemuehler, M.J. and Narasimhan, B.J., Biomed. Mater. Res. Part B: Appl. Biomater., 2009, 91B: 938

    Article  CAS  Google Scholar 

  36. Liu, M., Chen, L., Zhao, Y., Gan, L., Zhu, D., Xiong, W., Lv, Y., Xu, Z., Hao, Z. and Chen, L., Colloids Surf. A: Physicochem. Eng. Aspects, 2012, 395: 131

    Article  CAS  Google Scholar 

  37. Rawat, A., Majumder, Q.H. and Ahsan, F., J. Control. Release, 2008, 128: 224

    Article  CAS  Google Scholar 

  38. Jaszcz, K., Macromol. Symp., 2007, 254: 109

    Article  CAS  Google Scholar 

  39. Jaszcz, K., Int. J. Polym. Mater. Polym. Biomater., 2013, 63: 97

    Article  CAS  Google Scholar 

  40. Chow, A.H.L., Tong, H.H.Y., Chattopadhyay, P. and Shekunov, B.Y., Pharm. Res., 2007, 24: 411

    Article  CAS  Google Scholar 

  41. Kumar, N., Langer, R.S. and Domb, A.J., Adv. Drug Delivery Rev., 2002, 54: 889

    Article  CAS  Google Scholar 

  42. Łukaszczyk, J., Śmiga-Matuszowicz, M., Jaszcz, K. and Srichana, T., J. Biomater. Sci. Polym. Ed., 2010, 21: 691

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Physical Chemistry and Technology of Polymers, Silesian University of Technology, 44-100, Gliwice, ul. M. Strzody 9, Poland

    Katarzyna Jaszcz

Authors
  1. Katarzyna Jaszcz
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Katarzyna Jaszcz.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Jaszcz, K. Highly porous crosslinked poly(ester-anhydride) microspheres with high loading efficiency. Chin J Polym Sci 33, 1271–1282 (2015). https://doi.org/10.1007/s10118-015-1677-0

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-015-1677-0

Keywords

Search

Navigation