Skip to main content
SpringerLink
Log in

Synthesis of a highly hydrophobic silica mesostructure by a modified co-condensation procedure and evaluation of its drug release capability

  • Published:
Journal of Porous Materials Aims and scope Submit manuscript

Abstract

A highly hydrophobic silica mesostructure was synthesized by a modification on the conventional co-condensation procedure that involved the partial substitution of hexadecytltrimethylammonium, used as mesostructure directing agent, by hexadecyltrimethoxysilane. That modification allowed the production of a highly ordered hexagonal silica mesostructure with the mesopores partially filled with high amounts of hexadecyl chains, covalently bonded to inorganic framework. After extracting the reminiscent template molecules, ibuprofen was loaded into the mesostructure in order to evaluate its drug release properties. The drug loading amount (21 wt%) was comparable to the one reported for MCM-41 with grafted propylamine groups (25 wt%), indicating that C16-chains were not fully compacted occluding the pores. A slow ibuprofen release was observed in simulated body fluid (pH 7.2) by a process controlled by an anomalous transport with contribution of diffusional and relaxational components, according to the Korsmeyer-Peppas kinetics model. That hydrophobic mesostructure produced has the potential of being use as a carrier for low water soluble drugs with an extended delivery effect, but without the disadvantages of co-releasing toxic surfactant molecules or the need of non-toxic specific templates to be prepared.

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
Fig. 4

Similar content being viewed by others

References

  1. V. Meynen, P. Cool, E.F. Vansant, Microporous Mesoporous Mater. 125, 170 (2009)

    Article  CAS  Google Scholar 

  2. Z. Li, J.C. Barnes, A. Bosoy, J.F. Stoddart, J.I. Zink, Chem. Soc. Rev. 41, 2590 (2012)

    Article  CAS  Google Scholar 

  3. P. Yang, S. Gai, J. Lin, Chem. Soc. Rev. 41, 3679 (2012)

    Article  CAS  Google Scholar 

  4. A. Walcarius, L. Mercier, J. Mater. Chem. 20, 4478 (2010)

    Article  CAS  Google Scholar 

  5. L.T. Gibson, Chem. Soc. Rev. 43, 5163 (2014)

    Article  CAS  Google Scholar 

  6. L.T. Gibson, Chem. Soc. Rev. 43, 5173 (2014)

    Article  CAS  Google Scholar 

  7. A. Corma, H. Garcia, Adv. Synth. Catal. 348, 1391 (2006)

    Article  CAS  Google Scholar 

  8. M.P. Conley, C. Copéret, C. Thieuleux, ACS Catal. 4, 1458 (2014)

    Article  CAS  Google Scholar 

  9. S. Rostamnia, E. Doustkhah, RSC Adv. 4, 28238 (2014)

    Article  CAS  Google Scholar 

  10. J. Zhu, Y. Niu, Y. Li, Y. Gong, huihui Shi, Y. Liu, Q. Xu, Q.Q. Huo, Y. Liu, Q. Xu, J. Mater. Chem. B 5, 1339 (2017)

    Article  CAS  Google Scholar 

  11. K. Moller, T. Bein, Chem. Mater. 10, 2950 (1998)

    Article  CAS  Google Scholar 

  12. A. Stein, B.J. Melde, R.C. Schroden, Adv. Mater. 12, 1403 (2000)

    Article  CAS  Google Scholar 

  13. M.H. Lim, A. Stein, Chem. Mater. 11, 3285 (1999)

    Article  CAS  Google Scholar 

  14. A. Walcarius, C. Delacôte, Chem. Mater. 15, 4181 (2003)

    Article  CAS  Google Scholar 

  15. N. Baccile, F. Babonneau, Microporous Mesoporous Mater. 110, 534 (2008)

    Article  CAS  Google Scholar 

  16. N.A. Vodolazkaya, C. Despas, B. Lebeau, C. Marichal, A. Walcarius, J. Sol-Gel Sci. Technol. 63, 587 (2012)

    Article  CAS  Google Scholar 

  17. C. Huo, M. Li, X. Huang, H. Yang, S. Mann, Langmuir 30, 15047 (2014)

    Article  CAS  Google Scholar 

  18. J.S. Valenstein, K. Kandel, F. Melcher, I.I. Slowing, V.S.-Y. Lin, B.G. Trewyn, ACS Appl. Mater. Interfaces 4, 1003 (2012)

    Article  CAS  Google Scholar 

  19. F. Quan, Y. Hu, X. Liu, C. Wei, Phys. Chem. Chem. Phys. 17, 19401 (2015)

    Article  CAS  Google Scholar 

  20. B. Zou, Y. Hu, F. Cui, L. Jiang, D. Yu, H. Huang, J. Colloid Interface Sci. 417, 210 (2014)

    Article  CAS  Google Scholar 

  21. Q. Tang, Y. Xu, D. Wu, Y. Sun, Chem. Lett. 35, 474 (2006)

    Article  CAS  Google Scholar 

  22. Q. Tang, Y. Xu, D. Wu, Y. Sun, J. Wang, J. Xu, F. Deng, J. Control. Release 114, 41 (2006)

    Article  CAS  Google Scholar 

  23. Q. Tang, Y. Chen, J. Chen, J. Li, Y. Xu, D. Wu, Y. Sun, J. Solid State Chem. 183, 76 (2010)

    Article  CAS  Google Scholar 

  24. N.W. Clifford, K.S. Iyer, C.L. Raston, J. Mater. Chem. 18, 162 (2008)

    Article  CAS  Google Scholar 

  25. N. Vlachy, D. Touraud, J. Heilmann, W. Kunz, Colloids Surf B 70, 278 (2009)

    Article  CAS  Google Scholar 

  26. C.-H. Tsai, J.L. Vivero-Escoto, I.I. Slowing, I.-J. Fang, B.G. Trewyn, V.S.-Y. Lin, Biomaterials 32, 6234 (2011)

    Article  CAS  Google Scholar 

  27. P. Botella, A. Corma, M. Quesada, J. Mater. Chem. 22, 6394 (2012)

    Article  CAS  Google Scholar 

  28. T. Kokubo, H. Takadama, Biomaterials 27, 2907 (2006)

    Article  CAS  Google Scholar 

  29. J.S. Beck, J.C. Vartuli, W.J. Roth, M.E. Leonowicz, C.T. Kresge, K.D. Schmitt, C.T.W. Chu, D.H. Olson, E.W. Sheppard, S.B. McCullen, J.B. Higgins, J.L. Schlenker, J. Am. Chem. Soc. 114, 10834 (1992)

    Article  CAS  Google Scholar 

  30. F. Mariano-Neto, J.R. Matos, L.C. Cides da Silva, L.V. Carvalho, K. Scaramuzzi, O.A. Sant’Anna, C.P. Oliveira, M.C.A. Fantini, J. Phys. D 47, 425402 (2014)

    Article  Google Scholar 

  31. C. Charnay, S. Bégu, C. Tourné-Péteilh, L. Nicole, D.A.A. Lerner, J.M.M. Devoisselle, Eur. J. Pharm. Biopharm. 57, 533 (2004)

    Article  CAS  Google Scholar 

  32. T. Azaïs, C. Tourné-Péteilh, F. Aussenac, N. Baccile, C. Coelho, J.-M. Devoisselle, F. Babonneau, Chem. Mater. 18, 6382 (2006)

    Article  Google Scholar 

  33. K.S.W. Sing, D.H. Everett, R.A.W. Haul, L. Moscou, R.A. Pierotti, J. Rouquerol, T. Siemieniewska, Pure Appl. Chem. 57, 603–619 (1985).

    Article  CAS  Google Scholar 

  34. M. Thommes, K. Kaneko, A.V. Neimark, J.P. Olivier, F. Rodriguez-Reinoso, J. Rouquerol, K.S.W. Sing, Pure Appl. Chem. 87, 1051 (2015)

    Article  CAS  Google Scholar 

  35. L.C. Fonseca, R. Faez, F.F. Camilo, M.A. Bizeto, Microporous Mesoporous Mater. 159, 24 (2012)

    Article  CAS  Google Scholar 

  36. M. Vallet-Regi, A. Rámila, R.P. del Real, J. Pérez-Pariente, Chem. Mater. 13, 308 (2001)

    Article  CAS  Google Scholar 

  37. B. Muñoz, A. Rámila, J. Pérez-Pariente, I. Díaz, M. Vallet-Regí, Chem. Mater. 15, 500 (2003)

    Article  Google Scholar 

  38. R.A. MacPhail, H.L. Strauss, R.G. Snyder, C.A. Elliger, J. Phys. Chem. 88, 334 (1984)

    Article  CAS  Google Scholar 

  39. R.G. Snyder, H.L. Strauss, C.A. Elliger, J. Phys. Chem. 86, 5145 (1982)

    Article  CAS  Google Scholar 

  40. N.V. Venkataraman, S. Vasudevan, J. Phys. Chem. B. 104, 11179 (2000)

    Article  CAS  Google Scholar 

  41. W. Wang, L. Li, S. Xi, J. Colloid Interface Sci. 155, 369 (1993)

    Article  CAS  Google Scholar 

  42. K.H.S. Kung, K.F. Hayes, Langmuir 9, 263 (1993)

    Article  CAS  Google Scholar 

  43. A.A. Freer, J.M. Bunyan, N. Shankland, D.B. Sheen, Acta Crystallogr. Sect. C 49, 1378 (1993)

    Article  Google Scholar 

  44. R.W. Korsmeyer, R. Gurny, E. Doelker, P. Buri, N.A. Peppas, Int. J. Pharm. 15, 25 (1983)

    Article  CAS  Google Scholar 

  45. J. Siepmann, N.A. Peppas, Int. J. Pharm. 418, 6 (2011)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

Authors are thankful to Prof. Vera R. L. Constantino (IQ-USP) and Ricardo Couto (IQ-USP) for the support on X-ray diffractometry and thermogravimetric experiments. M. A. Bizeto is thankful to the financial support from Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) (Grant 2011/50318-1). M. B. Costa is thankful to Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) for the research fellowship.

Author information

Authors and Affiliations

  1. Laboratório de Materiais Híbridos, Departamento de Química, Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, Rua São Nicolau, 210, Diadema, SP, CEP: 09913-030, Brazil

    Marcela Bloise Costa & Marcos Augusto Bizeto

Authors
  1. Marcela Bloise Costa
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Marcos Augusto Bizeto
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Marcos Augusto Bizeto.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 546 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Costa, M.B., Bizeto, M.A. Synthesis of a highly hydrophobic silica mesostructure by a modified co-condensation procedure and evaluation of its drug release capability. J Porous Mater 25, 1603–1609 (2018). https://doi.org/10.1007/s10934-018-0574-7

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10934-018-0574-7

Keywords

Search

Navigation