Skip to main content
Log in

Photoregulated uptake and release of drug by an organic–inorganic hybrid sol–gel material

  • Original Paper
  • Published:
Journal of Sol-Gel Science and Technology Aims and scope Submit manuscript

Abstract

A photo-responsive molecularly imprinted sol–gel organic-inorganic hybrid material prepared by covalent imprinting of the template-functional monomer complex formed between 4,4′-dihydroxylazobenzene and ibuprofen was developed to explore the photo-regulated uptake and release of drug by a silicate-based smart molecularly imprinted materials. After imprinting, the template molecules (ibuprofen) were removed via hydrolysis in acid, and accurate cavities were left, which could be used as the receptor recognition sites for ibuprofen. The new organic–inorganic hybrid material shows specific affinity to ibuprofen and reversible uptake and release of ibuprofen upon alternate irradiation at 365 and 440 nm, respectively. The favorable binding strength of the imprinted receptor sites in the molecularly imprinted polymer (MIP) for ibuprofen is found to be 2.28 × 103 M−1. Density of receptor sites in the MIP material was 4.0 µmol/g—MIP.

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.

Scheme 1
Scheme 2
Scheme 3
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Scheme 4
Fig. 7

Similar content being viewed by others

References

  1. Melton KN, Otsuka K, Wayman CM (1998) Shape memory materials. Cambridge University Press, Cambridge

    Google Scholar 

  2. Kumar GS, Neckers DC (1989) Chem Rev 89:1915–1925

    Article  CAS  Google Scholar 

  3. Minoura N, Idei K, Rachkov A, Uzawa H, Matsuda K (2003) Chem Mater 15:4703–4704

    Article  CAS  Google Scholar 

  4. Gomy C, Schmitzer AR (2007) Org Lett 20:3865–3868

    Article  Google Scholar 

  5. Gong CB, Lam MHW, Yu HX (2006) Adv Funct Mater 16:1759–1767

    Article  CAS  Google Scholar 

  6. Gong CB, Wong KL, Lam MHW (2008) Chem Mater 20:1353–1358

    Article  Google Scholar 

  7. Chemtob A, Peter M, Belon C, Dietlin C, Croutxe-Barghorn C, Vidal L, Rigolet S (2010) J Mater Chem 20:9104–9112

    Article  CAS  Google Scholar 

  8. Marx S, Liron Z (2001) Chem Mater 13:3624–3630

    Article  CAS  Google Scholar 

  9. Lahav M, Kharitonov AB, Katz O, Kunitake T, Willner I (2001) Anal Chem 73:720–723

    Article  CAS  Google Scholar 

  10. Holthoff EL, Bright V (2007) Acc Chem Res 40:756–767

    Article  CAS  Google Scholar 

  11. Holthoff EL, Bright FV (2007) J Fluoresc 594:147–161

    CAS  Google Scholar 

  12. Garcia-Heras M, Gil C, Carmona N, Faber J (2005) Anal Chem Acta 540:147–152

    Article  CAS  Google Scholar 

  13. Menaa B, Menaa F, Aiolfi-Guimaraes C, Sharts O (2010) Int J Nanotechnol 7:1–45

    Article  CAS  Google Scholar 

  14. Ueda M, Kim HB, Ichimura K (1994) Chem Mater 6:1771–1775

    Article  CAS  Google Scholar 

  15. Jiang GS, Zhong SA, Chen L, Blakey I, Whitaker A (2011) Rad Phys Chem 80:130–135

    Article  CAS  Google Scholar 

  16. Que WX, Hu X, Xia XL, Zhao L (2007) Opti Exp 15:480–485

    Article  CAS  Google Scholar 

  17. Menaa B, Takahashi M, Tokuda Y, Yoko T (2006) J Sol-Gel Sci Technol 39:185–194

    Article  CAS  Google Scholar 

  18. Kulikovska O, Goldenberg LM, Kulikovsky L, Stumpe J (2008) Chem Mater 20:3528–3534

    Article  CAS  Google Scholar 

  19. Li JT, Shi JL, Wei CY, Jiang P, Huang WM, Zhuang DK (2008) J Phy Chem C 112:13754–13762

    Article  CAS  Google Scholar 

  20. Serwadczak M, Ubbenhorst MW, Kucharski S (2006) J Sol-gel Sci Tech 40:39–44

    Article  CAS  Google Scholar 

  21. Alvaro M, Benitez M, Das D, Garcia H, Peris E (2005) Chem Mater 17:4958–4964

    Article  CAS  Google Scholar 

  22. Liu N, Yu K, Smarsly B, Dunphy DR, Jiang YB, Brinker CJ (2002) J Am Chem Soc 124:14540–14541

    Article  CAS  Google Scholar 

  23. Besson E, Mehdi A, Lerner DA, Reye C, Corriu RJP (2005) J Mat Chem 15:803–809

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The work described in this paper was supported by the Research Funds for the Doctoral Program of Higher Education of China (20090182120010), the National Natural Science Foundation of China (20872121), Natural Science Foundation Project of CQ CSTC (CSTC, 2009BB4001), the Fundamental Research Funds for the Central Universities (XDJK2009C011, XDJK2009C178), Southwest University Doctoral Fund (SWUB2008075), Postdoctoral Fund of Southwest University.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Chengbin Gong.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tang, Q., Gong, C., Lam, M.HW. et al. Photoregulated uptake and release of drug by an organic–inorganic hybrid sol–gel material. J Sol-Gel Sci Technol 59, 495–504 (2011). https://doi.org/10.1007/s10971-011-2518-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10971-011-2518-4

Keywords

Navigation