Skip to main content
Log in

Surface modifications of molecularly imprinted polymers for improved template recognition in water media

  • Original Paper
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

New Restricted Access Materials—Molecularly Imprinted Polymers (RAM-MIP) were synthesized by using caffeine (CAFF), methacrylic acid (MAA), divinyl benzene (DVB) and glycidil methacrylate (GMA) as model template, functional monomer, crosslinking agent and pro-hydrophilic co-monomer, respectively. Furthermore, a screening of the ratio of functional monomer to template was performed. After the preliminary characterizations of conventional MIP prepared in absence of GMA, different GMA amounts were inserted in the pre-polymerization feeds and different reactions conditions were tested for GMA epoxide ring opening. In particular, perchloric acid, ammonia, lactic acid, glycine and triethylene glycol were chosen for this purpose. In perchloric acid and ammonia cases, a further modification was performed by phosphorylation and methylation procedures, respectively. Imprinting efficiency of all the obtained materials was evaluated by binding experiments using caffeine and its analogue theophylline both in organic and in water media. The increased hydrophilic characteristics of RAM polymers by water absorption measurement and protein binding experiments were performed.

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.

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Oral R, Peppas NA (2006) J Biomed Mater Res A 78:205–210

    Google Scholar 

  2. Puoci F, Iemma F, Picci N (2008) Curr Drug Deliv 5:85–96

    Article  CAS  Google Scholar 

  3. Hall AJ, Quaglia M, Manesiotis P, De Lorenzi E, Sellergren B (2006) Anal Chem 78:8362–8367

    Article  CAS  Google Scholar 

  4. Cirillo G, Iemma F, Puoci F, Parisi OI, Curcio M, Spizzirri UG, Picci N (2009) J Drug Target 17:72–77

    Article  CAS  Google Scholar 

  5. Beltran A, Marcé RM, Cormack PAG, Borrull F (2009) J Chromatogr A 1216:2248–2253

    Article  CAS  Google Scholar 

  6. Ye L, Mosbach K (2008) Chem Mater 20:859–868

    Article  CAS  Google Scholar 

  7. Haupt K (2003) Chem Comm 9:171–177

    Article  CAS  Google Scholar 

  8. Surugiu I, Svitel J, Ye L, Haupt K, Danielsson B (2001) Anal Chem 73:4388–4392

    Article  CAS  Google Scholar 

  9. Matsui J, Nicholls IA, Karube I, Mosbach K (1996) J Org Chem 61:5414–5417

    Article  CAS  Google Scholar 

  10. Wu A-H, Syu M-J (2006) Biosens Bioelectron 21:2345–2353

    Article  CAS  Google Scholar 

  11. Puoci F, Cirillo G, Curcio M, Iemma F, Parisi OI, Castiglione M, Picci N (2008) Drug Deliv 15:253–258

    Article  CAS  Google Scholar 

  12. Boos KS, Fleischer CT (2001) J Anal Chem 371:16–20

    Article  CAS  Google Scholar 

  13. Bures P, Huang Y, Oral E, Peppas NA (2001) J Contr Rel 72:25–33

    Article  CAS  Google Scholar 

  14. Sambe H, Hoshina K, Haginaka J (2007) J Chromatogr A 1152:130–137

    Article  CAS  Google Scholar 

  15. Cobb Z, Sellergren B, Andersson LI (2007) Analyst 132:1262–1271

    Article  CAS  Google Scholar 

  16. Tunc Y, Hasirci N, Yesilada A, Ulubayram K (2006) Polymer 47:6931–6940

    Article  CAS  Google Scholar 

  17. Sanbe H, Haginaka J (2003) Analyst 128:593–597

    Article  CAS  Google Scholar 

  18. Haginaka J, Takehira H, Hosoya K, Tanaka N (1999) J Chromatogr A 849:331–339

    Article  CAS  Google Scholar 

  19. Puoci F, Iemma F, Cirillo G, Curcio M, Parisi OI, Spizzirri UG, Picci N (2009) Eur Polym J 45:1634–1640

    Google Scholar 

  20. Villamena FA, De La Cruz AA (2001) J Appl Polym Sci 82:195–205

    Article  CAS  Google Scholar 

  21. Farrington K, Magner E, Regan F (2006) Anal Chim Acta 566:60–68

    Article  CAS  Google Scholar 

  22. Beltran A, Caro E, Marcè RM, Cormack PAG, Sherrington DC, Borrull F (2007) Anal Chim Acta 597:6–11

    Article  CAS  Google Scholar 

  23. Gore MA, Karmalkar RN, KulKarni MG (2004) J Chromatogr B 804:211–221

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financially supported by University funds.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Francesco Puoci.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Parisi, O.I., Cirillo, G., Curcio, M. et al. Surface modifications of molecularly imprinted polymers for improved template recognition in water media. J Polym Res 17, 355–362 (2010). https://doi.org/10.1007/s10965-009-9322-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10965-009-9322-7

Keywords

Navigation