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Silica particles coated with azobenzene-containing photoresponsive molecule-imprinted skin layer

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Abstract

We developed a novel type of azobenzene-containing photoresponsive molecule-imprinted silica microspheres. Ibuprofen and activated silica particles were used as template molecules and substrates, respectively. Pre-synthesized azobenzene-based monomers were chemically bonded on the surface of silica particles. Template–monomer complexes were formed relying on hydrogen bonding. Then skin layer was formed by graft polymerization of azobenzene-based monomers. After that, ibuprofen molecules were removed from their embedded spaces. The vacant spaces on the surface of particles were easily accessible for the template molecules. Furthermore, photoinduced transcis isomerization of azobenzene chromophores within imprinted vacant spaces was able to regulate their substrate affinity. The results demonstrated that the imprinted silica microspheres possessed obvious molecular imprinting effects towards the template ibuprofen, rather fast template rebinding kinetics, and appreciate selectivity over structurally related compounds.

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References

  1. Fang C, Yi C, Wang Y, Cao Y, Liu X (2009) Biosens Bioelectron 24:3164–3169

    Article  CAS  Google Scholar 

  2. Lasáková M, Jandera P (2009) J Sep Sci 32:788–812

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  4. Bentio-Peña E, Martins S, Orellana G, Moreno-Bondi MC (2008) Anal Bioanal Chem 393:235–245

    Article  Google Scholar 

  5. Jing T, Gao X, Wang P, Wang Y, Lin Y (2009) Anal Bioanal Chem 393:2009–2018

    Article  CAS  Google Scholar 

  6. Jin GY, Tang WY (2009) Microchimica Acta 165:143–149

    Article  CAS  Google Scholar 

  7. Gao D, Zhang Z, Wu M, Xie C, Guan G, Wang D (2007) J Am Chem Soc 129:7859–7866

    Article  CAS  Google Scholar 

  8. Katz A, Davis ME (2000) Nature 403:286

    Article  CAS  Google Scholar 

  9. Yang H, Zhang S, Tan F, Zhuang Z, Wang X (2005) J Am Chem Soc 127:1378–1379

    Article  CAS  Google Scholar 

  10. Sulitzky C, Ruckert B, Hall AJ, Lanza F, Unger K, Sellergren B (2002) Micromolecules 35:79

    Article  CAS  Google Scholar 

  11. Jayasundera S, Zeinali M, Miller JB, Velea LM (2006) J Phys Chem B 110:18121

    Article  CAS  Google Scholar 

  12. Ecevit Y, Olof R, Per M, Domingo S, Klaus M (2002) J Mater Chem 12:1577

    Article  Google Scholar 

  13. Wybrańska K, Niemiec W, Szczubialka K, Nowakowska M (2010) Chem Mater 22:5392–5399

    Article  Google Scholar 

  14. Gao DM, Zhang ZP, Wu MH, Xie CG (2007) J Am Chem Soc 129:7859

    Article  CAS  Google Scholar 

  15. Fang LJ, Chen SJ, Zhang Y, Zhang HQ (2011) J Mater Chem 21:2320–2329

    Article  CAS  Google Scholar 

  16. Irvine DJ, Goods SH, Whinnery LL (2001) Chem Mater 13:1143

    Article  Google Scholar 

  17. Nath N, Chilkoti A (2002) Adv Mater 14:1243

    Article  CAS  Google Scholar 

  18. Szczubialka K, Jankowska M (2003) J Mater Chem 14:669

    Google Scholar 

  19. Gil ES, Hudson SM (2004) Prog Polym Sci 29:1173

    Article  CAS  Google Scholar 

  20. Alarcon CDH, Pennadam S, Alexander C (2005) Chem Soc Rev 34:276

    Article  CAS  Google Scholar 

  21. Wang Y, Xu H, Zhang X (2009) Adv Mater 21:2849–2864

    Article  CAS  Google Scholar 

  22. Klajn R, Stoddart JF, Grzybowski BA (2010) Chem Soc Rev 39:2203–2237

    Article  CAS  Google Scholar 

  23. Xie P, Zhang R (2005) J Mater Chem 15:2529–2550

    Article  CAS  Google Scholar 

  24. Li Y, He Y, Tong X, Wang X (2005) J Am Chem Soc 127:2402–2403

    Article  CAS  Google Scholar 

  25. Asano T, Okada T (1984) J Org Chem 49:4387

    Article  CAS  Google Scholar 

  26. Gong C, Lam MH, Yu H (2006) Adv Funct Mater 16:1759–1767

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  28. Gong C, Wong K, Lam MH (2008) Chem Mater 20:1353–1358

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  30. Stöber W, Fink A, Bohn E (1968) J Colloid Interface Sci 26:62

    Article  Google Scholar 

  31. Umpleby IIRJ, Baxter SC, Rampey AM, Rushton GT (2004) J Chromatogr B 804:141–149

    Article  CAS  Google Scholar 

  32. Wulff G (1995) Angew Chem Int Ed Engl 34:1812–1832

    Article  CAS  Google Scholar 

  33. Mosbach K (1994) Trends Biochem Sci 19:9–14

    Article  CAS  Google Scholar 

  34. Niemann M, Ritter H (1993) Makromol Chem 194:1169–1181

    Article  CAS  Google Scholar 

  35. Goswami S, Ghosh K, Halder M (1999) Tetrahedron Lett 40:1735

    Article  CAS  Google Scholar 

  36. Angiolini L, Caretti D, Giorgini L, Salatelli E (1998) Polymer 39:6621

    Article  CAS  Google Scholar 

  37. Ren YM, Ma WQ, Ma J, Wen Q, Wang J, Zhao FB (2012) J Colloid Interf Sci 367:355–361

    Article  CAS  Google Scholar 

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Acknowledgments

The authors are grateful for the financial support from National Natural Science Foundation of China (21276283).

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Correspondence to Shi-An Zhong.

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Li, CE., Zhong, SA., Li, XJ. et al. Silica particles coated with azobenzene-containing photoresponsive molecule-imprinted skin layer. Colloid Polym Sci 291, 2049–2059 (2013). https://doi.org/10.1007/s00396-013-2944-7

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  • DOI: https://doi.org/10.1007/s00396-013-2944-7

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