2016 (2) 3

https://doi.org/10.15407/polymerj.38.02.135

Molecularly imprinted polymer membranes for solid-phase extraction of bisphenol A

T.A. Sergeyeva1, A.V. Satyr1, O.V. Piletska2, L.M. Sergeeva3, О.О. Brovko3, A.V. El’skaya1

1Institute of Molecular Biology and Genetics NAS of Ukraine

150, Zabolotnogo str., Kyiv, 03680, Ukraine

2University of Leicester

Leicester LE1 7RH, United Kingdom

3Institute of Macromolecular Chemistry NAS of Ukraine

48, Kharkivske shose, Kyiv, 02160,  Ukraine

Polym. J., 2016, 38, no. 2: 135-140.

Section: Structure and properties.

Language: Ukrainian.

Abstract:

Porous polymeric membranes based on acrylate-polyurethane semi-IPNs for highly-selective preconcentration of bisphenol A from diluted aqueous solutions were synthesized using combination of the methods of molecular imprinting and computational modelling. Porous molecularly imprinted polymer (MIP) membranes were obtained by the method of in situ polymerization. Binding energies between bisphenol A and functional monomers in MIP membranes (itaconic, methacrylic, 2-acrylamido-2-methyl-1-propanesulfonic acids and diethylaminoethylmethacrylate) comprised – 40,8; -38,1; -36,7 and -28,1 kCal/M respectively. Correlation between binding energies bisphenol A-functional monomer and ability of MIP membranes synthesized on their basis to recognize bisphenol A selectively was revealed. Dependence of adsorbtion capability of MIP membranes on a composition of the analyzed sample (pH, salt concentration) was studied. The itaconic acid-based MIP membranes demonstrated insignificant binding of close structural analogues of bisphenol A. Application of the MIP membranes in solid-phase extraction provided effective pre-concentration (up to 100 times) of bisphenol A-containing diluted aqueous solutions.

Key words: molecularly imprinted polymers, membranes, solid-phase extraction, bisphenol A.

Література

1. 1. Ballesteros-Gomez A., Rubio S., Perez-Bendito D. Analytical methods for the determination of bisphenol A in food // J. Chromatogr. – 2009. – 1216, № 3. – P. 449-469.
2. 2. Sarafraz-Yazdi A., Razavi N. Application of molecularly-imprinted polymers in solid-phase microextraction techniques // TrAC Trends in Analytical Chemistry. – 2015. –73 , November. – P. 81-90.
3. 3. Ferrer I., Barcelo D. Validation of new solid-phase extraction materials for the selective enrichment of organic contaminants from environmental samples // Trac-Trend Anal. Chem. – 1999. – 18, № 3. – P.180–193.
4. 4. Alexiadou D.K., Maragou N.C., Thomaidis N.S., Theodoridis G.A., and Koupparis M.A. Molecularly imprinted polymers for bisphenol A for HPLC and SPE from water and milk // J. Sep. Sci. – 2008. – 31, № 12. – P. 2272 – 2282.
5. 5. Yang J., Li Y., Wang J., Sun X.L., Cao R., Sun H., Huang C.N., Chen J.P.  Molecularly imprinted polymer microspheres prepared by Pickering emulsion polymerization for selective solid-phase extraction of eight bisphenols from human urine samples // Analytica Chimica Acta. – 2015. – 872. – P. 35-45.
6. 6. Zhang X., Zhu D., Huang C., Sun Y., Lee Y.-I. Sensitive detection of bisphenol A in complex samples by in-column molecularly imprinted solid-phase extraction coupled with capillary electrophoresis // Microchemical J. – 2015. – 121. – P.1-5.
7. 7. Sun X., Wang J., Li Y., Jin J., Yang J., Li F., Shah S.M., Chen J. Highly class-selective solid-phase extraction of bisphenols in milk, sediment and human urine samples using well-designed dummy molecularly imprinted polymers // J. of Chromatography A. – 2014. – 1360. – P. 9-16.
8. 8. Sun X., Wang J., Li Y., Jin J., Zhang B., Shah S.M., Wang X., Chen J. Highly selective dummy molecularly imprinted polymer as a solid-phase extraction sorbent for five bisphenols in tap and river water // J. of Chromatography A. – 2014. – 1343. – P. 33-41.
9. 9. Suedee R. , Chuchome T. T. , Kongmark U. Use of molecularly imprinted polymers from a mixture of tetracycline and its degradation products to produce affinity membranes for the removal of tetracycline from water // J. of Chromatogr. – 2004. – 811. – P. 191–200.
10. 10. Lehmann M. , Brunner H., Tovar G.Selective separations and hydrodynamic studies: a new approach using molecularly imprinted nanosphere composite membranes // Desalination. – 2002. – 149. – P. 315–321.
11. 11. Sergeyeva T.A., Piletska E.V., Piletsky S.A., Sergeyeva L.M., Brovko O.O., El’ska G.V. Data on structure and recognition properties of the template-selective binding sites in semi-IPN-based molecularly imprinted polymer membranes // Mater. Sci. Eng. C. – 2008. – 28. – P. 1472–1479.
12. 12. Sergeyeva T.A., Gorbach L.A., Slinchenko O.A., Goncharova L.A., Piletska O.V., Brovko O.O., Sergeeva L.M., El’ska G.V. Towards development of colorimetric test-systems for phenols detection based on computationally-designed molecularly imprinted polymer membranes // Mater. Sci. Eng. C. – 2010. – 30. – P. 431–436.