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Issue 12, 2012
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Supercritical fluid technology as a new strategy for the development of semi-covalent molecularly imprinted materials

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Abstract

Molecularly imprinted polymeric particles with molecular recognition towards Bisphenol A (BPA) were synthesized for the first time using the semi-covalent imprinting approach in supercritical carbon dioxide (scCO2). The material's affinity to BPA was achieved by co-polymerizing ethylene glycol dimethacrylate (EGDMA) with a template-containing monomer, Bisphenol A dimethacrylate (BPADM) in scCO2. Bisphenol A is then cleaved from the polymeric matrix by hydrolysis with tetrabutylammonium hydroxide (n-Bu4OH) also in a supercritical environment, taking advantage of the high diffusivity of scCO2. The selectivity of the molecular imprinted polymer (MIP) was assessed by evaluating its capability to bind BPA in comparison with progesterone and α-ethinylestradiol. In addition, the cross-linked particles were used to prepare a PMMA-based hybrid imprinted membrane by a scCO2-assisted phase inversion method. Results show that the incorporation of MIP particles was able to confer molecular affinity to BPA to the membrane and that at dynamic conditions of filtration, this imprinted porous structure was able to adsorb a higher amount of BPA than the corresponding non-imprinted hybrid membrane. Our work represents a valuable greener alternative to conventional methods, for the synthesis of affinity materials which are able to maintain molecular recognition properties in water.

Graphical abstract: Supercritical fluid technology as a new strategy for the development of semi-covalent molecularly imprinted materials

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Publication details

The article was received on 08 Mar 2012, accepted on 08 Mar 2012 and first published on 09 Mar 2012


Article type: Communication
DOI: 10.1039/C2RA20426F
Citation: RSC Adv., 2012,2, 5075-5079

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    Supercritical fluid technology as a new strategy for the development of semi-covalent molecularly imprinted materials

    M. Soares da Silva, R. Viveiros, A. Aguiar-Ricardo, V. D. B. Bonifácio and T. Casimiro, RSC Adv., 2012, 2, 5075
    DOI: 10.1039/C2RA20426F

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