Imprinted β‐cyclodextrin polymers using naringin as template

Abstract

The objective of this study was to identify a kind of molecular imprinting polymer (MIP) which was suitable for recognizing naringin (NG) in aqueous medium. Based on two crosslinkers (hexamethylene diisocyanate and epichlorohydrin) and two polymerization methods (solution polymerization and emulsion polymerization), four non‐covalent naringin‐β‐cyclodextrine (NG‐β‐CD) imprinted polymers were prepared by using β‐CD as a functional monomer and NG as a template molecule. The binding property and selectivity were evaluated by equilibrium binding experiments. These demonstrated that all the sites in the MIPs show good selective binding ability for NG from naringin dihydrochalcone, a structurally similar molecule. Of the four MIPs, rod‐like 3# MIP which was prepared by emulsion polymerization using hexamethylene diisocyanate as crosslinker exhibited the highest selectivity, its imprinting factor α being 1.53. Scatchard analysis of 3# MIP suggests that there are two classes of binding sites during the MIP's recognition of NG. Additionally, the 3# MIP could be used at least five times without any loss in sorption capacity. Copyright © 2011 Society of Chemical Industry

State‐of‐the‐art applications of cyclodextrins as functional monomers in molecular imprinting techniques: a review

“…Ma et al. studied two polymerization methods (solution polymerization and emulsion polymerization) and two crosslinkers (hexamethylene diisocyanate and epichlorohydrin) for recognizing naringin, a kind of flavonoid which is widely distributed in plants, especially in the skins and seeds of fruits and vegetables, in aqueous medium . The authors synthesized four noncovalent naringin‐imprinted polymers by using β‐CD as a functional monomer in DMSO solvent by hydrogen bond interaction during MIP preparation.…”

Water‐compatible imprinted polymers based on CS@SiO2 particles for selective recognition of naringin

“…In additional, compared with the imprinting factor α of HD (α = 1.11 ± 0.16), the imprinting factor α of NG is 1.74±0.20, which suggested that imprinted cavities played an important role in recognition. As shown in Figure , the imprinting factor of NG (4#) is slightly lower than that for the imprinted β‐cyclodextrin nanofiber with in‐situ generated silica as pore‐forming agent (5#), comparable to the values for the imprinted 5‐P (AN‐co‐IA) membrane (3#) and the imprinted β‐cyclodextrin nanofiber (2#), but better than the one for the imprinted β‐cyclodextrin polymer (1#) …”

“…As the recognition of flavonoids in aqueous media is a bit challenging due to poor affinities, there is growing interest in producing MIPs . The recognition of NG was performed in aqueous medium using β‐cyclodextrin (β‐CD) as functional monomer . But it was difficult to find an excellent crosslinker.…”

Molecular Recognition‐Driven Membrane Processes

“…β-CDs have been also used as functional monomers to interact with naringin molecules via hydrogen bonding in molecularly imprinted polymers synthesised using the fl avonoid as target molecule. In a recent study [50], Ma et al, developed an imprinted β-CD polymer capable to bound 50.13 μmol/g polymer of naringin.…”