Selective Removal of the Genotoxic Compound 2-Aminopyridine in Water using Molecularly Imprinted Polymers Based on Magnetic Chitosan and β-Cyclodextrin

Abstract

To develop efficient materials with enhanced adsorption and selectivity for genotoxic 2-aminopyridine in water, based on magnetic chitosan (CTs) and β-cyclodextrin (β-CD), the magnetic molecularly imprinted polymers (MMIPs) of Fe3O4-CTs@MIP and Fe3O4-MAH-β-CD@MIP were synthesized by a molecular imprinting technique using 2-aminopyridine as a template. The selective adsorption experiments for 2-aminopyridine were performed by four analogues including pyridine, aniline, 2-amino-5-chloropyridine and phenylenediamine. Results showed the target 2-aminopyridine could be selectively adsorbed and quickly separated by the synthesized MMIPs in the presence of the above structural analogues. The coexisting ions including Na+, K+, Mg2+, Ca2+, Cl− and SO42− showed little effect on the adsorption of 2-aminopyridine. The maximum adsorption capacity of 2-aminopyridine on Fe3O4-CTs@MIP and Fe3O4-MAH-β-CD@MIP was 39.2 mg·g−1 and 46.5 mg·g−1, respectively, which is much higher than values in previous reports. The comparison result with commercial activated carbon showed the obtained MMIPs had higher adsorption ability and selectivity for 2-aminopyridine. In addition, the synthesized MMIPs exhibited excellent performance of regeneration, which was used at least five times with little adsorption capacity loss. Therefore, the synthesized MMIPs are potential effective materials in applications for selective removal and analysis of the genotoxic compound aminopyridine from environmental water.

Recent Advances of Molecularly Imprinted Polymers Based on Cyclodextrin

“…In order to remove the genotoxic and carcinogenic pesticide residue 2‐aminopyridine in water, Zhang's group proposed two magnetic MIPs based on chitosan (CS) coated Fe 3 O 4 and MAH‐β‐CDs grafted Fe 3 O 4 . [ 47 ] Although both MIPs showed satisfactory reproducibility and stability, the maximum adsorption capacity of CD‐based MIP toward 2‐aminopyridine (46.5 mg g −1 ) was superior to that of CS‐based MIP (39.2 mg g −1 ). The main reason was that there are two interactions between CD‐based MIP and template molecules: electrostatic interaction, and hydrogen bonding, while the absorption of CS‐based MIP to template molecules might mainly rely on hydrogen bonding.…”

Molecular Imprinted Poly-Cyclodextrin for Selective Removal of Dibutyl Phthalate

“…It is known that appropriate orientation and ordering of cyclodextrin in its polymeric form determines the adsorption capacity. ,,− In polymer form, cyclodextrin molecules are connected to each other arbitrarily and expected to have random orientation. − In contrast, the presented MIP of poly-cyclodextrin has selective orientation and ordering due to the templating action of host–guest-based complexation. − This ordering results in increased adsorption capacity and selectivity of MIP as compared to those of NIP or simple reported poly-cyclodextrin. The ratio of cross-linker to functional monomers determines the density and distribution of adsorption sites in MIP.…”

Overview of Piezoelectric Biosensors, Immunosensors and DNA Sensors and Their Applications

“…Many materials can serve for the construction of Molecularly Imprinted Polymers, and both organic and inorganic membranes have been proposed for these purposes in the past. Acrylates and acrylamides [ 33 , 34 ], sol-gels [ 35 ], chitosan [ 36 , 37 , 38 ], dextrin [ 39 , 40 ] and organo-metallic composites [ 41 , 42 ] can be exampled as materials with great retaining of the template shape and resistant to the template removing.…”