Abstract: Bisphenol A (2,2-bis(4-hydroxyphenyl) propane, BPA) is a known endocrine disruptor which possesses estrogenic activity and interferes with the endocrine system.Further,BPA has been shown to adversely affect development and/or reproduction in many animal species.In order to rapidly identify and effectively adsorb BPA,a molecularly imprinted polymer (MIP),template with BPA,has been synthesized in polar solvent.4-Vinylpyridine was selected as the functional monomer.UV analysis results revealed BPA and 4-vinylpyridine completed the self-assembly process by noncovalent interaction,which was presumed to p-p stacking.The complex ratio was 1:2 by calculation.The MIP was prepared in precipitation polymerization and characterized by infrared spectra.It demonstrated that MIP had the necessary characteristics of the structure and successfully accomplished imprinting and reversible separation to BPA.The ChemDraw pictures were used to display the imprinted mechanism of the polymers.The preservation of the mesoporous structure was confirmed visually by scanning electron microscopy (SEM) of MIP.Evidence of imprint sites buried within the pore walls was found through careful characterization of MIP and its comparison to similarly prepared non-imprinted ones.The thermal adsorption experiment examined the specificity recognition and the selective adsorption mechanism.The specificity adsorption was 37.39 μmol/g and the imprinted index was 4.31.The separation factors of tetrabromobisphenol A,phenol,atrazine,naproxen and quercetin were 2.51,2.06,2.14,2.26 and 2.63 respectively,which showed that molecularly imprinted polymer had a good recognition characteristic to BPA.The recognition factor of the non-imprinted polymers was close to 1,which indicated that the adsorption substrate was non-selective.This demonstrated that it was the formation of precise and stable cavities retained the exact memory of the size,shape,and orientation of the functional groups during the templating polymerization steps.
Template and target information: bisphenol A, (2,2-bis(4-hydroxyphenyl) propane, BPA
Author keywords: Imprinting mechanism, π-π stacking, precipitation polymerization, Imprinted index, bisphenol A