Abstract
Bulk polymerization method was used to prepare a homogeneous molecularly imprinted polymer (MIP) for the specific extraction of herbicide mecoprop (MCPP). Thereafter, the binding performance of this functional polymer was evaluated under optimal condition, compared to a non-imprinted polymer. From the Scatchard plot analysis, two types of binding sites were detected in the MIP, the high affinity binding sites with a KD (equilibrium dissociation constant) of 6.4 µM and the low affinity ones with a KD of 55.9 µM. In addition, the possibility of using synthesized MIP for MCPP extraction from environmental aqueous samples was explored. The adsorption capacity of MIP in spiked bottled water and groundwater samples showed that the polymer could effectively extract MCPP from bottled water and groundwater (p < 0.05) with the recovery of 70.5% and 65.1%, respectively, demonstrating the potential of imprinted polymers for cost-effective and effective water treatment.
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References
Abdollahi E, Abdouss M, Mohammadi A (2016) Synthesis of a nano molecularly imprinted polymeric sorbent for solid phase extraction and determination of phenytoin in plasma, urine, and wastewater by HPLC. RSC Adv 6:39095–39105. https://doi.org/10.1039/C6RA00421K
Barnekow D, Hamburg A, Puvanesarajah V, Guo M (2001) Metabolism of 2,4-dichlorophenoxyacetic acid in laying hens and lactating goats. J Agric Food Chem 49:156–163
Beyki T, Asadollahzadeh MJ (2016) Selective removal of dicamba from aqueous samples using molecularly imprinted polymer nanospheres. J Water Environ Nanotechnol 1:19–25
Calderón-Preciado D, Matamoros V, Bayona JM (2011) Occurrence and potential crop uptake of emerging contaminants and related compounds in an agricultural irrigation network. Sci Total Environ 412:14–19
Carabias-Martinez R, Rodriguez-Gonzalo E, Herrero-Hernandez E (2006) Behaviour of triazine herbicides and their hydroxylated and dealkylated metabolites on a propazine-imprinted polymer comparative study in organic and aqueous media. Anal Chim Acta 559:186–194
Charlton AJ, Stuckey V, Sykes MD (2009) Determination of the phenoxyacid herbicides MCPA, mecoprop and 2,4-D in kidney tissue using liquid chromatography with electrospray tandem mass spectrometry. Bull Environ Contam Toxicol 82:711–715
Chen Y, Feng T, Li G, Hu Y (2015) Molecularly imprinted polymer as a novel solid-phase microextraction coating for the selective enrichment of trace imidazolinones in rice, peanut & soil. J Sep Sci 38:301–308
Dai C, Zhang J, Zhang Y, Zhou X, Liu S (2013) Application of molecularly imprinted polymers to selective removal of clofibric acid from water. PLoS One 8:e78167
Ghorani B, Tucker N, Yoshikawa M (2015) Approaches for the assembly of molecularly imprinted electrospun nanofibre membranes&consequent use in selected target recgnition. Food Res Int 78:448–464
Herrero-Hernández E, Carabias-Martníez R, Rodrgíuez-Gonzalo E (2011) Article behavior of phenols and phenoxyacids on a bisphenol-A imprinted polymer. Application for selective solid-phase extraction from water and urine samples. Int J Mol Sci 12:3322–3329
Jenik M, Seifner A, Krassnig S, Seidler K, Lieberzeit PA, Dickert FL, Jungbauer C (2009) Sensors for bioanalytes by imprinting—polymers mimicking both biological receptors and the corresponding bioparticles. Biosensor Bioelectron 25:9–14
Legido-Quigley C, Oxelbark J, De Lorenzi E, Zurutuza-Elorza A, Cormack P (2007) Chromatographic characterisation, under highly aqueous conditions, of a molecularly imprinted polymer binding the herbicide 2,4-dichlorophenoxyacetic acid. Anal Chim Acta 591:22–28
Li J, Zhou H, Liu Y-X, Yan X-Y, Xu Y-P, Liu S-M (2014) Solid-phase extraction for selective determination of bisphenol A in drinks and fruits by dummy surface molecularly imprinted polymer with direct synthetic method. Food Add Contamin A 31:1139–1146
Li J-W, Wang Y-L, Yan S, Li X-J, Pan S-Y (2016) Molecularly imprinted calixarene fiber for solid-phase microextraction of four organophosphorous pesticides in fruits. Food Chem 192:260–267
Liu J-F, Torang L, Mayer P, Jonsson J (2007) Passive extraction and clean-up of phenoxy acid herbicides in samples from groundwater plume using hollow fiber supported liquid membranes. J CChromatogr A 1160:56–63
Mohajeri SA, Ebrahimi SA (2008) Preparation and characterization of a lamotrigine imprinted polymer and its application for drug assay in human serum. J Sep Sci 31:3595–3602
Mohajeri SA, Karimi G, Aghamohammadian J, Khansari MR (2011) Clozapine recognition via molecularly imprinted polymers; bulk polymerization versus precipitation method. J Appl Polym Sci 121:3590–3595
Nadin P (2007) The use of plant protection products in the European union data 1992–2003. European Commission, Luxembourg
Rao R,N, Maurya PK, Kuntamukkala R, Vitthal WD, Talluri MV (2011) Molecularly imprinted polymer for selective extraction of 3-methylflavone-8-carboxylic acid from human urine followed by its determination using zwitterionic hydrophilic interaction liquid chromatography. J Sep Sci 34:3265–3271
Sole RD, Lazzoi MR, Vasapollo G (2010) Synthesis of nicotinamide-based molecularly imprinted microspheres and in vitro controlled release studies. Drug Deliv 17:130–137
Song X, Xu S, Chen L, Wei Y, Xiong H (2014) Recent advances in molecularly imprinted polymers in food analysis. J Appl Polym Sci 131:40766
Sun H-w, Qiao F-x, Liu G-y (2006) Characteristic of theophylline imprinted monolithic column and its application for determination of xanthine derivatives caffeine and theophylline in green tea. J Chromatogr A 1134:194–200. https://doi.org/10.1016/j.chroma.2006.09.004
Swarnkar A, Keshav A, Soni AB (2016) Separation of methacrylic acid from aqueous phase using quaternary amine. J Heat Mass Transfer Res (JHMTR) 3(1):1–7
Wan Y-c, Ma H-t, Lu B (2015) MIPs in aqueous environments. In: Mattiasson B, Ye L (eds) Molecularly imprinted polymers in biotechnology. Springer International Publishing, Cham, pp 131–166
Wang X, Tang Q, Wang Q, Qiao X, Xu Z (2014) Study of a molecularly imprinted solid-phase extraction coupled with high-performance liquid chromatography for simultaneous determination of trace trichlorfon and monocrotophos residues in vegetables. J Sci Food Agric 94:1409–1415
Wang YF, Jin HX, Wang YG, Yang LY, OuYang XK, Wu WJ (2016) Synthesis & characterization of magnetic molecularly imprinted polymer for the enrichment of ofloxacin enantiomers in fish samples. Molecules. https://doi.org/10.3390/molecules21070915
Wu X, Shimizu KD (2008) Molecular imprinting for sensor applications. Molecular recognition polymers. Wiley, New York, pp 395–429
Yu Q, Deng S, Yu G (2008) Selective removal of perfluorooctane sulfonate from aqueous solution using chitosan-based molecularly imprinted polymer adsorbents. Water Res 42:3089–3097
Acknowledgements
The authors gratefully acknowledge the Department of Polymer Technology, Pharmaceutical Research Center, Bu-Ali Research Institute, Mashhad University of Medical Sciences, Mashhad, Iran, for their help. Authors declare that there is no conflict of interests in this study. The results described in this paper were part of a Ph.D. student thesis.
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Mansouri, E., Sarabi-Jamab, M., Ghorani, B. et al. Preparation and Characterization of Herbicide Mecoprop Imprinted Polymer and Its Application as a Selective Sorbent in Water Sample. Bull Environ Contam Toxicol 101, 657–663 (2018). https://doi.org/10.1007/s00128-018-2459-5
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DOI: https://doi.org/10.1007/s00128-018-2459-5