Abstract
We have prepared core-shell magnetic molecularly imprinted polymer nanoparticles for recognition and extraction of tributyl tin (TBT). The use of particles strongly improves the imprinting effect and leads to fast adsorption kinetics and high adsorption capacities. The functional monomer acrylamide was grafted to the surface of Fe3O4 nanospheres in two steps, and MIP layers were then formed on the surface by creating a MIP layer on the surface consisting of poly(ethyleneglycol dimethacrylate) with a TBT template. The particles were characterized in terms of morphological, magnetic, adsorption, and recognition properties. We then have developed a method for the extraction of TBT from spiked mussel (Mytilidae), and its determination by liquid chromatography-tandem mass spectrometry. The method has a limit of detection of 1.0 ng g−1 (n = 5) of TBT, with a linear response between 5.0 and 1,000 ng g−1. The proposed method was successfully applied to the determination of trace TBT in marine food samples with recoveries in the range of 78.3–95.6 %.
Similar content being viewed by others
References
Harino H, Ohji M, Wattayakorn G, Adulyanukosol K, Arai T, Miyazaki N (2008) Accumulation of organotin compounds in tissues and organs of dolphins from the coasts of Thailand. Arch Environ Contam Toxicol 54:145
Cao DD, Jiang GB, Zhou QF, Yang RQ (2009) Organotin pollution in China: an overview of the current state and potential health risk. J Environ Manage 90:S16
Albalat A, Potrykus J, Pempkowiak J, Porte C (2002) Assessment of organotin pollution along the Polish coast (Baltic Sea) by using mussels and fish as sentinel organisms. Chemosphere 47:165
Gallegos MG, Liva M, Olivas RM, Cámara C (2006) Focused ultrasound and molecularly imprinted polymers: a new approach to organotin analysis in environmental samples. J Chromatogr A 1114:82
Rantakokko P, Hallikainen A, Airaksinen R, Vuorinen PJ, Lappalainen A, Mannio J, Vartiainen T (2010) Concentrations of organotin compounds in various fish species in the Finnish lake waters and Finnish coast of the Baltic Sea. Sci Total Environ 408:2474
Mora SJD, Fowler SW, Cassi R, Tolosa I (2003) Assessment of organotin contamination in marine sediments and biota from the Gulf and adjacent region. Mar Pollut Bull 46:401
Jadhav S, Bhosale D, Bhosle N (2011) Baseline of organotin pollution in fishes, clams, shrimps, squids and crabs collected from the west coast of India. Mar Pollut Bull 62:2213
Dorneles PR, Brito JL, Fernandez MAS, Vidal LG, Barbosa LA, Azevedo AF, Fragoso ABL, Torres JPM, Malm O (2008) Evaluation of cetacean exposure to organotin compounds in Brazilian waters through hepatic total tin concentrations. Environ Pollut 156:1268
Garaventa F, Pellizzato F, Faimali M, Terlizzi A, Medakovic D, Geraci S, Pavoni B (2006) Imposex in Hexaplex trunculus at some on the North Mediterranean Coast as a base-line for future evaluation of the effectiveness of the total ban on organotin based antifouling paints. Hydrobiologia 555:281
Gallegos MG, Olivas RM, Esteban AM, Cámara C (2005) Synthesis and evaluation of molecularly imprinted polymers for organotin compounds: a screening method for tributyltin detection in seawater. Anal Chim Acta 531:33
Bedding ND, Mclntyre AE, Lester JN (1983) Organic contaminants in the aquatic environment III. Public health aspects, quality standards and legislation. Sci Total Environ 27:163
Kong X, Gao RX, He XW, Chen LX, Zhang YK (2012) Synthesis and characterization of the core-shell magnetic molecularly imprinted polymers (Fe3O4@MIPs) adsorbents for effective extraction and determination of sulfonamides in the poultry feed. J Chromatogr A 1245:8
Hu YL, Wang YY, Chen XG, Hu YF, Li GK (2010) A novel molecularly imprinted solid-phase microextraction fiber coupled with high performance liquid chromatography for analysis of trace estrogens in fishery samples. Talanta 80:2099
Lin ZK, Cheng WJ, Li YY, Liu ZR, Chen XP, Huang CJ (2012) A novel superparamagnetic surface molecularly imprinted nanoparticle adopting dummy template: An efficient solid-phase extraction adsorbent for bisphenol A. Anal Chim Acta 720:71
Gallegos MG, Olivas RM, Cámara C (2009) Different formats of imprinted polymers for determining organotin compounds in environmental samples. J Environ Manage 90:S69
Gao BJ, Li YB, Zhang ZG (2010) Preparation and recognition performance of creatinine-imprinted material prepared with novel surface-imprinting technique. J Chromatogr B 878:2077
Chen LG, Liu J, Zeng QL, Wang H, Yu AM, Zhang HQ, Ding L (2009) Preparation of magnetic molecularly imprinted polymer for the separation of tetracycline antibiotics from egg and tissue samples. J Chromatogr A 1216:3710
Wang X, Wang LY, He XW, Zhang YK, Chen LX (2009) A molecularly imprinted polymer-coated nanocomposite of magnetic nanoparticles for estrone recognition. Talanta 78:327
Lv YK, Ma Y, Zhao XB, Jia CL, Sun HW (2012) Grafting of norfloxacin imprinted polymeric membranes on silica surface for the selective solid-phase extraction of fluoroquinolones in fish samples. Talanta 89:270
Wang S, Xu ZX, Fang GZ, Duan ZJ, Zhang Y, Chen S (2007) Synthesis and characterization of a molecularly imprinted silica gel sorbent for the on-line determination of trace SudanIin Chilli powder through high-performance liquid chromatography. J Agric Food Chem 55:3869
Hua KC, Zhang L, Zhang ZH, Guo Y, Guo TY (2011) Surface hydrophilic modification with a sugar moiety for a uniform-sized polymer molecularly imprinted for phenobarbital in serum. Acta Biomater 7:3086
Kan XW, Zhao Q, Shao DL, Geng ZR, Wang ZL, Zhu JJ (2010) Preparation and recognition properties of bovine hemoglobin magnetic molecularly imprinted polymers. J Phys Chem B 114:3999
Li Y, Ding MJ, Wang S, Wang RY, Wu XL, Wen TY, Yuan LH, Dai P, Lin YH, Zhou XM (2011) Preparation of imprinted polymers at surface of magnetic nanoparticles for the selective extraction of tadalafil from medicines. ACS Appl Mater Interfaces 3:3308
Zhang Y, Liu RJ, Hu YL, Li GK (2009) Microwave heating in preparation of magnetic molecularly imprinted polymer beads for trace triazines analysis in complicated samples. Anal Chem 81:967
Luo XB, Zhan YC, Huang YN, Yang LX, Tu XM, Luo SL (2011) Removal of water-soluble acid dyes from water environment using a novel magnetic molecularly imprinted polymer. J Hazard Mater 187:274
Chang LM, Chen SN, Li X (2012) Synthesis and properties of core-shell magnetic molecular imprinted polymers. Appl Surf Sci 258:6660
Wang SB, Ng CW, Wang WT, Li Q, Li LQ (2012) A comparative study on the adsorption of acid and reactive dyes on multiwall carbon nanotubes in single and binary dye systems. J Chem Eng Data 57:1563
Liu LL, Wang JT, Chung KN, Leu MY, Meng PJ (2011) Distribution and accumulation of organotin species in seawater, sediments and organisms collected from a Taiwan mariculture area. Mar Pollut Bull 63:535
Puri BK, Olivas RM, Cámara C (2004) A new polymeric adsorbent for screening and pre-concentration of organotin compounds in sediments and seawater samples. Spectrochim Acta B 59:209
Lu FG, Li HJ, Sun M, Fan LL, Qiu HM, Li XJ, Luo CN (2012) Flow injection chemiluminescence sensor based on core-shell magnetic molecularly imprinted nanoparticles for determination of sulfadiazine. Anal Chim Acta 718:84
Li Y, Li X, Chu J, Dong CK, Qi JY, Yuan YX (2010) Synthesis of core-shell magnetic molecular imprinted by the surface RAFT polymerization for the fast and selective removal of endocrine disrupting chemicals from aqueous solutions. Environ Pollut 158:2317
Xu LC, Pan JM, Dai JD, Li XX, Hang H, Cao ZJ, Yan YS (2012) Preparation of thermal-responsive magnetic molecularly imprinted polymers for selective removal of antibiotics from aqueous solution. J Hazard Mater 233:48
Tan CJ, Tong YW (2007) Preparation of superparamagnetic ribonuclease a surface-imprinted submicrometer particles for protein recognition in aqueous media. Anal Chem 79:299
Gallegos MG, Garrido ML, Olivas RM, Baravalle P, Baggiani C, Cámara C (2010) A new application of imprinted polymers: speciation of organotin compounds. J Chromatogr A 1217:3400
Acknowledgments
This work was supported by grants from the Support Program of Nation (no. 2012 BAK08B01), Foundation of Nation (no. 30901367), Natural Science Foundation of Zhejiang (no. LY12C20004), Analysis Testing Science Technology Project of Zhejiang (no. 2009F70025), Natural Science Foundation of Ningbo (no. 2012A610144 and no. 2011A610006), Subject Construction Project of Ningbo (no. XKL11D2104), and the K.C. Wong Megna Fundation of Ningbo University (China).
Author information
Authors and Affiliations
Corresponding authors
Electronic supplementary material
Below is the link to the electronic supplementary material.
ESM 1
(DOC 9337 kb)
Rights and permissions
About this article
Cite this article
Zhu, S., Gan, N., Pan, D. et al. Extraction of tributyltin by magnetic molecularly imprinted polymers. Microchim Acta 180, 545–553 (2013). https://doi.org/10.1007/s00604-013-0962-2
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00604-013-0962-2