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Preconcentration and Fluorimetric Determination of 2-Phenylphenol using Magnetic Molecularly Imprinted Polymer

Yıl 2022, Cilt: 15 Sayı: 1, 372 - 386, 27.03.2022
https://doi.org/10.18185/erzifbed.1019227

Öz

In the present work, reusable magnetic molecularly imprinted polymers have been used for the first time as an adsorbent for the determination of 2-phenylphenol. Magnetic molecularly imprinted polymers have been used for the selective separation and preconcentration of 2-phenylphenol and native fluorescence has been used for the sensitive determination of the analyte. The developed method is rapid and determination of 2-phenylphenol was completed in 40 minutes. Limit of detection (LOD) of the method was found to be 1.09 µg L-1 and the imprinting factor was found to be 1.87. The linearity of the calibration graph was observed within the range of 5 - 250 µg L-1. Selectivity parameters showed that the specific binding sites were available on the imprinted polymer which was capable of recognizing 2-phenylphenol molecules with their functional groups, size and shape. Scatchard analysis revealed the heterogeneous distribution of binding sites for imprinted polymer and homogeneous binding site for non-imprinted polymer. The interference effects of some organic compounds and characterization studies were also evaluated. The method is applied to tap water samples and the recoveries were found to be in the range of 95.3 and 99.7 %.

Destekleyen Kurum

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Proje Numarası

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Teşekkür

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Kaynakça

  • Votavová L. Hanušová, K. Vápenka, L. Dobiáš, J. Kvasnička, F. 2014. “Occurrence of 2-phenylphenol in food paper packages”, Cent. Eur. J. Chem. 12(11),1162-1168.
  • Martínez, E. J. L. Blanca, I. D. Medina, A. R. Barrales, P. O. 2013. “Separation of a binary mixture of pesticides in fruits using a flow-through optosensor”, Talanta 115, 462–467.
  • Higashi, Y. 2017. “Simple HPLC–UV analysis of phenol and its related compounds in tap water after pre-column derivatization with 4-nitrobenzoyl chloride”, Journal of Analytical Sciences Methods and Instrumentation 7, 18-28
  • Coelhan, M. Bromig, K. H. Glas, K. Roberts, A. L. 2006. “Determination and levels of the biocide ortho-phenylphenol in canned beers from different countries”, J. Agric. Food Chem. 54, 5731-5735.
  • Bérubé, R. Bélanger, P. Bienvenu, J. F. Dumas, P. Provencher, G. Gaudreau, E. Fleury, N. 2018. “New approach for the determination of ortho-phenylphenol exposure by measurement of sulfate and glucuronide conjugates in urine using liquid chromatography-tandem mass spectrometry”, Anal. Bioanal. Chem. 410, 7275–7284.
  • Razjman, A. 1970. “A colorimetric method for the micro determination of 2-phenylphenol”, Analyst 95, 490-497.
  • Bai, J. J. Ahmat, M. Iburaim, A. 2012. “Study of residue preservatives thiabendazole, o-phenyl phenol and diphenyl in fruits and vegatables by SPE-separation technology”, Guang Pu Xue Yu Guang Pu Fen Xi 8, 2200-2203.
  • Vallvey, L. F. C. Deheidel, M. K. A. Avidad, R. 2003. “Solid-phase spectrophosphorimetric determination of the pesticide o -phenylphenol in water and vegetables”, Anal. Bioanal. Chem. 375, 685–691.
  • Wei, Y. Y. Ying, Z. 2010. “Determination of o-phenylphenol and 2-benzyl-4-chlorophenol in disinfectant by HPLC”, J. Environ. Health 27(6), 522-523.
  • Saad, B. Haniff, N. H. Saleh, M. I. Hashim, N. H. Abu, A. Ali, N. 2004. “Determination of ortho-phenylphenol, diphenyl and diphenylamine in apples and oranges using HPLC with fluorescence detection”, Food Chem. 84, 313–317.
  • Thompson, R. D. 2001. “Determination of phenolic disinfectant agents in commercial formulations by liquid chromatography”, J AOAC Int. 84(3), 815-822.
  • Hong, D. Xu, F. F. Jiang, S. L. Lou, S. L. Lou, Q. L. Chai, M. Q. 2013. “Rapid determination of ortho-phenylphenol in wooden toys by GC-MS”, Analysis And Testing Technology and Instruments 19(4), 247-251.
  • Maleh, H. K. Fakude, C. T. Mabuba, N. Peleyeju, G. M. Arotiba, O. A. 2019. “The determination of 2-phenylphenol in the presence of 4-chlorophenol using nano Fe3O4/ionic liquid paste electrode as an electrochemical sensor,” J. Colloid Interface Sci. 554, 603–610.
  • Kucukkolbasi, S. Kilic, E. 2013. “Development of a spectrofluorimetric method for determination of thiabendazole in tablets”, J. Appl Pharm.Sci. 3(2),109-114.
  • Lakowicz, J. R. (2006). Principles of fluorescence spectroscopy, 3rd edn. Springer, New York.
  • Beltran, A. Borrull, F. Cormack, P. A. G. Marce, R. M. 2010. “Molecularly-imprinted polymers: useful sorbents for selective extractions”, Trends Anal. Chem. 29(11), 1363-1375.
  • Azizi, A. Bottaro, C. S. 2020. “A critical review of molecularly imprinted polymers for the analysis of organic pollutants in environmental water samples”, J. Chromatogr. A 1614, 460603.
  • El-Schich, Z. Zhang, Y. Feith, M. Beyer, S. Sternbæk, L. Ohlsson, L. Stollenwerk, M. Wingren, A. G. 2020. “Molecularly imprinted polymers in biological applications”, Biotechniques 69, 407–419.
  • Liu, G. Huang, X. Li, L. Xu, X. Zhang, Y. Lv, J. Xu, D. 2019. “Recent advances and perspectives of molecularly imprinted polymer-based fluorescent sensors in food and environment analysis”, Nanomaterials 9, 1030.
  • Lin, Z. Z. Zhang, H. Y. Peng, A. H. Lin, Y. D. Li, L. Huang, Z. Y. 2016. “Determination of malachite green in aquatic products based on magnetic molecularly imprinted polymers”, Food Chem. 32–37.
  • Nadali, A. Leili, M. Afkhami, A. Bahrami, A. Karami, M. 2021. “Synthesize and application of magnetic molecularly imprinted polymers (mag-MIPs) to extract 1-aminopyrene from the human urine sample”, J. Environ. Chem. Eng. 9, 106253.
  • Teixeira, R. A. Dinali, L. A. F. de Oliveira, H. L. da Silva, A. T. M. Borges, K. B. 2021. “Efficient and selective extraction of azamethiphos and chlorpyrifos residues from mineral water and grape samples using magnetic mesoporous molecularly imprinted polymer”, Food Chem. 361, 130116.
  • Boontongto, T. Burakham, R. 2021. “Eco-friendly fabrication of a magnetic dual-template molecularly imprinted polymer for the selective enrichment of organophosphorus pesticides for fruits and vegetables”, Anal. Chim. Acta 1186, 339128.
  • Liu, J. M. Wei, S. Y. Liu, H. L. Fang, G. Z. Wang, S. 2017. “Preparation and evaluation of core–shell magnetic molecularly imprinted polymers for solid-phase extraction and determination of sterigmatocystin in food”, Polymers 9, 546.
  • Yuan, X. Liu, T. Gao, L. Xing, L. Zhu, Y. Li, S. 2018. “A convenient separation method for di(2-ethylhexyl)phthalate by novel superparamagnetic molecularly imprinted polymers”, RSC Adv 8, 36191.
  • Bakhtiar, S. Bhawani, S. A. Shafqat, S. R. 2019. “Synthesis and characterization of molecular imprinting polymer for the removal of 2‑phenylphenol from spiked blood serum and river water”, Chem. Biol. Technol. Agric. 6, 15.
  • Chen, L. Li, B. 2013. “Magnetic molecularly imprinted polymer extraction of chloramphenicol from honey”, Food Chem. 141(1), 23-28.
  • He, D. Zhang, X. Gao, B. Wang, L. Zhao, Q. Chen, H. Wang, H. Zhao C. “Preparation of magnetic molecularly imprinted polymer for the extraction of melamine from milk followed by liquid chromatography-tandem mass spectrometry”, Food Control 36, 36-41.
  • Shahri, M. M. Azizi, S. 2007. “Design, optimization process and efficient analysis for preparation of copolymer-coated superparamagnetic nanoparticles”, J Nanostruct 7(3): 205-215.
  • Ho, K. C. Yeh, W. M. Tung, T. S. Liao, J. Y. 2005. “Amperometric detection of morphine based on poly(3,4-ethylenedioxythiophene) immobilized molecularly imprinted polymer particles prepared by precipitation polymerization”, Anal. Chim. Acta 542, 90–96.
Yıl 2022, Cilt: 15 Sayı: 1, 372 - 386, 27.03.2022
https://doi.org/10.18185/erzifbed.1019227

Öz

Proje Numarası

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Kaynakça

  • Votavová L. Hanušová, K. Vápenka, L. Dobiáš, J. Kvasnička, F. 2014. “Occurrence of 2-phenylphenol in food paper packages”, Cent. Eur. J. Chem. 12(11),1162-1168.
  • Martínez, E. J. L. Blanca, I. D. Medina, A. R. Barrales, P. O. 2013. “Separation of a binary mixture of pesticides in fruits using a flow-through optosensor”, Talanta 115, 462–467.
  • Higashi, Y. 2017. “Simple HPLC–UV analysis of phenol and its related compounds in tap water after pre-column derivatization with 4-nitrobenzoyl chloride”, Journal of Analytical Sciences Methods and Instrumentation 7, 18-28
  • Coelhan, M. Bromig, K. H. Glas, K. Roberts, A. L. 2006. “Determination and levels of the biocide ortho-phenylphenol in canned beers from different countries”, J. Agric. Food Chem. 54, 5731-5735.
  • Bérubé, R. Bélanger, P. Bienvenu, J. F. Dumas, P. Provencher, G. Gaudreau, E. Fleury, N. 2018. “New approach for the determination of ortho-phenylphenol exposure by measurement of sulfate and glucuronide conjugates in urine using liquid chromatography-tandem mass spectrometry”, Anal. Bioanal. Chem. 410, 7275–7284.
  • Razjman, A. 1970. “A colorimetric method for the micro determination of 2-phenylphenol”, Analyst 95, 490-497.
  • Bai, J. J. Ahmat, M. Iburaim, A. 2012. “Study of residue preservatives thiabendazole, o-phenyl phenol and diphenyl in fruits and vegatables by SPE-separation technology”, Guang Pu Xue Yu Guang Pu Fen Xi 8, 2200-2203.
  • Vallvey, L. F. C. Deheidel, M. K. A. Avidad, R. 2003. “Solid-phase spectrophosphorimetric determination of the pesticide o -phenylphenol in water and vegetables”, Anal. Bioanal. Chem. 375, 685–691.
  • Wei, Y. Y. Ying, Z. 2010. “Determination of o-phenylphenol and 2-benzyl-4-chlorophenol in disinfectant by HPLC”, J. Environ. Health 27(6), 522-523.
  • Saad, B. Haniff, N. H. Saleh, M. I. Hashim, N. H. Abu, A. Ali, N. 2004. “Determination of ortho-phenylphenol, diphenyl and diphenylamine in apples and oranges using HPLC with fluorescence detection”, Food Chem. 84, 313–317.
  • Thompson, R. D. 2001. “Determination of phenolic disinfectant agents in commercial formulations by liquid chromatography”, J AOAC Int. 84(3), 815-822.
  • Hong, D. Xu, F. F. Jiang, S. L. Lou, S. L. Lou, Q. L. Chai, M. Q. 2013. “Rapid determination of ortho-phenylphenol in wooden toys by GC-MS”, Analysis And Testing Technology and Instruments 19(4), 247-251.
  • Maleh, H. K. Fakude, C. T. Mabuba, N. Peleyeju, G. M. Arotiba, O. A. 2019. “The determination of 2-phenylphenol in the presence of 4-chlorophenol using nano Fe3O4/ionic liquid paste electrode as an electrochemical sensor,” J. Colloid Interface Sci. 554, 603–610.
  • Kucukkolbasi, S. Kilic, E. 2013. “Development of a spectrofluorimetric method for determination of thiabendazole in tablets”, J. Appl Pharm.Sci. 3(2),109-114.
  • Lakowicz, J. R. (2006). Principles of fluorescence spectroscopy, 3rd edn. Springer, New York.
  • Beltran, A. Borrull, F. Cormack, P. A. G. Marce, R. M. 2010. “Molecularly-imprinted polymers: useful sorbents for selective extractions”, Trends Anal. Chem. 29(11), 1363-1375.
  • Azizi, A. Bottaro, C. S. 2020. “A critical review of molecularly imprinted polymers for the analysis of organic pollutants in environmental water samples”, J. Chromatogr. A 1614, 460603.
  • El-Schich, Z. Zhang, Y. Feith, M. Beyer, S. Sternbæk, L. Ohlsson, L. Stollenwerk, M. Wingren, A. G. 2020. “Molecularly imprinted polymers in biological applications”, Biotechniques 69, 407–419.
  • Liu, G. Huang, X. Li, L. Xu, X. Zhang, Y. Lv, J. Xu, D. 2019. “Recent advances and perspectives of molecularly imprinted polymer-based fluorescent sensors in food and environment analysis”, Nanomaterials 9, 1030.
  • Lin, Z. Z. Zhang, H. Y. Peng, A. H. Lin, Y. D. Li, L. Huang, Z. Y. 2016. “Determination of malachite green in aquatic products based on magnetic molecularly imprinted polymers”, Food Chem. 32–37.
  • Nadali, A. Leili, M. Afkhami, A. Bahrami, A. Karami, M. 2021. “Synthesize and application of magnetic molecularly imprinted polymers (mag-MIPs) to extract 1-aminopyrene from the human urine sample”, J. Environ. Chem. Eng. 9, 106253.
  • Teixeira, R. A. Dinali, L. A. F. de Oliveira, H. L. da Silva, A. T. M. Borges, K. B. 2021. “Efficient and selective extraction of azamethiphos and chlorpyrifos residues from mineral water and grape samples using magnetic mesoporous molecularly imprinted polymer”, Food Chem. 361, 130116.
  • Boontongto, T. Burakham, R. 2021. “Eco-friendly fabrication of a magnetic dual-template molecularly imprinted polymer for the selective enrichment of organophosphorus pesticides for fruits and vegetables”, Anal. Chim. Acta 1186, 339128.
  • Liu, J. M. Wei, S. Y. Liu, H. L. Fang, G. Z. Wang, S. 2017. “Preparation and evaluation of core–shell magnetic molecularly imprinted polymers for solid-phase extraction and determination of sterigmatocystin in food”, Polymers 9, 546.
  • Yuan, X. Liu, T. Gao, L. Xing, L. Zhu, Y. Li, S. 2018. “A convenient separation method for di(2-ethylhexyl)phthalate by novel superparamagnetic molecularly imprinted polymers”, RSC Adv 8, 36191.
  • Bakhtiar, S. Bhawani, S. A. Shafqat, S. R. 2019. “Synthesis and characterization of molecular imprinting polymer for the removal of 2‑phenylphenol from spiked blood serum and river water”, Chem. Biol. Technol. Agric. 6, 15.
  • Chen, L. Li, B. 2013. “Magnetic molecularly imprinted polymer extraction of chloramphenicol from honey”, Food Chem. 141(1), 23-28.
  • He, D. Zhang, X. Gao, B. Wang, L. Zhao, Q. Chen, H. Wang, H. Zhao C. “Preparation of magnetic molecularly imprinted polymer for the extraction of melamine from milk followed by liquid chromatography-tandem mass spectrometry”, Food Control 36, 36-41.
  • Shahri, M. M. Azizi, S. 2007. “Design, optimization process and efficient analysis for preparation of copolymer-coated superparamagnetic nanoparticles”, J Nanostruct 7(3): 205-215.
  • Ho, K. C. Yeh, W. M. Tung, T. S. Liao, J. Y. 2005. “Amperometric detection of morphine based on poly(3,4-ethylenedioxythiophene) immobilized molecularly imprinted polymer particles prepared by precipitation polymerization”, Anal. Chim. Acta 542, 90–96.
Toplam 30 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Raif Ilktac 0000-0001-8727-5143

Proje Numarası -
Yayımlanma Tarihi 27 Mart 2022
Yayımlandığı Sayı Yıl 2022 Cilt: 15 Sayı: 1

Kaynak Göster

APA Ilktac, R. (2022). Preconcentration and Fluorimetric Determination of 2-Phenylphenol using Magnetic Molecularly Imprinted Polymer. Erzincan University Journal of Science and Technology, 15(1), 372-386. https://doi.org/10.18185/erzifbed.1019227