Determination of Bisphenol a with Poly (p-Aminobenzoic Acid) Modified Gold Electrode by Using Differential Pulse Voltammetry

Abstract

Bisphenol A (BPA) is important matter in chemical industry used in the produce of some food contact materials such as plastics, adhesives and coatings. But BPA has also some toxic effects for human endocrine system and environment. Therefore, novel sensitive and selective methods for determination the level of BPA in environmental, medical samples and foods new measurement methods need to be developed. A novel, sensitive, simple and cheap electrochemical sensor based on poly (p-aminobenzoic acid) p(p-ABA) modified gold electrode (AuE) was developed for the measurement of BPA in water samples. Firstly, AuEs were modified with polymerization of the p-amino benzoic acid as a monomer by using bulk electrolysis in 0.01 M HCl at -250 mV. Then the electrochemical oxidation of BPA carried out in 0.1 M phosphate buffer solution (PBS) pH=6 on p(p-ABA) modified AuE. The effects of various electrochemical parameters, such as scan rate, electroyte type and electrolyte pH were examined. Differential pulse voltammetry (DPV) was used as an ideal analytical method for the qualitative and quantitative detect of BPA in water samples. The developed electrochemical sensor has linear signal to BPA in the range of 2–100 μM. Prepared electrode was showed the limit of detection (LOD) of 0.26 µM and R2 of 0.999. Additionally, the developed sensor s used to determination the BPA in bottled drinking water sold in Turkish markets by using DPV, and obtains satisfactory results. The recovery values of the bottle water samples in the freezer, at room temperature and in the car were calculated as 102.22%, 104.68% and 106.06% respectively. 

Keywords

• Bisphenol A,Sensor,Bottled water,Bottled water,Poly (p-aminobenzoic acid)

References

1. [1] Cao, X.L., Dufresne, G., Belısle, S., Clement, G., Falıckı, M., Beraldın, F., Rulıbıkıye, A., “Levels of bisphenol A in canned liquid infant formula products in Canada and dietary intake estimates”, J. Agric. Food Chem., 56: 7919–7924, (2008).
2. [2] Ferrer, E., Santoni, E., Vittori, S., Font, G., Manes, J.and Sagratini, G., “Simultaneous determination of bisphenol A, octylphenol, and nonylphenol by pressurised liquid extraction and liquid chromatography–tandem mass spectrometry in powdered milk and infant formulas”, Food Chemistry 126: 360–367, (2011).
3. [3] Li, Y., Wang, H., Yan, B. and Zhang, H., “An electrochemical sensor for the determination of bisphenol A using glassy carbon electrode modified with reduced graphene oxide-silver/poly-L-lysine nanocomposites”, Journal of Electroanalytical Chemistry 805: 39-46, (2017).
4. [4] Wang, W., Abualnaja, K.O., Asimakopoulos, A.G., Covaci, A., Gevao, B., Johnson-Restrepo, B., Kumosani, T.A., Malarvannan, G., Minh, T.B., Moon, H., Nakata, H., Sinha, R.K. and Kannan, K., “A comparative assessment of human exposure to tetrabromobisphenol A and eight bisphenols including bisphenol A via indoor dust ingestion in twelve countries”, Environ. Int., 83: 183-191, (2015).
5. [5] Wang, W., Tang, J., Zheng, S., Ma, X., Zhu, J., Li, F.and Wang, J., “Electrochemical determination of bisphenol A at multi-walled carbon nanotubes/poly(crystal violet) modified glassy carbon electrode”, Food Anal. Methods, 10: 3815-3824, (2017).
6. [6] Biedermann-Brem, S. and Grob, K., “Release of Bisphenol-A from polycarbonate baby bottles: water hardness as the most relevant factor”, Eur Food Res Technol., 228:679-684, (2009).
7. [7] Kuo, H.W. and Ding, W.H., “Trace determination of bisphenol A and phytoestrogens in infant Formula powders by gas chromatography-mass spectrometry”, Journal of Chromatography A, 1027: 67–74, (2004).
8. [8] Alkasir, R.S., Ganesana, M., Won, Y.H., Stanciu, L. and Andreescu, S., “Enzyme functionalized nanoparticles for electrochemical biosensors: a comparative study with applications for the detection of bisphenol A”, Biosens Bioelectron., 26: 43-49,(2010).

9. [9] Ballesteros-Gómez, A., Rubio, S. and Pérez-Bendito, D., “Analytical methods for the determination of bisphenol a in food”, J. Chromatogr A, 1216: 449–469, (2009).
10. [10]. Lee,H.B. and Peart, T.E., “Determination of bisphenol A in sewage effluent and sludge by solid-phase and supercritical fluid extraction and gas chromatography/mass spectrometry”, J. AOAC Int., 83: 290-297, (2000).
11. [11] Li, D., Park, J. and Oh, J.R., “Silyl derivatization of alkylphenols, chlorophenols, and bisphenol A for simultaneous GC/MS determination”, Anal. Chem. 73: 3089-3095, (2001).
12. [12] Yoshimura, Y., Brock, J. W., Makino, T. and Nakazawa, H., “Measurement of bisphenol A in human serum by gas chromatography/mass spectrometry”, Anal. Chim. Acta, 458: 331–336, (2002).
13. [13] Khedr, A., “Optimized extraction method for LC–MS determination of bisphenol A, melamine and di(2-ethylhexyl) phthalate in selected soft drinks, syringes, and milk powder”, Journal of Chromatography B, 930:98-103, (2013).
14. [14] Molina-García, L., Fernández-de Córdova, M.L. and Ruiz-Medina, A., “Analysis of Bisphenol A in milk by using a multicommuted fluorimetric sensor”, Talanta, 96: 195–201, (2012).
15. [15] Wang, J.Y., Su, Y.L., Wu, B.H., Cheng, S.H., “Reusable, electrochemical sensor for bisphenol A based on ionic liquid functionalized conducting polymer platform”, Talanta, 147:103-110, (2016).
16. [16] Sungur, Ş., Köroğlu, M. and Ozkan, A., “Determination of bisphenol a migrating from canned food and beverages in markets”, Food Chemistry, 142: 87-91, (2014).
17. [17] Sajiki, J., Takahashi, K.and Yonekubo, J., “Sensitive method for the determination of bisphenol a in serum using two system of highperformance liquid chromatography”, J. Chromatogr. B, 736: 255–261, (1999).
18. [18] Wang, S.H., Wei, X.T., Du, L.Y. and Zhuang, H.S., “Determination of bisphenol a using a flow injection inhibitory chemiluminescence method”, Luminescence, 20: 46-50, (2005).
19. [19] Li, Z., Ruan, M., Du, L., Wen, G., Dong, C. and Li, H.W., “Graphene nanomaterials supported palladium nanoparticles as nanocatalysts for electro-oxidation of methanol”, Journal of Electroanalytical Chemistry, 805: 47–52, (2017).
20. [20] Rebocho, S., Cordas, C.M., Viveiros, and R., Casimiro, T., “Development of a ferrocenyl-based MIP in supercritical carbon dioxide: Towards an electrochemical sensor for bisphenol A”, The Journal of Supercritical Fluids, 135: 98–104, (2018).
21. [21] Yin, H., Zhou, Y., Ai, S., Han, R., Tang, T. and Zhu, L., “Electrochemical behavior of bisphenol a at glassy carbon electrode modified with gold nanoparticles, silk fibroin, and PAMAM dendrimers”, Microchim Acta 170: 99-105, (2010).
22. [22] Yu, X.W., Chen, Y.K., Chang, L.P., Zhou, L., Tang, F.X. and Wu, X.P., “β-cyclodextrin non-covalently modified ionic liquid-based carbon paste electrode as a novel voltammetric sensor for specific detection of bisphenol A”, Sensor Actuat B, 186:648–656, 2013).
23. [23] Ren, J., Kang, T., Xue, R., Ge, C. and Cheng, S., “Electroanalysis of bisphenol a at a multi-walled carbon nanotubes-gold nanoparticles modified glassy carbon electrode”, Microchim Acta, 17 4:303-309, (2011).
24. [24] Pereira, G.F., Andrade, L.S., Rocha-Filho, R.C., Bocchi, N.and Biaggio, S.R., “Electrochemical determination of bisphenol a using a boron-doped diamond electrode”, Electrochim Acta, 82: 3-8 (2012).
25. [25] Niu, X.L., Yang, W., Wang, G.Y., Ren, J., Guo, H. and Gao, J.Z., “A novel electrochemical sensor of bisphenol a based on stacked grapheme nanofibers/gold nanoparticles composite modified glassy carbon electrode”, Electrochim Acta, 98: 167-175, (2013).
26. [26] Lin, Y.Q., Liu, K.Y., Liu, C.Y., Yin, L., Kang, Q., Li, L.B. and Li, B., “Electrochemical sensing of bisphenol a based on polyglutamic acid/amino-functionalised carbon nanotubes nanocomposite”, Electrochim Acta, 133: 492-500, (2014).
27. [27] Zhu, L.L., Cao, Y.H. and Cao, G.Q., “Electrochemical sensor based on magnetic molecularly imprinted nanoparticles at surfactant modified magnetic electrode for determination of bisphenol A”, Biosens Bioelectron., 54: 258-261 (2014).
28. [28] Zhang, Y.X., Cheng, Y.X., Zhou, Y.Y., Li, B.Y., Gu, W., Shi, X.H. and Xian, Y.Z., “Electrochemical sensor for bisphenol a based on magnetic nanoparticles decorated reduced graphene oxide”, Talanta, 107: 211-218, (2013).
29. [29] Kaur, B., Satpati, B. and Srivastava, R., “ZrO2 supported Nano-ZSM-5 nanocomposite material for the nanomolar electrochemical detection of metol and bisphenol A”, RSC Adv., 6: 65736-65746, (2016).
30. [30] Reza, K.K., Ali, M.A., Srivastava, S., Agrawal, V.V.and Biradar, A.M., “Tyrosinase conjugated reduced graphene oxide based biointerface for bisphenol a sensor”, Biosens Bioelectron, 74: 644-651, (2015).
31. [31] Jing, P., Zhang, X.M., Wu, Z.X., Bao, L., Xu, Y.L., Liang, C.Z. and Cao, W.Q., “Electrochemical sensing of bisphenol a by graphene-1-butyl-3-methylimidazolium hexafluorophosphate modified electrode”, Talanta, 141: 41-46, (2015).
32. [32] Xu, F., Gao, M., Wang, L., Shi, G., Zhang, W., Jin, L. and Jin, J., “Sensitive determination of dopamine on poly(aminobenzoic acid) modified electrode and the application toward an experimental Parkinsonian animal model”, Talanta, 55: 329–336, (2001).
33. [33] Qi P., Wang J., Wang X., Wang Z., Xu H., Di S., Wang Q., Wang X., Sensitive and selective detection of the highly toxic pesticide carbofuran in vegetable samples by a molecularly imprinted electrochemical sensor with signal enhancement by AuNPs, RSC Adv., 8: 25334-25341, (2018).
34. [34] Zhang, R., Zhang, Y., Deng, X., Sun, S. and Li, Y., “A novel dual-signal electrochemical sensor for bisphenol A determination by coupling nanoporous gold leaf and self-assembled cyclodextrin”, Electrochimica Acta, 271: 417-424, (2018).
35. [35] Silva, C.T.P., Veregue, F.R. Aguiar, L.W., Meneguin, J.G., Mois_es, M.P., F_avaro, S.L., Radovanovic, E., Girotto, E.M. and Rinaldi, A.W., “AuNp@MOF composite as electrochemical material for determination of bisphenol A and its oxidation behavior study”, New J. Chem., 40: 8872-8877 (2016).