Sains Malaysiana 52(5)(2023): 1469-1483

http://doi.org/10.17576/jsm-2023-5205-11

Deep Eutectic Solvent Coupled with High Performance Liquid Chromatography for Extraction of Bisphenols and Phthalates from Selected Freshwater Source in Selangor, Malaysia

(Pelarut Eutektik Dalam Digandingkan dengan Kromatografi Cecair Berprestasi Tinggi untuk Pengekstrakan Bisfenol dan Phthalat daripada Sumber Air Tawar Terpilih di Selangor, Malaysia)

JANANEE A/P BALARAMAN¹, NOORASHIKIN MD SALEH^1,*, MUHAMMAD ZULHAZIMAN MAT SALLEH ¹, FARHANINI YUSOFF² & SALIZA ASMAN³

¹Department of Chemical and Process Engineering, Faculty of Engineering and Built Environment, Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor Darul Ehsan, Malaysia

²Faculty of Science and Marine Environment, Universiti Malaysia Terengganu, 21030 Kuala Nerus, Terengganu Darul Iman, Malaysia

³Department of Physics and Chemistry, Faculty of Applied Sciences and Technology, University Tun Hussein Onn Malaysia, UTHM Pagoh Campus, Pagoh Higher Education Hub, KM 1, Jalan Panchor, 84600 Muar, Johor Darul Takzim, Malaysia

Diserahkan: 12 Januari 2023/Diterima: 26 April 2023

Abstract

Bisphenol A (BPA) and phthalates (PAEs) are endocrine disrupting chemicals that are abundantly found in the environment. These chemicals leach from polycarbonate plastics and epoxy resins into the environment when exposed to heat. Human exposure to these chemicals causes various health issues; hence, the detection of BPA and PAEs has become more sensitive, and thus it is the most important environmental issue to be reduced due to consequences on human health. This research aimed to determine the optimum parameter of extraction process for BPA and PAEs from water samples by using deep eutectic solvent (DES) coupled with high performance liquid chromatography- ultraviolet spectroscopy (HPLC-UV). Water samples for BPA and PAEs extraction were from various rivers and lakes in Selangor. The solvent used in the DES was a mixture of decanoic acid and tetrabutylammonium iodide. The extraction parameters that have been studied are molar ratio i.e., 1:2, 1:3 and 1:4, extraction time i.e., 10, 15 and 20 min, extraction temperature i.e., 50, 60 and 70 ºC and solvent volume i.e., 3, 6 and 9 mL. The optimum molar ratio of solvent and extraction time were 1:2 and 20 min, respectively. The best extraction temperature and volume of solvent with the highest recovery rate were 70 ºC and 3 mL. Sungai Kuang shows the highest bisphenol-A concentration of 23.9613 µg/L while Sungai Nada has the highest benzyl-butyl phthalates concentration of 73.6834 µg/L. Sungai Damansara shows the highest dibutyl phthalates concentration of 7.3163 µg/L. In conclusion, data obtained in this research will contribute a new knowledge in the Sustainable Development Goals 6, which is clean water and sanitation because the world is progressing to increase access to clean drinking water and sanitation. There are also some other endocrine disrupting chemicals (EDC) such as disinfection byproducts and pesticides which is more suitable to be extracted from water samples using solid phase microextraction due to low contamination in water. It is very important to research, detect and extract the bisphenol and phthalates from water sources as these pollutants might cause health issues and environmental pollutions which cannot be resolved in future due to its smaller size and its existence in large quantity.

Keywords: Bisphenols; deep eutectic solvent; freshwater; Phthalates

Abstrak

Bisfenol A (BPA) dan phthalat (PAEs) adalah bahan kimia yang mengganggu sistem endokrin yang banyak terdapat di alam sekitar. Bahan kimia ini meresap daripada plastik polikarbonat dan resin epoksi ke dalam persekitaran apabila terdedah kepada haba. Pendedahan manusia kepada bahan kimia ini menyebabkan pelbagai masalah kesihatan; Oleh itu, pengesanan BPA dan PAE telah menjadi lebih sensitif dan merupakan isu alam sekitar yang paling penting untuk dikurangkan kerana kesannya terhadap kesihatan manusia. Kajian ini bertujuan untuk menentukan parameter optimum dalam pengekstrakan BPA dan PAE daripada sampel air dengan menggunakan pelarut eutektik (DES) dianalisis dengan kromatografi cecair berprestasi tinggi- spektroskopi ultraungu (HPLC-UV). Sampel air untuk pengekstrakan BPA dan PAE adalah dari pelbagai sungai dan tasik di Selangor. Pelarut yang digunakan dalam DES ialah campuran asid dekanoik dan tetrabutilammonium iodida. Nisbah molar optimum pelarut dan masa pengekstrakan masing-masing ialah 1:2 dan 10 min. Suhu pengekstrakan dan isi padu pelarut terbaik dengan kadar pemulihan tertinggi ialah 50 ºC dan 10 mL. Kepekatan tertinggi BPA dan PAE yang dikesan dalam sampel air ialah 0.0256 mg/L BPA di Sungai Kuang. Kesimpulannya, data yang diperoleh dalam penyelidikan ini akan menyumbang satu pengetahuan baharu dalam Matlamat Pembangunan Lestari 6 (SDG 6) iaitu air bersih dan sanitasi kerana dunia semakin berkembang untuk meningkatkan akses kepada air minuman dan sanitasi bersih.

Kata kunci: Air tawar; bisfenol; phthalat; pelarut eutektik dalam

RUJUKAN

Biernacki, K., Souza, H.K.S., Almeida, C.M.R., Magalhães, A.L. & Gonçalves, M.P. 2020. Physicochemical properties of choline chloride-based deep eutectic solvents with polyols: An experimental and theoretical investigation. ACS Sustainable Chemistry & Engineering. pp. 1-17.

Dejanovic, B. 2018. An ESR characterization of micelles and vesicles formed in aqueous decanoic acid/sodium decanoate systems using different spin labels. Chemistry and Physics of Lipids 156(1-2): 17-25. https://doi.org/10.1016/j.chemphyslip.2008.08.003

El-Deen, A.K. & Shimizu, K. 2021. Deep eutectic solvents as promising green solvents in dispersive liquid–liquid microextraction based on solidification of floating organic droplet: Recent applications, challenges and future perspectives. Molecules 26(23): 7406.

Emanuelle, L.P., de Faria, E., do Carmo, R., Cláudio, A., Freire, C., Freire, M. & Silvestre, A. 2017. Deep eutectic solvents as efficient media for the extraction and recovery of cynaropicrin from Cynara cardunculus L. leaves. International Journal of Molecular Sciences 18(11): 2276.

Ling, J.K. & Hadinoto, K. 2022. Deep eutectic solvent as green solvent in extraction of biological macromolecules: A review. International Journal of Molecular Sciences 23(6): 3381. https://doi.org/10.3390/ijms23063381

Liu, X., Liu, Y., Shan, C., Yang, X., Zhang, Q., Xu, N., Xu, L. & Song, W. 2022. Effects of five extraction methods on total content, composition, and stability of flavonoids in jujube. Food Chemistry 14: 100287. https://doi.org/10.1016/j.fochx.2022.100287

Naik, P.K., Paul, S. & Banerjee, T. 2019. Physiochemical properties and molecular dynamics simulations of phosphonium and ammonium based deep eutectic solvents. Journal of Solution Chemistry 48(7): 1046-1065. https://doi.org/10.1007/s10953-019-00903-0.

Panzella, L., Moccia, F., Nasti, R., Marzorati, S., Verotta, L. & Napolitano, A. 2020. Bioactive phenolic compounds from agri-food wastes: An update on green and sustainable extraction methodologies. Frontiers in Nutrition 7: 60.

Patrycja, M., Edyta, S. & Jacek, G. 2020. Hydrophobic deep eutectic in microextraction techniques - A review. Microchemical Journal 152: 104384.

Phongsirirux, S., Sricharoen, P., Limchoowong, N. & Chanthai, S. 2017. Mild acid ultrasonic assisted extraction of arsenic residues in different parts of hot chilli prior to ultra-trace determination by flow injection-hydride generation atomic absorption spectrometry. Oriental Journal of Chemistry 33(5): 2347-2355. https://doi.org/10.13005/ojc/330526

Rayees, A.B., D. Kumar, Sajood, M.B. & Irfan, R.S. 2020. Historical perspective of Bisphenol A and phthalates in the environment and their health status. In Handbook of Research on Environmental and Human Health Impacts of Plastic Pollution - Advances in Environmental Engineering and Green Technologies. 1st ed., edited by Khursheed, A.W. & Zuber, S.M. Gwalior, India: IGI Global. pp. 246-262.

Rouse da, S., Tatiana Sainara, M., Edmilson de, S., Juliene Tome, O. & Jhonyson Arruda, C. 2021. Potential risk of BPA and phthalates in commercial water bottles: A minireview. Journal of Water and Health 19(3): 411-435.

Seol, J., Yeong, L., Reum, L., Goya, C. & Ho, K. 2022. Optimization of ultrasound-assisted extraction of glycyrrhizic acid from licorice using response surface methodology. Integr. Med. Res. 6(4): 388-394.

Shang, X., Tan, J., Du, Y., Liu, X. & Zhongfeng, Z. 2018. Environmentally-friendly extraction of flavonoids from Cyclocarya paliurus (batal.) Iljinskaja leaves with deep eutectic solvents and evaluation of their antioxidant activities. Molecules 23(9): 2110. https://doi.org/10.3390/molecules23092110

Sher, S. & Steven, S. 2012. Bisphenol A and phthalates exhibit similar toxicogenomics and health effects. Gene 494(1): 85-91.

Tan, Y., Chai, M. & Wong, L. 2018. A review on extraction solvents in the dispersive liquid-liquid microextraction. Malaysian Journal of Analytical Science 22(2): 166-174.

Wang, D., Lu, Z., Yang, M., Guo, H. & Yang, Z. 2020. A choline chloride-ethylene glycol deep eutectic solvent based on magnetic polydopamine with preconcentration and determination for sulfonylurea herbicides in water samples. Journal of the Brazilian Chemical Society 31(7): 1509-1517.

Xia, E.Q., Chen, Y., Lu, Q., Li, Y., Hang, Y., Su, J., Liu, Y. & Li, H.B. 2018. Optimization and application of ultrasound assisted Quechers and Ionic liquid dispersive liquid–liquid microextraction followed by HPLC for determination of BBP and DBP in packaging food. Food Science and Technology Research 24(2): 231-239. https://doi.org/10.3136/fstr.24.231

Yongjing, L., Hua, Z., Hongmin, Y., Suhua, G. & Dawei, C. 2019. Deep eutectic solvent as a green solvent for enhanced extraction of narirutin, naringin, hesperidin and neohesperidin from Aurantii fructus. Phytochemical Analysis 30(2): 156-163.

Yue, X., Cao, Y., Wang, Y., Bao, H. & Xu, Y. 2022. Optimization of deep eutectic solvents extraction of effective components from Phellodendron chinense Schneid by response surface methodology. International Journal of Chemical Engineering 2022: 3881551. https://doi.org/10.1155/2022/3881551.

^*Pengarang untuk surat-menyurat; email: noorashikin@ukm.edu.my