Abstract
In this research, a dispersive liquid–liquid microextraction based on a deep eutectic solvent (DES-DLLME) as an easy, fast, low cost, highly sensitive and selective method was proposed to separate and pre-concentrate Hg(II) in water samples before its determination by spectrophotometer. Hg(II) was first complexed with 4,4′-bis (dimethylamino) thiobenzophenone (TMK) as a very selective chelating agent and then subjected to DES-DLLME. The proposed new DES was synthetized by mixing octanoic acid as donor of hydrogen bond and coumarin as acceptor of hydrogen bond at 60ºC for 5.0 min. The application of the new solvent (coumarin/octanoic acid) in DLLME can make the proposed method a new and relatively green sample preparation technique. The effective parameters in the complexation and microextraction steps were investigated and optimized. Under the optimum conditions, linearity was seen in the range of 1.0–100 µg L−1 with a correlation coefficient of 0.9985. The limit of detection (LOD) and the limit of quantification (LOQ) were 0.3 and 1.0 µg L−1, respectively. The enrichment factor was 200. The extraction efficiency for mercury was ≥ 80%, which is comparable to similar research. In addition, the applicability of the developed method was investigated by analyzing water samples including electronic industry wastewater, mineral water, tap water, well water, and seawater; satisfactory recoveries (91.8–98.0%) were obtained.
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Afshar Mogaddam M, Farajzadeh M, Tuzen M, Jouyban A, Khandaghi J (2021) Organic solvent-free elevated temperature liquid–liquid extraction combined with a new switchable deep eutectic solvent-based dispersive liquid–liquid microextraction of three phenolic antioxidants from oil samples. Microchem J 168:106433. https://doi.org/10.1016/j.microc.2021.106433
Alothman Z, Habila M, Yilmaz E, Alabdullkarem E, Soylak M (2020) A novel deep eutectic solvent microextraction procedure for enrichment, separation, and atomic absorption spectrometric determination of palladium at ultra-trace levels in environmental samples. Measurement 153:107394. https://doi.org/10.1016/j.measurement.2019.107394
Baghdadi M, Shemirani F (2008) Cold-induced aggregation microextraction: a novel sample preparation technique based on ionic liquids. Anal Chim Acta 613:56. https://doi.org/10.1016/j.aca.2008.02.057
Beiraghi A, Shirkhani A, Ziyaei A (2019) Separation preconcentration and determination of Hg (II) ion in water samples by cloud point extraction technique coupled with UV-Vis spectrophotometry using a new complexing agent. Int J Chem 6:163–177. https://doi.org/10.22034/IJNC.2019.35367
Cheng K, Goydish B (1966) 4,4′-Bis(dimethylamino)thiobenzophenone as a sensitive reagent for mercury and palladium. Microchem J 11:158–170. https://doi.org/10.1016/0026-265X(66)90203-7
Coulibaly M, Bamba D, Yao N, Zoro G, El Rhazi M (2016) Some aspects of speciation and reativity of mercury in various matrices. C R Chim 19:832–840. https://doi.org/10.1016/j.crci.2016.02.005
Driscoll C, Mason R, Chan H, Jacob D, Pirrone N (2013) Mercury as a global pollutant: sources, pathways, and effects. Environ Sci Technol 47:4967–4983. https://doi.org/10.1021/es305071v
El-Deen A, Shimizu K (2019a) Application of D-limonene as a bio-based solvent in low density-dispersive liquid-liquid microextraction of acidic drugs from aqueous samples. Anal Sci 35:1385–1391. https://doi.org/10.2116/analsci.19P360
El-Deen A, Shimizu K (2019b) Deep eutectic solvent as a novel disperser in dispersive liquid-liquid microextraction based on solidification of floating organic droplet (DLLME-SFOD) for preconcentration of steroids in water samples: assessment of the method deleterious impact on the environment using analytical Eco-Scale and Green Analytical Procedure Index. Microchem J 149:103988. https://doi.org/10.1016/j.microc.2019.103988
El-Deen A, 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. https://doi.org/10.3390/molecules26237406
Elik A, Bingöl D, Altunay N (2021) Ionic hydrophobic deep eutectic solvents in developing air-assisted liquid-phase microextraction based on experimental design: application to flame atomic absorption spectrometry determination of cobalt in liquid and solid samples. Food Chem 350:129237. https://doi.org/10.1016/j.foodchem.2021.129237
EPA (2002) National primary drinking water regulations. 40 CFR Ch.I (7-1-02 ed.)
Faraji M, Noormohammadi F, Adeli M (2020) Preparation of a ternary deep eutectic solvent as extraction solvent for dispersive liquid-liquid microextraction of nitrophenols in water samples. Int J Environ Anal Chem 8:103948. https://doi.org/10.1080/03067319.2020.1724992
Faraji M, Yamini Y, Rezaee M (2010) Extraction of trace amounts of mercury with sodium dodecyle sulphate-coated magnetite nanoparticles and its determination by flow injection inductively coupled plasma-optical emission spectrometry. Talanta 81:831–836. https://doi.org/10.1016/j.talanta.2010.01.023
Faraji M (2020) Novel hydrophobic deep eutectic solvent for vortex assisted dispersive liquid-liquid micro-extraction of two auxins in water and fruit juice samples and determination by high performance liquid chromatography. Microchem J 150:104130. https://doi.org/10.1016/j.microc.2019.104130
Fong B, Siu T, Lee J, Tam S (2007) Determination of mercury in whole blood and urine by inductively coupled plasma mass spectrometry. J Anal Toxic 31:281–287. https://doi.org/10.1093/JAT/31.5.281
Gao Z, Ma X (2011) Speciation analysis of mercury in water samples using dispersive liquid-liquid microextraction combined with high-performance liquid chromatography. Anal Chim Acta 702:50–55. https://doi.org/10.1016/j.aca.2011.06.019
Gharehbaghi M, Shemirani F, Baghdadi M (2009) Dispersive liquid–liquid microextraction based on ionic liquid and spectrophotometric determination of mercury in water samples. Int J Environ Anal Chem 89:21–33. https://doi.org/10.1080/03067310802272994
Jia X, Han Y, Liu X, Duan T, Chen H (2011) Speciation of mercury in water samples by dispersive liquid–liquid microextraction combined with high performance liquid chromatography-inductively coupled plasma mass spectrometry. Spectrochim Acta B 66:88–92. https://doi.org/10.1016/j.sab.2010.12.003
Kara D, Tekin N (2005) Solid-phase extraction and spectrophotometric determination of trace amounts of mercury in natural samples. Microchim Acta 149:193–198. https://doi.org/10.1007/s00604-005-0322-y
Leao D, Silva Junior D, De Oliveira D, Queiroz A (2016) Ultrasound assisted extraction for the determination of mercury in sediment samples employing cold vapour atomic absorption spectrometry. Anal Methods 8:6554–6559. https://doi.org/10.1039/C6AY01810F
Leng G, Chen W, Wang Y (2015) Speciation analysis of mercury in sediments using ionic-liquid-based vortex-assisted liquid-liquid microextraction combined with high-performance liquid chromatography and cold vapour atomic fluorescence spectrometry. J Sep Sci 38:2684–2691. https://doi.org/10.1002/jssc.201500083
Li T, Song Y, Li J, Zhang M, Shi Y, Fan J (2020) New low viscous hydrophobic deep eutectic solvents in vortex-assisted liquid-liquid microextraction for the determination of phthalate esters from food-contacted plastics. Food Chem 309:125752. https://doi.org/10.1016/j.foodchem.2019.125752
Liu Y, Zhang F, Jiao B, Rao J (2017) Automated dispersive liquid-liquid microextraction coupled to high performance liquid chromatography - cold vapour atomic fluorescence spectroscopy for the determination of mercury species in natural water samples. J Chromatogr A 1493:1–9. https://doi.org/10.1016/j.chroma.2017.03.002
Ma S, He M, Chen B, Deng W, Zheng Q, Hu B (2016) Magnetic solid phase extraction coupled with inductively coupled plasma mass spectrometry for the speciation of mercury in environmental water and human hair samples. Talanta 146:93–99. https://doi.org/10.1016/j.talanta.2015.08.036
Makoś P, Słupek E, Gębicki J (2020) Hydrophobic deep eutectic solvents in microextraction techniques–a review. Microchemical J 152:104384. https://doi.org/10.1016/j.microc.2019.104384
Makos P, Przyjazny A, Boczkaj G (2018) Hydrophobic deep eutectic solvents as “green” extraction media for polycyclic aromatic hydrocarbons in aqueous samples. J Chromatogr A 1570:28–37. https://doi.org/10.1016/j.chroma.2018.07.070
Marcinkowska R, Namieśnik J, Tobiszewski M (2019) Green and equitable analytical chemistry. Curr Opin Green Sustain Chem 19:19–23. https://doi.org/10.1016/j.cogsc.2019.04.003
Marczenko Z (1986) Separation and spectrophotometric determination of elements. Ellis Harwood Limited (eds) 20:5
Mordukhovich I, Wright R, Hu H, Amarasiriwardena C, Baccarelli A, Litonjua A, Sparrow D, Vokonas P, Schwartz J (2012) Associations of toenail arsenic, cadmium, mercury, manganese, and lead with blood pressure in the normative aging study. Environ Health Perspec 120:98–104. https://doi.org/10.1289/ehp.1002805
Pena-Pereira F, Bendichob I, Vidala L, Canals A (2009) Speciation of mercury by ionic liquid-based single-drop microextraction combined with high-performance liquid chromatography-photodiode array detection. Talanta 78:537–541. https://doi.org/10.1016/j.talanta.2008.12.003
Plotka-Wasylka J (2018) A new tool for the evaluation of the analytical procedure: Green Analytical Procedure Index. Talanta 181:204–209
Rezaee M, Assadi Y, Hosseini M, Aghaee E, Ahmadi F, Berijani S (2006) Determination of organic compounds in water using dispersive liquid-liquid microextraction. J Chromatogr A 1116:1–9. https://doi.org/10.1016/j.chroma.2006.03.007
Riberio B, Florindo C, Iff L, Coelho M, Marrucho I (2015) Menthol-based eutectic mixtures: hydrophobic low viscosity solvents. ACS Sustainable Chem Eng 3(10):2469–2477. https://doi.org/10.1021/acssuschemeng.5b00532
Rofouei M, Rezaei A, Masteri-Farahani M, Khani H (2012) Selective extraction and preconcentration of ultra-trace level of mercury ions in water and fish samples using Fe3O4-magnetite-nanoparticles functionalized by triazene compound prior to its determination by inductively coupled plasma-optical emission spectrometry. Anal Methods 4:959–966. https://doi.org/10.1039/C2AY05623B
Sakanupongkul A, Sananmuang R, Udnan Y, Ampiah-Bonney RJ (2018) Speciation of mercury in water and freshwater fish samples by a two-step solidified floating organic drop microextraction with electrothermal atomic absorption spectrometry. Food Chem 277:496–503. https://doi.org/10.1016/j.foodchem.2018.10.131
Shan Y, Han Y, Fan C, Liu A, Cao X (2021) New natural deep eutectic solvents based on aromatic organic acids. Green Chem Lett Rev 14(4):713–719
Thongsaw A, Sananmuang R, Udnan Y, Ross GM, Chaiyasith WC (2019) Speciation of mercury in water and freshwater fish samples using two-step hollow fiber liquid phase microextraction with electrothermal atomic absorption spectrometry. Spectrochim Acta Part B 152:102–108. https://doi.org/10.1016/j.sab.2018.12.012
Tobiszewski M, Namieśnik J (2017) Greener organic solvents in analytical chemistry. Curr Opin Green Sustain Chem 5:1–4. https://doi.org/10.1016/j.cogsc.2017.03.002
World Health Organization (WHO) (2004) Guidelines for drinking-water quality: Recommendations. World Health Organization.
Yilmaz E, Soylak M (2018) A novel and simple deep eutectic solvent based liquid phase microextraction method for rhodamine B in cosmetic products and water samples prior to its spectrophotometric determination. Spectrochim Acta A 202:81–86. https://doi.org/10.1016/j.saa.2018.04.073
Yurtsever S, Rehber TA (2012) Speciation and determination of inorganic mercury and methylmercury by headspace single drop microextraction and electrothermal atomic absorption spectrometry in water and fish. Clean Soil Air Water 40:523–530
Yuvalia D, Seyhaneyildizi M, Soylak M, Narin I, Yilmaz L (2021) An environment-friendly and rapid liquid-liquid microextraction based on new synthesized hydrophobic deep eutectic solvent for separation and preconcentration of erythrosine (E127) in biological and pharmaceutical samples. Spectrochim Acta A 244:118842. https://doi.org/10.1016/j.saa.2020.118842
Zhu W, Jin P, Cheng M, Yang H, Du M, Li T, Zhu G, Fan J (2021) Novel recyclable acidic hydrophobic deep eutectic solvents for highly efficient extraction of calcium dobesilate in water and urine sample. Talanta 233:122523. https://doi.org/10.1016/j.talanta.2021.122523
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Nemati, I., Faraji, M., Jafarinejad, S. et al. Development of a deep eutectic solvent-based dispersive liquid–liquid microextraction coupled with spectrophotometer technique for determination of trace amount of Hg(II) in water samples. Chem. Pap. 77, 909–919 (2023). https://doi.org/10.1007/s11696-022-02444-1
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DOI: https://doi.org/10.1007/s11696-022-02444-1