Abstract
A fast and simple dispersive solid phase extraction method is described for nitrophenols determination in water samples by using gas chromatography-nitrogen phosphorous detector. Firstly, the Poly(amidoamine) grafted Fe3O4 magnetic nanoparticles were synthesized in different generations by successive addition of butyl acrylate and ethylenediamine. After characterization, the prepared dendrimer was utilized as an adsorbent for magnetic solid phase extraction of 2-nitrophenol, 3-nitrophenol, and 4-nitrophenol to benefit large number of surface amine interaction sites. The effects of the different parameters influencing the sample preparation efficiency were investigated. The proposed method showed linearity in the ranges of 0.04–700 and 0.05–700 µg/dm3 for nitrophenols. The obtained limits of detection and quantification under optimized conditions were 0.01–0.02 and 0.04–0.05 µg/dm3, respectively. The relative standard deviations (n = 5) were less than 3.8% (at 10 µg/dm3). Moreover, the calculated enrichment factors were above 200. In addition, the relative recoveries for a spiked river water sample were satisfactory.
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References
Bagheri H, Manouchehri M, Allahdadlalouni M (2017) A magnetic multifunctional dendrimeric coating on a steel fiber for solid phase microextraction of chlorophenols. MCA 184:2201–2209
Bourque SC, Maltais F, Xiao W, Tardif O, Alper H, Arya P, Manzer LE (1999) Hydroformylation reactions with rhodium-complexed dendrimers on silica. JACS 121:3035–3038
Caro E, Marce RM, Cormack PAG, Sherrington DC, Borrull F (2003) On-line solid-phase extraction with molecularly imprinted polymers to selectively extract substituted 4- chlorophenols and 4-nitrophenol from water. J Chromatogr A 995:233–238
El-Sheikh AH, Alzawahreh AM, Sweileh JA (2011) Preparation of an efficient sorbent by washing then pyrolysis of olive wood for simultaneous solid phase extraction of chloro-phenols and nitro-phenols from water. Talanta 85:1034–1042
U.S. Environmental Protection Agency (1999) Integrated risk information system (IRIS) on p- nitrophenol. National center for environmental assessment, office of research and development, Washington, DC
Ghoochian M, Panahi HA, Sobhanardakani S, Taghavi L, Hassani AH (2019) Synthesis and application of Fe3O4/SiO2/thermosensitive/PAMAM-CS nanoparticles as a novel adsorbent for removal of tamoxifen from water samples. Microchem J 145:1231–1240
Guan W, Han CR, Wang X, Zou, Pan JM, Huo PW, Li CX (2012) Molecularly imprinted polymer surfaces as solid-phase extraction sorbents for the extraction of 2-nitrophenol and isomers from environmental water. J Sep Sci 35:490–497
Hamidi S, Taghvimi A, Mazouchi N (2021) Micro solid phase extraction using novel adsorbents. Crit Rev Anal Chem 51:103–114
He XQ, Cui YY, Zhang Y, Yang CX (2021) Fabrication of magnetic polydopamine@naphthyl microporous organic network nanosphere for efficient extraction of hydroxylated polycyclic aromatic hydrocarbons and p-nitrophenol from wastewater samples. Chromatogr A 1651:1–10
Hussain I, Muhammad N, Subhani Q, Shou D, Jin M, Yu L, Lu G, Wen X, Intisar A, Yan Z (2022) A review on structural aspects and applications of PAMAM dendrimers in analytical chemistry: frontiers from separation sciences to chemical sensor technologies. TrAC 157:116810
Khalilian F, Rezaee M, Kashani Gorgabi M (2015) Magnetic polypyrrole/Fe3O4 particles as an effective sorbent for the extraction of abamectin from fruit juices using magnetic solid-phase extraction combined with dispersive liquid–liquid microextraction. Anal Methods 7:2182–2189
Liang W, Lu Y, Li N, Li H, Zhu F (2020) Microwave-assisted synthesis of magnetic surface molecular imprinted polymer for adsorption and solid phase extraction of 4-nitrophenol in wastewater. Microchem J 159:1–11
Liptak MD, Gross KC, Seybold PG, Feldgus S, Shields GC (2002) Absolute pKa determination for substituted phenol. JACS 124:6421–6427
Maddah B, Shamsi J (2012) Extraction and preconcentration of trace amounts of diazinon and fenitrothion from environmental water by magnetite octadecylsilane nanoparticles. J Chromatogr A 1256:40–45
Maiti PK, Çaǧın T, Wang G, Goddard WA (2004) Structure of PAMAM dendrimers: generations 1 through 11. Macromolecules 37:6236–6254
Meng J, Bu J, Deng C, Zhang X (2011) Preparation of polypyrrole-coated magnetic particles for micro solid-phase extraction of phthalates in water by gas chromatography–mass spectrometry analysis. J Chromatogr A 1218:1585–1591
Mubarak NM, Sazila N, Nizamuddin S, Abdullah EC, Sahu JN (2017) Adsorptive Removal of Phenol from Aqueous Solution by Using Carbon Nanotubes and Magnetic BioChar. NanoWorld J 3: 32–37
Pourjavadi A, Hosseini SH, Hosseini ST, Aghayeemeibody SA (2012) Magnetic nanoparticles coated by acidic functionalized poly (amidoamine) dendrimer: effective acidic organocatalyst. Catal Commun 28:86–89
Pourjavadi A, Hosseini SH, Alizadeh M, Bennett C (2014) Magnetic pH-responsive nanocarrier with long spacer length and high colloidal stability for controlled delivery of doxorubicin. Colloids Surf B 116:49–54
Sun Y, Zhou J, Cai W, Zhao R, Yuan J (2015) Hierarchically porous NiAl-LDH nanoparticles as highly efficient adsorbent for p-nitrophenol from water. Appl Surf Sci 349:897–903
Tahmasebi E, Yamini Y, Seidi S, Rezazadeh M (2013) Extraction of three nitrophenols using polypyrrole-coated magnetic nanoparticles based on anion exchange process. J Chromatogr A 1314:15–23
Tong Y, Zhou Q, Sun Y, Sheng X, Zhou B, Zhao J, Guo J (2021) Magnetic polyamidoamine dendrimer grafted with 4-mercaptobenzoic acid as an adsorbent for preconcentration and sensitive determination of polycyclic aromatic hydrocarbons from environmental water samples. Talanta 224:1–9
Vögtle F, Richardt G, Werner N (2009) Dendrimer chemistry: concepts, syntheses, properties, applications, 1st edn. Wiley
Wu Y, Zhou Q, Yuan Y, Wang H, Tong Y, Zhan Y, Sheng X, Sun Y, Zhou X (2020) Enrichment and sensitive determination of phthalate esters in environmental water samples: a novel approach of MSPE-HPLC based on PAMAM dendrimers-functionalized magnetic- nanoparticles. Talanta 206:1–10
Xiong Z, Zhang H, Zhang W, Lai B, Yao G (2019) Removal of nitrophenols and their derivatives by chemical redox. Eng J 359:13–31
Yang Q, Chen X, Jiang X (2013) Liquid–liquid microextraction of nitrophenols using supramolecular solvent and their determination by HPLC with UV detection. Chromatographia 76:1641–1647
Zarei A, Saedi S, seidi F (2018) Synthesis and application of Fe3O4@SiO2@Carboxyl- terminated PAMAM dendrimer nanocomposite for heavy metal removal. J Inorg Organomet Polym 28:2835–2843
Zhou Q, Wu Y, Sun Y, Sheng X, Tong Y, Guo J, Zhou B, Zhao J (2021) Magnetic polyamidoamine dendrimers for magnetic separation and sensitive determination of organochlorine pesticides from water samples by high performance liquid chromatography. J Environ Sci 102:64–73
Zhu S, Niua W, Li H, Han S, Xu G (2009) Single-walled carbon nanohorn as new solid-phase extraction adsorbent for determination of 4-nitrophenol in water sample. Talanta 79:1441–1445
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We would like to acknowledge the Research Council of Kharazmi University for supporting this project.
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Ghanbarnejad, H., Ghoulipour, V. & Khalilian, F. Magnetic Poly(Amidoamine) Dendrimer for the Dispersive Solid Phase Extraction of Nitrophenols from Environmental Water Samples. Bull Environ Contam Toxicol 112, 64 (2024). https://doi.org/10.1007/s00128-024-03890-1
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DOI: https://doi.org/10.1007/s00128-024-03890-1