Abstract
The efficient development of selective materials for uranium recovery from wastewater and seawater is crucial for the utilization of uranium resources and environmental protection. The potential of graphene oxide (GO) as an effective adsorbent for the removal of environmental contaminants has been extensively investigated. Further modification of the functional groups on the basal surface of GO can significantly enhance its adsorption performance. In this study, a novel poly(amidoxime-hydroxamic acid) functionalized graphene oxide (pAHA-GO) was synthesized via free radical polymerization followed by an oximation reaction, aiming to enhance its adsorption efficiency for U(VI). A variety of characterization techniques, including SEM, Raman spectroscopy, FT–IR, and XPS, were employed to demonstrate the successful decoration of amidoxime and hydroxamic acid functional groups onto GO. Meanwhile, the adsorption of U(VI) on pAHA-GO was studied as a function of contact time, adsorbent dosage, pH, ionic strength, initial U(VI) concentration, and interfering ions by batch-type experiments. The results indicated that the pAHA-GO exhibited excellent reuse capability, high stability, and anti-interference ability. Specially, the U(VI) adsorption reactions were consistent with pseudo-second-order and Langmuir isothermal adsorption models. The maximum U(VI) adsorption capacity was evaluated to be 178.7 mg/g at pH 3.6, displaying a higher U(VI) removal efficiency compared with other GO-based adsorbents in similar conditions. Regeneration of pAHA-GO did not significantly influence the adsorption towards U(VI) for up to four sequential cycles. In addition, pAHA-GO demonstrated good adsorption capacity stability when it was immersed in HNO3 solution at different concentrations (0.1–1.0 mol/L) for 72 h. pAHA-GO was also found to have anti-interference ability for U(VI) adsorption in seawater with high salt content at near-neutral pH condition. In simulated seawater, the adsorption efficiency was above 94% for U(VI) across various initial concentrations. The comprehensive characterization results demonstrated the involvement of oxygen- and nitrogen-containing functional groups in pAHA-GO in the adsorption process of U(VI). Overall, these findings demonstrate the feasibility of the pAHA-GO composite used for the capture of U(VI) from aqueous solutions.
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References
Alakhras FA, Dari KA, Mubarak MS (2005) Synthesis and chelating properties of some poly(amidoxime–hydroxamic acid) resins toward some trivalent lanthanide metal ions. J Appl Polym Sci 97:691–696. https://doi.org/10.1002/app.21825
Atia BM, Gado MA, Abd El-Magied MO, Elshehy EA (2019) Highly efficient extraction of uranyl ions from aqueous solutions using multi-chelators functionalized graphene oxide. Sep Sci Technol 55(15):2746–2757. https://doi.org/10.1080/01496395.2019.1650769
Basu H, Singhal RK, Pimple MV, Saha S (2018) Graphene oxide encapsulated in alginate beads for enhanced sorption of uranium from different aquatic environments. J Environ Chem Eng 6(2):1625–1633. https://doi.org/10.1016/j.jece.2018.01.065
Bi CL, Nian JR, Zhang CH, Liu LJ, Zhu L, Zhu RQ, Qi Q, Ma FQ, Dong HX, Wang C (2023) Efficient uranium adsorbent prepared by grafting amidoxime groups on dopamine modified graphene oxide. Prog Nucl Energ 155:104515. https://doi.org/10.1016/j.pnucene.2022.104515
Chen F, Lv M, Ye Y, Miao SY, Tang X, Liu Y, Liang B, Qin ZM, Chen YL, He ZW, Wang YH (2022) Insights on uranium removal by ion exchange columns: the deactivation mechanisms, and an overlooked biological pathway. Chem Eng J 434:134708. https://doi.org/10.1016/j.cej.2022.134708
Duff MC, Coughlin JU, Hunter DB (2002) Uranium co–precipitation with iron oxide minerals. Geochim Cosmochim Acta 66(20):3533–3547. https://doi.org/10.1016/S0016-7037(02)00953-5
Dumée LF, Feng C, He L, Allioux F-M, Yi ZF, Gao WM, Banos C, Davies JB, Kong LX (2014) Tuning the grade of graphene: gamma ray irradiation of free–standing graphene oxide films in gaseous phase. Appl Surf Sci 322:126–135. https://doi.org/10.1016/j.apsusc.2014.10.070
Ferrari CR, Do Nascimento HDAF, Rodgher S, Almeida T, Bruschi AL, Do Nascimento MRL, Bonifácio RL (2017) Effects of the discharge of uranium mining effluents on the water quality of the reservoir: an integrative chemical and ecotoxicological assessment. Sci Rep 7:13919. https://doi.org/10.1038/s41598-017-14100-w
Gado M, Rashad M, Kassab W, Badran M (2021) Highly developed surface area thiosemicarbazide biochar derived from Aloe vera for efficient adsorption of uranium. Radiochemistry 63:353–363. https://doi.org/10.1134/S1066362221030139
Gao N, Huang ZH, Liu HQ, Hou J, Liu XH (2019) Advances on the toxicity of uranium to different organisms. Chemosphere 237:124548. https://doi.org/10.1016/j.chemosphere.2019.124548
Georgakilas V, Otyepka M, Bourlinos AB, Chandra V, Kim N, Kemp KC, Hobza P, Zboril R, Kim KS (2012) Functionalization of graphene: covalent and non–covalent approaches, derivatives and applications. Chem Rev 112(11):6156–6214. https://doi.org/10.1021/cr3000412
Guo ZJ, Li Y, Wu WS (2009) Sorption of U(VI) on goethite: effects of pH, ionic strength, phosphate, carbonate and fulvic acid. Appl Radiat Isot 67(6):996–1000. https://doi.org/10.1016/j.apradiso.2009.02.001
Guo ZJ, Wang SF, Wang G, Niu ZL, Yang JW, Wu WS (2014) Effect of oxidation debris on spectroscopic and macroscopic properties of graphene oxide. Carbon 76:203–211. https://doi.org/10.1016/j.carbon.2014.04.068
Gustafsson JP (2013) Visual MINTEQ−a free equilibrium speciation model [Internet document]. KTH Vis. MINTEQ. Version 3.1. Compiled in Visual Basic 2012. http://vminteq.lwr.kth.se/. Accessed 8 Jun 2015
Ho YS, McKay G (1999) Pseudo–second order model for sorption processes. Process Biochem 34:451–465. https://doi.org/10.1016/S0032-9592(98)00112-5
Hummers WS, Offeman RE (1958) Preparation of graphitic oxide. J Am Chem Soc 80(6):1339. https://doi.org/10.1021/ja01539a017
Ibrahium HA, Awwad NS, Gado MA, Hassanin MA, Nayl AA, Atia BM (2022) Physico-chemical aspects on uranium and molybdenum extraction from aqueous solution by synthesized phosphinimine derivative chelating agent. J Inorg Organomet Polym 32:3640–3657. https://doi.org/10.1007/s10904-022-02374-1
Jiao CL, Zhang ZF, Tao J, Zhang DS, Chen YY, Lin H (2017) Synthesis of a poly(amidoxime–hydroxamic acid) cellulose derivative and its application in heavy metal ion removal. RSC Adv 7:27787–27795. https://doi.org/10.1039/C7RA03365F
Kaur M, Tewatia P, Rattan G, Singhal S, Kaushik A (2021) Diamidoximated cellulosic bioadsorbents from hemp stalks for elimination of uranium(VI) and textile waste in aqueous systems. J Hazard Mater 417:126060. https://doi.org/10.1016/j.jhazmat.2021.126060
Kelley SP, Barber PS, Mullinsa PHK, Rogers RD (2014) Structural clues to UO22+/VO2+ competition in seawater extraction using amidoxime–based extractants. Chem Commun 50:5012504–5012507. https://doi.org/10.1039/C4CC06370H
Konkena B, Vasudevan S (2012) Understanding aqueous dispersibility of graphene oxide and reduced graphene oxide through pKa measurements. J Phys Chem Lett 3(7):867–872. https://doi.org/10.1021/jz300236w
Lagergren S (1908) Zurtheorie der sogenannten adsorption gelösterstoffe (About the theory of so–called adsorption of soluble substances). Kungliga Svenska Vetenskapsakademiens Handlingar 24(4):1–39
Lerf A, He HY, Forster M, Klinowski J (1998) Structure of graphite oxide revisited. J Phys Chem B 102(23):4477–4482. https://doi.org/10.1021/jp9731821
Li ZJ, Chen F, Yuan LY, Liu YL, Zhao YL, Chai ZF, Shi WQ (2012) Uranium(VI) adsorption on graphene oxide nanosheets from aqueous solutions. Chem Eng J 210:539–546. https://doi.org/10.1016/j.cej.2012.09.030
Liu C, Hsu PC, Xie J, Zhao J, Wu T, Wang HT, Liu W, Zhang JS, Chu S, Cui Y (2017) A half–wave rectified alternating current electrochemical method for uranium extraction from seawater. Nat Energy 2:17007. https://doi.org/10.1038/nenergy.2017.7
Liu HJ, Zhou YC, Yang YB, Zou K, Wu RJ, Xia K, Xie SB (2019) Synthesis of polyethylenimine/graphene oxide for the adsorption of U(VI) from aqueous solution. Appl Surf Sci 471:88–95. https://doi.org/10.1016/j.apsusc.2018.11.231
Ma LJ, Yang XM, Gao LF, Lu M, Guo CX, Li YW, Tu YF, Zhu XL (2013) Synthesis and characterization of polymer grafted graphene oxide sheets using a Ce(IV)/HNO3 redox system in an aqueous solution. Carbon 53:269–276. https://doi.org/10.1016/j.carbon.2012.10.058
Okasha SA, Faheim AA, Monged MHE, Khattab MR, Abed NS, Salman AA (2023) Radiochemical technique as a tool for determination and characterization of El Sela ore grade uranium deposits. Int J Environ Anal Chem 103(4):737–746. https://doi.org/10.1080/03067319.2020.1863388
Romanchuk AY, Slesarev AS, Kalmykov SN, Kosynkin DV, Tour JM (2013) Graphene oxide for effective radionuclide removal. Phys Chem Chem Phys 15:2321–2327. https://doi.org/10.1039/C2CP44593J
Saraydin D, Isikver Y, Sahiner N (2001) Uranyl ion binding properties of poly(hydroxamic acid) hydrogels. Polym Bull 47:81–89. https://doi.org/10.1007/s002890170024
Satpati SK, Pal S, Roy SB, Tewari PK (2014) Removal of uranium(VI) from dilute aqueous solutions using novel sequestering sorbent poly–acryl hydroxamic acid. J Environ Chem Eng 2(3):1343–1351. https://doi.org/10.1016/j.jece.2014.04.007
Sholl DS, Lively RP (2016) Seven chemical separations to change the world. Nature 532:435–437. https://doi.org/10.1038/532435a
Song WC, Shao DD, Lu SS, Wang XK (2014) Simultaneous removal of uranium and humic acid by cyclodextrin modified graphene oxide nanosheets. Sci China Chem 57:1291–1299. https://doi.org/10.1007/s11426-014-5119-6
Song FX, Wang N, Zhang QQ, Weibo J, Liu B (2022) 3D printing calcium alginate adsorbents for highly efficient recovery of U(VI) in acidic conditions. J Hazard Mater 440:129774. https://doi.org/10.1016/j.jhazmat.2022.129774
Stankovich S, Dikin DA, Piner RD, Kohlhaas KA, Kleinhammes A, Jia YY, Wu Y, Nguyen SBT, Ruoff RS (2007) Synthesis of graphene–based nanosheets via chemical reduction of exfoliated graphite oxide. Carbon 45(7):1558–1565. https://doi.org/10.1016/j.carbon.2007.02.034
Sturchio NC, Antonio MR, Soderholm L, Sutton SR, Brannon JC (1998) Tetravalent uranium in calcite. Science 281(5379):971–973. https://doi.org/10.1126/science.281.5379.971
Tabushi I, Kobuke Y, Nishiya T (1979) Extraction of uranium from seawater by polymer–bound macrocyclic hexaketone. Nature 280:665–666. https://doi.org/10.1038/280665a0
Wang F, Li H, Liu Q (2016) A graphene oxide/amidoxime hydrogel for enhanced uranium capture. Sci Rep 6:19367. https://doi.org/10.1038/srep19367
Wang L, Song H, Yuan LY, Li ZJ, Zhang YJ, Gibson JK, Zheng LR, Chai ZF, Shi WQ (2018) Efficient U(VI) reduction and sequestration by Ti2CTx MXene. Environ Sci Technol 52(18):10748–10756. https://doi.org/10.1021/acs.est.8b03711
Wang Y, Li SS, Yang HY, Luo J (2020) Progress in the functional modification of graphene/graphene oxide: a review. RSC Adv 10:15328–15345. https://doi.org/10.1039/D0RA01068E
Wu Q, Zhang F, Yan JX, Sha LT, Huang QG, Fu X, Li Y, Yan ZY (2023a) Extraction and immediate solidification of uranium(VI) using malonamide functionalized ionic liquids from H2SO4 leaching liquor by specific self–assembly process. J Mol Liq 383:122148. https://doi.org/10.1016/j.molliq.2023.122148
Wu Y, Xie YH, Liu XL, Li Y, Wang JY, Chen ZS, Yang H, Hu BW, Shen C, Tang ZW, Huang QF, Wang XK (2023b) Functional nanomaterials for selective uranium recovery from seawater: Material design, extraction properties and mechanisms. Coordin Chem Rev 483:215097. https://doi.org/10.1016/j.ccr.2023.215097
Xie Y, Chen CL, Ren XM, Wang XX, Wang HY, Wang XK (2019) Emerging natural and tailored materials for uranium–contaminated water treatment and environmental remediation. Prog Mater Sci 103:180–234. https://doi.org/10.1016/j.pmatsci.2019.01.005
Zhang Y, Mei BY, Tian XY, Jia LY, Zhu WK (2023) Remediation of uranium(VI)–containing wastewater based on a novel graphene oxide/hydroxyapatite membrane. J Membr Sci 675:121543. https://doi.org/10.1016/j.memsci.2023.121543
Zhao GX, Wen T, Yang X, Yang SB, Liao JL, Hu J, Shao DD, Wang XK (2012) Preconcentration of U(VI) ions on few–layered graphene oxide nanosheets from aqueous solutions. Dalton Trans 41:6182–6188. https://doi.org/10.1039/C2DT00054G
Zhao ZW, Li JX, Wen T, Shen CC, Wang XK, Xu AW (2015) Surface functionalization graphene oxide by polydopamine for high affinity of radionuclides. Colloids Surf A Physicochem Eng Asp 482:258–266. https://doi.org/10.1016/j.colsurfa.2015.05.020
Zhao DL, Gao X, Chen SH, Xie FZ, Feng SJ, Alsaedi A, Hayat T, Chen CL (2018) Interaction between U(VI) with sulfhydryl groups functionalized graphene oxides investigated by batch and spectroscopic techniques. J Colloid Interf Sci 524:129–138. https://doi.org/10.1016/j.jcis.2018.04.012
Zhao CS, Liu J, Deng YH, Tian YY, Zhang GJ, Liao JL, Yang JJ, Yang YY, Liu N, Sun Q (2019) Uranium(VI) adsorption from aqueous solutions by microorganism–graphene oxide composites via an immobilization approach. J Clean Prod 236:117624. https://doi.org/10.1016/j.jclepro.2019.117624
Zhou XJ, Zhang JL, Wu HX, Yang HJ, Zhang JY, Guo SW (2011) Reducing graphene oxide via hydroxylamine: a simple and efficient route to graphene. J Phys Chem C 115(24):11957–11961. https://doi.org/10.1021/jp202575j
Zhou S, Xie YX, Zhu FY, Gao YY, Liu YJ, Tang ZP, Duan Y (2021) Amidoxime modified chitosan/graphene oxide composite for efficient adsorption of U(VI) from aqueous solutions. J Environ Chem Eng 9(6):106363. https://doi.org/10.1016/j.jece.2021.106363
Zhu BW, Zhang Z, Song FX, Guo ZJ, Liu B (2020) Efficient removal of U(VI) ions from aqueous solutions by tannic acid/graphene oxide composites. Appl Sci 10(24):8870. https://doi.org/10.3390/app10248870
Zong PF, Wang SF, Zhao YL, Wang H, Pan H, He CH (2013) Synthesis and application of magnetic graphene/iron oxides composite for the removal of U(VI) from aqueous solutions. Chem Eng J 220:45–52. https://doi.org/10.1016/j.cej.2013.01.038
Funding
This work was supported by the Research Center for National Isotope Engineering Technology (GJTWSGCZX–202303), the Natural Science Foundation of China (20190431), the Fundamental Research Funds for the Central Universities (lzujbky–2022–sp05, lzujbky–2023–stlt01, lzujbky–2022–kb01), and the Open Subject Foundation of Key Laboratory of Dental Maxillofacial Reconstruction and Biological Intelligence Manufacturing of the School of Stomatology of Lanzhou University (20JR10RA653-ZDKF20210202).
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Bowu Zhu: writing and editing and conducting the experiment. Ye Fan: conducting the experiment. Pengyuan Gao: conducting the experiment. Qiang Jin: conceptualization, supervision, and funding acquisition. Zongyuan Chen: methodology and supervision. Zhijun Guo: supervision. Bin Liu: conceptualization, supervision, and funding acquisition.
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Zhu, B., Gao, P., Fan, Y. et al. Efficient removal of U(VI) from aqueous solution using poly(amidoxime-hydroxamic acid) functionalized graphene oxide. Environ Sci Pollut Res 31, 24064–24076 (2024). https://doi.org/10.1007/s11356-024-32521-9
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DOI: https://doi.org/10.1007/s11356-024-32521-9