Skip to main content
SpringerLink
Log in

Highly efficient removal of uranium from aqueous solution by a novel robust phosphonic acid functionalized aromatic-based hyper-crosslinked porous polymer

  • Published:
Journal of Radioanalytical and Nuclear Chemistry Aims and scope Submit manuscript

Abstract

With the rapid development of the nuclear resource industry, the development of high-efficiency adsorbents is the key to the separation and removal of uranium from aqueous solutions. In this paper, phenyl phosphonic acid was designed as a functional monomer, the aromatic building blocks such as benzene and triptycene as an external crosslinker. Through the “knitting” strategy, a novel phosphonic acid-based functionalized triptycene-based hyper-crosslinked porous polymer (TPP-BPP) and benzene-based hyper-crosslinked porous polymer (B-BPP) were prepared by the above monomer and crosslinker. The resulting polymer B-BPP has a much higher surface area (SBET = 836.21 m2/g) than that of polymer TPP-BPP (SBET = 30.60 m2/g) due to the large skeleton triptycene confines the void. Owing to a large number of phosphonic acid functional groups, the polymer TPP-BPP and B-BPP both have a good ability to remove uranium. The optimal adsorption pH is 7 and the adsorption time is 90 min. Under the best experimental conditions, the maximum adsorption capacity of TPP-BPP for uranium is 119.05 mg/g, and the maximum adsorption capacity of B-BPP for uranium is 222.72 mg/g. Furthermore, in the presence of coexisting ions Na+, Mg2+, Al3+, Co2+, Ni2+, NO3−, CO32−etc., they still have good selectivity to uranium ascribed to the strong complexation between UO22+ and P=O groups anchored on the polymer, which was evidenced by experimental results. Also, it has good reusability and can still maintain a very high removal percentage after at least being recycled five times. Therefore, the convenient synthesis route for the novel phosphonic acid-based functionalized hyper-crosslinked porous polymer has a promising application prospect for uranium adsorption.

Graphical abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Aixia Z, Jinsheng W (2018) Recovery of U(VI) from simulated wastewater with thermally modified palygorskite beads. J Radioanal Nucl Chem 318:1119–1129

    Article  Google Scholar 

  2. Zhou L, Shang C, Liu Z (2012) Selective adsorption of uranium (VI) from aqueous solutions using the ion-imprinted magnetic chitosan resins. J Colloid Interface 366(1):165–172

    Article  CAS  Google Scholar 

  3. Feng J, Yang Z, He S (2018) Photocatalytic reduction of Uranium(VI) under visible light with Sn-doped In2S3 microspheres. Chemosphere 212(12):114–123

    Article  CAS  PubMed  Google Scholar 

  4. Orabi AH, Abdelhamid AE, Salem HM (2021) Uranium removal using composite membranes incorporated with chitosan grafted phenylenediamine from liquid waste solution. J Cellulose 2:1–19

    Google Scholar 

  5. Orabi AH, Abdelhamid AES, Salem HM (2020) New adsorptive composite membrane from recycled acrylic fibers and Sargassum dentifolium marine algae for uranium and thorium removal from liquid waste solution. J Radioanal Nucl Chem 326:1233–1247

    Article  CAS  Google Scholar 

  6. Duquène L, Tack F, Meers E (2008) Effect of biodegradable amendments on uranium solubility in contaminated soils. J Sci Total Environ 391:26–33

    Article  Google Scholar 

  7. Nidheesh PV, Zhou M, Oturan MA (2018) An overview on the removal of synthetic dyes from water by electrochemical advanced oxidation processes. Chemosphere 197:210–227

    Article  CAS  PubMed  Google Scholar 

  8. Zhao D, Yang S, Chen S (2011) Effect of pH, ionic strength and humic substances on the adsorption of Uranium (VI) onto Na-rectorite. J Radioanal Nucl Chem 287(2):557–565

    Article  CAS  Google Scholar 

  9. Zhang S, Yuan D, Zhao J (2021) Highly efficient extraction of uranium from strong HNO3 media achieved on phosphine oxide functionalized superparamagnetic composite polymer microspheres. J Mater Chem A 9:18393–18405

    Article  CAS  Google Scholar 

  10. Ahmad M, Chen J, Yang K (2021) Preparation of amidoxime modified porous organic polymer flowers for selective uranium recovery from seawater. Chem Eng J 418(23):129370–129377

    Article  CAS  Google Scholar 

  11. Arica MY, Bayramoglu G (2016) Polyaniline coated magnetic carboxymethylcellulose beads for selective removal of uranium ions from aqueous solution. J Radioanal Nucl Chem 310:711–724

    Article  CAS  Google Scholar 

  12. Gba B, Mya A (2019) Star type polymer grafted and polyamidoxime modified silica coated-magnetic particles for adsorption of U(VI) ions from solution—ScienceDirect[J]. Chem Eng Res Des 147:146–159

    Article  Google Scholar 

  13. Bayramoglu G, Arica MY (2017) Polyethylenimine and tris(2-aminoethyl)amine modified p(GA–EGMA) microbeads for sorption of uranium ions: equilibrium, kinetic and thermodynamic studies. J Radioanal Nucl Chem 312:293–303

    Article  CAS  Google Scholar 

  14. Şimşek S, Kaya S, Şenol ZM (2022) Theoretical and experimental insights about the adsorption of uranyl ion on a new designed Vermiculite-Polymer composite. J J Mole Liq 352:118727

    Article  Google Scholar 

  15. Şenol ZM, Şimşek S, Ulusoy Hİ (2020) Synthesis and characterization of a polyacrylamide-dolomite based new composite material for efficient removal of uranyl ions. J Radioanal Nucl Chem 324:317–330

    Article  Google Scholar 

  16. Şenol ZM, Keskin ZS, Özer A (2022) Application of kaolinite-based composite as an adsorbent for removal of uranyl ions from aqueous solution: kinetics and equilibrium study. J Radioanal Nucl Chem 331:403–414

    Article  Google Scholar 

  17. Celikbıcak O, Bayramoglu G, Acıkgoz-Erkaya I (2021) Aggrandizement of uranium (VI) removal performance of Lentinus concinnus biomass by attachment of 2,5-diaminobenzenesulfonic acid ligand. J Radioanal Nucl Chem 328:1085–1098

    Article  Google Scholar 

  18. Tian K, Zhuang S, Wu J (2019) Metal organic framework (La-PDA) as an effective adsorbent for the removal of uranium (VI) from aqueous solution. Radiochim Acta 108(3):1–12

    Google Scholar 

  19. Ye H, Liu C, Wu MB (2022) Amyloid-like assembly converting commercial proteins to water-insoluble adsorbents with ultrahigh adsorption capacity and excellent antifouling property for uranium extraction. J Mater Chem A 10:2987–2994

    Article  CAS  Google Scholar 

  20. Enol ZM, Keskin ZS, Zer A (2022) Application of kaolinite-based composite as an adsorbent for removal of uranyl ions from aqueous solution: kinetics and equilibrium study. J J Radioanalytical Nuclear Chem 331:403–414

    Article  Google Scholar 

  21. Pandey P, Farha OK, Spokoyny AM (2011) A “click-based” porous organic polymer from tetrahedral building blocks. J Mater Chem 21(6):1700–1703

    Article  CAS  Google Scholar 

  22. Yan H, Wenli B, Yingcen H, (2021) Efficient adsorption of methyl orange and methyl blue dyes by a novel triptycene-based hypercrosslinked porous polymer. RSC Adv, 5587–5594

  23. Paul R, Shit SC, Singh A (2022) Organogel-assisted porous organic polymer embedding Cu NPs for selectivity control in the semi hydrogenation of alkynes. Nanoscale 14:1505–1519

    Article  CAS  PubMed  Google Scholar 

  24. Li B, Zhang Y, Ma D (2014) Mercury nano-trap for effective and efficient removal of mercury(II) from aqueous solution. Nat Commun 5:5531–5537

    Article  Google Scholar 

  25. Huang L, Peng C, Cheng Q (2017) Thiol-functionalized magnetic porous organic polymers for highly efficient removal of mercury. Ind Eng Chem Res 56(46):13696–13703

    Article  CAS  Google Scholar 

  26. Ravi S, Choi Y, Choe JK (2020) Achieving effective fructose-to-5-hydroxymethylfurfural conversion via facile synthesis of large surface phosphate-functionalized porous organic polymers. Appl Catal B 271:118942–118942

    Article  CAS  Google Scholar 

  27. Wang H, Yuan H, Wang X (2020) Synthesis of amides-functionalized POPs-Supported Nano-Pd Catalysts for phosphine ligand-free heterogeneous hydroamino-carbonylation of alkynes. Adv Synth Catal 362(12):2348–2353

    Article  CAS  Google Scholar 

  28. Yang S, Qian J, Kuang L (2017) Ion-imprinted mesoporous silica for selective removal of uranium from highly acidic and radioactive effluent. ACS Appl Mater Interfaces 9:29337–29344

    Article  CAS  PubMed  Google Scholar 

  29. Liang XT, Bien T (2017) Hypercrosslinked porous polymer materials: design, synthesis, and applications. Chem Soc Rev 46:322–3356

    Google Scholar 

  30. Duval CE, Hardy WA, Pellizzeri S, Devol TA (2019) Phosphonic acid and alkyl phosphate-derivatized resins for the simultaneous concentration and detection of uranium in environmental waters. J React Funct Polym 137:133–139

    Article  CAS  Google Scholar 

  31. Sarafraz H, Minuchehr A, Alahyarizadeh G (2017) Synthesis of enhanced phosphonic functional groups mesoporous silica for uranium selective adsorption from aqueous solutions. J Sci Rep 7:11675

    Article  CAS  Google Scholar 

  32. Diallo MS, Arasho W, Jr. JHJ (2008) Dendritic chelating agents. 2. U(VI) binding to poly(amidoamine) and poly(propyleneimine) dendrimers in aqueous solutions.[J]. Environ Sci Technol, 42: 1572–1579

  33. Lang DU, Yu-Xiang LI, Xue MA (2015) Determination of micro uranium by arsenazo III spectrophotometry. J Metallurgical Anal 6:68–71

    Google Scholar 

  34. Yao-Guo LI, Yang X (2012) Determination of trace U by spectrophometry of DBS-Arsenazo. J World Nuclear Geosci

  35. Rong L, Li Y, Zhang M (2018) Phosphate-based ultrahigh molecular weight polyethylene fibers for efficient removal of uranium from carbonate solution containing fluoride Ions[J]. Molecules 23:1245

    Article  Google Scholar 

  36. He Y, Li H, Zhou L (2019) Removal of Methyl Orange from Aqueous Solutions by a Novel Hyper-Cross-Linked Aromatic Triazine Porous Polymer. J Acta Physico-Chimica Sinica 35(3):299–306

    Article  CAS  Google Scholar 

  37. Şenol ZM, Şimşek S (2020) Equilibrium, kinetics and thermodynamics of Pb (II) ions from aqueous solution by adsorption onto chitosan-dolomite composite beads. J Int J Environ Anal Chem, 1–15

  38. Haji M, Gonzalez J, Drysdale J (2018) The effects of protective shell enclosures on uranium adsorbing polymers. J Ind Eng Chem Res 57:15534–15541

    CAS  Google Scholar 

  39. Yan H, Xua T, Jun H (2017) Amine functionalized 3D porous organic polymer as an effective adsorbent for removing organic dyes and solvents. J RSC Adv 7:30500–30505

    Article  Google Scholar 

  40. Şenol ZM, Gül ÜD, Gürkan R (2020) Bio-sorption of bisphenol a by the dried- and inactivated-lichen (Pseudoevernia furfuracea) biomass from aqueous solutions. J Environ Health Sci Eng 18:853–864

    Article  PubMed  PubMed Central  Google Scholar 

  41. Şenol ZM (2020) Effective biosorption of Allura red dye from aqueous solutions by the dried-lichen (Pseudoevernia furfuracea) biomass. J Int J Environ Anal Chem, 1–15

  42. Han R, Zou W, Wang Y (2007) Removal of uranium(VI) from aqueous solutions by manganese oxide coated zeolite: discussion of adsorption isotherms and pH effect. J Environ Radioact 93:127–143

    Article  CAS  PubMed  Google Scholar 

  43. Khan S, Anjum R, Bilal M (2021) Revealing chemical speciation behaviors in aqueous solutions for uranium (VI) and europium (III) adsorption on zeolite. J Environ Technol Innov 22:101503

    Article  CAS  Google Scholar 

  44. Zhou L, Shang C, Liu Z (2012) Selective adsorption of uranium(VI) from aqueous solutions using the ion-imprinted magnetic chitosan resins. J Colloid Interface 366:165–172

    Article  CAS  Google Scholar 

  45. Negm SH, Abd El-Hamid AAM, Gado MA (2019) Selective uranium adsorption using modified acrylamide resins. J J Radioanal Nuclear Chem 319:327–337

    Article  CAS  Google Scholar 

  46. Gao J, Yuan Y, Yu Q et al (2020) Bio-inspired antibacterial cellulose paper-poly (amidoxime) composite hydrogel for highly efficient uranium (vi) capture from seawater. Chem Commun 56(28):3935–3938

    Article  CAS  Google Scholar 

  47. Cheng H, Zeng K, Yu J (2013) Adsorption of uranium from aqueous solution by graphene oxide nanosheets supported on sepiolite. J Radioanal Nucl Chem 298(1):599–603

    Article  CAS  Google Scholar 

  48. Cao Q, Liu Y, Wang C (2013) Phosphorus modified poly(styrene-co-divinylbenzene)-PAMAM chelating resin for the adsorption of uranium (VI) in aqueous. J Hazard Mater 263:311–321

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgements

Financial support for this work was provided by the National Science Foundation of China (21908022), the Jiangxi Provincial Natural Science Foundation (20202BAB213009), Jiangxi Provincial Key Innovation Project (202110405013), and the Scientific and Technical Project of the Educational Department in Jiangxi Province (GJJ18040303).

Author information

Authors and Affiliations

  1. Jiangxi Province Key Laboratory of Polymer Micro/Nano Manufacturing and Devices, School of Chemistry, Biology and Materials Science, East China University of Technology, Nanchang, 330013, China

    Yan He, Wenli Bao, Xiaolei Fu, Bing Na & Dingzhong Yuan

  2. College of Engineering, Jiangxi Agricultural University, Nanchang, 330045, China

    Bo Li

Authors
  1. Yan He
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Wenli Bao
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Bo Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiaolei Fu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Bing Na
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Dingzhong Yuan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Yan He or Bo Li.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 1061 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

He, Y., Bao, W., Li, B. et al. Highly efficient removal of uranium from aqueous solution by a novel robust phosphonic acid functionalized aromatic-based hyper-crosslinked porous polymer. J Radioanal Nucl Chem 331, 3745–3756 (2022). https://doi.org/10.1007/s10967-022-08395-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10967-022-08395-x

Keywords

Search

Navigation