Skip to main content
Log in

Investigating the adsorption behavior and mechanism of Eu(III) and Au(III) on β-cyclodextrin/polyethylenimine functionalized waste paper

  • Original Research
  • Published:
Cellulose Aims and scope Submit manuscript

Abstract

A bio-adsorbent (DAWP-PEI-β-CD) was facilely prepared by introducing polyethylenimine (PEI) and β-cyclodextrin (β-CD) into dialdehyde waste paper (DAWP) via a facile two-step method. The structures, morphologies and compositions of the as-prepared adsorbents were characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), solid state nuclear magnetic resonance spectrometry (NMR) and X-ray photoelectron spectroscopy (XPS) techniques. Results showed that the pH values, adsorption temperature and contact time played a vital role in uptake of Eu(III) and Au(III). Meanwhile, the adsorption behavior of Eu(III) and Au(III) could be fitted felicitously with the Langmuir and the pseudo-second-order models, and the maximum adsorption capacities of Eu(III) (pH = 6.0) and Au(III) (pH = 2.0) onto DAWP-PEI-β-CD were 424.2 and 241.3 mg/g, respectively. Further advanced spectroscopy analysis revealed that the elimination of Eu(III) was attributed to host-guest inclusion and surface complexation interaction, while adsorption of Au(III) might stem from a combination of electrostatic attraction, chelation, host-guest inclusion and redox interaction. This study demonstrated that DAWP-PEI-β-CD was a promising environmental functional material to separation and enrichment of Eu(III) and Au(III) from contaminated water.

Graphical abstract

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

Access this article

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

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9

Similar content being viewed by others

Data availability

All data are available from the authors upon reasonable request.

References

  • Al-Harahsheha M, AlJarraha M, Alrebakia M, Mayyasb M (2020) Nanoionic exchanger with unprecedented loading capacity of uranium. Sep Purif Technol 238:116423

    Article  Google Scholar 

  • Chen C, Hu J, Xu D, Tan X, Meng Y, Wang X (2008) Surface complexation modeling of Sr(II) and Eu(III) adsorption onto oxidized multiwall carbon nanotubes. J Colloid Interface Sci 323:33–41

    Article  CAS  PubMed  Google Scholar 

  • Chen X, Yang X, Xiang Y, Xu L, Liu G (2020) Humic acid derived resin: an efficient adsorbent for Au(III) uptake from aqueous acidic solution. J Chem Eng Data 65:1824–1832

    Article  CAS  Google Scholar 

  • Cheng W, Wan T, Wang X, Wu W, Hu B (2018) Plasma-grafted polyamine/hydrotalcite as high efficient adsorbents for retention of uranium (VI) from aqueous solutions. Chem Eng J 324:103–111

    Article  Google Scholar 

  • Crini G, French AD, Kainuma K, Szente L, Jane JL (2021) Contributions of dexter french (1918–1981) to cycloamylose/cyclodextrin and starch science. Carbohydr Polym 257:117620

    Article  CAS  PubMed  Google Scholar 

  • Dai S, Wang N, Qi C, Wang X, Ma Y, Yang L, Liu X, Huang Q, Nie C, Hu B, Wang X (2019) Preparation of core-shell structure Fe3O4@C@MnO2 nanoparticles for effificient elimination of U(VI) and Eu(III) ions. Sci Total Environ 685:986–996

    Article  CAS  PubMed  Google Scholar 

  • Fang Q, Duan S, Zhang J, Li J, Leung K (2017) Dual shelled Fe3O4/polydopamine hollow microspheres as an effective Eu(III) adsorbent. J Mater Chem A 5:2947–2958

    Article  CAS  Google Scholar 

  • Guo Z, Li Y, Pan S, Xu J (2015) Fabrication of Fe3O4 @cyclodextrin magnetic composite for the high-efficient removal of Eu(III). J Mol Liq 206:272–277

    Article  CAS  Google Scholar 

  • Hu B, Wang H, Liu R, Qiu M (2021) Highly efficient U(VI) capture by amidoxime/carbon nitride composites: evidence of EXAFS and modeling. Chemosphere 274:129743

    Article  CAS  PubMed  Google Scholar 

  • Huang S, Pang H, Li L, Jiang S, Wen T, Zhuang L, Hu B, Wang X (2018) Unexpected ultrafast and high adsorption of U(VI) and Eu(III) from solution using porous Al2O3 microspheres derived from MIL-53. Chem Eng J 353:157–166

    Article  CAS  Google Scholar 

  • Liu H, Zhou Y, Yang Y, Zou K, Wu R, Xia K, Xie S (2019a) Synthesis of polyethylenimine/graphene oxide for the adsorption of U(VI) from aqueous solution. Appl Surf Sci 471:88–95

    Article  CAS  Google Scholar 

  • Liu F, Peng G, Li T, Yu G, Deng S (2019b) Au(III) adsorption and reduction to gold particles on cost-effective tannin acid immobilized dialdehyde corn starch. Chem Eng J 370:228–223

    Article  CAS  Google Scholar 

  • Liu F, Wang S, Chen S (2020a) Adsorption behavior of Au(III) and Pd(II) on persimmon tannin functionalized viscose fiber and the mechanism. Int J Biol Macromol 152:1242–1251

    Article  PubMed  Google Scholar 

  • Liu F, Zhou L, Wang W, Yu G, Deng S (2020b) Adsorptive recovery of Au(III) from aqueous solution using crosslinked polyethyleneimine resins. Chemosphere 241:125122

    Article  CAS  PubMed  Google Scholar 

  • Liu F, Zhou Z, Li G (2021a) Persimmon tannin functionalized polyacrylonitrile fiber for highly efficient and selective recovery of Au(III) from aqueous solution. Chemosphere 264:128469

    Article  CAS  PubMed  Google Scholar 

  • Liu F, Hua S, Zhou L, Hu B (2021b) Development and characterization of chitosan functionalized dialdehyde viscose fiber for adsorption of Au(III) and Pd(II). Int J Biol Macromol 173:457–466

    Article  CAS  PubMed  Google Scholar 

  • Liu F, Hua S, Wang C, Qiu M, Jin L, Hu B (2021c) Adsorption and reduction of Cr(VI) from aqueous solution using cost-effective caffeic acid functionalized corn starch. Chemosphere 279:130539

    Article  CAS  PubMed  Google Scholar 

  • Li S, Dong L, Wei Z, Sheng G, Hu B (2020) Adsorption and mechanistic study of the invasive plant-derived biochar functionalized with CaAl-LDH for Eu(III) in water. J Environ Sci 96:127–137

    Article  Google Scholar 

  • Ma J, Zhao Q, Zhou L, Wen T, Wang J (2019) Mutual effects of U(VI) and Eu(III) immobilization on interpenetrating 3-dimensional MnO2/graphene oxide composites. Sci Total Environ 695:133696

    Article  CAS  PubMed  Google Scholar 

  • Martin-Trasanco R, Cao R, Esparza-Ponce HE, Montero-Cabrera ME (2017) Reduction of Au(III) by a β-cyclodextrin polymer in acid medium, a stated unattainable reaction. Carbohydr Polym 175:530–537

    Article  CAS  PubMed  Google Scholar 

  • Neri G, Cordaro A, Cordaroa SM, Mazzaglia A, Piperno A (2021) PEGylated bis-adamantane carboxamide as guest bridge for graphene poly-cyclodextrin gold nanoassemblies. J Mol Struct 1240:130519

    Article  CAS  Google Scholar 

  • Pestov A, Nazirov A, Modin E, Mironenko A, Bratskaya S (2015) Mechanism of Au(III) reduction by chitosan: comprehensive study with 13 C and 1H NMR analysis of chitosan degradation products. Carbohydr Polym 117:70–77

    Article  CAS  PubMed  Google Scholar 

  • Qiu M, Liu Z, Wang S, Hu B (2020) The photocatalytic reduction of U(VI) into U(IV) by ZIF-8/g-C3N4 composites at visible light. Environ Res 11:110349

    Google Scholar 

  • Rahman NHA, Jaafar NR, Annuar NAS, Rahman RA, Murad AMA, El-Enshasy HA, Illias RM (2021) Efficient substrate accessibility of cross-linked levanase aggregates using dialdehyde starch as a macromolecular cross-linker. Carbohydr Polym 267:118159

    Article  Google Scholar 

  • Slavgorodska MV, Kyrychenko A (2020) Adsorption behavior of β-cyclodextrin onto gold nanoparticles. J Mol Graph Model 94:107483

    Article  CAS  PubMed  Google Scholar 

  • Shen H, Zhu G, Yu W, Wu H, Ji H, Shi H, She Y, Zheng Y (2015) Fast adsorption of p-nitrophenol from aqueous solution using β-cyclodextrin grafted silica gel. Appl Surf Sci 356:1155–1167

    Article  CAS  Google Scholar 

  • Sun Y, Chen C, Tan X, Shao D, Li J, Zhao G, Yang S, Wang Q, Wang X (2012) Enhanced adsorption of Eu(III) on mesoporous Al2O3/expanded graphite composites investigated by macroscopic and microscopic techniques. Dalton Trans 41:13388–13394

    Article  CAS  PubMed  Google Scholar 

  • Wang H, Liu Y, Zeng G, Hu X, Hu X, Li T, Li H, Wang Y, Jiang L (2014) Grafting of β-cyclodextrin to magnetic graphene oxide via ethylenediamine and application for Cr(VI) removal. Carbohydr Polym 113:166–173

    Article  CAS  PubMed  Google Scholar 

  • Wang F, Zhao J, Zhu M, Yu J, Hu Y, Liu H (2015) Selective adsorption-deposition of gold nanoparticles onto monodispersed hydrothermal carbon spherules: a reduction-deposition coupled mechanism. J Mater Chem A 3:1666–1674

    Article  CAS  Google Scholar 

  • Wang M, Cheng W, Wan T, Hu BW, Zhu YL, Song XF, Sun YB (2019) Mechanistic investigation of U(VI) sequestration by zero-valent iron/activated carbon composites. Chem Eng J 362:99–106

    Article  CAS  Google Scholar 

  • Wang J, Wang Y, Wang W, Pen T, Liang J, Li P, Pan D, Fan Q, Wu W (2020) Visible light driven Ti3+ self-doped TiO2 for adsorption-photocatalysis of aqueous U(VI). Environ Pollut 262:114373

    Article  CAS  PubMed  Google Scholar 

  • Wu Y, Li B, Wang X, Yu S, Pang H, Liu Y, Liu X, Wang X (2019) Magnetic metal-organic frameworks (Fe3O4@ZIF-8) composites for U(VI) and Eu(III) elimination: simultaneously achieve favorable stability and functionality. Chem Eng J 378:122105

    Article  CAS  Google Scholar 

  • Yan Z, Huang Q, Wang L, Zhang F (2019) Synthesis of tailored bis-succinamides and comparison of their extractability for U(VI), Th(IV) and Eu(III). Sep Purif Technol 213:322–327

    Article  CAS  Google Scholar 

  • Yang S, Li Q, Chen L, Chen Z, Pu Z, Wang H, Yu S, Hu B, Chen J, Wang X (2019) Ultrahigh sorption and reduction of Cr(VI) by two novel core-shell composites combined with Fe3O4 and MoS2. J Hazard Mater 379:120797

    Article  CAS  PubMed  Google Scholar 

  • Yin L, Hu B, Zhuang L, Fu D, Li J, Hayat T, Alsaedi A, Wang X (2020) Synthesis of flexible cross-linked cryptomelane-type manganese oxide nanowire membranes and their application for U(VI) and Eu(III) elimination from solutions. Chem Eng J 381:122744

    Article  CAS  Google Scholar 

  • Zhao F, Repo E, Yin D, Meng Y, Jafari S, Sillanpää M (2015a) EDTA-cross-linked βcyclodextrin: an environmentally friendly bifunctional adsorbent for simultaneous adsorption of metals and cationic dyes. Environ Sci Technol 49:10570–10580

    Article  CAS  PubMed  Google Scholar 

  • Zhao R, Wang Y, Li X, Sun B, Wang C (2015b) Synthesis of βcyclodextrin-based electrospun nanofiber membranes for highly efficient adsorption and separation of methylene blue. ACS Appl Mater Interfaces 7:26649–26657

    Article  CAS  PubMed  Google Scholar 

  • Zhao F, Repo E, Meng Y, Wang X, Yin D, Sillanpää M (2016) An EDTA-b-cyclodextrin material for the adsorption of rare earth elements and its application in preconcentration of rare earth elements in seawater. J Colloid Interface Sci 465:215–224

    Article  CAS  PubMed  Google Scholar 

  • Zhao F, Repo E, Song Y, Yin D, Hammouda SB, Chen L, Kalliola S, Tang J, Tam KC, Sillanpää M (2017) Polyethylenimine-cross-linked cellulose nanocrystals for highly efficient recovery of rare earth elements from water and a mechanism study. Green Chem 19:4816–4828

    Article  CAS  Google Scholar 

  • Zhao B, Yuan L, Wang Y, Duan T, Shi W (2021a) Carboxylated UiO-66 tailored for U(VI) and Eu(III) trapping: from batch adsorption to dynamic column separation. ACS Appl Mater Interfaces 13:16300–16308

    Article  CAS  PubMed  Google Scholar 

  • Zhao Z, Cheng G, Zhang Y, Han B, Wang X (2021b) Metal-organic-framework based functional materials for uranium recovery: performance optimization and structure/functionality-activity relationships. ChemPlusChem 86:1177–1192

    Article  CAS  PubMed  Google Scholar 

  • Zhang S, Wang J, Zhang Y, Ma J, Huang L, Yu S, Chen L, Song G, Qiu M, Wang X (2021a) Applications of water-stable metal-organic frameworks in the removal of water pollutants: a review. Environ Pollut 291:118076

    Article  CAS  PubMed  Google Scholar 

  • Zhang M, Dong Z, Hao F, Xie K, Qi W, Zhai M, Zhao L (2021b) Ultrahigh and selective adsorption of Au(III) by rich sulfur and nitrogen-bearing cellulose microspheres and their applications in gold recovery from gold slag leaching solution. Sep Purif Technol 274:119016

    Article  CAS  Google Scholar 

  • Zhu Y, Wang X, Li Z, Fan Y, Zhang X, Chen J, Zhang Y, Dong C, Zhu Y (2021) Husbandry waste derived coralline-like composite biomass material for efficient heavy metal ions removal. Bioresour Technol 337:125408

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgments

We gratefully thank the Research Fund Program of National Natural Science Foundation of China (No. 21876115), Zhejiang Public Welfare Technology Application and Social Development Project (LGF21C030001), China Postdoctoral Science Foundation (2021M702911) and State Key Laboratory of Pollution Control and Resource Reuse Foundation (No. PCRRF18021).

Author information

Authors and Affiliations

Authors

Contributions

FL, SH: Investigation, Data curation, Writing-original draft. QH, CW: Investigation, Project administration. BH: Writing-review & editing.

Corresponding author

Correspondence to Baowei Hu.

Ethics declarations

Conflict of interest

There are no conflict of interest do declare.

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 1645 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Liu, F., Hua, S., Hu, Q. et al. Investigating the adsorption behavior and mechanism of Eu(III) and Au(III) on β-cyclodextrin/polyethylenimine functionalized waste paper. Cellulose 29, 1807–1820 (2022). https://doi.org/10.1007/s10570-021-04389-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10570-021-04389-2

Keywords

Navigation