Skip to main content
SpringerLink
Log in

Self-Assembled FeIII-TAML-Based Magnetic Nanostructures for Rapid and Sustainable Destruction of Bisphenol A

  • Published:
Bulletin of Environmental Contamination and Toxicology Aims and scope Submit manuscript

Abstract

This study focused on constructing iron(III)-tetraamidomacrocyclic ligand (FeIII-TAML)-based magnetic nanostructures via a surfactant-assisted self-assembly (SAS) method to enhance the reactivity and recoverability of FeIII-TAML activators, which have been widely employed to degrade various organic contaminants. We have fabricated FeIII-TAML-based magnetic nanomaterials (FeIII-TAML/CTAB@Fe3O4, CTAB refers to cetyltrimethylammonium bromide) by adding a mixed solution of FeIII-TAML and NH3·H2O into another mixture containing CTAB, FeCl2 and FeCl3 solutions. The as-prepared FeIII-TAML/CTAB@Fe3O4 nanocomposite showed relative reactivity compared with free FeIII-TAML as indicated by decomposition of bisphenol A (BPA). Moreover, our results demonstrated that the FeIII-TAML/CTAB@Fe3O4 composite can be separated directly from reaction solutions by magnet adsorption and reused for at least four times. Therefore, the efficiency and recyclability of self-assembled FeIII-TAML/CTAB@Fe3O4 nanostructures will enable the application of FeIII-TAML-based materials with a lowered expense for environmental implication.

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

Fig. 1
Fig. 2

Similar content being viewed by others

References

  • Abu Bakar M, Tan WL, Abu Bakar NHH (2007) A simple synthesis of size-reduce magnetite nano-crystals via aqueous to toluene phase-transfer method. J Magn Magn Mater 314(1):1–6

    Article  ADS  CAS  Google Scholar 

  • Amir M, Kurtan U, Baykal A (2015) Rapid color degradation of organic dyes by Fe3O4@His@Ag recyclable magnetic nanocatalyst. J Ind Eng Chem 27:347–353

    Article  CAS  Google Scholar 

  • Chahbane N, Popescu D-L, Mitchell DA, Chanda A, Lenoir D, Ryabov AD, Schramm K-W, Collins TJ (2007) FeIII-TAML-catalyzed green oxidative degradation of the azo dye Orange II by H2O2 and organic peroxides: products, toxicity, kinetics, and mechanisms. Green Chem 9(1):49–57

    Article  CAS  Google Scholar 

  • Chanda A, Khetan SK, Banerjee D, Ghosh A, Collins TJ (2006a) Total degradation of fenitrothion and other organophosphorus pesticides by catalytic oxidation employing Fe-TAML peroxide activators. J Am Chem Soc 128(37):12058–12059

    Article  CAS  PubMed  Google Scholar 

  • Chanda A, Ryabov AD, Mondal S, Alexandrova L, Ghosh A, Hangun-Balkir Y, Horwitz CP, Collins TJ (2006b) Activity-stability parameterization of homogeneous green oxidation catalysts. Chem-Eur J 12(36):9336–9345

    Article  CAS  PubMed  Google Scholar 

  • Demeter EL, Hilburg SL, Washburn NR, Collins TJ, Kitchin JR (2014) Electrocatalytic oxygen evolution with an immobilized TAML activator. J Am Chem Soc 136(15):5603–5606

    Article  CAS  PubMed  Google Scholar 

  • Flint S, Markle T, Thompson S, Wallace E (2012) Bisphenol A exposure, effects, and policy: a wildlife perspective. J Environ Manage 104:19–34

    Article  CAS  PubMed  Google Scholar 

  • Gao L, Dong Q, Hu C, Qiu J (2022) Surfactant-assisted self-assembly of flower-like ultrathin vanadium disulfide nanosheets for enhanced hybrid capacitive deionization. J Colloid Interf Sci 627:1011–1020

    Article  ADS  CAS  Google Scholar 

  • Ghosh A, Mitchell DA, Chanda A, Ryabov AD, Popescu DL, Upham EC, Collins GJ, Collins TJ (2008) Catalase–peroxidase activity of Iron(III)—TAML activators of Hydrogen Peroxide. J Am Chem Soc 130(45):15116–15126

    Article  CAS  PubMed  Google Scholar 

  • Gupta SS, Stadler M, Noser CA, Ghosh A, Steinhoff B, Lenoir D, Horwitz CP, Schramm K-W, Collins TJ (2002) Rapid Total Destruction of Chlorophenols by activated hydrogen peroxide. Science 296(5566):326–328

    Article  ADS  PubMed  Google Scholar 

  • Khoshnevisan K, Barkhi M, Zare D, Davoodi D, Tabatabaei M (2012) Preparation and characterization of CTAB-Coated Fe3O4 nanoparticles. Synth React Inorg M 42(5):644–648

    Article  CAS  Google Scholar 

  • Kondrakov AO, Ignatev AN, Frimmel FH, Braese S, Horn H, Revelsky AI (2014) Formation of genotoxic quinones during bisphenol a degradation by TiO2 photocatalysis and UV photolysis: a comparative study. Appl Catal B-Environ 160:106–114

    Article  Google Scholar 

  • Kundu S, Chanda A, Khetan SK, Ryabov AD, Collins TJ (2013) TAML activator/peroxide-catalyzed facile oxidative degradation of the persistent explosives trinitrotoluene and trinitrobenzene in micellar solutions. Environ Sci Technol 47(10):5319–5326

    Article  ADS  CAS  PubMed  Google Scholar 

  • Lee W-H, Kim J-O (2022) Phosphate recovery from anaerobic digestion effluent using synthetic magnetite particles. J Environ Chem Eng 10(1):107103

    Article  CAS  Google Scholar 

  • Lei Y, Chen C-S, Tu Y-J, Huang Y-H, Zhang H (2015) Heterogeneous degradation of organic pollutants by persulfate activated by CuO-Fe3O4: mechanism, stability, and effects of pH and bicarbonate ions. Environ Sci Technol 49(11):6838–6845

    Article  ADS  CAS  PubMed  Google Scholar 

  • Li X, Liu D, Song S, Zhang H (2014) Fe3O4@SiO2@TiO2@Pt hierarchical core–Shell microspheres: controlled synthesis, enhanced degradation system, and rapid magnetic separation to recycle. Cryst Growth Des 14(11):5506–5511

    Article  CAS  Google Scholar 

  • Li Y, Zhang H, Rashid A, Hu A, Xin K, Li H, Adyari B, Wang Y, Yu C-P, Sun Q (2020) Bisphenol A attenuation in natural microcosm: Contribution of ecological components and identification of transformation pathways through stable isotope tracing. J Hazard Mater 385:121584

    Article  CAS  PubMed  Google Scholar 

  • Mezcua M, Ferrer I, Hernando MD, Fernandez-Alba AR (2006) Photolysis and photocatalysis of bisphenol A: identification of degradation products by liquid chromatography with electrospray ionization/time-of-flight/mass spectrometry (LC/ESI/ToF/MS). Food Addit Contam A 23(11):1242–1251

    Article  CAS  Google Scholar 

  • Mondal S, Hangun-Balkir Y, Alexandrova L, Link D, Howard B, Zandhuis P, Cugini A, Horwitz CP, Collins TJ (2006) Oxidation of sulfur components in diesel fuel using Fe-TAML® catalysts and hydrogen peroxide. Catal Today 116(4):554–561

    Article  CAS  Google Scholar 

  • Muncke J (2009) Exposure to endocrine disrupting compounds via the food chain: is packaging a relevant source? Sci Total Environ 407(16):4549–4559

    Article  ADS  CAS  PubMed  Google Scholar 

  • Ren G, Yang L, Zhang Z, Zhong B, Yang X, Wang X (2017) A new green synthesis of porous magnetite nanoparticles from waste ferrous sulfate by solid-phase reduction reaction. J Alloy Compd 710:875–879

    Article  CAS  Google Scholar 

  • Rubin BS (2011) Bisphenol A: an endocrine disruptor with widespread exposure and multiple effects. J Steroid Biochem 127(1–2):27–34

    Article  CAS  Google Scholar 

  • Safavi A, Momeni S (2012) Highly efficient degradation of azo dyes by palladium/hydroxyapatite/Fe3O4 nanocatalyst. J Hazard Mater 201–202:125–131

    Article  ADS  PubMed  Google Scholar 

  • Shappell NW, Vrabel MA, Madsen PJ, Harrington G, Billey LO, Hakk H, Larsen GL, Beach ES, Horwitz CP, Ro K, Hunt PG, Collins TJ (2008) Destruction of estrogens using Fe-TAML/Peroxide catalysis. Environ Sci Technol 42(4):1296–1300

    Article  ADS  CAS  PubMed  Google Scholar 

  • Shen LQ, Beach ES, Xiang Y, Tshudy DJ, Khanina N, Horwitz CP, Bier ME, Collins TJ (2011) Rapid, biomimetic degradation in water of the persistent drug sertraline by TAML catalysts and hydrogen peroxide. Environ Sci Technol 45(18):7882–7887

    Article  ADS  CAS  PubMed  Google Scholar 

  • Wang Q, Chen M, Shan G, Chen P, Cui S, Yi S, Zhu L (2017a) Bioaccumulation and biomagnification of emerging bisphenol analogues in aquatic organisms from Taihu Lake, China. Sci Total Environ 598:814–820

    Article  ADS  CAS  PubMed  Google Scholar 

  • Wang C, Gao J, Gu C (2017b) Rapid destruction of tetrabromobisphenol A by Iron(III)-Tetraamidomacrocyclic ligand/layered double hydroxide composite/H2O2 system. Environ Sci Technol 51(1):488–496

    Article  ADS  CAS  PubMed  Google Scholar 

  • Wu H, Chen Z, Sheng F, Wang C, Jin X, Gu C (2021) Mechanisms for the dissolved biochar promoted iron dissolution and consequential chromium release. Sci Total Environ 796:148923

    Article  ADS  CAS  PubMed  Google Scholar 

  • Yamamoto T, Yasuhara A, Shiraishi H, Nakasugi O (2001) Bisphenol A in hazardous waste landfill leachates. Chemosphere 42(4):415–418

    Article  ADS  CAS  PubMed  Google Scholar 

  • Zhang D, Wang X, He L-J, Song W, Sun Z, Han B, Li J-X, Lei Q-Q (2013) Preparation and characteristic of magnetic LDPE/Fe3O4 nano-composite films. J Mater Sci-Mater El 24(6):1796–1800

    Article  CAS  Google Scholar 

  • Zhang X, Shang N, Gao S, Wang C, Gao Y, Wang Z (2019) Surfactant assisted self-assembly of NiCo phosphate with superior electrochemical performance for supercapacitor. Appl Surf Sci 483:529–535

    Article  ADS  CAS  Google Scholar 

Download references

Acknowledgements

This work was financially supported by National Natural Science Foundation of China (22276091 and 22176092), Open Project of State Environmental Protection Key Laboratory of Soil Environmental Management and Pollution Control (SEMPC2023001), Fundamental Research Funds for the Central Universities (2022300311, 0211/14380174), Excellent Research Program of Nanjing University (ZYJH005), the Open Fund of Anhui Province Key Laboratory of Clean Catalytic Engineering (LCCE-04), the Research Start-up Fund of Anhui Polytechnic University (2019YQQ014) and International Institute for Environmental Studies.

Author information

Authors and Affiliations

  1. State Key Laboratory of Pollution Control and Resource Reuse, School of Environment, Nanjing University, Nanjing, 210023, People’s Republic of China

    Ruochen Dong, Lihua Bai, Sijia Liang, Shuxia Xu, Song Gao, Hongjian Li, Chao Wang & Cheng Gu

  2. School of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu, 241000, People’s Republic of China

    Ran Hong

  3. Key Laboratory of Environmental Remediation and Ecological Health, Ministry of Industry and Information Technology, Jiangsu Environmental Engineering Technology Co., Ltd, Nanjing, 210019, People’s Republic of China

    Chao Wang

Authors
  1. Ruochen Dong
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Lihua Bai
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Sijia Liang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Shuxia Xu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Song Gao
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Hongjian Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Ran Hong
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Chao Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Cheng Gu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Ran Hong or Chao Wang.

Ethics declarations

Conflict of interest

The authors declare no conflict of interests.

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 material 1 (DOCX 2686.2 kb)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Dong, R., Bai, L., Liang, S. et al. Self-Assembled FeIII-TAML-Based Magnetic Nanostructures for Rapid and Sustainable Destruction of Bisphenol A. Bull Environ Contam Toxicol 112, 30 (2024). https://doi.org/10.1007/s00128-023-03834-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s00128-023-03834-1

Keywords

Search

Navigation