Skip to main content
SpringerLink
Log in

Rapid multiresidue determination of bisphenol analogues in soil with on-line derivatization

  • Research Paper
  • Published:
Analytical and Bioanalytical Chemistry Aims and scope Submit manuscript

Abstract

Bisphenol analogues are compounds extensively used which have been potentially linked to adverse health effects. Nevertheless, few studies reported the analysis of compounds, other than bisphenol A, in environmental solid samples and none in soil samples. In this study, a rapid and sensitive analytical method is presented for the simultaneous determination of 13 bisphenols in soil samples. The method combines ultrasonic-assisted extraction of samples placed in small columns and GC-MS/MS analysis. Manual and on-line derivatizations were compared and results showed that significant higher chromatographic responses were achieved with on-line derivatization. Different parameters such as the quantity of derivatization agent, the extraction solvent, or the extraction time were assayed. The detection limits for all target bisphenols ranged from 0.04 to 0.27 ng g−1, for BPC and BPA, respectively. Analysis of spiked soil samples gave satisfactory recovery results, from 70 to 111%, for all the compounds. Finally, the validated method was applied to soil samples from several Spanish areas, and 3 of the 13 target bisphenols (BPAF, BPF, and BPA) were detected, although only BPF and BPA could be quantified with levels up to 127 ng g−1.

Schematic diagram of the developed method for the determination of bisphenol analogues

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
Fig. 3

Similar content being viewed by others

References

  1. Muhamad MS, Salim MR, Lau WJ, Yusop Z. A review on bisphenol A occurrences, health effects and treatment process via membrane technology for drinking water. Environ Sci Pollut Res. 2016;23:11549–67.

    Article  CAS  Google Scholar 

  2. Cano-Nicolau J, Valliant C, Pellegrini E, Charlier TD, Kah O, Coumailleau P. Estrogenic effects of several BPA analogs in the developing zebrafish brain. Front Neurosci. 2016;10:112.

  3. The European Commission. Commission directive 2011/8/EU of 28 January 2011 amending directive 2002/72/EC as regards the restriction of use of bisphenol A in plastic infant feeding bottles, Official Journal of the European Union.

  4. EFSA. Scientific opinion of European Food Safety Authority (EFSA) on the risks to public health related to the presence of bisphenol A (BPA) in foodstuffs: executive summary. EFSA J. 2015;13(1):3978.

    Article  Google Scholar 

  5. Chen D, Kannan K, Tan H, Zheng Z, Feng L, Wu Y, Widelka M. Bisphenol analogues other than BPA: environmental occurrence, human exposure, and toxicity—a review. Environ Sci Technol. 2016;50:5438–53.

    Article  CAS  Google Scholar 

  6. Caballero-Casero N, Lunar L, Rubio S. Analytical methods for the determination of mixtures of bisphenols and derivatives in human and environmental exposure sources and biological fluids. A review. Anal Chim Acta. 2016;908:22–53.

    Article  CAS  Google Scholar 

  7. Deceuninck Y, Bichon E, Marchand P, Boquien C-Y, Legrand A, Boscher C, Antignac JP, Le Bizec B. Determination of bisphenol A and related substitutes/analogues in human breast milk using gas chromatography-tandem mass spectrometry. Anal Bioanal Chem. 2015;407:2485–97.

    Article  CAS  Google Scholar 

  8. Yang Y, Lu L, Zhang J, Yang Y, Wu Y, Shao B. Simultaneous determination of seven bisphenols in environmental water and solid samples by liquid chromatography-electrospray tandem mass spectrometry. J Chromatogr A. 2014;1328:26–34.

    Article  CAS  Google Scholar 

  9. Liao CY, Liu F, Moon HB, Yamashita N, Yun SH, Kannan K. Bisphenol analogues in sediments from industrialized areas in the United States, Japan, and Korea: spatial and temporal distributions. Environ Sci Technol. 2012;46:11558–65.

    Article  CAS  Google Scholar 

  10. Lee S, Liao C, Song G-J, Ra K, Kannan K, Moon HB. Emission of bisphenol analogues including bisphenol A and bisphenol F from wastewater treatment plants in Korea. Chemosphere. 2015;119:1000–6.

    Article  CAS  Google Scholar 

  11. Wang Q, Zhu L, Chen M, Ma X, Wang X, Xia J. Simultaneously determination of bisphenol A and its alternatives in sediment by ultrasound-assisted and solid phase extractions followed by derivatization using GC-MS. Chemosphere. 2017;169:709–15.

    Article  CAS  Google Scholar 

  12. Viñas P, Campillo N, Martinez-Castillo N, Hernandez-Cordoba M. Comparison of two derivatization-based methods for solid-phase microextraction-gas chromatography-mass spectrometric determination of bisphenol A, bisphenol S and biphenol migrated from food cans. Anal Bioanal Chem. 2010;397:115–25.

    Article  Google Scholar 

  13. Sanchez-Brunete C, Miguel E, Tadeo JL. Determination of tetrabromobisphenol-A, tetrachlorobisphenol-A and bisphenol-A in soil by ultrasonic assisted extraction and gas chromatography-mass spectrometry. J Chromatogr A. 2009;1216:5497–503.

    Article  CAS  Google Scholar 

  14. Wang Q, Ma L, Yin C, Xu L. Developments in injection port derivatization. J Chromatogr A. 2013;1296:25–35.

    Article  CAS  Google Scholar 

  15. Dorival-Garcia N, Zafra-Gomez A, Navalon A, Vilchez JL. Analysis of bisphenol A and its chlorinated derivatives in sewage sludge samples. Comparison of the efficiency of three extraction techniques. J Chromatogr A. 2009;1253:1–10.

    Article  Google Scholar 

  16. Albero B, Sanchez-Brunete C, Miguel E, Perez RA, Tadeo JL. Determination of selected organic contaminants in soil by pressurized liquid extraction and gas chromatography tandem mass spectrometry with in situ derivatization. J Chromatogr A. 2012;1248:9–17.

    Article  CAS  Google Scholar 

  17. Bernal E. Limit of detection and limit of quantification determination in gas chromatography. In: Guo X, editor. Advances in Gas Chromatography. InTech; 2014. p. 57–81.

  18. Shan XM, Shen DH, Wang BS, Lu BB, Huang FY. Simultaneous determination of bisphenols and Alkylphenols in water by solid phase extraction and ultra performance liquid chromatography-tandem mass spectrometry. Biomed Environ Sci. 2014;27:471–4.

    CAS  Google Scholar 

  19. Yin JF, Meng ZH, Zhu YS, Song MY, Wang HL. Dummy molecularly imprinted polymer for selective screening of trace bisphenols in river water. Anal Methods. 2011;3:173–80.

    Article  CAS  Google Scholar 

  20. Ballesteros-Gomez A, Ruiz FJ, Rubio S, Perez-Bendito D. Determination of bisphenols A and F and their diglycidyl ethers in wastewater and river water by coacervative extraction and liquid chromatography-fluorimetry. Anal Chim Acta. 2007;603:51–9.

    Article  CAS  Google Scholar 

  21. Moral A, Sicilia MD, Rubio S, Perez-Bendito D. Determination of bisphenols in sewage based on supramolecular solid-phase extraction/liquid chromatography/fluorimetry. J Chromatogr A. 2005;1100:8–14.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

Authors wish to thank the Spanish Ministry of Economy, Industry and Competitiveness for financial support, project (RTA2014-00012C03), and for the contract of M. Ferriz.

Author information

Authors and Affiliations

  1. Departamento de Medio Ambiente, Instituto Nacional de Investigación y Tecnología Agraria y Alimentaria (INIA), Ctra de la Coruña, 7, 28040, Madrid, Spain

    Rosa Ana Pérez, Beatriz Albero, Macarena Férriz & José Luis Tadeo

Authors
  1. Rosa Ana Pérez
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Beatriz Albero
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Macarena Férriz
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. José Luis Tadeo
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Rosa Ana Pérez.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Pérez, R.A., Albero, B., Férriz, M. et al. Rapid multiresidue determination of bisphenol analogues in soil with on-line derivatization. Anal Bioanal Chem 409, 4571–4580 (2017). https://doi.org/10.1007/s00216-017-0399-2

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00216-017-0399-2

Keywords

Search

Navigation