Skip to main content
Log in

Hexafluoroisopropanol-induced coacervation in aqueous mixed systems of cationic and anionic surfactants for the extraction of sulfonamides in water samples

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

Abstract

Hexafluoroisopropanol (HFIP)-induced coacervation in aqueous mixed systems of catanionic surfactants of dodecyltrimethylammonium bromide (DTAB) and sodium dodecyl sulfate (SDS) was described in detail, and its application in the extraction of strongly polar sulfonamides (SAs) was investigated. With 10 % (v/v) HFIP inclusion, coacervation formation and two-phase separation occur in a wide range of SDS/DTAB mole ratios (88:12∼0:100 mol/mol) and total surfactant concentrations (10∼200 mmol/L). The interactions between HFIP and DTAB play an important role in coacervation formation. The HFIP-induced SDS–DTAB coacervation extraction proves to be an efficient method for the extraction and preconcentration of SAs. Both hydrophobic interaction and polar interactions (hydrogen–bond, electrostatic, and π-cation) contribute to the distribution of SAs into coacervate phase. The proposed HFIP-induced SDS–DTAB coacervation extraction combined with HPLC–UV was employed for the extraction and quantitative determination of SAs in environmental water samples. Limits of detection were 1.4∼2.5 ng mL−1. Excellent linearity with correlation coefficients from 0.9990 to 0.9995 was obtained in the concentration of 0.01∼10 μg mL−1. Relative recoveries were in the range of 93.4∼105.9 % for analysis of the lake, underground, and tap water samples spiked with SAs at 0.01, 1.0, and 10 μg/mL, respectively. Relative standard deviations were 0.7∼3.2 % for intraday precision and 1.3∼4.6 % for interday precision (n = 3). Concentration factors were 17∼49 for three water samples spiked with 0.01 μg/mL SAs. The results demonstrate that the proposed extraction method is feasible for the preconcentration and determination of trace SAs in real water samples.

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

Similar content being viewed by others

Abbreviations

CPE:

Cloud point extraction

CSCE:

Catanionic surfactants-based coacervation extraction

DTAB:

Dodecyltrimethylammonium bromide

HFIP:

Hexafluoroisopropanol

LOD:

Limit of detection

LOQ:

Limit of quantitation

SAs:

Sulfonamides

SD:

Sulfadiazine

SDS:

Sodium dodecyl sulfate

SM2 :

Sulfadimidine

SMZ:

Sulfamethoxazole

References

  1. Bungenberg de Jong HG, Kryut HR (1949) Colloid science. Elsevier, Amsterdam

    Google Scholar 

  2. Ruiz FJ, Rubio S, Pérez-Bendito D (2006) Tetrabutylammonium-induced coacervation in vesicular solutions of alkyl carboxylic acids for the extraction of organic compounds. Anal Chem 78:7229–7239

    Article  CAS  Google Scholar 

  3. Akama Y, Tong A, Ito M, Tanaka S (1999) The study of the partitioning mechanism of methyl orange in an aqueous two-phase system. Talanta 48:1133–1137

    Article  CAS  Google Scholar 

  4. Tong AJ, Wu Y, Tan SD, Li LD, Akama Y, Tanaka S (1998) Aqueous two phase system of cationic and anionic surfactant mixture and its application to the extraction of porphyrins and metalloporphyrins. Anal Chim Acta 369:11–16

    Article  CAS  Google Scholar 

  5. Yazdi AS (2011) Surfactant-based extraction methods. Trends Anal Chem 30:918–929

    Article  CAS  Google Scholar 

  6. Moradi M, Yamin Y (2012) Surfactant roles in modern sample preparation techniques: a review. J Sep Sci 35:2319–2340

    Article  CAS  Google Scholar 

  7. Ballesteros-Gómez A, Sicilia MD, Rubio S (2010) Supramolecular solvents in the extraction of organic compounds. Anal Chim Acta 677:108–130

    Article  Google Scholar 

  8. Xie S, Paau MC, Li CF, Xiao D, Choi MMF (2010) Separation and preconcentration of persistent organic pollutants by cloud point extraction. J Chromatogr A 1217:2306–2317

    Article  CAS  Google Scholar 

  9. Madej K, Persona K, Wandas M, Gomółka E (2013) Sequential cloud-point extraction for toxicological screening analysis of medicaments in human plasma by high pressure liquid chromatography with diode array detector. J Chromatogr A 1312:42–48

    Article  CAS  Google Scholar 

  10. Liu TT, Cao P, Geng JP, Li JQ, Wang MZ, Wang ML, Li XY, Yin DL (2014) Determination of triazine herbicides in milk by cloud point extraction and high-performance liquid chromatography. Food Chem 142:358–364

    Article  CAS  Google Scholar 

  11. Moral A, Sicilia MD, Rubio S (2009) Supramolecular solvent-based extraction of benzimidazolic fungicides from natural waters prior to their liquid chromatographic/fluorimetric determination. J Chromatogr A 1216:3740–3745

    Article  CAS  Google Scholar 

  12. Seebunrueng K, Santaladchaiyakit Y, Srijaranai S (2012) Study on the effect of chain-length compatibility of mixed anionic–cationic surfactants on the cloud-point extraction of selected organophosphorus pesticides. Anal Bioanal Chem 404:1539–1548

    Article  CAS  Google Scholar 

  13. Seebunrueng K, Santaladchaiyakit Y, Soisungnoen P, Srijaranai S (2011) Catanionic surfactant ambient cloud point extraction and high-performance liquid chromatography for simultaneous analysis of organophosphorus pesticide residues in water and fruit juice samples. Anal Bioanal Chem 401:1703–1712

    Article  Google Scholar 

  14. Seebunrueng K, Santaladchaiyakit Y, Srijaranai S (2012) Green extraction using catanionic surfactants of trimethyltetradecyl ammonium bromide–sodium dodecyl sulfate for preconcentration of organophosphorus pesticides in fruit samples. Anal Methods 4:1674–1680

    Article  CAS  Google Scholar 

  15. Weschayanwiwat P, Kunanupap O, Scamehorn JF (2008) Benzene removal from waste water using aqueous surfactant two-phase extraction with cationic and anionic surfactant mixtures. Chemosphere 72:1043–1048

    Article  CAS  Google Scholar 

  16. Bales BL, Zana R (2004) Cloud point of aqueous solutions of tetrabutylammonium dodecyl sulfate is a function of the concentration of counterions in the aqueous phase. Langmuir 20:1579–1581

    Article  CAS  Google Scholar 

  17. Hao LS, Gui YX, Chen YM, He SQ, Nan YQ, You YL (2012) Electrostatic interactions and aqueous two-phase separation modes of aqueous mixed oppositely charged surfactants system. J Phys Chem B 116:10330–10341

    Article  CAS  Google Scholar 

  18. Nan YQ, Hao LS (2008) Salt-induced phase inversion in aqueous cationic/anionic surfactant two-phase systems. J Phys Chem B 112:12326–123237

    Article  CAS  Google Scholar 

  19. Hao LS, Nan YQ (2008) Salt-induced aqueous two-phase systems of oppositely charged surfactants with excess anionic surfactant. Colloids Surf A Physicochem Eng Asp 325:186–193

    Article  CAS  Google Scholar 

  20. Hao LS, Hu P, Nan YQ (2010) Salt effect on the rheological properties of the aqueous mixed cationic and anionic surfactant systems. Colloids Surf A Physicochem Eng Asp 361:187–195

    Article  CAS  Google Scholar 

  21. Nan Y, Liu H, Hu Y (2005) Aqueous two-phase systems of cetyltrimethylammonium bromide and sodium dodecyl sulfonate mixtures without and with potassium chloride added. Colloids Surf A Physicochem Eng Asp 269:101–111

    Article  CAS  Google Scholar 

  22. Wang C, Tang S, Huang J, Zhang X, Fu H (2002) Transformation from precipitates to vesicles in mixed cationic and anionic surfactant systems. Colloid Polym Sci 280:770–774

    Article  CAS  Google Scholar 

  23. Yin HQ, Mao M, Huang JB, Fu HL (2002) Two-phase region in the DTAB/SL mixed surfactant system. Langmuir 18:9198–9203

    Article  CAS  Google Scholar 

  24. Teng HL, Wang L (2004) Effect of alcohol on aqueous two phase system properties of SDS/CTAB/H2O/Na2SO4 system. J Chem Ind Eng (China) 55:301–304

    CAS  Google Scholar 

  25. Tang SH, Huang JB, Dai LR, Wang CZ, Fu HL (2002) Transition from precipitation to vesicle and formation of aqueous two-phase in the system of catanionic surfactants within short chain fatty alcohol/water. Acta Chim Sin 60:1–3

    CAS  Google Scholar 

  26. Berrien JF, Ourevitch M, Morgant G, Ghermani NE, Crousse B, Bonnet-Delpon D (2007) A crystalline H-bond cluster of hexafluoroisopropanol (HFIP) and piperidine structure determination by X ray diffraction. J Fluor Chem 128:839–843

    Article  CAS  Google Scholar 

  27. Khaledi MG, Jenkins SI, Liang S (2013) Perfluorinated alcohols and acids induce coacervation in aqueous solutions of amphiphiles. Langmuir 29:2458–2464

    Article  CAS  Google Scholar 

  28. Cháfer-Pericás C, Maquieira Á, Puchades R (2010) Fast screening methods to detect antibiotic residues in food samples. Trends Anal Chem 29:1038–1049

    Article  Google Scholar 

  29. García-Galán MJ, Díaz-Cruz MS, Barceló D (2008) Identification and determination of metabolites and degradation products of sulfonamide antibiotics. Trends Anal Chem 27:1008–1022

    Article  Google Scholar 

  30. Díaz-Cruz MS, López de Alda MJ, Barcelo D (2003) Environmental behavior and analysis of veterinary and human drugs in soils, sediments and sludge. Trends Anal Chem 22:340–351

    Article  Google Scholar 

  31. Jiang WX, Wang ZH, Beier RC, Jiang HY, Wu YN, Shen JZ (2013) Simultaneous determination of 13 fluoroquinolone and 22 sulfonamide residues in milk by a dual-colorimetric enzyme-linked immunosorbent assay. Anal Chem 85:1995–1999

    Article  CAS  Google Scholar 

  32. Jiménez V, Adrian J, Guiteras J, Marco MP, Companyó R (2010) Validation of an enzyme-linked immunosorbent assay detecting sulfonamides in feed resources. J Agric Food Chem 85:7526–7531

    Article  Google Scholar 

  33. García-Galán MJ, Díaz-Cruz MS, Barceló D (2010) Determination of 19 sulfonamides in environmental water samples by automated on-line solid-phase extraction-liquid chromatography–tandem mass spectrometry (SPE-LC–MS/MS). Talanta 81:355–366

    Article  Google Scholar 

  34. Zhou JL, Maskaoui K, Lufadeju A (2012) Optimization of antibiotic analysis in water by solid-phase extraction and high performance liquid chromatography–mass spectrometry/mass spectrometry. Anal Chim Acta 731:32–39

    Article  CAS  Google Scholar 

  35. Sun L, Chen LG, Sun X, Du XB, Yue YS, He DQ, Xu H, Zeng QL, Wang H, Ding L (2009) Analysis of sulfonamides in environmental water samples based on magnetic mixed hemimicelles solid-phase extraction coupled with HPLC–UV detection. Chemosphere 77:1306–1312

    Article  CAS  Google Scholar 

  36. Zhang WJ, Duan CM, Wang ML (2011) Analysis of seven sulphonamides in milk by cloud point extraction and high performance liquid chromatography. Food Chem 126:779–785

    Article  CAS  Google Scholar 

  37. Reeves VB (1999) Confirmation of multiple sulfonamide residues in bovine milk by gas chromatography–positive chemical ionization mass spectrometry. J Chromatogr B 723:127–137

    Article  CAS  Google Scholar 

  38. Lara FJ, García-Campaña AM, Neusüss C, Alés-Barrero F (2009) Determination of sulfonamide residues in water samples by in-line solid-phase extraction-capillary electrophoresis. J Chromatogr A 1216:3372–3379

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We thank the National Nature Science Foundation of China (Grant No. 81373045) and the Innovation Seed Fund of Wuhan University School of Medicine of China (Grant No. 266078).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yuxiu Xiao.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, D., Zhang, P., Li, Y. et al. Hexafluoroisopropanol-induced coacervation in aqueous mixed systems of cationic and anionic surfactants for the extraction of sulfonamides in water samples. Anal Bioanal Chem 406, 6051–6060 (2014). https://doi.org/10.1007/s00216-014-8031-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00216-014-8031-1

Keywords

Navigation