Analytical and Bioanalytical Chemistry

, Volume 393, Issue 3, pp 1055–1062 | Cite as

Preparation of highly selective solid-phase extractants for Cibacron reactive dyes using molecularly imprinted polymers

  • Yahya S. Al-Degs
  • Adnan S. Abu-Surrah
  • Khalid A. Ibrahim
Original Paper

Abstract

Selective polymeric extractants were prepared for preconcentration of Cibacron reactive red dye, a dye that is often applied with Cibacron reactive blue and Cibacron reactive yellow for dyeing of fabrics. The best extractant was fabricated (in chloroform) using methacrylic acid (as monomer), ethylene glycol dimethacrylate (as crosslinker), AIBN (as initiator for polymerization), and red dye as template molecule, with a molar stoichiometric ratio of 8.0:40.0:2.5:0.63, respectively. The structure of the molecularly imprinted polymer (MIP) was robust, and resisted dissolution up to 260 °C. Compared with the un-imprinted polymer, the imprinted product has a large specific surface area which improved its adsorption capacity. The effect of imprinting was obvious from the adsorption capacity measured at pH 4 for red dye (the imprinted molecule), which was increased from 24.0 to 79.3 mg g−1 after imprinting. Equilibrium adsorption studies revealed that the dye-imprinted-polymer enables efficient extraction of red dye even in the presence of blue and yellow dyes which have similar chemical natures to the red dye. The selectivity coefficients S red dye/dye, were 13.9 and 17.1 relative to the yellow and blue dyes, respectively. The MIP was found to be effective for red dye preconcentration, with a preconcentration factor of 100, from tap water and treated textile wastewater. The factors affecting extraction of red dye by the MIP were studied and optimized. Under the optimized extraction conditions, red dye was selectively quantified in the presence of other competing dyes at a concentration of 20 μg L−1 from different water systems with satisfactory recoveries (91–95%) and RSD values (∼5.0%).

Keywords

Reactive dyes Separation Molecularly imprinted polymers Solid-phase extraction 

Notes

Acknowledgements

Financial support from the Deanship of Academic Research/The Hashemite University is highly appreciated. The authors would like to thank Mr Basem Nasrallah for running the TGA analysis of the polymers.

References

  1. 1.
    Ozdemir O, Armagan B, Turan M, Çelik M (2004) Dyes Pigments 62:49–60CrossRefGoogle Scholar
  2. 2.
    Starvin AM, Prasada Rao T (2004) Talanta 63:225–232CrossRefGoogle Scholar
  3. 3.
    Mahmoud M, Osman M, Amer M (2000) Anal Chim Acta 415:33–40CrossRefGoogle Scholar
  4. 4.
    Syu M-J, Nian Y-M, Chang Y-S, Lin X-Z, Shiesh S-C, Chou T-C (2006) J Chromatogr A 1122:54–62CrossRefGoogle Scholar
  5. 5.
    Haupt K, Mosbach K (2000) Chem Rev 100:2495–2530CrossRefGoogle Scholar
  6. 6.
    Kala R, Gladis J, Rao P (2004) Anal Chim Acta 518:143–150CrossRefGoogle Scholar
  7. 7.
    Rao TP, Daniel S, Gladis MJ (2004) Trend Anal Chem 23:28–38CrossRefGoogle Scholar
  8. 8.
    Caro E, Marcé R, Cormack P, Sherrington D, Borrull F (2002) J Chromatogr A 995:233–238CrossRefGoogle Scholar
  9. 9.
    Haupt K (2001) Analyst 126:747–756CrossRefGoogle Scholar
  10. 10.
    Caro E, Marcé R, Borrull F, Cormack P, Sherrington D (2006) Trends Anal Chem 25:143–154CrossRefGoogle Scholar
  11. 11.
    Puoci F, Garreffa C, Iemma F, Muzzalupo R, Spizzirri U, Picci N (2005) Food Chem 93:349–353CrossRefGoogle Scholar
  12. 12.
    Konduru R, Viraraghavan T (1997) Water Sci Technol 36:189–195Google Scholar
  13. 13.
    Lambert S, Graham N, Sollars C, Fowler G (1997) Water Sci Technol 36:173–180CrossRefGoogle Scholar
  14. 14.
    Mottaleb M, Littlejohn D (2001) Anal Sci 17:429–435CrossRefGoogle Scholar
  15. 15.
    O’Neill C, Hawkes F, Hawkes D, Lourenço N, Pinheiro H, Delée W (1999) J Chem Technol Biotechnol 74:1009–1015CrossRefGoogle Scholar
  16. 16.
    Şahin S, Demir C, Güçer Ş (2006) Dyes Pigments 73:368–374Google Scholar
  17. 17.
    Al-Degs YS, El-Barghouti M, El-Sheikh A, Walker G (2008) Dyes Pigments 77:16–23CrossRefGoogle Scholar
  18. 18.
    El-Barghouti M, El-Sheikh A, Al-Degs YS, Walker G (2008) Sep Sci Technol 42:2195–2220CrossRefGoogle Scholar
  19. 19.
    Theodoridis G, Manesiotis P (2002) J Chromatogr A 948:163–169CrossRefGoogle Scholar
  20. 20.
    Bastide J, Cambon J, Breton F, Piletsky S, Rouillon R (2005) Anal Chim Acta 542:97–103CrossRefGoogle Scholar
  21. 21.
    Yang J, Hu Y, Cai J, Zhu X, Su Q (2006) Anal Bioanal Chem 384:761–768CrossRefGoogle Scholar
  22. 22.
    Cacho C, Turiel E, Matrin-Esteban A, Perez-Conde C, Camara C (2003) Anal Bioanal Chem 376:491–496CrossRefGoogle Scholar
  23. 23.
    Beltran A, Caro E, Marce R, Cormack P, Sherrington D, Borrull F (2007) Anal Chim Acta 597:6–11CrossRefGoogle Scholar
  24. 24.
    Puoci F, Girillo G, Curcio M, Iemma F, Spizzirri U, Picci N (2007) Anal Chim Acta 593:164–170CrossRefGoogle Scholar
  25. 25.
    Caro E, Marce R, Cormack P, Sherrington D, Borrull F (2004) J Chromatogr A 1047:175–180Google Scholar
  26. 26.
    Abu-Surrah AS, Wursche R, Rieger B (1997) Makromol Chem Phys 198:1197–1204CrossRefGoogle Scholar

Copyright information

© Springer-Verlag 2008

Authors and Affiliations

  • Yahya S. Al-Degs
    • 1
  • Adnan S. Abu-Surrah
    • 1
  • Khalid A. Ibrahim
    • 2
  1. 1.Department of ChemistryHashemite UniversityZarqaJordan
  2. 2.Al-Hussein Bin Talal UniversityFaculty of Mining and Environmental Engineering, Department of Chemical EngineeringMa’anJordan

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