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

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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%).

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References

  1. Ozdemir O, Armagan B, Turan M, Çelik M (2004) Dyes Pigments 62:49–60

    Article  CAS  Google Scholar 

  2. Starvin AM, Prasada Rao T (2004) Talanta 63:225–232

    Article  CAS  Google Scholar 

  3. Mahmoud M, Osman M, Amer M (2000) Anal Chim Acta 415:33–40

    Article  CAS  Google Scholar 

  4. Syu M-J, Nian Y-M, Chang Y-S, Lin X-Z, Shiesh S-C, Chou T-C (2006) J Chromatogr A 1122:54–62

    Article  CAS  Google Scholar 

  5. Haupt K, Mosbach K (2000) Chem Rev 100:2495–2530

    Article  CAS  Google Scholar 

  6. Kala R, Gladis J, Rao P (2004) Anal Chim Acta 518:143–150

    Article  CAS  Google Scholar 

  7. Rao TP, Daniel S, Gladis MJ (2004) Trend Anal Chem 23:28–38

    Article  Google Scholar 

  8. Caro E, Marcé R, Cormack P, Sherrington D, Borrull F (2002) J Chromatogr A 995:233–238

    Article  Google Scholar 

  9. Haupt K (2001) Analyst 126:747–756

    Article  CAS  Google Scholar 

  10. Caro E, Marcé R, Borrull F, Cormack P, Sherrington D (2006) Trends Anal Chem 25:143–154

    Article  CAS  Google Scholar 

  11. Puoci F, Garreffa C, Iemma F, Muzzalupo R, Spizzirri U, Picci N (2005) Food Chem 93:349–353

    Article  CAS  Google Scholar 

  12. Konduru R, Viraraghavan T (1997) Water Sci Technol 36:189–195

    Google Scholar 

  13. Lambert S, Graham N, Sollars C, Fowler G (1997) Water Sci Technol 36:173–180

    Article  CAS  Google Scholar 

  14. Mottaleb M, Littlejohn D (2001) Anal Sci 17:429–435

    Article  CAS  Google Scholar 

  15. O’Neill C, Hawkes F, Hawkes D, Lourenço N, Pinheiro H, Delée W (1999) J Chem Technol Biotechnol 74:1009–1015

    Article  CAS  Google Scholar 

  16. Şahin S, Demir C, Güçer Ş (2006) Dyes Pigments 73:368–374

    Google Scholar 

  17. Al-Degs YS, El-Barghouti M, El-Sheikh A, Walker G (2008) Dyes Pigments 77:16–23

    Article  CAS  Google Scholar 

  18. El-Barghouti M, El-Sheikh A, Al-Degs YS, Walker G (2008) Sep Sci Technol 42:2195–2220

    Article  Google Scholar 

  19. Theodoridis G, Manesiotis P (2002) J Chromatogr A 948:163–169

    Article  CAS  Google Scholar 

  20. Bastide J, Cambon J, Breton F, Piletsky S, Rouillon R (2005) Anal Chim Acta 542:97–103

    Article  CAS  Google Scholar 

  21. Yang J, Hu Y, Cai J, Zhu X, Su Q (2006) Anal Bioanal Chem 384:761–768

    Article  CAS  Google Scholar 

  22. Cacho C, Turiel E, Matrin-Esteban A, Perez-Conde C, Camara C (2003) Anal Bioanal Chem 376:491–496

    Article  CAS  Google Scholar 

  23. Beltran A, Caro E, Marce R, Cormack P, Sherrington D, Borrull F (2007) Anal Chim Acta 597:6–11

    Article  CAS  Google Scholar 

  24. Puoci F, Girillo G, Curcio M, Iemma F, Spizzirri U, Picci N (2007) Anal Chim Acta 593:164–170

    Article  CAS  Google Scholar 

  25. Caro E, Marce R, Cormack P, Sherrington D, Borrull F (2004) J Chromatogr A 1047:175–180

    CAS  Google Scholar 

  26. Abu-Surrah AS, Wursche R, Rieger B (1997) Makromol Chem Phys 198:1197–1204

    Article  CAS  Google Scholar 

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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.

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Correspondence to Yahya S. Al-Degs.

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Al-Degs, Y.S., Abu-Surrah, A.S. & Ibrahim, K.A. Preparation of highly selective solid-phase extractants for Cibacron reactive dyes using molecularly imprinted polymers. Anal Bioanal Chem 393, 1055–1062 (2009). https://doi.org/10.1007/s00216-008-2502-1

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  • DOI: https://doi.org/10.1007/s00216-008-2502-1

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