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A highly selective colorimetric sensor to Fe3+ and Co2+ in aqueous solutions

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Abstract

Five aromatic azo dyes with hydroxyl groups (1–5) were designed and synthesized by coupling reactions. The relationships between structures of the compounds and the spectroscopic properties were investigated. The absorption spectra of these compounds upon titration with K+, Ca2+, Al3+, Mg2+, Ni2+, Mn2+, Cd2+, Cr3+, Fe3+, Cu2+, Zn2+, Co2+, Hg2+, and Pb2+ ions in neutral aqueous solutions were reported. The results are coincident with the calculation results using the density functional theory method. The high selectivity, excellent water solubility and simple synthetic process make 1-[(2-Hydroxyl)phenylazo]-2-naphthol (5) a potential sensor for sensing Fe3+ and Mn2+ with the naked eye. 1-[(2-hydroxyl)phenylazo]-2-naphthol-6-sulfonic acid (3) shows high selectivity for the colorimetric detection of Fe3+ and Co2+ among the tested metal ions. The detection limitations of 3 for determining Co2+ and Fe3+ were calculated to be 2.8 × 10−7 and 5.6 × 10−7 mol/L, respectively.

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References

  1. W. Liu, L. Xu, R. Sheng, P. Wang, H. Li, S. Wu, Org. Lett. 9, 3829–3832 (2007)

    Article  CAS  Google Scholar 

  2. C.A. Bell, S.V. Smith, M.R. Whittaker, A.K. Whittaker, L.R. Gahan, M.J. Monteiro, Adv. Mater. 18, 582–586 (2006)

    Article  CAS  Google Scholar 

  3. C.R. Goldsmith, S.J. Lippard, Inorg. Chem. 45, 555–561 (2006)

    Article  CAS  Google Scholar 

  4. X. Peng, Y. Wang, X. Tang, W. Liu, Dyes Pigments 91, 26–32 (2011)

    Article  CAS  Google Scholar 

  5. F. Zhang, Y. Zhou, J. Yoon, Y. Kim, S. Kim, J. Kim, Org. Lett. 12, 3852–3855 (2010)

    Article  CAS  Google Scholar 

  6. X. Zhang, Y. Xiao, X. Qian, Angew. Chem. Int. Edit. 47, 8025–8029 (2008)

    Article  CAS  Google Scholar 

  7. B.S. Gaylord, A.J. Heeger, G.C. Bazan, Proc. Natl. Acad. Sci. 99, 10954–10957 (2002)

    Article  CAS  Google Scholar 

  8. M.L. Ho, F.M. Hwang, P.N. Chen, Y.H. Hu, Y.M. Cheng, K.S. Chen et al., Org. Biomol. Chem. 4, 98–103 (2006)

    Article  CAS  Google Scholar 

  9. S.J. Kim, E.T. Kool, J. Am. Chem. Soc. 128, 6164–6171 (2006)

    Article  CAS  Google Scholar 

  10. J. Tian, H. Li, Y. Luo, L. Wang, Y. Zhang, X. Sun, Langmuir 27, 874–877 (2011)

    Article  CAS  Google Scholar 

  11. H.J. Kim, J.E. Park, M.G. Cho, S. Ahn, S.K. Chang, Dyes Pigments. 84, 54–58 (2009)

    Article  Google Scholar 

  12. I. Miletto, A. Gilardino, P. Zamburlin, S. Dalmazzo, D. Lovisolo, G. Caputo et al., Dyes Pigments. 84, 121–127 (2009)

    Article  Google Scholar 

  13. M. Yu, Z. Li, L. Wei, D. Wei, M. Tang, Org. Lett. 10, 5115–5118 (2008)

    Article  CAS  Google Scholar 

  14. P. Jiang, Z. Guo, Coordin. Chem. Rev. 248, 205–229 (2004)

    CAS  Google Scholar 

  15. P. Xie, F. Guo, D. Li, X. Liu, L. Liu, J. Lumin. 131, 104–108 (2011)

    Article  CAS  Google Scholar 

  16. J.F. Callan, A.P. Silva, D.C. Magri, Tetrahedron 61, 8551–8588 (2005)

    Article  CAS  Google Scholar 

  17. D.H. Lee, K. Hee, J. Hong, Org. Lett. 3, 5–8 (2001)

    Article  CAS  Google Scholar 

  18. D.H. Lee, J.H. Im, S.U. Son, J. Am. Chem. Soc. 25, 7752–7753 (2003)

    Article  Google Scholar 

  19. F. Wu, X. Tan, Y. Wu, Y. Zhao, Spectrochim. Acta 65, 925–929 (2006)

    Article  Google Scholar 

  20. T.S. Lee, C. Yang, Synth. Met. 117, 135–136 (2001)

    Article  CAS  Google Scholar 

  21. H. Dincalp, F. Toker, I. Durucasu, N. Avcıbasi, S. Icli, Dyes Pigments. 75, 11–24 (2007)

    Article  CAS  Google Scholar 

  22. E.E. Nesterov, J. Skoch, B.T. Hyman, W.E. Klunk, B.J. Bacskai, T.M. Swager, Angew. Chem. Int. Ed. 44, 5452–5456 (2005)

    Article  CAS  Google Scholar 

  23. A. Caballero, A. Tarraga, M.D. Velasco, P. Molina, Dalton Trans. 11, 1390–1398 (2006)

    Article  Google Scholar 

  24. P. Xie, F. Guo, W. Wang, X. Liu, Chem. Pap. 64, 723–728 (2010)

    Article  CAS  Google Scholar 

  25. P. Xie, F. Guo, C. Li, Y. Xiao, Can. J. Chem. 89, 1364–1369 (2011)

    Article  CAS  Google Scholar 

  26. J.M. Griffing, R.C. Elderfield, J. Org. Chem. 11, 123–135 (1946)

    Article  CAS  Google Scholar 

  27. S.N. Chakravarti, V. Pasupati, J. Chem. Soc. 1859–1862 (1937). doi:10.1039/JR9370001859

  28. G. Hallas, A.D. Towns, Dyes Pigm. 35, 219–237 (1997)

    Article  CAS  Google Scholar 

  29. K. Ogawa, F. Guo, K.S. Schanze, J. Photochem. Photobiol. A. 207, 79–85 (2009)

    Article  CAS  Google Scholar 

  30. F.S. Manas, L.X. Chen, Chem. Phys. Lett. 331, 299–307 (2000)

    Article  CAS  Google Scholar 

  31. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, et al. (eds.), Gaussian 03 revision B05 (Gaussian Inc, Pittsburgh, 2003)

    Google Scholar 

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Acknowledgments

The authors are grateful for the financial support from National Natural Science Foundation of China (No. 21102037) and from the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of People’s Republic of China [No. 2008(890)].

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Authors and Affiliations

  1. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, 450001, Henan, People’s Republic of China

    Haiping Wang, Juan Li, Denghui Yao, Qun Gao & Fengqi Guo

  2. College of Sciences, Henan Agricultural University, Zhengzhou, 450002, Henan, People’s Republic of China

    Puhui Xie

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  1. Haiping Wang
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  2. Juan Li
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  3. Denghui Yao
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  4. Qun Gao
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  5. Fengqi Guo
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  6. Puhui Xie
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Correspondence to Fengqi Guo or Puhui Xie.

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Wang, H., Li, J., Yao, D. et al. A highly selective colorimetric sensor to Fe3+ and Co2+ in aqueous solutions. Res Chem Intermed 39, 2723–2734 (2013). https://doi.org/10.1007/s11164-012-0793-5

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  • DOI: https://doi.org/10.1007/s11164-012-0793-5

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