Skip to main content
Log in

Novel 1,8-naphthalimide dye for multichannel sensing of H+ and Cu2+

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

A novel 1,8-naphthalimide dye with simple structure has been produced by a facile synthetic method for colorimetric and fluorescent sensing of H+ and Cu2+. In CH3CN/H2O (1/1, v/v), the dye could monitor H+ using dual channels (ratiometric absorbance and fluorescence intensity change) from pH 6.2 to 12.0. Meanwhile, in the pH range of 1.9–5.2, the dye could also be used to detect Cu2+ using triple channels [ultraviolet–visible (UV–Vis) absorption, fluorescence intensity reduction, as well as fluorescence blueshift]. The detection limits for Cu2+ evaluated by colorimetric and fluorescent titration were 6.10 × 10−7 and 2.62 × 10−7 M, respectively. The dye exhibited specific selectivity and sensitivity for H+ and Cu2+ over various coexisting metal ions. Moreover, the sensing mechanism of the dye for H+ and Cu2+ was carefully examined.

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 2
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Scheme 3
Fig. 13
Fig. 14

Similar content being viewed by others

References

  1. J.O. Carvalho, J.F.F. Orlanda, Food Chem. 233, 159 (2017)

    Article  CAS  Google Scholar 

  2. L. Mikulu, R. Michalicova, V. Iglesias, M.A. Yawer, A.E. Kaifer, P. Lubal, V. Sindelar, Chem. Eur. J. 23, 2350 (2017)

    Article  CAS  Google Scholar 

  3. D.B. Senn, S.B. Griscom, C.G. Lewis, J.P. Galvin, Environ. Sci. Technol. 38, 3381 (2004)

    Article  CAS  Google Scholar 

  4. J.H. Viles, Coordin. Chem. Rev. 256, 2271 (2012)

    Article  CAS  Google Scholar 

  5. J. Wu, W. Liu, J. Ge, H. Zhang, P. Wang, Chem. Soc. Rev. 40, 3483 (2011)

    Article  CAS  Google Scholar 

  6. X. Chen, T. Pradhan, F. Wang, J.S. Kim, J. Yoon, Chem. Rev. 112, 1910 (2012)

    Article  CAS  Google Scholar 

  7. A. Liu, M. Hong, W. Yang, S. Lu, D. Xu, Tetrahedron 70, 6974 (2014)

    Article  CAS  Google Scholar 

  8. E. Teknikel, C. Unalerogl, Dyes Pigments 120, 239 (2015)

    Article  CAS  Google Scholar 

  9. Z. Li, L. Li, T. Sun, L. Liu, Dyes Pigments 128, 165 (2016)

    Article  Google Scholar 

  10. C. Sha, Y. Chen, Y. Chen, D. Xu, J. Fluoresc. 26, 1709 (2016)

    Article  CAS  Google Scholar 

  11. N.I. Georgiev, M.D. Dimitrova, P.V. Krasteva, V.B. Bojinov, J. Lumin. 187, 383 (2017)

    Article  CAS  Google Scholar 

  12. S. Radunz, H.R. Tschiche, D. Moldenhauer, U.R. Genger, Sens. Actuators B Chem. 251, 490 (2017)

    Article  CAS  Google Scholar 

  13. T.S. Reddy, A.R. Reddy, Spectrochim. Acta Part A 128, 880 (2014)

    Article  Google Scholar 

  14. S. Pu, L. Ma, G. Liu, H. Ding, B. Chen, Dyes Pigments 113, 70 (2015)

    Article  CAS  Google Scholar 

  15. C. Li, K. Xiang, Y. Liu, Y. Zheng, L. Pan, B. Tian, J. Zhang, Res. Chem. Intermed. 41, 5915 (2015)

    Article  CAS  Google Scholar 

  16. A.N. Kursunlu, E. Sahin, E. Güler, J. Fluoresc. 26, 1997 (2016)

    Article  CAS  Google Scholar 

  17. G. He, Q. Meng, X. Zhao, C. He, P. Zhou, C. Duan, Inorg. Chem. Commun. 65, 28 (2016)

    Article  CAS  Google Scholar 

  18. X. Hua, X. Zheng, X. Fan, Y. Su, X. Zhan, Sens. Actuators B Chem. 227, 191 (2016)

    Article  Google Scholar 

  19. I.J. Chang, M.G. Choi, Y.A. Jeong, S.H. Lee, S.K. Chang, Tetrahedron Lett. 58, 474 (2017)

    Article  CAS  Google Scholar 

  20. A. Liu, L. Yang, Z. Zhang, Z. Zhang, D. Xu, Dyes Pigments 99, 472 (2013)

    Article  CAS  Google Scholar 

  21. H.Y. Jo, G.J. Park, Y.J. Na, Y.W. Choi, G.R. You, C. Kim, Dyes Pigments 109, 127 (2014)

    Article  CAS  Google Scholar 

  22. V.K. Gupta, N. Mergu, L.K. Kumawat, Sens. Actuators B Chem. 223, 101 (2016)

    Article  CAS  Google Scholar 

  23. M. Ozdemir, J. Photochem. Photobiol. A 318, 7 (2016)

    Article  CAS  Google Scholar 

  24. Y. Fu, C. Fan, G. Liu, S. Pu, Sens. Actuators B Chem. 239, 295 (2017)

    Article  CAS  Google Scholar 

  25. S.M. Dimov, N.I. Georgiev, A. Asiri, V.B. Bojinov, J. Fluoresc. 24, 1621 (2014)

    Article  CAS  Google Scholar 

  26. C. Hua, H. Zheng, K. Zhang, M. Xin, J. Gao, Y. Li, Tetrahedron 72, 8365 (2016)

    Article  CAS  Google Scholar 

  27. R. Kavitha, T. Stalin, Sens. Actuators B Chem. 247, 632 (2017)

    Article  Google Scholar 

  28. L. Xu, S. Wei, Q. Diao, P. Ma, X. Liu, X. Wang, Sens. Actuators B Chem. 246, 395 (2017)

    Article  CAS  Google Scholar 

  29. L. Kang, Z. Xing, X. Ma, Y. Liu, Spectrochim. Acta Part A 167, 59 (2016)

    Article  CAS  Google Scholar 

  30. Z. Chen, L. Wang, G. Zou, J. Tang, X. Cai, M. Teng, Spectrochim. Acta Part A 105, 57 (2013)

    Article  CAS  Google Scholar 

  31. K. Karaoglu, F. Yilmaz, E. Menteşe, J. Fluoresc. 27, 1293 (2017)

    Article  CAS  Google Scholar 

  32. J. Xiao, X. Chen, L. Zhang, S.G. Talbot, G.C. Li, M. Xu, J. Agric. Food Chem. 56, 910 (2008)

    Article  CAS  Google Scholar 

  33. E. Gökoğlu, E. Yılmaz, J. Fluoresc. 24, 1439 (2014)

    Article  Google Scholar 

  34. Y. Fu, J. Zhang, H. Wang, J. Chen, G. Chen, X. He, Dyes Pigments 133, 372 (2016)

    Article  CAS  Google Scholar 

  35. C. Liu, J. Xu, F. Yang, W. Zhou, Z. Li, L. Wei, Sens. Actuators B Chem. 212, 364 (2015)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (21074085), Priority Academic Program Development of Jiangsu Higher Education Institutions, and State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials.

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Yuhua Chen or Dongmei Xu.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 259 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, Y., Tang, T., Chen, Y. et al. Novel 1,8-naphthalimide dye for multichannel sensing of H+ and Cu2+. Res Chem Intermed 44, 2379–2393 (2018). https://doi.org/10.1007/s11164-017-3235-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-017-3235-6

Keywords

Navigation