Issue

Vol. 32 No. 4 (2020): Vol 32 Issue 4, 2020

Copyright (c) 2020 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Dual Detection Highly Selective Colorimetric Chemosensors for Fluoride and Copper(II) Ions Based on Imine-Phenol Derivative

https://doi.org/10.14233/ajchem.2020.22442
Phoomirut Nusuwan
Department of Chemistry, Faculty of Science, Srinakharinwirot University, Wattana, Bangkok 10110, Thailand
Piyada Jittangprasert
Department of Chemistry, Faculty of Science, Srinakharinwirot University, Wattana, Bangkok 10110, Thailand
Mayuso Kuno
Department of Chemistry, Faculty of Science, Srinakharinwirot University, Wattana, Bangkok 10110, Thailand
Kem Pumsa-ard
Department of Physics, Faculty of Science, Srinakharinwirot University, Wattana, Bangkok 10110, Thailand
Pan Tongraung
Department of Chemistry, Faculty of Science, Srinakharinwirot University, Wattana, Bangkok 10110, Thailand

Corresponding Author(s) : Pan Tongraung

pan15164649@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 4 (2020): Vol 32 Issue 4, 2020

Abstract

A simple dual detection using colorimetric chemosensor, imine-phenol derivative L (bearing a 2-iminephenol group as a binding unit and a-nitrophenylazo group as a signaling unit), were synthesized for a high yield in two simple steps. Complexations of chemosensor L with various anions in acetonitrile solvent and other metal ions in DMSO/H2O solvent were monitored by UV-visible spectroscopy. The results indicated that the chemosensor L showed high selectivity for F− and Cu2+ ions. Furthermore, the complexes for L-F− and L-Cu2+ were evaluated by computational chemistry using a B3LYP/6-31G (d,p) and a B3LYP/6-311G (d,p) level of calculation. The complexes between L with F− and Cu2+ were magenta and yellow colored, respectively. Chemosensor L can be applied for the analysis of F− and Cu2+ ions with naked-eye detection making colour comparisons between the standard and the real sample. Most importantly, semi-qualitative detection of Cu2+ in water solution were successfully carried out with the developed test kit using chemosensor L.

Keywords

Dual detection Colorimetric chemosensor Cu2 and F– Computational chemistry
Nusuwan, P., Jittangprasert, P., Kuno, M., Pumsa-ard, K., & Tongraung, P. (2020). Dual Detection Highly Selective Colorimetric Chemosensors for Fluoride and Copper(II) Ions Based on Imine-Phenol Derivative. Asian Journal of Chemistry, 32(4), 803–809. https://doi.org/10.14233/ajchem.2020.22442
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. K. Kaur, R. Saini, A. Kumar, V. Luxami, N. Kaur, P. Singh and S. Kumar, Coord. Chem. Rev., 256, 1992 (2012); https://doi.org/10.1016/j.ccr.2012.04.013
  2. P.A. Gale, S.E. Garcia-Garrido and J. Garric, Chem. Soc. Rev., 37, 151 (2008); https://doi.org/10.1039/B715825D
  3. H.D.P. Ali, P.E. Kruger and T. Gunnlaugsson, New J. Chem., 32, 1153 (2008); https://doi.org/10.1039/b715533f
  4. L. Banci, I. Bertini, K.S. McGreevy and A. Rosato, Nat. Prod. Rep., 27, 695 (2010); https://doi.org/10.1039/b906678k
  5. L. Huang, J. Cheng, K. Xie, P. Xi, F. Hou, Z. Li, G. Xie, Y. Shi, H. Liu, D. Bai and Z. Zeng, Dalton Trans., 40, 10815 (2011); https://doi.org/10.1039/c1dt11123j
  6. K.C. Ko, J.S. Wu, H.J. Kim, P.S. Kwon, J.W. Kim, R.A. Bartsch, J.Y. Lee and J.S. Kim, Chem. Commun., 47, 3165 (2011); https://doi.org/10.1039/c0cc05421f
  7. J. Cheng, Y. Zhang, X. Ma, X. Zhou and H. Xiang, Chem. Commun., 49, 11791 (2013); https://doi.org/10.1039/c3cc47137c
  8. M. Cametti and K. Rissanen, Chem. Commun., 2809 (2009); https://doi.org/10.1039/b902069a
  9. S. Goswami, S. Chakraborty, S. Paul, S. Halder, S. Panja and S.K. Mukhopadhyay, Org. Biomol. Chem., 12, 3037 (2014); https://doi.org/10.1039/c4ob00067f
  10. O. Sahin and E. Akceylan, Tetrahedron, 70, 6944 (2014); https://doi.org/10.1016/j.tet.2014.07.100
  11. H. Yu, J.-Y. Lee, S. Angupillai, S. Wang, S. Feng, S. Matsumoto and Y.-A. Son, Spectrochim. Acta A Mol. Biomol. Spectrosc., 151, 48 (2015); https://doi.org/10.1016/j.saa.2015.06.078
  12. C. Liu, J. Xu, F. Yang, W. Zhou, Z. Li, L. Wei and M. Yu, Sens. Actuators B Chem., 212, 364 (2015); https://doi.org/10.1016/j.snb.2015.02.010
  13. J. Shao, Dyes Pigments, 87, 272 (2010); https://doi.org/10.1016/j.dyepig.2010.04.007
  14. J. Huo, K. Liu, X. Zhao, X. Zhang and Y. Wang, Spectrochim. Acta A Mol. Biomol.Spectrosc., 117, 789 (2014); https://doi.org/10.1016/j.saa.2013.09.104
  15. N. Dash, A. Malakar, M. Kumar, B.B. Mandal and G. Krishnamoorthy, Sens. Actuators B Chem., 202, 1154 (2014); https://doi.org/10.1016/j.snb.2014.06.047
  16. G. Yang, K. Zhang, F. Gong, M. Liu, Z. Yang, J. Ma and S. Li, Sens. Actuators B Chem., 155, 848 (2011); https://doi.org/10.1016/j.snb.2011.01.060
  17. L.M. Zimmermann-Dimer and V.G. Machado, Dyes Pigments, 82, 187 (2009); https://doi.org/10.1016/j.dyepig.2008.12.013
  18. X. Zhang, J. Fu, T.-G. Zhan, L. Dai, Y. Chen and X. Zhao, Tetrahedron Lett., 54, 5039 (2013); https://doi.org/10.1016/j.tetlet.2013.07.021
  19. S. Jana, S. Dalapati, M.A. Alam and N. Guchhait, Spectrochim. Acta A Mol. Biomol.Spectrosc., 92, 131 (2012); https://doi.org/10.1016/j.saa.2012.02.028
  20. P. Aussawaponpaisan, P. Nusuwan, P. Tongraung, P. Jittangprasert, K. Pumsa-ard and M. Kuno, Mater. Today Proc., 4, 6022 (2017); https://doi.org/10.1016/j.matpr.2017.06.089
  21. C. Yu, L. Chen, J. Zhang, J. Li, P. Liu, W. Wang and B. Yan, Talanta, 85, 1627 (2011); https://doi.org/10.1016/j.talanta.2011.06.057
  22. W. Yang, J.J. Gooding, Z. He, Q. Li and G. Chen, J. Nanosci. Nanotechnol., 7, 712 (2007); https://doi.org/10.1166/jnn.2007.116
  23. Y. Zhou, S. Wang, K. Zhang and X. Jiang, Angew. Chem. Int. Ed., 47, 7454 (2008); https://doi.org/10.1002/anie.200802317.
  24. Y. Zhou, H. Zhao, Y. He, N. Ding and Q. Cao, Colloids Surf. A Physicochem. Eng. Asp., 391, 179 (2011); https://doi.org/10.1016/j.colsurfa.2011.07.026
  25. X. Xu, W.L. Daniel, W. Wei and C.A. Mirkin, Small, 6, 623 (2010); https://doi.org/10.1002/smll.200901691
  26. C. Hua, W.H. Zhang, S.R.M. De Almeida, S. Ciampi, D. Gloria, G. Liu, J.B. Harper and J.J. Gooding, Analyst, 137, 82 (2012); https://doi.org/10.1039/C1AN15693D
  27. S. Watanabe, H. Seguchi, K. Yoshida, K. Kifune, T. Tadaki and H. Shiozaki, Tetrahedron Lett., 46, 8827 (2005); https://doi.org/10.1016/j.tetlet.2005.10.097
  28. R.C. Mulrooney, N. Singh, N. Kaur and J.F. Callan, Chem. Commun., 686 (2009); https://doi.org/10.1039/B817569A
  29. J.A. Gu, Y.J. Lin, Y.M. Chia, H.Y. Lin and S.T. Huang, Mikrochim. Acta, 180, 801 (2013); https://doi.org/10.1007/s00604-013-0972-0
  30. A. Kumar, M. Bhatt, G. Vyas, S. Bhatt and P. Paul, ACS Appl. Mater. Interfaces, 9, 17359 (2017); https://doi.org/10.1021/acsami.7b02742
  31. S.S. Boxi and S. Paria, Dalton Trans., 45, 811 (2016); https://doi.org/10.1039/C5DT04065E
  32. S. Liu, H. Wang, Z. Cheng and H. Liu, Sens. Actuators B Chem., 232, 306 (2016); https://doi.org/10.1016/j.snb.2016.03.077
  33. U. Baruah, N. Gogoi, G. Majumdar and D. Chowdhury, Carbohydr. Polym., 117, 377 (2015); https://doi.org/10.1016/j.carbpol.2014.09.083
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0