Rhodamine B–Naphthylthiosemicarbazide Derivative Based Optical Chemosensor for Copper(II) ion
Abstract
A new rhodamine B derivertive -based optical chemosensor L1 was synthesized for the detection of Cu2+ ion in 5% H2O/CH3CN solution. It was found that in the presence of Cu2+ the color solution of L1 was changed from colorless to purple. This is due to the formation of spirolactam ring opening process which induced by Cu2+. Moreover, Cu2+ can enhance the fluorescence intensity at 579 nm through the energy transfer respect to the FRET process. The complex formation constant was calculated to be 4.6 × 103 M-1. The analytical detection limit of Cu2+ using this method is 0.18 ppm. Keywords : optical chemosensor, rhodamine B derivative, copper (II), thiosemicarbazideReferences
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Xiang, Y., Tong, A., Jin, P. & Ju, Y. (2006). New Fluorescent rhodamine hydrazone chemosensor for Cu(II) with High Selectivity and Sensitivity. Organic Letters, 8(13), 2863–2866.
Xu, Z., Zhang, L., Guo, R., Xiang, T., Wu, C. & Zheng, Z. (2011). A highly sensitive and selective colorimetric and off–on fluorescent chemosensor for Cu2+ based on rhodamine B derivative. Sensors and Actuators B, 156, 546– 552.
Yang, S., Jiang, W., Zhao, F., Xu, L., Xu, Y., Gao, B., Sunc, H., Du, L., Tang, Y. & Cao, F. (2016). A highly sensitive and selective fluorescent sensor for detection of copper ions based on natural isorhamnetin from Ginkgo leaves. Sensors and Actuators B, 236, 386–391.
Yang, X.-F., Guo, X. Q. & Zhao, Y. B. (2002). Development of a novel rhodamine-type fluorescent probe to determine peroxynitrite. Talanta, 57, 883–890.
Yang, Y., Yook, K. & Tae, J. (2005). A rhodamine based fluorescent and colorimetric chemodosimeter for the rapid detection of mercuric ions in aqueous media. Journal of American Chemical Society, 127,
16760-16761.
Hämäläinen, E.-R., Jones, T. A., Sheer, D., Taskinena, K., Pihlajaniemia, T. & Kivirikkoa, K. I. (1991). Molecular cloning of human lysyl oxidase and assignment of the gene to chromosome 5q23.3–31.2. Genomics, 11, 508–516.
Jung, J. H., Lee, M. H., Kim, H. J., Jung. H. S., Lee, S. Y. & Shin, N. R. (2009). Metal ion induced FRET On–Off in naphthyl-pyrenyl pendent tetrahomodioxacalix[4]arene. Tetrahedron Letters, 50, 2013–2016.
Kaewtong, C., Noiseephum, J., Uppa, Y., Morakot, N., Morakot, N. & Wanno, B. (2010). A reversible Em-FRET rhodamine-based chemosensor for carboxylate anions using a ditopic receptor strategy. New Journal of Chemistry, 34, 1104-1108.
Maity, D., Karthigeyan, D., Kundu, T. K. & Govindaraju, T. (2013). FRET-based rational strategy for ratiometric detection of Cu2+ and live cell imaging. Sensors and Actuators B, 176, 831– 837.
Roy, P., Dhara, K., Manassero, M., Ratha, J., & Banerjee, P. (2007). Selective fluorescence zinc ion sensing and binding behavior of 4-methyl-2,6- bis(((phenylmethyl)imino)methyl) phenol:Biological application. Inorganic Chemistry, 46, 6405-6412.
Situa, B., Zhaoa, J., Lvc, W., Liua, J., Li, H. & Li, B. 2017). Naked-eye detection of copper(II) ions by a “clickable” fluorescent sensor. Sensors and Actuators B: Chemical, 240, 560-565.
Soi-ampornkul, R., Junnu, S., Chotinaiwattarakul, W., Wongmanee, U., Suktitipat, B. & Neungton, N. (2006). Comparative analysis of serum ceruloplasmin levels in Wilson disease by conventional enzymatic assay and immunologic method. Siriraj Medical Journal, 58(1), 600-605.
Tang, L., Li, F., Liu, M. & Nandhakumar, R. (2010). A new rhodamine B derivative as a colorimetric chemosensor for recognition of copper(II) ion. Bulletin of the Korean Chemical Society, 31(11), 3212-3216.
Xiang, Y., Tong, A., Jin, P. & Ju, Y. (2006). New Fluorescent rhodamine hydrazone chemosensor for Cu(II) with High Selectivity and Sensitivity. Organic Letters, 8(13), 2863–2866.
Xu, Z., Zhang, L., Guo, R., Xiang, T., Wu, C. & Zheng, Z. (2011). A highly sensitive and selective colorimetric and off–on fluorescent chemosensor for Cu2+ based on rhodamine B derivative. Sensors and Actuators B, 156, 546– 552.
Yang, S., Jiang, W., Zhao, F., Xu, L., Xu, Y., Gao, B., Sunc, H., Du, L., Tang, Y. & Cao, F. (2016). A highly sensitive and selective fluorescent sensor for detection of copper ions based on natural isorhamnetin from Ginkgo leaves. Sensors and Actuators B, 236, 386–391.
Yang, X.-F., Guo, X. Q. & Zhao, Y. B. (2002). Development of a novel rhodamine-type fluorescent probe to determine peroxynitrite. Talanta, 57, 883–890.
Yang, Y., Yook, K. & Tae, J. (2005). A rhodamine based fluorescent and colorimetric chemodosimeter for the rapid detection of mercuric ions in aqueous media. Journal of American Chemical Society, 127,
16760-16761.
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Published
2017-09-07
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