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| Derivatives of Aminobenzoic Acid Hydrazide-Based Fluorescence Probe for Selective Recognition of Cr3+ |
| WU Hong-mei1, GUO Yu1*, CAO Jian-fang1, WU Zhong-li2 |
1. School of Chemical and Environmental Engineering, Liaoning University of Technology, Jinzhou 121001, China
2. College of Mechanical Engineering and Automation, Liaoning University of Technology, Jinzhou 121001, China |
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Abstract A novel and simple fluorescence probe L ((E)-4-(1-(dimethylamino)naphthalene-5-sulfonamido)-N′-((2-hydroxynaphthalen-1-yl)methylene)benzohydrazide) for detection of Cr3+ was prepared by the Introduction of dansyl sulfonamide fluorescent group and 2-hydroxy-1-naphthalaldehyde coordination group to p-aminobenzoic acid with chemical derivatization method. The structure of the probe L was investigated by 1H NMR, ESI-MS and FT-IR. The effect of probe L for recognition of Cr3+ was studied by fluorescence spectroscopy. The results show that the probe L shows a double peak at 473 nm (2-hydroxy-1-naphthaldehyde) and 514 nm (dansyl sulfonamide) when the excitation wavelength is 350 nm. After the addition of Cr3+ to the probe L, 2-hydroxy-1-naphthaldehyde was bonded to Cr3+, and the emission peak of dansylamine was red shifted to 540 nm (dansylamine characteristic peak). The intensity of fluorescence was increased by five times and the fluorescence quantum yield Φ was up to 0.28. The background fluorescence of the probe L has no effect on the recognition of Cr3+. The recognition process is presumed to be caused by the CHEF effect combined with PET (photoinduced electron transfer) mechanism. When the other metal ions were added, such as Na+, K+, Li+, Ca2+, Zn2+, Mn2+, Co2+, Cu2+, Cd2+, Hg2+, Pb2+, Ag+, the fluorescence intensity was not enhanced at 540 nm, indicating that the probe L had a high specific selectivity for Cr3+. A 1∶1 complexation stoichiometry for the binding mode of Cr3+ with L was confirmed by the model of the Job’s plot and ESI-MS result. The detection limit of L for Cr3+ was up to 4.0×10-6 mol·L-1.
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Received: 2017-07-13
Accepted: 2017-12-19
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Corresponding Authors:
GUO Yu
E-mail: guoyulnut@163.com
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[1] Lohar S, Banerjee A, Sahana A, et al. Anal. Methods, 2013, 5： 442.
[2] Saeed A A, Sandhu M A, Khilji M S, et al. J. Trace Elem. Med. Bio., 2017, 42： 25.
[3] Huang S, Xia W, Li Y Y, et al. Environ. Pollut., 2017, 230： 53.
[4] Beyki M H, Alijani H, Fazli Y. Process Saf. Environ., 2016, 102： 687.
[5] Martino A D, Iorio M, Capasso R. Chemosphere, 2013, 92： 1436.
[6] Mao Y, Hong M M, Liu A F, et al. J. Fluoresc., 2015, 25： 755.
[7] Chen X Q, Pradhan T, Wang F, et al. Chem. Rev., 2012, 112： 1910.
[8] Du J, Hu M, Fan J, et al. Chem. Soc. Rev., 2012, 41： 4511.
[9] Geng T M, Wu D Y, Huang W, et al. J. Polym. Res., 2014, 21： 354.
[10] Su J, Huang S S, He S, et al. Chem. Res. Chin. Univ., 2016, 32： 20.
[11] CHEN Jia-yi, SU Wei, WANG En-jun(陈家逸, 苏 伟, 王恩举). Chem. J. Chin. Univ.(高等学校化学学报), 2016, 37： 232.
[12] Zhou Y, Zhang J, Zhang L, et al. Dyes Pigm., 2013, 97： 148.
[13] Dhara A, Guchhait N, Kar S K. J. Fluoresc., 2015, 25： 1921.
[14] Wu S, Zhang K, Wang Y, et al. Tetrahedron Lett., 2014, 55： 351.
[15] Renaud R, Alexandre N, Abdelkarim A. Anal. Chem., 2016, 88： 666.
[16] Mahajan P G, Bhopate D P, Kolekar G B, et al. Sensor Actuators B. Chem., 2015, 220： 864.
[17] Arturo J S, Norberto F, Rosa S. Tetrahedron Lett., 2013, 54： 5279.
[18] ZHANG Peng, ZHANG You-ming, LI Qi, et al(张 鹏, 张有明, 林 奇, 等). Chin. J. Org. Chem.(有机化学), 2014, 34： 1300. |
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