Application method of ratio-type cyanide ion fluorescent probe molecule
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A technology of fluorescent probe and application method, which is applied in the field of anion detection, and achieves the effects of simple structure, simple operation and easy synthesis
Inactive Publication Date: 2013-06-05
TAIYUAN UNIV OF TECH
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And this compound is used for cyanide ...
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Embodiment approach 1
[0020] probe molecule 1 Synthetic method:
[0021] Under nitrogen protection, in a 100mL round bottom flask, add 2,2,3-trimethyl-4,5-benzindole 6g (28.7mmol), iodomethane 8.4g (60mmol) and acetonitrile 20mL, heat to reflux for 2h , cooled and filtered, washed with a small amount of cold ether, dried to obtain 9 g of white solid, yield 90%, recrystallized from acetonitrile to obtain pure probe molecule 1 , 1 H NMR (600 MHz, d6-DMSO): δ (ppm) 8.36 (d, 1H), 8.29 (d, 1H), 8.21 (d, 1H), 8.10 (d, 1H), 7.79 (m, 1H), 7.72 (m, 1H), 4.09 (s, 3H), 2.87 (s, 3H), 1.75 (s, 6H).
Embodiment approach 2
[0023] Dissolve the probe molecules in DMF to prepare a 0.01M mother solution, and then use DMF:H 2 Dilute the solution of O=1:1 (V / V) to 1×10 -5 M, titrated with 0-10 equivalent cyanide ion aqueous solution, excited with 320nm light, and monitored the change of fluorescence spectrum at 350-550nm. With the increase of cyanide ion, the emission peak at 461nm decreased gradually, and a new emission peak appeared at 425nm. At the same time, an iso-emission point appeared at 450nm ( figure 1 ). The C=N bond in the probe molecule has high electron-deficiency, and can undergo addition reaction with strong nucleophile cyanide ion. Before interacting with the cyanide ion, the whole host molecule belongs to the π conjugated system, and there is an ICT process from the methyl group to the naphthalene ring; the cyanide ion and the probe molecule 1 After the addition reaction occurs, the ICT process is also blocked while destroying the degree of molecular conjugation, thus resulting ...
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Abstract
The invention relates to an application method of a ratio-type cyanide ion fluorescent probe molecule. The invention belongs to the technical field of anion detection. The method is characterized in that the method is an application of a ratio fluorescent probe molecule, which is 1,2,2,3-tetramethyl-4,5-benzoindoline, used in cyanide ion detection. The probe molecule is obtained by a one-step process of periodic methane alkylation of 2,3,3-trimethyl-4,5-benzindole. In a system where DMF:H2O=1:1 (V/V), the probe molecule is excited by using 320nm light, and emission occurs at 461nm. When cyanide ion is added, intra-molecular charge transfer (ICT) process is broken, emission peak at 461nm is reduced, and new emission peak occurs at 425nm. Therefore, solution fluorescence is turned from bluish green to deep blue. In a system wherein cyanide ion coexists with other anions, the probe molecule shows high interference resistance, high specificity, and high sensitivity.
Description
technical field [0001] The invention relates to an application method of a ratio-type cyanide fluorescent probe molecule, which belongs to the technical field of anion detection. Background technique [0002] Cyanide is a highly toxic compound, belonging to level 6 poisons, widely used in synthesis, pharmaceuticals, metallurgy and other industries. It can cause acute poisoning symptoms such as vomiting, convulsions, loss of consciousness, and even death through breathing, digestion, and even direct skin contact. The International Health Organization stipulates that the maximum content of cyanide ions in drinking water is 1.9μM. [0003] A fluorescent probe is a molecule in a certain system, when a certain physical property of a substance or system changes, the fluorescent signal can change accordingly. Fluorescence spectroscopy has shown superior performance in trace detection due to its simplicity and sensitivity. Among them, ratiometric fluorescence can effectively avoi...
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