Fluorescent probe detecting cyanide ions and hypochlorous acid and preparation and application thereof

A technology of cyanide ions and probes, applied in the field of fluorescent probes for detecting cyanide ions and hypochlorous acid

Active Publication Date: 2019-04-12
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Generally speaking, there are relatively many probes for single cyanide ion and single hypochlorous acid at present, but there is a lack of a probe that can quickly and efficiently detect cyanide ion and hypochlorous acid at the same time

Method used

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  • Fluorescent probe detecting cyanide ions and hypochlorous acid and preparation and application thereof
  • Fluorescent probe detecting cyanide ions and hypochlorous acid and preparation and application thereof
  • Fluorescent probe detecting cyanide ions and hypochlorous acid and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0094] Embodiment 1: the synthesis of target probe Cz-Cy7

[0095] (1) Synthesis of potassium N-ethyl-2,3,3-trimethylindole-5-sulfonate (compound (II))

[0096] Into a 50mL single-necked bottle, add 10mL of acetic acid, phenylhydrazine-4-sulfonic acid (2.000g, 0.010mol) and methyl isopropyl ketone 4.00mL (0.037mol) in sequence, and reflux for 8 hours under nitrogen protection. At this time, the solution Turned dark red. After cooling to room temperature, the reaction solution was slowly dropped into ethyl acetate, and a pink solid precipitated out of the solution; suction filtered, washed several times with ether, and dried in vacuo; the above-mentioned dried pink powder was dissolved in an appropriate amount of methanol, and Dissolve 0.561g of potassium hydroxide in isopropanol to make a saturated solution, then add dropwise a saturated solution of potassium hydroxide in isopropanol to the methanol solution to obtain a yellow solid, which is centrifuged, washed 3-4 times wit...

Embodiment 2

[0104] Embodiment 2: the titration experiment of cyanide ion pair probe

[0105] In a mixed solvent of water and DMF (volume ratio 3:7, preferably adding HEPES buffer solution, pH=10), prepare a probe solution with a concentration of 5 μM. Then drop different concentrations of cyanide ions (0μM, 5μM, 10μM, 15μM, 20μM, 25μM, 30μM, 35μM, 40μM, 45μM, 50μM, 55μM, 60μM), after 5min, through the ultraviolet-visible absorption spectrum and fluorescence spectrum test Absorption and fluorescence emission responses of mixed systems.

[0106] Depend on image 3 It can be seen that the intensity of the absorption peak of the probe at 771 nm decreases with the increase of the concentration of cyanide ions, and the color of the solution changes from dark green to bright yellow.

[0107] Depend on Figure 4 It can be seen that the emission peak intensity of the probe at 806 nm decreases with the increase of the cyanide ion concentration, the probe reacts completely with 12 equivalents of ...

Embodiment 3

[0108] Embodiment 3: The reaction kinetics test of probe to cyanide ion

[0109] At room temperature, prepare a probe solution with a concentration of 5 μM (water / DMF, a volume ratio of 3:7, preferably adding a HEPES buffer solution, pH=10), then add cyanide ions with a microsyringe and record the sample at 771 nm at different times UV absorption intensity at .

[0110] Depend on Figure 5 It can be seen that as time increases, the absorption intensity of the probe at 771nm decreases, and after 5 minutes, the ultraviolet absorption intensity of the system does not change further with time, indicating that the probe can complete the reaction to cyanide within 5 minutes. ion detection.

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Abstract

The invention discloses a fluorescent probe detecting cyanide ions and hypochlorous acid and preparation and application thereof. The probe takes p-hydrazinobenzenesulfonic acid and methyl isopropyl ketone as raw materials, and N-ethyl-2,3,3-trimethylindole-5-potassium sulfamate is synthesized through a Fischer reaction and the like; a condensing agent is synthesized through a Vilsmeier-Haack reaction; the condensing agent and N-ethyl-2,3,3-trimethylindole-5-potassium sulfamate are subjected to Knoevenagel Condensation reaction and then subjected to a Suzuki coupled reaction with N-phenyl-3-carbazole boric acid, and the probe is obtained. The probe is a near-infrared probe, and the probe has the advantages of being high in selection, high in sensitivity, rapid in response and the like forthe cyanide ions and hypochlorous acid.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and detection, and in particular relates to a fluorescent probe for detecting cyanide ions and hypochlorous acid and a preparation and application method thereof. Background technique [0002] Cyanide plays a very important role in industrial production and is widely used in gold mining, electroplating, resin and fiber synthesis and other fields. However, cyanide is highly toxic, and its lethal dose is 0.5-3.5mg / kg. Cyanide can be absorbed into the body through the lungs, skin, contaminated food and contaminated drinking water. Cyanide ions inhibit cellular respiration in mammals and cause death by depressing the central nervous system. According to the World Health Organization (WHO), the maximum concentration of cyanide allowed in drinking water is 1.9 μM. Therefore, the detection of cyanide ion is of great significance. [0003] Hypochlorous acid is widely used as a disinfectant, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C09K11/06G01N21/31G01N21/64G01N21/78
CPCC07D209/86C09K11/06C09K2211/1007C09K2211/1029G01N21/314G01N21/6428G01N21/78G01N2021/3155G01N2021/6443
Inventor 刘益江潘华刘书智欧志鹏陈红飙黎华明
Owner XIANGTAN UNIV
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