Fluorescent probe for detecting hydrogen sulfide and preparation method and application thereof

A fluorescent probe and hydrogen sulfide technology, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve problems such as limited application and long reaction time, and achieve high selectivity, high detection sensitivity, and product yield high effect

Inactive Publication Date: 2017-12-01
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, there are few fluorescent probes for detecting hydrogen sulfide. Most of the reported probes are based on the nucleophilic reaction to double bonds. These probes often require a long reaction time, which greatly limits their application.

Method used

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  • Fluorescent probe for detecting hydrogen sulfide and preparation method and application thereof
  • Fluorescent probe for detecting hydrogen sulfide and preparation method and application thereof
  • Fluorescent probe for detecting hydrogen sulfide and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] A fluorescent probe for detecting hydrogen sulfide, characterized in that the molecular formula of the fluorescent probe is C 21 h 21 N 4 o + , has the structure shown in formula (I):

[0040]

[0041] (I).

[0042] A method for preparing a fluorescent probe for detecting hydrogen sulfide, comprising the following steps:

[0043] (1) Add white solid salicylaldehyde to the mixed solution, react at 45°C for 12 hours, pour the reaction solution into ice water, add perchloric acid drop by drop, precipitate the solid, and recrystallize the solid with ethanol to obtain Compound 1;

[0044] In the step (1), the mixed solution is prepared from 6-amino-1,2,3,4-tetrahydro-1-naphthalenone and 98wt% concentrated sulfuric acid at a volume ratio of 6:20.

[0045] In the step (1), the molar ratio of 6-amino-1,2,3,4-tetrahydro-1-naphthone to salicylaldehyde is 1:200.

[0046] (2) Compound 1 was reacted with sodium azide at 0°C for 5 h in an acidic environment, and then separa...

Embodiment 2

[0053] A fluorescent probe for detecting hydrogen sulfide, characterized in that the molecular formula of the fluorescent probe is C 21 h 21 N 4 o + , has the structure shown in formula (I):

[0054]

[0055] (I).

[0056] A method for preparing a fluorescent probe for detecting hydrogen sulfide, comprising the following steps:

[0057] (1) Add white solid salicylaldehyde to the mixed solution, react at 50°C for 8 hours, pour the reaction solution into ice water, add perchloric acid drop by drop, precipitate the solid, and recrystallize the solid with ethanol to obtain Compound 1;

[0058] In the step (1), the mixed solution is prepared from 6-amino-1,2,3,4-tetrahydro-1-naphthalenone and 98wt% concentrated sulfuric acid at a volume ratio of 6:100.

[0059] In the step (1), the molar ratio of 6-amino-1,2,3,4-tetrahydro-1-naphthone to salicylaldehyde is 1:100.

[0060] (2) Compound 1 was reacted with sodium azide at 0°C for 5 h in an acidic environment, and then separa...

Embodiment 3

[0067] A fluorescent probe for detecting hydrogen sulfide, characterized in that the molecular formula of the fluorescent probe is C 21 h 21 N 4 o + , has the structure shown in formula (I):

[0068]

[0069] (I).

[0070] A method for preparing a fluorescent probe for detecting hydrogen sulfide, comprising the following steps:

[0071] (1) Add white solid salicylaldehyde to the mixed solution, react at 55°C for 2 hours, pour the reaction solution into ice water, add perchloric acid drop by drop, precipitate the solid, and recrystallize the solid with ethanol to obtain Compound 1;

[0072] In the step (1), the mixed solution is prepared from 6-amino-1,2,3,4-tetrahydro-1-naphthalenone and 98wt% concentrated sulfuric acid at a volume ratio of 6:200.

[0073] In the step (1), the molar ratio of 6-amino-1,2,3,4-tetrahydro-1-naphthone to salicylaldehyde is 1:20.

[0074] (2) Compound 1 was reacted with sodium azide at 0°C for 5 hours in an acidic environment, and then sep...

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PUM

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Abstract

The invention discloses a fluorescent probe for detecting hydrogen sulfide and a preparation method and application thereof. The fluorescent probe has a molecular formula of C21H21N4O+ and has a structure shown in the description. The fluorescent probe self has very weak fluorescence; when the fluorescent probe is added into water or an organic solvent, an obtained solution is purple; when the fluorescent probe reacts with hydrogen sulfide, the color of the solution gradually fades away, and fluorescence enhancement is shown. The fluorescent probe for detecting the hydrogen sulfide disclosed by the invention has high selectivity in hydrogen sulfide detection, high detection flexibility, an obvious phenomenon and convenience in recognition. The fluorescent probe for detecting the hydrogen sulfide disclosed by the invention is simple in preparation method, high in prepared product yield and suitable for large-scale popularization and application.

Description

technical field [0001] The invention relates to an organic small molecule fluorescent probe, in particular to a fluorescent probe for detecting hydrogen sulfide and its preparation method and application. Background technique [0002] h 2 S is not only a major air pollutant, but also closely related to the health of animals and humans. h 2 S exists mainly in the form of sulfhydryl and sulfide in organisms. A small amount of H in the air 2 S can promote the opening of the stomata of plant leaves to increase the photosynthesis rate of plants. Studies have shown that in the air H 2 When the concentration of S is too high, it will significantly affect the growth of plants and even reduce crop yield. Although studies have shown that H 2 S can stimulate the excitability of the nervous system, but when its concentration is high, it can cause respiratory diseases and even poisoning. A certain amount of H 2 S For those sensitive to it, it can cause allergies or asthma, which...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D311/78G01N21/64
CPCC07D311/78C09K11/06C09K2211/1088G01N21/643
Inventor 林伟英刘克印尚慧明
Owner UNIV OF JINAN
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