Fluorescent probe for detecting heavy metal ions in industrial wastewater, and preparation method thereof

A technology for heavy metal ions and industrial wastewater, applied in the fields of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of detection work, quenching of fluorescent probes, etc.

Active Publication Date: 2019-09-20
徐从燕
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are many reports on the use of fluorescent probes to detect heavy metals, but most of them are small molecular structures. These compounds emit fluorescence due to the existence of π-π conjugation. Quenching occurred, which caused great trouble to the detection work

Method used

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  • Fluorescent probe for detecting heavy metal ions in industrial wastewater, and preparation method thereof
  • Fluorescent probe for detecting heavy metal ions in industrial wastewater, and preparation method thereof
  • Fluorescent probe for detecting heavy metal ions in industrial wastewater, and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0029] 1) Dissolve indole-3-carbaldehyde in a solvent, put potassium carbonate into the above mixture, stir at room temperature for 10 minutes, then add 1,2,4,5-tetrafluorobenzene, and keep at 55°C, keep warm Reacted for 120min, and after the reaction was completed, compound I was obtained through purification;

[0030] 2) Take the compound I prepared in step 1), dissolve the compound I in THF, add glacial acetic acid, stir at room temperature for 15 minutes, then add p-phenylenediamine, reflux for 24 hours, remove the solvent by rotary evaporation, and purify by recrystallization Polymer II is obtained.

[0031] In the described step 1), the solvent is selected from one of methanol, ethanol or THF;

[0032] In the step 1), the dosage ratio of indole-3-carbaldehyde to 1,2,4,5-tetrafluorobenzene is 5:1;

[0033] In described step 1), the consumption ratio of potassium carbonate and indole-3-carbaldehyde is 0.01:1;

[0034] In the step 1), the purification treatment step is s...

Embodiment 2

[0042] 1) Dissolve indole-3-carbaldehyde in a solvent, put potassium carbonate into the above mixture, stir at room temperature for 20 minutes, then add 1,2,4,5-tetrafluorobenzene, and keep at 85°C, keep warm Reacted for 120min, and after the reaction was completed, compound I was obtained through purification;

[0043] 2) Take the compound I prepared in step 1), dissolve the compound I in THF, add glacial acetic acid, stir at room temperature for 10 min, then add p-phenylenediamine, reflux for 8 h, remove the solvent by rotary evaporation, and purify by recrystallization Polymer II is obtained.

[0044] In the described step 1), the solvent is selected from one of methanol, ethanol or THF;

[0045] In the step 1), the dosage ratio of indole-3-carbaldehyde to 1,2,4,5-tetrafluorobenzene is 8:1;

[0046] In described step 1), the consumption ratio of potassium carbonate and indole-3-carbaldehyde is 0.03:1;

[0047] In the step 1), the purification treatment step is specifical...

Embodiment 3

[0051] 1) Dissolve indole-3-carbaldehyde in the solvent, put potassium carbonate into the above mixture, stir at room temperature for 15 minutes, then add 1,2,4,5-tetrafluorobenzene, and keep at 65°C, keep warm After reacting for 100min, after the reaction was completed, compound I was obtained through purification;

[0052] 2) Take the compound I prepared in step 1), dissolve the compound I in THF, add glacial acetic acid, stir at room temperature for 12 minutes, then add p-phenylenediamine, reflux for 12 hours, remove the solvent by rotary evaporation, and purify by recrystallization Polymer II is obtained.

[0053] In the described step 1), the solvent is selected from one of methanol, ethanol or THF;

[0054] In the step 1), the dosage ratio of indole-3-carbaldehyde to 1,2,4,5-tetrafluorobenzene is 6:1;

[0055] In described step 1), the consumption ratio of potassium carbonate and indole-3-carbaldehyde is 0.02:1;

[0056] In the step 1), the purification treatment step...

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Abstract

The present invention belongs to the field of chemical industry, and particularly relates to a fluorescent probe for detecting heavy metal ions in industrial wastewater, and a preparation method thereof. The dispersed "branched structure" of 1,2,4,5-tetrafluorobenzene is used to make a polymer II have a hyperbranched structure, so the self-quenching phenomenon caused by pi-pi stacking is effectively avoided, and the fluorescent probe can efficiently emit fluorescence after being combined with the heavy metal ions, thereby the fluorescent probe has the basic conditions for being used as a heavy metal ion fluorescent probe. In addition, the special C=N structure of a Schiff base makes fluorescent probe complex with positively charged metal ions, so complexation further enlarges the conjugate plane and increases the fluorescence intensity, thereby the presence of heavy metal ions is detected.

Description

technical field [0001] The application belongs to the field of chemical industry, and specifically relates to a fluorescent probe for detecting heavy metal ions in industrial wastewater and a preparation method thereof. Background technique [0002] Heavy metals originally refer to metals with a specific gravity greater than 5 (metals with a density greater than 4.5 grams per cubic centimeter), including gold, silver, copper, iron, lead, etc. Heavy metal pollution is different from pollution from other organic compounds. Many organic compounds can reduce or eliminate their harmfulness through physical, chemical or biological purification of nature itself. Heavy metals are enriched and difficult to degrade in the environment. However, heavy metal pollution is particularly prominent in water pollution. Heavy metal ions will irrigate the fields with sewage, and heavy metals will be enriched in food, thereby entering the human body and causing serious harm to the human body. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G12/08C09K11/06G01N21/64
CPCC08G12/08C09K11/06G01N21/643C09K2211/1466
Inventor 徐从燕姚斌祁海平蔡元庚
Owner 徐从燕
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