Squarylium type chemical sensor for colorimetric identification of copper ion and preparation method thereof

A technology of chemical sensors and copper ions, applied in organic chemistry, analyzing materials through chemical reactions, and analyzing materials by observing the influence of chemical indicators, can solve the problem of difficult storage and carrying of viscous liquids Complicated fluorescent probes and complex requirements for reaction conditions, etc., to achieve excellent optical properties and photostability, good promotion prospects, and easy control of reaction conditions

Inactive Publication Date: 2012-11-21
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN101446547A has invented a copper ion fluorescent probe, which is to make polyethyleneimine into polyethyleneimine aqueous solution, then react in a polytetrafluoroethylene-lined reactor, and obtain a yellow viscous liquid after evaporating the solvent , the reaction needs to add ammonium persulfate, hydrogen peroxide, peracetic acid, iodic acid and other substances as oxidants, the reaction conditions are complex, the reaction temperature is high, and the obtained viscous liquid is not easy to store and carry
The preparation of the copper ion fluorescent probe invented by Chinese patent CN101261228A is relatively complicated, and only the fluorescence is enhanced, and there is no color change, and the discrimination and identification are not obvious, which is not conducive to practical application

Method used

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  • Squarylium type chemical sensor for colorimetric identification of copper ion and preparation method thereof
  • Squarylium type chemical sensor for colorimetric identification of copper ion and preparation method thereof
  • Squarylium type chemical sensor for colorimetric identification of copper ion and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0031] Preparation of squaraine compound [1]

[0032] Weigh 2.8565g about (0.018mol) of 2,3,3-trimethyl-3H indole and 1.0240g (about 0.009mol) of squaraine, add them to a 250ml three-necked flask respectively, measure 20.0mL of toluene and 20.0mL of n- Butanol was added therein, heated and stirred to reflux for 2 hours, and the water generated by the reaction was removed by a water separator, the heating was stopped and cooled to room temperature, part of the solvent was removed by distillation under reduced pressure, and a green solid was obtained after filtration. The obtained solid was repeatedly washed with ethyl acetate, then dried at 60°C, and recrystallized with ethanol solvent to obtain a green crystal which was the squaraine compound [1].

Embodiment 2

[0034] Preparation of squaraine compound [2]

[0035] (1) Preparation of intermediate N-hydroxyethyl-2,3,3-trimethylindole

[0036] Add 1.5481g (0.0097mol) of 2,3,3-trimethyl-3H-indole, 1.3376g (0.011mol) of 2-bromoethanol, and 25.0mL of absolute ethanol into a 250ml one-necked flask, heat to 78°C, and After refluxing for 23 hours under this condition, stop heating and cool to room temperature, a small amount of red solid precipitates at the bottom of the bottle. After vacuum distillation to remove the solvent, a pink solid is obtained, which is washed repeatedly with ethyl acetate, and then dried at 60°C. A pink solid was obtained.

[0037] (2) Preparation of N-hydroxyethyl-2,3,3-trimethylindole squaraine compound [2]

[0038] Weigh 1.093g (0.0040mol) of N-hydroxyethyl-2,3,3-trimethylindole and 0.2607g (0.0020mol) of squaraine, add them to a 250ml three-necked flask respectively, measure 20.0mL of toluene and 20.0 Add 1 mL of n-butanol, heat, stir and reflux for 24 hours, ...

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Abstract

The invention relates to a squarylium type chemical sensor for colorimetric identification of a copper ion and a preparation method thereof, belonging to the field of chemical analysis and testing. The squarylium type chemical sensor is provided with a symmetric 2, 3, 3-trimethyl-indole squarylium compound and is prepared by the following steps of: mixing a 2, 3, 3-trimethyl-indole ring compound and squaric acid with a molar ratio of 2:1, adding mixture into a three-necked flask, adding mixed solvent of toluene and n-butanol with a volume ratio of 1:1, performing heating, mixing and back-flowing for 2-24 hours, and separating water produced in reaction with a water separator; stopping heating, cooling to the room temperature, depressurizing and evaporating to remove part of the solvent, and filtering to obtain green solid; and repeatedly washing the obtained green solid with ethyl acetate, drying at 60 DEG C, and recrystallizing with ethanol solvent to obtain pure green crystals. When the squarylium compound is applied in identification of the copper ions, the color can change in addition to changes in the absorption spectrum, the characteristics are obvious, and detection of the copper ions can be facilitated.

Description

technical field [0001] The invention specifically relates to a squarylium-based chemical sensor for colorimetric recognition of copper ions and a preparation method thereof, belonging to the technical field of chemical analysis and testing. Background technique [0002] In recent years, the detection and identification of metal ions, especially transition metal ions, in living organisms and the environment has attracted widespread attention. And copper ion, as an important element in the process of human life activities, its directional detection and identification in aqueous solution has received great attention. Copper is one of the indispensable trace elements to maintain the normal life activities of organisms. Although its content is small, it plays a very important role. When the concentration of copper ions in the body exceeds or falls below the concentration range required by the cells, it will disturb the normal activities of the life system and poison the cells, t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/12G01N21/78
Inventor 李忠玉李庆蛟吴春晖王阳
Owner CHANGZHOU UNIV
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