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Ratio-dependent bisulfite ion fluorescent probes and preparation method thereof

A bisulfite and fluorescent probe technology, applied in the field of anion detection, can solve the problems of structural damage and long action time, and achieve the effects of low cost, easy raw materials and good water solubility

Inactive Publication Date: 2013-09-04
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these two types of chemosensing molecules also have certain limitations.
For example: the former needs to be reacted in an acidic environment (pH around 4), and is greatly affected by other sulfur-containing molecules or ions; destroy

Method used

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  • Ratio-dependent bisulfite ion fluorescent probes and preparation method thereof
  • Ratio-dependent bisulfite ion fluorescent probes and preparation method thereof
  • Ratio-dependent bisulfite ion fluorescent probes and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach 1

[0024] Synthesis method of probe molecule:

[0025] 1) Synthesis of intermediates

[0026] 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 1h , cooled and filtered, washed with a small amount of cold ether, and dried to obtain 9 g of a white solid, with a yield of 90%, and recrystallized from acetonitrile to obtain a pure intermediate.

[0027] 2) Probe molecules 1 Synthesis

[0028] Under nitrogen protection, in a 50mL round bottom flask, add 1.053g (3mmol) of the intermediate, 0.52g (3mmol) of p-trifluoromethylbenzaldehyde and 10mL of absolute ethanol, heat to reflux for 12h, cool and filter, and dry to obtain orange The yellow solid was 1.4 g, the yield was 90%, and the pure probe molecule was obtained by recrystallization from acetonitrile.

Embodiment approach 2

[0030] probe molecule 2 Synthesis

[0031] Synthesis was as described in Embodiment 1. Replace p-trifluoromethylbenzaldehyde with 0.453 g (3 mmol) of p-nitrobenzaldehyde. After drying, 1.3 g of an orange solid was obtained, with a yield of 90%.

Embodiment approach 3

[0033] probe molecule 3 Synthesis

[0034] Synthesis was as described in Embodiment 1. Replace p-trifluoromethylbenzaldehyde with 0.42 g (3 mmol) of p-chlorobenzaldehyde. After drying, 1.1 g of an orange-yellow solid was obtained, and the yield was 80%.

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Abstract

The invention relates to preparation and application methods of ratio-dependent bisulfite ion fluorescent probes, belonging to the technical field of anion detection. The probe molecules have recognition specificity for bisulfite ions in a neutral aquatic environment, generate fluorescence ratio variations, have very high sensitivity, and meanwhile, cause obvious color and fluorescent color variations. The fluorescent probes do not generate obvious variations for other ions, free radicals or molecules. The invention implements recognition specificity of the probe molecules for the bisulfite ions, provides the fluorescent probes with color comparison sensing function, and thus, has wide application prospects in the fields of biology and ion detection.

Description

technical field [0001] The invention discloses a ratio type bisulfite ion fluorescent probe and a preparation method thereof, belonging to the technical field of anion detection. Background technique [0002] Bisulfite is an important industrial raw material, and it can also be used as a preservative in the preparation, transportation and storage of food and medicine. Inhalable sulfur dioxide can be converted into sodium bisulfite and sodium bisulfate in the human body. Scientific research has shown that sodium bisulfite and sodium bisulfate can not only cause allergic reactions in some individuals, but also cause lung cancer, cardiovascular disease and neurological disease. How to effectively monitor the bisulfite ion in the body is very important. [0003] There are many traditional methods for detecting bisulfite ions, but these methods generally have problems such as insufficient detection speed, high detection price, complicated operation, and large interference. They...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D209/60G01N21/64
Inventor 孙玥段炼范善伟赵冬
Owner TAIYUAN UNIV OF TECH
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