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Iron ion fluorescent probe compound as well as preparation method and application thereof

A technology of fluorescent probes and compounds, applied in the field of iron ion fluorescent probe compounds and their preparation, can solve the problems affecting the accuracy of results, tedious experimental process, low water solubility, etc., achieve low cost, simple pretreatment, and synthetic method simple effect

Inactive Publication Date: 2016-11-09
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing fluorescence spectrometry has low water solubility, and the experimental process is cumbersome, which will affect the accuracy of the results in actual operation.

Method used

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  • Iron ion fluorescent probe compound as well as preparation method and application thereof
  • Iron ion fluorescent probe compound as well as preparation method and application thereof
  • Iron ion fluorescent probe compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Dissolve o-aminophenol (242.0mg, 2.2mmol) and 4-diphenylaminobenzaldehyde (728.9mg, 2.0mmol) in 20ml of methanol, reflux at 80°C, fully stir at 80°C for 10h to react; after the reaction ( Determine whether the reaction takes place completely by thin-layer chromatography analysis, the analysis method is as follows) the crude product is filtered, and the filtrate is evaporated to remove the solvent by vacuum distillation to obtain a light brown oily residue, and the oily residue is cleaned with n-hexane. Then, a brown solid was obtained by filtration, and finally dried. The purity of the product was 100%, and the yield was 86%.

[0041] The analysis method to determine whether the reaction is complete by thin-layer chromatography: first prepare a mixed solution of ethyl acetate and petroleum ether with a volume ratio of 1:4 as a developer, use a capillary to suck a little of the reacted mixture, and then spot it on a silica gel plate , and then put the silica gel plate in...

Embodiment 2

[0043] Dissolve o-aminophenol (220.0mg, 2.0mmol) and 4-diphenylaminobenzaldehyde (728.9mg, 2.0mmol) in 20ml of methanol, reflux at 85°C, fully stir at 80°C for 10h to react; after the reaction ( Determine whether the reaction occurs completely by thin-layer chromatography analysis, and the analysis method is the same as in Example 1) The crude product is filtered, and the filtrate is evaporated to remove the solvent by vacuum distillation to obtain a light brown oily residue, and the oily residue is cleaned with n-hexane , and then filtered to obtain a brown solid, and finally dried, the purity of the product was 100%, and the yield was 83%.

Embodiment 3

[0045] Dissolve o-aminophenol (286.0mg, 2.6mmol) and 4-diphenylaminobenzaldehyde (728.9mg, 2.0mmol) in 20ml of methanol, reflux at 90°C, fully stir at 80°C for 10h to react; after the reaction ( Determine whether the reaction occurs completely by thin-layer chromatography analysis, and the analysis method is the same as in Example 1) The crude product is filtered, and the filtrate is evaporated to remove the solvent by vacuum distillation to obtain a light brown oily residue, and the oily residue is cleaned with n-hexane , and then filtered to obtain a brown solid, and finally dried, the purity of the product was 100%, and the yield was 90%.

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Abstract

The invention relates to the field of fluorescent probe compounds and discloses an iron ion fluorescent probe compound as well as a preparation method and application thereof. The fluorescent probe compound has the advantages of high luminous intensity, high sensitivity and wide pH adaptability. The fluorescent probe compound disclosed by the invention is a triphenylamine Schiff base type derivative with the chemical name of 2-hydroxyl-N-imidogenaniline-5-N,N-diphenylaniline. The invention further discloses the preparation method of the fluorescent probe compound, comprising the following steps: (a) taking ortho-aminophenol and 4-diphenylaminobenzaldehyde to react in an organic solvent to obtain a reaction solution; and (b) carrying out post-treatment on the reaction solution to obtain the fluorescent probe compound. The invention further discloses application of the fluorescent probe compound to detection of Fe<3+> ions.

Description

technical field [0001] The invention relates to the field of fluorescent probe compounds, in particular to an iron ion fluorescent probe compound and its preparation method and application. Background technique [0002] Iron is one of the most widely distributed and commonly used metals on the earth, accounting for about 5.1% of the mass of the earth's crust, and is the second most abundant metallic element in the earth's crust. Iron is widely found in plants, human body, soil and water, and iron deficiency will adversely affect plant growth and human health, especially fruit trees such as apples, citrus and grapes are very sensitive to iron deficiency, seriously affecting the quality and yield of fruit. Iron is also an important essential trace element for the human body, widely distributed in the cells and body fluids of the human body. Hemoglobin in human blood is a complex of iron, which has the functions of fixing oxygen and transporting oxygen. Iron deficiency in the...

Claims

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Application Information

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IPC IPC(8): C07C251/24C07C249/02C09K9/02G01N21/64G01N21/78
CPCC07C251/24C07C249/02C09K9/02C09K2211/1014G01N21/643G01N21/6486G01N21/78
Inventor 曾华强李俊同霍延平潘成强汪松英孔腾飞李宗植周沛祺孔毅
Owner GUANGDONG UNIV OF TECH
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