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2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative as well as preparation method and application thereof

A technology of diethylaminophenol and pyridine azo, applied in the field of analysis, can solve problems such as inability to realize real-time online detection, complicated sample preparation, etc., and achieve the effects of good specificity, anti-interference ability, and low detection limit

Active Publication Date: 2019-03-12
NANHUA UNIV
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  • Abstract
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  • Application Information

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Problems solved by technology

But without exception, they all require expensive instruments, cumbersome sample preparation and cannot achieve real-time online detection

Method used

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  • 2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative as well as preparation method and application thereof
  • 2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative as well as preparation method and application thereof
  • 2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative as well as preparation method and application thereof

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preparation example Construction

[0052] The present invention also provides a method for preparing the above-mentioned 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol derivative, comprising the following steps:

[0053] A) mixing triphenylamine 4-boric acid, potassium carbonate, tetrakis(triphenylphosphine)palladium and solvent to obtain the first mixed solution;

[0054] B) reacting a solution of 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol with the first mixed solution at 80-110°C to obtain a second mixed solution;

[0055] C) quenching the second mixed solution with water to obtain a 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol derivative having a structure shown in formula (I);

[0056] Said step A) and step B) are all carried out under the condition of protective gas.

[0057] In the present invention, 4-boric acid triphenylamine and 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol are main reaction raw materials, and described 4-boric acid triphenylamine and 2-(5- The mass ratio of bromo-2-pyridylazo)-5-...

Embodiment 1

[0114] Under nitrogen atmosphere, 4-triphenylamine borate, potassium carbonate solid, tetrakis (triphenylphosphine) palladium and solvent are mixed, obtain the first mixed solution, wherein, potassium carbonate solid and tetrakis (triphenylphosphine) palladium The mass ratio of 1,4-triphenylamine borate to tetrakis(triphenylphosphine)palladium is 1:1.5, and the solvent includes 1,4-dioxane and water with a volume ratio of 2:1 , the dosage ratio of the 4-triphenylamine borate to the solvent is 30mg:2mL.

[0115] Continue to raise the temperature of the first mixed solution to 90° C. under nitrogen atmosphere, and then add the solution of 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol dropwise into the warmed second mixed solution. A mixed solution was reacted at 90° C. for 6 h to obtain a second mixed solution. The mass ratio of the 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol to 4-triphenylamine borate is 1:0.8, and the 2-(5-bromo-2-pyridylazo The solvent in the solution of ...

Embodiment 2

[0119] Under nitrogen atmosphere, 4-triphenylamine borate, potassium carbonate solid, tetrakis (triphenylphosphine) palladium and solvent are mixed, obtain the first mixed solution, wherein, potassium carbonate solid and tetrakis (triphenylphosphine) palladium The mass ratio is 4:1.5, the mass ratio of 4-triphenylamine borate to tetrakis(triphenylphosphine)palladium is 1:1, and the solvent includes N,N-dimethylformamide and N,N-dimethylformamide with a volume ratio of 3:2 Water, the ratio of the amount of triphenylamine 4-borate to the solvent is 30mg: 1mL.

[0120] Continue to raise the temperature of the first mixed solution to 110° C. under nitrogen atmosphere, and then add the solution of 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol dropwise to the heated second mixed solution. The first mixed solution was reacted at 110° C. for 6 h to obtain the second mixed solution. The mass ratio of the 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol to 4-boric acid triphenylamine is 1...

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Abstract

The invention provides a 2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative as well as a preparation method and application thereof. The 2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative has the structure shown in the formula (I), can selectively identify uranyl ions, has low detection limit, and has the good specificity and anti-interference ability. The 2-(5-bromine-2-pyridine-azo)-5-diethylaminophenol derivative is combined with a base material to produce colorimetric test paper so as to effectively conduct specificity identification on the uranyl ions, meanwhile, the derivative can be produced to be color changing ink to write, the written handwriting can generate the outstanding color changing effect after uranyl ion spraying is conducted, the detection limit is low, and the colorimetric effect is remarkable. Simple, convenient, rapid and efficient detection is well achieved, not only the expensive and complex instrument characterization process is omitted, but also the derivative has the good real-time and site detection capabilities, and is suitable for uranyl analysis detection of an environmental sample.

Description

technical field [0001] The invention relates to the technical field of analysis, in particular to a 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol derivative, a preparation method and application thereof. Background technique [0002] As we all know, uranium is a radioactive element widely distributed in the earth's crust and oceans. It has a wide range of uses in industrial and agricultural production such as nuclear energy, military fields, and dyeing dyes. However, with the development of the uranium smelting industry, the uranium waste after mining enters the environment. Due to its strong radioactivity and chemical toxicity, if it is not handled properly, it will cause serious health problems to organisms. Studies have shown that long-term exposure to uranium can cause radiation damage to animals and humans or cause irreversible chemical pollution damage to target organs (mainly kidneys and bones). [0003] Therefore, the detection and monitoring of uranium in the envi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/76G01N30/02G01N30/06G01N30/74
CPCC07D213/76G01N30/02G01N30/06G01N30/74G01N2030/067
Inventor 王宏青伍徐孟王东源黄秋香王瑜元胡清华
Owner NANHUA UNIV
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