A kind of reactive weak base variable color azo-anthraquinone pH probe and its preparation and application

An anthraquinone and probe technology, applied to pH probes and their preparation and application fields, can solve the problems of insensitive response, high equipment requirements, poor wet handling fastness, etc., and achieves simple preparation process, low cost, color rich effects

Active Publication Date: 2021-09-21
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Textiles containing pH probes are widely used in protective clothing, medical biomaterials, packaging materials and other composite materials, but most of the probes are combined with fibers by physical methods, and the wet fastness is poor
[0003] In the existing technology, most of the methods are not sensitive to the response in the weak alkaline environment, and the equipment requirements are high. Therefore, it is still an important research direction to develop a kind of pH probe that is simple, feasible, real-time detection and reactive.

Method used

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  • A kind of reactive weak base variable color azo-anthraquinone pH probe and its preparation and application
  • A kind of reactive weak base variable color azo-anthraquinone pH probe and its preparation and application
  • A kind of reactive weak base variable color azo-anthraquinone pH probe and its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] The synthesis process of the azo-anthraquinone pH probe with the following structure:

[0055]

[0056](1) Preparation of a condensate: 18.6g (0.1mol) of cyanuric chloride was prepared into a 20% (mass percent concentration) solution, and was beaten in an ice-water bath at 0-2°C for 0.5h. Accurately weigh 52.61g (0.099mol) of 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfonic acid phenylamino)anthraquinone monosodium salt to prepare 15 % solution, adjust the pH value to 5.8-6.5, and the dissolving solution is a blue clear solution, and add it dropwise to the uniformly beaten cyanuric chloride within 1 hour at 0-5°C, and keep the temperature at 5°C after the dropwise addition is completed. React for 3 hours with a pH value of 4-4.5, and detect the end point of the shrinkage reaction by thin-layer chromatography (developing solvent: n-butanol: ethanol: water = 8:2:3).

[0057] (2) Preparation of the dicondensate: Accurately weigh 23.44g (0.098mol) J acid dr...

Embodiment 2

[0063] The synthesis process of the azo-anthraquinone pH probe with the following structure:

[0064]

[0065] (1) Preparation of a condensate: 18.6g (0.1mol) of cyanuric chloride was prepared into a 20% (mass percent concentration) solution, and was beaten in an ice-water bath at 0-2°C for 0.5h. Accurately weigh 52.61g (0.099mol) of 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfonic acid phenylamino)anthraquinone monosodium salt to prepare 15 % solution, adjust the pH value to 5.8-6.5, and the dissolving solution is a blue clear solution, and add it dropwise to the uniformly beaten cyanuric chloride within 1 hour at 0-5°C, and keep the temperature at 5°C after the dropwise addition is completed. React for 3 hours with a pH value of 4-4.5, and detect the end point of the shrinkage reaction by thin-layer chromatography (developing solvent: n-butanol: ethanol: water = 8:2:3).

[0066] (2) Preparation of the dicondensate: Accurately weigh 23.44g (0.098mol) J acid d...

Embodiment 3

[0072] The synthesis process of the azo-anthraquinone pH probe with the following structure:

[0073]

[0074] (1) Preparation of a condensate: 18.6g (0.1mol) of cyanuric chloride was configured into a 20% solution, and beat in an ice-water bath for 0.5h at 0-2°C. Accurately weigh 52.61g (0.099mol) of 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfonic acid phenylamino)anthraquinone monosodium salt to prepare 15 % solution, adjust the pH value to 5.8-6.5, and the dissolving solution is a blue clear solution, and add it dropwise to the uniformly beaten cyanuric chloride within 1 hour at 0-5°C, and keep the temperature at 5°C after the dropwise addition is completed. React for 3 hours with a pH value of 4-4.5, and detect the end point of the shrinkage reaction by thin-layer chromatography (developing solvent: n-butanol: ethanol: water = 8:2:3).

[0075] (2) Preparation of the dicondensate: Accurately weigh 23.44g (0.098mol) J acid dry powder, adjust the pH value of...

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PUM

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Abstract

The present invention relates to an azo-anthraquinone pH probe whose reactive weak base can change color and its preparation and application. The structure is shown in formula I. Preparation method: (1) Preparation of the first condensate; (2) Preparation of the second condensate; (3) Preparation of the diazonium salt; (4) Coupling reaction, followed by salting out and purification to obtain the finished pH probe . The pH probe of the present invention has a novel structure, is very sensitive to discoloration in a weakly alkaline environment, has rich colors, is convenient in the synthesis process, and has good water solubility. The detection of the pH value can quickly detect the change of the pH value of the solution through naked eye recognition, and has the advantages of High sensitivity, good selectivity, reversibility and other advantages.

Description

technical field [0001] The invention belongs to the field of pH probes and their preparation and application, in particular to a reactive weak base-variable azo-anthraquinone pH probe and its preparation and application. Background technique [0002] As a measure of acidity, pH value is particularly important in the processes of bioengineering, environmental monitoring, ecological protection, and medical diagnosis. pH test paper measurement method, electrode method and sensor are the main methods for measuring pH value at present. However, because these three types of measurement methods have certain defects, such as the pH test paper measurement method, there are errors caused by subjective factors; while the electrode method is susceptible to electrochemical interference and metal ion interference, although fluorescent probe sensors have good selectivity. , high sensitivity, small sample size, etc., but it has high requirements for optical devices, and it is difficult to ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D251/50C09B62/09C09B62/51G01N21/80D06P1/48D06P1/44D06P1/673D06P1/649D06P1/02D06P3/60
CPCC07D251/50C09B62/09C09B62/51D06P1/02D06P1/445D06P1/48D06P1/6491D06P1/6735D06P3/60G01N21/80
Inventor 侯爱芹张红娟高爱芹谢孔良
Owner DONGHUA UNIV
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