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Compound for detecting secondary amine, and preparation and application thereof

A compound and secondary amine technology, applied in the field of compounds that can detect secondary amines, can solve the problems of cumbersome preparation steps in the detection process, cross-contamination between samples and reagents, unsuitable for emergency detection, etc., to achieve structural adjustment, sensitive action, structural easy effect

Active Publication Date: 2014-04-02
SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, some of these methods have low detection accuracy. Although the detection limit of some can reach the picogram level, the preparation steps of the detection process are cumbersome, the detection time is long, and there may be cross-contamination between samples and reagents, making these methods only suitable for laboratories. analysis, not suitable for incident detection

Method used

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  • Compound for detecting secondary amine, and preparation and application thereof
  • Compound for detecting secondary amine, and preparation and application thereof
  • Compound for detecting secondary amine, and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] The structure of the compound responsive to secondary amine is shown in formula (I)

[0055]

[0056] Synthesis of Compound 1 (R 1 = R 2 = R 5 =-(CH 2 ) 7CH 3 )

[0057]

[0058] 7-(8-(5-bromo-2-thienyl)-4,4-difluoro-4-boron-3a,4a-diaza-s-indene)-2-(4,4,5,5 - Preparation method of tetramethyl-1,3,2-dioxaborolan-2-yl)-9 octylcarbazole:

[0059] Weigh 531mg of 9-octylcarbazole-2,7-diboronic acid indyl alcohol ester (purchased from Beijing Shengweite Technology Co., Ltd.) and 350mg of 8-(5-bromo-2-thienyl)-4,4-difluoro- 4-boron-3a,4a-diaza-s-indene 2 (self-made in the laboratory, see below for the synthesis method) and 100mg of tetrakis-triphenylphosphopalladium were placed in a 100ml three-necked flask, deoxygenated and nitrogen-gassed, and then injected 30ml of tetrahydrofuran deoxygenated and 1ml of potassium carbonate (2M) aqueous solution were reacted for 24 hours, the mother liquor was spin-dried, and the crude product mixed with silica gel was sepa...

Embodiment 2

[0069] The sensing film based on compound 1 was prepared on the quartz substrate by pulling method. Put a drop of diisopropylamine on the bottom of the quartz cell, pad a ball of absorbent cotton above it to avoid direct contact with the sensing film, and seal the quartz cell with a cover. After placing the sensing film in a closed quartz cell, quickly measure the variation curve of the peak intensity and time at the maximum fluorescence emission peak. like figure 1 As shown, the intensity of the maximum absorption peak of its film was quenched by 95% within 300 seconds.

Embodiment 3

[0071] The sensing film based on compound 1 was prepared on the quartz substrate by pulling method. Put a drop of diethylamine at the bottom of the quartz cell, pad a ball of absorbent cotton above it to avoid direct contact with the sensing film, and seal the quartz cell with a cover. After placing the sensing film in a closed quartz cell, quickly measure the variation curve of the peak intensity and time at the maximum fluorescence emission peak. like figure 2 As shown, the intensity of the maximum absorption peak of the film was quenched by 89% within 300 seconds.

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PUM

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Abstract

The invention relates to a compound for detecting secondary amine, and preparation and application thereof. The compound contains boron ester and a BODIPY structure unit in conjugate connection with the boron ester. The compound has a structural general formula shown as in (I), wherein R1 and R2 are independently selected from the group consisting of benzene, naphthalene, anthracene, pyrene, carbazole, triphenylamine, binaphthalene, thiophene, quinoline, imidazole and rhodamine. The preparation method has the advantages of simpleness, high yield, easy separation and high purity. The compound provided by the invention has a novel structure and rapid and sensitive detection of secondary amine; and when the compound reacts with secondary amine, the film turns into purple from red, and the fluorescence is quenched. The test paper and film prepared from the compound react with secondary amine, and significant changes of the color and fluorescence take place in a few minutes and are visible to the naked eyes, so as to conveniently identify secondary amine.

Description

technical field [0001] The invention belongs to the field of detection of secondary amines, in particular to a compound capable of detecting secondary amines and its preparation and application. Background technique [0002] Related social fields such as food safety, public safety and environmental monitoring have great demand for the detection of low-concentration organic volatiles. Organic volatile amines are widely used as raw materials in chemical production, food industry and pharmaceutical industry. They are also dangerous chemicals that easily pollute the environment. Some amines are even drugs severely cracked down by the state, such as methamphetamine (commonly known as methamphetamine). Therefore, the real-time monitoring and alarming of organic volatile amines are particularly important. [0003] At present, relatively mature detection methods for volatile amines include chromatography-mass spectrometry, colorimetry, ion selective electrodes, and electron capture...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/04G01N21/64G01N21/78
Inventor 付艳艳贺庆国程建功朱德峰曹慧敏
Owner SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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