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A kind of method that utilizes aldehyde group-containing boron ester compound to detect peroxide

A technology of peroxides and compounds, applied in the field of fluorescent sensing materials, can solve the problems of slow, unfavorable fast detection of peroxides, non-thin-film fluorescent probes, etc., achieve high yield, avoid pretreatment process, and synthesize raw materials The effect of simple method

Active Publication Date: 2018-03-13
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, most of the above-mentioned literature reports are based on solution-phase fluorescent probes, rather than more practical thin-film fluorescent probes.
And the deboronation reaction in solution usually proceeds relatively slowly, and it takes hours or even days to complete the reaction, which is not conducive to the rapid detection of peroxides.

Method used

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  • A kind of method that utilizes aldehyde group-containing boron ester compound to detect peroxide
  • A kind of method that utilizes aldehyde group-containing boron ester compound to detect peroxide
  • A kind of method that utilizes aldehyde group-containing boron ester compound to detect peroxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] (1) Compound 1: Synthesis of 4-(phenyl-(4,4,5,5-tetramethyl-1,-1,3,2-boronate) phenyl) benzaldehyde (1) (wherein R1 is triphenylamine):

[0043]

[0044] Dissolve 742mg of N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,-1,3,2-boronate) aniline in 4mL N,N-dimethyl In base formamide, 2 g of phosphorus oxychloride was added dropwise at room temperature, and then the reaction temperature was increased to 90° C. for 1 hour. The reaction solution was cooled to room temperature, then poured into an ice-water mixture, and extracted with dichloromethane. After the extract was spin-dried, it was separated by column chromatography to obtain 400 mg of a bright yellow solid product.

[0045] Mass spectrum (EI): m / z399

[0046] H NMR 1 H-NMR (500MHz, CDCl 3 , 25°C, TMS): δ=9.81(s, 1H), 7.76-7.75(d, 2H), 7.69-7.67(d, 2H), 7.34-7.30(m, 2H), 7.18-7.12(m, 5H ), 7.07-7.05 (d, 2H), 1.34 (s, 12H).

[0047] (2) Compound 2: 5-(9,9-dioctyl-7-(4,4,5,5-tetramethyl-1,3,2-- boronate)-9-fluorenyl ...

Embodiment 2

[0058] Thin films based on compound 1 were prepared on quartz wafer substrates by spin-coating method. Put a little n-propylamine (R5 is n-propyl at this time) at the bottom of the airtight container, pad a ball of absorbent cotton above it to avoid direct contact with the film, and seal the container tightly. After placing the film in a closed container for about 5 minutes, take it out, and then put it in a vacuum drying oven to dry for 5 minutes. The treated film can be used as a peroxide sensing film. The fluorescence emission spectra of the films before and after treatment were tested respectively. Such as figure 1 As shown, the maximum emission peaks of the film prepared by compound 1 and the treated sensing film are at 465nm and 420nm, respectively.

Embodiment 3

[0060] Put a drop of hydrogen peroxide 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. The films before and after the treatment in Example 2 were respectively placed in a closed quartz cell, and the curves of peak intensity and time at the maximum fluorescence emission peaks of 465 nm and 420 nm were measured rapidly. Such as figure 2 As shown, the intensity of the maximum emission peak of the film before and after treatment was quenched by 42% and 83% respectively within 300 seconds, which fully shows that the reaction rate of the film after primary amine treatment is accelerated and has a more sensitive response. characteristic.

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Abstract

The present invention relates to a kind of method that utilizes the boron ester compound containing aldehyde group to detect peroxide, it is characterized in that comprising, at first preparing the film of the boron ester compound containing aldehyde group, then fully exposing the film to the saturated steam of primary aliphatic amine After fumigation, the new film formed can be used for peroxide vapor detection after natural drying or vacuum drying. The detection method provided by the present invention is simple and convenient, quick in response, and does not need additional catalysts, and obvious fluorescence quenching can occur in a short period of time by the action of the treated film and the vapor of the peroxide, according to the quenching of its fluorescence intensity. The detection of peroxide can be realized.

Description

technical field [0001] The invention belongs to the field of fluorescent sensing materials, in particular to a method for detecting peroxides by using aldehyde group-containing boron ester compounds. Background technique [0002] Due to the easy-to-obtain synthetic raw materials and simple preparation methods of peroxide explosives, they have been increasingly used in terrorist attacks and criminal activities in recent years, posing a great threat to people's lives and property safety. At present, there is a lack of research on detection methods for peroxide explosives, especially on-site detection methods and instruments. Although some detection methods such as mass spectrometry, gas chromatography, electrochemical and ion mobility spectrometry have been successfully used in the detection of peroxides, these methods are either complicated to operate or require large and expensive instruments, which greatly increase the detection cost and reduce the detection cost. efficien...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/64
Inventor 付艳艳贺庆国程建功范天驰朱德峰曹慧敏
Owner SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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