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Fluorescent compound and application thereof in detecting trace methylamphetamine

A technology for fluorescent compounds and methamphetamine, which is applied in the directions of fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve the problems of complex high-performance liquid chromatography equipment, can not meet the requirements of rapid determination, slow response of immune method, etc., and achieves inhibition of fluorescence. Quenching problem, easy adjustment of structure, sensitive effect

Active Publication Date: 2010-12-01
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

The application of gas chromatography-mass spectrometry usually requires extraction and enrichment of samples before application. The organic solvents used in it will cause secondary pollution to the environment and are not suitable for rapid on-site detection; high-performance liquid chromatography is complicated and cumbersome. The cycle is long; the response of the immunological method is relatively slow, which cannot meet the rapid determination on the spot

Method used

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  • Fluorescent compound and application thereof in detecting trace methylamphetamine
  • Fluorescent compound and application thereof in detecting trace methylamphetamine
  • Fluorescent compound and application thereof in detecting trace methylamphetamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1 The structures of the compounds responsive to methamphetamine vapor are shown in Table 1, and the synthetic methods of some preferred compounds are as follows.

[0039] (1) The structure and synthesis of compound 1 (n 1 = 1, n 2 =1, n=1, R 1 = R 3 =-C 8 h 17 )

[0040]

[0041]Weigh 322mg 9,9-dioctylfluorene-2,7-diboronic acid incandyl alcohol ester and 214mg monobromobenzothiadiazole and 130mg tetrakis-triphenylphosphopalladium catalyst and place in a 50ml two-necked bottle, After deoxygenation, protect it with argon, then inject 10ml of degassed toluene into it as a solvent, and slowly add about 1mmol of K 2 CO 3 Solution, reacted at 90°C for 72h. After washing with water, it was extracted with dichloromethane, and then the extract was spin-dried on a rotary evaporator. The obtained crude product was separated by chromatographic column to obtain compound 1 as a white solid.

[0042] H NMR 1 H-NMR (400MHz, CDCl 3 , 25°C, TMS): δ=8.02(m, 4H), ...

Embodiment 2

[0053] A sensing thin film based on Compound 1 prepared in Example 1 was prepared on a quartz wafer substrate by a pulling method. Test the fluorescence spectrum and photostability of the sensing film. Put a drop of methamphetamine 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. Such as Figure 4 As shown, under the saturated vapor of methamphetamine, the intensity of the maximum emission peak of its film was quenched by 37% within 20s.

Embodiment 3

[0055] A sensing film based on the polymer 2 prepared in Example 1 was prepared on a quartz wafer substrate by a pulling method. Test the fluorescence spectrum and photostability of the sensing film. Put a small amount of methamphetamine at the bottom of the quartz pool, pad a ball of absorbent cotton above it to avoid direct contact with the sensing film, and seal the quartz pool 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. Such as Figure 5 As shown, under the saturated vapor of methamphetamine, the intensity of the maximum emission peak of its film was quenched by 35% within 20s.

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Abstract

The invention relates to a fluorescent compound and application thereof in detecting trace methylamphetamine, which is characterized in that the structural general formula of the fluorescent compound is shown in the specification, wherein R1 and R2 in the formula are respectively one fluorescent substituent group and the derivative thereof, the fluorescent substituent group comprises triphenylamine, benzene, naphthalene, anthracene, pyrene, fluorine, dinaphthalene, carbazole, benzothiophene, phenothiazinyl and rhodamine, and R3 is alkyl substituent. The steam action of the fluorescent compound provided by the invention and the methylamphetamine can carry out obvious fluorescent quenching in short time, and the methylamphetamine can be detected according to the fluorescent intensity quenching. The fluorescent compound is a novel fluorescent sensing material for detecting methylamphetamine. The detection limit reaches 100 ppb.

Description

technical field [0001] The present invention relates to a class of fluorescent compounds and their application in the detection of trace methamphetamine, more precisely a class of fluorescent sensing materials containing benzothiadiazole groups with fast fluorescence response to methamphetamine gas, The invention belongs to the field of preparation of organic fluorescent sensor materials. Background technique [0002] Methamphetamine, commonly known as methamphetamine, is an illegal drug that is strictly controlled both internationally and domestically. It is a class of substances with strong excitatory, appetite-suppressing, and mild hallucinogenic effects. It is also one of the most popular drugs of abuse. Due to its cheap preparation raw materials and relatively simple synthesis technology, it is easy to be mastered by criminals, and it will flow into the society after illegal preparation, endangering human health and public safety. According to statistics, 6.15 tons of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D285/14C08G61/12C09K11/06G01N21/64
Inventor 付艳艳贺庆国程建功曹慧敏朱德峰施立琦
Owner SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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