Aromatic phenolic compound for room-temperature phosphorescence detection of drug gas and sensing film and application thereof

A technology of room temperature phosphorescence and sensing thin film, applied in fluorescence/phosphorescence, measurement devices, material analysis through optical means, etc., to achieve the effects of high sensitivity, high selectivity, and strong anti-interference ability

Active Publication Date: 2021-08-13
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

[0005] The object of the present invention is to provide a room temperature phosphorescent aromatic phenolic compound and its sensing film and application to detect drug gas, thereby solving the lack of effective methods in the prior art Problems with Room Temperature Phosphorescent Sensing Materials for Drug Gas Detection

Method used

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  • Aromatic phenolic compound for room-temperature phosphorescence detection of drug gas and sensing film and application thereof
  • Aromatic phenolic compound for room-temperature phosphorescence detection of drug gas and sensing film and application thereof
  • Aromatic phenolic compound for room-temperature phosphorescence detection of drug gas and sensing film and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Example 1 This example provides a method for preparing an aromatic phenolic compound film for room temperature phosphorescence detection of drug gas. The film preparation includes the following steps:

[0050] (1) Acquisition of compound: in the round bottom flask, add 3.0892g (65mmol) phenol, hexamethylenetetramine 19.26914g (143mmol), finally add the trifluoroacetic acid of 80ml, stir to make above-mentioned solid dissolve completely, at 120 Reflux at ℃ for 20 hours, heat up to 150℃, keep for 3h, cool down to 120℃, add 100ml of 3N hydrochloric acid, cool down to 100℃, keep warm for 30min, stop heating, cool overnight, yellow powder precipitates out of the solution, filter, and wash with water to obtain The powder weighed 4.9634g (yield: 42.9%). Subsequently, the above powder was recrystallized in DMF to obtain pure brown crystals with a quality of 4.0245g (total yield: 34.8%);

[0051] The prepared compound is 2-hydroxyl-1,3,5benzenetricarbaldehyde (marked as TFP). Th...

Embodiment 2

[0054] Example 2 This example provides a preparation method of an aromatic phenol compound film for detecting drug gas by phosphorescence at room temperature and its application in drug gas detection.

[0055] Its film preparation comprises the following steps:

[0056] (1) Synthesis of compound: in the round bottom flask, add 3.11715g (65mmol) phenol, hexamethylenetetramine 38.26914g (273mmol), finally add the trifluoroacetic acid of 72ml, stir to make above-mentioned solid dissolve completely, at 120 Reflux at ℃ for 22 hours, heat up to 150℃, keep for 3.5h, cool down to 122℃, add 100ml of 3N hydrochloric acid, cool down to 102℃, stop heating after keeping for 35min, cool overnight, yellow powder precipitates out of the solution, filter and wash with water Obtain powder, weighing 5g, subsequently, above-mentioned powder is recrystallized in DMF, obtains pure brown crystal, and quality is 4.2184g (total yield: 36.5%);

[0057] The prepared fluorescent compound is TFP, and its...

Embodiment 3

[0064] Example 3 This example provides a case in which an aromatic phenolic compound film detects the gas concentration of methylphenethylamine through the change of phosphorescence intensity at room temperature. The detection steps are as follows:

[0065] (1) Place the film obtained in Example 1 in a cuvette, plug the mouth of the cuvette with a silicone plug inserted into two 1.2*1.6mm polytetrafluoroethylene hoses, and then use a syringe to inject different concentrations of The mixed gas of methyl phenylethylamine is poured into the cuvette, and the enhancement rate of the emission intensity when excited at 415nm and emitted at 552nm is monitored by a fluorometer, and the relationship between the enhancement rate of the emission intensity and the concentration is drawn as Figure 5 , the fitted standard curve is: y=4.74+0.266*x, R 2 =0.98;

[0066] (2) Place the film obtained in Example 1 in a cuvette, plug the mouth of the cuvette with a silicone plug inserted into two ...

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Abstract

The invention provides an aromatic phenolic compound for room-temperature phosphorescence detection of drug gas and a sensing film and application thereof. The aromatic phenolic compound has a structure as shown in a formula I. Organic matter in the film comprises a conjugated aromatic macrocyclic compound containing a phenolic hydroxyl group, meanwhile, an aromatic ring further comprises an electron-withdrawing substituent group, a proper solvent is selected to prepare a solution, then the sensing film is prepared through dispensing, dip-coating or spin-coating and other methods, the film can sense drug gas. Research finds that the sensed film has room temperature phosphorescence, so that the sensing process can be monitored by monitoring the change of the intensity of the room temperature phosphorescence, and room temperature phosphorescence sensing has the advantages of high sensitivity, high selectivity, high response speed and strong anti-interference capability; according to the aromatic phenolic sensing film provided by the invention, room-temperature phosphorescent efficient detection of synthetic drugs represented by methamphetamine can be realized, and the aromatic phenolic sensing film is expected to be applied to drug enforcement work of public security departments in the future.

Description

technical field [0001] The invention belongs to the field of drug gas sensing, and in particular relates to an aromatic phenolic compound for room temperature phosphorescence detection of drug gas, a sensing film and an application thereof. Background technique [0002] In recent years, pure organic room temperature phosphorescent (RTP) materials have become a research hotspot due to their wide applications in bioimaging, anti-counterfeiting, OLED and other fields. Compared with inorganic or metal complex RTP systems, organic RTP materials are low-cost, environmentally friendly, biocompatible, stable, and have good processability, but they also face higher synthesis and design difficulties. It is very difficult to obtain stable organic triplet excitons. Methods such as introducing heavy atoms and using various packaging modes such as confining luminophores in rigid substrates, setting physical isolation layers, polymer encapsulation, and host-guest nesting have been applied....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64
CPCG01N21/6428G01N21/643G01N2021/6432Y02A50/20
Inventor 梅芬徐炜贺庆国程建功
Owner SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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