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Fluorescent compound for detection of isocyanate substances and its preparation method and its application as a test paper type detection probe

A technology of fluorescent compounds and isocyanic acid, which is applied in the preparation of imino compounds, chemical instruments and methods, and analysis using chemical indicators, etc. Detection, detection selectivity is good, the effect of improving detection effect

Active Publication Date: 2021-05-14
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of this molecule is complicated, and a large amount of dangerous and irritating chemical reagents such as oxalyl chloride are required in the preparation process, which is not conducive to environmental protection; at the same time, because of the long preparation process, the final yield is not high. Not conducive to mass production
The currently reported fluorescent probe compounds used to detect isocyanate substances are basically traditional aggregation-quenching fluorescent compounds, which do not have the effect of aggregation-induced fluorescence enhancement. Therefore, these fluorescent probe compounds are used as solid-state detectors (such as detection test paper ) often leads to fluorescence quenching due to aggregation, which makes the fluorescence quantum yield of solid-state detectors such as test paper low and the luminescence is weak, thus affecting the detection effect

Method used

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  • Fluorescent compound for detection of isocyanate substances and its preparation method and its application as a test paper type detection probe
  • Fluorescent compound for detection of isocyanate substances and its preparation method and its application as a test paper type detection probe
  • Fluorescent compound for detection of isocyanate substances and its preparation method and its application as a test paper type detection probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050]A method for preparing a fluorescent compound (BTPAP) for isocyanate substance detection, including the steps of:

[0051](1) 672 mg of N, N-diphenyl-[1,1'-biphenyl] -4,4'-diamine is dissolved in 20 mL of acetonitrile, and ultrasonic stirring is evenly mixed, resulting in solution 1;

[0052](2) 150 mg of 4-hydroxybenzene terephthane is dissolved in 10 ml of acetonitrile, and ultrasonic stirring is uniform, and solution 2 is obtained.

[0053](3) At the same time, 138 mg of potassium carbonate is soluble in deionized water, ultrasonic stirring is uniform, resulting in a water solution of 1 mol / L of potassium carbonate;

[0054](4) The solution 2 of the solution 1 and the step (2) of step (1) is mixed, and the 1 mol / L of the potassium carbonate obtained by dripping step (3) is added dropwise, and the vacuum is filled with nitrogen. The heating reaction was carried out, and the reaction temperature was controlled at 25 ° C. After 3 h, the reaction was stopped, and after cooling to room ...

Embodiment 2

[0057]A method for preparing a fluorescent compound (BTPAP) for isocyanate substance detection, including the steps of:

[0058](1) 1008 mg of N, N-diphenyl-[1,1'-biphenyl] -4,4'-diamine is dissolved in 50 ml of acetonitrile, and ultrasonic stirring is uniform, and the solution 1 is obtained;

[0059](2) 150 mg of 4-hydroxybenzene terephthane is dissolved in 50 mL of acetonitrile, ultrasonic stirring is uniform, resulting in solution 2;

[0060](3) 690 mg of potassium carbonate is soluble in deionized water, ultrasonic stirring is uniform, resulting in 3 mol / L of potassium carbonate aqueous solution

[0061](4) The solution 2 of the solution 1 and the step (2) of step (1) is mixed, and the 3 mol / L of the potassium carbonate solution obtained by dripping step (3) is added dropwise, and the vacuum is filled into nitrogen. After heating, the reaction temperature was controlled at 70 ° C, and the reaction was stopped, and the reaction was stopped, cooled to room temperature, separated, 644.5 mg...

Embodiment 3

[0064]A method for preparing a fluorescent compound (BTPAP) for isocyanate substance detection, including the steps of:

[0065](1) 1680 mg of N, N-diphenyl-[1,1'-biphenyl] -4,4'-diamine is dissolved in 500 mL of acetonitrile, and ultrasonic stirring is evenly mixed, resulting in solution 1;

[0066](2) 150 mg of 4-hydroxybenzene terephthane is dissolved in 100 mL of acetonitrile, and ultrasonic stirring is uniform, resulting in solution 2;

[0067](3) 1380 mg of potassium carbonate is soluble in deionized water, ultrasonic stirring is uniform, resulting in 6 mol / L of potassium carbonate aqueous solution;

[0068](4) The solution 2 of the solution 1 and the step (2) of step (1) is mixed, and the 6 mol / L potassium carbonate solution obtained by dripping step (3) is added dropwise, and the vacuum is filled into nitrogen. After heating, the reaction temperature was controlled at 120 ° C, and the reaction was stopped, and the reaction was stopped, cooled to room temperature, purified, 707.4 mg ...

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PUM

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Abstract

The invention discloses a fluorescent compound used for detecting isocyanate substances, a preparation method and its application as a test paper type detection probe. The fluorescent compound is 2,4-bis(((4'-(diphenylamino)-[1,1'-biphenyl]-4-yl)imino)methyl)phenol. The fluorescent compound is prepared by a one-step method, has simple preparation and high yield, can respond quickly and specifically to isocyanate substances, and its fluorescence intensity will increase with the increase of isocyanate concentration. The fluorescent compound can be made into a portable test paper probe for detecting isocyanate substances in the air, and can realize visual detection of volatile isocyanate gases. The probe has an aggregation-induced luminescence effect, and can have a higher fluorescence quantum yield when a test paper type probe is used for detection. The fluorescent probe prepared by the invention can be used in the detection of solution and gaseous isocyanate substances, and can be used to monitor the isocyanate in the atmosphere, water resources and the like.

Description

Technical field[0001]The present invention relates to the field of photochemical detection and analysis, and more particularly to a fluorescent compound and a preparation method for the detection of isocyanate substances and its application as a test strip type detection probe.Background technique[0002]Isocyanate mainly includes a plurality of monoisocyanates, diisocyanates, and polyisocyanates, etc. with a compound having a-NCO functional group. Because of its high reaction activity, isocyanate is widely used in the polyurethane industry as raw materials for producing all kinds of polyurethane items. In addition, isocyanate is also a necessary component of insecticides, fungicides, herbicides, etc., also widely used in industrial chemistry, drug preparation, agricultural sterilization. Polyurethane products (such as polyurethane adhesives) release the isocyanate substance produced by residual free isocyanate or degradation during construction and use. In the factory of the producti...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/24C07C249/02C09K11/06G01N21/78
CPCC07C251/24C09K11/06G01N21/78C09K2211/1007C09K2211/1014G01N21/643C09B55/005C09B57/008G01N31/22
Inventor 吴水珠徐灵峰曾钫
Owner SOUTH CHINA UNIV OF TECH
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