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Benzothiazole derivative, preparation method thereof and application of benzothiazole derivative in rapid visual identification of Baijiu alcoholic strength

A technology of benzothiazole and derivatives, applied in the field of fluorescent materials, can solve the problems of unintuitive measurement results, complicated sample preparation, and high operation requirements, and achieve the effects of good water solubility and luminescence properties, simple product purification, and simple synthesis process.

Active Publication Date: 2020-04-21
SOUTH CHINA NORMAL UNIVERSITY
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] 1) Karl Fischer titration: When using iodine to oxidize sulfur dioxide, a certain amount of water is required to participate in the reaction, so that it can be used to determine the absolute value of moisture content, suitable for most solid and liquid samples, and has a wide detection range and high accuracy. High advantages, but the configured Fischer reagent needs to be absolutely isolated from air and moisture, which is very unstable and difficult to store;
[0004] 2) High-resolution capacitive moisture sensor: It can detect trace moisture in various organic solvents, the detection limit in ethanol is 0.019% (w / w), and the response time is 60ms, but the sensitivity of the sensor is greatly affected by temperature ;
[0005] 3) Fluorescent sensing materials for detecting moisture content prepared by organic polymers, metal complexes, metal-organic frameworks (MOFs), inorganic perovskites, etc., for example: poly-LnMOFs probes synthesized by biomimetic mineralization , different water content (including trace) can cause the fluorescence intensity to change linearly, so according to the Stern-Volmer equation I 0 / I=1+K SV [H 2 O] Calculation of moisture content in unknown organic solutions, this method cannot perform real-time in situ detection
However, the above-mentioned moisture content detection methods generally have shortcomings such as high operational requirements, not easy to carry, complicated sample preparation, unintuitive measurement results, and small detection range.

Method used

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  • Benzothiazole derivative, preparation method thereof and application of benzothiazole derivative in rapid visual identification of Baijiu alcoholic strength
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  • Benzothiazole derivative, preparation method thereof and application of benzothiazole derivative in rapid visual identification of Baijiu alcoholic strength

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Embodiment

[0035] A kind of benzothiazole derivative, its preparation method comprises the following steps:

[0036] 1) Add 2mmol of 5-bromoisophthalic acid, 4.4mmol of o-aminothiophenol and 15mL of polyphosphoric acid into a 50mL round bottom flask, heat up to 170°C for 36h, cool the reactant to room temperature, and use NaOH aqueous solution adjusted the pH to 9, a large amount of solids were precipitated, vacuum filtration under reduced pressure, recrystallization of the solid obtained by suction filtration with tetrahydrofuran, to obtain

[0037] 2) Add 0.1mmol of 0.12mmol of 4-ethynyl anisole, 0.01mmol of Pb (PPh 3 ) 2 Cl 2 , 0.01mmol of CuI, 2mL of triethylamine and 2mL of tetrahydrofuran were added to the reaction kettle, reflux reaction at 90°C for 24h, the reaction solution was cooled to room temperature, and 2mL of saturated ammonium chloride solution was added to quench the reaction, and dichloromethane and Ammonium chloride solution was used for extraction, the collect...

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Abstract

The invention discloses a benzothiazole derivative, a preparation method of the benzothiazole derivative and an application of the benzothiazole derivative in rapid visual identification of Baijiu alcoholic strength. The benzothiazole derivative provided by the invention has a structural formula shown in the specification. The preparation method comprises the following steps: 1) carrying out a reaction process on 5-bromoisophthalic acid and aminothiophenol, and 2) performing a Sonogashira coupling reaction with 4-acetenyl anisole. The benzothiazole derivative disclosed by the invention belongsto a D-pi-A type fluorescent material, is good in water solubility and luminescence property, simple in synthesis process and low in manufacturing cost, and can be used for rapid visual identification of the alcoholic strength of Baijiu.

Description

technical field [0001] The invention relates to a benzothiazole derivative and a preparation method thereof, and the application of fast visual identification of liquor alcohol content, and belongs to the technical field of fluorescent materials. Background technique [0002] The methods or materials for detecting moisture content reported in the literature mainly include the following: [0003] 1) Karl Fischer titration: When using iodine to oxidize sulfur dioxide, a certain amount of water is required to participate in the reaction, so that it can be used to determine the absolute value of moisture content, suitable for most solid and liquid samples, and has a wide detection range and high accuracy. High advantages, but the configured Fischer reagent needs to be absolutely isolated from air and moisture, which is very unstable and difficult to store; [0004] 2) High-resolution capacitive moisture sensor: It can detect trace moisture in various organic solvents, the detec...

Claims

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Application Information

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IPC IPC(8): C07D277/66C09K11/06G01N21/64
CPCC07D277/66C09K11/06C09K2211/1037G01N21/6428G01N21/6447G01N2021/6439
Inventor 汪朝阳陈思鸿蒋凯
Owner SOUTH CHINA NORMAL UNIVERSITY
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