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A colorimetric chemical sensor and its preparation method and application

A chemical sensor, colorimetric technology, applied in the direction of organic chemistry, color/spectral property measurement, etc., to achieve the effect of good sensitivity, low detection limit, large coplanar performance

Active Publication Date: 2019-07-26
ANHUI UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention aims to provide a colorimetric chemical sensor and its preparation method and application. The technical problem to be solved is to obtain a suitable colorimetric chemical sensor structure through molecular design, so as to realize the colorimetric detection of halogens in the environment. Solvent, with the advantages of specific selectivity, high sensitivity and low detection concentration

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  • A colorimetric chemical sensor and its preparation method and application
  • A colorimetric chemical sensor and its preparation method and application
  • A colorimetric chemical sensor and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1: Synthesis of colorimetric chemical sensor molecule TCI

[0032] Add 3-benzothiazole-6-formyl-N-ethylcarbazole (compound 1) (0.53g, 1.5mmol) into a 100mL round bottom flask, add 15mL of methanol, heat and stir until the raw material is dissolved, then add 1 , 2,3,3-Tetramethyl-3H-indolium iodide (0.45g, 1.5mmol), and 2-3 drops of piperidine were added dropwise, and the reaction was refluxed at 70°C for 4h; after the reaction, the reaction solution was rotary evaporated , remove the solvent, and pass column chromatography on 200-300 mesh silica gel, the eluent is obtained after mixing dichloromethane and methanol at a volume ratio of 30:1 to obtain 0.51 g of the target product TCI, and the yield is 51%.

[0033] 1 H NMR (400MHz, DMSO-d 6 ): δ9.37(s,1H),9.06(s,1H),8.65(d,J=16.1Hz,1H),8.41(d,J=8.7Hz,1H),8.27(d,J=8.6Hz ,1H),8.18(d,J=7.9Hz,1H),8.07(d,J=8.1Hz,1H),7.91(t,4H),7.81(d,J=16.2Hz,1H),7.68–7.55 (m,3H),7.48(t,J=7.4Hz,1H),4.61(q,J=6.7Hz,2H),4.21(s,3H),1.8...

Embodiment 2

[0034] Example 2: Solvent selectivity test of colorimetric chemical sensor TCI

[0035] Dissolve the colorimetric chemical sensor TCI of the present invention in DMF to prepare a 2mM mother solution, take 100μL of the mother solution in a 10mL volumetric flask, and dilute to volume with different solvents to prepare a 20μM detection reagent. From figure 1 In a and 1b, it can be seen that the maximum ultraviolet absorption peak of compound TCI in halogen solvent is located at 515-538nm, and the solution is rose red or pink ( figure 2 up); in non-halogen solvents, the maximum ultraviolet absorption peaks are located between 486-497nm, and the solution is orange or light yellow ( figure 2 downlink). The absorption peak intensity of non-halogen solvents is also significantly weaker than that of halogen solvents. Halogen and non-halogen solvents can be well distinguished from the different UV absorption peak ranges and colors of compound TCI in different solvents. [1-20: Dich...

Embodiment 3

[0036] Example 3: UV absorption spectrum test of colorimetric chemical sensor TCI in mixed solvents with different dichloromethane contents

[0037] Dissolve TCI in DMF to prepare a 2mM mother solution, take 100μL of the mother solution in a 10mL volumetric flask, and dilute to volume with different solvents to prepare a 20μM detection reagent. The dichloromethane used is used as the halogen solvent to be measured, and ethyl acetate is used as the non-halogen solvent, according to a series of volume ratios V (CH 2 Cl 2) :V(EA+CH 2 Cl 2 ) to mix these two solvents (1-11:%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 100%). Through the test of ultraviolet-visible absorption spectrum, it is obtained Figure 4 . From the ultraviolet-visible spectrum of compound TCI in dichloromethane and ethyl acetate mixed solvent ( Figure 4 a and Figure 4 b) It can be seen that as the content of dichloromethane in the mixed solvent increases, the absorbance of the maximum ultraviolet a...

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Abstract

The invention discloses a colorimetric chemical sensor and a preparation method and application thereof. A structure of the colorimetric chemical sensor which takes carbazole as a parent body is as shown in the specification. Molecules of the colorimetric chemical sensor show specific response and high sensitivity in a coexisting system of halogen solvents and other interference agents, and the colorimetric chemical sensor is applicable to colorimetric detection of environmental halogen solvents.

Description

[0001] 1. Technical field [0002] The invention relates to a colorimetric chemical sensor and its preparation method and application, which are used to realize the colorimetric detection of halogen solvents in the environment, and have the advantages of specific selectivity, high sensitivity and low detection concentration. [0003] 2. Background technology [0004] Various organic solvents are widely used in industrial production and scientific research. For most organic reactions, the choice of organic solvent is very important, which is directly related to the reaction efficiency. The environmental problems caused by the use of a large amount of organic solvents have attracted more and more attention. Although some traditional methods and techniques, such as gas chromatography, high performance liquid chromatography, ion chromatography, and mass spectrometry, have been used to determine organic solvents, these methods are usually limited by some disadvantages, including exp...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D417/14G01N21/33
CPCC07D417/14G01N21/33
Inventor 冯燕王文娟孙新孟祥明朱满洲
Owner ANHUI UNIVERSITY