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Schiff base compound, preparation thereof and application of Schiff base compound in copper ion detection

A technique for Schiff base and compound is applied to the Schiff base compound and its preparation and application in copper ion detection, can solve the problems of limited application range, long response time, low sensitivity and the like, and achieves simple and convenient operation and high sensitivity High, easy to synthesize effect

Active Publication Date: 2018-09-28
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently reported copper ion optical sensing systems have disadvantages such as complex synthesis, low sensitivity, long response time, and poor selectivity, and their application range is limited.

Method used

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  • Schiff base compound, preparation thereof and application of Schiff base compound in copper ion detection
  • Schiff base compound, preparation thereof and application of Schiff base compound in copper ion detection
  • Schiff base compound, preparation thereof and application of Schiff base compound in copper ion detection

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The synthesis of embodiment 1 Schiff base compound L

[0025] Dissolve 0.3350g, 1mmol of 3-benzothiazolyl-2-hydroxy-5-bromobenzaldehyde in 30ml of anhydrous methanol, then add 0.1210g, 1mmol of tris(hydroxymethyl)aminomethane, heat and reflux at 68°C for 12h Stop the reaction, suction filter and wash to obtain a dry orange-yellow solid product.

[0026] The solid product of this embodiment was characterized by proton nuclear magnetic spectrum, high-resolution mass spectrum and infrared spectrum respectively, and the results are as follows:

[0027] 1 H NMR (DMSO-d 6 )δ (ppm): 14.50 (d, 1H, -PhO-H), 8.66 (d, 1H, -ArH), 8.55 (s, 1H, -CH=N-), 8.09 (d, 1H, -ArH) ,7.99(d,1H,-ArH),7.88(s,1H,-ArH),7.50(t,1H,-ArH),7.39(t,1H,-ArH),5.29(s,3H,-OH) ,3.70(s,6H,-CH 2 -).

[0028] HRMS(ESI):calcd.for C 18 h 17 BrN 2 o 4 S(M+H)437.0165, found: 437.01669.

[0029] IRνmax (KBr) 3387, 2900, 1641, 1523, 1322, 1218, 1052, 912, 866, 762cm -1 .

Embodiment 2

[0030] The preparation of embodiment 2 test paper

[0031] Soak 2×1cm filter paper strips with 0.1mol / L HCl for one hour, then wash with distilled water until neutral, dry and set aside, dissolve the compound L synthesized in Example 1 in DMSO solvent, and then prepare The filter paper strip soaked in DMSO solution (wherein, the concentration of Schiff base compound is 10 -3 M) After a certain period of time, dry to obtain Schiff's base test paper.

Embodiment 3

[0032] Embodiment 3 Schiff base compound test paper measures Cu of different concentrations 2+ aqueous solution.

[0033] The test paper prepared in Example 2 was soaked in 0.5×10 -3 M, 1×10 -3 M, 1.5×10 -3 M, 2×10 -3 M, Cu 2+ In the aqueous solution, after 0.5min, take out the test paper, and the color of the test paper under the fluorescent lamp gradually changes from yellow to green (see Figure 4 a), under the 365nm ultraviolet lamp, the strong yellow fluorescence is gradually quenched (such as Figure 4 b).

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Abstract

The invention discloses a Schiff base compound, preparation thereof and an application of the Schiff base compound in copper ion detection. The preparation of the Schiff base compound comprises the steps of subjecting 3-benzothiazolyl-2-hydroxyl-5-bromobenzaldehyde and tri(hydroxymethyl)aminomethane, which are in the mole ratio of 1: (1 to 1.5), to heating refluxing for 10 to 15 hours in anhydrousmethanol at the temperature of 60 DEG C to 70 DEG C, carrying out suction filtration after the reaction ends, and washing solids, thereby obtaining the Schiff base compound. Schiff base test paper isobtained through dissolving the obtained Schiff base compound in a DMSO solvent, then, soaking filter paper in a DMSO solution, and carrying out drying. The Schiff base test paper is used for detecting copper ions in an aqueous solution, the sensitivity is high, the result is clear and recognizable, the operation is simple, convenient and quick, special instrument and equipment and professional training are not required, and thus, the popularization is facilitated.

Description

technical field [0001] The invention relates to a Schiff base compound and a colorimetric detection technology, in particular to a Schiff base compound and its preparation and application in copper ion detection. Background technique [0002] Copper ion is one of the most important transition elements in the environment and human body. It plays a very critical role in the human body. Copper ions can participate in physiological processes as cofactors of various metalloenzymes. However, excess copper ions may unbalance some cellular processes and generate reactive oxygen species, which can cause various neurological diseases, such as Menkes' disease, Wilson's disease and Alzheimer's disease, etc. In addition, since copper is widely used in industries such as electrical, mechanical and construction, it also pollutes the environment. Therefore, Cu in biological systems and environments 2+ detection is very important. At present, the main methods used for copper ion detectio...

Claims

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Application Information

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IPC IPC(8): C07D277/66C09K11/06G01N21/78
CPCC07D277/66C09K11/06C09K2211/1007C09K2211/1037G01N21/78
Inventor 王煜冯佳王建华
Owner SHANXI UNIV
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