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Preparation method and application of m-phenyl-4-substituted-bitriazole compound

A technology of triazole compound and triazole nucleus, applied in chemical instruments and methods, organic chemistry, azo dyes, etc., can solve the problem of high cost, achieve low production cost, suitable for large-scale industrial production, and large profit margins. Effect

Inactive Publication Date: 2015-02-25
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004]Among the reported dye sensitizers, the ruthenium-based sensitizer containing precious metals has the best performance, but its cost is relatively high

Method used

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  • Preparation method and application of m-phenyl-4-substituted-bitriazole compound

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The molar ratio of m-phenylenediamine to bisformylhydrazide is 1:2.

[0025] Add m-phenylenediamine (1 mmol) and bisformylhydrazide (2 mmol) respectively into a 50 mL three-necked round-bottomed flask equipped with a magnet, reflux condenser, and thermometer, start stirring at 160 °C, and react for 12 hours. After the reaction was completed, the reaction solution was cooled to room temperature, and a large amount of precipitate was precipitated, which was recrystallized with water and ethanol, and the yield was 86%. Elemental Analysis C 10 h 8 N 6 Theoretical: C, 56.60; H, 3.80; N, 39.60. Experimental values: C, 56.56; H, 3.75; N, 39.56.

[0026] Preparation:

[0027] The molar ratio of m-phenylenediamine to bisformylhydrazide is 1:2.

[0028] Add m-phenylenediamine (1 mmol) and bisformylhydrazide (2 mmol) respectively into a 50 mL three-necked round-bottom flask equipped with a magnet, reflux condenser and thermometer, and start stirring at 160 ° C for 12 hours. ...

Embodiment 3

[0030] The luminescent agent has fluorescent properties; the specific method steps are as follows:

[0031] Scan the excitation wavelength and emission wavelength of the compound (Example 1) with a spectrofluorometer to select and determine the optimum wavelength.

[0032] Conclusion: The excitation and emission wavelengths of this compound are 375 nm and 550 nm, respectively.

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Abstract

The invention discloses a preparation method and application of an m-phenyl-4-substituted-bitriazole compound, and particularly discloses a preparation method of 4-(3-(4H-1, 2, 4-triazole-4-yl)phenyl)-4H-1, 2, 4-triazole. The organic compound is prepared by using a one-pot method, namely heating m-phenylenediamine and diformylhydrazine. The preparation method disclosed by the invention has the characteristics of simple technological operation, low production cost and little environmental pollution and is suitable for large-scale industrial production. The 4-(3-(4H-1, 2, 4-triazole-4-yl)phenyl)-4H-1, 2, 4-triazole prepared by using the preparation method can be applied to the aspects of photoelectric materials and luminescent agents.

Description

[0001] The invention is supported by the General Project of National Natural Science Foundation of China (21471113), the project funding of Tianjin Municipal Education Commission (20140506) and the funding of Tianjin Higher Education Innovation Team Training Program (TD12-5038). technical field [0002] The invention belongs to the technical field of organic synthesis, and relates to 4-(3-(4H-1,2,4-triazol-4-yl)phenyl)-4H-1,2,4-triazole compound and its preparation method , Application of 4-(3-(4H-1,2,4-triazol-4-yl)phenyl)-4H-1,2,4-triazole in luminescent agent. Background technique [0003] 4-(3-(4H-1,2,4-triazol-4-yl)phenyl)-4H-1,2,4-triazole has a planar structure. 1,2,4-triazole and its derivatives have the coordination characteristics of pyrazole and imidazole, and are bridging ligands with strong coordination ability. A large number of mononuclear, multinuclear and multidimensional compounds have been synthesized and characterized . These ligands can form N1, N2-br...

Claims

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Application Information

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IPC IPC(8): C07D249/08C09K11/06C09B57/00
CPCC07D249/08C09B57/00C09K11/06C09K2211/1059
Inventor 王英
Owner TIANJIN NORMAL UNIVERSITY
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