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Oxyether triazole compound, and preparation method and application thereof

A technology of triazoles and compounds, which is applied in the field of organic synthesis, can solve problems that have not been found or retrieved, and achieve the effects of large profit margins, low production costs, and high reaction yields

Inactive Publication Date: 2014-05-07
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, no 1-(4-(4-(1H-1,2,4-triazol-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole This compound, not to mention 1-(4-(4-(1H-1,2,4-triazol-1-yl)phenoxy)phenyl)-1H-1,2,4-tri Literature Reports on Synthetic Methods of Azole

Method used

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  • Oxyether triazole compound, and preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The molar ratio of 4,4'-dibromodiphenyl ether: triazole: potassium carbonate: copper oxide is 2:10:30:1

[0023] CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), and 4,4'-Dibromodiphenyl ether (0.3360 g, 1 mmol), 20 mL DMF. Start stirring at 100 o C, reacted for 24 hours. After the reaction, the reaction solution was lowered to room temperature, filtered, and 100 mL of water was added to the filtrate, a large amount of precipitate was precipitated, filtered with suction, and the filter cake was collected, with a yield of 60%. Confirmation of the structure of the compound: 1-(4-(4-(1H-1,2,4-triazol-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole, Melting point: 163-165 o c.

[0024] Elemental analysis (C 16 N 6 Oh 12 ) test shows, C, 63.19; H, 4.01; N, 27.56; theoretical value: C, 63.15; H, 3.97; N, 27.62.

Embodiment 2

[0026] Preparation:

[0027] The molar ratio of 4,4'-dibromodiphenyl ether: triazole: potassium carbonate: copper oxide is 2:10:30:1

[0028] CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), and 4,4'-Dibromodiphenyl ether (0.3360 g, 1 mmol), 20 mL DMF. Start stirring at 150 o C, reacted for 60 hours. After the reaction, the reaction solution was lowered to room temperature, filtered, and 100 mL of water was added to the filtrate, and a large amount of precipitate was precipitated, filtered with suction, and the filter cake was collected to obtain 1-(4-(4-(1H-1,2,4-triazol Azol-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole compound, the yield is 30%, the structure of the compound is confirmed: 1-(4-(4-(1H-1, 2,4-Triazol-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole, melting point: 163-165 o c.

[0029] Elemental analysis (C 16 N 6 Oh 12 ) test shows, C, 63.19; H, 4.01; N, 27.56; theoretical value: C, 63.15; H, 3.97; N, 27.62.

Embodiment 3

[0031] Application of 1-(4-(4-(1H-1,2,4-triazol-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole in the preparation of luminescent materials .

[0032] Method: The compound (1-(4-(4-(1H-1,2,4-triazol-1-yl)phenoxy)phenyl)-1H-1, 2,4-triazole) excitation wavelength and emission wavelength scan, select and determine the best wavelength.

[0033] Conclusion: The excitation and emission wavelengths of this compound are 428 nm and 510 nm, respectively.

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Abstract

The invention discloses a preparation method of 1-(4-(4-(1H-1,2,4-triazolyl-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole. The organic compound is prepared by heating 4,4'-dibromodiphenyl ether, triazole, potassium carbonate and copper oxide by a one-pot process. The preparation method has the characteristics of simple technological operation, low production cost and low environmental pollution, and is suitable for large-scale industrial production. The invention also discloses application of the 1-(4-(4-(1H-1,2,4-triazolyl-1-yl)phenoxy)phenyl)-1H-1,2,4-triazole in photoelectric materials.

Description

[0001] The invention was funded by Tianjin Municipal Science and Technology Commission General Project (11JCYBJC03600), National Natural Science Foundation of China-China Youth Fund (21001080) and Tianjin Normal University Development Fund (52XK1308). technical field [0002] The invention belongs to the technical field of organic synthesis and relates to 1-(4-(4-(1H-1,2,4-triazol-1-yl)phenoxy)phenyl)-1H-1,2,4- Preparation method and application of triazole compound. Background technique [0003] 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-bridge mode by coordinating the nitrogen atom on the 1,2 position with the metal ion, and the unsubstituted 1,2,4-triazole derivatives at the 4 position can pass through the 2,4 po...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/08C09K11/06
CPCC07D249/08C09K11/06C09K2211/1059
Inventor 王英刘巨艳
Owner TIANJIN NORMAL UNIVERSITY
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