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Anthracene ring triazole compound, and preparation method and application thereof

A technology for triazoles and compounds, which is applied in the field of organic synthesis, can solve the problems that have not been found or retrieved, and achieve the effects of simple and easy reaction operation, large profit margins, and high purity

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, the compound 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole has not been found, more No literature reports on the synthesis method of 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole were found

Method used

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  • Anthracene ring triazole compound, and preparation method and application thereof
  • Anthracene ring triazole compound, and preparation method and application thereof
  • Anthracene ring triazole compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The molar ratio of 9,10-dibromoanthracene: triazole: potassium carbonate: copper oxide is 2:10:30:1

[0031] CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), and 9,10-Dibromoanthracene (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%.

Embodiment 2

[0033] Preparation:

[0034] The molar ratio of 9,10-dibromoanthracene: triazole: potassium carbonate: copper oxide is 2:10:30:1

[0035] CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), and 9,10-Dibromoanthracene (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, the filter cake was collected, and recrystallized with water to obtain 1-[9-(1H-1,2,4-triazol Azol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole single crystal, yield 60%.

[0036] The crystal structure was determined using an APEX II CCD area detector, using graphite monochromatized Mokα rays (l = 0.71073 ?) as the incident radiation, and w - 2q Diffraction points were collected by scanning, and unit cell parameters were corrected by le...

Embodiment 3

[0041] Application of 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole single crystal in preparation of luminescent material.

[0042] Method: The excitation wavelength and emission wavelength of the compound (Example 1) were scanned by a fluorescence spectrophotometer, and the optimal wavelength was selected and determined.

[0043] Conclusion: The excitation and emission wavelengths of this compound are 365 nm and 558 nm, respectively.

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PUM

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Abstract

The invention discloses a preparation method of 1-[9-(1H-1,2,4-triazolyl-1-yl)anthryl-10-yl]-1H-1,2,4-triazole monocrystal and 1-[9-(1H-1,2,4-triazolyl-1-yl)anthryl-10-yl]-1H-1,2,4-triazole thereof. The organic compound is prepared by heating 9,10-dibromoanthracene, 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.

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), Talent Introduction Project of Tianjin Normal University (5RL090) and Tianjin Normal University Development Fund (52XK1308). technical field [0002] The invention belongs to the technical field of organic synthesis and relates to 1-[9-(1H-1,2,4-triazol-1-yl)anthracene-10-yl]-1H-1,2,4-triazole compounds Single crystals and their preparation methods. 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 unsubstitute...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/08C09K11/06
CPCC07D249/08C09K11/06C09K2211/1011C09K2211/1059
Inventor 王英刘巨艳
Owner TIANJIN NORMAL UNIVERSITY
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