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Phenyl bistriazole compound, and preparation method and application thereof

A compound and phenyl technology, which is applied in the field of 1-[4-phenyl]-1H-1,2,4-triazole to prepare dyes and luminescent agents, can solve the problems that have not been found or retrieved, etc., To achieve the effect of simple and easy reaction operation, large profit margin and high reaction yield

Inactive Publication Date: 2013-05-08
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] So far, the compound 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-triazole has not been found, let alone retrieved Literature Reports on Synthetic Methods of 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-triazole

Method used

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  • Phenyl bistriazole compound, and preparation method and application thereof
  • Phenyl bistriazole compound, and preparation method and application thereof
  • Phenyl bistriazole compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The molar ratio of 1,4-diiodobenzene:1H-1,2,4-triazole:potassium carbonate:cuprous iodide is 3:15:30:1.

[0031] Add 1,4-diiodobenzene (0.99 g, 3 mmol), 1H-1,2,4-triazole (1.035 g, 15 mmol), potassium carbonate (4.14 g, 30 mmol), CuI (0.191 g, 1 mmol), 20 mL DMF. Start stirring at 100°C and react for 12 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 66%. Elemental Analysis C 10 h 8 N 6 Theoretical: C, 56.60; H, 3.80; N, 39.60. Experimental values: C, 56.66; H, 3.64; N, 39.43.

[0032] The crystal structure was determined using APEX II CCD area detector, using graphite monochromatized Mokα rays ( = 0.71073 ?) is the incident radiation, with Diffraction points were collected by scanning, and unit cell parameters were corrected by least square method. T...

Embodiment 2

[0034] Table 1 Crystallographic data of 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-triazole

[0035]

[0036]

[0037] Preparation:

[0038] The molar ratio of 1,4-diiodobenzene: 1H-1,2,4-triazole: potassium carbonate: cuprous iodide is 3: 15:30:1

[0039] Add CuI (0.191 g, 1 mmol), potassium carbonate (4.14 g, 30 mmol), 1H-1,2,4-trinitrogen in a 50 mL three-necked round-bottom flask equipped with a magnet, reflux condenser, and thermometer Azole (1.035 g, 15 mmol), 1,4-diiodobenzene (0.99 g, 3 mmol), 20 mL DMF. Start stirring at 100 o C, reacted for 12 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, the filter cake was collected, and recrystallized with water to obtain 1-[4-(1H-1,2,4-triazol Azol-1-yl)phenyl]-1H-1,2,4-triazole single crystal. The yield is 66%. Elemental Analysis C 10 h 8 N 6 Theoretica...

Embodiment 3

[0041] 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-triazole can be used as antirust agent by spraying, soaking, coating Anti-rust treatment is carried out on the metal by brushing, so that it is adsorbed on the metal surface to form a thin film, which is tightly attached to the metal surface, protecting copper and other metals from the corrosion of the atmosphere and harmful media, and preventing deeper corrosion. In the circulating cooling water system, it can be used in conjunction with various scale inhibitors and bactericidal algicides, and has a good corrosion inhibition effect on the circulating cooling water system. It can also be used as an oil antioxidant (various lubricating oils, hydraulic oils, brake oils, transformer oils), which can prolong the shelf life of products and improve product quality.

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Abstract

The invention discloses a phenyl bistriazole compound, and a preparation method and application thereof, and particularly relates to a 1-[4-(1H-1,2,4-triazole-1-yl)phenyl]-1H-1,2,4-triazole single crystal and a preparation method of 1-[4-(1H-1,2,4-triazole-1-yl)phenyl]-1H-1,2,4-triazole. The organic compound is prepared by heating ethylenediamine, 1H-1,2,4-triazole, potassium carbonate, 1,4-diiodobenzene and cuprous iodide through a one-pot method. The preparation method disclosed by the invention has the characteristics simple process operation, low production cost and less environmental pollution, and is suitable for large-scale industrial production. The 1-[4-(1H-1,2,4-triazole-1-yl)phenyl]-1H-1,2,4-triazole single crystal prepared by the invention can be used in the aspect of photoelectric materials, especially dye and luminescent agents.

Description

[0001] The present invention is funded by Tianjin Municipal Science and Technology Commission General Project (11JCYBJC03600), China Youth Fund (21001080), Tianjin Normal University Talent Introduction Project (5RL090) and Tianjin Normal University Development Fund (52X09042). technical field [0002] The invention belongs to the technical field of organic synthesis and relates to 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-triazole compound (phenyl Bistriazole compounds) and their single crystals and their preparation methods, 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-three The application of nitrogen azoles in the preparation of dyes and luminescent agents. Background technique [0003] 1-[4-(1H-1,2,4-triazol-1-yl)phenyl]-1H-1,2,4-triazole (phenylbistriazole compound) can be used as an antirust Anti-rust treatment of metal by spraying, soaking, and brushing, so that it can be adsorbed on the metal surface to form a thin film, which is tightly attached to the metal sur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/08C30B29/54C30B7/14C23F11/14C09K11/06C09B57/00C10M133/40C10N30/10
Inventor 王英刘巨艳
Owner TIANJIN NORMAL UNIVERSITY
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