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Preparing method and applications of tetra(4-triazolephenyl) pentaerythritol ether

A technology of bromophenylpentaerythritol and pentaerythritol, which is applied in the field of organic synthesis, can solve the problem of unretrieved bibliographical reports and unfounded synthesis methods of tetrakis(4-triazolephenyl)pentaerythritol Tetrakis(4-triazolephenyl)pentaerythritol and other problems, to achieve the effect of simple and easy reaction operation, suitable for large-scale industrial production, and large profit margins

Inactive Publication Date: 2015-01-07
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] So far, the compound tetrakis (4-triazolephenyl) pentaerythritol has not been found yet, and the bibliographical reports on the synthetic method of tetrakis (4-triazolephenyl) pentaerythritol have not been found

Method used

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  • Preparing method and applications of tetra(4-triazolephenyl) pentaerythritol ether
  • Preparing method and applications of tetra(4-triazolephenyl) pentaerythritol ether
  • Preparing method and applications of tetra(4-triazolephenyl) pentaerythritol ether

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Add CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), p-bromo Phenyl pentaerythritol (0.7 g, 1 mmol), 20 mL DMF. Start stirring at 100 o C, reacted for 24 hours. After the reaction, the reaction liquid was lowered to room temperature, filtered, and 100 mL of water was added to the filtrate, a large amount of precipitate was precipitated, filtered by suction, and the filter cake was collected, with a yield of 78.8%. Anal. Calcd for C 24 h 20 N 10 O: C, 60.73; H, 3.71; N, 25.75. Found: C, 60.83; H, 3.74; N, 25.79.

[0036] Example 2

Embodiment 2

[0038] The molar ratio of p-bromophenyl pentaerythritol: triazole: potassium carbonate: copper oxide is 2:15:30:1

[0039] Add CuO (0.0398 mg, 0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), p-bromo Phenyl pentaerythritol (0.7 g, 1 mmol), 20 mL DMF. Start stirring at 150 oC reacted for 60 hours. After the reaction, the reaction liquid 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, and recrystallized with water to obtain a single crystal of tetrakis (4-triazolephenyl) pentaerythritol. The rate is 78.8%.

[0040] Anal. Calcd for C 24 h 20 N 10 O: C, 60.73; H, 3.71; N, 25.75. Found: C, 60.83; H, 3.74; N, 25.79.

[0041] 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 Diffr...

Embodiment 3

[0047] Compound (I), compound (II), potassium carbonate and copper oxide are prepared by reacting under heating conditions; wherein the molar ratio of p-bromophenyl pentaerythritol: triazole: potassium carbonate: copper oxide is 2:15:30 : 1; the reaction temperature is 100° C., and the reaction time is 24 hours; the polar solvent is N,N-dimethylformamide, and the base is sodium hydroxide.

[0048]

[0049]

[0050] Example 4

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Abstract

A tetra(4-triazolephenyl) pentaerythritol ether single crystal and a preparing method thereof are disclosed. The tetra(4-triazolephenyl) pentaerythritol ether single crystal is prepared by adopting a "one-pot" method, namely by heating p-bromophenyl pentaerythritol ether, triazole, potassium carbonate and copper oxide to obtain the organic compound. The preparing method has characteristics of simple process operation, low production cost and low environment pollution, and is suitable for large-scale industrial production. The prepared single crystal can be applied in the field of research on supramolecular chemistry and fire retardants.

Description

[0001] The present invention is funded by Tianjin Natural Science Foundation Key Project (12JCZDJC34300) and Tianjin Normal University Development Fund (52XK1308). technical field [0002] The invention belongs to the technical field of organic synthesis, and relates to tetrakis (4-triazolephenyl) pentaerythritol compound and its single crystal and their preparation method. Chemical applications. Background technique [0003] In 1987, the Nobel Prize in Chemistry was awarded to three outstanding scientists in supramolecular chemistry research: C. J. Pedersen, J. -M. Lehn and D. J. Cram, marking the development of chemistry into a new era. Supramolecular chemistry is a science that studies the synergy between molecules to form complex and ordered molecular aggregates with specific functions. It mainly studies the weak interactions of non-covalent bonds between molecules, such as hydrogen bonds, coordination bonds, hydrophilic The assembly, structure and function of molecular...

Claims

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Application Information

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IPC IPC(8): C07D249/08C08K5/3472C08L23/06C08L23/12
CPCC07D249/08C08K5/3472C08L2201/02C08L23/06C08L23/12
Inventor 刘巨艳王英韩森凯韩卿徐敏王茜王娜张鑫
Owner TIANJIN NORMAL UNIVERSITY
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