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Novel compound tetra[(p-acetamido phenoxy)methyl]methane and synthesizing method thereof

A technology of acetaminophenoxy and acetaminophen, which is applied in the field of compound tetrakis[paracetaminophenoxy)methyl]methane and its synthesis, can solve the problems of reducing heat resistance, poor epoxy toughness, and insufficient toughness. Good and other problems, to achieve the effect of fast curing, mild and safe reaction conditions, good heat resistance and strength

Inactive Publication Date: 2016-12-07
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the poor toughness of the epoxy resin itself, the traditional aromatic amine curing agent makes the system cure with a higher crosslinking density, and the toughness of the epoxy is worse. The system needs to introduce a toughening agent to improve the toughness.
Although the traditional rubber toughening method has achieved good results in improving the toughness of epoxy resins, it has reduced the heat resistance of the system while improving the toughness. Therefore, more and more researchers start with molecular design and introduce special functional groups. To synthesize a new type of epoxy resin curing agent, and give the cured product more excellent physical and chemical properties

Method used

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  • Novel compound tetra[(p-acetamido phenoxy)methyl]methane and synthesizing method thereof
  • Novel compound tetra[(p-acetamido phenoxy)methyl]methane and synthesizing method thereof
  • Novel compound tetra[(p-acetamido phenoxy)methyl]methane and synthesizing method thereof

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Experimental program
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Effect test

Embodiment 1

[0029] A kind of compound tetrakis [(p-acetamidophenoxy) methyl] methane, its molecular structural formula is as follows:

[0030]

[0031] Above-mentioned compound synthesis method, the steps are as follows:

[0032] 1) Weigh an appropriate amount of pentaerythritol bromide, acetaminophen, and potassium carbonate in a molar ratio of 1:5:5, and take potassium iodide according to the addition amount of the catalyst as 2wt% of the pentaerythritol bromide quality, and take the potassium iodide according to the addition of the phase transfer catalyst The amount is 0.4wt% of the quality of pentaerythroxytetrabromide, and tetrabutylammonium bromide is weighed, and DMF is added according to the amount of solvent added to be 5 times the volume of the reactant;

[0033] 2) Under nitrogen protection, paracetamol, potassium carbonate, DMF, potassium iodide, and tetrabutylammonium bromide are added to a three-necked flask with a stirring device, and the pentaerythroxybromide solution d...

Embodiment 2

[0035] Compound tetrakis [(para-acetamidophenoxy) methyl] methane, its synthetic method is as follows:

[0036] 1) Weigh an appropriate amount of pentaerythritol bromide, acetaminophen, and potassium carbonate in a molar ratio of 1:5:5, and take potassium iodide according to the addition amount of the catalyst as 1wt% of the quality of the pentaerythritol bromide, and take the potassium iodide according to the addition of the phase transfer catalyst. The amount is 0.5wt% of the pentaerythroxybromide mass, and tetrabutylammonium bromide is weighed, and DMF is added according to the addition amount of the solvent being 4 to 6 times of the volume of the reactant;

[0037] 2) Under nitrogen protection, paracetamol, potassium carbonate, DMF, potassium iodide, and tetrabutylammonium bromide are added to a three-necked flask with a stirring device, and the pentaerythroxybromide solution dissolved in DMF is added dropwise, and heated The temperature was raised to 100° C. and refluxed ...

Embodiment 3

[0039] Compound tetrakis [(para-acetamidophenoxy) methyl] methane, its synthetic method is as follows:

[0040] 1) Take by weighing an appropriate amount of pentaerythritol bromide, acetaminophen, and potassium carbonate in a molar ratio of 1:5:5, and take potassium iodide according to the addition amount of the catalyst as 3wt% of the quality of pentaerythritol bromide, and take by weighing potassium iodide according to the addition of the phase transfer catalyst The amount is 0.3wt% of the pentaerythroxybromide mass, and tetrabutylammonium bromide is weighed, and DMF is added according to the addition amount of the solvent being 4 to 6 times of the volume of the reactant;

[0041] 2) Under nitrogen protection, paracetamol, potassium carbonate, DMF, potassium iodide, and tetrabutylammonium bromide are added to a three-necked flask with a stirring device, and the pentaerythroxybromide solution dissolved in DMF is added dropwise, and heated The temperature was raised to 110° C....

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Abstract

The invention discloses a novel compound tetra[(p-acetamido phenoxy)methyl]methane. The molecular structural formula of the novel compound tetra[(p-acetamido phenoxy)methyl]methane is as shown in the description; a synthesizing method of the novel compound tetra[(p-acetamido phenoxy)methyl]methane comprises the steps that in an inert atmosphere, pentaerythrityl tetrabromide and paracetamol serve as the raw materials, in a solvent, on the condition that alkali, a catalyst and a phase transfer catalyst exist, a reaction is conducted, and tetra[(p-acetamido phenoxy)methyl]methane is obtained. According to the novel compound tetra[(p-acetamido phenoxy)methyl]methane and the synthesizing method thereof, the tetra[(p-acetamido phenoxy)methyl]methane is symmetric in structure and contains four amide groups and a benzene ring, hydrolysis is conducted continuously, a symmetric compound containing the four amide groups is obtained, the compound is used for epoxy resin curing, epoxy resin can be cured rapidly, and the compound has good heat resistance.

Description

technical field [0001] The invention belongs to the technical field of epoxy resin materials, and in particular relates to a compound tetrakis[para-acetamidophenoxy)methyl]methane and its synthesis method and application. Background technique [0002] Curing agent is an indispensable component in epoxy formulation system and plays a decisive role in the final performance of epoxy resin. Due to the poor toughness of the epoxy resin itself, the traditional aromatic amine curing agent makes the system cured with a higher crosslinking density, and the toughness of the epoxy is worse. The system needs to introduce a toughening agent to improve the toughness. Although the traditional rubber toughening method has achieved good results in improving the toughness of epoxy resins, it has reduced the heat resistance of the system while improving the toughness. Therefore, more and more researchers start with molecular design and introduce special functional groups. To synthesize a new ...

Claims

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Application Information

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IPC IPC(8): C07C231/12C07C233/25C08G59/44
CPCC07C231/12C07C233/25C08G59/44
Inventor 彭永利邹倩孙勇熊丽君万春杰
Owner WUHAN INSTITUTE OF TECHNOLOGY