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Method for preparing 2,2'-bis[4-(4-maleimidophenoxy)phenyl]propane

A technology of maleimidophenoxy and aminophenoxy, which is applied in two fields, can solve problems that have not been studied in detail and only involve performance and application, and achieve comprehensive cost reduction, product cost reduction, and The effect of environmental pressure

Active Publication Date: 2017-07-07
濮阳市高新技术创业服务中心
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Regarding this bismaleimide monomer, there is only one case report in China, which only involves performance and application, and no detailed synthesis research has been done.

Method used

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  • Method for preparing 2,2'-bis[4-(4-maleimidophenoxy)phenyl]propane
  • Method for preparing 2,2'-bis[4-(4-maleimidophenoxy)phenyl]propane

Examples

Experimental program
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Effect test

Embodiment 1

[0028] A kind of preparation method of 2,2 '-bis[4-(4-maleimidophenoxy group) phenyl] propane, concrete steps are as follows:

[0029] Put 2000 milliliters of toluene, 250 milliliters of N,N-dimethylformamide, 117.6 grams of maleic anhydride (1.2 mol) into the four-neck flask, stir and dissolve for 0.5 h, add dropwise 205.3 grams of 2,2'-bis[4 -(4-Aminophenoxy)phenyl]propane (0.5mol) and 450 ml of N,N-dimethylformamide mixed solution, the dropwise addition temperature is controlled at 25°C, and the dropwise addition is completed after 1.0h. Keep the temperature at 30°C and react for 1.5 hours. After the reaction is completed, the reaction solution is obtained for use;

[0030] Add 35.28 grams of p-toluenesulfonic acid and 1.18 grams of hydroquinone to the above reaction solution, heat to reflux, separate the water generated by the reaction with a water separator, control the reflux temperature to 114-122°C, and reflux reaction time for 6 hours; the reaction is over Afterwards...

Embodiment 2

[0033] A kind of preparation method of 2,2'-bis[4-(4-maleimidophenoxy group) phenyl] propane, concrete steps are identical with embodiment 1, and difference is only, selected benzene Or the derivative of benzene is toluene, the selected strong protic acid catalyst is p-toluenesulfonic acid, and the selected phenolic polymerization inhibitor is hydroquinone;

[0034]Wherein, the amount of maleic anhydride is 1.1mol, the amount of 2,2'-bis[4-(4-aminophenoxy)phenyl]propane is 0.52mol, toluene is 2000ml, N,N-dimethyl The consumption of N-dimethylformamide is 500ml (the amount of N, N-dimethylformamide added earlier is 200ml, and the amount of N, N-dimethylformamide added later is 300ml), and the added p-toluenesulfonate The amount of acid is 0.4 times the mass of maleic anhydride, the amount of hydroquinone added is 0.02 times the mass of maleic anhydride, and the yield of the target product obtained is 91.9%.

Embodiment 3

[0036] A kind of preparation method of 2,2'-bis[4-(4-maleimidophenoxy group) phenyl] propane, concrete steps are identical with embodiment 1, and difference is only, selected benzene Or the derivative of benzene is toluene, the selected strong protic acid catalyst is p-toluenesulfonic acid, and the selected phenolic polymerization inhibitor is hydroquinone;

[0037] Wherein, the consumption of maleic anhydride is 1.2mol, the consumption of 2,2'-bis[4-(4-aminophenoxy)phenyl]propane is 0.55mol, toluene is 2000ml, N,N-dimethyl The consumption of N-dimethylformamide is 500ml (the amount of N, N-dimethylformamide added earlier is 200ml, and the amount of N, N-dimethylformamide added later is 300ml), and the added p-toluenesulfonate The amount of acid is 0.5 times of the mass of maleic anhydride, the amount of hydroquinone added is 0.03 times of the mass of maleic anhydride, and the yield of the target product obtained is 93.4%.

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Abstract

The invention provides a method for preparing 2,2'-bis[4-(4-maleimidophenoxy)phenyl]propane. The method comprises the steps of carrying out an amidation reaction and a dehydration close-loop reaction in a manner of taking maleic anhydride and 2,2'-bis[4-(4-aminophenoxy)phenyl]propane as main raw materials, taking a strong protonic acid as a catalyst, taking benzene or a derivative thereof and a high-boiling-point polar non-aprotic formamide di-substitutendum as solvents and taking phenols as a polymerization inhibitor, thereby preparing the 2,2'-bis[4-(4-maleimidophenoxy) phenyl]propane. According to the method provided by the invention, the process is simple, wastewater, obtained after water washing liquid separation, is subjected to distilling recovery and is not discharged as a pollutant, and residues, obtained after distillation, continue in service as a raw material of a next-batch reaction, so that the cost is reduced; the purity of the prepared product reaches up to 99.0% to 99.7%.

Description

technical field [0001] The invention belongs to a method for preparing bismaleimide organic compounds, in particular to a method for preparing 2,2'-bis[4-(4-maleimidophenoxy)phenyl]propane. Background technique [0002] Bismaleimide (BMI) resin is an important branch of thermosetting polyimide (PI). The promotion of production development and application is becoming more and more extensive, and the requirements for the variety and quality of monomer BMI of this type of resin are also getting higher and higher. [0003] Among the many varieties of bismaleimide (BMI), the most widely used BMI at home and abroad is diphenylmethane bismaleimide (BDM). BDM has excellent temperature resistance, radiation resistance, moisture resistance and Corrosion resistance and other advantages are widely used in the field of advanced composite materials, especially in the field of aerospace materials. However, due to its high crosslinking density, bismaleimide resin has low toughness and hig...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/452
CPCC07D207/452
Inventor 张付杰孟庆臻靳克林张振飞郭素花王玲玲杨学新
Owner 濮阳市高新技术创业服务中心
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