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Polymaleimide polymer as well as preparation method and application of polymaleimide polymer

A technology of polymaleimide and maleimide, which is applied in the field of polymer material synthesis to achieve good heat resistance, ensure singleness, and good bonding performance

Active Publication Date: 2013-03-13
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, research on click chemistry using azide and alkyne groups has become more popular, but there are relatively few studies on the reaction between azide and the double bond on maleic anhydride, especially the use of maleimides with halogen terminals. Reaction with sodium azide, there is no relevant literature report at home and abroad

Method used

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  • Polymaleimide polymer as well as preparation method and application of polymaleimide polymer
  • Polymaleimide polymer as well as preparation method and application of polymaleimide polymer
  • Polymaleimide polymer as well as preparation method and application of polymaleimide polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] (1) Synthesis of Substance A

[0056] Add 0.1 mol of 4-(2,5-dioxo-4,5-dihydro-1H-pyrrol-1-yl)benzoyl chloride, 0.1 mol of triethylamine and 0.1 mol of chloroethanol into 2 mol of dichloromethane, React at 0°C for 2 hours to obtain reaction solution B; wash reaction solution B with 2ml of saturated aqueous sodium bicarbonate solution 3 times, then wash with 2ml of 1M hydrochloric acid solution for 3 times, then wash reaction solution B with distilled water until neutral, and then wash with anhydrous Magnesium sulfate was dried, filtered, and the filtrate was taken, concentrated to obtain a concentrated solution, and the concentrated solution was precipitated in 20ml of ether to obtain substance A;

[0057] The structural formula of the reaction is as follows:

[0058]

[0059] (2) Preparation of polymaleimide polymer:

[0060] Add 0.1 mol of substance A in step (1) and 0.1 mol of sodium azide to 2 mol of dimethyl sulfoxide at the same time, and react at 20°C for 6 h...

Embodiment 2

[0064] (1) Synthesis of Substance A

[0065] Add 0.1mol 4-(2,5-dioxo-4,5-dihydro-1H-pyrrol-1-yl)benzoic acid, 0.2mol sodium p-toluenesulfonate and 0.2mol bromoethanol to 10mol tetrahydrofuran, React at 25°C for 24 hours to obtain reaction solution B; wash reaction solution B with 2ml of saturated aqueous sodium bicarbonate solution 5 times, then wash reaction solution B with 2ml of 1M hydrochloric acid solution for 5 times, then wash reaction solution B with distilled water until neutral, and then use Dry over magnesium sulfate, filter, take the filtrate, concentrate to obtain a concentrated solution, and precipitate the concentrated solution in 3ml of n-hexane to obtain substance A;

[0066] The structural formula of the reaction is as follows:

[0067]

[0068] (2) preparation of polymaleimide polymer:

[0069] Add 0.1 mol of substance A in step (1) and 1 mol of sodium azide to 20 mol of dimethylformamide at the same time, react at 100°C for 72 hours to obtain a reactio...

Embodiment 3

[0073] (1) Synthesis of Substance A

[0074] Add 0.1mol 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl) acetyl chloride, 0.15mol pyridine and 0.15mol chloropropanol to 5mol toluene and react at 15°C After 14 hours, the reaction solution B was obtained; the reaction solution B was washed 4 times with 2 ml of saturated aqueous sodium bicarbonate solution, and then 4 times with 2 ml of 1M hydrochloric acid solution, and then the reaction solution B was washed with distilled water until neutral, and then washed with anhydrous magnesium sulfate Drying, filtering, taking the filtrate, concentrating to obtain a concentrated solution, and precipitating the concentrated solution in 10ml of cyclohexane to obtain substance A;

[0075] The structural formula of the reaction is as follows:

[0076]

[0077] (2) Preparation of polymaleimide polymer:

[0078] 0.1 mol of substance A in step (1) and 0.5 mol of sodium azide were added to 10 mol of tetrahydrofuran at the same time, and reacted at ...

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Abstract

The invention discloses a polymaleimide polymer as well as a preparation method and an application of the polymaleimide polymer. In the preparation method, sodium azide and maleimide substance of which the tail end is halogen are used as raw materials for the first time, and the polymaleimide polymer is prepared by the cycloaddition reaction of the nitrine and the maleimide. The cycloaddition reaction of the nitrine and the maleimide is a click chemical reaction, a catalyst is not needed, and the purification technology is simple, moreover, the maleimide substance can be dissolved in most organic solvents, and the nitrine is almost insoluble in the organic solvent, thus, the reaction of the nitrine and the maleimide is a two-phase reaction; based on the advantages of the two-phase reaction, excess sodium azide is separated, and the synthesis technology is simplified. In the preparation method, the reaction temperature is lower, isomers cannot be generated, the simplicity of the product structure is guaranteed, and the prepared polymaleimide polymer is excellent in heat resistance and bonding performance.

Description

technical field [0001] The invention belongs to the technical field of polymer material synthesis, in particular to a polymaleimide polymer and its preparation method and application. Background technique [0002] In 2001, K.Barry Sharpless, the winner of the Nobel Prize in Chemistry in the United States and a researcher at the Institute of Chemical Biology of the Skaggs Institute, developed a method called "click chemistry". "The new technology has set off a storm in the field of chemical synthesis and has become the most attractive development direction in the international pharmaceutical field. It is considered by the industry to be one of the most effective technologies for accelerating the development of new drugs in the future. "Click chemistry" successfully constructs new pharmacophore through a series of reliable chemical reactions. Said reliable chemical reactions mean that these reactions can produce products with high stereoselectivity, and their by-products are ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/12
Inventor 胡继文邹海良刘国军涂园园
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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