Novel polytriazoles imide resin and preparation method thereof

A technology of polytriazole imide resin and polytriazole imide is applied in the fields of chemistry, chemical industry and materials, and can solve the problems of method limitation of polycondensation reaction, hindering the development of polyimide, and difficulty in synthesis, etc. Mild and controllable, avoiding high-temperature imidization and its side reactions, and easy preparation

Inactive Publication Date: 2010-07-14
安徽中科达美新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the synthesis of monomers containing pyridine rings is difficult, the yield is low, and the cost is high, which largely hinders the development of polyimides containing pyridine rings in the main chain.
[0019] There are many ways to synthesize polyimide. The polycondensation reaction of aromatic dianhydride and diamine is a general method for preparing polyimide. It often requ

Method used

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  • Novel polytriazoles imide resin and preparation method thereof
  • Novel polytriazoles imide resin and preparation method thereof
  • Novel polytriazoles imide resin and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0069] (1) Synthesis of 1,4-diazidemethylbenzene (A1)

[0070] Add 1,4-dichloromethylbenzene 50mmol, NaN 3 150mmol, 20ml of toluene and 20ml of DMF, heated to 70-75°C under stirring, and reacted at constant temperature for 3h. After the reaction, cooled the reaction product to room temperature, poured it into 200ml of deionized water, and left it overnight under freezing conditions to precipitate white flakes The crystal was filtered, the filter cake was washed with deionized water, and dried to obtain a white powdery solid with a yield of 90.0%, mp.26.0-27.5°C.

[0071] (2) Synthesis of bis(N-ethynylphenyl)-bisphenol A ether phthalimide (B1)

[0072] Add 20mmol of bisphenol A dianhydride (BPADA) and 40mmol of m-aminophenylacetylene into a 250ml four-neck flask equipped with stirring, constant pressure funnel and spherical condenser, add 50ml of acetone as a solvent, heat and reflux for 6 hours and then add 50ml acetic anhydride, and added 75ml of triethylamine as a catalyst...

Embodiment 2

[0079] (1) Synthesis of 4,4'-diazidomethylbiphenyl (A2)

[0080] In the three-necked flask, add 4,4'-dichloromethylbiphenyl 50mmol, NaN 3 150mmol, 20ml of benzene and 20ml of DMF, heated to 75°C under stirring, and reacted at constant temperature for 3 hours. After the reaction, the reaction product was cooled to room temperature, poured into 200ml of deionized water, and stood overnight. White solid precipitated, filtered, and used for filter cake After washing with deionized water and drying, a white powdery solid was obtained with a yield of 89.0% and a melting point of 67-71°C.

[0081] (2) Preparation of polytriazole imide PTAI-A2-B1

[0082] Add 10mmol of 4,4'-diazidomethylbiphenyl, 10mmol of bis(N-ethynylphenyl)-bisphenol A ether phthalimide and 40ml of DMAc into the reactor to form a transparent solution. After fully stirring and dissolving, raise the temperature to 60°C, then add the catalyst CuSO 4 ·5H 2 O 0.5mmol, sodium ascorbate 1.0mmol and complexing agent tr...

Embodiment 3

[0086] (1) Synthesis of 4,4'-diazidomethyl diphenyl ether (A3)

[0087] In the three-necked flask, add 4,4'-dichloromethyl diphenyl ether 50mmol, NaN 3 150mmol, 20ml of toluene and 20ml of DMF, heated to 75°C under stirring, and reacted at constant temperature for 4h. After the reaction, the reaction product was cooled to room temperature, poured into 200ml of deionized water, and stood overnight. White solid precipitated, filtered, and used for filter cake After washing with deionized water and drying, a white powdery solid was obtained with a yield of 85.0%.

[0088] (2) Preparation of polytriazole imide PTAI-A3-B1

[0089] Add 10mmol of 4,4'-diazidomethyl diphenyl ether, 10mmol of bis(N-ethynylphenyl)-bisphenol A ether phthalimide and 40ml of DMAc into the reactor to form a transparent solution , fully stirred and dissolved, then heated to 60°C, then added the catalyst CuSO 4 ·5H 2 O 0.5mmol, sodium ascorbate 1.0mmol and complexing agent triethylamine 10.0mmol, and stir...

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Abstract

The invention discloses polyimide with triazole rings in a main chain structure, i.e. polytriazoles imide resin and a preparation method thereof. The method comprises the following steps: firstly, designing and synthesizing binary azides; then, using binary anhydride and m-phenylacetylene as raw materials for designing and synthesizing terminal alkynyl imide compounds; and thirdly, using the terminal alkynyl imide compounds and azides with equimolar amounts to take 1, 3-Dipolar cycloaddition polymerization reaction in a solvent or adopting thermal polymerization reaction, or adopting redox catalysed polymerization for synthesizing novel polytriazoles imide. The polytriazoles imide resin prepared by the method of the invention has good processing performance, has high thermal stability, simultaneously has good mechanical property and electric performance, and embodies the characteristics of high corrosion resistance performance, high binding power and the like of the polytriazoles imide resin. The invention has wide application prospects in the fields of aviation, astronavigation, micro-electronics, automobiles, shipping industries and the like.

Description

【Technical field】 [0001] The present invention relates to the technical fields of chemistry, chemical engineering and materials, and relates to a new polytriazole imide resin and its preparation method, specifically, a method of using two-terminal alkynyl imide compounds and diazide compounds via 1 , 3-dipolar cycloaddition polymerization to prepare a new type of polytriazole imide resin. 【Background technique】 [0002] In the late 1960s, Baldwin et al. found in their research that compounds with both azido and alkynyl groups in their molecular structures can undergo 1,3-dipolar cycloaddition polymerization reactions to generate 1,4 substitutions and 1,5 Substituted linear triazole resins that form polymers with high thermal stability. In the 1980s, Mock et al. found that when catalyzed by some reagents with amino groups, the 1,3-dipolar cycloaddition reaction of azide-alkynyl groups only generates 1,4-substituted triazole ring structures. The former Soviet Union and Beiji...

Claims

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Application Information

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IPC IPC(8): C08G73/10C08G73/08
Inventor 杜磊黄发荣周小安万里强鄂彦鹏扈艳红周燕
Owner 安徽中科达美新材料科技有限公司
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