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Fluorenyl Cardo type polymide diluting agent and preparing method and application thereof

A polyimide diluent, polyimide technology, applied in the direction of adhesives, organic chemistry, etc., can solve the problem of narrowing the processing window of prepolymers, and it is difficult to meet the requirements of resin transfer molding process, glass transition temperature and melting temperature. It can solve problems such as increased bulk viscosity, and achieve the effects of increasing the use temperature range, high solubility and solution stability, and low glass transition temperature.

Inactive Publication Date: 2016-04-20
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method of introducing a fluorene-based structure through copolymerization greatly increases the glass transition temperature and melt viscosity of the polyimide prepolymer before solidification, which will narrow the processing window of the prepolymer and make it difficult to Meet the resin transfer molding process (see literature: YuchiIshida, ToshioOgasawara, RikioYokota.HighPerformancePolymers2006, 18, 727-737)

Method used

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  • Fluorenyl Cardo type polymide diluting agent and preparing method and application thereof
  • Fluorenyl Cardo type polymide diluting agent and preparing method and application thereof
  • Fluorenyl Cardo type polymide diluting agent and preparing method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0035] Under the protection of mechanical stirring and inert gas, weigh 3.48 g (0.01 mol) of diamine 9,9-bis(4-aminophenyl) fluorene (BAFL) and 4.96 g of end-capping agent 4-phenylethynylphthalic anhydride (PEPA). g (0.02mol) in the there-necked flask, dropwise add 32.32g organic solvent DMAc after vacuum distillation, after reacting at room temperature for 8 hours, add triethylamine (0.03mol, 3.04g) and acetic anhydride (0.03mol, 3.06g), reacted at 40°C for 5 hours, finally the solution obtained was washed 4 times with excess distilled water until the pH value of the filtered water was equal to 5, and the product obtained was placed in Fully dried and pulverized in a vacuum oven at 120° C., finally obtained a powdered polyimide prepolymer diluent, namely 7.76 g of a fluorenyl-containing reactive diluent, with a yield of 96%.

[0036] Under nitrogen protection, in a three-neck round bottom flask with mechanical stirring, add N,N-dimethylacetamide (DMAc, 20g) after vacuum disti...

Embodiment 2

[0039] Under the protection of mechanical stirring and inert gas, weigh 3.48 g (0.01 mol) of diamine 9,9-bis(4-aminophenyl) fluorene (BAFL) and 4.96 g of end-capping agent 4-phenylethynylphthalic anhydride (PEPA). g (0.02mol) in a three-necked flask, dropwise add 32.32g of organic solvent DMAc after vacuum distillation, after reacting at room temperature for 8 hours, add pyridine (0.02mol, 1.582g) dropwise in the polyamic acid solution generated ) and acetic anhydride (0.03mol, 3.06g) were reacted at 40°C for 5 hours, and finally the solution obtained was washed 4 times with excess distilled water until the pH value of the filtered water was equal to 7, and the obtained product was placed at 150°C Fully dried in a vacuum oven and pulverized to finally obtain a powdered polyimide prepolymer diluent, namely 7.76 g of a fluorenyl-containing reactive diluent, with a yield of 96%.

[0040] Under nitrogen protection, in a three-neck round bottom flask with mechanical stirring, add N...

Embodiment 3

[0043] Under the protection of mechanical stirring and inert gas, weigh 3.48 g (0.01 mol) of diamine 9,9-bis(4-aminophenyl) fluorene (BAFL) and 4.96 g of end-capping agent 4-phenylethynylphthalic anhydride (PEPA). g (0.02mol) in the there-necked flask, dropwise add 32.32g organic solvent DMAc after vacuum distillation, after reacting at room temperature for 8 hours, add triethylamine (0.02mol, 2.02g) and acetic anhydride (0.04mol, 4.08g), reacted at 40 ℃ for 5 hours, finally the solution obtained was washed 4 times with excess distilled water until the pH value of the filtered water was equal to 7, and the product obtained was placed in Fully dried and pulverized in a vacuum oven at 150° C., finally obtained a powdered polyimide prepolymer diluent, namely 7.76 g of a fluorenyl-containing reactive diluent, with a yield of 96%.

[0044] Under nitrogen protection, in a three-neck round bottom flask with mechanical stirring, add N,N-dimethylacetamide (DMAc, 20g) after vacuum disti...

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Abstract

The invention relates to a fluorenyl Cardo type polymide diluting agent and a preparing method and application thereof. The structural formula of the diluting agent is shown in the specification. The preparing method comprises the steps that under mechanical stirring and inert gas shielding, BAFL and an end-capping reagent PEPA are dissolved in an organic solvent for a reaction at the room temperature for 2-16 hours, and a polymide acid solution is obtained; then, a dehydrating agent and a dehydrating catalyst are dripped for a reaction at 20-80 DEG C for 3-12 hours, cleaning, filtering, drying and grinding are carried out, and the diluting agent is obtained. The diluting agent is applied to preparation of modified phenylacetylene phthalic terminated polymide resin. By means of the blending modification of the active diluting agent, under the situation that the softening point of a prepolymer is not increased, the glass-transition temperature of the cured polymide resin is increased by 43 DEG C, and the carbon yield in the nitrogen atmosphere at 800 DEG C is increased by 5%; the diluting agent has potential application value in the fields of preparing high-performance advanced composites, high-temperature resistance adhesives and the like as an additive.

Description

technical field [0001] The invention belongs to the technical field of high-performance polymer materials, and in particular relates to a fluorenyl Cardo type polyimide diluent and a preparation method and application thereof. Background technique [0002] Polyimide is a type of polymer containing imide rings in the main chain. It has excellent corrosion resistance, radiation resistance, dielectric properties, insulation, good mechanical properties and high temperature resistance. In the past 30 years, it has received more and more attention and research. As one of the materials with the best comprehensive properties among organic polymer materials, polyimide has been developed into electronic material films, gas separation membranes, plastics, fibers, high temperature resistant adhesives, coatings and advanced composite materials, etc., thus widely It is widely used in various fields of national life and national defense technology such as electronics, chemical industry, m...

Claims

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Application Information

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IPC IPC(8): C08G73/12C07D209/48C09J179/08
CPCC07D209/48C08G73/124C09J179/085
Inventor 胡祖明宇平于俊荣王彦诸静
Owner DONGHUA UNIV
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