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Phenolphthalein type copolyimide and preparation method thereof

A phenolphthalein type copolyimide and a technology of the copolyimide, which are applied in the field of phenolphthalein type copolyimide and its preparation, can solve the problems of high cost, complicated process, easy hydrolysis and the like, and achieve good heat resistance and solubility , The effect of reducing production cost and improving processability

Active Publication Date: 2015-01-28
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patents CN102391226A and CN102513541A report a method for preparing polyimides by reacting diamine monomers containing phenolphthalein structures with dianhydrides; U.S. GE patents US3944583 and US3968083 report a reaction between dianhydrides containing phenolphthalein structures and diamines A method for preparing polyimide; however, the synthesis process of the raw material phenolphthalein dianhydride or phenolphthalein diamine is cumbersome, the process is complex, and the dianhydride is easily hydrolyzed during storage, and the diamine is easily oxidized in the air. The complex synthetic route of the polymer leads to high cost

Method used

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  • Phenolphthalein type copolyimide and preparation method thereof
  • Phenolphthalein type copolyimide and preparation method thereof
  • Phenolphthalein type copolyimide and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] In this embodiment, the copolyimide has the following structural formula:

[0052]

[0053] The reaction scheme of above-mentioned copolyimide is as follows:

[0054]

[0055] Wherein, both m and n are integers greater than or equal to 1.

[0056] Its preparation method is as follows:

[0057] Add 4.58g (0.01mol) 4,4'-bisnitrophthalimide monomer, 2.18g (0.01mol) difluorobenzophenone, 6.36g (0.02mol) phenolphthalein into a dry and clean 500mL three-necked flask, 1.60g (0.04mol) sodium hydroxide, 25mL toluene, 50mL dimethylformamide, under the protection of nitrogen, reflux with water at 180°C for 10 hours; then, add the end-capping agent N-phenyl-4-nitro-o 0.0536 g (0.0002 mol) of phthalimide, continue to react for 2 hours; cool to room temperature, slowly pour the reaction solution into 500 mL of ethanol, filter, and boil and wash the obtained filter cake twice with ethanol, and then place it under vacuum at 120°C Dry in an oven for 8 hours to obtain 12.46 g of...

Embodiment 2

[0064] In this embodiment, the copolyimide has the following structural formula:

[0065]

[0066] Wherein, both m and n are integers greater than or equal to 1.

[0067] The reaction scheme of above-mentioned copolyimide is as follows:

[0068]

[0069] Its preparation method is as follows:

[0070] Add 5.29g (0.01mol) 4,4'-dichlorophthalimide monomer, 2.87g (0.01mol) dichlorodiphenyl sulfone, 6.36g (0.02mol) phenolphthalein into a dry and clean 500mL three-necked flask, 2.76g (0.02mol) potassium carbonate, 25mL toluene, 50mL sulfolane, under the protection of nitrogen, reflux with water at 200°C for 10 hours; then, add the end-capping agent N-phenyl-4-chlorophthaloyl Amine 0.0052g (0.0002mol), continue to react for 2 hours; cool to room temperature, slowly pour the reaction solution into 500mL ethanol, filter, the obtained filter cake is boiled and washed twice with ethanol, and then dried in a vacuum oven at 120°C for 8 hours , 7.88 g of light yellow copolyimide po...

Embodiment 3

[0077] In this embodiment, the copolyimide has the following structural formula:

[0078]

[0079] Wherein, both m and n are integers greater than or equal to 1.

[0080] The reaction scheme of above-mentioned copolyimide is as follows:

[0081]

[0082] Its preparation method is as follows:

[0083] Add 6.16g (0.01mol) 4,4'-dibromophthalimide monomer, 3.22g (0.01mol) phenolphthalein, 3.22g (0.01mol) monomer III difluorotri Benzophenone, 1.66g (0.012mol) of potassium carbonate, 25mL of toluene, 50mL of N-methylpyrrolidone, under the protection of nitrogen, reflux at 180°C with water for 10 hours; then, add the capping agent N-phenyl-4- Bromophthalimide 0.0604g (0.0002mol), continue to react for 2 hours; cool to room temperature, slowly pour the reaction solution into 500mL ethanol, filter, the obtained filter cake is boiled and washed twice with ethanol, and then placed in Dry in a vacuum oven at 120° C. for 8 hours to obtain 14.32 g of light yellow copolyimide powder...

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Abstract

The invention provides phenolphthalein type copolyimide. According to the phenolphthalein type copolyimide, a side-hanging phenolphthalein constructional unit and a side-hanging ether bond flexible unit are introduced into a rigid main chain of polyimide, and the phenolphthalein type copolyimide has the characteristics of good solubility, good processibility, good mechanical property, good heat resistance and the like, is suitable for injection molding, extrusion, mold pressing and solution spinning processing, and has a good application prospect in related fields of high-temperature-resistant engineering plastics, films, fibers, adhesives, coatings, advanced composite materials and the like. Besides, the phenolphthalein type copolyimide is prepared from raw materials including phenolphthalein monomer I, double-X-replaced polyimide monomer II and double-Y-replaced monomer III, and the phenolphthalein type copolyimide is prepared by virtue of an aromatic nucleophilic substitution reaction; the preparation method is low in cost, the polymer is excellent in performance and can be adjusted and controlled by virtue of a copolymerization unit, the defect that a dianhydride and diamine method adopted to prepare polyimide has a complex synthetic route is overcome, and the production cost of polyimide can be greatly reduced.

Description

technical field [0001] The invention belongs to the technical field of copolyimide, and in particular relates to a phenolphthalein-type copolyimide and a preparation method thereof. Background technique [0002] Polyimide is a kind of resin material with excellent comprehensive properties. It has good thermal stability, excellent mechanical properties, good dimensional stability, excellent chemical stability, high breakdown voltage, low dielectric constant, high With the advantages of flame retardancy and low expansion coefficient, it is widely used in high-tech fields such as electronic appliances, aerospace, automobiles, and chemical machinery. However, due to the strong intramolecular and intermolecular interactions of most polyimide resins, on the one hand, the color of the resin is darker, the optical properties are poor, and the transparency is not good; on the other hand, it is difficult to melt or dissolve. , the subsequent material application is subject to certain...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10C07D405/14
Inventor 刘江涛方省众陈国飞
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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