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Polyimide with high barrier property and preparation method and application thereof

A technology of polyimide and high barrier, which is applied in the field of material science, can solve the problem that polyimide composite film cannot meet the performance requirements of FOLED packaging, so as to improve thermal stability and mechanical properties, improve barrier performance, reduce The effect of free volume

Active Publication Date: 2020-04-28
HUNAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polyimide composite films added with inorganic nanomaterials still cannot meet the encapsulation performance requirements of FOLEDs.

Method used

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  • Polyimide with high barrier property and preparation method and application thereof
  • Polyimide with high barrier property and preparation method and application thereof
  • Polyimide with high barrier property and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] This embodiment provides the synthesis of 2,7-bis((4-aminophenyl)amino)anthracene-9,10-dione:

[0040]

[0041] S1. Synthesis of intermediate 2,7-diaminoanthracene-9,10-dione:

[0042] Add 3.66g (0.01mol) of 2,7-dibromoanthracene-9,10-dione, an appropriate amount of cuprous oxide, 50ml of NMP, and 13ml of ammonia water (29%, 0.2mol) into a 200ml pressure bottle, under argon protection, and react at 100°C , after the reaction is completed, the reaction solution is poured into ice water, extracted with dichloromethane, and the solvent is removed under reduced pressure, and the product uses dichloromethane: n-hexane=2:1 (volume ratio) as the mobile phase and silica gel as the stationary phase. After chromatographic purification, the product was collected and spin-dried, and dried in vacuum at 80°C for 24 hours to obtain an intermediate. The intermediate structure is as follows:

[0043]

[0044]S2. Synthesis of intermediate 2,7-bis((4-nitrophenyl)amino)anthracene-9...

Embodiment 2

[0050] This example provides

[0051] Synthesis of 2-((5-aminopyridin-2-yl)amino)-6-((6-aminopyridin-3-yl)amino)anthracene-9,10-dione:

[0052]

[0053] S1. Synthesis of intermediate 2,6-diaminoanthracene-9,10-dione:

[0054] Add 3.66g (0.01mol) of 2,6-dibromoanthracene-9,10-dione, an appropriate amount of cuprous oxide, 50ml of NMP, and 13ml of ammonia water (29%, 0.2mol) into a 200ml pressure bottle, under argon protection, and react at 100°C , after the reaction is completed, the reaction solution is poured into ice water, extracted with dichloromethane, and the solvent is removed under reduced pressure, and the product uses dichloromethane: n-hexane=2:1 (volume ratio) as the mobile phase and silica gel as the stationary phase. After chromatographic purification, the product was collected and spin-dried, and dried in vacuum at 80°C for 24 hours to obtain an intermediate. The intermediate structure is as follows:

[0055]

[0056] S2. Synthesis of intermediate 2-((5...

Embodiment 3

[0064] This embodiment provides the synthesis of 2,7-bis((3-aminophenyl)amino)anthracene-9,10-dione:

[0065]

[0066] S1. Synthesis of intermediate 2,7-diaminoanthracene-9,10-dione:

[0067] Add 3.66g (0.01mol) of 2,7-dibromoanthracene-9,10-dione, an appropriate amount of cuprous oxide, 50ml of NMP, and 13ml of ammonia water (29%, 0.2mol) into a 200ml pressure bottle, under argon protection, and react at 100°C , after the reaction is completed, the reaction solution is poured into ice water, extracted with dichloromethane, and the solvent is removed under reduced pressure, and the product uses dichloromethane: n-hexane=2:1 (volume ratio) as the mobile phase and silica gel as the stationary phase. After chromatographic purification, the product was collected and spin-dried, and dried in vacuum at 80°C for 24 hours to obtain an intermediate. The intermediate structure is as follows:

[0068]

[0069] S2. Synthesis of intermediate 2,7-bis((3-nitrophenyl)amino)anthracene-...

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Abstract

The invention discloses polyimide with high barrier property and a preparation method and application thereof. The rigid planar structure anthraquinone ring and the polar group secondary amine are introduced into the main chain of the prepared polyimide, the anthraquinone ring enables the polyimide molecular chain to be piled up more tightly, the free volume of the polymer is reduced, and thus thebarrier property of the polyimide is effectively improved. The anthraquinone ring can also increase the rigidity of a polyimide molecular chain and limit the movement of the molecular chain so that the polymer is difficult to form a gas channel, and the barrier property of the polyimide is effectively improved. Meanwhile, the secondary amine structure generates hydrogen bonds in molecular chainsand among the molecular chains, the hydrogen bond effect can improve the polyimide molecular chain stacking efficiency, polyimide crystallization is induced, and the thermal stability, mechanical properties and barrier properties of the polyimide are improved.

Description

technical field [0001] The invention relates to the technical field of material science, and more specifically, relates to a polyimide with high barrier performance and its preparation method and application. Background technique [0002] In addition to the advantages of self-luminescence, thinness, energy saving and environmental protection of OLEDs, flexible organic electroluminescent devices (FOLEDs) also have many advantages that rigid substrates and other flat panel display devices do not have: the commonly used substrates of FOLEDs are made of polyester plastics, It has good flexibility, is light and ultra-thin, and has good bending ability. It is one of the most promising next-generation display technologies. [0003] However, FOLED has problems of insufficient stability and lifetime, which limits its popularization and application. Since the manufacturing process temperature of thin film transistors (TFT) is much higher than the glass transition temperature of gener...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10C08L79/08C08J5/18C07C225/34C07D213/74
CPCC08G73/1067C08G73/1071C08G73/1078C08G73/1039C08G73/1007C08J5/18C07C225/34C07D213/74C07C2603/24C08J2379/08
Inventor 刘亦武谭井华赵先清周栋
Owner HUNAN UNIV OF TECH
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