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Diimide micromolecule containing seven-membered ring and derivative, preparation method and application thereof

A cyclic diimide and small molecule technology is applied in the field of chemical synthesis of imide conjugated polymers, which can solve the problems of difficulty in expanding the synthesis and application of polymers, and many synthesis steps.

Active Publication Date: 2019-04-19
CHANGAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this system has many synthetic steps, and it is difficult to extend it to the synthesis and application of corresponding polymers.

Method used

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  • Diimide micromolecule containing seven-membered ring and derivative, preparation method and application thereof
  • Diimide micromolecule containing seven-membered ring and derivative, preparation method and application thereof
  • Diimide micromolecule containing seven-membered ring and derivative, preparation method and application thereof

Examples

Experimental program
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preparation example Construction

[0102] 1. Preparation of imide compounds

[0103] 1) Preparation of compound 1

[0104] Dissolve pyrene in dichloromethane, acetonitrile and water, then add solid sodium periodate and ruthenium trichloride catalyst. The molar ratio of pyrene, dichloromethane, acetonitrile, water, sodium periodate and ruthenium trichloride is: 1:200:200:300:(0.01-0.1). React at room temperature for 24 hours, filter, extract the filter cake with acetone, filter, collect the filtrate, remove the orange solid from the solvent, reflux in dichloromethane for 2 hours, remove the solution by filtration while it is hot, dissolve the solid in a small amount of absolute ethanol, and then add a large amount of n-Hexane, white precipitate, colorless transparent crystal recrystallized in hot water. Its reaction equation is as follows:

[0105]

[0106] 2) Preparation of compound 2

[0107] Under argon atmosphere, add 10 mmol of compound 1 into a two-necked flask containing 20 mL of dry acetic anhydri...

Embodiment 1

[0160] The preparation of seven-membered ring diimide small molecules and macromolecules comprises the following steps:

[0161] 1) Synthesis of compound 1

[0162] Dissolve 10g of pyrene in 200mL of dichloromethane, then add 200mL of acetonitrile and 300ml of water, stir and dissolve, then add 100g of solid sodium periodate and 40mg of ruthenium trichloride catalyst. React at room temperature for 24 hours, filter, extract the filter cake with 1000 mL of acetone, filter, collect the filtrate, remove the orange solid from the solvent, reflux in dichloride for 2 hours, remove the solution by filtration while hot, dissolve the solid in a small amount of absolute ethanol, and then add A large amount of n-hexane precipitates a white precipitate and is a colorless transparent crystal recrystallized in hot water. Wherein the molar ratio of pyrene, sodium periodate and ruthenium trichloride is 1:9.4:0.04.

[0163] 2) Synthesis of compound 2

[0164] Under the protective atmosphere ...

Embodiment 2

[0186] According to the method for synthesizing the target product 1 in Example 1, aniline was replaced by methylamine, and other steps in this step were the same as those in the corresponding Example 1.

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Abstract

The invention discloses a brominated diimide micromolecule containing a seven-membered ring. Based on the micromolecule with active sites, a series of novel polyimide polymers are synthesized, and their corresponding photoelectric nature is researched. And this polymer material is used as the anode material of an organic battery to explore its application in lithium ion button batteries. A conjugated bromoimide micromolecule containing a double seven-membered ring and a polymer are designed and synthesized for the first time in the invention. The novel imide compounds exhibit unique optoelectronic properties and good redox properties due to their unique twisted structure. Therefore, one type of small molecule exhibits a rare aggregation-induced blue shift (AIBSE) phenomenon. The preparation method of the imide compound of the invention is simple in operation and mild in reaction conditions; the prepared lithium ion battery has good rate performance and cycle stability, and is a type ofanode material with excellent performance in organic lithium ion batteries. The invention not only makes up for insufficient structures and types of the imide material are made up, and the application of the material lto the organic battery material is also broadened.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis of imide conjugated polymers, and specifically relates to a class of small molecules containing imides containing seven-membered rings and their derivatives, preparation methods and applications. Background technique [0002] Polyimide is an aromatic heterocyclic polymer material with imide ring repeating units in the main chain. The unique aromatic heterocyclic structure endows imide with excellent properties, such as excellent high temperature resistance and low temperature resistance, good It has excellent comprehensive properties such as excellent electrical insulation properties, outstanding mechanical properties, unique optical properties, aging resistance, radiation resistance, and solvent resistance. Today, polyimide materials are mainly used as materials such as plastics, fibers and films, and are widely used in coatings, adhesives, aerospace, automotive industry, electronic an...

Claims

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Application Information

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IPC IPC(8): C07D487/06C08G61/12C08G73/10H01L51/46H01L51/48
CPCC07D487/06C08G61/126C08G73/1007C08G73/1067C08G2261/3223C08G2261/3241C08G2261/124C08G2261/1412C08G2261/18C08G2261/411C08G2261/414C08G2261/3328C07B2200/13H10K71/12H10K85/151
Inventor 晏妮何刚王之君
Owner CHANGAN UNIV
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