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Tetramine monomer and preparation method and application thereof

A monomer and polyimide technology, applied in the preparation of amino compounds, carbon-based compounds, chemical instruments and methods, etc., can solve the problem of poor thermal stability, film-forming thermal properties and mechanical properties of polyimide, etc. question

Inactive Publication Date: 2016-10-12
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to solve the problems of thermal and mechanical properties such as existing polyimide thermal stability and film-forming property, the invention provides a kind of tetraamine monomer for synthesizing polyimide, named by IUPAC as 4 ,4'-bis[3,5-bis(2-trifluoromethyl-4-aminophenoxy)phenoxy]benzophenone

Method used

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  • Tetramine monomer and preparation method and application thereof
  • Tetramine monomer and preparation method and application thereof
  • Tetramine monomer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] The first step: 0.10mol (15.4g) 3,5-dimethoxyphenol, 0.045mol (9.81g) 4,4'-difluorobenzophenone, 0.06mol (8.28g) potassium carbonate, 1.3mol ( Add 121mL) of N,N-dimethylacetamide and 0.4mol (42mL) of toluene into the reaction vessel equipped with a water-carrying device and a reflux condenser, heat to reflux with water for 2 hours under mechanical stirring and nitrogen protection, and then heat up Evaporate toluene at 150°C, continue to react at 130°C for 20 hours, cool down to room temperature, discharge the material in deionized water, wash with deionized water for 3 to 4 times until the filtrate is colorless, and vacuum dry at 80°C for 6 to 12 hours Recrystallize with a mixed solvent of water and acetone with a molar ratio of 1:4 to obtain light yellow 4,4'-bis(3,5-dimethoxyphenoxy)benzophenone;

[0054] The second step: adding the 0.03mol (14.68g) 4,4'-bis[(3,5-dimethoxy)phenoxy]benzophenone into 0.6mol (38mL) dichloromethane to obtain a reaction solution , under m...

Embodiment 2

[0062]The difference between the first step of this embodiment and the first step of embodiment 1 is: the consumption of 4,4-difluorobenzophenone in embodiment 1 is changed to 0.035mol (10.05g), and the consumption of potassium carbonate is changed to 0.0525mol (7.25g), the amount of N,N-dimethylacetamide was changed to 1.12mol (104mL), the amount of toluene was changed to 0.42mol (44mL), the heating and reflux time was changed to 3 hours, and the reaction time was continued Change to 24 hours, and the mol ratio of recrystallization mixed solvent water and acetone is changed to 1:5;

[0063] The difference between the second step of this embodiment and the second step of Example 1 is that the consumption of dichloromethane is changed to 5.7mol (365mL), the consumption of boron tribromide is changed to 0.3mol (75.17g), and the consumption of methanol The dosage was changed to 0.9mol (36mL), the controlled reaction temperature of the liquid nitrogen-acetone system was changed to...

Embodiment 3

[0067] The difference between the first step of this example and the first step of Example 1 and Example 2 is that the amount of 4,4-difluorobenzophenone in Example 1 is changed to 0.050mol (10.9g), potassium carbonate The amount of N,N-dimethylacetamide was changed to 0.075mol (10.35g), the amount of N,N-dimethylacetamide was changed to 1.6mol (149mL), the amount of toluene was changed to 0.6mol (63mL), the time of reflux with water was changed to 3 hours, The reaction time at 150°C was changed to 18 hours, and the molar ratio of the recrystallization mixed solvent water and acetone was changed to 1:6;

[0068] The difference between the second step of this example and the second step of Example 1 and Example 2 is that the molar ratio of the recrystallization mixed solvent ethanol and water is changed to 1:0.1;

[0069] The difference between the third step of this embodiment and the third step of embodiment 1 and embodiment 2 is: the temperature for continuing the reaction i...

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Abstract

The invention provides a tetramine monomer for synthesis of hyperbranched polyimide, and is used for solving the problems that a conventional polyimide has relatively poor thermal stability, film formation performance and other thermal properties and mechanical properties; through introduction of carbonyl and an ether chain into the tetraamine monomer, an obtained polymer has good solubility, thermal performance and mechanical properties. In addition, due to long synthesis route and large difficulty of a new electric-activity monomer, the characteristic that the hyperbranched polymer has a large number of end groups is utilized, a ferrocene group with electrochemical activity is introduced, the tetraamine monomer is subjected to a reaction with dianhydride and (4-amino)phenyl ferrocene, and the hyperbranched polyimide having ferrocene terminated and having the electrical activity can be easily prepared; the polymer can be used as an electrical storage material to be applied in the field of information storage.

Description

technical field [0001] The invention belongs to the technical field of polymer materials. Background technique [0002] Polyimide is a polymer containing imide ring structure on the molecular main chain, which has excellent heat resistance, light transmission, electrical properties, mechanical properties, solvent resistance and chemical stability. The combination of these excellent properties makes polyimides have a wide range of applications, from engineering plastics in the aerospace industry to membranes for fuel cells and gas and solvent separation membranes. , with the advancement of technology and people's lives, polyimide is widely used in optical and electrical materials, and polyimide with high light transmittance, low dielectric, high solubility, low refractive index, low moisture absorption rate and low thermal expansion coefficient Imides have also attracted extensive research. [0003] The poor solubility of linear polyimide makes it difficult to process and i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/64C07C49/84C07C201/12C07C205/38C07C209/36C07C217/84C08G73/10
CPCC07C45/64C07C49/84C07C201/12C07C205/38C07C209/36C07C217/84C08G73/1039C08G73/1046
Inventor 关绍巍檀海维关尔佳祝世洋宋颖于华轩石凯祥
Owner JILIN UNIV
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