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An imine ring-containing diphenylamine-substituted pyridine diamine monomer and its preparation method, Teleg base polymer, its preparation method and application

A technology containing imine ring diphenylamine and imine ring diphenylamine, which is applied in the field of imine ring diphenylamine-substituted pyridine diamine monomer and its preparation, Teleg base polymer and its preparation, and can solve the problem of poly The imide film has low gas permeability, cannot be used in the field of gas film separation, polymer skeleton collapse, etc., to achieve excellent thermal performance and solubility, good selectivity, and increase the effect of permeability

Active Publication Date: 2021-02-26
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the molecular chains of polyimide materials usually have a certain degree of flexibility, which can easily cause the collapse of the polymer skeleton and the close accumulation of molecular chains, so that the gas permeability of the prepared polyimide film is low, and it cannot be applied to gas films. separate fields

Method used

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  • An imine ring-containing diphenylamine-substituted pyridine diamine monomer and its preparation method, Teleg base polymer, its preparation method and application
  • An imine ring-containing diphenylamine-substituted pyridine diamine monomer and its preparation method, Teleg base polymer, its preparation method and application
  • An imine ring-containing diphenylamine-substituted pyridine diamine monomer and its preparation method, Teleg base polymer, its preparation method and application

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preparation example Construction

[0045] The present invention provides a preparation method for a diphenylamine-substituted pyridine diamine monomer containing an imine ring described in the technical solution, comprising the following steps:

[0046] Mix R-CHO, acetophenone, ammonium acetate and glacial acetic acid for addition reaction to obtain a diphenylamine-substituted pyridine monomer;

[0047] Mixing the diphenylamine-substituted pyridine monomer, concentrated sulfuric acid and concentrated nitric acid, and performing a nitration reaction to obtain a diphenylamine-substituted pyridine dinitro monomer;

[0048] Mixing the diphenylamine-substituted pyridine dinitro monomer, the first organic solvent, a catalyst and a reducing agent, and performing a reduction reaction to obtain a diphenylamine-substituted pyridine diamino monomer having the structure shown in formula II;

[0049] Mix the diphenylamine-substituted pyridine diamino monomer having the structure shown in formula II, the aromatic dianhydride...

Embodiment 1

[0092] In a three-necked flask equipped with a mechanical stirring device, add 30mmol of benzaldehyde, 60mmol of acetophenone, 30g of ammonium acetate and 75mL of glacial acetic acid, under the protection of nitrogen, react at room temperature for half an hour, then heat the system to 120 ℃, carry out addition reaction 4h, precipitate solid after cooling, filter, successively wash three times with 50wt.% acetic acid and cold ethanol (temperature is 0 ℃) alternately, obtain crude product; Recrystallize described crude product from anhydrous methanol The product is obtained, filtered, and dried to obtain a diphenylamine-substituted pyridine monomer;

[0093] In a three-necked flask equipped with a mechanical stirring device, add 10 mmol of the diphenylamine-substituted pyridine-containing monomer, maintain the temperature of the system at 0°C, and prepare 2 mL of concentrated sulfuric acid (98% in mass concentration) and 6 mL of 45 wt.% concentrated nitric acid. The mixed acid w...

Embodiment 2

[0102] Add 30mmol of p-tolualdehyde, 60mmol of acetophenone, 30g of ammonium acetate and 75mL of glacial acetic acid into a three-necked flask equipped with a mechanical stirring device, and react at room temperature for half an hour under the protection of nitrogen, then heat the system to raise the temperature To 120°C, carry out the addition reaction for 5h, precipitate solid after cooling, filter, wash with 50wt.% acetic acid and cold ethanol (temperature is 0°C) alternately three times successively to obtain the crude product; The product is obtained by recrystallization, filtered, and dried to obtain a diphenylamine-substituted picoline monomer;

[0103] In a three-necked flask equipped with a mechanical stirring device, add 10 mmol of the diphenylamine-substituted picoline monomer, maintain the system temperature at 0° C., and prepare 2 mL of concentrated sulfuric acid (98% in mass concentration) and 6 mL of 45 wt.% concentrated nitric acid. The mixed acid was added dro...

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Abstract

The invention relates to the technical field of organic chemistry, in particular to a diphenylamine substituted pyridine diamine monomer containing an imine ring and a preparation method thereof, anda Troger's base polymer and a preparation method and application thereof. The diphenylamine substituted pyridine diamine monomer containing an imine ring contains a rigid aromatic structure, a tertiary amino pyridine structure and a large substituent group, so that the self-polymerized Troger's base polymer has the rigid aromatic structure and the V-shaped bridging structure; and the obtained Troger's base polymer has characteristics of high selectivity and high permeability, and especially has high gas permeation capacity and high separation capacity on CO2.

Description

technical field [0001] The invention relates to the technical field of organic chemistry, in particular to an imine ring-containing diphenylamine-substituted pyridine diamine monomer and a preparation method thereof, a Telleg base polymer, a preparation method and application thereof. Background technique [0002] Gas membrane separation technology is a new type of green separation technology. Compared with traditional gas separation technology, membrane separation has the advantages of high separation efficiency, simple operation, low energy consumption, green and pollution-free, etc. It is after cryogenic separation and pressure swing adsorption. The third-generation gas separation technology has been widely used in the fields of medicine, food, biochemistry, energy and environmental protection. Polymer membrane has good separation performance, excellent mechanical properties and physical and chemical properties, so it has become a commonly used gas separation membrane mat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/14C08G73/10B01D71/64B01D71/82B01D69/02B01D67/00B01D53/22
CPCB01D53/228B01D67/0006B01D69/02B01D71/64B01D71/82B01D2325/24C07D401/14C08G73/1085Y02P20/151Y02C20/40
Inventor 陈春海王书丽李莉姚佳楠周宏伟赵晓刚
Owner JILIN UNIV
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