Unlock instant, AI-driven research and patent intelligence for your innovation.

Perfume fouramine and derivant thereof and preparation method and application thereof

A reaction and action technology, applied in the field of aromatic tetraamine and its derivatives, can solve the problems of high dielectric constant, poor solubility, limited types of aromatic tetraamine compounds, etc., and achieve high yield, mild reaction conditions, excellent The effect of alkali resistance or solubility

Active Publication Date: 2010-04-14
INST OF CHEM CHINESE ACAD OF SCI
View PDF1 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the limitations of the reaction mechanism and its reaction conditions, the types of aromatic tetraamine compounds that can be prepared by this method are limited
In addition, aromatic heterocyclic polymers prepared from these aromatic tetraamines generally have disadvantages such as poor processability and low comprehensive performance, which seriously affect the practical application of aromatic heterocyclic polymer materials.
For example, polybenzimidazole or polypyrrole prepared from the aromatic tetraamine monomer obtained by the above method has poor solubility in organic solvents and is not easy to process; Poor permeability, it is difficult to meet the requirements of microelectronics, optoelectronics and other high-tech polymer materials (G. Maier, Prog. Polym. Sci., 2001, 26, 3-65)

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Perfume fouramine and derivant thereof and preparation method and application thereof
  • Perfume fouramine and derivant thereof and preparation method and application thereof
  • Perfume fouramine and derivant thereof and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1、1

[0051] Embodiment 1,1, the synthesis of 4-two (3 ', 4'-diaminophenoxy) benzene

[0052] With 34.5 grams (0.20mol) 5-chloro-2-nitroaniline (R in formula III 1 stands for Cl, R 2 stands for NO 2 ), 11 grams of hydroquinone (0.10mol), 55.2 grams of anhydrous potassium carbonate (0.40mol) and 300ml N,N-dimethylformamide were put into a 1000mL three-necked reaction flask and stirred to mix evenly. The reaction flask was heated to 100° C., and the reaction was stirred for 24 hours under nitrogen. After cooling to room temperature, the reaction solution was poured into 1000 ml of cold water with stirring. Filtrate, collect the precipitate, wash repeatedly with deionized water, then dry under vacuum at 110°C, and finally recrystallize with ethanol to obtain 34.4 grams of 1,4-bis(3'-amino-4'-nitrophenoxy )benzene.

[0053] 38.2 grams of 1,4-bis(3'-amino-4'-nitrophenoxy)benzene prepared above were completely dissolved in 400 ml of ethanol, and 1.8 grams of 5% palladium / carbon catal...

Embodiment 2、1

[0060] Embodiment 2,1, the synthesis of 3-bis(3', 4'-diaminophenoxy group) benzene

[0061] 70.3 grams (0.45mol) of 5-fluoro-2-nitroaniline (R in the formula III 1 stands for F, R 2 stands for NO 2 ), 22 grams (0.20mol) of resorcinol, 63.6 grams of anhydrous sodium carbonate (0.60mol) and 400ml of dimethyl sulfoxide were put into a 1000mL three-necked reaction flask and stirred evenly. The reaction flask was heated to 180° C., and the reaction was stirred for 1 hour under nitrogen. After cooling to room temperature, the reaction solution was poured into 1500 ml of cold water with stirring. Filtrate, collect the precipitate, wash repeatedly with deionized water, then dry under vacuum at 110°C, and finally recrystallize with ethanol to obtain 69.5 grams of 1,3-bis(3'-amino-4'-nitrophenoxy )benzene.

[0062] 57.3 grams of 1,3-bis(3'-amino-4'-nitrophenoxy)benzene prepared above were completely dissolved in 500 ml of ethanol, and 1.8 grams of 5% palladium / carbon catalyst was a...

Embodiment 3、1

[0069] Embodiment 3,1, the synthesis of 2-two (3 ', 4'-diaminophenoxy) benzene

[0070] Put 43.1 grams (0.25mol) of 5-chloro-2-nitroaniline, 11 grams (0.10mol) of catechol, 27.6 grams of anhydrous cesium carbonate (0.20mol) and 300ml of dimethyl sulfoxide into 1000mL three-port reaction Stir in the bottle to mix well. The reaction flask was heated to 80° C., and the reaction was stirred for 72 hours under nitrogen. After cooling to room temperature, the reaction solution was poured into 1000 ml of cold water with stirring. Filtrate, collect the precipitate, wash repeatedly with deionized water, then dry under vacuum at 110°C, and finally recrystallize with ethanol to obtain 34.0 g of 1,2-bis(3'-amino-4'-nitrophenoxy )benzene.

[0071] 38.2 grams of 1,2-bis(3'-amino-4'-nitrophenoxy)benzene prepared above were completely dissolved in 400 ml of ethanol, and 2.0 grams of 5% palladium / carbon catalyst was added. After the reaction flask was heated to reflux, 110 ml of hydrazine ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
glass transition temperatureaaaaaaaaaa
glass transition temperatureaaaaaaaaaa
glass transition temperatureaaaaaaaaaa
Login to View More

Abstract

The invention discloses a perfume fouramine and a derivant thereof and a preparation method and application thereof, wherein the perfume fouramine and the structural general formula of the derivant are as the formula I. The preparation method of the compound comprises the following steps: firstly, leading perfume diphenol compound in the formula I to react with halogenated aromatic series compound shown in formula III under the function of basic catalyst, and getting the compound shown in formula IV, secondly, leading the compound shown in IV to get perfume fouramine compound and derivant thereof shown in the formula I through the catalytic reduction reaction. The method has the characteristics of mild reaction condition, high yield and the like, in addition, perfume fouramine and derivant thereof with different structures can be got through selecting different perfume diphenol. The aromatic heterocyclic polymers with different chemical structures, which are prepared through polycondensation reaction by the perfume fouramine and comonomer can be used for making films, adhensive or resin and the like, and can be used for manufacturing composite materials, engineering plastic and the like.

Description

technical field [0001] The invention relates to an aromatic tetraamine and its derivatives, their preparation method and application. Background technique [0002] Aromatic tetraamines and their derivatives are an important class of polymer monomers, which can be used to prepare aromatic heterocyclic polymer materials with special properties and functions. For example, aromatic tetraamine monomers and aromatic dianhydride monomers can be polycondensed to obtain polypyrrone materials; aromatic diphenyl dicarboxylic acid monomers can be polycondensed to obtain polybenzimidazoles; Ketone monomer can obtain polyphenylquinoline etc. (Robbie T.Foster, C.S.Marvel, J.Polym.Sci: Part A, 1965,3,417-421; J.G.Liu, L.F.Wang, S.Y.Yang, J. . Polym. Sci: Part A, 2004, 42, 1845-1856). Aromatic heterocyclic polymer materials have excellent heat resistance and special functions; for example, polypyrrone has excellent alkali hydrolysis resistance, which is composed of tetramine containing pyr...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/90C07C213/02C08G69/32C08G73/18C08G61/12
Inventor 杨士勇陶立明杨海霞刘金刚范琳
Owner INST OF CHEM CHINESE ACAD OF SCI