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Amino-containing polyarylether polymer as well as preparation method and application thereof

An amino polyarylene ether and polymer technology, applied in the field of amino-containing polyarylene ether polymers and their preparation, can solve the problems of membrane pollution, high cost, incompetence, etc., and achieve broad application prospects, good solvent resistance, good interaction effect

Active Publication Date: 2022-02-08
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the traditional polyarylether polymer film has the following problems: (1) The polyarylether polymer without functionalization is hydrophobic, and its The prepared separation membrane is prone to membrane fouling, which leads to a decrease in the performance of the membrane and an increase in the separation cost; it is generally believed that after the membrane material is modified by hydrophilicity, it can reduce the adsorption of organic substances such as proteins by the membrane, improve the biocompatibility and Water Flux of Separation Membrane
(2) Separation membranes prepared from amorphous polyarylether polymers, such as polysulfone and polyethersulfone membranes, can only be used for a long time in water systems, but for organic solvent systems or organic solvents and water mixed systems Separation is difficult due to swelling or even dissolution; however, by introducing cross-linkable functional groups, solvent-resistant separation membranes can be prepared by cross-linking after film formation
People such as Jiang Zhenhua (CN101463128A) use 4-aminophenyl hydroquinone as reaction monomer to introduce aminobenzene side group in polyarylether polymer; yet this type of reaction monomer cost is higher
[0005] In summary, the hydrophobicity of unfunctionalized polyarylether polymers leads to serious membrane fouling, increased separation costs, and amorphous polyarylethers The poor solvent resistance of polymers limits the application fields of membranes; and the existing methods of introducing amino groups into polyarylether polymers often use relatively high-cost reactive monomers

Method used

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  • Amino-containing polyarylether polymer as well as preparation method and application thereof
  • Amino-containing polyarylether polymer as well as preparation method and application thereof
  • Amino-containing polyarylether polymer as well as preparation method and application thereof

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preparation example Construction

[0060] The present invention also provides a method for preparing the amino group-containing polyarylether polymer described in the above technical solution, comprising the following steps:

[0061] a) under the action of a base catalyst, carry out nucleophilic polycondensation of amino-containing diphenol monomers and aromatic dihalogen monomers of the structure shown in formula (8) in a polar aprotic solvent to obtain amino-containing polyarylethers thing;

[0062]

[0063] In the present invention, the aromatic dihalogen monomer preferably has the structures shown in formulas (9) to (11):

[0064]

[0065] Wherein, X represents halogen, preferably F and / or Cl. In the present invention, there is no special limitation on the source of the aromatic dihalogen monomer, and commercially available products well known to those skilled in the art can be used.

[0066] In the present invention, the preparation method of the amino-containing diphenol monomer of the structure s...

Embodiment 1

[0108] (1) Preparation of amino-containing diphenol monomers:

[0109] Add 31.83g of phenolphthalein and 62.5g of 40wt% hydrazine hydrate aqueous solution into a single-necked bottle, and react at 60°C for 12 hours under magnetic stirring, the system turns from purple to white, and finally becomes a white turbid liquid; a white solid is obtained by filtration, and washed with a large amount of deionized water , recrystallized with methanol after drying to obtain the amino group-containing diphenol monomer with the structure shown in formula (8). Its H NMR spectrum is as figure 1 shown. The reaction formula is as follows:

[0110]

[0111] (2) Preparation of amino-containing polyaryl ether ketone:

[0112] 16.62g (0.05mol) of the amino-containing diphenol monomer prepared according to the above step (1), 10.91g (0.05mol) of 4,4'-difluorobenzophenone, 14.16g (0.1025mol) of anhydrous carbonic acid Potassium, 40ml of toluene and 100ml of dimethyl sulfoxide were added to a t...

Embodiment 2

[0114] (1) Preparation of amino-containing diphenol monomers:

[0115] See Example 1.

[0116] (2) Preparation of amino-containing polyaryl ether ketone:

[0117] 16.62g (0.05mol) of the amino-containing diphenol monomer prepared according to the above step (1), 10.91g (0.05mol) of 4,4'-difluorobenzophenone, 8.98g (0.065mol) of anhydrous carbonic acid Potassium, 50ml of N-methylpyrrolidone was added to a three-neck flask containing mechanical stirring, nitrogen inlet, water separator and condenser tube, and heated to 200°C for 4 hours under nitrogen atmosphere to obtain a viscous polymer solution. Add 200ml of N- After dilution with methylpyrrolidone, the product is poured into deionized water, and the solid is washed and dried to obtain amino-containing polyaryletherketone. Its structure is shown in formula (6), wherein, n=100.

[0118] Embodiment 1 step (2) and embodiment 2 step (2) reaction formula are as follows:

[0119]

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Abstract

The invention provides an amino-containing polyarylether polymer as well as a preparation method and application thereof. The amino-containing polyarylether polymer has a structure as shown in a formula (1), wherein n is greater than or equal to 10, and Ar is an aromatic group. The preparation method comprises the following steps: a) under the action of a base catalyst, carrying out nucleophilic polycondensation on an amino-containing diphenol monomer with a structure as shown in a formula (8) and an aromatic dihalide monomer in a polar aprotic solvent to obtain an amino-containing polyarylether polymer. Compared with the prior art, the preparation method has the advantages that specific raw materials are selected to synthesize the amino-containing polyarylether polymer according to specific process steps, the hydrophilicity of the synthesized novel amino-containing polyarylether polymer can be remarkably improved through introduction of amino, and then the pollution resistance and biocompatibility of the polyarylether polymer are improved; meanwhile, the amino-containing polyarylether polymer can be cross-linked after being prepared into a film, wherein the obtained cross-linked film has better solvent resistance.

Description

technical field [0001] The invention relates to the technical field of polymer film materials, and more specifically relates to an amino-containing polyarylether polymer and its preparation method and application. Background technique [0002] Polyarylene ether polymer is a special polymer material developed in the 1960s and 1970s due to the aerospace industry's demand for heat-resistant, high-strength, and lightweight organic materials. It generally has high heat resistance Performance, good processability, excellent mechanical properties and dimensional stability, simple material synthesis, and high cost performance. Polyarylether polymers mainly include polyarylether, polyarylether sulfone, polyarylether ketone, polyarylether nitrile, etc. Among them, representative products of polyarylether sulfone include polysulfone (PSF), polyethersulfone (PES), Polyphenylsulfone (PPSU), etc. Representative products of polyaryletherketone include polyetherketone (PEK), polyetherether...

Claims

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Application Information

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IPC IPC(8): C08G65/40C08J5/18C08J7/12C08L71/10
CPCC08G65/4043C08G65/4037C08G65/4006C08J5/18C08J7/12C08J2371/10Y02E60/50
Inventor 张所波孙宇轩
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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