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Vinyl sulfone-functionalized polysulfone membrane and preparation method and application thereof

A vinyl sulfone and functionalization technology, applied in the direction of surface/boundary effects, instruments, analytical materials, etc., can solve problems such as the preparation method of polysulfone membranes without vinyl sulfone groups, and achieve a wide range of substrates and great application prospects , a wide range of effects

Active Publication Date: 2019-10-18
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is still no preparation method and application of polysulfone membranes containing vinylsulfone groups.

Method used

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  • Vinyl sulfone-functionalized polysulfone membrane and preparation method and application thereof
  • Vinyl sulfone-functionalized polysulfone membrane and preparation method and application thereof
  • Vinyl sulfone-functionalized polysulfone membrane and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Embodiment 1: Sample preparation and characterization

[0045] Take 500mg polysulfone particles (PSF) and dissolve in 20mL chloroform, its 1 HNMR spectrum as figure 1 As shown, trimethylchlorosilane (1.44 mL), paraformaldehyde (341 mg), and tin tetrachloride (20 μL) were added in sequence. Under the protective gas argon atmosphere, reflux at 50° C. for 48 h. After the reaction, recrystallize with methanol, wash and dry to obtain chloromethylated polysulfone material (CMPSF), which 1 HNMR spectrum as figure 2shown. Take 160 mg of CMPSF sample and dissolve it in 10 mL of dichloromethane, add 500 μL of diethanolamine, use chromatographic acetonitrile to help dissolve it until it is completely dissolved, and react at 25°C for 12 hours. After the reaction, recrystallize with methanol, wash and dry to obtain diethanolamine functionalized polysulfone material (DEAPSF), which 1 HNMR spectrum as image 3 shown. Take 100mg DEAPSF sample, dissolve it in 3mL dichloromethane...

Embodiment 2

[0047] Example 2: immobilization of small biomolecules

[0048] In order to verify that the material can react with small molecules, the material was made into a film, and the static water contact angle was measured. Take 100 mg of the DEAPSF sample in Example 1, dissolve it in 3 mL of dichloromethane, and form a film by phase inversion method. The DEAPSF membrane was submerged in divinyl sulfone (500 mM) solution, acetonitrile was used as solvent, and reacted at 25°C for 12 hours under the catalysis of triphenylphosphine (10 mM). After taking it out, rinse it with acetonitrile and ethanol in sequence, and blow it dry with nitrogen gas to obtain a vinyl sulfone functionalized polysulfone material (DVSPSF). Drop 2 μL of ultrapure water to test the static water contact angle. The DVSPSF membrane obtained in the previous step was placed in a cysteine ​​(10 mM) solution (pH 6.5), reacted at 25°C for 4 hours, and dried with nitrogen to obtain a cysteine-modified polysulfone membra...

Embodiment 3

[0050] Embodiment 3: Anti-protein adsorption experiment

[0051] (1) Place the DVSPSF membrane prepared in Example 1 in NH 2 -PEG 2000 Solution (0.3g / mL, pH=8.0PB buffer), reacted at 60°C for 12 hours, and dried with nitrogen to obtain PEG 2000 - PSF membrane.

[0052] (2) PSF, PEG 2000 - The membrane of PSF was cut into circular membrane pieces with a diameter of 0.5 cm, 6 pieces of each kind were cut out.

[0053] (3) Place the trimmed samples in a 96-well plate, add 100 μL of HRP-labeled goat anti-human IgG (Beijing Suolaibao Technology Co., Ltd.) to three of each sample, and add 100 μL of HRP-labeled anti-human IgG to the other three BSA (0.1 mg / mL) (Beijing Suo Lai Bao Technology Co., Ltd.), incubated at 37 ° C for 1 h. After the reaction, the two proteins were sucked out, and then the membrane adsorbed by the protein was taken out, washed three times with ultrapure water buffer, and dried with nitrogen.

[0054] (4) Put the membrane back into a clean 96-well plate,...

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Abstract

The invention discloses a vinyl sulfone-functionalized polysulfone membrane and a preparation method and application thereof. Vinyl sulfone groups are contained on the surface of the vinyl sulfone-functionalized polysulfone membrane, and the preparation method comprises the steps: dissolving the polysulfone particles in an organic solvent, performing chloromethylation, performing a reaction between the obtained material with diethanolamine so as to introduce hydroxyl groups, and performing a reaction between the introduced product with divinyl sulfone under catalytic conditions so as to introduce vinyl sulfone functional groups on the surface of the membrane. Through the prepared vinyl sulfone-functionalized polysulfone membrane, further coupling of functional molecules can be achieved, the substrate has a wide application range, the reaction conditions are mild, the operation is simple, and environmental protection is achieved; and the vinyl sulfone-functionalized polysulfone membraneis a broad-spectrum polysulfone membrane which is a surface-functionalized substrate and has great potential.

Description

technical field [0001] The invention belongs to the field of organic compound preparation, and in particular relates to a vinyl sulfone functionalized polysulfone membrane, its preparation method and application. [0002] technical background [0003] Polysulfone (PSF) is a translucent engineering plastic with very good mechanical properties, and its mechanical properties can remain good even in high temperature environments. Because of the benzene ring in the polysulfone molecular chain, polysulfone can maintain good mechanical properties at high temperatures; there is a highly oxidized S on the monomer and the two benzene rings around S are conjugated with O=S=O, which makes polysulfone Sulfone material has strong oxidation resistance and good heat resistance. In addition, polysulfone material is relatively soft and easy to process because of the ether bond and isopropylene group on the molecular chain. In summary, the structure of polysulfone material determines its exce...

Claims

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Application Information

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IPC IPC(8): C08J7/16C08J5/18C08L81/06C08G75/20G01N13/00
CPCC08G75/20C08J5/18C08J7/16C08J2381/06G01N13/00
Inventor 何炜徐贺程昉祝传磊
Owner DALIAN UNIV OF TECH
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