A method for simultaneously hydrolyzing and crosslinking self-porous polymer membranes

A polymer and polymer material technology, applied in the field of polymer science, can solve the problems of long cross-linking time (thermal cross-linking generally takes at least 3 days, loss of membrane mechanical properties, reduction of membrane permeability coefficient, etc.), and achieve excellent gas separation. Ability, mild conditions, novel effects

Active Publication Date: 2022-03-11
BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the small molecule crosslinking method, the introduction of small molecules will partially fill the pores in the PIM-1 structure, resulting in a serious decrease in the membrane permeability coefficient; while ultraviolet light crosslinking and thermal crosslinking will cause serious loss of membrane mechanical properties and crosslinking. Too long time (thermal crosslinking generally takes at least 3 days) and other issues are not applicable in industrial promotion

Method used

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  • A method for simultaneously hydrolyzing and crosslinking self-porous polymer membranes
  • A method for simultaneously hydrolyzing and crosslinking self-porous polymer membranes
  • A method for simultaneously hydrolyzing and crosslinking self-porous polymer membranes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Soak the PIM-1 membrane prepared in the second step of Comparative Example 1 in methanesulfonic acid for 10 min, then place the membrane soaked in methanesulfonic acid on a glass plate, and then transfer the glass plate to an oven at 110°C for PIM -1 The hydrolysis and crosslinking reaction of the film, the reaction time is 12h. After the reaction was completed, the membrane was taken out from the oven, soaked and rinsed in deionized water, and dried to obtain a novel membrane cPIM-1 containing carboxyl and triazine groups. In the cPIM-1 membrane structure prepared in Example 1, 8% of the nitrile groups were cross-linked to form a triazine ring, and the degree of cross-linking of the membrane was 8%.

[0030] The obtained cPIM-1 structural formula is shown in the figure below:

[0031]

[0032] The second step, the gas separation performance characterization of cPIM-1: test the cPIM-1 membrane to N 2 、CH 4 , CO 2 Gas separation performance.

[0033] See Table 1 ...

Embodiment 2

[0035] Soak the PIM-1 membrane prepared in the second step of Comparative Example 1 in methanesulfonic acid for 10 min, then place the membrane soaked in methanesulfonic acid on a glass plate, and then transfer the glass plate to an oven at 110°C for PIM -1 membrane hydrolysis and crosslinking reaction, the reaction time is 24h. After the reaction was completed, the membrane was taken out from the oven, soaked and rinsed in deionized water, and dried to obtain a novel membrane cPIM-1 containing carboxyl and triazine groups. In the cPIM-1 membrane structure prepared in Example 2, 28% of the nitrile groups were crosslinked to form a triazine ring, and the degree of crosslinking of the membrane was 28%.

[0036] The second step, the gas separation performance characterization of cPIM-1: test the cPIM-1 membrane to N 2 、CH 4 , CO 2 Gas separation performance.

[0037] See Table 1 for the gas separation performance of the cPIM-1 membrane prepared in Example 2.

Embodiment 3

[0039] Soak the PIM-1 membrane prepared in the second step of Comparative Example 1 in methanesulfonic acid for 10 min, then place the membrane soaked in methanesulfonic acid on a glass plate, and then transfer the glass plate to an oven at 110°C for PIM -1 The hydrolysis and crosslinking reaction of the film, the reaction time is 48h. After the reaction was completed, the membrane was taken out from the oven, soaked and rinsed in deionized water, and dried to obtain a novel membrane cPIM-1 containing carboxyl and triazine groups. The obtained cPIM-1 of embodiment 31 H NMR nuclear magnetic spectrum as figure 1 As shown, the XPS spectrum of nitrogen atom is shown as figure 2 shown. In the cPIM-1 membrane structure prepared in Example 3, 42% of the nitrile groups were crosslinked to form a triazine ring, and the degree of crosslinking of the membrane was 42%.

[0040] The second step, the gas separation performance characterization of cPIM-1: test the cPIM-1 membrane to N 2...

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Abstract

The invention belongs to the field of macromolecular materials, and relates to the preparation of a class of self-porous macromolecular materials and their application in separation membranes. The polymer separation membrane is a microporous polymer cPIM-1 containing a carboxyl group and a triazine ring structure. The preparation method of cPIM-1 is as follows: using acid catalysis and one-step method to simultaneously hydrolyze and cross-link microporous macromolecule PIM-1 in situ at the same time, hydrolyze the nitrile group of PIM-1 into carboxyl group and cross-link to form triazine ring , cPIM‑1 with different carboxyl and triazine ring contents was prepared by controlling the reaction temperature and time. The present invention prepares both high CO 2 permeability and high CO 2 / CH 4 , CO 2 / N 2 The selective separation membrane can effectively overcome the inherent mutual restriction (trade-off) relationship between gas permeability and selectivity when polymer membrane materials are used for gas separation, and the preparation method is simple, suitable for large-scale industrial production, and will be used in natural gas purification There are potential application prospects.

Description

technical field [0001] The invention belongs to the field of polymer science and technology, and relates to the preparation and application of functional polymer materials, in particular to a preparation method of a class of self-porous polymer materials. Background technique [0002] Microporous polymers (PIMs) are a new type of polymer materials with twisted rigid structural units in the main chain. The unique structure of PIMs provides it with continuous interconnected, irregular-shaped intrinsic micropores and excellent CO 2 permeability. PIM-1 is the most widely used linear polymer in microporous polymer materials, with good solubility and easy processing. However, the relatively low selectivity of PIM-1 compared with commercially available polyimide gas separation membranes limits its wide application. Therefore, there is an urgent need for a method that can improve the membrane selectivity of PIM-1. [0003] Generally, the gas selectivity of the membrane can be im...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J7/14C08J7/12C08L71/10B01D53/22
CPCC08J7/14C08J7/12B01D53/228C08J2371/10
Inventor 张彩丽韩蔚瑶翁云宣
Owner BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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