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Polyimide for gas separation prepared based on diaminotriptycene and derivatives thereof and preparation method thereof

A technology of diaminotriptycene and polyimide is applied in the field of polyimide for gas separation and its preparation, and can solve the problems of low gas permeability and the like

Pending Publication Date: 2021-03-30
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the major challenge faced by gas separation membrane materials is that the existing commercial polymers have low gas permeability

Method used

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  • Polyimide for gas separation prepared based on diaminotriptycene and derivatives thereof and preparation method thereof
  • Polyimide for gas separation prepared based on diaminotriptycene and derivatives thereof and preparation method thereof
  • Polyimide for gas separation prepared based on diaminotriptycene and derivatives thereof and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Take 10.0g triptycene and 8.6g potassium nitrate into a 500mL round bottom flask, then add 200mL acetonitrile, then add 20mL trifluoroacetic anhydride, and react at room temperature for 12h. After the reaction, the obtained solution was added dropwise to deionized water to precipitate a solid, and the nitrated product was obtained by filtration;

[0033] Take 10 g of the above-mentioned nitrated product and add it to 300 mL of absolute ethanol, start cooling and reflux; then add 15 mL of 80% hydrazine hydrate and 1500 mg of target carbon catalyst, heat up to 120 ° C and reflux for 2 h;

[0034] After the reaction, use diatomaceous earth to filter and collect the filtrate, then add 200mL of deionized water to stir to produce a precipitate, place it in the refrigerator for recrystallization, filter, and dry in a vacuum oven at 80°C;

[0035]A mixture of petroleum ether and ethyl acetate with a volume ratio of 3:1 was used as a developer to adjust, and the obtained dried s...

Embodiment 2

[0038] Preparation of 2,7-diaminotriptycene-6FDA polyimide:

[0039] 284 mg of 2,7-diaminotriptylidene diamine prepared in Example 1 and 444.2 mg of hexafluorodianhydride were dissolved in 1.2 mL of m-cresol, and then a drop (0.05 mL) of isoquinoline was added to the solution as a catalyst, And raise the temperature to 160°C, and react for 2 hours; after the reaction, the obtained polymer is precipitated in ethanol solution, and m-cresol is removed by Soxhlet extraction to obtain 2,7 diaminotriptycene-6FDA polyimide.

[0040] 2,7 diaminotriptycene-6FDA polyimide was carried out by proton nuclear magnetic spectrum ( 1 H NMR, 400MHz, CDCl 3 ) test, the test results are: δ7.96(d, 2H, J=8.00Hz), 7.88(s, 2H), 7.80(d, 2H, J=7.60Hz), 7.53(d, 2H, J=8.00Hz ), 7.452 (s, 2H), 7.41 (m, 2H), 7.05 (m, 4H), 5.53 (d, 2H, J=12.8Hz). It can be seen that the synthetic results are consistent with the assumptions.

Embodiment 3

[0042] Preparation of 2,7-diaminotriptycene-6FDA:2,6-diaminotriptycene-6FD (1:1) polyimide:

[0043] 142 mg of 2,7-diaminotriptylidene diamine, 142 mg of 2,6-diaminotriptylidene diamine and 444.2 mg of hexafluorodianhydride prepared in Example 1 were dissolved in 1.2 mL of m-cresol, and then added to the solution A drop (0.05mL) of isoquinoline was used as a catalyst, and the temperature was raised to 160°C for 2 hours of reaction; after the reaction, the obtained polymer was precipitated in an ethanol solution, and m-cresol was removed by Soxhlet extraction to obtain 2,7- Diaminotriptycene-6FDA: 2,6-diaminotriptycene-6FD polyimide.

[0044] 2,7-diaminotriptycene-6FDA: 2,6-diaminotriptycene-6FD polyimide was carried out by proton nuclear magnetic spectrum ( 1 HNMR, 400MHz, CDCl 3 ) test, the test results are: δ7.98(d, 2H, J=5.2Hz), 7.88(s, 2H), 7.83(s, 2H), 7.53(d, 2H, J=7.6Hz), 7.43(d , 4H, J=14.6Hz), 7.04(m, 4H), 5.52(t, 2H). It can be seen that the synthetic results are...

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Abstract

The invention discloses polyimide prepared based on diaminotriptycene and derivatives thereof and used for gas separation and a preparation method thereof. The polyimide is a copolymer formed by polymerizing one or two diaminotriptycene and one or two tetracarboxylic dianhydrides, or is a copolymer formed by polymerizing one or two diaminotriptycene derivatives and one or two tetracarboxylic dianhydrides, wherein the value range of the polymerization degree of the copolymer is 1-10000. The polyimide has excellent gas separation performance, and can be used as a gas separation film to effectively separate CH4 from a gas mixture of CH4 and CO2 in biogas separation application after being prepared into a film; therefore, a membrane material prepared from the polymer has huge application valuein the field of gas separation. For example, N2 and O2 can be separated from the air. The CO2 is removed in the purification process of natural gas and high-purity CH4 is obtained, so that the polyimide can be used for H2 recovery in the field of ammonia synthesis.

Description

technical field [0001] The invention relates to the technical field of gas separation membranes, in particular to a polyimide for gas separation prepared based on diaminotriptycene and derivatives thereof and a preparation method thereof. Background technique [0002] In the 21st century, modern technology and industry are developing rapidly. The increasing demand for different gases in the industry also has higher and higher requirements for the field of gas separation. Among them, membrane gas separation has the advantages of small footprint and flexible installation compared with traditional cryogenic separation, pressure swing adsorption and other technologies. [0003] At present, the major challenge faced by gas separation membrane materials is the low gas permeability of existing commercial polymers. The rigid twisted element can increase the specific surface area of ​​the polymer, thereby increasing the gas permeability in the polymer membrane material, and the rig...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/10C08J5/18C08L79/08B01D53/22
CPCC08G73/1067C08G73/1039C08G73/1007C08J5/18B01D53/228C08J2379/08Y02P20/129Y02P20/151Y02C20/40
Inventor 程博闻李凯华于道明马小华朱芷杨李玘璇朱文举厉宗洁
Owner TIANJIN POLYTECHNIC UNIV
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