CN118063766A - Quaternized covalent triazine organic framework anion exchange membrane and preparation method thereof - Google Patents
Quaternized covalent triazine organic framework anion exchange membrane and preparation method thereof Download PDFInfo
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- quaternized
- anion exchange
- exchange membrane
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- 239000003011 anion exchange membrane Substances 0.000 title claims abstract description 34
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 239000013384 organic framework Substances 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000000243 solution Substances 0.000 claims abstract description 22
- -1 quaternary ammonium aromatic nitrile Chemical class 0.000 claims abstract description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 15
- 239000012528 membrane Substances 0.000 claims abstract description 12
- 235000010290 biphenyl Nutrition 0.000 claims abstract description 11
- 239000004305 biphenyl Substances 0.000 claims abstract description 11
- 238000005266 casting Methods 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 10
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- MBMTWCXBGFKYGF-UHFFFAOYSA-N 1,1'-biphenyl;formonitrile Chemical compound N#C.C1=CC=CC=C1C1=CC=CC=C1 MBMTWCXBGFKYGF-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 230000001376 precipitating effect Effects 0.000 claims abstract description 3
- 238000005406 washing Methods 0.000 claims abstract description 3
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- BPMBNLJJRKCCRT-UHFFFAOYSA-N 4-phenylbenzonitrile Chemical compound C1=CC(C#N)=CC=C1C1=CC=CC=C1 BPMBNLJJRKCCRT-UHFFFAOYSA-N 0.000 claims description 5
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims description 2
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 4
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 2
- 230000003993 interaction Effects 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 239000002861 polymer material Substances 0.000 abstract description 2
- 239000000446 fuel Substances 0.000 description 4
- 230000037427 ion transport Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 238000005576 amination reaction Methods 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0638—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
- C08G73/065—Preparatory processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/20—Manufacture of shaped structures of ion-exchange resins
- C08J5/22—Films, membranes or diaphragms
- C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
- C08J5/2218—Synthetic macromolecular compounds
- C08J5/2256—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
- H01M8/103—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having nitrogen, e.g. sulfonated polybenzimidazoles [S-PBI], polybenzimidazoles with phosphoric acid, sulfonated polyamides [S-PA] or sulfonated polyphosphazenes [S-PPh]
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1067—Polymeric electrolyte materials characterised by their physical properties, e.g. porosity, ionic conductivity or thickness
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
- H01M8/1072—Polymeric electrolyte materials characterised by the manufacturing processes by chemical reactions, e.g. insitu polymerisation or insitu crosslinking
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
- H01M8/1086—After-treatment of the membrane other than by polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2379/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2361/00 - C08J2377/00
- C08J2379/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/50—Fuel cells
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Abstract
The invention discloses a quaternized covalent triazine organic framework anion exchange membrane and a preparation method thereof, belonging to the technical field of high polymer materials, and comprising the following steps: step one: dissolving 3-bromomethyl-4, 4 '-dimethylbenzonitrile biphenyl or 2-bromomethyl-4, 4' -dimethylbenzonitrile biphenyl in a solvent, and adding a quaternizing agent solution; precipitating the obtained mixture in ethyl acetate, and washing; drying in a vacuum furnace at 40 ℃ to obtain the quaternary ammonium aromatic nitrile; step two: mixing 4,4' -biphenyl formonitrile and quaternized aromatic nitrile, placing the mixture into a 100ml flask, dropwise adding trifluoromethanesulfonic acid into the flask to obtain a casting solution, drying the casting solution at 100 ℃ to obtain a membrane, immersing the obtained membrane into an aqueous solution of NaOH to remove adsorbed trifluoromethanesulfonic acid, and obtaining the quaternized covalent triazine organic framework anion exchange membrane. The method adopts carbon-carbon bond to connect quaternized group in polymer frame, has no ether bond, and uses frame structure to increase mechanical stability and ion transportation effect, and simultaneously uses interaction between hole wall and ion to promote ion transportation effect.
Description
Technical Field
The invention belongs to the technical field of high polymer materials, and particularly relates to a quaternized covalent triazine organic framework anion exchange membrane and a preparation method thereof.
Background
An Anion Exchange Membrane (AEM) is one of the key materials of a fuel cell, and has a main role in transporting hydroxyl ions and isolating fuel of an anode and a cathode, and the anion exchange membrane needs to have good mechanical properties, good ion transport properties and good chemical stability. However, since the mobility of OH - is significantly lower than that of H +, it is generally chosen to increase more cationic groups to increase the Ion Exchange Capacity (IEC) and thus the ionic conductivity, and the increase in the degree of ionization of the membrane increases the hydrophilic properties of the membrane, resulting in deterioration of the mechanical properties of the membrane. The disadvantages of unstable chemical properties, poor mechanical properties and the like of the anion exchange membrane prevent the commercial application of the anion exchange membrane.
Disclosure of Invention
Aiming at the problems of unstable chemical property, poor mechanical property and the like of an anion exchange membrane in the prior art, the invention provides a quaternized covalent triazine organic framework anion exchange membrane and a preparation method thereof.
The invention is realized by the following technical scheme:
The preparation method of the quaternized covalent triazine organic framework anion exchange membrane specifically comprises the following steps:
Step one: preparing quaternary ammonium aromatic nitrile;
dissolving 3-bromomethyl-4, 4 '-dimethylbenzonitrile biphenyl or 2-bromomethyl-4, 4' -dimethylbenzonitrile biphenyl in a solvent, and then adding a quaternizing reagent solution for full reaction; precipitating the obtained mixture in ethyl acetate, and washing the obtained solid with deionized water; drying in a vacuum furnace at 40 ℃ to obtain the quaternary ammonium aromatic nitrile;
Step two: preparing a quaternized covalent triazine skeleton anion exchange membrane;
Mixing 4,4' -biphenyl formonitrile with the quaternized aromatic nitrile prepared in the step one, placing the mixture into a 100ml flask, dropwise adding trifluoromethanesulfonic acid into the flask at 0 ℃, stirring for 1.5h to obtain a casting solution, drying the casting solution at 100 ℃ to obtain a membrane, immersing the obtained membrane into 0.1M NaOH aqueous solution to remove adsorbed trifluoromethanesulfonic acid, and finally obtaining the quaternized covalent triazine organic framework anion exchange membrane.
Further, in the first step, the molar ratio of the 3-bromomethyl-4, 4 '-dimethylbenzene biphenyl or 2-bromomethyl-4, 4' -dimethylbenzene biphenyl to the quaternizing agent solution is 1:1.7.
Further, in the first step, the solvent is a dimethylacetamide solution.
Further, in step one, the quaternizing agent comprises trimethylamine, piperidine, 3,6, 9-triaza-spiro [5,5] undecane, or N-methylimidazole.
Further, in the second step, the mass ratio or the molar ratio of the 4,4' -biphenyl carbonitrile to the quaternized aromatic nitrile is an arbitrary ratio.
On the other hand, the invention also provides a quaternized covalent triazine organic framework anion exchange membrane which is prepared by the method.
Compared with the prior art, the invention has the following advantages:
The quaternized covalent triazine organic framework anion exchange membrane and the preparation method thereof adopt carbon-carbon bonds to connect quaternized groups in a polymer framework, have no ether bonds, increase mechanical stability and ion transport effect by utilizing a framework structure, and promote ion transport effect by utilizing the interaction between a pore wall and ions; namely, the ion transmission performance of the prepared anion exchange membrane can be changed by adjusting the molar ratio of the quaternary amination aromatic nitrile to the 4,4' -biphenyl carbonitrile in the second step.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below. Like elements or portions are generally identified by like reference numerals throughout the several figures. In the drawings, elements or portions thereof are not necessarily drawn to scale.
Fig. 1 and 2 are graphs of ionic conductivity of a membrane as a function of temperature.
Detailed Description
For a clear and complete description of the technical scheme and the specific working process thereof, the following specific embodiments of the invention are provided with reference to the accompanying drawings in the specification:
Example 1
The embodiment provides a preparation method of a quaternized covalent triazine organic framework anion exchange membrane, which specifically comprises the following steps:
Step one: preparing quaternary ammonium aromatic nitrile;
2.3g of 3-bromomethyl-4, 4' -dimethylbenzene was dissolved in 10ml of DMAc solvent, and to this solution was added 0.77g of trimethylamine solution, whereby the reaction was conducted well. Then, the resulting mixture was precipitated in 50ml of ethyl acetate, and the resulting solid was washed with deionized water; drying in a vacuum furnace at 40 ℃ to obtain quaternary ammonium aromatic nitrile;
Step two: preparing a quaternized covalent triazine skeleton anion exchange membrane;
0.5g of 4,4' -biphenylcarbonitrile and 0.335g of quaternized aromatic nitrile were mixed and placed in a 100ml flask, and 10ml of trifluoromethanesulfonic acid was added dropwise to the flask at 0 ℃; stirring for 1.5h to obtain a casting solution, and drying the casting solution at 100 ℃ to obtain a film; immersing the obtained membrane into 0.1M NaOH aqueous solution to remove the adsorbed trifluoromethanesulfonic acid, and finally obtaining the quaternized covalent triazine organic framework anion exchange membrane.
The reaction formula of the preparation process of this example is as follows:
As shown in FIG. 1, the anion exchange membrane prepared in this example has an ion conductivity of 64.7mS/cm at 80 ℃, a water absorption of 19.3%, a swelling ratio of 7.24%, a tensile strength of 127MPa, and an elongation at break of 4.35%, and can be applied in the direction of alkaline fuel cells.
Example 2
The embodiment provides a preparation method of a quaternized covalent triazine organic framework anion exchange membrane, which specifically comprises the following steps:
Step one: preparing quaternary ammonium aromatic nitrile;
2.3g of 2-bromomethyl-4, 4' -dimethylbenzonitrile biphenyl is dissolved in 10mlDMAc solvent, and then 0.77g of trimethylamine solution is added for full reaction; the resulting mixture was precipitated in 50ml of ethyl acetate and the resulting solid was washed with deionized water; drying in a vacuum furnace at 40 ℃ to obtain the quaternary ammonium aromatic nitrile;
Step two: preparing a quaternized covalent triazine skeleton anion exchange membrane;
0.5g of 4,4' -biphenylcarbonitrile and 0.335g of quaternized aromatic nitrile were mixed and placed in a 100ml flask, and 10ml of trifluoromethanesulfonic acid was added dropwise to the flask at 0 ℃. And stirring for 1.5h to obtain a casting solution, and drying the casting solution at 100 ℃ to obtain the film. Immersing the obtained membrane into 0.1M NaOH aqueous solution to remove the adsorbed trifluoromethanesulfonic acid, and finally obtaining the quaternized covalent triazine organic framework anion exchange membrane.
The reaction formula of the preparation process of this example is as follows:
As shown in FIG. 2, the anion exchange membrane prepared in this example has an ion conductivity of 68.7mS/cm at 80 ℃, a water absorption of 19.8%, a swelling ratio of 7.58%, a tensile strength of 120MPa, and an elongation at break of 4.74%, and can be applied in the direction of alkaline fuel cells.
The preferred embodiments of the present invention have been described in detail above with reference to the accompanying drawings, but the present invention is not limited to the specific details of the above embodiments, and various simple modifications can be made to the technical solution of the present invention within the scope of the technical concept of the present invention, and all the simple modifications belong to the protection scope of the present invention.
In addition, the specific features described in the above embodiments may be combined in any suitable manner, and in order to avoid unnecessary repetition, various possible combinations are not described further.
Moreover, any combination of the various embodiments of the invention can be made without departing from the spirit of the invention, which should also be considered as disclosed herein.
Claims (6)
1. The preparation method of the quaternized covalent triazine organic framework anion exchange membrane is characterized by comprising the following steps of:
Step one: preparing quaternary ammonium aromatic nitrile;
dissolving 3-bromomethyl-4, 4 '-dimethylbenzonitrile biphenyl or 2-bromomethyl-4, 4' -dimethylbenzonitrile biphenyl in a solvent, and then adding a quaternizing reagent solution for full reaction; precipitating the obtained mixture in ethyl acetate, and washing the obtained solid with deionized water; drying in a vacuum furnace at 40 ℃ to obtain the quaternary ammonium aromatic nitrile;
Step two: preparing a quaternized covalent triazine skeleton anion exchange membrane;
Mixing 4,4' -biphenyl formonitrile with the quaternized aromatic nitrile prepared in the step one, placing the mixture into a 100ml flask, dropwise adding trifluoromethanesulfonic acid into the flask at 0 ℃, stirring for 1.5h to obtain a casting solution, drying the casting solution at 100 ℃ to obtain a membrane, immersing the obtained membrane into 0.1M NaOH aqueous solution to remove adsorbed trifluoromethanesulfonic acid, and finally obtaining the quaternized covalent triazine organic framework anion exchange membrane.
2. The method for preparing a quaternized covalent triazine organic framework anion exchange membrane of claim 1, wherein in step one, the molar ratio of 3-bromomethyl-4, 4 '-dimethylbenzonitrile biphenyl or 2-bromomethyl-4, 4' -dimethylbenzonitrile biphenyl to quaternizing agent solution is 1:1.7.
3. The method of preparing a quaternized covalent triazine organic framework anion exchange membrane of claim 1 wherein in step one, the solvent is a dimethylacetamide solution.
4. A method of preparing a quaternized covalent triazine organic framework anion exchange membrane of claim 1 wherein in step one, the quaternizing agent comprises trimethylamine, piperidine, 3,6, 9-triaza-spiro [5,5] undecane, or N-methylimidazole.
5. The method for preparing a quaternized covalent triazine organic framework anion exchange membrane of claim 1, wherein in the second step, the mass ratio or the molar ratio of the 4,4' -biphenylcarbonitrile to the quaternized aromatic nitrile is any ratio.
6. A quaternized covalent triazine organic framework anion exchange membrane of claim 1 prepared by the method of any one of claims 1-5.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118271580A (en) * | 2024-06-04 | 2024-07-02 | 大连理工大学 | Anion exchange membrane prepared from aryl piperidine copolymer containing triazine ring branched structure, preparation method and application |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN118271580A (en) * | 2024-06-04 | 2024-07-02 | 大连理工大学 | Anion exchange membrane prepared from aryl piperidine copolymer containing triazine ring branched structure, preparation method and application |
| CN118271580B (en) * | 2024-06-04 | 2024-08-16 | 大连理工大学 | Anion exchange membrane prepared from aryl piperidine copolymer containing triazine ring branched structure, preparation method and application |
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