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Benzimidazole anion exchange membrane and preparation method thereof

An anion-exchange membrane, benzimidazole technology, applied in the field of benzimidazole anion-exchange membrane and its preparation, can solve the problems of anion-exchange membrane IEC, low conductivity and water content, insufficient hydrophilicity, and reduce the ease of degradation of the main chain And other problems, to achieve the effect of high water content, high ion conductivity, excellent alkali resistance

Inactive Publication Date: 2021-06-18
广州费舍尔人工智能技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

CN 110527088 B discloses a side-chain type benzimidazole anion exchange membrane, with non-ionic polybenzimidazole as the main chain and spirocyclic quaternary ammonium salt as the side chain. The excellent mechanical properties and thermal stability of imidazole can also reduce the ease of degradation of the main chain. However, although the spirocyclic quaternary ammonium salt has excellent alkali resistance, it has insufficient hydrophilicity, which makes the IEC, conductivity and content of the anion exchange membrane The amount of water is low, so the polybenzimidazole anion exchange membrane needs to be optimized in terms of structural design and synthesis

Method used

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  • Benzimidazole anion exchange membrane and preparation method thereof
  • Benzimidazole anion exchange membrane and preparation method thereof
  • Benzimidazole anion exchange membrane and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Preparation of 1,2,4,5-tetraaminobenzene

[0030] Weigh 1,2,3-trichlorobenzene (20.14g 0.11mol) into a three-neck flask, add 80mL of 98% concentrated sulfuric acid, heat to 50°C, start to add 20mL of concentrated nitric acid (65wt% ~ 68wt%) dropwise, and dropwise Afterwards, the temperature was raised to 70°C, the reaction was continued for 5 hours, and the reaction was stopped to obtain crude 4,6-dinitro-1,2,3-trichlorobenzene as a yellow solid with a yield of 82.4%;

[0031] Weigh 4,6-dinitro-1,2,3-trichlorobenzene (22.25g, 0.08mol) into a high-pressure reactor, add 50mL of ethylene glycol, heat to 150°C, and pass in ammonia gas, The ammonia pressure was 1.0 MPa, and the reaction was stopped after 8 hours of reaction. After cooling to room temperature, the reactant was filtered to obtain a crude product, which was recrystallized from absolute ethanol to obtain 4,6-dinitro-2-chloro-1,3-phenylenediamine. The yield was 86.5%.

[0032] Weigh 4,6-dinitro-2-chloro-1,3-phe...

Embodiment 2

[0034] Preparation of fluorinated polybenzimidazole (FPBI).

[0035] Set the program of the microwave synthesizer in advance according to the requirements, firstly in the N 2 In the presence of microwave radiation polyphosphoric acid (PPA) deoxidation 0.5h, mixed 1,2,4,5-tetraaminobenzene (TAB), terephthalic acid (PTA), 3,3',5,5'-tetra After fluorobiphenyl-4,4'-dicarboxylic acid (TFA) and PPA, the mixture was placed in N 2 Vigorously stirred under high temperature, using temperature programming method: 90°C for 0.5h, 120°C for 0.5h, 140°C for 5h, 180°C for 0.5h, 200°C for 10h. After the reaction is over, pour the reaction solution into an equal volume of deionized water to precipitate, filter and wash alternately with deionized water and ethanol, repeat several times until the water phase is neutral, and place the obtained dark solid in a vacuum oven at 100°C After drying for 48 hours, fluorine-containing polybenzimidazole (FPBI) was obtained.

[0036] The feeding quality, ...

Embodiment 3

[0042] Preparation of 1-bromobutyltetramethylguanidine hydrochloride (BGs).

[0043] Add 1,4-dibromobutane (29.02g, 0.13mol) in a reaction flask equipped with a constant pressure dropping funnel, add 80mL of ethanol and stir to dissolve, then start to drop tetramethylguanidine (5.16g, 0.04mol) , after the dropwise reaction was stirred at room temperature for 20 h; after the reaction, the reaction solution was filtered, and then the low boiling point compound was evaporated at 60° C. to obtain a crude product. Using dichloromethane as the eluent, it was passed through a silica gel column, and the resulting filtered fraction was dried to obtain a white solid powder, which was 1-bromobutyltetramethylguanidine, and the yield was 75.6%.

[0044] Dissolve 1-bromobutyltetramethylguanidine in 20mL of deionized water again, put it into a single-necked flask equipped with a constant pressure dropping funnel, raise the temperature to 60°C, start adding 20g of 30% hydrochloric acid soluti...

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Abstract

The invention discloses a benzimidazole anion exchange membrane and a preparation method thereof. The preparation method comprises the following steps: (1) preparing 1-bromobutyl tetramethyl guanidine hydrochloride; (2) adding 1, 2, 4, 5-tetraaminobenzene, terephthalic acid and 3, 3 ', 5, 5'-tetrafluorobiphenyl-4, 4apos into the reaction kettle; synthesizing fluorine-containing polybenzimidazole from 1, 2-dicarboxylic acid in a nitrogen environment by adopting a microwave-assisted solution polycondensation method; (3) carrying out reaction on the fluorine-containing polybenzimidazole and 1-bromobutyl tetramethyl guanidine hydrochloride in the presence of a phase transfer catalyst and alkali to prepare side alkyl guanidine salt polybenzimidazole (PBI-g-Gs), and carrying out leveling membrane preparation and ion exchange to obtain a benzimidazole anion exchange membrane. According to the membrane, polybenzimidazole serves as a main chain, alkyl guanidine salt serves as a side group, and compared with the prior art, the hydrophilicity of the guanidine salt side group is higher; the fluorine-containing polybenzimidazole has higher hydrophobicity, so that the obtained AEMs have better alkali resistance, higher water content and higher ionic conductivity.

Description

technical field [0001] The invention belongs to the technical field of fuel cell materials, and in particular relates to a benzimidazole anion exchange membrane and a preparation method thereof. Background technique [0002] At present, AEMs with quaternary ammonium salts as ionic groups are the most extensively studied. Most of them use polyether ketone, polyether sulfone, and polybenzimidazole as polymer skeletons. These polymers have aromatic rings in their main chains and have high rigidity. Can impart structural stability to AEMs. Polybenzimidazole has a relatively stable main chain heterocyclic structure. In recent years, research on polybenzimidazole anion membranes has been carried out at home and abroad. In the literature (Polym.Chem., 2011, 2, 1641), polybenzimidazole is the main Chain, which endows the membrane with excellent mechanical properties and stability, but the modification of nitrogen atoms on the imidazole ring of the main chain to ionic groups may aff...

Claims

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Application Information

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IPC IPC(8): C08G73/06C08J5/22H01M8/103H01M8/1039H01M8/1072H01M8/1086C08L79/04
CPCC08G73/0677C08J5/2262C08J5/2293C08J2379/04H01M8/103H01M8/1039H01M8/1072H01M8/1086Y02E60/50
Inventor 李斯杰
Owner 广州费舍尔人工智能技术有限公司
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