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Benzimidazole type polymer cross-linking agent, preparation method and application thereof

A benzimidazole-type, benzimidazole-based technology, applied in the field of benzimidazole-type polymer crosslinking agent and its preparation, can solve the problem of the decrease of PBI thermal stability and the inability to improve the mechanical strength, thermal stability and chemical stability of PBI at the same time And proton conductivity, heat resistance and chemical resistance are not as good as PBI, so as to achieve the effect of improving mechanical strength and chemical stability, excellent mechanical strength and wide applicability

Pending Publication Date: 2020-09-08
FOSHAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above-mentioned types of cross-linking agents can improve the mechanical strength and chemical stability of PBI to a certain extent, but because the heat resistance and chemical resistance of this type of cross-linking agent itself are not as good as PBI, therefore, after cross-linking with PBI, it will The thermal stability of PBI is greatly reduced
At the same time, due to the decrease in the content of the acidophilic structure (imidazole structure) and the limited movement of the molecular chain, the amount of acid doped by PBI after such crosslinking usually also decreases. Therefore, it is still impossible to simultaneously improve the mechanical strength of PBI doped with acid. , thermal stability, chemical stability and proton conductivity and other comprehensive properties

Method used

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  • Benzimidazole type polymer cross-linking agent, preparation method and application thereof
  • Benzimidazole type polymer cross-linking agent, preparation method and application thereof
  • Benzimidazole type polymer cross-linking agent, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Add 90g of polyphosphoric acid to a three-necked flask, vent nitrogen, heat to 150°C, add 1.605g of tetraaminobiphenyl (7.5mmol) to dissolve in the polyphosphoric acid, then add 1.370g of isophthalic acid (8.25mmol), Under the protection of inert gas, the reaction was carried out at 150°C for 30 minutes, and then the temperature was raised to 200°C, 2.5 g of phosphorus pentoxide and a drop of triphenyl phosphite were added, and the reaction was continued for 20 hours. After the reaction, the product was poured into deionized water to obtain a precipitate. The precipitate was washed with sodium hydroxide solution, washed with deionized water, washed with Soxhlet extraction, and dried to obtain a carboxyl-terminated isophenyl benzimidazole oligomer with a repeating unit of about 10.

[0038] Dissolve 0.2g of the above-mentioned carboxyl-terminated benzimidazole oligomer in 10mL of N-methylpyrrolidone, add 0.05g of dicyclohexylcarbodiimide and 0.03g of 4-dimethylaminopyridine...

Embodiment 2

[0041] Add 90g of polyphosphoric acid to a three-necked flask, vent nitrogen, and raise the temperature to 150°C. Add 1.605g of tetraaminobiphenyl (7.5mmol) to dissolve in the polyphosphoric acid, and then add 1.257g of terephthalic acid (7.58mmol), Under the protection of inert gas, the reaction was carried out at 150°C for 30 minutes, then the temperature was raised to 200°C, 2.5 g of phosphorus pentoxide and a drop of triphenyl phosphite were added, and the reaction was continued for 20 hours. After the reaction, the product was poured into deionized water to obtain a precipitate. The precipitate was washed with sodium hydroxide solution, washed with deionized water, washed with Soxhlet extraction, and dried to obtain a carboxyl-terminated p-benzimidazole oligomer with a repeating unit of about 100.

[0042] Dissolve 2g of the above-mentioned carboxyl-terminated benzimidazole oligomer in 100mL N-methylpyrrolidone, add 0.05g dicyclohexylcarbodiimide and 0.03g 4-dimethylaminopyr...

Embodiment 3

[0045] Add 90g of polyphosphoric acid to a three-necked flask, vent nitrogen, heat up to 150℃, add 1.605g of tetraaminobiphenyl (7.5mmol) and dissolve in the polyphosphoric acid, then add 1.907g of 4,4'-diphthalic acid (7.875 mmol), react at 150°C for 30 minutes under the protection of inert gas, and then heat to 200°C, add 2.5 g of phosphorus pentoxide and a drop of triphenyl phosphite, and continue the reaction for 20 hours. After the reaction, the product was poured into deionized water to obtain a precipitate. The precipitate is washed with sodium hydroxide solution, washed with deionized water, washed with Soxhlet extraction, and dried to obtain a carboxyl-terminated biphenyl-type benzimidazole oligomer with a repeating unit of about 20.

[0046] Dissolve 2g of the above-mentioned carboxyl-terminated benzimidazole oligomer in 100mL N-methylpyrrolidone, add 0.25g dicyclohexylcarbodiimide and 0.15g 4-dimethylaminopyridine at 50℃, stir for 30 minutes, add 0.70g PBOA, react for...

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Abstract

The invention belongs to the field of high-temperature proton exchange membranes for fuel cells. The invention discloses a benzimidazole type polymer cross-linking agent and a preparation method thereof. A benzimidazole structure is used as a skeleton, benzoxazine in PBOA is used for end capping, the obtained benzimidazole type polymer cross-linking agent can be cross-linked with PBI only throughsimple heating, and the mechanical strength and the chemical stability of PBI can be greatly improved; meanwhile, the main chain structure of the cross-linking agent is consistent with that of PBI, sothat enough thermal stability can be ensured; in addition, the cross-linking agent is long in molecular chain, small in molecular chain movement resistance after cross-linking, and free of reductionof imidazole unit content, so that the acid doping amount of the cross-linking type PBI film is not reduced, and the comprehensive performance of the cross-linking type PBI film can be comprehensivelyimproved. The invention further provides a cross-linked PBI film prepared from the cross-linking agent and a preparation method of the cross-linked PBI film, and the prepared cross-linked PBI film isexcellent in comprehensive performance and can serve as a high-temperature proton exchange membrane to be applied to a fuel cell.

Description

Technical field [0001] The invention belongs to the technical field of high-temperature proton exchange membranes for fuel cells, and specifically relates to a benzimidazole type polymer crosslinking agent and a preparation method and application thereof. Background technique [0002] Polybenzimidazole (PBI) is a kind of heterocyclic polymer containing benzimidazole repeating units on the main chain. Its molecular main chain has a ladder structure and has good high temperature resistance and mechanical properties. Therefore, currently PBI is a high temperature proton One of the main materials for proton exchange membranes for exchange membrane fuel cells, but because PBI itself does not have the ability to conduct protons, it must be doped with proton acid (usually phosphoric acid) to achieve proton conduction. The higher the amount of acid doping, the higher the PBI The proton conductivity of the / acid composite membrane is higher. However, the incorporation of acid will greatl...

Claims

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Application Information

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IPC IPC(8): C08G73/18C08J3/24C08J5/18H01M8/103H01M8/1069
CPCC08G73/18C08J3/246C08J5/18H01M8/103H01M8/1069H01M2008/1095C08J2379/04C08J2479/04Y02E60/50
Inventor 罗浩川
Owner FOSHAN UNIVERSITY
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